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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Birmingham (KBHM) to Chicago/Prospect Heights/Wheeling (KPWK)

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March 25, 2026 - March 25, 2026
8 passengers
1.1 hours in flight
Bombardier Learjet 45 (Super light jet)
Aircraft photos: 2
Bombardier Learjet 45 empty leg from Birmingham (KBHM) 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 6,610
Price without Membership:
USD 7,270
Availability confirmation required.

Chicago/Prospect Heights/Wheeling (KPWK) to Vidalia (KVDI)

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March 25, 2026 - March 25, 2026
7 passengers
1.4 hours in flight
Bombardier Learjet 60 (Midsize jet)
Aircraft photos: 2
Bombardier Learjet 60 empty leg from Chicago/Prospect Heights/Wheeling (KPWK) to Vidalia (KVDI) photo 1
1 / 2
What is TriStar Membership?
Learn how membership unlocks better pricing and priority support.
Price with Membership:
USD 10,200
Price without Membership:
USD 11,220
Availability confirmation required.

Chicago/Prospect Heights/Wheeling (KPWK) to Vidalia (KVDI)

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March 25, 2026 - March 25, 2026
8 passengers
1.4 hours in flight
Bombardier Learjet 60 (Midsize jet)
Aircraft photos: 2
Bombardier Learjet 60 empty leg from Chicago/Prospect Heights/Wheeling (KPWK) to Vidalia (KVDI) photo 1
1 / 2
What is TriStar Membership?
Learn how membership unlocks better pricing and priority support.
Price with Membership:
USD 11,100
Price without Membership:
USD 12,210
Availability confirmation required.

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

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March 25, 2026 - March 26, 2026
7 passengers
1.9 hours in flight
Bombardier Learjet 60 (Midsize jet)
Aircraft photos: 1
Bombardier Learjet 60 empty leg from Chicago/Prospect Heights/Wheeling (KPWK) to Orlando (KORL) photo 1
What is TriStar Membership?
Learn how membership unlocks better pricing and priority support.
Price with Membership:
USD 13,800
Price without Membership:
USD 15,180
Availability confirmation required.

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

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March 25, 2026 - March 26, 2026
7 passengers
1.9 hours in flight
Bombardier Learjet 60 (Midsize jet)
Aircraft photos: 1
Bombardier Learjet 60 empty leg from Chicago/Prospect Heights/Wheeling (KPWK) to Orlando (KORL) photo 1
What is TriStar Membership?
Learn how membership unlocks better pricing and priority support.
Price with Membership:
USD 15,000
Price without Membership:
USD 16,500
Availability confirmation required.

Chicago/Prospect Heights/Wheeling (KPWK) to Hazleton (KHZL)

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March 25, 2026 - March 27, 2026
16 passengers
1.1 hours in flight
Gulfstream G V (Ultra long range)
Aircraft photos: 2
Gulfstream G V empty leg from Chicago/Prospect Heights/Wheeling (KPWK) to Hazleton (KHZL) photo 1
1 / 2
What is TriStar Membership?
Learn how membership unlocks better pricing and priority support.
Price with Membership:
USD 30,410
Price without Membership:
USD 33,450
Availability confirmation required.

Philadelphia (KPHL) to Chicago/Prospect Heights/Wheeling (KPWK)

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March 26, 2026 - March 26, 2026
8 passengers
1.3 hours in flight
Bombardier Learjet 45 (Super light jet)
Aircraft photos: 2
Bombardier Learjet 45 empty leg from Philadelphia (KPHL) 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 7,930
Price without Membership:
USD 8,720
Availability confirmation required.

Chicago/Prospect Heights/Wheeling (KPWK) to Placida (FA54)

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March 26, 2026 - March 26, 2026
7 passengers
2.1 hours in flight
Bombardier Learjet 60 (Midsize jet)
Aircraft photos: 2
Bombardier Learjet 60 empty leg from Chicago/Prospect Heights/Wheeling (KPWK) to Placida (FA54) photo 1
1 / 2
What is TriStar Membership?
Learn how membership unlocks better pricing and priority support.
Price with Membership:
USD 15,000
Price without Membership:
USD 16,500
Availability confirmation required.

