Private jet charter · Chicago, IL
Chicago private jet charter: what it costs, where it flies
Private jet flights from Chicago run about $12k–$15k one way to Atlanta (1h 35m, light jet) and $35k–$39.5k to Los Angeles (3h 55m, midsize jet). A typical 2-hour trip comes to about $19k–$20.5k in a midsize jet.
Estimates from 16 companies' published jet card rates, checked October 2, 2026, times the flight time. Not quotes: open a route for every option and what the estimate leaves out.
- destinations
- 211
- nonstop in a light jet
- 180
- nonstop in a super-midsize
- 206
- airports
- 4
- CRAFT card, fuel and FET included
- $12,950/hr
Nonstop range by jet size
A midsize jet (about 2,000 nm, e.g. Citation XLS) flies 195 of 211 destinations nonstop.
The question everyone asks
How much is a 1, 2, 3 or 5-hour private jet flight from Chicago?
| Flight time | Lighte.g. Phenom 300 | Midsizee.g. Citation XLS | Super-mide.g. Challenger 350 | Largee.g. Challenger 605 |
|---|---|---|---|---|
| 1 hourTo Nashville, St. Louis, Kansas City | $7.5k–$9.5k | $9.5k–$10k | $11.5k–$13k | $13.5k–$15.5k |
| 2 hoursTo New York, Dallas, Boston | $15k–$18.5k | $19k–$20.5k | $23k–$26k | $27k–$31k |
| 3 hoursTo Nassau, Sun Valley, Bozeman | $22.5k–$28k | $27.5k–$30.5k | $34.5k–$39k | $40.5k–$46.5k |
| 5 hoursTo Antigua, St Kitts, Curaçao | $37.5k–$47k | $45k–$50k | $58k–$65k | $68k–$77k |
Hours of flying times the middle half of published hourly rates, tax added where a company says it's extra, before minimums and fees. Examples are routes from Chicago at about that time on the jet size each calls for. Cost by flight time, explained
Flying from Chicago
Picks from the numbers
Each card says how it was chosen. Estimates are one way, on the jet size each trip calls for.
Lowest estimates on this page
Lowest one-way estimates, trips over 150 nautical miles. Not a market price.
Getaways under 2h 30m
Resorts, beaches and ski towns within 2h 30m on the jet size each calls for.
Longest nonstop
Farthest route each size flies without a fuel stop, by our conservative range assumptions.
Most searched
Basis: Google search volumes (US, monthly average), DataForSEO, from Chicago. Searches a month.
“private jet charter chicago” is searched about 210 times a month in the U.S. (Google search volumes (US, monthly average), DataForSEO).
Cost against time
Every route from Chicago, by cost and flight time
The bill is roughly hours times the rate, so cost climbs with time, and steps up where a trip needs a bigger jet. Minimums make the shortest hops cost more than their flight time.
What else moves the bill (tax, minimums, peak days, repositioning) is on every route page under What the number leaves out.
Weekend ideas
Weekends from Chicago, by theme
Places we price within about 4h 30m, nearest first. One way, estimated; the clock change is the destination against Chicago.
Mountains and ski towns
Beaches and islands
City weekends
Range
How far a private jet flies nonstop from Chicago
Light jet
180of 211 nonstop
Farthest: Santo Domingo, Guatemala City
Midsize jet
195of 211 nonstop
Super-midsize jet
206of 211 nonstop
Large jet
211of 211 nonstop
Practical ranges we assume: light 1,700 nm, midsize 2,000, super-midsize 3,000, large 4,000. Conservative on purpose; payload, winds and runway length decide it on the day.
Airports
Where private jets fly from in Chicago
The airports we price Chicago from. We list only what our airport data says; ask the desk about handling, customs and slots for your date.
- MDWChicago Midway International AirportChicago, ILRoutes on this page are priced from here
- ORDChicago O'Hare International AirportChicago, IL15 miles from MDW, straight line
- PWKChicago Executive AirportChicago/Prospect Heights/Wheeling, IL24 miles from MDW, straight line
- DPADupage AirportChicago/West Chicago, IL27 miles from MDW, straight line
In our order of preference for a private flight. The airport changes the price, so ask about each.
Every route
Every private jet route from and to Chicago
One-way estimates by jet size, grouped by region, nearest first. Flight time is for the jet size each trip usually calls for; “nonstop in” is the smallest size that makes it without a stop; the clock is the time difference at the other end.
Private jet routes from Chicago
Midwest17 routes
| Route | Flight time | Nonstop in | Clock | Light | Midsize | Super-mid | Large | One way, est. |
|---|---|---|---|---|---|---|---|---|
| Chicago to Grand RapidsGrand Rapids, MI35m light · nonstop in light · +1 h | 35mlight | Light | +1 h | $4.5k–$5.5k | $5.5k–$6k | $6.5k–$7.5k | $7.5k–$8.5k | $4.5k–$5.5k |
| Chicago to IndianapolisIndianapolis, IN40m light · nonstop in light · +1 h | 40mlight | Light | +1 h | $5k–$6k | $6k–$6.5k | $7k–$8k | $8.5k–$9.5k | $5k–$6k |
| Chicago to Green BayGreen Bay, WI45m light · nonstop in light | 45mlight | Light | Same | $5.5k–$6.5k | $6.5k–$7k | $8k–$9k | $9k–$10k | $5.5k–$6.5k |
| Chicago to DetroitDetroit, MI50m light · nonstop in light · +1 h | 50mlight | Light | +1 h | $6k–$7.5k | $7.5k–$8k | $8.5k–$10k | $10k–$11.5k | $6k–$7.5k |
| Chicago to Traverse CityTraverse City, MI50m light · nonstop in light · +1 h | 50mlight | Light | +1 h | $6k–$7.5k | $7.5k–$8k | $9k–$10k | $10k–$11.5k | $6k–$7.5k |
| Chicago to CincinnatiCincinnati, OH50m light · nonstop in light · +1 h | 50mlight | Light | +1 h | $6.5k–$8k | $8k–$8.5k | $9k–$10.5k | $10.5k–$12k | $6.5k–$8k |
| Chicago to St. LouisSt. Louis, MO50m light · nonstop in light | 50mlight | Light | Same | $6.5k–$8k | $8k–$8.5k | $9.5k–$10.5k | $10.5k–$12k | $6.5k–$8k |
| Chicago to Rochester, MNRochester, MN55m light · nonstop in light | 55mlight | Light | Same | $7k–$8.5k | $8.5k–$9k | $10k–$11.5k | $11.5k–$13k | $7k–$8.5k |
| Chicago to ColumbusColumbus, OH55m light · nonstop in light · +1 h | 55mlight | Light | +1 h | $7k–$8.5k | $8.5k–$9k | $10k–$11.5k | $11.5k–$13k | $7k–$8.5k |
| Chicago to Des MoinesDes Moines, IA1h 00m light · nonstop in light | 1h 00mlight | Light | Same | $7.5k–$9k | $9k–$9.5k | $10.5k–$12k | $12k–$13.5k | $7.5k–$9k |
| Chicago to ClevelandCleveland, OH1h 00m light · nonstop in light · +1 h | 1h 00mlight | Light | +1 h | $7.5k–$9k | $9k–$9.5k | $10.5k–$12k | $12k–$13.5k | $7.5k–$9k |
| Chicago to MinneapolisMinneapolis, MN1h 05m light · nonstop in light | 1h 05mlight | Light | Same | $8k–$10k | $9.5k–$10.5k | $11.5k–$13k | $13k–$15k | $8k–$10k |
| Chicago to Kansas CityKansas City, MO1h 10m light · nonstop in light | 1h 10mlight | Light | Same | $9k–$11k | $11k–$11.5k | $13k–$14.5k | $14.5k–$16.5k | $9k–$11k |
| Chicago to OmahaOmaha, NE1h 15m light · nonstop in light | 1h 15mlight | Light | Same | $9.5k–$11.5k | $11k–$12k | $13.5k–$15k | $15k–$17k | $9.5k–$11.5k |
| Chicago to Sioux FallsSioux Falls, SD1h 20m light · nonstop in light | 1h 20mlight | Light | Same | $10k–$12.5k | $12k–$13k | $14.5k–$16.5k | $16.5k–$18.5k | $10k–$12.5k |
| Chicago to FargoFargo, ND1h 35m light · nonstop in light | 1h 35mlight | Light | Same | $12k–$14.5k | $14k–$15k | $16.5k–$19k | $19k–$21.5k | $12k–$14.5k |
| Chicago to WichitaWichita, KS1h 35m light · nonstop in light | 1h 35mlight | Light | Same | $12k–$15k | $14.5k–$15.5k | $17k–$19.5k | $19.5k–$22k | $12k–$15k |
Southeast25 routes
| Route | Flight time | Nonstop in | Clock | Light | Midsize | Super-mid | Large | One way, est. |
|---|---|---|---|---|---|---|---|---|
| Chicago to LouisvilleLouisville, KY55m light · nonstop in light · +1 h | 55mlight | Light | +1 h | $7k–$8.5k | $8k–$9k | $10k–$11k | $11k–$12.5k | $7k–$8.5k |
| Chicago to LexingtonLexington, KY1h 00m light · nonstop in light · +1 h | 1h 00mlight | Light | +1 h | $7.5k–$9k | $9k–$9.5k | $10.5k–$12k | $12k–$14k | $7.5k–$9k |
| Chicago to NashvilleNashville, TN1h 10m light · nonstop in light | 1h 10mlight | Light | Same | $9k–$11k | $10.5k–$11.5k | $12.5k–$14.5k | $14.5k–$16.5k | $9k–$11k |
| Chicago to KnoxvilleKnoxville, TN1h 20m light · nonstop in light · +1 h | 1h 20mlight | Light | +1 h | $10k–$12.5k | $12k–$13k | $14k–$16k | $16k–$18.5k | $10k–$12.5k |
| Chicago to MemphisMemphis, TN1h 20m light · nonstop in light | 1h 20mlight | Light | Same | $10.5k–$13k | $12.5k–$13k | $14.5k–$16.5k | $16.5k–$19k | $10.5k–$13k |
| Chicago to ChattanoogaChattanooga, TN1h 25m light · nonstop in light · +1 h | 1h 25mlight | Light | +1 h | $10.5k–$13k | $12.5k–$13.5k | $15k–$16.5k | $17k–$19k | $10.5k–$13k |
| Chicago to BentonvilleBentonville, AR1h 25m light · nonstop in light | 1h 25mlight | Light | Same | $11k–$13.5k | $13k–$14k | $15.5k–$17.5k | $17.5k–$20k | $11k–$13.5k |
| Chicago to AshevilleAsheville, NC1h 30m light · nonstop in light · +1 h | 1h 30mlight | Light | +1 h | $11k–$13.5k | $13k–$14k | $15.5k–$17.5k | $17.5k–$20k | $11k–$13.5k |
| Chicago to Little RockLittle Rock, AR1h 30m light · nonstop in light | 1h 30mlight | Light | Same | $11.5k–$14k | $13.5k–$14.5k | $16k–$18k | $18.5k–$21k | $11.5k–$14k |
| Chicago to Greenville, SCGreenville, SC1h 35m light · nonstop in light · +1 h | 1h 35mlight | Light | +1 h | $11.5k–$14.5k | $14k–$15k | $16.5k–$18.5k | $19k–$21.5k | $11.5k–$14.5k |
| Chicago to BirminghamBirmingham, AL1h 35m light · nonstop in light | 1h 35mlight | Light | Same | $12k–$14.5k | $14k–$15k | $16.5k–$19k | $19k–$21.5k | $12k–$14.5k |
| Chicago to GreensboroGreensboro, NC1h 35m light · nonstop in light · +1 h | 1h 35mlight | Light | +1 h | $12k–$15k | $14k–$15k | $17k–$19k | $19k–$22k | $12k–$15k |
| Chicago to AtlantaAtlanta, GA1h 35m light · nonstop in light · +1 h | 1h 35mlight | Light | +1 h | $12k–$15k | $14k–$15.5k | $17k–$19k | $19k–$22k | $12k–$15k |
| Chicago to CharlotteCharlotte, NC1h 35m light · nonstop in light · +1 h | 1h 35mlight | Light | +1 h | $12k–$15k | $14.5k–$15.5k | $17k–$19k | $19.5k–$22k | $12k–$15k |
| Chicago to Raleigh-DurhamRaleigh-Durham, NC1h 40m light · nonstop in light · +1 h | 1h 40mlight | Light | +1 h | $13k–$16k | $15.5k–$16.5k | $18k–$20.5k | $20.5k–$23.5k | $13k–$16k |
| Chicago to PinehurstPinehurst, NC1h 45m light · nonstop in light · +1 h | 1h 45mlight | Light | +1 h | $13k–$16k | $15.5k–$16.5k | $18.5k–$20.5k | $21k–$23.5k | $13k–$16k |
| Chicago to AugustaAugusta, GA1h 45m light · nonstop in light · +1 h | 1h 45mlight | Light | +1 h | $13.5k–$16.5k | $16k–$17k | $19k–$21.5k | $21.5k–$24.5k | $13.5k–$16.5k |
| Chicago to ShreveportShreveport, LA1h 55m light · nonstop in light | 1h 55mlight | Light | Same | $14.5k–$18k | $17k–$18.5k | $20.5k–$23k | $23k–$26.5k | $14.5k–$18k |
| Chicago to Myrtle BeachMyrtle Beach, SC1h 55m light · nonstop in light · +1 h | 1h 55mlight | Light | +1 h | $14.5k–$18k | $17.5k–$18.5k | $20.5k–$23.5k | $23.5k–$26.5k | $14.5k–$18k |
| Chicago to CharlestonCharleston, SC2h 00m light · nonstop in light · +1 h | 2h 00mlight | Light | +1 h | $14.5k–$18.5k | $17.5k–$19k | $21k–$23.5k | $23.5k–$27k | $14.5k–$18.5k |
| Chicago to SavannahSavannah, GA2h 00m light · nonstop in light · +1 h | 2h 00mlight | Light | +1 h | $15k–$18.5k | $18k–$19k | $21k–$24k | $24k–$27k | $15k–$18.5k |
| Chicago to Hilton HeadHilton Head, SC2h 00m light · nonstop in light · +1 h | 2h 00mlight | Light | +1 h | $15k–$19k | $18k–$19k | $21.5k–$24k | $24k–$27.5k | $15k–$19k |
