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Private jet cost · Outlier Jets · Estimate

Outlier Jets from Vail to Chicago

About $23,800 one way on a midsize jet (Jet Card), estimated from Outlier Jets's published $9,950 an hour, for about 2h 25m of flying.

An estimate from Outlier Jets's rate as published on its own website, checked October 2, 2026. Not a quote or an offer from Outlier Jets: see how it's built.

Estimate
$23,800
one way, midsize
Flight time
2h 25m
nonstop
Distance
1,012 mi
880 nm
Published rate
$9,950
an hour

A CRAFT flight coordinator usually replies within 30 minutes, 7am–10pm ET.

CRAFT Fleet Jet Card

Our program

A 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, Vail to Chicago, one way

$30,400

About 2h 20m 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)
How the Fleet Jet Card works →
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.

Outlier Jets · Vail to Chicago

Outlier Jets's estimate by jet size

Each row is Outlier Jets's published hourly rate for that size × our flight-time estimate for Vail to Chicago. Before minimums, fees and surcharges.

Estimated cost of Outlier Jets from Vail to Chicago by jet size, from its published hourly rates
Jet sizeProgramPublished rateIn the rateFlight timeOne wayRound trip
LightJet Card$8,250/hrTax not statedFuel not stated2h 35m$21,100$42,200
MidsizeJet Card$9,950/hrTax not statedFuel not stated2h 25m$23,800$47,700
Super-midsizeJet Card$11,750/hrTax not statedFuel not stated2h 20m$27,600$55,100
LargeJet Card · Heavy$13,550/hrTax not statedFuel not stated2h 15m$30,600$61,100
  • Light

    $21,100

    Jet Card

    $8,250/hrTax not statedFuel not stated2h 35mRound trip $42,200

  • Midsize

    $23,800

    Jet Card

    $9,950/hrTax not statedFuel not stated2h 25mRound trip $47,700

  • Super-midsize

    $27,600

    Jet Card

    $11,750/hrTax not statedFuel not stated2h 20mRound trip $55,100

  • Large

    $30,600

    Jet Card · Heavy

    $13,550/hrTax not statedFuel not stated2h 15mRound trip $61,100

Rates at the entry purchase level as published, checked October 2, 2026; bigger purchases can lower them. Outlier Jets's terms: Billed on occupied flight time only; the page calls the rates all-inclusive without itemizing tax or fuel. No peak-day surcharges or membership fees; refundable; hours never expire; 10% off round trips; access in as little as 22 hours.

Same route, every published rate

Midsize jet from Vail to Chicago, by program

Among 15 published midsize jet figures on this route, Outlier Jets's Jet Card estimate is the 10th lowest, 2% above the route's median of $23,300. The spread runs from $18,700 to $28,500. CRAFT's Fleet Jet Card flies a super-midsize Challenger 350; on this route it comes to about $30,400 one way (fuel and FET included).

  1. 1Silverhawk AviationJet Card · Citation Excel, XLS · round trip $4,925$18,700as published
  2. 2Concord Private JetJet Card · e.g. Hawker 800XP$20,200incl. 7.5% tax
  3. 3JettlyCategory rate$20,200as published
  4. 4Amalfi JetsAmalfi One$22,700as published
  5. 5Northern Jet ManagementPrivate Advantage · Lear 45XR/75, Citation XLS+$22,800incl. 7.5% tax
  6. 6Fly AllianceMembership Jet Card · Hawker 800XP, Lear 60, XLS$22,900incl. 7.5% tax
  7. 7Vault AviationMAX Jet Card · 7 seats$23,000as published
  8. 8JetviaElite Jet Card · Learjet 60, plus $8,500 a day$23,300incl. 7.5% tax
  9. 9Fly AllianceThe Reserve (with Thrive) · Citation XLS+$23,800as published
  10. 10Outlier JetsThis pageJet Card$23,800as published
  11. 11Surf Air MobilityJet Card$24,100incl. 7.5% tax
  12. 12Sentient JetSJ25+$24,300incl. 7.5% tax
  13. 13Stratos JetsSOAR HIGHER · e.g. Hawker 800XP, G150$24,600as published
  14. 14Solairus AviationAltitude$25,100as published
  15. 15Fly AllianceThe Reserve (with Thrive) · Citation Latitude$28,500as published

One-way estimates, lowest first: each company's published rate for a midsize jet × about 2h 25m, 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

Vail to Chicago, priced on a real aircraft.

Outlier Jets'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) 289-7079

A CRAFT flight coordinator usually replies within 30 minutes, 7am–10pm ET.

EGE → MDW quote

Step 1 of 4: Trip

Trip type
1 to 19 passengers

2 passengers

2h 21m flying2 paxChallenger 350

Estimate includes tax & repositioning

No commitment. No card required.

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Outlier Jets, Vail to Chicago: questions

How much does Outlier Jets cost from Vail to Chicago?

About $23,800 one way, or $47,700 round trip, on a midsize jet (Jet Card), estimated as about 2h 25m of flying × Outlier Jets's published $9,950 an hour. Light jet: about $21,100. Super-midsize jet: about $27,600. Large jet: about $30,600. These are estimates, not quotes from Outlier Jets.

How does Outlier Jets compare with other jet cards from Vail to Chicago?

Among 15 published midsize jet figures on this route, Outlier Jets's Jet Card estimate is the 10th lowest, 2% above the route's median of $23,300. The spread runs from $18,700 to $28,500. CRAFT's Fleet Jet Card flies a super-midsize Challenger 350; on this route it comes to about $30,400 one way (fuel and FET included). Estimates use each company's own published rate as of the date shown, before minimums, fees and surcharges.

Does the Outlier Jets estimate include tax and fuel?

Per Outlier Jets'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 Vail to Chicago?

About 2h 25m on a midsize jet, nonstop, for 1,012 miles great-circle, by our speed and range assumptions. Winds and routing move the real time.