Empty leg flights from Chicago
1 empty leg (0 listed or confirmed in the last 5 days)
Chicago airports: MDW, ORD, PWK, DPA · prices include our fee · operators confirm availability before you’re quoted
Popular routes
Airports
- Chicago Midway International Airport (MDW / KMDW)
- Chicago O'Hare International Airport (ORD / KORD)
- Chicago Executive Airport (PWK / KPWK)
- Dupage Airport (DPA / KDPA)
Nearby: Gary (GYY), Valparaiso (VPZ), Michigan City (MGC), Kankakee (IKK), Kenosha (ENW)
Questions
How do empty leg flights from Chicago work?
An empty leg is a private jet flying from Chicago without passengers — usually on its way to or from another charter. Operators offer these flights for less than a normal charter. Prices on this page are for the whole aircraft, not per seat, and every leg is subject to the operator's main trip going ahead.
Which Chicago airports do they leave from?
We count legs at Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD), Chicago Executive Airport (PWK), Dupage Airport (DPA). Legs at nearby airports are listed separately below.
How much does an empty leg from Chicago cost?
Most operators share empty-leg prices on request. Request a leg — we reply in minutes and send your quote for the whole aircraft as soon as the operator confirms.
How far ahead are empty legs available?
Most are posted a day or two before departure, and they go quickly. Set an alert on this page and we'll email you when a new one is listed.
What if the flight I want isn't listed?
Request the flight you need. We'll look for an empty leg or a well-priced charter and send you a quote — free, with no obligation.
What happens if the operator cancels the leg?
An empty leg exists because of the operator's main trip, so it can change or be cancelled if that trip does. If a leg you booked is cancelled by the operator, you receive a credit for a future flight, valid 12 months, as set out in our booking terms.
New to empty legs? Read the empty leg guide.