| Chicago to Baton RougeBaton Rouge, LA2h 05m light · nonstop in light | 2h 05mlight | Light | Same | $15.5k–$19.5k | $18.5k–$20k | $22k–$25k | $25k–$28.5k | $15.5k–$19.5k |
| Chicago to St Simons IslandSt Simons Island, GA2h 05m light · nonstop in light · +1 h | 2h 05mlight | Light | +1 h | $16k–$20k | $19k–$20.5k | $22.5k–$25.5k | $25.5k–$29k | $16k–$20k |
| Chicago to New OrleansNew Orleans, LA2h 10m light · nonstop in light | 2h 10mlight | Light | Same | $16k–$20k | $19k–$20.5k | $22.5k–$25.5k | $25.5k–$29.5k | $16k–$20k |
Northeast19 routes
| Route | Flight time | Nonstop in | Clock | Light | Midsize | Super-mid | Large | One way, est. |
|---|---|---|---|---|---|---|---|---|
| Chicago to PittsburghPittsburgh, PA1h 10m light · nonstop in light · +1 h | 1h 10mlight | Light | +1 h | $9k–$11k | $11k–$11.5k | $13k–$14.5k | $14.5k–$16.5k | $9k–$11k |
| Chicago to BuffaloBuffalo, NY1h 20m light · nonstop in light · +1 h | 1h 20mlight | Light | +1 h | $10k–$12.5k | $12k–$13k | $14.5k–$16k | $16.5k–$18.5k | $10k–$12.5k |
| Chicago to RochesterRochester, NY1h 30m light · nonstop in light · +1 h | 1h 30mlight | Light | +1 h | $11k–$13.5k | $13k–$14k | $15.5k–$17.5k | $17.5k–$20k | $11k–$13.5k |
| Chicago to PhiladelphiaPhiladelphia, PA1h 50m light · nonstop in light · +1 h | 1h 50mlight | Light | +1 h | $13.5k–$17k | $16k–$17.5k | $19k–$21.5k | $21.5k–$24.5k | $13.5k–$17k |
| Chicago to Atlantic CityAtlantic City, NJ1h 55m light · nonstop in light · +1 h | 1h 55mlight | Light | +1 h | $14k–$17.5k | $17k–$18k | $20k–$22.5k | $22.5k–$26k | $14k–$17.5k |
| Chicago to New YorkNew York, NY1h 55m light · nonstop in light · +1 h | 1h 55mlight | Light | +1 h | $14k–$17.5k | $17k–$18k | $20k–$22.5k | $22.5k–$26k | $14k–$17.5k |
| Chicago to AlbanyAlbany, NY1h 55m light · nonstop in light · +1 h | 1h 55mlight | Light | +1 h | $14k–$17.5k | $17k–$18k | $20k–$22.5k | $23k–$26k | $14k–$17.5k |
| Chicago to New HavenNew Haven, CT2h 00m light · nonstop in light · +1 h | 2h 00mlight | Light | +1 h | $15k–$19k | $18k–$19.5k | $21.5k–$24k | $24k–$27.5k | $15k–$19k |
| Chicago to HartfordHartford, CT2h 00m light · nonstop in light · +1 h | 2h 00mlight | Light | +1 h | $15k–$19k | $18k–$19.5k | $21.5k–$24k | $24.5k–$27.5k | $15k–$19k |
| Chicago to Lebanon, NHLebanon, NH2h 05m light · nonstop in light · +1 h | 2h 05mlight | Light | +1 h | $15.5k–$19.5k | $18.5k–$20k | $22k–$24.5k | $25k–$28.5k | $15.5k–$19.5k |
| Chicago to The HamptonsThe Hamptons, NY2h 05m light · nonstop in light · +1 h | 2h 05mlight | Light | +1 h | $15.5k–$19.5k | $18.5k–$20k | $22k–$25k | $25k–$28.5k | $15.5k–$19.5k |
| Chicago to Manchester, NHManchester, NH2h 10m light · nonstop in light · +1 h | 2h 10mlight | Light | +1 h | $16k–$20k | $19.5k–$20.5k | $23k–$26k | $26k–$29.5k | $16k–$20k |
| Chicago to ProvidenceProvidence, RI2h 10m light · nonstop in light · +1 h | 2h 10mlight | Light | +1 h | $16.5k–$20.5k | $19.5k–$21k | $23k–$26k | $26k–$29.5k | $16.5k–$20.5k |
| Chicago to BostonBoston, MA2h 10m light · nonstop in light · +1 h | 2h 10mlight | Light | +1 h | $16.5k–$20.5k | $19.5k–$21k | $23k–$26k | $26k–$30k | $16.5k–$20.5k |
| Chicago to Martha's VineyardMartha's Vineyard, MA2h 15m light · nonstop in light · +1 h | 2h 15mlight | Light | +1 h | $17k–$21k | $20.5k–$21.5k | $24k–$27k | $27k–$31k | $17k–$21k |
| Chicago to Portland, MainePortland, Maine2h 15m light · nonstop in light · +1 h | 2h 15mlight | Light | +1 h | $17k–$21.5k | $20.5k–$22k | $24k–$27.5k | $27.5k–$31k | $17k–$21.5k |
| Chicago to Cape CodCape Cod, MA2h 20m light · nonstop in light · +1 h | 2h 20mlight | Light | +1 h | $17.5k–$21.5k | $20.5k–$22k | $24.5k–$27.5k | $27.5k–$31.5k | $17.5k–$21.5k |
| Chicago to NantucketNantucket, MA2h 20m light · nonstop in light · +1 h | 2h 20mlight | Light | +1 h | $17.5k–$22k | $21k–$22k | $24.5k–$28k | $28k–$32k | $17.5k–$22k |
| Chicago to BangorBangor, ME2h 30m light · nonstop in light · +1 h | 2h 30mlight | Light | +1 h | $18.5k–$23k | $22k–$23.5k | $26k–$29.5k | $29.5k–$33.5k | $18.5k–$23k |
Canada13 routes
| Route | Flight time | Nonstop in | Clock | Light | Midsize | Super-mid | Large | One way, est. |
|---|---|---|---|---|---|---|---|---|
| Chicago to TorontoToronto, Canada1h 15m light · nonstop in light · +1 h | 1h 15mlight | Light | +1 h | $9.5k–$12k | $11.5k–$12k | $13.5k–$15.5k | $15.5k–$17.5k | $9.5k–$12k |
| Chicago to OttawaOttawa, Canada1h 45m light · nonstop in light · +1 h | 1h 45mlight | Light | +1 h | $13k–$16.5k | $15.5k–$17k | $18.5k–$21k | $21k–$24k | $13k–$16.5k |
| Chicago to Mont-TremblantMont-Tremblant, Canada1h 55m light · nonstop in light · +1 h | 1h 55mlight | Light | +1 h | $14k–$18k | $17k–$18k | $20k–$22.5k | $23k–$26k | $14k–$18k |
| Chicago to WinnipegWinnipeg, Canada1h 55m light · nonstop in light | 1h 55mlight | Light | Same | $14.5k–$18k | $17k–$18.5k | $20k–$23k | $23k–$26k | $14.5k–$18k |
| Chicago to MontrealMontreal, Canada1h 55m light · nonstop in light · +1 h | 1h 55mlight | Light | +1 h | $14.5k–$18.5k | $17.5k–$19k | $20.5k–$23.5k | $23.5k–$27k | $14.5k–$18.5k |
| Chicago to Quebec CityQuebec City, Canada2h 15m light · nonstop in light · +1 h | 2h 15mlight | Light | +1 h | $17k–$21k | $20k–$21.5k | $24k–$27k | $27k–$31k | $17k–$21k |
| Chicago to ReginaRegina, Canada2h 20m midsize · nonstop in light · 0 to −1 h | 2h 20mmidsize | Light | 0 to −1 h | $19k–$23.5k | $22.5k–$24k | $26.5k–$30k | $30.5k–$34.5k | $22.5k–$24k |
| Chicago to HalifaxHalifax, Canada2h 50m midsize · nonstop in light · +2 h | 2h 50mmidsize | Light | +2 h | $23k–$28.5k | $26.5k–$29k | $32k–$36.5k | $36.5k–$41.5k | $26.5k–$29k |
| Chicago to CalgaryCalgary, Canada3h 10m midsize · nonstop in light · −1 h | 3h 10mmidsize | Light | −1 h | $25.5k–$32k | $29k–$32k | $36k–$40.5k | $40.5k–$46k | $29k–$32k |
| Chicago to EdmontonEdmonton, Canada3h 15m midsize · nonstop in light · −1 h | 3h 15mmidsize | Light | −1 h | $26k–$32.5k | $29.5k–$33k | $36.5k–$41.5k | $41.5k–$47.5k | $29.5k–$33k |
| Chicago to KelownaKelowna, Canada3h 40m midsize · nonstop in light · −2 h | 3h 40mmidsize | Light | −2 h | $29k–$36.5k | $32.5k–$36.5k | $41k–$46k | $46k–$53k | $32.5k–$36.5k |
| Chicago to VancouverVancouver, Canada4h 00m midsize · nonstop in light · −2 h | 4h 00mmidsize | Light | −2 h | $32k–$39.5k | $35.5k–$40k | $44.5k–$50k | $50k–$57k | $35.5k–$40k |
| Chicago to VictoriaVictoria, Canada4h 00m midsize · nonstop in light · −2 h | 4h 00mmidsize | Light | −2 h | $32k–$40k | $36k–$40.5k | $45k–$51k | $51k–$58k | $36k–$40.5k |
Mid-Atlantic4 routes
| Route | Flight time | Nonstop in | Clock | Light | Midsize | Super-mid | Large | One way, est. |
|---|---|---|---|---|---|---|---|---|
| Chicago to Washington, DCWashington, DC1h 35m light · nonstop in light · +1 h | 1h 35mlight | Light | +1 h | $12k–$15k | $14k–$15k | $17k–$19k | $19k–$22k | $12k–$15k |
| Chicago to BaltimoreBaltimore, MD1h 40m light · nonstop in light · +1 h | 1h 40mlight | Light | +1 h | $12.5k–$15.5k | $15k–$16k | $17.5k–$20k | $20k–$23k | $12.5k–$15.5k |
| Chicago to RichmondRichmond, VA1h 40m light · nonstop in light · +1 h | 1h 40mlight | Light | +1 h | $12.5k–$16k | $15k–$16.5k | $18k–$20.5k | $20.5k–$23.5k | $12.5k–$16k |
| Chicago to NorfolkNorfolk, VA1h 50m light · nonstop in light · +1 h | 1h 50mlight | Light | +1 h | $14k–$17.5k | $16.5k–$18k | $20k–$22.5k | $22.5k–$25.5k | $14k–$17.5k |
Texas and Oklahoma11 routes
| Route | Flight time | Nonstop in | Clock | Light | Midsize | Super-mid | Large | One way, est. |
|---|---|---|---|---|---|---|---|---|
| Chicago to TulsaTulsa, OK1h 35m light · nonstop in light | 1h 35mlight | Light | Same | $12k–$15k | $14.5k–$15.5k | $17k–$19k | $19.5k–$22k | $12k–$15k |
| Chicago to Oklahoma CityOklahoma City, OK1h 50m light · nonstop in light | 1h 50mlight | Light | Same | $14k–$17k | $16.5k–$17.5k | $19.5k–$22k | $22k–$25k | $14k–$17k |
| Chicago to DallasDallas, TX2h 05m light · nonstop in light | 2h 05mlight | Light | Same | $15.5k–$19.5k | $18.5k–$20k | $22k–$24.5k | $25k–$28.5k | $15.5k–$19.5k |
| Chicago to AmarilloAmarillo, TX2h 15m light · nonstop in light | 2h 15mlight | Light | Same | $17k–$21k | $20k–$21.5k | $24k–$27k | $27k–$31k | $17k–$21k |
| Chicago to HoustonHouston, TX2h 25m light · nonstop in light | 2h 25mlight | Light | Same | $18k–$22.5k | $21.5k–$22.5k | $25.5k–$28.5k | $28.5k–$32.5k | $18k–$22.5k |
| Chicago to LubbockLubbock, TX2h 25m light · nonstop in light | 2h 25mlight | Light | Same | $18k–$22.5k | $21.5k–$23k | $25.5k–$29k | $29k–$33k | $18k–$22.5k |
| Chicago to AustinAustin, TX2h 30m light · nonstop in light | 2h 30mlight | Light | Same | $18.5k–$23k | $22k–$23.5k | $26k–$29.5k | $29.5k–$33.5k | $18.5k–$23k |
| Chicago to San AntonioSan Antonio, TX2h 25m midsize · nonstop in light | 2h 25mmidsize | Light | Same | $19.5k–$24.5k | $23.5k–$24.5k | $27.5k–$31k | $31k–$35.5k | $23.5k–$24.5k |
| Chicago to MidlandMidland, TX2h 30m midsize · nonstop in light | 2h 30mmidsize | Light | Same | $19.5k–$24.5k | $23.5k–$25k | $28k–$31.5k | $31.5k–$36k | $23.5k–$25k |
| Chicago to Corpus ChristiCorpus Christi, TX2h 35m midsize · nonstop in light | 2h 35mmidsize | Light | Same | $21k–$26k | $24.5k–$26.5k | $29.5k–$33k | $33k–$38k | $24.5k–$26.5k |
| Chicago to El PasoEl Paso, TX2h 50m midsize · nonstop in light · −1 h | 2h 50mmidsize | Light | −1 h | $23k–$28.5k | $26.5k–$29k | $32k–$36.5k | $36.5k–$41.5k | $26.5k–$29k |
Florida17 routes
| Route | Flight time | Nonstop in | Clock | Light | Midsize | Super-mid | Large | One way, est. |
|---|---|---|---|---|---|---|---|---|
| Chicago to PensacolaPensacola, FL2h 05m light · nonstop in light | 2h 05mlight | Light | Same | $15.5k–$19k | $18.5k–$19.5k | $21.5k–$24.5k | $24.5k–$28k | $15.5k–$19k |
| Chicago to DestinDestin, FL2h 05m light · nonstop in light | 2h 05mlight | Light | Same | $15.5k–$19k | $18.5k–$19.5k | $21.5k–$24.5k | $24.5k–$28k | $15.5k–$19k |
| Chicago to TallahasseeTallahassee, FL2h 05m light · nonstop in light · +1 h | 2h 05mlight | Light | +1 h | $16k–$19.5k | $19k–$20k | $22.5k–$25k | $25k–$28.5k | $16k–$19.5k |
| Chicago to JacksonvilleJacksonville, FL2h 10m light · nonstop in light · +1 h | 2h 10mlight | Light | +1 h | $16.5k–$20.5k | $19.5k–$21k | $23k–$26k | $26.5k–$30k | $16.5k–$20.5k |
| Chicago to GainesvilleGainesville, FL2h 15m light · nonstop in light · +1 h | 2h 15mlight | Light | +1 h | $17k–$21.5k | $20.5k–$22k | $24k–$27.5k | $27.5k–$31k | $17k–$21.5k |
| Chicago to OcalaOcala, FL2h 20m light · nonstop in light · +1 h | 2h 20mlight | Light | +1 h | $17.5k–$22k | $21k–$22.5k | $25k–$28k | $28k–$32k | $17.5k–$22k |
| Chicago to Daytona BeachDaytona Beach, FL2h 25m light · nonstop in light · +1 h | 2h 25mlight | Light | +1 h | $18k–$22.5k | $21.5k–$23k | $25.5k–$29k | $29k–$33k | $18k–$22.5k |
| Chicago to OrlandoOrlando, FL2h 30m light · nonstop in light · +1 h | 2h 30mlight | Light | +1 h | $18.5k–$23.5k | $22k–$23.5k | $26.5k–$29.5k | $30k–$34k | $18.5k–$23.5k |
| Chicago to TampaTampa, FL2h 20m midsize · nonstop in light · +1 h | 2h 20mmidsize | Light | +1 h | $19k–$23.5k | $22.5k–$24k | $26.5k–$30k | $30k–$34.5k | $22.5k–$24k |
| Chicago to SarasotaSarasota, FL2h 25m midsize · nonstop in light · +1 h | 2h 25mmidsize | Light | +1 h | $19.5k–$24.5k | $23.5k–$24.5k | $27.5k–$31k | $31k–$35.5k | $23.5k–$24.5k |
