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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.

Popular

5 typical routes

HondaJet Elite
Dates on requestHondaJet Elite
MDW
Chicago
Illinois
40 min
IND
Indianapolis
Indiana
Light jet · up to 5 passengers
from$5,800
Typical whole-aircraft price
Enquire
HondaJet Elite
Dates on requestHondaJet Elite
MDW
Chicago
Illinois
45 min
PTK
Detroit
Michigan
Light jet · up to 5 passengers
from$5,800
Typical whole-aircraft price
Enquire
HondaJet Elite
Dates on requestHondaJet Elite
MDW
Chicago
Illinois
1 h
FCM
Minneapolis
Minnesota
Light jet · up to 5 passengers
from$5,800
Typical whole-aircraft price
Enquire
HondaJet Elite
Dates on requestHondaJet Elite
MDW
Chicago
Illinois
1 h 45 min
TEB
New York
New York
Light jet · up to 5 passengers
from$6,800
Typical whole-aircraft price
Enquire
Learjet 75
Dates on requestLearjet 75
MDW
Chicago
Illinois
2 h 35 min
OPF
Miami
Florida
Midsize jet · up to 8 passengers
from$13,600
Typical whole-aircraft price
Enquire
Hear about new legs first

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

Chicago

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
Destinations

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$5.8k

Indiana · Typical route, dates on request

Chicago Detroit

from$5.8k

Michigan · Typical route, dates on request

Chicago Minneapolis

from$5.8k

Minnesota · Typical route, dates on request

Chicago New York

from$6.8k

New York and New Jersey · Typical route, dates on request

Chicago Miami

from$13.6k

Florida · Typical route, dates on request

Aircraft

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.

Nearby and related

More ways to fly from Chicago.

Empty leg flights from every major city

AtlantaGAFrom10To10
AustinTXFrom5To5
Boca RatonFLFrom4To4
BostonMAFrom4To4
CharlotteNCFrom4To4
ChicagoILFrom5To5
ColumbusOHFrom4To4
DallasTXFrom4To4
DenverCOFrom4To4
DetroitMIFrom4To4
Fort LauderdaleFLFrom4To4
Fort WorthTXFrom4To4
GreensboroNCFrom4To4
HawaiiHIFrom4To4
HoustonTXFrom5To5
IndianapolisINFrom6To6
Kansas CityMOFrom5To5
Las VegasNVFrom8To8
Los AngelesCAFrom11To11
MiamiFLFrom31To31
MinneapolisMNFrom4To4
NaplesFLFrom4To4
NashvilleTNFrom4To4
New YorkNYFrom35To35
OrlandoFLFrom6To6
Palm BeachFLFrom4To4
PhoenixAZFrom4To4
RaleighNCFrom4To4
Salt Lake CityUTFrom6To6
San AntonioTXFrom4To4
San DiegoCAFrom5To5
San FranciscoCAFrom6To6
ScottsdaleAZFrom4To4
SeattleWAFrom4To4
St. LouisMOFrom4To4
Washington DCDCFrom7To7

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.
IndianapolisChicagoCharter, paid in fullFlies home empty: your empty leg
Outbound
Full charter rate, paid by the first client
Return
Sold below the charter rate, often by half or more
Know the trade-offs

Empty leg or full charter?

Empty legFull charter
PriceBelow the full charter rateFull rate
Departure timeFixed by the operatorYou choose
RouteSetAny
Cancellation riskCan change with the original tripGuaranteed once confirmed
Best forFlexible, one-way tripsFixed plans and return trips
Know the baseline

What a full charter costs from Chicago.

Compare any empty leg with the one-way price of a dedicated charter on the same route.

Indianapolis
Flight time
0h 39m
Typical aircraft
Light jet
Full charter one way
from $8.3k
Detroit
Flight time
0h 47m
Typical aircraft
Light jet
Full charter one way
from $8.3k
Columbus
Flight time
0h 54m
Typical aircraft
Light jet
Full charter one way
from $8.3k
Minneapolis
Flight time
1h 00m
Typical aircraft
Light jet
Full charter one way
from $8.3k
Nashville
Flight time
1h 09m
Typical aircraft
Light jet
Full charter one way
from $8.3k
Atlanta
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.

Airports

Where Chicago empty legs fly from.

Empty legs use the same private terminals as any charter, so you arrive minutes before departure.

Chicago Midway
MDW
Chicago · ICAO KMDW · IATA MDW
GA apron
Chicago Executive
PWK
Chicago · ICAO KPWK · IATA PWK
Private aviation terminal
O'Hare International
ORD
Chicago · ICAO KORD · IATA ORD
GA apron
Prefer a guaranteed flight?

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FAQ

Questions, answered

Still deciding? A charter specialist will talk you through aircraft, airports and price, with no obligation.

Ask a specialist
Where 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.

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