Airlines with flights from Chicago to Key West

There are three airlines with scheduled flights between ORD and EYW. Both United and American Airlines operates non-stop flights from Chicago O'Hare to Key West International and the flight time is 3 hours and 12 minutes.

Choose airline

Schedules

Non-stop with United Airlines

  • Total flight time: 3 hours and 12 minutes
  • Chicago is a United Airlines hub (Largest hub ).
  • 7 flights per week
  • Boeing 737-700 Passenger
  • First class available
ORD
Direct
EYW

The timetable & schedule information was updated at 2025-01-15

Non-stop with American Airlines

  • Total flight time: 3 hours and 24 minutes
  • One World Alliance
  • Chicago is a American Airlines hub.
  • 7 flights per week
  • Embraer 170
  • First class available
ORD
Direct
EYW

The timetable & schedule information was updated at 2025-01-15

Via Atlanta with Delta Air Lines

  • Total flight time: 4h 31m - 6h 46m.
  • Sky Team Alliance
  • 32 flights per week
ORD
 
Via ATL
 
EYW

The timetable & schedule information was updated at 2025-01-15

Via Charlotte with American Airlines

  • Total flight time: 4h 32m - 7h 15m.
  • One World Alliance
  • Chicago is a American Airlines hub.
  • 26 flights per week
  • Embraer 170
ORD
 
Via CLT
 
EYW
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
AA2984
AA4044
05:00
05:00
05:00
05:00
05:00
05:00
05:00
AA2984
AA3724
05:00
05:00
05:00
----
05:00
----
05:00
AA2984
AA4680
----
----
----
----
----
05:00
----
AA2842
AA1816
05:10
05:10
05:10
05:10
05:10
05:10
05:10
AA1854
AA1719
06:30
06:30
06:30
06:30
06:30
06:30
06:30
AA1411
AA3724
07:00
07:01
07:01
----
07:00
----
07:00
AA1784
AA3273
07:00
07:00
07:00
07:00
07:00
07:00
07:00
AA1411
AA3743
----
----
----
----
----
07:01
----
AA1411
AA4680
----
----
----
----
----
07:01
----
AA2345
AA3545
08:12
08:14
08:14
08:12
08:12
08:14
08:12
AA3202
AA1818
08:16
08:16
08:16
08:16
08:16
----
08:16
AA3202
AA3273
08:16
08:16
08:16
08:16
08:16
08:16
08:16
AA460
AA3743
----
----
----
----
----
08:30
----
AA3056
AA3888
10:07
10:07
10:07
10:07
10:07
10:07
10:07
AA2080
AA1818
----
----
----
----
----
10:40
----
AA2080
AA642
----
10:40
10:40
----
----
10:40
----
AA2715
AA4064
11:56
11:56
11:56
11:56
11:56
12:10
11:56
AA2966
AA642
12:05
12:25
12:25
12:05
12:05
12:25
12:05
SHOW RETURN SCHEDULE
CHECK PRICES FOR ORD - EYW

The timetable & schedule information was updated at 2025-01-15

Via Miami with American Airlines

  • Total flight time: 4h 53m - 7h 14m.
  • One World Alliance
  • Chicago is a American Airlines hub.
  • 21 flights per week
  • Embraer 170
ORD
 
Via MIA
 
EYW
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
AA2984
AA4044
05:00
05:00
05:00
05:00
05:00
05:00
05:00
AA2984
AA3724
05:00
05:00
05:00
----
05:00
----
05:00
AA2984
AA4680
----
----
----
----
----
05:00
----
AA2842
AA1816
05:10
05:10
05:10
05:10
05:10
05:10
05:10
AA1854
AA1719
06:30
06:30
06:30
06:30
06:30
06:30
06:30
AA1411
AA3724
07:00
07:01
07:01
----
07:00
----
07:00
AA1784
AA3273
07:00
07:00
07:00
07:00
07:00
07:00
07:00
AA1411
AA3743
----
----
----
----
----
07:01
----
AA1411
AA4680
----
----
----
----
----
07:01
----
AA2345
AA3545
08:12
08:14
08:14
08:12
08:12
08:14
08:12
AA3202
AA1818
08:16
08:16
08:16
08:16
08:16
----
08:16
AA3202
AA3273
08:16
08:16
08:16
08:16
08:16
08:16
08:16
AA460
AA3743
----
----
----
----
----
08:30
----
AA3056
AA3888
10:07
10:07
10:07
10:07
10:07
10:07
10:07
AA2080
AA1818
----
----
----
----
----
10:40
----
AA2080
AA642
----
10:40
10:40
----
----
10:40
----
AA2715
AA4064
11:56
11:56
11:56
11:56
11:56
12:10
11:56
AA2966
AA642
12:05
12:25
12:25
12:05
12:05
12:25
12:05
SHOW RETURN SCHEDULE
CHECK PRICES FOR ORD - EYW

The timetable & schedule information was updated at 2025-01-15

Via Washington with American Airlines

  • Total flight time: 5h 58m - 6h 25m.
  • One World Alliance
  • Chicago is a American Airlines hub.
  • 7 flights per week
  • Embraer 170
ORD
 
Via DCA
 
EYW
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
AA2984
AA4044
05:00
05:00
05:00
05:00
05:00
05:00
05:00
AA2984
AA3724
05:00
05:00
05:00
----
05:00
----
05:00
AA2984
AA4680
----
----
----
----
----
05:00
----
AA2842
AA1816
05:10
05:10
05:10
05:10
05:10
05:10
05:10
AA1854
AA1719
06:30
06:30
06:30
06:30
06:30
06:30
06:30
AA1411
AA3724
07:00
07:01
07:01
----
07:00
----
07:00
AA1784
AA3273
07:00
07:00
07:00
07:00
07:00
07:00
07:00
AA1411
AA3743
----
----
----
----
----
07:01
----
AA1411
AA4680
----
----
----
----
----
07:01
----
AA2345
AA3545
08:12
08:14
08:14
08:12
08:12
08:14
08:12
AA3202
AA1818
08:16
08:16
08:16
08:16
08:16
----
08:16
AA3202
AA3273
08:16
08:16
08:16
08:16
08:16
08:16
08:16
AA460
AA3743
----
----
----
----
----
08:30
----
AA3056
AA3888
10:07
10:07
10:07
10:07
10:07
10:07
10:07
AA2080
AA1818
----
----
----
----
----
10:40
----
AA2080
AA642
----
10:40
10:40
----
----
10:40
----
AA2715
AA4064
11:56
11:56
11:56
11:56
11:56
12:10
11:56
AA2966
AA642
12:05
12:25
12:25
12:05
12:05
12:25
12:05
SHOW RETURN SCHEDULE
CHECK PRICES FOR ORD - EYW

The timetable & schedule information was updated at 2025-01-15

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