Empty Leg Flights in Chicago

Discover exceptional savings with our exclusive empty leg opportunities. These one-way repositioning flights allow you to enjoy the luxury of a private charter at a fraction of the usual cost. Explore our regularly updated list of empty legs departing from or arriving in the Chicago area.

Major Airports Serving Private Jets in Chicago

We provide access to all the key airports in and around Chicago, ensuring you reach your destination efficiently and comfortably.

Chicago Midway International Airport (MDW/KMDW)

Longest Runway: 6,522 feet
Location: Chicago, IL
Ideal for: Access to downtown Chicago and surrounding suburbs

Available FBOs

—  Atlantic Aviation
Address: 6150 South Laramie Avenue, Chicago, IL 60638, United States
Phone Number: +1 773-582-5720
Email: mdwfrontdesk@atlanticaviation.com

—  Signature Aviation
Address: 5821 South Central Avenue, Chicago, IL 60638, United States
Phone Number: +1 773-767-4400
Email: mdw@signatureflight.com

Chicago Executive Airport (PWK/KPWK)

Longest Runway: 5,001 feet
Location: Wheeling, IL
Ideal for: Northern suburbs and business districts

Available FBOs

—  Atlantic Aviation
Address: 1011 S Wolf Rd, Wheeling, IL 60090, United States
Phone Number: +1 847-808-0812
Email: pwkfrontdesk@atlanticaviation.com

—  Hawthorne Global Aviation Services
Address: 1120 S Milwaukee Ave, Chicago/Wheeling, IL 60090, United States
Phone Number: +1 847-325-0566
Email: kpwk@hawthorne.aero

—  Signature Aviation
Address: 1100 S Milwaukee Ave, Wheeling, IL 60090, United States
Phone Number: +1 847-537-1200
Email: pwk@signatureflight.com

—  Trego Dugan Aviation
Address: 1011 South Wolf Rd, Chicago/Wheeling, IL 60090, United States
Phone Number: +1 877-359-8356

DuPage Airport (DPA/KDPA)

Longest Runway: 7,571 feet
Location: West Chicago, IL
Ideal for: Western suburbs and corporate headquarters

Available FBOs

—  DuPage Flight Center
Address: 2700 International Dr, Chicago/West Chicago, IL 60185, United States
Phone Number: +1 630-208-5600
Email: dfcfuel@dupageairport.com

Kenosha Regional Airport (ENW/KENW)

Longest Runway: 6,600 feet
Location: Kenosha, WI
Ideal for: Northern Illinois and Southern Wisconsin

Available FBOs

—  AVP/Kenosha Aviation LLC
Address: 9894 52nd St., Kenosha, WI 53144-7425, United States
Phone Number: +1 262-605-0474
Email: avpkenoshaaviation@gmail.com

—  Stein's Aircraft Services, LLC
Address: 4222 91st Ave, Kenosha, WI 53144, United States
Phone Number: +1 262-597-1087
Email: info@stein.aero

Other Airports in the Chicago Area

While Chicago O'Hare International Airport (ORD/KORD) is one of the world's busiest airports, it is typically not used for private charters due to heavy commercial traffic. However, we can accommodate flights to other regional airports upon request, offering greater flexibility throughout the Chicago region.

Available Aircrafts

Why Choose TriStar for Your Jet Charter Needs?