Chicago/Prospect Heights/Wheeling (KPWK) to Placida (FA54)

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March 26, 2026 - March 26, 2026
8 passengers
2.1 hours in flight
Bombardier Learjet 60 (Midsize jet)
Aircraft photos: 2
Bombardier Learjet 60 empty leg from Chicago/Prospect Heights/Wheeling (KPWK) to Placida (FA54) photo 1
1 / 2
What is TriStar Membership?
Learn how membership unlocks better pricing and priority support.
Price with Membership:
USD 16,300
Price without Membership:
USD 17,930
Availability confirmation required.

Chicago/Prospect Heights/Wheeling (KPWK) to Scottsdale (KSDL)

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March 26, 2026 - March 26, 2026
9 passengers
2.9 hours in flight
Cessna Citation XLS (Midsize jet)
Aircraft photos: 2
Cessna Citation XLS empty leg from Chicago/Prospect Heights/Wheeling (KPWK) to Scottsdale (KSDL) photo 1
1 / 2
What is TriStar Membership?
Learn how membership unlocks better pricing and priority support.
Price with Membership:
USD 20,130
Price without Membership:
USD 22,140
Availability confirmation required.

Teterboro (KTEB) to Chicago/Prospect Heights/Wheeling (KPWK)

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March 26, 2026 - March 26, 2026
13 passengers
1.4 hours in flight
Embraer Legacy 600 (Heavy jet)
Aircraft photos: 2
Embraer Legacy 600 empty leg from Teterboro (KTEB) 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 11,750
Price without Membership:
USD 12,930
Availability confirmation required.

Phoenix (KPHX) to Chicago/Prospect Heights/Wheeling (KPWK)

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March 27, 2026 - March 27, 2026
9 passengers
2.9 hours in flight
Embraer Praetor 500 (Super midsize jet)
Aircraft photos: 2
Embraer Praetor 500 empty leg from Phoenix (KPHX) 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 30,470
Price without Membership:
USD 33,520
Availability confirmation required.

Teterboro (KTEB) to Chicago/Prospect Heights/Wheeling (KPWK)

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March 27, 2026 - March 27, 2026
13 passengers
1.4 hours in flight
Embraer Legacy 600 (Heavy jet)
Aircraft photos: 2
Embraer Legacy 600 empty leg from Teterboro (KTEB) 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 11,750
Price without Membership:
USD 12,930
Availability confirmation required.

Chicago/Prospect Heights/Wheeling (KPWK) to Teterboro (KTEB)

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March 28, 2026 - March 28, 2026
16 passengers
1.2 hours in flight
Gulfstream G V (Ultra long range)
Aircraft photos: 2
Gulfstream G V empty leg from Chicago/Prospect Heights/Wheeling (KPWK) to Teterboro (KTEB) photo 1
1 / 2
What is TriStar Membership?
Learn how membership unlocks better pricing and priority support.
Price with Membership:
USD 10,610
Price without Membership:
USD 11,670
Availability confirmation required.

Chicago/Prospect Heights/Wheeling (KPWK) to Scottsdale (KSDL)

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March 29, 2026 - March 29, 2026
9 passengers
2.9 hours in flight
Cessna Citation XLS (Midsize jet)
Aircraft photos: 2
Cessna Citation XLS empty leg from Chicago/Prospect Heights/Wheeling (KPWK) to Scottsdale (KSDL) photo 1
1 / 2
What is TriStar Membership?
Learn how membership unlocks better pricing and priority support.
Price with Membership:
USD 20,130
Price without Membership:
USD 22,140
Availability confirmation required.

Chicago/Prospect Heights/Wheeling (KPWK) to Teterboro (KTEB)

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April 3, 2026 - April 3, 2026
13 passengers
1.4 hours in flight
Embraer Legacy 600 (Heavy jet)
Aircraft photos: 2
Embraer Legacy 600 empty leg from Chicago/Prospect Heights/Wheeling (KPWK) to Teterboro (KTEB) photo 1
1 / 2
What is TriStar Membership?
Learn how membership unlocks better pricing and priority support.
Price with Membership:
USD 11,750
Price without Membership:
USD 12,930
Availability confirmation required.

