Aircraft repositioning out of Chicago without passengers. Legs typically appear 48 to 72 hours before departure and are subject to operator confirmation.
Select any leg for the aircraft, photographs and to enquire.

Chicago Executive → Fort Lauderdale Executive Airport · up to 8 guests · 2024
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Chicago Executive → Buffalo Niagara International Airport · up to 9 guests · 2002
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O'Hare International Airport → Orlando International Airport · up to 9 guests · 2006
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Dupage → Teterboro Airport · up to 8 guests · 2001
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O'Hare International Airport → Orlando International Airport · up to 9 guests · 2006
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Chicago Executive → Republic · up to 9 guests · 2025
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Dupage → Eppley Airfield · up to 8 guests · 2005
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Dupage → Greater Rochester International Airport · up to 9 guests · 2007
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Midway International Airport → Converse Co · up to 7 guests · 2000
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Midway International Airport → Converse Co · up to 7 guests · 2000
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Midway International Airport → Fort Lauderdale-Hollywood International Airport · up to 14 guests · 2021
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O'Hare International Airport → Brownsville/south Padre Island International Airport · up to 5 guests · 2009
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Midway International Airport → Teterboro Airport · up to 8 guests · 2006
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Chicago Executive → Miami-Opa Locka Executive · up to 9 guests · 2024
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O'Hare International Airport → Davenport Mun · up to 7 guests · 2001
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Chicago Executive → La Crosse Regional Airport · up to 8 guests · 2024
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Gary Chicago Intl → Des Moines International Airport · up to 9 guests · 2008
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Chicago Executive → Miami-Opa Locka Executive · up to 8 guests · 2022
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Chicago Executive → Prairie Du Chien Mun · up to 9 guests · 2005
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Dupage → Los Angeles Van Nuys Airport · up to 15 guests · 2022
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Chicago Executive → Charles B. Wheeler Downtown Airport · up to 9 guests · 2005
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Chicago Executive → Oakland County Airport · up to 9 guests · 2005
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Midway International Airport → Frederick Mun · up to 9 guests · 2008
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Chicago Executive → Key West International Airport · up to 9 guests · 2005
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Chicago Executive → Indianapolis Executive · up to 9 guests · 2005
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Gary Chicago Intl → John Glenn Columbus International Airport · up to 9 guests · 2007
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Chicago Rockford International Airport → Washington Dulles International Airport · up to 8 guests · 2003
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Midway International Airport → Trenton Mercer Airport · up to 9 guests · 2013
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Chicago Executive → Rocky Mountain Metropolitan · up to 9 guests · 2008
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Chicago Executive → Kendall Tamiami Executive · up to 8 guests · 2000
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Midway International Airport → Flying Cloud Airport · up to 7 guests · 2010
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Chicago Executive → Witham · up to 8 guests · 2024
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Chicago Executive → Teterboro Airport · up to 13 guests · 2002
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Chicago Executive → South Bend International Airport · up to 8 guests · 2025
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Chicago Executive → Lakeland Lee Meml · up to 8 guests · 2025
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Midway International Airport → Jacksonville International Airport · up to 7 guests · 2001
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Gary Chicago Intl → Monroe County · up to 6 guests · 2023
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Dupage → Teterboro Airport · up to 15 guests · 2022
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Midway International Airport → Salt Lake City International Airport · up to 14 guests · 2006
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Chicago Executive → Outagamie County Airport · up to 7 guests · 2012
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Midway International Airport → General Edward Lawrence Logan International Airport · up to 7 guests · 2002
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Chicago Executive → Evansville Regional Airport · up to 9 guests · 2021
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Chicago Executive → Naples Municipal Airport · up to 9 guests · 2017
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Gary Chicago Intl → Eppley Airfield · up to 9 guests · 2008
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Chicago Executive → Aspen-Pitkin County Airport · up to 8 guests · 2019
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Chicago Executive → Telluride Regional Airport · up to 8 guests · 2009
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Chicago Executive → Aspen-Pitkin County Airport · up to 8 guests · 2019
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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 conciergeAn 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.