Empty Leg Flights to Chicago
199 empty leg flights to Chicago available now, from $1,320 (€1,180) for the whole aircraft. Save up to 75% compared with a regular charter.
- Tue, Nov 3TodayNewNaplesKAPF · Naples Municipal AirportChicago/Prospect Heights/WheelingKPWK · Chicago Executive AirportEmbraer Phenom 30083h 12mOn request3NovNaples → Chicago/Prospect Heights/WheelingKAPF → KPWK · TodayEmbraer Phenom 300 · 8 seats · 3h 12mNewOn request
- Tue, Nov 3TodayNewChicagoKMDW · Chicago Midway International AirportChicago/West ChicagoKDPA · Dupage AirportHawker 7508—On request3NovChicago → Chicago/West ChicagoKMDW → KDPA · TodayHawker 750 · 8 seatsNewOn request
- Tue, Nov 3TodayNewOmahaKOMA · Eppley AirfieldChicago/Prospect Heights/WheelingKPWK · Chicago Executive AirportCessna Citation XLS11h 12m$3,6653NovOmaha → Chicago/Prospect Heights/WheelingKOMA → KPWK · TodayCessna Citation XLS · 1 seat · 1h 12mNew$3,665
- Wed, Nov 4TomorrowNewStuartKSUA · Witham FieldChicagoKMDW · Chicago Midway International AirportChallenger 30010—$23,6504NovStuart → ChicagoKSUA → KMDW · TomorrowChallenger 300 · 10 seatsNew$23,650
- Wed, Nov 4TomorrowNewKirksvilleKIRK · Kirksville Regional AirportChicagoKIGQ · Lansing MuniHeavy Jet30—On request4NovKirksville → ChicagoKIRK → KIGQ · TomorrowHeavy Jet · 30 seatsNewOn request
- Wed, Nov 4TomorrowNewQuincyKUIN · Quincy Regional Baldwin FieldChicagoKORD · Chicago O'Hare International AirportHawker 9008—$13,420Estimated price4NovQuincy → ChicagoKUIN → KORD · TomorrowHawker 900 · 8 seatsNew$13,420Estimated price
- Wed, Nov 4TomorrowNewQuincyKUIN · Quincy Regional Baldwin FieldChicagoKIGQ · Lansing Municipal AirportEmbraer Phenom 300E7—$5,170Estimated price4NovQuincy → ChicagoKUIN → KIGQ · TomorrowEmbraer Phenom 300E · 7 seatsNew$5,170Estimated price
- Wed, Nov 4TomorrowNewColumbusKCMH · John Glenn Columbus International AirportChicagoKMDW · Chicago Midway International AirportCitation CJ15—$1,3184NovColumbus → ChicagoKCMH → KMDW · TomorrowCitation CJ1 · 5 seatsNew$1,318
- Wed, Nov 4TomorrowNewChicagoKMDW · Chicago Midway International AirportChicago/West ChicagoKDPA · Dupage AirportHawker 750——On request4NovChicago → Chicago/West ChicagoKMDW → KDPA · TomorrowHawker 750NewOn request
- Wed, Nov 4TomorrowNewKirksvilleKIRK · Kirksville Regional AirportChicagoKIGQ · Lansing Municipal AirportCessna CitationJet5—$5,390Estimated price4NovKirksville → ChicagoKIRK → KIGQ · TomorrowCessna CitationJet · 5 seatsNew$5,390Estimated price
- Wed, Nov 4TomorrowNewBurlingtonKBRL · Southeast Iowa RegionalChicagoKIGQ · Lansing MuniHeavy Jet30—On request4NovBurlington → ChicagoKBRL → KIGQ · TomorrowHeavy Jet · 30 seatsNewOn request
- Wed, Nov 4TomorrowNewCape GirardeauKCGI · Cape Girardeau Regional AirportChicagoKIGQ · Lansing MuniHeavy Jet30—On request4NovCape Girardeau → ChicagoKCGI → KIGQ · TomorrowHeavy Jet · 30 seatsNewOn request
- Wed, Nov 4TomorrowNewLouisvilleKSDF · Louisville Muhammad Ali International AirportChicagoKMDW · Chicago Midway International AirportCessna Citation CJ5—$7,4804NovLouisville → ChicagoKSDF → KMDW · TomorrowCessna Citation CJ · 5 seatsNew$7,480
- Wed, Nov 4TomorrowNewQuincyKUIN · Quincy Regional Baldwin FieldChicagoKIGQ · Lansing Municipal AirportCessna CitationJet5—$4,950Estimated price4NovQuincy → ChicagoKUIN → KIGQ · TomorrowCessna CitationJet · 5 seatsNew$4,950Estimated price
- Wed, Nov 4TomorrowNewFort WorthKFTW · Fort Worth Meacham International AirportChicagoKMDW · Chicago Midway International AirportChallenger 3008—On request4NovFort Worth → ChicagoKFTW → KMDW · TomorrowChallenger 300 · 8 seatsNewOn request
- Wed, Nov 4TomorrowNewQuincyKUIN · Quincy Regional Baldwin FieldChicagoKORD · Chicago O'Hare International AirportEmbraer Phenom 300E7—$5,170Estimated price4NovQuincy → ChicagoKUIN → KORD · TomorrowEmbraer Phenom 300E · 7 seatsNew$5,170Estimated price
- Wed, Nov 4TomorrowNewBurlingtonKBTV · Patrick Leahy Burlington International AirportChicagoKIGQ · Lansing Municipal AirportHawker 9008—$13,310Estimated price4NovBurlington → ChicagoKBTV → KIGQ · TomorrowHawker 900 · 8 seatsNew$13,310Estimated price
- Wed, Nov 4TomorrowNewScottsdaleKSDL · Scottsdale AirportChicagoKMDW · Chicago Midway International AirportBeechcraft Hawker 800XP8—On request4NovScottsdale → ChicagoKSDL → KMDW · TomorrowBeechcraft Hawker 800XP · 8 seatsNewOn request
- Wed, Nov 4TomorrowNewColumbusKCMH · John Glenn Columbus International AirportChicagoKMDW · Chicago Midway International AirportCessna Citation CJ5—$1,8704NovColumbus → ChicagoKCMH → KMDW · TomorrowCessna Citation CJ · 5 seatsNew$1,870
