Empty legs from Chicago

Aircraft repositioning out of Chicago without passengers. Legs typically appear 48 to 72 hours before departure and are subject to operator confirmation.

47 live legs · synced 33 min ago

Select any leg for the aircraft, photographs and to enquire.

Chicago → Fort Lauderdale
15 Nov – 16 Nov · Chicago Executive
15 Nov – 16 Nov
Citation CJ3+
8
£11,476$15,400 in USD
›
Citation CJ3+

Citation CJ3+

Chicago Executive → Fort Lauderdale Executive Airport · up to 8 guests · 2024

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Chicago → Buffalo
18 Nov · Chicago Executive
18 Nov
Learjet 45
9
£8,990$12,064 in USD
›
Learjet 45

Learjet 45

Chicago Executive → Buffalo Niagara International Airport · up to 9 guests · 2002

Pet

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Chicago → Orlando
19 Nov · O'Hare International Airport
19 Nov
Citation XLS
9
£12,173$16,335 in USD
›
Citation XLS

Citation XLS

O'Hare International Airport → Orlando International Airport · up to 9 guests · 2006

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Chicago → New York
20 Nov – 21 Nov · Dupage
20 Nov – 21 Nov
Hawker 800XP
8
£10,739$14,410 in USD
›
Hawker 800XP

Hawker 800XP

Dupage → Teterboro Airport · up to 8 guests · 2001

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Chicago → Orlando
21 Nov – 22 Nov · O'Hare International Airport
21 Nov – 22 Nov
Citation XLS
9
£12,173$16,335 in USD
›
Citation XLS

Citation XLS

O'Hare International Airport → Orlando International Airport · up to 9 guests · 2006

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Chicago → East Farmingdale
24 Nov · Chicago Executive
24 Nov
Citation CJ4
9
£12,281$16,480 in USD
›
Citation CJ4

Citation CJ4

Chicago Executive → Republic · up to 9 guests · 2025

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Chicago → Omaha
25 Nov · Dupage
25 Nov
Citation XLS
8
£9,383$12,591 in USD
›
Citation XLS

Citation XLS

Dupage → Eppley Airfield · up to 8 guests · 2005

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Chicago → Rochester
28 Nov · Dupage
28 Nov
Challenger 300
9
£14,755$19,800 in USD
›
Challenger 300

Challenger 300

Dupage → Greater Rochester International Airport · up to 9 guests · 2007

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Chicago → Douglas
29 Nov · Midway International Airport
29 Nov
Learjet 60
7
£14,427$19,360 in USD
›
Learjet 60

Learjet 60

Midway International Airport → Converse Co · up to 7 guests · 2000

Pet

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Chicago → Douglas
29 Nov · Midway International Airport
29 Nov
Learjet 60
7
£13,403$17,985 in USD
›
Learjet 60

Learjet 60

Midway International Airport → Converse Co · up to 7 guests · 2000

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Chicago → Fort Lauderdale
30 Nov · Midway International Airport
30 Nov
Gulfstream G500
14
£26,086$35,005 in USD
›
Gulfstream G500

Gulfstream G500

Midway International Airport → Fort Lauderdale-Hollywood International Airport · up to 14 guests · 2021

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Chicago → Brownsville
4 Dec · O'Hare International Airport
4 Dec
Phenom 100
5
£11,606$15,574 in USD
›
Phenom 100

Phenom 100

O'Hare International Airport → Brownsville/south Padre Island International Airport · up to 5 guests · 2009

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Chicago → New York
9 Dec · Midway International Airport
9 Dec
Learjet 60
8
£6,558$8,800 in USD
›
Learjet 60

Learjet 60

Midway International Airport → Teterboro Airport · up to 8 guests · 2006

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Chicago → Miami
12 Dec · Chicago Executive
12 Dec
Citation CJ4
9
£14,247$19,118 in USD
›
Citation CJ4

Citation CJ4

Chicago Executive → Miami-Opa Locka Executive · up to 9 guests · 2024

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Price on request · 33
Chicago → Davenport
Today · O'Hare International Airport
Today
Citation Bravo
7
On requestreply within the hour
›
Citation Bravo

Citation Bravo

O'Hare International Airport → Davenport Mun · up to 7 guests · 2001

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Chicago → La Crosse
15 Nov · Chicago Executive
15 Nov
Citation CJ3+
8
On requestreply within the hour
›
Citation CJ3+

Citation CJ3+

Chicago Executive → La Crosse Regional Airport · up to 8 guests · 2024

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Chicago → West Des Moines
15 Nov · Gary Chicago Intl
15 Nov
Hawker 900XP
9
On requestreply within the hour
›
Hawker 900XP