| Chicago to Vero BeachVero Beach, FL2h 30m midsize · nonstop in light · +1 h | 2h 30mmidsize | Light | +1 h | $20k–$25k | $23.5k–$25k | $28k–$32k | $32k–$36k | $23.5k–$25k |
| Chicago to Fort MyersFort Myers, FL2h 35m midsize · nonstop in light · +1 h | 2h 35mmidsize | Light | +1 h | $21k–$26k | $24.5k–$26k | $29k–$33k | $33k–$37.5k | $24.5k–$26k |
| Chicago to Palm BeachPalm Beach, FL2h 40m midsize · nonstop in light · +1 h | 2h 40mmidsize | Light | +1 h | $21k–$26.5k | $25k–$26.5k | $29.5k–$33.5k | $33.5k–$38.5k | $25k–$26.5k |
| Chicago to NaplesNaples, FL2h 40m midsize · nonstop in light · +1 h | 2h 40mmidsize | Light | +1 h | $21k–$26.5k | $25k–$26.5k | $30k–$33.5k | $33.5k–$38.5k | $25k–$26.5k |
| Chicago to Fort LauderdaleFort Lauderdale, FL2h 40m midsize · nonstop in light · +1 h | 2h 40mmidsize | Light | +1 h | $21.5k–$27k | $25.5k–$27.5k | $30.5k–$34.5k | $34.5k–$39k | $25.5k–$27.5k |
| Chicago to MiamiMiami, FL2h 45m midsize · nonstop in light · +1 h | 2h 45mmidsize | Light | +1 h | $22k–$27.5k | $25.5k–$27.5k | $31k–$35k | $35k–$39.5k | $25.5k–$27.5k |
| Chicago to Key WestKey West, FL2h 50m midsize · nonstop in light · +1 h | 2h 50mmidsize | Light | +1 h | $23k–$28.5k | $26.5k–$29k | $32k–$36.5k | $36.5k–$41.5k | $26.5k–$29k |
Mountain West17 routes
| Route | Flight time | Nonstop in | Clock | Light | Midsize | Super-mid | Large | One way, est. |
|---|---|---|---|---|---|---|---|---|
| Chicago to DenverDenver, CO2h 20m light · nonstop in light · −1 h | 2h 20mlight | Light | −1 h | $17.5k–$21.5k | $20.5k–$22k | $24.5k–$27.5k | $28k–$31.5k | $17.5k–$21.5k |
| Chicago to Colorado SpringsColorado Springs, CO2h 20m light · nonstop in light · −1 h | 2h 20mlight | Light | −1 h | $17.5k–$22k | $21k–$22k | $24.5k–$28k | $28k–$32k | $17.5k–$22k |
| Chicago to VailVail, CO2h 25m midsize · nonstop in light · −1 h | 2h 25mmidsize | Light | −1 h | $19k–$24k | $23k–$24k | $27k–$30.5k | $30.5k–$35k | $23k–$24k |
| Chicago to Steamboat SpringsSteamboat Springs, CO2h 25m midsize · nonstop in light · −1 h | 2h 25mmidsize | Light | −1 h | $19k–$24k | $23k–$24k | $27k–$30.5k | $30.5k–$35k | $23k–$24k |
| Chicago to AspenAspen, CO2h 25m midsize · nonstop in light · −1 h | 2h 25mmidsize | Light | −1 h | $19.5k–$24k | $23k–$24.5k | $27k–$30.5k | $30.5k–$35k | $23k–$24.5k |
| Chicago to Crested ButteCrested Butte, CO2h 25m midsize · nonstop in light · −1 h | 2h 25mmidsize | Light | −1 h | $19.5k–$24.5k | $23k–$24.5k | $27.5k–$31k | $31k–$35.5k | $23k–$24.5k |
| Chicago to BillingsBillings, MT2h 30m midsize · nonstop in light · −1 h | 2h 30mmidsize | Light | −1 h | $20k–$25k | $24k–$25.5k | $28.5k–$32k | $32k–$36.5k | $24k–$25.5k |
| Chicago to TellurideTelluride, CO2h 35m midsize · nonstop in light · −1 h | 2h 35mmidsize | Light | −1 h | $20.5k–$25.5k | $24.5k–$26k | $29k–$33k | $33k–$37.5k | $24.5k–$26k |
| Chicago to DurangoDurango, CO2h 35m midsize · nonstop in light · −1 h | 2h 35mmidsize | Light | −1 h | $21k–$26k | $24.5k–$26k | $29.5k–$33k | $33k–$37.5k | $24.5k–$26k |
| Chicago to Jackson HoleJackson Hole, WY2h 45m midsize · nonstop in light · −1 h | 2h 45mmidsize | Light | −1 h | $22k–$27k | $25.5k–$27.5k | $30.5k–$34.5k | $34.5k–$39.5k | $25.5k–$27.5k |
| Chicago to BozemanBozeman, MT2h 45m midsize · nonstop in light · −1 h | 2h 45mmidsize | Light | −1 h | $22k–$27.5k | $26k–$28k | $31k–$35.5k | $35.5k–$40k | $26k–$28k |
| Chicago to Park CityPark City, UT2h 50m midsize · nonstop in light · −1 h | 2h 50mmidsize | Light | −1 h | $23k–$28.5k | $26.5k–$29k | $32k–$36.5k | $36.5k–$41.5k | $26.5k–$29k |
| Chicago to Salt Lake CitySalt Lake City, UT2h 55m midsize · nonstop in light · −1 h | 2h 55mmidsize | Light | −1 h | $23k–$29k | $27k–$29.5k | $32.5k–$37k | $37k–$42k | $27k–$29.5k |
| Chicago to MissoulaMissoula, MT3h 05m midsize · nonstop in light · −1 h | 3h 05mmidsize | Light | −1 h | $24.5k–$31k | $28.5k–$31k | $34.5k–$39k | $39k–$44.5k | $28.5k–$31k |
| Chicago to Sun ValleySun Valley, ID3h 05m midsize · nonstop in light · −1 h | 3h 05mmidsize | Light | −1 h | $25k–$31k | $28.5k–$31k | $35k–$39.5k | $39.5k–$45k | $28.5k–$31k |
| Chicago to WhitefishWhitefish, MT3h 05m midsize · nonstop in light · −1 h | 3h 05mmidsize | Light | −1 h | $25k–$31k | $28.5k–$31.5k | $35k–$39.5k | $39.5k–$45k | $28.5k–$31.5k |
| Chicago to BoiseBoise, ID3h 15m midsize · nonstop in light · −1 h | 3h 15mmidsize | Light | −1 h | $26.5k–$33k | $30k–$33k | $37k–$42k | $42k–$47.5k | $30k–$33k |
Southwest8 routes
| Route | Flight time | Nonstop in | Clock | Light | Midsize | Super-mid | Large | One way, est. |
|---|---|---|---|---|---|---|---|---|
| Chicago to TaosTaos, NM2h 25m midsize · nonstop in light · −1 h | 2h 25mmidsize | Light | −1 h | $19.5k–$24k | $23k–$24.5k | $27.5k–$31k | $31k–$35k | $23k–$24.5k |
| Chicago to Santa FeSanta Fe, NM2h 30m midsize · nonstop in light · −1 h | 2h 30mmidsize | Light | −1 h | $20k–$25k | $24k–$25.5k | $28.5k–$32k | $32k–$36.5k | $24k–$25.5k |
| Chicago to AlbuquerqueAlbuquerque, NM2h 35m midsize · nonstop in light · −1 h | 2h 35mmidsize | Light | −1 h | $21k–$26k | $24.5k–$26.5k | $29.5k–$33.5k | $33.5k–$38k | $24.5k–$26.5k |
| Chicago to SedonaSedona, AZ3h 10m midsize · nonstop in light · −1 to −2 h | 3h 10mmidsize | Light | −1 to −2 h | $25.5k–$31.5k | $29k–$32k | $35.5k–$40k | $40k–$46k | $29k–$32k |
| Chicago to ScottsdaleScottsdale, AZ3h 15m midsize · nonstop in light · −1 to −2 h | 3h 15mmidsize | Light | −1 to −2 h | $26k–$32.5k | $29.5k–$33k | $36.5k–$41.5k | $41.5k–$47k | $29.5k–$33k |
| Chicago to TucsonTucson, AZ3h 15m midsize · nonstop in light · −1 to −2 h | 3h 15mmidsize | Light | −1 to −2 h | $26.5k–$33k | $30k–$33k | $37k–$41.5k | $41.5k–$47.5k | $30k–$33k |
| Chicago to Las VegasLas Vegas, NV3h 25m midsize · nonstop in light · −2 h | 3h 25mmidsize | Light | −2 h | $27.5k–$34.5k | $31k–$34.5k | $38.5k–$44k | $43.5k–$50k | $31k–$34.5k |
| Chicago to RenoReno, NV3h 45m midsize · nonstop in light · −2 h | 3h 45mmidsize | Light | −2 h | $30.5k–$37.5k | $34k–$38k | $42.5k–$48k | $48k–$55k | $34k–$38k |
Bahamas, Caribbean and Bermuda32 routes
| Route | Flight time | Nonstop in | Clock | Light | Midsize | Super-mid | Large | One way, est. |
|---|---|---|---|---|---|---|---|---|
| Chicago to Grand BahamaGrand Bahama, Bahamas2h 45m midsize · nonstop in light · +1 h | 2h 45mmidsize | Light | +1 h | $22k–$27k | $25.5k–$27.5k | $30.5k–$34.5k | $34.5k–$39.5k | $25.5k–$27.5k |
| Chicago to BiminiBimini, Bahamas2h 50m midsize · nonstop in light · +1 h | 2h 50mmidsize | Light | +1 h | $22.5k–$28k | $26k–$28.5k | $31.5k–$35.5k | $35.5k–$41k | $26k–$28.5k |
| Chicago to AbacoAbaco, Bahamas2h 50m midsize · nonstop in light · +1 h | 2h 50mmidsize | Light | +1 h | $22.5k–$28k | $26.5k–$28.5k | $31.5k–$36k | $36k–$41k | $26.5k–$28.5k |
| Chicago to EleutheraEleuthera, Bahamas3h 00m midsize · nonstop in light · +1 h | 3h 00mmidsize | Light | +1 h | $24k–$29.5k | $27.5k–$30k | $33.5k–$38k | $38k–$43k | $27.5k–$30k |
| Chicago to NassauNassau, Bahamas3h 00m midsize · nonstop in light · +1 h | 3h 00mmidsize | Light | +1 h | $24k–$30k | $27.5k–$30k | $33.5k–$38k | $38k–$43.5k | $27.5k–$30k |
| Chicago to BermudaBermuda3h 15m midsize · nonstop in light · +2 h | 3h 15mmidsize | Light | +2 h | $26k–$32.5k | $29.5k–$32.5k | $36k–$41.5k | $41.5k–$47k | $29.5k–$32.5k |
| Chicago to ExumaExuma, Bahamas3h 15m midsize · nonstop in light · +1 h | 3h 15mmidsize | Light | +1 h | $26k–$32.5k | $29.5k–$33k | $36.5k–$41.5k | $41.5k–$47.5k | $29.5k–$33k |
| Chicago to Grand CaymanGrand Cayman, Cayman Islands3h 35m midsize · nonstop in light · +1 to 0 h | 3h 35mmidsize | Light | +1 to 0 h | $29k–$36k | $32.5k–$36.5k | $40.5k–$46k | $46k–$52k | $32.5k–$36.5k |
| Chicago to Turks & CaicosTurks & Caicos3h 45m midsize · nonstop in light · +1 h | 3h 45mmidsize | Light | +1 h | $30k–$37k | $33.5k–$37.5k | $42k–$47k | $47k–$54k | $33.5k–$37.5k |
| Chicago to Montego BayMontego Bay, Jamaica3h 50m midsize · nonstop in light · +1 to 0 h | 3h 50mmidsize | Light | +1 to 0 h | $31k–$38.5k | $34.5k–$38.5k | $43k–$49k | $49k–$56k | $34.5k–$38.5k |
| Chicago to KingstonKingston, Jamaica4h 00m midsize · nonstop in light · +1 to 0 h | 4h 00mmidsize | Light | +1 to 0 h | $32k–$39.5k | $35.5k–$40k | $44.5k–$50k | $50k–$57k | $35.5k–$40k |
| Chicago to Puerto PlataPuerto Plata, Dominican Republic4h 05m midsize · nonstop in light · +2 to +1 h | 4h 05mmidsize | Light | +2 to +1 h | $32.5k–$41k | $36.5k–$41k | $46k–$52k | $52k–$59k | $36.5k–$41k |
| Chicago to SantiagoSantiago, Dominican Republic4h 05m midsize · nonstop in light · +2 to +1 h | 4h 05mmidsize | Light | +2 to +1 h | $33k–$41k | $37k–$41.5k | $46.5k–$52k | $52k–$60k | $37k–$41.5k |
| Chicago to Santo DomingoSanto Domingo, Dominican Republic4h 20m midsize · nonstop in light · +2 to +1 h | 4h 20mmidsize | Light | +2 to +1 h | $34.5k–$43k | $38.5k–$43.5k | $48.5k–$55k | $55k–$62k | $38.5k–$43.5k |
| Chicago to La RomanaLa Romana, Dominican Republic4h 20m midsize · nonstop in midsize · +2 to +1 h | 4h 20mmidsize | Midsize | +2 to +1 h | $37k–$46.5k+1 stop | $39k–$44k | $49k–$55k | $55k–$63k | $39k–$44k |
| Chicago to Punta CanaPunta Cana, Dominican Republic4h 20m midsize · nonstop in midsize · +2 to +1 h | 4h 20mmidsize | Midsize | +2 to +1 h | $37.5k–$46.5k+1 stop | $39k–$44k | $49k–$56k | $56k–$63k | $39k–$44k |
| Chicago to San JuanSan Juan, Puerto Rico4h 30m super-mid · nonstop in midsize · +2 to +1 h | 4h 30msuper-mid | Midsize | +2 to +1 h | $39k–$48.5k+1 stop | $41k–$46k | $51k–$58k | $58k–$66k | $51k–$58k |
| Chicago to St ThomasSt Thomas, U.S. Virgin Islands4h 35m super-mid · nonstop in midsize · +2 to +1 h | 4h 35msuper-mid | Midsize | +2 to +1 h | $39.5k–$49.5k+1 stop | $41.5k–$47k | $52k–$59k | $59k–$67k | $52k–$59k |
| Chicago to TortolaTortola, British Virgin Islands4h 35m super-mid · nonstop in midsize · +2 to +1 h | 4h 35msuper-mid | Midsize | +2 to +1 h | $40k–$49.5k+1 stop | $42k–$47k | $53k–$59k | $59k–$68k | $53k–$59k |
| Chicago to St CroixSt Croix, U.S. Virgin Islands4h 40m super-mid · nonstop in midsize · +2 to +1 h | 4h 40msuper-mid | Midsize | +2 to +1 h | $40.5k–$50k+1 stop | $42.5k–$48k | $53k–$60k | $60k–$69k | $53k–$60k |
| Chicago to AnguillaAnguilla4h 45m super-mid · nonstop in midsize · +2 to +1 h | 4h 45msuper-mid | Midsize | +2 to +1 h | $41k–$51k+1 stop | $43k–$48.5k | $54k–$61k | $61k–$70k | $54k–$61k |
| Chicago to St BarthsSt Barths, French West Indies4h 45m super-mid · nonstop in midsize · +2 to +1 h | 4h 45msuper-mid | Midsize | +2 to +1 h | $41k–$51k+1 stop | $43.5k–$49k | $54k–$61k | $61k–$70k | $54k–$61k |
| Chicago to St KittsSt Kitts, St Kitts & Nevis4h 50m super-mid · nonstop in midsize · +2 to +1 h | 4h 50msuper-mid | Midsize | +2 to +1 h | $42k–$52k+1 stop | $44.5k–$50k | $56k–$63k | $63k–$72k | $56k–$63k |
| Chicago to ArubaAruba4h 55m super-mid · nonstop in midsize · +2 to +1 h | 4h 55msuper-mid | Midsize | +2 to +1 h | $42.5k–$53k+1 stop | $45k–$51k | $57k–$64k | $64k–$73k | $57k–$64k |
| Chicago to AntiguaAntigua, Antigua & Barbuda4h 55m super-mid · nonstop in midsize · +2 to +1 h | 4h 55msuper-mid | Midsize | +2 to +1 h | $43k–$53k+1 stop | $45k–$51k | $57k–$64k | $64k–$73k | $57k–$64k |
