EMPTYLEG STORE
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Empty leg flights available Chicago Executive Airport (KPWK)

Chicago/prospect Heights/wheeling, Illinois, Us. Empty legs are discounted repositioning flights. Routes and timing can change quickly — request a leg and we confirm availability.

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St Louis (KSUS) to Chicago/Prospect Heights/Wheeling (KPWK)

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May 26, 2026 - May 26, 2026
7 passengers
1.0 hours in flight
Bombardier Learjet 60 (Midsize jet)
Aircraft photos: 2
Bombardier Learjet 60 empty leg from St Louis (KSUS) to Chicago/Prospect Heights/Wheeling (KPWK) photo 1
1 / 2
What is TriStar Membership?
Learn how membership unlocks better pricing and priority support.
Price with Membership:
USD 4,800
Price without Membership:
USD 5,280
Availability confirmation required.

Chicago/Prospect Heights/Wheeling (KPWK) to Rhinelander (KRHI)

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May 27, 2026 - May 27, 2026
9 passengers
1.0 hours in flight
Embraer Praetor 500 (Super midsize jet)
Aircraft photos: 2
Embraer Praetor 500 empty leg from Chicago/Prospect Heights/Wheeling (KPWK) to Rhinelander (KRHI) photo 1
1 / 2
What is TriStar Membership?
Learn how membership unlocks better pricing and priority support.
Price with Membership:
USD 23,490
Price without Membership:
USD 25,840
Availability confirmation required.

Chicago/Prospect Heights/Wheeling (KPWK) to Destin (KDTS)

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May 31, 2026 - May 31, 2026
8 passengers
1.5 hours in flight
Bombardier Learjet 45 (Super light jet)
Aircraft photos: 2
Bombardier Learjet 45 empty leg from Chicago/Prospect Heights/Wheeling (KPWK) to Destin (KDTS) photo 1
1 / 2
What is TriStar Membership?
Learn how membership unlocks better pricing and priority support.
Price with Membership:
USD 9,330
Price without Membership:
USD 10,270
Availability confirmation required.

Chicago/Prospect Heights/Wheeling (KPWK) to Leesburg (KLEE)

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May 31, 2026 - May 31, 2026
8 passengers
2.0 hours in flight
Cessna Citation XLS+ (Midsize jet)
Aircraft photos: 2
Cessna Citation XLS+ empty leg from Chicago/Prospect Heights/Wheeling (KPWK) to Leesburg (KLEE) photo 1
1 / 2
What is TriStar Membership?
Learn how membership unlocks better pricing and priority support.
Price with Membership:
USD 14,570
Price without Membership:
USD 16,030
Availability confirmation required.

Fort Myers (KRSW) to Chicago/Prospect Heights/Wheeling (KPWK)

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June 4, 2026 - June 6, 2026
8 passengers
2.3 hours in flight
Cessna Citation XLS (Midsize jet)
Aircraft photos: 2
Cessna Citation XLS empty leg from Fort Myers (KRSW) to Chicago/Prospect Heights/Wheeling (KPWK) photo 1
1 / 2
What is TriStar Membership?
Learn how membership unlocks better pricing and priority support.
Price with Membership:
USD 20,000
Price without Membership:
USD 22,000
Availability confirmation required.

Chicago/Prospect Heights/Wheeling (KPWK) to Naples (KAPF)

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June 8, 2026 - June 10, 2026
8 passengers
2.3 hours in flight
Cessna Citation XLS (Midsize jet)
Aircraft photos: 2
Cessna Citation XLS empty leg from Chicago/Prospect Heights/Wheeling (KPWK) to Naples (KAPF) photo 1
1 / 2
What is TriStar Membership?
Learn how membership unlocks better pricing and priority support.
Price with Membership:
USD 13,500
Price without Membership:
USD 14,850
Availability confirmation required.

Orlando (KMCO) to Chicago/Prospect Heights/Wheeling (KPWK)

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June 19, 2026 - June 19, 2026
8 passengers
1.9 hours in flight
Bombardier Learjet 45 (Super light jet)
Aircraft photos: 2
Bombardier Learjet 45 empty leg from Orlando (KMCO) to Chicago/Prospect Heights/Wheeling (KPWK) photo 1
1 / 2
What is TriStar Membership?
Learn how membership unlocks better pricing and priority support.
Price with Membership:
USD 11,790
Price without Membership:
USD 12,970
Availability confirmation required.

How empty legs work

Empty legs appear when an aircraft needs to reposition for its next charter. These segments are often listed at a reduced price.

These deals are availability-based and often last-minute. Once you request a flight, our team confirms details directly with dispatch.