32 empty leg flights to and from Chicago this month from 18 operators, updated Oct 23. Every empty leg and discounted one-way EmpTleg tracks across 6 airports serving Chicago, in one place. 48 legs live across the metro right now.
Search Chicago empty legsAsk Copilot about Chicago
Copilot reads the live legs and tells you which one fits. You contact the operator directly.
Every one of these is searched together when you widen the departure radius.
Every price on EmpTleg buys the entire aircraft, not a seat.
A business-week market with weather on top of it. Midweek is when the aircraft move, and a front moving through can reshuffle a whole day of scheduling - which is exactly when legs open up on short notice.
Which airports serve Chicago for private jet flights?
EmpTleg tracks empty legs at 6 airports serving Chicago: Chicago Midway (MDW), O'Hare Intl (ORD), Chicago Executive (PWK), DuPage (DPA), Aurora Muni (ARR) and Chicago/Waukegan, IL (UGN). A leg out of the quieter field costs the same as one out of the busiest, so search all of them together.
How many empty legs are there from Chicago right now?
48 empty legs are live in or out of Chicago at the last refresh. Inventory is re-checked several times a day and legs sell fast, so the live search is the number that counts.
Where do empty legs from Chicago usually fly?
The most common destinations for empty legs leaving Chicago are Naples, FL, Miami, FL and Kansas City, MO. Widen the arrival radius and a leg to a nearby field is usually extendable to where you are actually going.
What aircraft fly empty legs from Chicago?
Recent legs through Chicago were flown by light jet, super-midsize jet, heavy jet and midsize jet aircraft. Every price on EmpTleg buys the entire aircraft, one way; the operator confirms the exact aircraft on the quote.
Why fly an empty leg from Chicago?
To fly private for far less than a full charter when your plans can bend to the aircraft's route and time: a long weekend, a trip with pets in the cabin, a group or family trip, gear such as skis or golf clubs, or getting home after a cancelled airline flight. The guide Why fly an empty leg covers the common reasons.
How do I book an empty leg from Chicago?
Search the live inventory, open the leg, and contact the operator directly with your passenger count, your real destination and how flexible your timing is. You book with the operator at the operator's price; EmpTleg is a search and alert service and takes no commission.
An empty leg is created by where the aircraft already is, not by where you would prefer to depart from. A jet repositioning out of ORD costs the same to you as one out of MDW, and on any given day the cheaper flight is as likely to be at the quieter field. Searching one airport is how most people miss the flight they wanted. EmpTleg searches a radius by default for exactly this reason. Copilot does the same with the dates around yours: ask Copilot about Chicago.
Private jets often fly empty, heading home after a drop-off, or repositioning for the next pickup. Rather than fly them empty, operators sell those flights at a deep discount. They appear fast, disappear faster, and are scattered across hundreds of operators. EmpTleg puts them in one searchable place. You contact the operator directly; we never touch the booking and never take a cut of your flight. Why fly an empty leg · How to find empty leg flights · What empty legs cost · Same-day and last-minute legs