| Chicago to CuraçaoCuraçao5h 00m super-mid · nonstop in super-mid · +2 to +1 h | 5h 00msuper-mid | Super-mid | +2 to +1 h | $43.5k–$54k+1 stop | $49k–$55k+1 stop | $58k–$65k | $65k–$74k | $58k–$65k |
| Chicago to BonaireBonaire5h 05m super-mid · nonstop in super-mid · +2 to +1 h | 5h 05msuper-mid | Super-mid | +2 to +1 h | $44k–$55k+1 stop | $49k–$55k+1 stop | $58k–$66k | $66k–$75k | $58k–$66k |
| Chicago to St LuciaSt Lucia5h 25m super-mid · nonstop in super-mid · +2 to +1 h | 5h 25msuper-mid | Super-mid | +2 to +1 h | $46.5k–$58k+1 stop | $52k–$59k+1 stop | $62k–$70k | $70k–$80k | $62k–$70k |
| Chicago to St VincentSt Vincent, St Vincent & the Grenadines5h 25m super-mid · nonstop in super-mid · +2 to +1 h | 5h 25msuper-mid | Super-mid | +2 to +1 h | $47k–$59k+1 stop | $53k–$59k+1 stop | $63k–$71k | $71k–$80k | $63k–$71k |
| Chicago to GrenadaGrenada5h 30m super-mid · nonstop in super-mid · +2 to +1 h | 5h 30msuper-mid | Super-mid | +2 to +1 h | $47.5k–$59k+1 stop | $53k–$60k+1 stop | $64k–$72k | $72k–$82k | $64k–$72k |
| Chicago to BarbadosBarbados5h 35m super-mid · nonstop in super-mid · +2 to +1 h | 5h 35msuper-mid | Super-mid | +2 to +1 h | $48k–$60k+1 stop | $54k–$61k+1 stop | $64k–$72k | $72k–$82k | $64k–$72k |
| Chicago to TrinidadTrinidad, Trinidad & Tobago5h 45m super-mid · nonstop in super-mid · +2 to +1 h | 5h 45msuper-mid | Super-mid | +2 to +1 h | $49.5k–$62k+1 stop | $55k–$62k+1 stop | $66k–$74k | $74k–$85k | $66k–$74k |
Mexico14 routes
| Route | Flight time | Nonstop in | Clock | Light | Midsize | Super-mid | Large | One way, est. |
|---|---|---|---|---|---|---|---|---|
| Chicago to MonterreyMonterrey, Mexico3h 00m midsize · nonstop in light · 0 to −1 h | 3h 00mmidsize | Light | 0 to −1 h | $24k–$30k | $28k–$30.5k | $34k–$38.5k | $38.5k–$43.5k | $28k–$30.5k |
| Chicago to CancúnCancún, Mexico3h 15m midsize · nonstop in light · +1 to 0 h | 3h 15mmidsize | Light | +1 to 0 h | $26k–$32.5k | $29.5k–$33k | $37k–$41.5k | $41.5k–$47.5k | $29.5k–$33k |
| Chicago to MéridaMérida, Mexico3h 15m midsize · nonstop in light · 0 to −1 h | 3h 15mmidsize | Light | 0 to −1 h | $26.5k–$33k | $30k–$33k | $37k–$42k | $42k–$47.5k | $30k–$33k |
| Chicago to CozumelCozumel, Mexico3h 20m midsize · nonstop in light · +1 to 0 h | 3h 20mmidsize | Light | +1 to 0 h | $27k–$33.5k | $30.5k–$33.5k | $37.5k–$42.5k | $42.5k–$48.5k | $30.5k–$33.5k |
| Chicago to TulumTulum, Mexico3h 25m midsize · nonstop in light · +1 to 0 h | 3h 25mmidsize | Light | +1 to 0 h | $27k–$34k | $30.5k–$34k | $38k–$43k | $43k–$49k | $30.5k–$34k |
| Chicago to QuerétaroQuerétaro, Mexico3h 40m midsize · nonstop in light · 0 to −1 h | 3h 40mmidsize | Light | 0 to −1 h | $29.5k–$37k | $33k–$37k | $41.5k–$47k | $46.5k–$53k | $33k–$37k |
| Chicago to LeónLeón, Mexico3h 40m midsize · nonstop in light · 0 to −1 h | 3h 40mmidsize | Light | 0 to −1 h | $29.5k–$37k | $33k–$37.5k | $41.5k–$47k | $47k–$54k | $33k–$37.5k |
| Chicago to Mexico CityMexico City, Mexico3h 50m midsize · nonstop in light · 0 to −1 h | 3h 50mmidsize | Light | 0 to −1 h | $30.5k–$38k | $34k–$38.5k | $43k–$48.5k | $48.5k–$55k | $34k–$38.5k |
| Chicago to GuadalajaraGuadalajara, Mexico3h 50m midsize · nonstop in light · 0 to −1 h | 3h 50mmidsize | Light | 0 to −1 h | $31k–$39k | $34.5k–$39k | $43.5k–$49.5k | $49k–$56k | $34.5k–$39k |
| Chicago to Puerto VallartaPuerto Vallarta, Mexico4h 00m midsize · nonstop in light · 0 to −1 h | 4h 00mmidsize | Light | 0 to −1 h | $32k–$40k | $35.5k–$40k | $45k–$51k | $51k–$58k | $35.5k–$40k |
| Chicago to OaxacaOaxaca, Mexico4h 00m midsize · nonstop in light · 0 to −1 h | 4h 00mmidsize | Light | 0 to −1 h | $32k–$40k | $36k–$40.5k | $45k–$51k | $51k–$58k | $36k–$40.5k |
| Chicago to Los CabosLos Cabos, Mexico4h 00m midsize · nonstop in light · −1 to −2 h | 4h 00mmidsize | Light | −1 to −2 h | $32.5k–$40.5k | $36k–$40.5k | $45.5k–$51k | $51k–$58k | $36k–$40.5k |
| Chicago to ZihuatanejoZihuatanejo, Mexico4h 10m midsize · nonstop in light · 0 to −1 h | 4h 10mmidsize | Light | 0 to −1 h | $33.5k–$41.5k | $37k–$42k | $46.5k–$53k | $53k–$60k | $37k–$42k |
| Chicago to AcapulcoAcapulco, Mexico4h 10m midsize · nonstop in light · 0 to −1 h | 4h 10mmidsize | Light | 0 to −1 h | $33.5k–$42k | $37.5k–$42k | $47k–$53k | $53k–$60k | $37.5k–$42k |
West Coast18 routes
| Route | Flight time | Nonstop in | Clock | Light | Midsize | Super-mid | Large | One way, est. |
|---|---|---|---|---|---|---|---|---|
| Chicago to SpokaneSpokane, WA3h 25m midsize · nonstop in light · −2 h | 3h 25mmidsize | Light | −2 h | $27.5k–$34k | $31k–$34.5k | $38.5k–$43.5k | $43.5k–$49.5k | $31k–$34.5k |
| Chicago to Palm SpringsPalm Springs, CA3h 45m midsize · nonstop in light · −2 h | 3h 45mmidsize | Light | −2 h | $30k–$37.5k | $33.5k–$37.5k | $42k–$47.5k | $47.5k–$54k | $33.5k–$37.5k |
| Chicago to Mammoth LakesMammoth Lakes, CA3h 45m midsize · nonstop in light · −2 h | 3h 45mmidsize | Light | −2 h | $30k–$37.5k | $33.5k–$38k | $42k–$47.5k | $47.5k–$54k | $33.5k–$38k |
| Chicago to BendBend, OR3h 45m midsize · nonstop in light · −2 h | 3h 45mmidsize | Light | −2 h | $30.5k–$38k | $34k–$38k | $42.5k–$48k | $48k–$55k | $34k–$38k |
| Chicago to Lake TahoeLake Tahoe, CA3h 50m midsize · nonstop in light · −2 h | 3h 50mmidsize | Light | −2 h | $30.5k–$38k | $34k–$38.5k | $43k–$48.5k | $48.5k–$55k | $34k–$38.5k |
| Chicago to San DiegoSan Diego, CA3h 50m midsize · nonstop in light · −2 h | 3h 50mmidsize | Light | −2 h | $31k–$39k | $34.5k–$39k | $43.5k–$49k | $49k–$56k | $34.5k–$39k |
| Chicago to Orange CountyOrange County, CA3h 55m midsize · nonstop in light · −2 h | 3h 55mmidsize | Light | −2 h | $31k–$39k | $35k–$39k | $43.5k–$49.5k | $49k–$56k | $35k–$39k |
| Chicago to SeattleSeattle, WA3h 55m midsize · nonstop in light · −2 h | 3h 55mmidsize | Light | −2 h | $31k–$39k | $35k–$39k | $43.5k–$49.5k | $49k–$56k | $35k–$39k |
| Chicago to FresnoFresno, CA3h 55m midsize · nonstop in light · −2 h | 3h 55mmidsize | Light | −2 h | $31k–$39k | $35k–$39k | $43.5k–$49.5k | $49.5k–$56k | $35k–$39k |
| Chicago to BakersfieldBakersfield, CA3h 55m midsize · nonstop in light · −2 h | 3h 55mmidsize | Light | −2 h | $31.5k–$39k | $35k–$39.5k | $44k–$49.5k | $49.5k–$56k | $35k–$39.5k |
| Chicago to Los AngelesLos Angeles, CA3h 55m midsize · nonstop in light · −2 h | 3h 55mmidsize | Light | −2 h | $31.5k–$39k | $35k–$39.5k | $44k–$49.5k | $49.5k–$57k | $35k–$39.5k |
| Chicago to PortlandPortland, OR3h 55m midsize · nonstop in light · −2 h | 3h 55mmidsize | Light | −2 h | $31.5k–$39k | $35k–$39.5k | $44k–$50k | $49.5k–$57k | $35k–$39.5k |
| Chicago to SacramentoSacramento, CA4h 00m midsize · nonstop in light · −2 h | 4h 00mmidsize | Light | −2 h | $32k–$40k | $36k–$40.5k | $45k–$51k | $51k–$58k | $36k–$40.5k |
| Chicago to Santa BarbaraSanta Barbara, CA4h 00m midsize · nonstop in light · −2 h | 4h 00mmidsize | Light | −2 h | $32.5k–$40.5k | $36k–$40.5k | $45.5k–$51k | $51k–$58k | $36k–$40.5k |
| Chicago to San Luis ObispoSan Luis Obispo, CA4h 05m midsize · nonstop in light · −2 h | 4h 05mmidsize | Light | −2 h | $32.5k–$41k | $36.5k–$41k | $46k–$52k | $52k–$59k | $36.5k–$41k |
| Chicago to NapaNapa, CA4h 05m midsize · nonstop in light · −2 h | 4h 05mmidsize | Light | −2 h | $33k–$41k | $36.5k–$41.5k | $46k–$52k | $52k–$59k | $36.5k–$41.5k |
| Chicago to MontereyMonterey, CA4h 05m midsize · nonstop in light · −2 h | 4h 05mmidsize | Light | −2 h | $33k–$41.5k | $37k–$41.5k | $46.5k–$52k | $52k–$60k | $37k–$41.5k |
| Chicago to San FranciscoSan Francisco, CA4h 10m midsize · nonstop in light · −2 h | 4h 10mmidsize | Light | −2 h | $33k–$41.5k | $37k–$41.5k | $46.5k–$53k | $52k–$60k | $37k–$41.5k |
Central America8 routes
| Route | Flight time | Nonstop in | Clock | Light | Midsize | Super-mid | Large | One way, est. |
|---|---|---|---|---|---|---|---|---|
| Chicago to Belize CityBelize City, Belize3h 45m midsize · nonstop in light · 0 to −1 h | 3h 45mmidsize | Light | 0 to −1 h | $30.5k–$37.5k | $34k–$38k | $42k–$48k | $48k–$55k | $34k–$38k |
| Chicago to RoatánRoatán, Honduras3h 55m midsize · nonstop in light · 0 to −1 h | 3h 55mmidsize | Light | 0 to −1 h | $31.5k–$39.5k | $35.5k–$40k | $44k–$50k | $50k–$57k | $35.5k–$40k |
| Chicago to Guatemala CityGuatemala City, Guatemala4h 10m midsize · nonstop in light · 0 to −1 h | 4h 10mmidsize | Light | 0 to −1 h | $34k–$42k | $37.5k–$42.5k | $47k–$54k | $53k–$61k | $37.5k–$42.5k |
| Chicago to San SalvadorSan Salvador, El Salvador4h 20m midsize · nonstop in midsize · 0 to −1 h | 4h 20mmidsize | Midsize | 0 to −1 h | $37k–$46.5k+1 stop | $39k–$44k | $48.5k–$56k | $55k–$63k | $39k–$44k |
| Chicago to ManaguaManagua, Nicaragua4h 25m super-mid · nonstop in midsize · 0 to −1 h | 4h 25msuper-mid | Midsize | 0 to −1 h | $39k–$48.5k+1 stop | $41k–$46k | $51k–$58k | $58k–$66k | $51k–$58k |
| Chicago to GuanacasteGuanacaste, Costa Rica4h 40m super-mid · nonstop in midsize · 0 to −1 h | 4h 40msuper-mid | Midsize | 0 to −1 h | $40.5k–$51k+1 stop | $43k–$48k | $53k–$61k | $61k–$69k | $53k–$61k |
| Chicago to San JoséSan José, Costa Rica4h 45m super-mid · nonstop in midsize · 0 to −1 h | 4h 45msuper-mid | Midsize | 0 to −1 h | $41.5k–$52k+1 stop | $43.5k–$49k | $54k–$62k | $62k–$70k | $54k–$62k |
| Chicago to Panama CityPanama City, Panama5h 00m super-mid · nonstop in super-mid · +1 to 0 h | 5h 00msuper-mid | Super-mid | +1 to 0 h | $43k–$54k+1 stop | $48.5k–$54k+1 stop | $57k–$65k | $65k–$74k | $57k–$65k |
Hawaii and Alaska8 routes
| Route | Flight time | Nonstop in | Clock | Light | Midsize | Super-mid | Large | One way, est. |
|---|---|---|---|---|---|---|---|---|
| Chicago to JuneauJuneau, AK5h 00m super-mid · nonstop in super-mid · −3 h | 5h 00msuper-mid | Super-mid | −3 h | $43k–$54k+1 stop | $48k–$54k+1 stop | $57k–$65k | $64k–$73k | $57k–$65k |
| Chicago to FairbanksFairbanks, AK5h 55m super-mid · nonstop in super-mid · −3 h | 5h 55msuper-mid | Super-mid | −3 h | $51k–$64k+1 stop | $57k–$64k+1 stop | $68k–$78k | $77k–$88k | $68k–$78k |
| Chicago to AnchorageAnchorage, AK6h 05m super-mid · nonstop in super-mid · −3 h | 6h 05msuper-mid | Super-mid | −3 h | $52k–$65k+1 stop | $58k–$66k+1 stop | $69k–$79k | $79k–$90k | $69k–$79k |
| Chicago to MauiMaui, HI8h 25m large · nonstop in large · −4 to −5 h | 8h 25mlarge | Large | −4 to −5 h | – | – | $103k–$118k+1 stop | $114k–$129k | $114k–$129k |
| Chicago to KonaKona, HI8h 25m large · nonstop in large · −4 to −5 h | 8h 25mlarge | Large | −4 to −5 h | – | – | $104k–$119k+1 stop | $114k–$130k | $114k–$130k |
| Chicago to LanaiLanai, HI8h 25m large · nonstop in large · −4 to −5 h | 8h 25mlarge | Large | −4 to −5 h | – | – | $104k–$119k+1 stop | $114k–$130k | $114k–$130k |
| Chicago to HonoluluHonolulu, HI8h 30m large · nonstop in large · −4 to −5 h | 8h 30mlarge | Large | −4 to −5 h | – | – | $105k–$120k+1 stop | $115k–$131k | $115k–$131k |
| Chicago to KauaiKauai, HI8h 35m large · nonstop in large · −4 to −5 h | 8h 35mlarge | Large | −4 to −5 h | – | – | $106k–$121k+1 stop | $116k–$133k | $116k–$133k |
Private jet routes to Chicago
Midwest17 routes
| Route | Flight time | Nonstop in | Clock | Light | Midsize | Super-mid | Large | One way, est. |
