Naples to Chicago empty leg flights
7 empty legs are flying Naples to Chicago right now, listed by the operators flying them and refreshed through the day. Today's legs are light, mid and super mid cabins. Today's legs leave from Naples Municipal Airport (APF) and land at Dupage Airport (DPA) and Chicago Executive Airport (PWK). Prices marked Estimated are ours; the rest are the operator's own.
Flying Naples to Chicago
Soonest first. Every row opens the full listing.
Chicago to Naples
The return direction, soonest first.
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How empty legs from Naples to Chicago work
An empty leg from Naples to Chicago is a repositioning flight. A jet that finished a job in Naples has to get to Chicago for its next one, or back to base, 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The date is set by the aircraft's schedule, not yours, and it can move or be withdrawn when the operator's plans change.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 that shows a date with no time means the departure is not fixed yet; you settle it with the operator when you request. Legs appear anywhere from weeks to a day ahead.
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.