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 11 minutes.

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Schedules

United Airlines

Non-stop with United Airlines

  • Total flight time: 3 hours and 11 minutes
  • Chicago is a United Airlines hub (Largest hub ).
  • 7 flights per week
  • Embraer 175 (Enhanced Winglets)
  • First class available
ORD
Direct
EYW
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
UA3690
10:55
10:55
10:55
10:55
10:55
10:55
10:55
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The timetable & schedule information was updated at 2026-04-21

American Airlines

Non-stop with American Airlines

  • Total flight time: 3 hours and 21 minutes
  • One World Alliance
  • Chicago is a American Airlines hub.
  • 7 flights per week
  • Embraer 170
  • First class available
ORD
Direct
EYW
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
AA3996
11:22
11:22
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AA3954
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11:59
11:59
11:59
12:00
12:08
SHOW RETURN SCHEDULE
CHECK PRICES FOR ORD - EYW

The timetable & schedule information was updated at 2026-04-21

Delta Air Lines

Via Atlanta with Delta Air Lines

  • Total flight time: 4h 29m - 6h 58m.
  • Sky Team Alliance
  • 141 flights per week
ORD
 
Via ATL
 
EYW
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
DL1264
DL1281
05:15
05:15
05:15
05:15
05:15
05:15
05:15
DL1247
DL1472
06:30
06:30
06:30
06:30
06:30
06:30
06:30
DL1178
DL2168
09:45
09:45
09:45
09:45
09:45
09:45
09:45
DL1147
DL2168
11:20
11:20
11:20
11:20
11:20
11:20
11:20
DL2894
DL2815
13:44
13:44
13:44
13:44
13:44
13:49
13:44
SHOW RETURN SCHEDULE
CHECK PRICES FOR ORD - EYW

The timetable & schedule information was updated at 2026-04-21

American Airlines

Via Miami with American Airlines

  • Total flight time: 4h 52m - 7h 09m.
  • One World Alliance
  • Chicago is a American Airlines hub.
  • 119 flights per week
  • Embraer 170
ORD
 
Via MIA
 
EYW
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
AA2984
AA3515
05:00
05:00
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AA2984
AA3436
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05:01
05:01
05:01
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05:01
AA2984
AA4646
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05:01
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AA2452
AA3577
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06:10
06:10
06:10
06:10
AA2452
AA2918
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06:10
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AA1380
AA3518
06:10
06:10
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AA835
AA3518
07:04
07:04
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SHOW RETURN SCHEDULE
CHECK PRICES FOR ORD - EYW

The timetable & schedule information was updated at 2026-04-21

American Airlines

Via Charlotte with American Airlines

  • Total flight time: 5h 00m - 7h 25m.
  • One World Alliance
  • Chicago is a American Airlines hub.
  • 138 flights per week
  • Embraer 170
ORD
 
Via CLT
 
EYW
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
AA2842
AA1826
05:10
05:10
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AA2842
AA1816
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05:15
05:15
05:15
05:15
05:15
AA1784
AA1816
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06:45
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06:45
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AA3222
AA3519
07:59
07:59
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AA2530
AA3519
08:50
08:50
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AA2080
AA3822
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08:54
08:54
08:54
08:54
08:54
AA3193
AA3432
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11:52
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11:52
11:52
AA2681
AA2533
11:55
11:55
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SHOW RETURN SCHEDULE
CHECK PRICES FOR ORD - EYW

The timetable & schedule information was updated at 2026-04-21

American Airlines

Via Washington with American Airlines

  • Total flight time: 5h 42m - 7h 36m.
  • One World Alliance
  • Chicago is a American Airlines hub.
  • 20 flights per week
  • Embraer 170
ORD
 
Via DCA
 
EYW
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
SHOW RETURN SCHEDULE
CHECK PRICES FOR ORD - EYW

The timetable & schedule information was updated at 2026-04-21

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At Airlineinformation.com you can learn all about the airlines operating around the world together with their destinations and where they operate. You will get a transparent overview of airlines with scheduled flights between any two destinations with non-stop or 1-stop flights regardless of price or availability.
Flight data on this page was last updated on 2026-07-13
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