Hawker 900XP

Gary Chicago Intl → Des Moines International Airport · up to 9 guests · 2008

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Chicago → Miami
17 Nov · Chicago Executive
17 Nov
Citation Longitude
8
On requestreply within the hour
›
Citation Longitude

Citation Longitude

Chicago Executive → Miami-Opa Locka Executive · up to 8 guests · 2022

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Chicago → Prairie Du Chien
18 Nov · Chicago Executive
18 Nov
Challenger 300
9
On requestreply within the hour
›
Challenger 300

Challenger 300

Chicago Executive → Prairie Du Chien Mun · up to 9 guests · 2005

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Chicago → Los Angeles
18 Nov – 19 Nov · Dupage
18 Nov – 19 Nov
Gulfstream G500
15
On requestreply within the hour
›
Gulfstream G500

Gulfstream G500

Dupage → Los Angeles Van Nuys Airport · up to 15 guests · 2022

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Chicago → Kansas City
19 Nov · Chicago Executive
19 Nov
Challenger 300
9
On requestreply within the hour
›
Challenger 300

Challenger 300

Chicago Executive → Charles B. Wheeler Downtown Airport · up to 9 guests · 2005

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Chicago → Pontiac
19 Nov – 20 Nov · Chicago Executive
19 Nov – 20 Nov
Citation Sovereign
9
On requestreply within the hour
›
Citation Sovereign

Citation Sovereign

Chicago Executive → Oakland County Airport · up to 9 guests · 2005

Pet

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Chicago → Frederick
22 Nov · Midway International Airport
22 Nov
Hawker 900XP
9
On requestreply within the hour
›
Hawker 900XP

Hawker 900XP

Midway International Airport → Frederick Mun · up to 9 guests · 2008

Toilet

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Chicago → Key West
22 Nov · Chicago Executive
22 Nov
Challenger 300
9
On requestreply within the hour
›
Challenger 300

Challenger 300

Chicago Executive → Key West International Airport · up to 9 guests · 2005

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Chicago → Indianapolis
23 Nov · Chicago Executive
23 Nov
Challenger 300
9
On requestreply within the hour
›
Challenger 300

Challenger 300

Chicago Executive → Indianapolis Executive · up to 9 guests · 2005

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Chicago → Columbus
23 Nov · Gary Chicago Intl
23 Nov
Citation XLS
9
On requestreply within the hour
›
Citation XLS

Citation XLS

Gary Chicago Intl → John Glenn Columbus International Airport · up to 9 guests · 2007

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Chicago → Washington
23 Nov – 24 Nov · Chicago Rockford International Airport
23 Nov – 24 Nov
Citation X
8
On requestreply within the hour
›
Citation X

Citation X

Chicago Rockford International Airport → Washington Dulles International Airport · up to 8 guests · 2003

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Chicago → Philadelphia
24 Nov – 25 Nov · Midway International Airport
24 Nov – 25 Nov
King Air 350i
9
On requestreply within the hour
›
King Air 350i

King Air 350i

Midway International Airport → Trenton Mercer Airport · up to 9 guests · 2013

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Chicago → Denver
25 Nov – 26 Nov · Chicago Executive
25 Nov – 26 Nov
Citation Sovereign
9
On requestreply within the hour
›
Citation Sovereign

Citation Sovereign

Chicago Executive → Rocky Mountain Metropolitan · up to 9 guests · 2008

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Chicago → Miami
25 Nov – 28 Nov · Chicago Executive
25 Nov – 28 Nov
Hawker 800XP
8
On requestreply within the hour
›
Hawker 800XP

Hawker 800XP

Chicago Executive → Kendall Tamiami Executive · up to 8 guests · 2000

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Chicago → Minneapolis
27 Nov · Midway International Airport
27 Nov
Phenom 300
7
On requestreply within the hour
›
Phenom 300

Phenom 300

Midway International Airport → Flying Cloud Airport · up to 7 guests · 2010

Pet

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Chicago → Stuart
27 Nov · Chicago Executive
27 Nov
Citation CJ3+
8
On requestreply within the hour
›
Citation CJ3+

Citation CJ3+

Chicago Executive → Witham · up to 8 guests · 2024

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Chicago → New York
28 Nov · Chicago Executive
28 Nov
Gulfstream GIV-SP
13
On requestreply within the hour
›
Gulfstream GIV-SP

Gulfstream GIV-SP

Chicago Executive → Teterboro Airport · up to 13 guests · 2002

SmokingBedToilet

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Chicago → South Bend
28 Nov · Chicago Executive
28 Nov
Praetor 500
8
On requestreply within the hour
›
Praetor 500