|---|---|---|---|---|---|---|---|---|
| Grand Rapids to ChicagoGrand Rapids, MI35m light · nonstop in light · −1 h | 35mlight | Light | −1 h | $4.5k–$5.5k | $5.5k–$6k | $6.5k–$7.5k | $7.5k–$8.5k | $4.5k–$5.5k |
| Indianapolis to ChicagoIndianapolis, IN40m light · nonstop in light · −1 h | 40mlight | Light | −1 h | $5k–$6k | $6k–$6.5k | $7k–$8k | $8.5k–$9.5k | $5k–$6k |
| Green Bay to ChicagoGreen Bay, WI45m light · nonstop in light | 45mlight | Light | Same | $5.5k–$6.5k | $6.5k–$7k | $8k–$9k | $9k–$10k | $5.5k–$6.5k |
| Detroit to ChicagoDetroit, MI50m light · nonstop in light · −1 h | 50mlight | Light | −1 h | $6k–$7.5k | $7.5k–$8k | $8.5k–$10k | $10k–$11.5k | $6k–$7.5k |
| Traverse City to ChicagoTraverse City, MI50m light · nonstop in light · −1 h | 50mlight | Light | −1 h | $6k–$7.5k | $7.5k–$8k | $9k–$10k | $10k–$11.5k | $6k–$7.5k |
| Cincinnati to ChicagoCincinnati, OH50m light · nonstop in light · −1 h | 50mlight | Light | −1 h | $6.5k–$8k | $8k–$8.5k | $9k–$10.5k | $10.5k–$12k | $6.5k–$8k |
| St. Louis to ChicagoSt. Louis, MO50m light · nonstop in light | 50mlight | Light | Same | $6.5k–$8k | $8k–$8.5k | $9.5k–$10.5k | $10.5k–$12k | $6.5k–$8k |
| Rochester, MN to ChicagoRochester, MN55m light · nonstop in light | 55mlight | Light | Same | $7k–$8.5k | $8.5k–$9k | $10k–$11.5k | $11.5k–$13k | $7k–$8.5k |
| Columbus to ChicagoColumbus, OH55m light · nonstop in light · −1 h | 55mlight | Light | −1 h | $7k–$8.5k | $8.5k–$9k | $10k–$11.5k | $11.5k–$13k | $7k–$8.5k |
| Des Moines to ChicagoDes Moines, IA1h 00m light · nonstop in light | 1h 00mlight | Light | Same | $7.5k–$9k | $9k–$9.5k | $10.5k–$12k | $12k–$13.5k | $7.5k–$9k |
| Cleveland to ChicagoCleveland, OH1h 00m light · nonstop in light · −1 h | 1h 00mlight | Light | −1 h | $7.5k–$9k | $9k–$9.5k | $10.5k–$12k | $12k–$13.5k | $7.5k–$9k |
| Minneapolis to ChicagoMinneapolis, MN1h 05m light · nonstop in light | 1h 05mlight | Light | Same | $8k–$10k | $9.5k–$10.5k | $11.5k–$13k | $13k–$15k | $8k–$10k |
| Kansas City to ChicagoKansas City, MO1h 10m light · nonstop in light | 1h 10mlight | Light | Same | $9k–$11k | $11k–$11.5k | $13k–$14.5k | $14.5k–$16.5k | $9k–$11k |
| Omaha to ChicagoOmaha, NE1h 15m light · nonstop in light | 1h 15mlight | Light | Same | $9.5k–$11.5k | $11k–$12k | $13.5k–$15k | $15k–$17k | $9.5k–$11.5k |
| Sioux Falls to ChicagoSioux Falls, SD1h 20m light · nonstop in light | 1h 20mlight | Light | Same | $10k–$12.5k | $12k–$13k | $14.5k–$16.5k | $16.5k–$18.5k | $10k–$12.5k |
| Fargo to ChicagoFargo, ND1h 35m light · nonstop in light | 1h 35mlight | Light | Same | $12k–$14.5k | $14k–$15k | $16.5k–$19k | $19k–$21.5k | $12k–$14.5k |
| Wichita to ChicagoWichita, KS1h 35m light · nonstop in light | 1h 35mlight | Light | Same | $12k–$15k | $14.5k–$15.5k | $17k–$19.5k | $19.5k–$22k | $12k–$15k |
Southeast25 routes
| Route | Flight time | Nonstop in | Clock | Light | Midsize | Super-mid | Large | One way, est. |
|---|---|---|---|---|---|---|---|---|
| Louisville to ChicagoLouisville, KY55m light · nonstop in light · −1 h | 55mlight | Light | −1 h | $7k–$8.5k | $8k–$9k | $10k–$11k | $11k–$12.5k | $7k–$8.5k |
| Lexington to ChicagoLexington, KY1h 00m light · nonstop in light · −1 h | 1h 00mlight | Light | −1 h | $7.5k–$9k | $9k–$9.5k | $10.5k–$12k | $12k–$14k | $7.5k–$9k |
| Nashville to ChicagoNashville, TN1h 10m light · nonstop in light | 1h 10mlight | Light | Same | $9k–$11k | $10.5k–$11.5k | $12.5k–$14.5k | $14.5k–$16.5k | $9k–$11k |
| Knoxville to ChicagoKnoxville, TN1h 20m light · nonstop in light · −1 h | 1h 20mlight | Light | −1 h | $10k–$12.5k | $12k–$13k | $14k–$16k | $16k–$18.5k | $10k–$12.5k |
| Memphis to ChicagoMemphis, TN1h 20m light · nonstop in light | 1h 20mlight | Light | Same | $10.5k–$13k | $12.5k–$13k | $14.5k–$16.5k | $16.5k–$19k | $10.5k–$13k |
| Chattanooga to ChicagoChattanooga, TN1h 25m light · nonstop in light · −1 h | 1h 25mlight | Light | −1 h | $10.5k–$13k | $12.5k–$13.5k | $15k–$16.5k | $17k–$19k | $10.5k–$13k |
| Bentonville to ChicagoBentonville, AR1h 25m light · nonstop in light | 1h 25mlight | Light | Same | $11k–$13.5k | $13k–$14k | $15.5k–$17.5k | $17.5k–$20k | $11k–$13.5k |
| Asheville to ChicagoAsheville, NC1h 30m light · nonstop in light · −1 h | 1h 30mlight | Light | −1 h | $11k–$13.5k | $13k–$14k | $15.5k–$17.5k | $17.5k–$20k | $11k–$13.5k |
| Little Rock to ChicagoLittle Rock, AR1h 30m light · nonstop in light | 1h 30mlight | Light | Same | $11.5k–$14k | $13.5k–$14.5k | $16k–$18k | $18.5k–$21k | $11.5k–$14k |
| Greenville, SC to ChicagoGreenville, SC1h 35m light · nonstop in light · −1 h | 1h 35mlight | Light | −1 h | $11.5k–$14.5k | $14k–$15k | $16.5k–$18.5k | $19k–$21.5k | $11.5k–$14.5k |
| Birmingham to ChicagoBirmingham, AL1h 35m light · nonstop in light | 1h 35mlight | Light | Same | $12k–$14.5k | $14k–$15k | $16.5k–$19k | $19k–$21.5k | $12k–$14.5k |
| Greensboro to ChicagoGreensboro, NC1h 35m light · nonstop in light · −1 h | 1h 35mlight | Light | −1 h | $12k–$15k | $14k–$15k | $17k–$19k | $19k–$22k | $12k–$15k |
| Atlanta to ChicagoAtlanta, GA1h 35m light · nonstop in light · −1 h | 1h 35mlight | Light | −1 h | $12k–$15k | $14k–$15.5k | $17k–$19k | $19k–$22k | $12k–$15k |
| Charlotte to ChicagoCharlotte, NC1h 35m light · nonstop in light · −1 h | 1h 35mlight | Light | −1 h | $12k–$15k | $14.5k–$15.5k | $17k–$19k | $19.5k–$22k | $12k–$15k |
| Raleigh-Durham to ChicagoRaleigh-Durham, NC1h 40m light · nonstop in light · −1 h | 1h 40mlight | Light | −1 h | $13k–$16k | $15.5k–$16.5k | $18k–$20.5k | $20.5k–$23.5k | $13k–$16k |
| Pinehurst to ChicagoPinehurst, NC1h 45m light · nonstop in light · −1 h | 1h 45mlight | Light | −1 h | $13k–$16k | $15.5k–$16.5k | $18.5k–$20.5k | $21k–$23.5k | $13k–$16k |
| Augusta to ChicagoAugusta, GA1h 45m light · nonstop in light · −1 h | 1h 45mlight | Light | −1 h | $13.5k–$16.5k | $16k–$17k | $19k–$21.5k | $21.5k–$24.5k | $13.5k–$16.5k |
| Shreveport to ChicagoShreveport, LA1h 55m light · nonstop in light | 1h 55mlight | Light | Same | $14.5k–$18k | $17k–$18.5k | $20.5k–$23k | $23k–$26.5k | $14.5k–$18k |
| Myrtle Beach to ChicagoMyrtle Beach, SC1h 55m light · nonstop in light · −1 h | 1h 55mlight | Light | −1 h | $14.5k–$18k | $17.5k–$18.5k | $20.5k–$23.5k | $23.5k–$26.5k | $14.5k–$18k |
| Charleston to ChicagoCharleston, SC2h 00m light · nonstop in light · −1 h | 2h 00mlight | Light | −1 h | $14.5k–$18.5k | $17.5k–$19k | $21k–$23.5k | $23.5k–$27k | $14.5k–$18.5k |
| Savannah to ChicagoSavannah, GA2h 00m light · nonstop in light · −1 h | 2h 00mlight | Light | −1 h | $15k–$18.5k | $18k–$19k | $21k–$24k | $24k–$27k | $15k–$18.5k |
| Hilton Head to ChicagoHilton Head, SC2h 00m light · nonstop in light · −1 h | 2h 00mlight | Light | −1 h | $15k–$19k | $18k–$19k | $21.5k–$24k | $24k–$27.5k | $15k–$19k |
| Baton Rouge to ChicagoBaton Rouge, LA2h 05m light · nonstop in light | 2h 05mlight | Light | Same | $15.5k–$19.5k | $18.5k–$20k | $22k–$25k | $25k–$28.5k | $15.5k–$19.5k |
| St Simons Island to ChicagoSt Simons Island, GA2h 05m light · nonstop in light · −1 h | 2h 05mlight | Light | −1 h | $16k–$20k | $19k–$20.5k | $22.5k–$25.5k | $25.5k–$29k | $16k–$20k |
| New Orleans to ChicagoNew Orleans, LA2h 10m light · nonstop in light | 2h 10mlight | Light | Same | $16k–$20k | $19k–$20.5k | $22.5k–$25.5k | $25.5k–$29.5k | $16k–$20k |
Northeast19 routes
| Route | Flight time | Nonstop in | Clock | Light | Midsize | Super-mid | Large | One way, est. |
|---|---|---|---|---|---|---|---|---|
| Pittsburgh to ChicagoPittsburgh, PA1h 10m light · nonstop in light · −1 h | 1h 10mlight | Light | −1 h | $9k–$11k | $11k–$11.5k | $13k–$14.5k | $14.5k–$16.5k | $9k–$11k |
| Buffalo to ChicagoBuffalo, NY1h 20m light · nonstop in light · −1 h | 1h 20mlight | Light | −1 h | $10k–$12.5k | $12k–$13k | $14.5k–$16k | $16.5k–$18.5k | $10k–$12.5k |
| Rochester to ChicagoRochester, NY1h 30m light · nonstop in light · −1 h | 1h 30mlight | Light | −1 h | $11k–$13.5k | $13k–$14k | $15.5k–$17.5k | $17.5k–$20k | $11k–$13.5k |
| Philadelphia to ChicagoPhiladelphia, PA1h 50m light · nonstop in light · −1 h | 1h 50mlight | Light | −1 h | $13.5k–$17k | $16k–$17.5k | $19k–$21.5k | $21.5k–$24.5k | $13.5k–$17k |
| Atlantic City to ChicagoAtlantic City, NJ1h 55m light · nonstop in light · −1 h | 1h 55mlight | Light | −1 h | $14k–$17.5k | $17k–$18k | $20k–$22.5k | $22.5k–$26k | $14k–$17.5k |
| New York to ChicagoNew York, NY1h 55m light · nonstop in light · −1 h | 1h 55mlight | Light | −1 h | $14k–$17.5k | $17k–$18k | $20k–$22.5k | $22.5k–$26k | $14k–$17.5k |
| Albany to ChicagoAlbany, NY1h 55m light · nonstop in light · −1 h | 1h 55mlight | Light | −1 h | $14k–$17.5k | $17k–$18k | $20k–$22.5k | $23k–$26k | $14k–$17.5k |
| New Haven to ChicagoNew Haven, CT2h 00m light · nonstop in light · −1 h | 2h 00mlight | Light | −1 h | $15k–$19k | $18k–$19.5k | $21.5k–$24k | $24k–$27.5k | $15k–$19k |
| Hartford to ChicagoHartford, CT2h 00m light · nonstop in light · −1 h | 2h 00mlight | Light | −1 h | $15k–$19k | $18k–$19.5k | $21.5k–$24k | $24.5k–$27.5k | $15k–$19k |
| Lebanon, NH to ChicagoLebanon, NH2h 05m light · nonstop in light · −1 h | 2h 05mlight | Light | −1 h | $15.5k–$19.5k | $18.5k–$20k | $22k–$24.5k | $25k–$28.5k | $15.5k–$19.5k |
| The Hamptons to ChicagoThe Hamptons, NY2h 05m light · nonstop in light · −1 h | 2h 05mlight | Light | −1 h | $15.5k–$19.5k | $18.5k–$20k | $22k–$25k | $25k–$28.5k | $15.5k–$19.5k |
| Manchester, NH to ChicagoManchester, NH2h 10m light · nonstop in light · −1 h | 2h 10mlight | Light | −1 h | $16k–$20k | $19.5k–$20.5k | $23k–$26k | $26k–$29.5k | $16k–$20k |
| Providence to ChicagoProvidence, RI2h 10m light · nonstop in light · −1 h | 2h 10mlight | Light | −1 h | $16.5k–$20.5k | $19.5k–$21k | $23k–$26k | $26k–$29.5k | $16.5k–$20.5k |
| Boston to ChicagoBoston, MA2h 10m light · nonstop in light · −1 h | 2h 10mlight | Light | −1 h | $16.5k–$20.5k | $19.5k–$21k | $23k–$26k | $26k–$30k | $16.5k–$20.5k |
| Martha's Vineyard to ChicagoMartha's Vineyard, MA2h 15m light · nonstop in light · −1 h | 2h 15mlight | Light | −1 h | $17k–$21k | $20.5k–$21.5k | $24k–$27k | $27k–$31k | $17k–$21k |
| Portland, Maine to ChicagoPortland, Maine2h 15m light · nonstop in light · −1 h | 2h 15mlight | Light | −1 h | $17k–$21.5k | $20.5k–$22k | $24k–$27.5k | $27.5k–$31k | $17k–$21.5k |
| Cape Cod to ChicagoCape Cod, MA2h 20m light · nonstop in light · −1 h | 2h 20mlight | Light | −1 h | $17.5k–$21.5k | $20.5k–$22k | $24.5k–$27.5k | $27.5k–$31.5k | $17.5k–$21.5k |
| Nantucket to ChicagoNantucket, MA2h 20m light · nonstop in light · −1 h | 2h 20mlight | Light | −1 h | $17.5k–$22k | $21k–$22k | $24.5k–$28k | $28k–$32k | $17.5k–$22k |
| Bangor to ChicagoBangor, ME2h 30m light · nonstop in light · −1 h | 2h 30mlight | Light | −1 h | $18.5k–$23k | $22k–$23.5k | $26k–$29.5k | $29.5k–$33.5k | $18.5k–$23k |
Canada13 routes
| Route | Flight time | Nonstop in | Clock | Light | Midsize | Super-mid | Large | One way, est. |
|---|---|---|---|---|---|---|---|---|
| Toronto to ChicagoToronto, Canada1h 15m light · nonstop in light · −1 h | 1h 15mlight | Light | −1 h | $9.5k–$12k | $11.5k–$12k | $13.5k–$15.5k | $15.5k–$17.5k | $9.5k–$12k |
