Empty leg flights from Chicago
Private jets leaving Chicago with nobody on board. Book the whole aircraft for less than a charter; the operator sets the date.
5 typical routes
Legs often sell within a day. We email you when one is posted for Chicago to Anywhere.
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Flying toIndianapolis from $5.8kDetroit from $5.8kMinneapolis from $5.8kNew York from $6.8kMiami from $13.6k
Flying empty from Chicago: what to know.
Midway and Chicago Executive are the private aviation favourites; O'Hare handles international departures.
Empty legs from Chicago leave from Chicago Midway (MDW), Chicago Executive (PWK), O'Hare International (ORD). The exact airport is confirmed on your quote.
By private jet, Chicago is about 1h 47m from New York, 3h 17m from Las Vegas. A leg is only useful when its date and direction fit, so check the flight time against your plans before you enquire.
If nothing leaves Chicago on your date, look at the lists for Indianapolis (141 nm) and Detroit (200 nm).
- Airports
- 3
- Main private jet airport
- Chicago Executive (PWK)
- Typical routes from here
- 5
- Typical price from
- $5,800
- Nearest city with its own list
- Indianapolis, 141 nm
Where empty legs from Chicago fly.
The cities these routes from Chicago fly to, each with the lowest whole-aircraft price on our list. Flying into Chicago instead, or planning the trip home? See the empty leg flights to Chicago, 5 listed.
Chicago Indianapolis
from$5.8kIndiana · Typical route, dates on request
Chicago Detroit
from$5.8kMichigan · Typical route, dates on request
Chicago Minneapolis
from$5.8kMinnesota · Typical route, dates on request
Chicago New York
from$6.8kNew York and New Jersey · Typical route, dates on request
Chicago Miami
from$13.6kFlorida · Typical route, dates on request
Aircraft flying empty from Chicago.
The jets on these routes, by model. You get the whole aircraft, so the cabin and the seat count are yours.
More ways to fly from Chicago.
Empty legs from nearby cities
Empty leg flights from every major city
Private jet charter by cityAtlantaAustinBoca RatonBostonChicagoColumbusDallasDenverDetroitFort LauderdaleHoustonIndianapolisLas VegasLos AngelesMiamiMinneapolisNaplesNashvilleNew YorkOrlandoPalm BeachPhoenixSalt Lake CitySan AntonioSan DiegoSan FranciscoScottsdaleSeattle
Why the price drops
A client pays for a one-way charter from Indianapolis to Chicago. The aircraft still has to fly home. Rather than fly it empty, the operator sells that return flight for a fraction of the charter price.
- The date is set by the operator
- It follows the original booking, so it suits trips that can move by a day.
- You book the whole aircraft
- The price is for the jet, not a seat. Bring your own group.
- It can change
- If the original trip moves, the leg moves too. We always offer a full charter alternative.
Empty leg or full charter?
| Empty leg | Full charter | |
|---|---|---|
| Price | Below the full charter rate | Full rate |
| Departure time | Fixed by the operator | You choose |
| Route | Set | Any |
| Cancellation risk | Can change with the original trip | Guaranteed once confirmed |
| Best for | Flexible, one-way trips | Fixed plans and return trips |
What a full charter costs from Chicago.
Compare any empty leg with the one-way price of a dedicated charter on the same route.
- Flight time
- 0h 39m
- Typical aircraft
- Light jet
- Full charter one way
- from $8.3k
- Flight time
- 0h 47m
- Typical aircraft
- Light jet
- Full charter one way
- from $8.3k
- Flight time
- 0h 54m
- Typical aircraft
- Light jet
- Full charter one way
- from $8.3k
- Flight time
- 1h 00m
- Typical aircraft
- Light jet
- Full charter one way
- from $8.3k
- Flight time
- 1h 09m
- Typical aircraft
- Light jet
- Full charter one way
- from $8.3k
- Flight time
- 1h 33m
- Typical aircraft
- Light jet
- Full charter one way
- from $8.5k
Estimated from great-circle distance and current hourly rates. Excludes Federal excise tax.
Where Chicago empty legs fly from.
Empty legs use the same private terminals as any charter, so you arrive minutes before departure.
Tell us the dates and passengers. A specialist replies with aircraft options and an all-in price, around the clock.
Questions, answered
Still deciding? A charter specialist will talk you through aircraft, airports and price, with no obligation.
Ask a specialistWhere do empty legs from Chicago fly to?+
Wherever the aircraft is needed next: its home base or its next client. The routes above are typical ones from Chicago; tell us your date and we will look for a leg that fits.
How much is an empty leg from Chicago?+
Each route shows a whole-aircraft price next to the estimated full charter on the same route. Your quote confirms the price, with taxes, for your date.
How often are there empty legs from Chicago?+
It follows the operators' schedules, so it is never on a timetable. An alert tells you the day a matching leg is listed.
Which airport do empty legs from Chicago use?+
The private terminals listed above. The exact airport is confirmed on your quote.
Can I change the route or the date?+
Small changes are sometimes possible and are priced by the operator. The date follows the original booking.
Can an empty leg be cancelled?+
Yes, if the original charter changes. We always offer a full-charter alternative.
Do I get the whole aircraft?+
Yes. The price is for the aircraft, not per seat.
Keep planning.

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A specialist replies around the clock with aircraft options, the operator's name and an all-in price.