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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. 16 weekly departures are currently scheduled on this route. Departure times range from 07:00 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 47 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 47min
Updated Aug 3, 2026
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Airlines with non-stop routes:

American Airlines oneworld

Departure times vary between 07:30 and 13:50 • From Terminal 3
S
M
T
W
T
F
S
Sun
Mon
Tue
Wed
Thu
Fri
Sat
9 flights/week
9 flights/week

United Airlines Star Alliance

Departure times vary between 07:00 and 16:45 • 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
Aug 31
Tue
Sep 1
Wed
Sep 2
Thu
Sep 3
Fri
Sep 4
Sat
Sep 5
Sun
Sep 6
AA3954
11:59
11:59
11:59
11:59
11:59
12:00
12:08

The timetable & schedule information was updated at 2026-08-03

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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
Aug 31
Tue
Sep 1
Wed
Sep 2
Thu
Sep 3
Fri
Sep 4
Sat
Sep 5
Sun
Sep 6

The timetable & schedule information was updated at

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Chicago to Key West scheduled departures

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

Tuesday
Tue
Sep 01
1 flights(1)
Wednesday
Wed
Sep 02
1 flights(1)
Thursday
Thu
Sep 03
1 flights(1)
Friday
Fri
Sep 04
1 flights(1)
Saturday
Sat
Sep 05
1 flights(1)
Sunday
Sun
Sep 06
1 flights(1)
Monday
Mon
Sep 07
1 flights(1)
Time
Airline
Flight
11:59
American Airlines American Airlines
AA3954
11:59
American Airlines American Airlines
AA3954
11:59
American Airlines American Airlines
AA3954
11:59
American Airlines American Airlines
AA3954
12:00
American Airlines American Airlines
AA3954
12:08
American Airlines American Airlines
AA3954
11:59
American Airlines American Airlines
AA3954
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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
    2 hours and 8 minutes to 3 hours and 47 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
    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 16 weekly departures.

Scheduled flight time from ORD to EYW ranges from 2 hours and 8 minutes to 3 hours and 47 minutes. The route covers 1261 miles (2029 km).

16 weekly departures are currently scheduled on this route, with published departure times ranging from 07:00 to 16:45 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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