| Ottawa to ChicagoOttawa, Canada1h 45m light · nonstop in light · −1 h | 1h 45mlight | Light | −1 h | $13k–$16.5k | $15.5k–$17k | $18.5k–$21k | $21k–$24k | $13k–$16.5k |
| Mont-Tremblant to ChicagoMont-Tremblant, Canada1h 55m light · nonstop in light · −1 h | 1h 55mlight | Light | −1 h | $14k–$18k | $17k–$18k | $20k–$22.5k | $23k–$26k | $14k–$18k |
| Winnipeg to ChicagoWinnipeg, Canada1h 55m light · nonstop in light | 1h 55mlight | Light | Same | $14.5k–$18k | $17k–$18.5k | $20k–$23k | $23k–$26k | $14.5k–$18k |
| Montreal to ChicagoMontreal, Canada1h 55m light · nonstop in light · −1 h | 1h 55mlight | Light | −1 h | $14.5k–$18.5k | $17.5k–$19k | $20.5k–$23.5k | $23.5k–$27k | $14.5k–$18.5k |
| Quebec City to ChicagoQuebec City, Canada2h 15m light · nonstop in light · −1 h | 2h 15mlight | Light | −1 h | $17k–$21k | $20k–$21.5k | $24k–$27k | $27k–$31k | $17k–$21k |
| Regina to ChicagoRegina, Canada2h 20m midsize · nonstop in light · 0 to +1 h | 2h 20mmidsize | Light | 0 to +1 h | $19k–$23.5k | $22.5k–$24k | $26.5k–$30k | $30.5k–$34.5k | $22.5k–$24k |
| Halifax to ChicagoHalifax, Canada2h 50m midsize · nonstop in light · −2 h | 2h 50mmidsize | Light | −2 h | $23k–$28.5k | $26.5k–$29k | $32k–$36.5k | $36.5k–$41.5k | $26.5k–$29k |
| Calgary to ChicagoCalgary, Canada3h 10m midsize · nonstop in light · +1 h | 3h 10mmidsize | Light | +1 h | $25.5k–$32k | $29k–$32k | $36k–$40.5k | $40.5k–$46k | $29k–$32k |
| Edmonton to ChicagoEdmonton, Canada3h 15m midsize · nonstop in light · +1 h | 3h 15mmidsize | Light | +1 h | $26k–$32.5k | $29.5k–$33k | $36.5k–$41.5k | $41.5k–$47.5k | $29.5k–$33k |
| Kelowna to ChicagoKelowna, Canada3h 40m midsize · nonstop in light · +2 h | 3h 40mmidsize | Light | +2 h | $29k–$36.5k | $32.5k–$36.5k | $41k–$46k | $46k–$53k | $32.5k–$36.5k |
| Vancouver to ChicagoVancouver, Canada4h 00m midsize · nonstop in light · +2 h | 4h 00mmidsize | Light | +2 h | $32k–$39.5k | $35.5k–$40k | $44.5k–$50k | $50k–$57k | $35.5k–$40k |
| Victoria to ChicagoVictoria, Canada4h 00m midsize · nonstop in light · +2 h | 4h 00mmidsize | Light | +2 h | $32k–$40k | $36k–$40.5k | $45k–$51k | $51k–$58k | $36k–$40.5k |
Mid-Atlantic4 routes
| Route | Flight time | Nonstop in | Clock | Light | Midsize | Super-mid | Large | One way, est. |
|---|---|---|---|---|---|---|---|---|
| Washington, DC to ChicagoWashington, DC1h 35m light · nonstop in light · −1 h | 1h 35mlight | Light | −1 h | $12k–$15k | $14k–$15k | $17k–$19k | $19k–$22k | $12k–$15k |
| Baltimore to ChicagoBaltimore, MD1h 40m light · nonstop in light · −1 h | 1h 40mlight | Light | −1 h | $12.5k–$15.5k | $15k–$16k | $17.5k–$20k | $20k–$23k | $12.5k–$15.5k |
| Richmond to ChicagoRichmond, VA1h 40m light · nonstop in light · −1 h | 1h 40mlight | Light | −1 h | $12.5k–$16k | $15k–$16.5k | $18k–$20.5k | $20.5k–$23.5k | $12.5k–$16k |
| Norfolk to ChicagoNorfolk, VA1h 50m light · nonstop in light · −1 h | 1h 50mlight | Light | −1 h | $14k–$17.5k | $16.5k–$18k | $20k–$22.5k | $22.5k–$25.5k | $14k–$17.5k |
Texas and Oklahoma11 routes
| Route | Flight time | Nonstop in | Clock | Light | Midsize | Super-mid | Large | One way, est. |
|---|---|---|---|---|---|---|---|---|
| Tulsa to ChicagoTulsa, OK1h 35m light · nonstop in light | 1h 35mlight | Light | Same | $12k–$15k | $14.5k–$15.5k | $17k–$19k | $19.5k–$22k | $12k–$15k |
| Oklahoma City to ChicagoOklahoma City, OK1h 50m light · nonstop in light | 1h 50mlight | Light | Same | $14k–$17k | $16.5k–$17.5k | $19.5k–$22k | $22k–$25k | $14k–$17k |
| Dallas to ChicagoDallas, TX2h 05m light · nonstop in light | 2h 05mlight | Light | Same | $15.5k–$19.5k | $18.5k–$20k | $22k–$24.5k | $25k–$28.5k | $15.5k–$19.5k |
| Amarillo to ChicagoAmarillo, TX2h 15m light · nonstop in light | 2h 15mlight | Light | Same | $17k–$21k | $20k–$21.5k | $24k–$27k | $27k–$31k | $17k–$21k |
| Houston to ChicagoHouston, TX2h 25m light · nonstop in light | 2h 25mlight | Light | Same | $18k–$22.5k | $21.5k–$22.5k | $25.5k–$28.5k | $28.5k–$32.5k | $18k–$22.5k |
| Lubbock to ChicagoLubbock, TX2h 25m light · nonstop in light | 2h 25mlight | Light | Same | $18k–$22.5k | $21.5k–$23k | $25.5k–$29k | $29k–$33k | $18k–$22.5k |
| Austin to ChicagoAustin, TX2h 30m light · nonstop in light | 2h 30mlight | Light | Same | $18.5k–$23k | $22k–$23.5k | $26k–$29.5k | $29.5k–$33.5k | $18.5k–$23k |
| San Antonio to ChicagoSan Antonio, TX2h 25m midsize · nonstop in light | 2h 25mmidsize | Light | Same | $19.5k–$24.5k | $23.5k–$24.5k | $27.5k–$31k | $31k–$35.5k | $23.5k–$24.5k |
| Midland to ChicagoMidland, TX2h 30m midsize · nonstop in light | 2h 30mmidsize | Light | Same | $19.5k–$24.5k | $23.5k–$25k | $28k–$31.5k | $31.5k–$36k | $23.5k–$25k |
| Corpus Christi to ChicagoCorpus Christi, TX2h 35m midsize · nonstop in light | 2h 35mmidsize | Light | Same | $21k–$26k | $24.5k–$26.5k | $29.5k–$33k | $33k–$38k | $24.5k–$26.5k |
| El Paso to ChicagoEl Paso, TX2h 50m midsize · nonstop in light · +1 h | 2h 50mmidsize | Light | +1 h | $23k–$28.5k | $26.5k–$29k | $32k–$36.5k | $36.5k–$41.5k | $26.5k–$29k |
Florida17 routes
| Route | Flight time | Nonstop in | Clock | Light | Midsize | Super-mid | Large | One way, est. |
|---|---|---|---|---|---|---|---|---|
| Pensacola to ChicagoPensacola, FL2h 05m light · nonstop in light | 2h 05mlight | Light | Same | $15.5k–$19k | $18.5k–$19.5k | $21.5k–$24.5k | $24.5k–$28k | $15.5k–$19k |
| Destin to ChicagoDestin, FL2h 05m light · nonstop in light | 2h 05mlight | Light | Same | $15.5k–$19k | $18.5k–$19.5k | $21.5k–$24.5k | $24.5k–$28k | $15.5k–$19k |
| Tallahassee to ChicagoTallahassee, FL2h 05m light · nonstop in light · −1 h | 2h 05mlight | Light | −1 h | $16k–$19.5k | $19k–$20k | $22.5k–$25k | $25k–$28.5k | $16k–$19.5k |
| Jacksonville to ChicagoJacksonville, FL2h 10m light · nonstop in light · −1 h | 2h 10mlight | Light | −1 h | $16.5k–$20.5k | $19.5k–$21k | $23k–$26k | $26.5k–$30k | $16.5k–$20.5k |
| Gainesville to ChicagoGainesville, FL2h 15m light · nonstop in light · −1 h | 2h 15mlight | Light | −1 h | $17k–$21.5k | $20.5k–$22k | $24k–$27.5k | $27.5k–$31k | $17k–$21.5k |
| Ocala to ChicagoOcala, FL2h 20m light · nonstop in light · −1 h | 2h 20mlight | Light | −1 h | $17.5k–$22k | $21k–$22.5k | $25k–$28k | $28k–$32k | $17.5k–$22k |
| Daytona Beach to ChicagoDaytona Beach, FL2h 25m light · nonstop in light · −1 h | 2h 25mlight | Light | −1 h | $18k–$22.5k | $21.5k–$23k | $25.5k–$29k | $29k–$33k | $18k–$22.5k |
| Orlando to ChicagoOrlando, FL2h 30m light · nonstop in light · −1 h | 2h 30mlight | Light | −1 h | $18.5k–$23.5k | $22k–$23.5k | $26.5k–$29.5k | $30k–$34k | $18.5k–$23.5k |
| Tampa to ChicagoTampa, FL2h 20m midsize · nonstop in light · −1 h | 2h 20mmidsize | Light | −1 h | $19k–$23.5k | $22.5k–$24k | $26.5k–$30k | $30k–$34.5k | $22.5k–$24k |
| Sarasota to ChicagoSarasota, FL2h 25m midsize · nonstop in light · −1 h | 2h 25mmidsize | Light | −1 h | $19.5k–$24.5k | $23.5k–$24.5k | $27.5k–$31k | $31k–$35.5k | $23.5k–$24.5k |
| Vero Beach to ChicagoVero Beach, FL2h 30m midsize · nonstop in light · −1 h | 2h 30mmidsize | Light | −1 h | $20k–$25k | $23.5k–$25k | $28k–$32k | $32k–$36k | $23.5k–$25k |
| Fort Myers to ChicagoFort Myers, FL2h 35m midsize · nonstop in light · −1 h | 2h 35mmidsize | Light | −1 h | $21k–$26k | $24.5k–$26k | $29k–$33k | $33k–$37.5k | $24.5k–$26k |
| Palm Beach to ChicagoPalm Beach, FL2h 40m midsize · nonstop in light · −1 h | 2h 40mmidsize | Light | −1 h | $21k–$26.5k | $25k–$26.5k | $29.5k–$33.5k | $33.5k–$38.5k | $25k–$26.5k |
| Naples to ChicagoNaples, FL2h 40m midsize · nonstop in light · −1 h | 2h 40mmidsize | Light | −1 h | $21k–$26.5k | $25k–$26.5k | $30k–$33.5k | $33.5k–$38.5k | $25k–$26.5k |
| Fort Lauderdale to ChicagoFort Lauderdale, FL2h 40m midsize · nonstop in light · −1 h | 2h 40mmidsize | Light | −1 h | $21.5k–$27k | $25.5k–$27.5k | $30.5k–$34.5k | $34.5k–$39k | $25.5k–$27.5k |
| Miami to ChicagoMiami, FL2h 45m midsize · nonstop in light · −1 h | 2h 45mmidsize | Light | −1 h | $22k–$27.5k | $25.5k–$27.5k | $31k–$35k | $35k–$39.5k | $25.5k–$27.5k |
| Key West to ChicagoKey West, FL2h 50m midsize · nonstop in light · −1 h | 2h 50mmidsize | Light | −1 h | $23k–$28.5k | $26.5k–$29k | $32k–$36.5k | $36.5k–$41.5k | $26.5k–$29k |
Mountain West17 routes
| Route | Flight time | Nonstop in | Clock | Light | Midsize | Super-mid | Large | One way, est. |
|---|---|---|---|---|---|---|---|---|
| Denver to ChicagoDenver, CO2h 20m light · nonstop in light · +1 h | 2h 20mlight | Light | +1 h | $17.5k–$21.5k | $20.5k–$22k | $24.5k–$27.5k | $28k–$31.5k | $17.5k–$21.5k |
| Colorado Springs to ChicagoColorado Springs, CO2h 20m light · nonstop in light · +1 h | 2h 20mlight | Light | +1 h | $17.5k–$22k | $21k–$22k | $24.5k–$28k | $28k–$32k | $17.5k–$22k |
| Vail to ChicagoVail, CO2h 25m midsize · nonstop in light · +1 h | 2h 25mmidsize | Light | +1 h | $19k–$24k | $23k–$24k | $27k–$30.5k | $30.5k–$35k | $23k–$24k |
| Steamboat Springs to ChicagoSteamboat Springs, CO2h 25m midsize · nonstop in light · +1 h | 2h 25mmidsize | Light | +1 h | $19k–$24k | $23k–$24k | $27k–$30.5k | $30.5k–$35k | $23k–$24k |
| Aspen to ChicagoAspen, CO2h 25m midsize · nonstop in light · +1 h | 2h 25mmidsize | Light | +1 h | $19.5k–$24k | $23k–$24.5k | $27k–$30.5k | $30.5k–$35k | $23k–$24.5k |
| Crested Butte to ChicagoCrested Butte, CO2h 25m midsize · nonstop in light · +1 h | 2h 25mmidsize | Light | +1 h | $19.5k–$24.5k | $23k–$24.5k | $27.5k–$31k | $31k–$35.5k | $23k–$24.5k |
| Billings to ChicagoBillings, MT2h 30m midsize · nonstop in light · +1 h | 2h 30mmidsize | Light | +1 h | $20k–$25k | $24k–$25.5k | $28.5k–$32k | $32k–$36.5k | $24k–$25.5k |
| Telluride to ChicagoTelluride, CO2h 35m midsize · nonstop in light · +1 h | 2h 35mmidsize | Light | +1 h | $20.5k–$25.5k | $24.5k–$26k | $29k–$33k | $33k–$37.5k | $24.5k–$26k |
| Durango to ChicagoDurango, CO2h 35m midsize · nonstop in light · +1 h | 2h 35mmidsize | Light | +1 h | $21k–$26k | $24.5k–$26k | $29.5k–$33k | $33k–$37.5k | $24.5k–$26k |
| Jackson Hole to ChicagoJackson Hole, WY2h 45m midsize · nonstop in light · +1 h | 2h 45mmidsize | Light | +1 h | $22k–$27k | $25.5k–$27.5k | $30.5k–$34.5k | $34.5k–$39.5k | $25.5k–$27.5k |
| Bozeman to ChicagoBozeman, MT2h 45m midsize · nonstop in light · +1 h | 2h 45mmidsize | Light | +1 h | $22k–$27.5k | $26k–$28k | $31k–$35.5k | $35.5k–$40k | $26k–$28k |
| Park City to ChicagoPark City, UT2h 50m midsize · nonstop in light · +1 h | 2h 50mmidsize | Light | +1 h | $23k–$28.5k | $26.5k–$29k | $32k–$36.5k | $36.5k–$41.5k | $26.5k–$29k |
| Salt Lake City to ChicagoSalt Lake City, UT2h 55m midsize · nonstop in light · +1 h | 2h 55mmidsize | Light | +1 h | $23k–$29k | $27k–$29.5k | $32.5k–$37k | $37k–$42k | $27k–$29.5k |
| Missoula to ChicagoMissoula, MT3h 05m midsize · nonstop in light · +1 h | 3h 05mmidsize | Light | +1 h | $24.5k–$31k | $28.5k–$31k | $34.5k–$39k | $39k–$44.5k | $28.5k–$31k |
| Sun Valley to ChicagoSun Valley, ID3h 05m midsize · nonstop in light · +1 h | 3h 05mmidsize | Light | +1 h | $25k–$31k | $28.5k–$31k | $35k–$39.5k | $39.5k–$45k | $28.5k–$31k |
| Whitefish to ChicagoWhitefish, MT3h 05m midsize · nonstop in light · +1 h | 3h 05mmidsize | Light | +1 h | $25k–$31k | $28.5k–$31.5k | $35k–$39.5k | $39.5k–$45k | $28.5k–$31.5k |
