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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 American Airlines and United Airlines. 21 weekly departures are currently scheduled on this route. Departure times range from 07:00 to 17:55 depending on the schedule period. The flight distance is 1261 miles (2029 km). Flight time ranges from 3 hours and 11 minutes to 3 hours and 49 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 3h 11min to 3h 49min
Updated Nov 2, 2026
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Airlines with non-stop routes:

American Airlines oneworld

Departure times vary between 07:05 and 13:50 • From Terminal 3
S
M
T
W
T
F
S
Sun
Mon
Tue
Wed
Thu
Fri
Sat
14 flights/week
14 flights/week

United Airlines Star Alliance

Departure times vary between 07:00 and 17:55 • From Terminal 2 and Terminal 1
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
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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
Nov 9
Tue
Nov 10
Wed
Nov 11
Thu
Nov 12
Fri
Nov 13
Sat
Nov 14
Sun
Nov 15
AA3657
07:30
07:29
07:30
07:29
07:30
07:30
07:29
AA3585
12:10
12:09
12:10
12:10
12:15
11:49
12:10

The timetable & schedule information was updated at 2026-11-02

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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
Nov 9
Tue
Nov 10
Wed
Nov 11
Thu
Nov 12
Fri
Nov 13
Sat
Nov 14
Sun
Nov 15
UA3487
11:00
11:00
11:00
11:00
11:00
10:58
11:00

The timetable & schedule information was updated at 2026-11-02

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Chicago to Key West scheduled departures

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

Friday
Fri
Nov 27
3 flights(3)
Saturday
Sat
Nov 28
3 flights(3)
Sunday
Sun
Nov 29
3 flights(3)
Monday
Mon
Nov 30
3 flights(3)
Tuesday
Tue
Dec 01
4 flights(4)
Wednesday
Wed
Dec 02
4 flights(4)
Thursday
Thu
Dec 03
4 flights(4)
Time
Airline
Flight
08:15
American Airlines American Airlines
AA3657
11:00
United Airlines United Airlines
UA3487
12:15
American Airlines American Airlines
AA3585
07:20
American Airlines American Airlines
AA3657
10:58
United Airlines United Airlines
UA3487
12:15
American Airlines American Airlines
AA3585
07:20
American Airlines American Airlines
AA3657
11:00
United Airlines United Airlines
UA3487
12:15
American Airlines American Airlines
AA3585
07:20
American Airlines American Airlines
AA3657
11:00
United Airlines United Airlines
UA3487
12:15
American Airlines American Airlines
AA3585
07:00
United Airlines United Airlines
UA3689
07:20
American Airlines American Airlines
AA3657
10:55
United Airlines United Airlines
UA3600
12:15
American Airlines American Airlines
AA3585
07:00
United Airlines United Airlines
UA3689
07:35
American Airlines American Airlines
AA3657
10:55
United Airlines United Airlines
UA3600
12:15
American Airlines American Airlines
AA3585
07:00
United Airlines United Airlines
UA3689
07:35
American Airlines American Airlines
AA3657
10:55
United Airlines United Airlines
UA3600
12:15
American Airlines American Airlines
AA3585
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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.
Chicago - Key West direct flight map
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ORD - EYW route facts

  • Distance
    1261 miles (2029 km)
  • Flight time
    3 hours and 11 minutes to 3 hours and 49 minutes
  • Airlines
    American Airlines American Airlines
    United United
  • Airline alliances
    oneworld Star Alliance
  • Cabins
    Economy First
  • Hub airports
    American Airlines: ORD
    United Airlines: ORD (Largest hub.)
  • Departure terminals
    American Airlines: Terminal 3
    United Airlines: Terminal 2 and Terminal 1
  • Aircraft
    American Airlines: Embraer 170 and Embraer 175
    United Airlines: Embraer 175 (Enhanced Winglets) and Boeing 737-700 Passenger

Route FAQ

American Airlines and United Airlines operate non-stop flights from ORD to EYW with 21 weekly departures (Nov 9 – Nov 15, 2026).

Scheduled flight time from ORD to EYW ranges from 3 hours and 11 minutes to 3 hours and 49 minutes. The route covers 1261 miles (2029 km).

21 weekly departures (Nov 9 – Nov 15, 2026) are currently scheduled on this route, with published departure times ranging from 07:00 to 17:55 depending on the schedule period.

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

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