Chicago/Prospect Heights/Wheeling (KPWK) to Nassau (MYNN)

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April 4, 2026 - April 4, 2026
13 passengers
2.5 hours in flight
Embraer Legacy 600 (Heavy jet)
Aircraft photos: 2
Embraer Legacy 600 empty leg from Chicago/Prospect Heights/Wheeling (KPWK) to Nassau (MYNN) photo 1
1 / 2
What is TriStar Membership?
Learn how membership unlocks better pricing and priority support.
Price with Membership:
USD 21,540
Price without Membership:
USD 23,700
Availability confirmation required.

Aspen (KASE) to Chicago/Prospect Heights/Wheeling (KPWK)

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April 7, 2026 - April 7, 2026
8 passengers
2.0 hours in flight
Cessna Citation XLS+ (Midsize jet)
Aircraft photos: 2
Cessna Citation XLS+ empty leg from Aspen (KASE) 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 21,120
Price without Membership:
USD 23,240
Availability confirmation required.

Teterboro (KTEB) to Chicago/Prospect Heights/Wheeling (KPWK)

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April 22, 2026 - April 22, 2026
16 passengers
1.2 hours in flight
Gulfstream G450 (Heavy jet)
Aircraft photos: 2
Gulfstream G450 empty leg from Teterboro (KTEB) 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 10,700
Price without Membership:
USD 11,770
Availability confirmation required.

Teterboro (KTEB) to Chicago/Prospect Heights/Wheeling (KPWK)

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April 22, 2026 - April 22, 2026
14 passengers
1.2 hours in flight
Gulfstream G450 (Heavy jet)
Aircraft photos: 2
Gulfstream G450 empty leg from Teterboro (KTEB) 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 10,700
Price without Membership:
USD 11,770
Availability confirmation required.

Chicago/Prospect Heights/Wheeling (KPWK) to Teterboro (KTEB)

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April 27, 2026 - April 27, 2026
16 passengers
1.2 hours in flight
Gulfstream G450 (Heavy jet)
Aircraft photos: 2
Gulfstream G450 empty leg from Chicago/Prospect Heights/Wheeling (KPWK) to Teterboro (KTEB) photo 1
1 / 2
What is TriStar Membership?
Learn how membership unlocks better pricing and priority support.
Price with Membership:
USD 10,700
Price without Membership:
USD 11,770
Availability confirmation required.

Chicago/Prospect Heights/Wheeling (KPWK) to Teterboro (KTEB)

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April 27, 2026 - April 27, 2026
14 passengers
1.2 hours in flight
Gulfstream G450 (Heavy jet)
Aircraft photos: 2
Gulfstream G450 empty leg from Chicago/Prospect Heights/Wheeling (KPWK) to Teterboro (KTEB) photo 1
1 / 2
What is TriStar Membership?
Learn how membership unlocks better pricing and priority support.
Price with Membership:
USD 10,700
Price without Membership:
USD 11,770
Availability confirmation required.

Chicago/Prospect Heights/Wheeling (KPWK) to Ottawa (CYOW)

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May 5, 2026 - May 5, 2026
8 passengers
1.3 hours in flight
Cessna Citation XLS (Midsize jet)
Aircraft photos: 2
Cessna Citation XLS empty leg from Chicago/Prospect Heights/Wheeling (KPWK) to Ottawa (CYOW) photo 1
1 / 2
What is TriStar Membership?
Learn how membership unlocks better pricing and priority support.
Price with Membership:
USD 21,460
Price without Membership:
USD 23,600
Availability confirmation required.

Chicago/Prospect Heights/Wheeling (KPWK) to Pontiac (KPTK)

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March 22, 2026 - March 22, 2026
12 passengers
1.0 hours in flight
Bombardier Challenger 604 (Heavy jet)
Aircraft photos: 2
Bombardier Challenger 604 empty leg from Chicago/Prospect Heights/Wheeling (KPWK) to Pontiac (KPTK) photo 1
1 / 2
What is TriStar Membership?
Learn how membership unlocks better pricing and priority support.
Price with Membership:
USD 28,690
Price without Membership:
USD 31,560
Availability confirmation required.

Owensboro (KOWB) to Chicago/Prospect Heights/Wheeling (KPWK)

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March 21, 2026 - March 21, 2026
7 passengers
1.0 hours in flight
Bombardier Learjet 60 (Midsize jet)
Aircraft photos: 2
Bombardier Learjet 60 empty leg from Owensboro (KOWB) 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 6,000
Price without Membership:
USD 6,600
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.