Empty leg flights available Waukegan Regional Airport (KUGN)

Chicago/waukegan, 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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Sarasota/Bradenton (KSRQ) to Chicago/Waukegan (KUGN)

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March 27, 2026 - March 27, 2026

12 passengers

2.2 hours in flight

Dassault Falcon 900C (Heavy jet)

Aircraft photos: 2

Dassault Falcon 900C empty leg from Sarasota/Bradenton (KSRQ) to Chicago/Waukegan (KUGN) photo 1

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What is TriStar Membership?

Learn how membership unlocks better pricing and priority support.

Price with Membership:

USD 18,600

Price without Membership:

USD 20,460

Availability confirmation required.

Chicago/Waukegan (KUGN) to Sarasota/Bradenton (KSRQ)

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April 1, 2026 - April 1, 2026

12 passengers

2.2 hours in flight

Dassault Falcon 900C (Heavy jet)

Aircraft photos: 2

Dassault Falcon 900C empty leg from Chicago/Waukegan (KUGN) to Sarasota/Bradenton (KSRQ) photo 1

1 / 2

What is TriStar Membership?

Learn how membership unlocks better pricing and priority support.

Price with Membership:

USD 18,600

Price without Membership:

USD 20,460

Availability confirmation required.

Chicago/Waukegan (KUGN) to Orlando (KISM)

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April 5, 2026 - April 5, 2026

12 passengers

2.1 hours in flight

Dassault Falcon 900C (Heavy jet)

Aircraft photos: 2

Dassault Falcon 900C empty leg from Chicago/Waukegan (KUGN) to Orlando (KISM) photo 1

1 / 2

What is TriStar Membership?

Learn how membership unlocks better pricing and priority support.

Price with Membership:

USD 17,910

Price without Membership:

USD 19,710

Availability confirmation required.

Boca Raton (KBCT) to Chicago/Waukegan (KUGN)

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April 6, 2026 - April 6, 2026

12 passengers

2.4 hours in flight

Dassault Falcon 900C (Heavy jet)

Aircraft photos: 2

Dassault Falcon 900C empty leg from Boca Raton (KBCT) to Chicago/Waukegan (KUGN) photo 1

1 / 2

What is TriStar Membership?

Learn how membership unlocks better pricing and priority support.

Price with Membership:

USD 20,520

Price without Membership:

USD 22,570

Availability confirmation required.

Boca Raton (KBCT) to Chicago/Waukegan (KUGN)

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April 7, 2026 - April 7, 2026

12 passengers

2.4 hours in flight

Dassault Falcon 900C (Heavy jet)

Aircraft photos: 2

1 / 2

What is TriStar Membership?

Learn how membership unlocks better pricing and priority support.

Price with Membership:

USD 20,520

Price without Membership:

USD 22,570

Availability confirmation required.

Chicago/Waukegan (KUGN) to Naples (KAPF)

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April 7, 2026 - April 10, 2026

8 passengers

2.4 hours in flight

Cessna Citation XLS+ (Midsize jet)

Aircraft photos: 2

Cessna Citation XLS+ empty leg from Chicago/Waukegan (KUGN) 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.

Naples (KAPF) to Chicago/Waukegan (KUGN)

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June 30, 2026 - July 2, 2026

8 passengers

2.4 hours in flight

Cessna Citation XLS (Midsize jet)

Aircraft photos: 2

Cessna Citation XLS empty leg from Naples (KAPF) to Chicago/Waukegan (KUGN) photo 1

1 / 2

What is TriStar Membership?

Learn how membership unlocks better pricing and priority support.

Price with Membership:

USD 12,900

Price without Membership:

USD 14,190

Availability confirmation required.

Missoula (KMSO) to Chicago/Waukegan (KUGN)

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July 2, 2026 - July 3, 2026

8 passengers

2.6 hours in flight

Cessna Citation XLS (Midsize jet)

Aircraft photos: 2

Cessna Citation XLS empty leg from Missoula (KMSO) to Chicago/Waukegan (KUGN) photo 1

1 / 2

What is TriStar Membership?

Learn how membership unlocks better pricing and priority support.

Price with Membership:

USD 14,400

Price without Membership:

USD 15,840

Availability confirmation required.

Chicago/Waukegan (KUGN) 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/Waukegan (KUGN) 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.

Kansas City (KMKC) to Chicago/Waukegan (KUGN)

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March 20, 2026 - March 20, 2026

12 passengers

1.0 hours in flight

Dassault Falcon 900C (Heavy jet)

Aircraft photos: 2

Dassault Falcon 900C empty leg from Kansas City (KMKC) to Chicago/Waukegan (KUGN) 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.

Chicago/Waukegan (KUGN) to Kansas City (KMKC)

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March 13, 2026 - March 13, 2026

12 passengers

1.0 hours in flight

Dassault Falcon 900C (Heavy jet)

Aircraft photos: 2

Dassault Falcon 900C empty leg from Chicago/Waukegan (KUGN) to Kansas City (KMKC) 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.

Chicago/Waukegan (KUGN) to Detroit (KYIP)

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March 11, 2026 - March 11, 2026

7 passengers

1.0 hours in flight

Bombardier Learjet 60 (Midsize jet)

Aircraft photos: 1

Bombardier Learjet 60 empty leg from Chicago/Waukegan (KUGN) to Detroit (KYIP) photo 1

What is TriStar Membership?

Learn how membership unlocks better pricing and priority support.

Price with Membership:

USD 3,600

Price without Membership:

USD 3,960

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.