Chicago to New York empty leg flights
6 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 and heavy cabins. Today's legs leave from Chicago Midway International Airport (MDW), Chicago Executive Airport (PWK) and Dupage Airport (DPA) and land at Teterboro Airport (TEB), Republic Airport (FRG) and Westchester County Airport (HPN). Prices marked Estimated are ours; the rest are the operator's own.
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The date is set by the aircraft's schedule, not yours, and it can move or be withdrawn when the operator's plans change.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 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.