Chicago to New York empty leg flights
5 empty legs are flying Chicago to New York right now, listed by the operators flying them and refreshed through the day. Today's legs are mid, super mid, heavy and ultra long range cabins. Today's legs leave from Dupage Airport (DPA), Lewis University Airport (LOT) and Chicago O'Hare International Airport (ORD) and land at Teterboro Airport (TEB), Westchester County Airport (HPN) and Morristown Municipal Airport (MMU). Every price is an estimated total; the exact total is confirmed with you before you sign.
Flying Chicago to New York
Soonest first. Every row opens the full listing.
New York to Chicago
The return direction, soonest first.
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How empty legs from Chicago to New York work
An empty leg from Chicago to New York is a repositioning flight. A jet that finished a job in Chicago has to get to New York 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The date is set by the aircraft's schedule, not yours, and it can move or be withdrawn when the operator's plans change.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 your exact total with the operator before you sign, and you pay the operator directly. There is no membership and no card on file.
More in the FAQ, or read how UpLeg works.