Praetor 500

Chicago Executive → South Bend International Airport · up to 8 guests · 2025

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Chicago → Minocqua
29 Nov · Chicago Executive
29 Nov
Praetor 500
8
On requestreply within the hour
›
Praetor 500

Praetor 500

Chicago Executive → Lakeland Lee Meml · up to 8 guests · 2025

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Chicago → Jacksonville
29 Nov · Midway International Airport
29 Nov
Learjet 60
7
On requestreply within the hour
›
Learjet 60

Learjet 60

Midway International Airport → Jacksonville International Airport · up to 7 guests · 2001

Pet

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Chicago → Bloomington
29 Nov · Gary Chicago Intl
29 Nov
HondaJet
6
On requestreply within the hour
›
HondaJet

HondaJet

Gary Chicago Intl → Monroe County · up to 6 guests · 2023

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Chicago → New York
29 Nov · Dupage
29 Nov
Gulfstream G500
15
On requestreply within the hour
›
Gulfstream G500

Gulfstream G500

Dupage → Teterboro Airport · up to 15 guests · 2022

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Chicago → Salt Lake City
29 Nov – 30 Nov · Midway International Airport
29 Nov – 30 Nov
Gulfstream G450
14
On requestreply within the hour
›
Gulfstream G450

Gulfstream G450

Midway International Airport → Salt Lake City International Airport · up to 14 guests · 2006

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Chicago → Appleton
29 Nov – 30 Nov · Chicago Executive
29 Nov – 30 Nov
Phenom 300
7
On requestreply within the hour
›
Phenom 300

Phenom 300

Chicago Executive → Outagamie County Airport · up to 7 guests · 2012

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Chicago → Boston
30 Nov · Midway International Airport
30 Nov
Learjet 60
7
On requestreply within the hour
›
Learjet 60

Learjet 60

Midway International Airport → General Edward Lawrence Logan International Airport · up to 7 guests · 2002

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Chicago → Evansville
30 Nov · Chicago Executive
30 Nov
Phenom 300
9
On requestreply within the hour
›
Phenom 300

Phenom 300

Chicago Executive → Evansville Regional Airport · up to 9 guests · 2021

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Chicago → Naples
30 Nov – 1 Dec · Chicago Executive
30 Nov – 1 Dec
Phenom 300
9
On requestreply within the hour
›
Phenom 300

Phenom 300

Chicago Executive → Naples Municipal Airport · up to 9 guests · 2017

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Chicago → Omaha
1 Dec · Gary Chicago Intl
1 Dec
Hawker 900XP
9
On requestreply within the hour
›
Hawker 900XP

Hawker 900XP

Gary Chicago Intl → Eppley Airfield · up to 9 guests · 2008

Pet

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Chicago → Aspen
30 Dec · Chicago Executive
30 Dec
Citation XLS
8
On requestreply within the hour
›
Citation XLS

Citation XLS

Chicago Executive → Aspen-Pitkin County Airport · up to 8 guests · 2019

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Chicago → Telluride
2 Jan · Chicago Executive
2 Jan
Citation XLS+
8
On requestreply within the hour
›
Citation XLS+

Citation XLS+

Chicago Executive → Telluride Regional Airport · up to 8 guests · 2009

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Chicago → Aspen
3 Jan · Chicago Executive
3 Jan
Citation XLS
8
On requestreply within the hour
›
Citation XLS

Citation XLS

Chicago Executive → Aspen-Pitkin County Airport · up to 8 guests · 2019

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Not seeing your route?

Most empty legs appear 48 to 72 hours before departure, so the board you are looking at now is not the board tomorrow. Tell us where you want to be and when, and a specialist will watch for it.

Message the concierge

How empty legs work

An empty leg exists because someone else’s charter created it. If their plans change, the leg moves or disappears — sometimes at short notice. We tell you the moment we know, and a named specialist starts rebuilding your trip the same hour.

All prices are indicative and subject to operator confirmation. Where an operator quotes in another currency we convert at our own rate, shown on how we price.

Empty legs by departure city

New York 182 Las Vegas 122 Miami 105 Los Angeles 93 Houston 59 Scottsdale 57 Toronto 53 San Francisco 50 Nassau 50 Fort Lauderdale 49 San Diego 41 Dallas 38 West Palm Beach 33 Denver 32 Bedford 32 Salt Lake City 32 Naples 28 Sarasota 28 Santa Ana 27 Boise 25 Seattle 25 Ogden 24 Phoenix 23