Dates on requestEmbraer Phenom 300PTK
Detroit
Michigan
45 min
MDW
Chicago
Illinois
Light jet · up to 7 passengers
from$5,800
Typical whole-aircraft price
Empty leg flights to Chicago
Private jets arriving in Chicago with nobody on board. Book the whole aircraft for less than a charter; the operator sets the date.
5 typical routes
Dates on requestEmbraer Phenom 300Enquire
Dates on requestHondaJet EliteIND
Indianapolis
Indiana
40 min
MDW
Chicago
Illinois
Light jet · up to 5 passengers
from$5,800
Typical whole-aircraft price
Dates on requestLearjet 75OPF
Miami
Florida
2 h 35 min
MDW
Chicago
Illinois
Midsize jet · up to 8 passengers
from$13,600
Typical whole-aircraft price
Dates on requestHondaJet EliteFCM
Minneapolis
Minnesota
1 h
MDW
Chicago
Illinois
Light jet · up to 5 passengers
from$5,800
Typical whole-aircraft price
Dates on requestEmbraer Phenom 300TEB
New York
New York
1 h 45 min
MDW
Chicago
Illinois
Light jet · up to 7 passengers
from$6,800
Typical whole-aircraft price
Hear about new legs first
Legs often sell within a day. We email you when one is posted for Anywhere to Chicago.
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Arriving fromDetroit from $5.8kIndianapolis from $5.8kMiami from $13.6kMinneapolis from $5.8kNew York from $6.8k
Chicago
Flying empty to Chicago: what to know.
Midway and Chicago Executive are the private aviation favourites; O'Hare handles international departures.
Empty legs to Chicago land at 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 arrives in 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 into here
- 5
- Typical price from
- $5,800
- Nearest city with its own list
- Indianapolis, 141 nm
Origins
Where empty legs to Chicago come from.
The cities these routes into Chicago start from, each with the lowest whole-aircraft price on our list. Leaving Chicago instead, or planning the trip back? See the empty leg flights from Chicago, 5 listed.
Detroit Chicago
from$5.8kMichigan · Typical route, dates on request
Indianapolis Chicago
from$5.8kIndiana · Typical route, dates on request
Minneapolis Chicago
from$5.8kMinnesota · Typical route, dates on request
New York Chicago
from$6.8kNew York and New Jersey · Typical route, dates on request
Miami Chicago
from$13.6kFlorida · Typical route, dates on request
Aircraft
Aircraft flying empty to 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 to Chicago.
Empty legs to nearby cities
Empty leg flights to 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 Chicago to Detroit. 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.
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 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 |
Know the baseline
What a full charter costs to 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 empty legs to Chicago land.
Empty legs use the same private terminals as any charter, so you arrive minutes before departure.
Chicago Midway
MDWChicago · ICAO KMDW · IATA MDW
GA apron
Chicago Executive
PWKChicago · ICAO KPWK · IATA PWK
Private aviation terminal
O'Hare International
ORDChicago · 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 specialistWhere do empty legs to Chicago come from?+
From wherever the aircraft dropped its last client, or from its base on the way to a pick-up in Chicago. The routes above are typical ones into Chicago; tell us your date and we will look for a leg that fits.
How much is an empty leg to 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 to 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 to 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.
Explore
Keep planning.
Cities
Routes
Plan and price
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