- Wed, Nov 4TomorrowNewManisteeKMBL · Manistee County Blacker AirportChicagoKIGQ · Lansing Municipal AirportCessna CitationJet5—$4,840Estimated price4NovManistee → ChicagoKMBL → KIGQ · TomorrowCessna CitationJet · 5 seatsNew$4,840Estimated price
- Wed, Nov 4TomorrowNewCape GirardeauKCGI · Cape Girardeau Regional AirportChicagoKORD · Chicago O'Hare International AirportCessna CitationJet5—$5,720Estimated price4NovCape Girardeau → ChicagoKCGI → KORD · TomorrowCessna CitationJet · 5 seatsNew$5,720Estimated price
- Thu, Nov 5in 2 daysNewFort LauderdaleKFXE · Fort Lauderdale ExecutiveChicagoKMDW · Chicago Midway IntlLearjet 60XR6—On request5NovFort Lauderdale → ChicagoKFXE → KMDW · in 2 daysLearjet 60XR · 6 seatsNewOn request
- Thu, Nov 5in 2 daysNewKirksvilleKIRK · Kirksville Regional AirportChicagoKIGQ · Lansing Municipal AirportCessna CitationJet5—$5,390Estimated price5NovKirksville → ChicagoKIRK → KIGQ · in 2 daysCessna CitationJet · 5 seatsNew$5,390Estimated price
- Thu, Nov 5in 2 daysNewBedfordKBED · Laurence G Hanscom FieldChicagoKDPA · Dupage AirportHawker 7508—$18,2055NovBedford → ChicagoKBED → KDPA · in 2 daysHawker 750 · 8 seatsNew$18,205
* Total price incl. 10% service fee, converted to your selected currency. Price subject to operator confirmation.
Routes to Chicago
Private jet traffic in Chicago (last 30 days)
- Arrivals
- 4,050
- Departures
- 3,526
- Different jets
- 2,173
Most frequent origins: Teterboro Airport (236), Dupage Airport (59), Ohio State University Airport (58), Washington Dulles International Airport (52), Lambert St Louis International Airport (48).
Most frequent destinations: Teterboro Airport (193), Ohio State University Airport (68), Oakland County International Airport (60), Naples Municipal Airport (59), Dupage Airport (55).
Most common aircraft types: Cessna Citation Latitude (696), Embraer Phenom 300 (626), Bombardier Challenger 350/3500 (600), Cessna Citation Excel/XLS (427), Embraer Legacy 450/Praetor 500 (399).
Our own analysis of public ADS-B signals from business jets. Not every flight is received, and jets with a removal request are excluded.
Your stay in Chicago
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Empty leg flights to Chicago: prices, origins and airports
- Available now
- 199
- from $1,320 (€1,180)
- Empty legs (18 months)
- 2,369
- Typical price
- $6,800 – $15,900 (€6,100 – €14,200)
- middle 50%, incl. service fee
- Airports
- KMDW · KIGQ
There are 199 empty leg flights to Chicago available right now; the next one departs on November 3. Prices range from $1,320 (€1,180) to $23,700 (€21,090) for the whole aircraft, including service fee. 189 of them depart within the next 14 days.
Over the last 18 months we recorded 2,369 empty legs to Chicago. Half of them cost between $6,800 (€6,100) and $15,900 (€14,200), with a median of $11,000 (€9,800).
The most frequent origins were Teterboro, Quincy, Houston, Burlington and Kirksville.
Private jets mainly land at Chicago Midway International Airport (KMDW), Lansing Municipal Airport (KIGQ) and Chicago O'Hare International Airport (KORD). Common aircraft: Learjet 60 (Light Jet), Cessna CitationJet (Light Jet) and Challenger 300 (Super Midsize).
An empty leg is a repositioning flight: the private jet has to fly without passengers to its next job or back to base, and the operator sells that flight at a steep discount. Date, time and route are set by the operator, so empty legs suit travellers with flexible plans.
FAQ: empty leg flights to Chicago
How much is a private jet to Chicago on an empty leg?
Over the last 18 months, empty legs to Chicago cost a median of $11,000 (€9,800), with most offers between $6,800 and $15,900 (€6,100 and €14,200). The cheapest deal available now starts at $1,320 (€1,180). Prices are for the whole aircraft, not per seat, and include the PrivJet service fee.
Where can I find empty leg flights to Chicago?
Right here: PrivJet collects empty legs from more than 400 operators and refreshes them several times a day. There are 199 flights to Chicago listed right now, the next on November 3. Pick a flight, send a booking request, and the operator confirms availability.
Which airports do private jets use in Chicago?
Mainly Chicago Midway International Airport (KMDW), Lansing Municipal Airport (KIGQ) and Chicago O'Hare International Airport (KORD).
Where do empty legs to Chicago come from?
Most often from Teterboro, Quincy, Houston, Burlington and Kirksville, based on the empty legs of the last 18 months. Current flights: Quincy, Burlington and Kirksville.
When should I book an empty leg to Chicago?
Empty legs are short-notice offers: 189 of the 199 current flights depart within 14 days. If you are flexible, book as soon as a suitable flight appears. If your dates are fixed, a charter request is the more reliable option.