Private jet cost · Wheels Up · Estimate
Wheels Up from Los Angeles to Chicago
About $40,400 one way on a super-midsize jet (Signature Dynamic · Challenger 300), estimated from Wheels Up's published $10,576 an hour, for about 3h 50m of flying.
An estimate from Wheels Up's rate as published on its own website, checked October 2, 2026. Not a quote or an offer from Wheels Up: see how it's built.
- Estimate
- $40,400
- one way, super-midsize
- Flight time
- 3h 50m
- nonstop
- Distance
- 1,743 mi
- 1,514 nm
- Published rate
- $10,576
- an hour, recent average
A CRAFT flight coordinator usually replies within 30 minutes, 7am–10pm ET.
CRAFT Fleet Jet Card
Our programA Challenger 300 or 350, guaranteed, flown by CRAFT crews. Card rate $12,950/hr on the 25-hour card, fuel and FET included.
CRAFT card estimate, Los Angeles to Chicago, one way
$49,400
About 3h 50m billed on a Challenger 350 at $12,950/hr, fuel and FET included. Also an estimate; the quote is firm.
- Starlink Wi-Fi on every aircraft
- No ferry or repositioning fees anywhere in the lower 48
- No membership or annual fees
- A rate locked for 12 months (24 months at 50 hours and up)
Card terms behind this figure
25-hour Fleet Jet Card, Planner (5-day) rate: $12,950 per hour ($323,750 prepaid). Includes fuel within the published index band and 7.5% federal excise tax on domestic legs. Not included: federal segment tax ($5.30/passenger/segment); international taxes and handling; repositioning to and from the Caribbean, Mexico and Canada at $4,000/hr. Priority/Express callout, peak-day, under-48-hour, international and Pacific surcharges apply. 2-hour daily minimum, with no per-leg minimum.
Wheels Up · Los Angeles to Chicago
Wheels Up's estimate by jet size
Each row is Wheels Up's published hourly rate for that size × our flight-time estimate for Los Angeles to Chicago. Before minimums, fees and surcharges.
| Jet size | Program | Published rate | In the rate | Flight time | One way | Round trip |
|---|---|---|---|---|---|---|
| Light | Signature Dynamic · Phenom 300 | $9,088/hr avg | Tax not statedFuel not stated | 4h 10m | $38,000 | $76,000 |
| Light jet | Signature Fixed · Phenom 300 | $9,295/hr | Tax not statedFuel not stated | 4h 10m | $38,900 | $77,800 |
| Super-midsize | Signature Dynamic · Challenger 300 | $10,576/hr avg | Tax not statedFuel not stated | 3h 50m | $40,400 | $80,800 |
| Super-midsize jet | Signature Fixed · Challenger 300 | $13,495/hr | Tax not statedFuel not stated | 3h 50m | $51,600 | $103,200 |
Light
$38,000
Signature Dynamic · Phenom 300
$9,088/hr avgTax not statedFuel not stated4h 10mRound trip $76,000
Light
$38,900
Signature Fixed · Phenom 300
$9,295/hrTax not statedFuel not stated4h 10mRound trip $77,800
Super-midsize
$40,400
Signature Dynamic · Challenger 300
$10,576/hr avgTax not statedFuel not stated3h 50mRound trip $80,800
Super-midsize
$51,600
Signature Fixed · Challenger 300
$13,495/hrTax not statedFuel not stated3h 50mRound trip $103,200
The rate is a published recent average, not a promise. Rates at the entry purchase level as published, checked October 2, 2026; bigger purchases can lower them. Wheels Up's terms: Signature Membership: a fund from $200,000, and bigger funds get lower rates. The fixed plan holds one rate for every trip; the dynamic plan prices each trip, and its figures here are Wheels Up's three-month averages after the fund discount, not a promise. Special fixed rates of $7,500 (Phenom 300, Northeast to Florida) and $10,000 (Challenger 300, transcon) apply to certain flights. Rates are behind the View Hourly Rates button on wheelsup.com.
