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Direct flights from Chicago to Key West

Airlines Schedules

ORD - EYW route map All flights from ORD to EYW non-stop. There are direct flights from Chicago O Hare International (ORD), Illinois, USA to Key West International (EYW), Florida, USA with United Airlines and American Airlines. 17 weekly departures are currently scheduled on this route. Departure times range from 07:40 to 16:45 depending on the schedule period. The flight distance is 1261 miles (2029 km). Flight time ranges from 2 hours and 8 minutes to 3 hours and 37 minutes.

ORD
Chicago O Hare
USAChicago , USA
EYW
Key West
USAKey West , USA
ORD
Chicago O Hare
USAChicago , USA
Key West
USAKey West , USA
EYW
Flight time 2h 8min to 3h 37min
Updated Jun 22, 2026
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Airlines with non-stop routes:

United Airlines Star Alliance

Departure times vary between 07:40 and 16:45 • From Terminal 2 and Terminal 1
S
M
T
W
T
F
S
Sun
Mon
Tue
Wed
Thu
Fri
Sat
10 flights/week
10 flights/week

American Airlines oneworld

Departure times vary between 08:02 and 13:50 • From Terminal 3
S
M
T
W
T
F
S
Sun
Mon
Tue
Wed
Thu
Fri
Sat
7 flights/week
7 flights/week
Weekday-labels: HAS FLIGHTS UPCOMING NO FLIGHTS
View all flight dates
Flight schedule from Chicago to Key West with United Airlines

This is a weekly direct flight schedule for United Airlines. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.

 
Flight
Mon
Jul 20
Tue
Jul 21
Wed
Jul 22
Thu
Jul 23
Fri
Jul 24
Sat
Jul 25
Sun
Jul 26
UA3690
10:55
10:55
10:55
10:55
10:55
10:55
10:55

The timetable & schedule information was updated at 2026-06-22

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Flight schedule from Chicago to Key West with American Airlines

This is a weekly direct flight schedule for American Airlines. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.

 
Flight
Mon
Jul 20
Tue
Jul 21
Wed
Jul 22
Thu
Jul 23
Fri
Jul 24
Sat
Jul 25
Sun
Jul 26
AA3996
11:22
11:22
11:20
11:17
11:29
11:21
11:30

The timetable & schedule information was updated at 2026-06-22

RETURN SCHEDULE
CHECK PRICES

Chicago to Key West scheduled departures

Select a date to see every published non-stop departure between ORD and EYW.

Saturday
Sat
Jul 18
2 flights(2)
Sunday
Sun
Jul 19
2 flights(2)
Monday
Mon
Jul 20
2 flights(2)
Tuesday
Tue
Jul 21
2 flights(2)
Wednesday
Wed
Jul 22
2 flights(2)
Thursday
Thu
Jul 23
2 flights(2)
Friday
Fri
Jul 24
2 flights(2)
Time
Airline
Flight
10:55
United Airlines United Airlines
UA3690
11:21
American Airlines American Airlines
AA3996
10:55
United Airlines United Airlines
UA3690
11:30
American Airlines American Airlines
AA3996
10:55
United Airlines United Airlines
UA3690
11:22
American Airlines American Airlines
AA3996
10:55
United Airlines United Airlines
UA3690
11:22
American Airlines American Airlines
AA3996
10:55
United Airlines United Airlines
UA3690
11:20
American Airlines American Airlines
AA3996
10:55
United Airlines United Airlines
UA3690
11:17
American Airlines American Airlines
AA3996
10:55
United Airlines United Airlines
UA3690
11:29
American Airlines American Airlines
AA3996
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ORD-EYW flight route
Route map from Chicago, ORD to Key West, EYW. The distance is 1261 miles or 2029 km.
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Chicago - Key West direct flight map
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ORD - EYW route facts

  • Distance
    1261 miles (2029 km)
  • Flight time
    2 hours and 8 minutes to 3 hours and 37 minutes
  • Airlines
    United United
    American Airlines American Airlines
  • Airline alliances
    Star Alliance oneworld
  • Cabins
    Economy First
  • Hub airports
    United Airlines: ORD (Largest hub.)
    American Airlines: ORD
  • Departure terminals
    United Airlines: Terminal 2 and Terminal 1
    American Airlines: Terminal 3
  • Aircraft
    United Airlines: Embraer 175 (Enhanced Winglets) and Boeing 737-700 Passenger
    American Airlines: Embraer 170

Route FAQ

United Airlines and American Airlines operate non-stop flights from ORD to EYW with 17 weekly departures.

Scheduled flight time from ORD to EYW ranges from 2 hours and 8 minutes to 3 hours and 37 minutes. The route covers 1261 miles (2029 km).

17 weekly departures are currently scheduled on this route, with published departure times ranging from 07:40 to 16:45 depending on the schedule period.

Departure terminals: United Airlines: Terminal 2 and Terminal 1 and American Airlines: Terminal 3.

Economy and First are currently scheduled on non-stop flights for this route.
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