Empty leg flights from Chicago
48 empty legs are departing Chicago right now and 46 flights are arriving, listed by the operators flying them and refreshed through the day. Today's legs use Chicago Executive Airport (PWK), Dupage Airport (DPA), Gary Chicago International Airport (GYY) and Chicago Midway International Airport (MDW). Prices marked Estimated are ours; the rest are the operator's own.
Departing Chicago
Soonest first. Every row opens the full listing.
Arriving in Chicago
Legs ending in Chicago, soonest first.
Not the dates you need?
We email you as soon as another Chicago empty leg posts.
How empty legs from Chicago work
An empty leg is a repositioning flight. A jet that dropped its passengers in Chicago has to fly back to base, or fly out to its next job, and the operator would rather sell the seats than fly the cabin empty. That is why the price is a fraction of a normal charter for the same aircraft, same crew, same operator.
The route and the date are set by the aircraft's schedule, not yours. A listing that shows a date with no time means the operator has not fixed the departure yet; you settle it with them when you request. Legs appear anywhere from weeks to a day ahead and can be withdrawn when the operator's plans change.
UpLeg lists these legs free of charge. You request one, we confirm availability and price with the operator, and you pay the operator directly. There is no markup, no membership and no card on file.
More in the FAQ, or read how UpLeg works.