Same route, every published rate
Super-midsize jet from Los Angeles to Chicago, by program
Among 17 published super-midsize jet figures on this route, Wheels Up's Signature Dynamic estimate is the 2nd lowest, 16% below the route's median of $48,100. The spread runs from $38,000 to $53,100. CRAFT's Fleet Jet Card (fuel and FET included) comes to about $49,400.
- 1Concord Private JetJet Card · e.g. Citation X$38,000incl. 7.5% tax
- 2Wheels UpThis pageSignature Dynamic · Challenger 300$40,400as published
- 3Fly AllianceMembership Jet Card · Citation X, Sovereign, Falcon 50$41,000incl. 7.5% tax
- 4JettlyCategory rate$42,500as published
- 5Amalfi JetsAmalfi One$44,000as published
- 6Northern Jet ManagementPrivate Advantage · Citation X, Challenger 300/350$44,200incl. 7.5% tax
- 7Outlier JetsJet Card$44,900as published
- 8Sentient JetSJ25+$47,400incl. 7.5% tax
- 9Vault AviationMAX Jet Card · 8 seats$48,100as published
- 10Surf Air MobilityJet Card$48,800incl. 7.5% tax
- 11Fly AllianceMembership Jet Card · 9+ seats: Challenger 300/350, G200$48,900incl. 7.5% tax
- 12CRAFTOursFleet Jet Card · Challenger 300/350$49,400fuel and FET included
- 13Solairus AviationAltitude · e.g. Challenger 300$49,700as published
- 14Stratos JetsSOAR HIGHER · e.g. Challenger 300/350$50,600as published
- 15Surf Air MobilityJet Card Premium · Challenger 300/350, Praetor$51,200incl. 7.5% tax
- 16Wheels UpThis pageSignature Fixed · Challenger 300$51,600as published
- 17Fly AllianceThe Reserve (with Thrive) · Citation Longitude$53,100as published
One-way estimates, lowest first: each company's published rate for a super-midsize jet × about 3h 50m, tax added only where the company says it's extra, before minimums and fees. CRAFT publishes this page and sells the Fleet Jet Card; it sits where its estimate falls. Sources for every rate are on the jet card rate board.
Get your exact price
Los Angeles to Chicago, priced on a real aircraft.
Wheels Up's figure is an estimate from its published rate. Tell us the date and how many are flying, and CRAFT's desk prices the trip on a Challenger 300 or 350 against crew duty and the fees at both airports, then sends one firm number.
- A Part 135 operator flying its own Challenger 300s and 350s
- One firm price for the trip, not a range
- Fleet Jet Card members fly at the card rate, fuel and FET included
Rather text?
Message Craft on iMessage with the route and dates, and get options back by text.
Text (628) 289-7079A CRAFT flight coordinator usually replies within 30 minutes, 7am–10pm ET.
VNY → MDW quote
Step 1 of 4: Trip
Wheels Up, Los Angeles to Chicago: questions
How much does Wheels Up cost from Los Angeles to Chicago?
About $40,400 one way, or $80,800 round trip, on a super-midsize jet (Signature Dynamic · Challenger 300), estimated as about 3h 50m of flying × Wheels Up's published $10,576 an hour. Light jet: about $38,000. The rate is a published recent average, not a promise. These are estimates, not quotes from Wheels Up.
How does Wheels Up compare with other jet cards from Los Angeles to Chicago?
Among 17 published super-midsize jet figures on this route, Wheels Up's Signature Dynamic estimate is the 2nd lowest, 16% below the route's median of $48,100. The spread runs from $38,000 to $53,100. CRAFT's Fleet Jet Card (fuel and FET included) comes to about $49,400. Estimates use each company's own published rate as of the date shown, before minimums, fees and surcharges.
Does the Wheels Up estimate include tax and fuel?
Per Wheels Up's published terms, the rate page doesn't say whether tax is included, and it doesn't say whether fuel is included. We add the 7.5% federal excise tax only where the company says it's extra, and nothing for fuel. Airport fees, the segment tax, peak days and repositioning can add to any of these figures.
How long is a private flight from Los Angeles to Chicago?
About 3h 50m on a super-midsize jet, nonstop, for 1,743 miles great-circle, by our speed and range assumptions. Winds and routing move the real time.



