Empty leg flights from Chicago Executive Airport (PWK)
Updated Sep 15, 10 PM CDT · 68 legs posted in the last 7 days · 93 expired
12 empty legs are leaving Chicago Executive Airport (PWK) right now and 11 flights are arriving, listed by the operators flying them and refreshed through the day. Chicago Executive Airport serves Chicago alongside Chicago Midway International Airport (MDW). Every price is an estimated total; one final price is confirmed with you before you book.
Departing Chicago Executive Airport
Soonest first. Every row opens the full listing.
Arriving at Chicago Executive Airport
Legs ending at PWK, soonest first.
Not the dates you need?
We email you as soon as another PWK empty leg posts.
Questions about Chicago Executive Airport empty legs
- Which city does Chicago Executive Airport (PWK) serve?
Chicago Executive Airport is a Chicago airport, and every leg on this page departs or arrives at PWK. Empty legs touching Chicago also use Chicago Midway International Airport (MDW); every Chicago leg, whichever field it uses, is at flyupleg.com/empty-legs/chicago.
- How many empty legs use PWK today?
12 empty legs are leaving PWK and 11 are arriving, listed by the operators flying them and refreshed through the day. Legs post and disappear daily, so the count changes.
- What does an empty leg from PWK cost?
Today's 23 legs at PWK are estimated at $3,500 to $28,000 for the whole aircraft, with estimates marked on each listing. Every price on the board is an estimated range. When you request a leg we confirm it with the operator and you get one final price before you book. You pay once, to the operator or to UpLeg; your quote says which.
- What happens if the operator cancels the empty leg?
Operators occasionally reschedule or cancel. Whatever you paid the operator is refunded under their terms, and we help you chase it. Anything you paid UpLeg is refunded in full. Set a free alert at flyupleg.com/alerts?from=KPWK and we email you the moment a matching leg posts.
How empty legs from Chicago Executive Airport work
An empty leg out of Chicago Executive Airport is a repositioning flight. A jet that finished a job at PWK has to get to its next one, or back to base, and the operator would rather sell the flight than fly the cabin empty. The price is for the whole aircraft, not per seat, and it is a fraction of a normal charter for the same aircraft and crew.
The date is set by the aircraft's schedule, not yours, and it can move or be withdrawn when the operator's plans change. A listing with a date and no time means the departure is not fixed yet; you settle it with the operator when you request. Private jets use Chicago's other fields too, so a leg that fits may be a short drive from PWK.
You request a leg, we confirm one final price with the operator before you agree to anything, and you pay once, to the operator or to UpLeg; your quote says which. There is no membership, no deposit to ask and no card on file. Fixed dates or a round trip are a charter: ask for a quote and we come back with one total for the whole aircraft.
More in the FAQ, or read how UpLeg works.