| Boise to ChicagoBoise, ID3h 15m midsize · nonstop in light · +1 h | 3h 15mmidsize | Light | +1 h | $26.5k–$33k | $30k–$33k | $37k–$42k | $42k–$47.5k | $30k–$33k |
Southwest8 routes
| Route | Flight time | Nonstop in | Clock | Light | Midsize | Super-mid | Large | One way, est. |
|---|---|---|---|---|---|---|---|---|
| Taos to ChicagoTaos, NM2h 25m midsize · nonstop in light · +1 h | 2h 25mmidsize | Light | +1 h | $19.5k–$24k | $23k–$24.5k | $27.5k–$31k | $31k–$35k | $23k–$24.5k |
| Santa Fe to ChicagoSanta Fe, NM2h 30m midsize · nonstop in light · +1 h | 2h 30mmidsize | Light | +1 h | $20k–$25k | $24k–$25.5k | $28.5k–$32k | $32k–$36.5k | $24k–$25.5k |
| Albuquerque to ChicagoAlbuquerque, NM2h 35m midsize · nonstop in light · +1 h | 2h 35mmidsize | Light | +1 h | $21k–$26k | $24.5k–$26.5k | $29.5k–$33.5k | $33.5k–$38k | $24.5k–$26.5k |
| Sedona to ChicagoSedona, AZ3h 10m midsize · nonstop in light · +1 to +2 h | 3h 10mmidsize | Light | +1 to +2 h | $25.5k–$31.5k | $29k–$32k | $35.5k–$40k | $40k–$46k | $29k–$32k |
| Scottsdale to ChicagoScottsdale, AZ3h 15m midsize · nonstop in light · +1 to +2 h | 3h 15mmidsize | Light | +1 to +2 h | $26k–$32.5k | $29.5k–$33k | $36.5k–$41.5k | $41.5k–$47k | $29.5k–$33k |
| Tucson to ChicagoTucson, AZ3h 15m midsize · nonstop in light · +1 to +2 h | 3h 15mmidsize | Light | +1 to +2 h | $26.5k–$33k | $30k–$33k | $37k–$41.5k | $41.5k–$47.5k | $30k–$33k |
| Las Vegas to ChicagoLas Vegas, NV3h 25m midsize · nonstop in light · +2 h | 3h 25mmidsize | Light | +2 h | $27.5k–$34.5k | $31k–$34.5k | $38.5k–$44k | $43.5k–$50k | $31k–$34.5k |
| Reno to ChicagoReno, NV3h 45m midsize · nonstop in light · +2 h | 3h 45mmidsize | Light | +2 h | $30.5k–$37.5k | $34k–$38k | $42.5k–$48k | $48k–$55k | $34k–$38k |
Bahamas, Caribbean and Bermuda32 routes
| Route | Flight time | Nonstop in | Clock | Light | Midsize | Super-mid | Large | One way, est. |
|---|---|---|---|---|---|---|---|---|
| Grand Bahama to ChicagoGrand Bahama, Bahamas2h 45m midsize · nonstop in light · −1 h | 2h 45mmidsize | Light | −1 h | $22k–$27k | $25.5k–$27.5k | $30.5k–$34.5k | $34.5k–$39.5k | $25.5k–$27.5k |
| Bimini to ChicagoBimini, Bahamas2h 50m midsize · nonstop in light · −1 h | 2h 50mmidsize | Light | −1 h | $22.5k–$28k | $26k–$28.5k | $31.5k–$35.5k | $35.5k–$41k | $26k–$28.5k |
| Abaco to ChicagoAbaco, Bahamas2h 50m midsize · nonstop in light · −1 h | 2h 50mmidsize | Light | −1 h | $22.5k–$28k | $26.5k–$28.5k | $31.5k–$36k | $36k–$41k | $26.5k–$28.5k |
| Eleuthera to ChicagoEleuthera, Bahamas3h 00m midsize · nonstop in light · −1 h | 3h 00mmidsize | Light | −1 h | $24k–$29.5k | $27.5k–$30k | $33.5k–$38k | $38k–$43k | $27.5k–$30k |
| Nassau to ChicagoNassau, Bahamas3h 00m midsize · nonstop in light · −1 h | 3h 00mmidsize | Light | −1 h | $24k–$30k | $27.5k–$30k | $33.5k–$38k | $38k–$43.5k | $27.5k–$30k |
| Bermuda to ChicagoBermuda3h 15m midsize · nonstop in light · −2 h | 3h 15mmidsize | Light | −2 h | $26k–$32.5k | $29.5k–$32.5k | $36k–$41.5k | $41.5k–$47k | $29.5k–$32.5k |
| Exuma to ChicagoExuma, Bahamas3h 15m midsize · nonstop in light · −1 h | 3h 15mmidsize | Light | −1 h | $26k–$32.5k | $29.5k–$33k | $36.5k–$41.5k | $41.5k–$47.5k | $29.5k–$33k |
| Grand Cayman to ChicagoGrand Cayman, Cayman Islands3h 35m midsize · nonstop in light · −1 to 0 h | 3h 35mmidsize | Light | −1 to 0 h | $29k–$36k | $32.5k–$36.5k | $40.5k–$46k | $46k–$52k | $32.5k–$36.5k |
| Turks & Caicos to ChicagoTurks & Caicos3h 45m midsize · nonstop in light · −1 h | 3h 45mmidsize | Light | −1 h | $30k–$37k | $33.5k–$37.5k | $42k–$47k | $47k–$54k | $33.5k–$37.5k |
| Montego Bay to ChicagoMontego Bay, Jamaica3h 50m midsize · nonstop in light · −1 to 0 h | 3h 50mmidsize | Light | −1 to 0 h | $31k–$38.5k | $34.5k–$38.5k | $43k–$49k | $49k–$56k | $34.5k–$38.5k |
| Kingston to ChicagoKingston, Jamaica4h 00m midsize · nonstop in light · −1 to 0 h | 4h 00mmidsize | Light | −1 to 0 h | $32k–$39.5k | $35.5k–$40k | $44.5k–$50k | $50k–$57k | $35.5k–$40k |
| Puerto Plata to ChicagoPuerto Plata, Dominican Republic4h 05m midsize · nonstop in light · −2 to −1 h | 4h 05mmidsize | Light | −2 to −1 h | $32.5k–$41k | $36.5k–$41k | $46k–$52k | $52k–$59k | $36.5k–$41k |
| Santiago to ChicagoSantiago, Dominican Republic4h 05m midsize · nonstop in light · −2 to −1 h | 4h 05mmidsize | Light | −2 to −1 h | $33k–$41k | $37k–$41.5k | $46.5k–$52k | $52k–$60k | $37k–$41.5k |
| Santo Domingo to ChicagoSanto Domingo, Dominican Republic4h 20m midsize · nonstop in light · −2 to −1 h | 4h 20mmidsize | Light | −2 to −1 h | $34.5k–$43k | $38.5k–$43.5k | $48.5k–$55k | $55k–$62k | $38.5k–$43.5k |
| La Romana to ChicagoLa Romana, Dominican Republic4h 20m midsize · nonstop in midsize · −2 to −1 h | 4h 20mmidsize | Midsize | −2 to −1 h | $37k–$46.5k+1 stop | $39k–$44k | $49k–$55k | $55k–$63k | $39k–$44k |
| Punta Cana to ChicagoPunta Cana, Dominican Republic4h 20m midsize · nonstop in midsize · −2 to −1 h | 4h 20mmidsize | Midsize | −2 to −1 h | $37.5k–$46.5k+1 stop | $39k–$44k | $49k–$56k | $56k–$63k | $39k–$44k |
| San Juan to ChicagoSan Juan, Puerto Rico4h 30m super-mid · nonstop in midsize · −2 to −1 h | 4h 30msuper-mid | Midsize | −2 to −1 h | $39k–$48.5k+1 stop | $41k–$46k | $51k–$58k | $58k–$66k | $51k–$58k |
| St Thomas to ChicagoSt Thomas, U.S. Virgin Islands4h 35m super-mid · nonstop in midsize · −2 to −1 h | 4h 35msuper-mid | Midsize | −2 to −1 h | $39.5k–$49.5k+1 stop | $41.5k–$47k | $52k–$59k | $59k–$67k | $52k–$59k |
| Tortola to ChicagoTortola, British Virgin Islands4h 35m super-mid · nonstop in midsize · −2 to −1 h | 4h 35msuper-mid | Midsize | −2 to −1 h | $40k–$49.5k+1 stop | $42k–$47k | $53k–$59k | $59k–$68k | $53k–$59k |
| St Croix to ChicagoSt Croix, U.S. Virgin Islands4h 40m super-mid · nonstop in midsize · −2 to −1 h | 4h 40msuper-mid | Midsize | −2 to −1 h | $40.5k–$50k+1 stop | $42.5k–$48k | $53k–$60k | $60k–$69k | $53k–$60k |
| Anguilla to ChicagoAnguilla4h 45m super-mid · nonstop in midsize · −2 to −1 h | 4h 45msuper-mid | Midsize | −2 to −1 h | $41k–$51k+1 stop | $43k–$48.5k | $54k–$61k | $61k–$70k | $54k–$61k |
| St Barths to ChicagoSt Barths, French West Indies4h 45m super-mid · nonstop in midsize · −2 to −1 h | 4h 45msuper-mid | Midsize | −2 to −1 h | $41k–$51k+1 stop | $43.5k–$49k | $54k–$61k | $61k–$70k | $54k–$61k |
| St Kitts to ChicagoSt Kitts, St Kitts & Nevis4h 50m super-mid · nonstop in midsize · −2 to −1 h | 4h 50msuper-mid | Midsize | −2 to −1 h | $42k–$52k+1 stop | $44.5k–$50k | $56k–$63k | $63k–$72k | $56k–$63k |
| Aruba to ChicagoAruba4h 55m super-mid · nonstop in midsize · −2 to −1 h | 4h 55msuper-mid | Midsize | −2 to −1 h | $42.5k–$53k+1 stop | $45k–$51k | $57k–$64k | $64k–$73k | $57k–$64k |
| Antigua to ChicagoAntigua, Antigua & Barbuda4h 55m super-mid · nonstop in midsize · −2 to −1 h | 4h 55msuper-mid | Midsize | −2 to −1 h | $43k–$53k+1 stop | $45k–$51k | $57k–$64k | $64k–$73k | $57k–$64k |
| Curaçao to ChicagoCuraçao5h 00m super-mid · nonstop in super-mid · −2 to −1 h | 5h 00msuper-mid | Super-mid | −2 to −1 h | $43.5k–$54k+1 stop | $49k–$55k+1 stop | $58k–$65k | $65k–$74k | $58k–$65k |
| Bonaire to ChicagoBonaire5h 05m super-mid · nonstop in super-mid · −2 to −1 h | 5h 05msuper-mid | Super-mid | −2 to −1 h | $44k–$55k+1 stop | $49k–$55k+1 stop | $58k–$66k | $66k–$75k | $58k–$66k |
| St Lucia to ChicagoSt Lucia5h 25m super-mid · nonstop in super-mid · −2 to −1 h | 5h 25msuper-mid | Super-mid | −2 to −1 h | $46.5k–$58k+1 stop | $52k–$59k+1 stop | $62k–$70k | $70k–$80k | $62k–$70k |
| St Vincent to ChicagoSt Vincent, St Vincent & the Grenadines5h 25m super-mid · nonstop in super-mid · −2 to −1 h | 5h 25msuper-mid | Super-mid | −2 to −1 h | $47k–$59k+1 stop | $53k–$59k+1 stop | $63k–$71k | $71k–$80k | $63k–$71k |
| Grenada to ChicagoGrenada5h 30m super-mid · nonstop in super-mid · −2 to −1 h | 5h 30msuper-mid | Super-mid | −2 to −1 h | $47.5k–$59k+1 stop | $53k–$60k+1 stop | $64k–$72k | $72k–$82k | $64k–$72k |
| Barbados to ChicagoBarbados5h 35m super-mid · nonstop in super-mid · −2 to −1 h | 5h 35msuper-mid | Super-mid | −2 to −1 h | $48k–$60k+1 stop | $54k–$61k+1 stop | $64k–$72k | $72k–$82k | $64k–$72k |
| Trinidad to ChicagoTrinidad, Trinidad & Tobago5h 45m super-mid · nonstop in super-mid · −2 to −1 h | 5h 45msuper-mid | Super-mid | −2 to −1 h | $49.5k–$62k+1 stop | $55k–$62k+1 stop | $66k–$74k | $74k–$85k | $66k–$74k |
Mexico14 routes
| Route | Flight time | Nonstop in | Clock | Light | Midsize | Super-mid | Large | One way, est. |
|---|---|---|---|---|---|---|---|---|
| Monterrey to ChicagoMonterrey, Mexico3h 00m midsize · nonstop in light · 0 to +1 h | 3h 00mmidsize | Light | 0 to +1 h | $24k–$30k | $28k–$30.5k | $34k–$38.5k | $38.5k–$43.5k | $28k–$30.5k |
| Cancún to ChicagoCancún, Mexico3h 15m midsize · nonstop in light · −1 to 0 h | 3h 15mmidsize | Light | −1 to 0 h | $26k–$32.5k | $29.5k–$33k | $37k–$41.5k | $41.5k–$47.5k | $29.5k–$33k |
| Mérida to ChicagoMérida, Mexico3h 15m midsize · nonstop in light · 0 to +1 h | 3h 15mmidsize | Light | 0 to +1 h | $26.5k–$33k | $30k–$33k | $37k–$42k | $42k–$47.5k | $30k–$33k |
| Cozumel to ChicagoCozumel, Mexico3h 20m midsize · nonstop in light · −1 to 0 h | 3h 20mmidsize | Light | −1 to 0 h | $27k–$33.5k | $30.5k–$33.5k | $37.5k–$42.5k | $42.5k–$48.5k | $30.5k–$33.5k |
| Tulum to ChicagoTulum, Mexico3h 25m midsize · nonstop in light · −1 to 0 h | 3h 25mmidsize | Light | −1 to 0 h | $27k–$34k | $30.5k–$34k | $38k–$43k | $43k–$49k | $30.5k–$34k |
| Querétaro to ChicagoQuerétaro, Mexico3h 40m midsize · nonstop in light · 0 to +1 h | 3h 40mmidsize | Light | 0 to +1 h | $29.5k–$37k | $33k–$37k | $41.5k–$47k | $46.5k–$53k | $33k–$37k |
| León to ChicagoLeón, Mexico3h 40m midsize · nonstop in light · 0 to +1 h | 3h 40mmidsize | Light | 0 to +1 h | $29.5k–$37k | $33k–$37.5k | $41.5k–$47k | $47k–$54k | $33k–$37.5k |
| Mexico City to ChicagoMexico City, Mexico3h 50m midsize · nonstop in light · 0 to +1 h | 3h 50mmidsize | Light | 0 to +1 h | $30.5k–$38k | $34k–$38.5k | $43k–$48.5k | $48.5k–$55k | $34k–$38.5k |
| Guadalajara to ChicagoGuadalajara, Mexico3h 50m midsize · nonstop in light · 0 to +1 h | 3h 50mmidsize | Light | 0 to +1 h | $31k–$39k | $34.5k–$39k | $43.5k–$49.5k | $49k–$56k | $34.5k–$39k |
| Puerto Vallarta to ChicagoPuerto Vallarta, Mexico4h 00m midsize · nonstop in light · 0 to +1 h | 4h 00mmidsize | Light | 0 to +1 h | $32k–$40k | $35.5k–$40k | $45k–$51k | $51k–$58k | $35.5k–$40k |
| Oaxaca to ChicagoOaxaca, Mexico4h 00m midsize · nonstop in light · 0 to +1 h | 4h 00mmidsize | Light | 0 to +1 h | $32k–$40k | $36k–$40.5k | $45k–$51k | $51k–$58k | $36k–$40.5k |
| Los Cabos to ChicagoLos Cabos, Mexico4h 00m midsize · nonstop in light · +1 to +2 h | 4h 00mmidsize | Light | +1 to +2 h | $32.5k–$40.5k | $36k–$40.5k | $45.5k–$51k | $51k–$58k | $36k–$40.5k |
| Zihuatanejo to ChicagoZihuatanejo, Mexico4h 10m midsize · nonstop in light · 0 to +1 h | 4h 10mmidsize | Light | 0 to +1 h | $33.5k–$41.5k | $37k–$42k | $46.5k–$53k | $53k–$60k | $37k–$42k |
| Acapulco to ChicagoAcapulco, Mexico4h 10m midsize · nonstop in light · 0 to +1 h | 4h 10mmidsize | Light | 0 to +1 h | $33.5k–$42k | $37.5k–$42k | $47k–$53k | $53k–$60k | $37.5k–$42k |
West Coast18 routes
