Empty leg flights from Chicago

LIVE42 departing · 47 arriving

42 empty legs are departing Chicago right now and 47 flights are arriving, listed by the operators flying them and refreshed through the day. Today's legs use Gary Chicago International Airport (GYY), Dupage Airport (DPA), Chicago Executive Airport (PWK) and Aurora Municipal Airport (AUZ). Every price is an estimated total; the exact total is confirmed with you before you sign.

Departing Chicago

Soonest first. Every row opens the full listing.

Sep 11 → Sep 13Flexible · time set with operator
ChicagoKDPA
LexingtonKLEX
Hawker 850XP
Mid
8 seats
MidHawker 850XP
Estimated total
$5.7k–$8.5k
Sep 12 → Sep 14Flexible · time set with operator
ChicagoKGYY
ManisteeKMBL
Nextant 400XTi
Light
7 seats
LightNextant 400XTi
Estimated total
$2.7k–$4.3k
Sep 12 → Sep 14Flexible · time set with operator
ChicagoKMDW
PittsburghKAGC
Cessna Citation X
Super Mid
8 seats
Super MidCessna Citation X
Estimated total
$7.5k–$12k
Tomorrow, Sep 13
ChicagoKGYY
Palm BeachKPBI
Bombardier Global 5000
Ultra Long Range
13 seats
Ultra Long RangeBombardier Global 5000
Estimated total
$24k–$35k
Tomorrow, Sep 13
ChicagoKORD
New YorkKTEB
Gulfstream G450
Heavy
16 seats
HeavyGulfstream G450
Estimated total
$11k–$17k
Mon, Sep 14
ChicagoKGYY
ClevelandKCLE
Bombardier Learjet 40XR
Light
7 seats
LightBombardier Learjet 40XR
Estimated total
$5k–$7.8k
Mon, Sep 14
Chicago
Detroit
Challenger 300/350
Super Mid
8 seats
Good valueSuper MidChallenger 300/350
Estimated total
$3.5k–$5.3k
Sep 16 → Sep 18Flexible · time set with operator
ChicagoKGYY
ClevelandKCLE
Nextant 400XTi
Light
7 seats
LightNextant 400XTi
Estimated total
$3.5k–$5.3k
Sep 17 → Sep 19Flexible · time set with operator
ChicagoKGYY
PellaKPEA
Cirrus Vision Jet SF50
Light
5 seats
LightCirrus Vision Jet SF50
Estimated total
$2.2k–$3.8k
Thu, Sep 17
ChicagoKORD
OmahaKOMA
Cessna Citation Excel
Mid
9 seats
Good valueMidCessna Citation Excel
Estimated total
$4.5k–$6.5k
Sep 18 → Sep 22Flexible · time set with operator
ChicagoKDPA
KnoxvilleKTYS
Hawker 750
Mid
8 seats
MidHawker 750
Estimated total
$6.2k–$9.3k
Fri, Sep 18
ChicagoKPWK
NashvilleKBNA
Bombardier Learjet 45XR
Light
8 seats
LightBombardier Learjet 45XR
Estimated total
$13k–$20k
Sep 21 → Sep 23Flexible · time set with operator
ChicagoKDPA
New YorkKMMU
Gulfstream G500
Ultra Long Range
15 seats
Ultra Long RangeGulfstream G500
Estimated total
$17k–$25k
Mon, Sep 21
ChicagoKPWK
DenverKAPA
Bombardier Global 6000
Ultra Long Range
16 seats
Ultra Long RangeBombardier Global 6000
Estimated total
$22k–$33k
Sep 22 → Sep 27Flexible · time set with operator
ChicagoKGYY
DetroitKYIP
Cirrus Vision Jet SF50
Light
5 seats
LightCirrus Vision Jet SF50
Estimated total
$2k–$3k
Tue, Sep 22
ChicagoKPWK
IndianapolisKTYQ
Cessna Citation Excel
Mid
8 seats
MidCessna Citation Excel
Estimated total
$4.2k–$6.5k
Thu, Sep 24
ChicagoKDPA
BoiseKBOI
Pilatus PC-24
Light
8 seats
LightPilatus PC-24
Estimated total
$12k–$18k
Fri, Sep 25
ChicagoKPWK
New YorkKTEB
Embraer Praetor 500
Super Mid
9 seats
Super MidEmbraer Praetor 500
Estimated total
$11k–$17k
Fri, Sep 25
ChicagoKORD
OmahaKOMA
Cessna Citation XLS
Mid
9 seats
Good valueMidCessna Citation XLS
Estimated total
$4.5k–$6.5k
Sep 27 → Oct 1Flexible · time set with operator
ChicagoKGYY
Traverse CityKTVC
Nextant 400XTi
Light
7 seats
LightNextant 400XTi
Estimated total
$3k–$4.8k
All 42 flights from Chicago

Arriving in Chicago

Legs ending in Chicago, soonest first.

All 47 flights to Chicago

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Empty leg routes from Chicago

Empty leg routes to Chicago

How empty legs from Chicago work

An empty leg is a repositioning flight. A jet that dropped its passengers in Chicago has to fly back to base, or fly out to its next job, and the operator would rather sell the seats than fly the cabin empty. That is why the price is a fraction of a normal charter for the same aircraft, same crew, same operator.

The route and the date are set by the aircraft's schedule, not yours. A listing that shows a date with no time means the operator has not fixed the departure yet; you settle it with them when you request. Legs appear anywhere from weeks to a day ahead and can be withdrawn when the operator's plans change.

UpLeg lists these legs free of charge. You request one, we confirm your exact total with the operator before you sign, and you pay the operator directly. There is no membership and no card on file.

More in the FAQ, or read how UpLeg works.

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