| Route | Flight time | Nonstop in | Clock | Light | Midsize | Super-mid | Large | One way, est. |
|---|---|---|---|---|---|---|---|---|
| Spokane to ChicagoSpokane, WA3h 25m midsize · nonstop in light · +2 h | 3h 25mmidsize | Light | +2 h | $27.5k–$34k | $31k–$34.5k | $38.5k–$43.5k | $43.5k–$49.5k | $31k–$34.5k |
| Palm Springs to ChicagoPalm Springs, CA3h 45m midsize · nonstop in light · +2 h | 3h 45mmidsize | Light | +2 h | $30k–$37.5k | $33.5k–$37.5k | $42k–$47.5k | $47.5k–$54k | $33.5k–$37.5k |
| Mammoth Lakes to ChicagoMammoth Lakes, CA3h 45m midsize · nonstop in light · +2 h | 3h 45mmidsize | Light | +2 h | $30k–$37.5k | $33.5k–$38k | $42k–$47.5k | $47.5k–$54k | $33.5k–$38k |
| Bend to ChicagoBend, OR3h 45m midsize · nonstop in light · +2 h | 3h 45mmidsize | Light | +2 h | $30.5k–$38k | $34k–$38k | $42.5k–$48k | $48k–$55k | $34k–$38k |
| Lake Tahoe to ChicagoLake Tahoe, CA3h 50m midsize · nonstop in light · +2 h | 3h 50mmidsize | Light | +2 h | $30.5k–$38k | $34k–$38.5k | $43k–$48.5k | $48.5k–$55k | $34k–$38.5k |
| San Diego to ChicagoSan Diego, CA3h 50m midsize · nonstop in light · +2 h | 3h 50mmidsize | Light | +2 h | $31k–$39k | $34.5k–$39k | $43.5k–$49k | $49k–$56k | $34.5k–$39k |
| Orange County to ChicagoOrange County, CA3h 55m midsize · nonstop in light · +2 h | 3h 55mmidsize | Light | +2 h | $31k–$39k | $35k–$39k | $43.5k–$49.5k | $49k–$56k | $35k–$39k |
| Seattle to ChicagoSeattle, WA3h 55m midsize · nonstop in light · +2 h | 3h 55mmidsize | Light | +2 h | $31k–$39k | $35k–$39k | $43.5k–$49.5k | $49k–$56k | $35k–$39k |
| Fresno to ChicagoFresno, CA3h 55m midsize · nonstop in light · +2 h | 3h 55mmidsize | Light | +2 h | $31k–$39k | $35k–$39k | $43.5k–$49.5k | $49.5k–$56k | $35k–$39k |
| Bakersfield to ChicagoBakersfield, CA3h 55m midsize · nonstop in light · +2 h | 3h 55mmidsize | Light | +2 h | $31.5k–$39k | $35k–$39.5k | $44k–$49.5k | $49.5k–$56k | $35k–$39.5k |
| Los Angeles to ChicagoLos Angeles, CA3h 55m midsize · nonstop in light · +2 h | 3h 55mmidsize | Light | +2 h | $31.5k–$39k | $35k–$39.5k | $44k–$49.5k | $49.5k–$57k | $35k–$39.5k |
| Portland to ChicagoPortland, OR3h 55m midsize · nonstop in light · +2 h | 3h 55mmidsize | Light | +2 h | $31.5k–$39k | $35k–$39.5k | $44k–$50k | $49.5k–$57k | $35k–$39.5k |
| Sacramento to ChicagoSacramento, CA4h 00m midsize · nonstop in light · +2 h | 4h 00mmidsize | Light | +2 h | $32k–$40k | $36k–$40.5k | $45k–$51k | $51k–$58k | $36k–$40.5k |
| Santa Barbara to ChicagoSanta Barbara, CA4h 00m midsize · nonstop in light · +2 h | 4h 00mmidsize | Light | +2 h | $32.5k–$40.5k | $36k–$40.5k | $45.5k–$51k | $51k–$58k | $36k–$40.5k |
| San Luis Obispo to ChicagoSan Luis Obispo, CA4h 05m midsize · nonstop in light · +2 h | 4h 05mmidsize | Light | +2 h | $32.5k–$41k | $36.5k–$41k | $46k–$52k | $52k–$59k | $36.5k–$41k |
| Napa to ChicagoNapa, CA4h 05m midsize · nonstop in light · +2 h | 4h 05mmidsize | Light | +2 h | $33k–$41k | $36.5k–$41.5k | $46k–$52k | $52k–$59k | $36.5k–$41.5k |
| Monterey to ChicagoMonterey, CA4h 05m midsize · nonstop in light · +2 h | 4h 05mmidsize | Light | +2 h | $33k–$41.5k | $37k–$41.5k | $46.5k–$52k | $52k–$60k | $37k–$41.5k |
| San Francisco to ChicagoSan Francisco, CA4h 10m midsize · nonstop in light · +2 h | 4h 10mmidsize | Light | +2 h | $33k–$41.5k | $37k–$41.5k | $46.5k–$53k | $52k–$60k | $37k–$41.5k |
Central America8 routes
| Route | Flight time | Nonstop in | Clock | Light | Midsize | Super-mid | Large | One way, est. |
|---|---|---|---|---|---|---|---|---|
| Belize City to ChicagoBelize City, Belize3h 45m midsize · nonstop in light · 0 to +1 h | 3h 45mmidsize | Light | 0 to +1 h | $30.5k–$37.5k | $34k–$38k | $42k–$48k | $48k–$55k | $34k–$38k |
| Roatán to ChicagoRoatán, Honduras3h 55m midsize · nonstop in light · 0 to +1 h | 3h 55mmidsize | Light | 0 to +1 h | $31.5k–$39.5k | $35.5k–$40k | $44k–$50k | $50k–$57k | $35.5k–$40k |
| Guatemala City to ChicagoGuatemala City, Guatemala4h 10m midsize · nonstop in light · 0 to +1 h | 4h 10mmidsize | Light | 0 to +1 h | $34k–$42k | $37.5k–$42.5k | $47k–$54k | $53k–$61k | $37.5k–$42.5k |
| San Salvador to ChicagoSan Salvador, El Salvador4h 20m midsize · nonstop in midsize · 0 to +1 h | 4h 20mmidsize | Midsize | 0 to +1 h | $37k–$46.5k+1 stop | $39k–$44k | $48.5k–$56k | $55k–$63k | $39k–$44k |
| Managua to ChicagoManagua, Nicaragua4h 25m super-mid · nonstop in midsize · 0 to +1 h | 4h 25msuper-mid | Midsize | 0 to +1 h | $39k–$48.5k+1 stop | $41k–$46k | $51k–$58k | $58k–$66k | $51k–$58k |
| Guanacaste to ChicagoGuanacaste, Costa Rica4h 40m super-mid · nonstop in midsize · 0 to +1 h | 4h 40msuper-mid | Midsize | 0 to +1 h | $40.5k–$51k+1 stop | $43k–$48k | $53k–$61k | $61k–$69k | $53k–$61k |
| San José to ChicagoSan José, Costa Rica4h 45m super-mid · nonstop in midsize · 0 to +1 h | 4h 45msuper-mid | Midsize | 0 to +1 h | $41.5k–$52k+1 stop | $43.5k–$49k | $54k–$62k | $62k–$70k | $54k–$62k |
| Panama City to ChicagoPanama City, Panama5h 00m super-mid · nonstop in super-mid · −1 to 0 h | 5h 00msuper-mid | Super-mid | −1 to 0 h | $43k–$54k+1 stop | $48.5k–$54k+1 stop | $57k–$65k | $65k–$74k | $57k–$65k |
Hawaii and Alaska8 routes
| Route | Flight time | Nonstop in | Clock | Light | Midsize | Super-mid | Large | One way, est. |
|---|---|---|---|---|---|---|---|---|
| Juneau to ChicagoJuneau, AK5h 00m super-mid · nonstop in super-mid · +3 h | 5h 00msuper-mid | Super-mid | +3 h | $43k–$54k+1 stop | $48k–$54k+1 stop | $57k–$65k | $64k–$73k | $57k–$65k |
| Fairbanks to ChicagoFairbanks, AK5h 55m super-mid · nonstop in super-mid · +3 h | 5h 55msuper-mid | Super-mid | +3 h | $51k–$64k+1 stop | $57k–$64k+1 stop | $68k–$78k | $77k–$88k | $68k–$78k |
| Anchorage to ChicagoAnchorage, AK6h 05m super-mid · nonstop in super-mid · +3 h | 6h 05msuper-mid | Super-mid | +3 h | $52k–$65k+1 stop | $58k–$66k+1 stop | $69k–$79k | $79k–$90k | $69k–$79k |
| Maui to ChicagoMaui, HI8h 25m large · nonstop in large · +4 to +5 h | 8h 25mlarge | Large | +4 to +5 h | – | – | $103k–$118k+1 stop | $114k–$129k | $114k–$129k |
| Kona to ChicagoKona, HI8h 25m large · nonstop in large · +4 to +5 h | 8h 25mlarge | Large | +4 to +5 h | – | – | $104k–$119k+1 stop | $114k–$130k | $114k–$130k |
| Lanai to ChicagoLanai, HI8h 25m large · nonstop in large · +4 to +5 h | 8h 25mlarge | Large | +4 to +5 h | – | – | $104k–$119k+1 stop | $114k–$130k | $114k–$130k |
| Honolulu to ChicagoHonolulu, HI8h 30m large · nonstop in large · +4 to +5 h | 8h 30mlarge | Large | +4 to +5 h | – | – | $105k–$120k+1 stop | $115k–$131k | $115k–$131k |
| Kauai to ChicagoKauai, HI8h 35m large · nonstop in large · +4 to +5 h | 8h 35mlarge | Large | +4 to +5 h | – | – | $106k–$121k+1 stop | $116k–$133k | $116k–$133k |
CRAFT Fleet Jet Card
What 25 card hours buy from Chicago
- Chicago to Palm Beach5.2 billed hours a round trip4round trips
- Chicago to Naples5.2 billed hours a round trip4round trips
- Chicago to New York4.0 billed hours a round trip6round trips
- Chicago to Atlanta4.0 billed hours a round trip6round trips
- Chicago to Washington, DC4.0 billed hours a round trip6round trips
- Chicago to St. Louis4.0 billed hours a round trip6round trips
The 25-hour CRAFT Fleet Jet Card is $323,750 at $12,950 an hour, fuel and FET included, on a Challenger 300 or 350. It bills flight time plus 12 minutes of taxi a leg, at least 2 hours a day, with no per-leg minimum.
No ferry or repositioning fees anywhere in the lower 48. The Caribbean, Mexico and Canada add repositioning at $4,000 an hour plus handling; Hawaii and Alaska are quoted per trip.
Round trips here fly out and back on different days, each day with its own minimum. Peak days and short-notice callout cost more.
Chicago private jet charter: questions
How much does a private jet from Chicago cost?
About $12,000 to $15,000 one way to Atlanta on a light jet; $25,000 to $26,500 one way to Palm Beach on a midsize jet; $35,000 to $39,500 one way to Los Angeles on a midsize jet. Across all 211 destinations we price from Chicago, one-way estimates run from about $4,500 (Grand Rapids) to $79,000 (Anchorage). These are estimates from published jet card rates times the flight time, not quotes: minimums, peak days and airport fees change the final price.
How much is a 2-hour private jet flight from Chicago?
About $15,000 to $18,500 in a light jet, $19,000 to $20,500 in a midsize jet, $23,000 to $26,000 in a super-midsize jet, $27,000 to $31,000 in a large jet: two hours times the published hourly rates, before minimums. About two hours from Chicago: New York, Dallas and Boston.
How much is a private jet from Chicago to Vegas?
About $31,000 to $34,500 one way on a midsize jet, 3 hours 25 minutes nonstop for 1,517 miles. A round trip on different days is about twice that. An estimate from published rates, not a quote.
How much is a private jet from Chicago to Miami?
About $25,500 to $27,500 one way on a midsize jet, 2 hours 45 minutes nonstop for 1,177 miles. A round trip on different days is about twice that. An estimate from published rates, not a quote.
Where do private jets fly from in Chicago?
We price Chicago from MDW (Chicago Midway International Airport), then ORD (Chicago O'Hare International Airport), PWK (Chicago Executive Airport) and DPA (Dupage Airport), in our order of preference for a private flight. The airport changes the price and the drive, so ask about each when you book.
How far can a private jet fly nonstop from Chicago?
By our conservative range assumptions, a light jet (about 1,700 nautical miles) reaches 180 of 211 destinations, the farthest being Santo Domingo; a midsize jet (about 2,000 nautical miles) reaches 195 of 211 destinations, the farthest being Antigua; a super-midsize jet (about 3,000 nautical miles) reaches 206 of 211 destinations, the farthest being Anchorage; a large jet (about 4,000 nautical miles) reaches 211 of 211 destinations, the farthest being Kauai. Beyond that, plan a fuel stop. Payload, winds and runway length decide it on the day.
What's the lowest-cost way to fly private from Chicago?
Fly the smallest jet that makes the trip nonstop (a light jet covers 180 of these routes), avoid peak days, and compare one-way pricing with a round trip. A jet card fixes the hourly rate ahead of time: CRAFT's is $12,950 an hour on the 25-hour card, fuel and FET included, on a Challenger 350. Empty legs and shared flights exist, but they run on someone else's schedule. No estimate here is a guaranteed price.
Can I fly private from Chicago to Mexico or the Caribbean?
Yes. 64 of the routes on this page cross a border, including Los Cabos (4h 00m, nonstop in a light jet), Nassau (3h 00m, nonstop in a light jet) and Tortola (4h 35m, nonstop in a midsize jet). An international flight clears customs at an airport of entry and everyone needs a passport. CRAFT's card rate covers the lower 48; Caribbean, Mexico and Canada trips add repositioning at $4,000 an hour plus handling.
Keep going
Destinations
Jet card programs
Charter Sales
Tell us the trip. We'll tell you the number.
Route, dates, rough timing, how many people. That is enough to start, and you get a firm price for that specific trip rather than a range.
A CRAFT flight coordinator usually replies within 30 minutes, 7am–10pm ET.

