American Airlines flights from Chicago O'Hare (ORD) to Key West (EYW).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Mon,Thu-Sun 13:35 Chicago O'Hare (ORD) 3 17:55 Key West (EYW)
American Airlines AA 3424 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:20 Valid until 2026-01-05
Daily 08:00 Chicago O'Hare (ORD) 3 12:16 Key West (EYW)
American Airlines AA 3582 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:16 Effective 2026-04-07 through 2026-05-20
Daily 08:20 Chicago O'Hare (ORD) 3 12:57 Key West (EYW)
American Airlines AA 3596 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:37 Effective 2026-03-08 through 2026-04-06
Sat 08:15 Chicago O'Hare (ORD) 3 12:26 Key West (EYW)
American Airlines AA 3606 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:11 Effective 2026-05-23 through 2026-08-01
Tue 08:04 Chicago O'Hare (ORD) 3 12:35 Key West (EYW)
American Airlines AA 3657 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:31 Effective 2026-01-06 through 2026-02-10
Daily 08:10 Chicago O'Hare (ORD) 3 12:45 Key West (EYW)
American Airlines AA 3657 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:35 Valid until 2026-01-05
Mon,Wed-Sun 08:14 Chicago O'Hare (ORD) 3 12:45 Key West (EYW)
American Airlines AA 3657 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:31 Effective 2026-01-07 through 2026-01-17
Mon,Wed-Sun 08:14 Chicago O'Hare (ORD) 3 12:45 Key West (EYW)
American Airlines AA 3657 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:31 Effective 2026-01-19 through 2026-02-11
Mon-Fri,Sun 08:19 Chicago O'Hare (ORD) 3 12:46 Key West (EYW)
American Airlines AA 3657 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:27 Effective 2026-02-12 through 2026-02-20
Daily 08:19 Chicago O'Hare (ORD) 3 12:46 Key West (EYW)
American Airlines AA 3657 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:27 Effective 2026-02-21 through 2026-03-07
Sat 08:24 Chicago O'Hare (ORD) 3 12:51 Key West (EYW)
American Airlines AA 3657 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:27 Operates only on 2026-02-14
Sun 10:30 Chicago O'Hare (ORD) 3 14:57 Key West (EYW)
American Airlines AA 3829 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:27 Operates only on 2026-02-15
Daily 10:59 Chicago O'Hare (ORD) 3 15:25 Key West (EYW)
American Airlines AA 3829 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:26 Effective 2026-01-06 through 2026-01-16
Daily 10:59 Chicago O'Hare (ORD) 3 15:25 Key West (EYW)
American Airlines AA 3829 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:26 Effective 2026-01-18 through 2026-02-11
Sat 12:16 Chicago O'Hare (ORD) 3 16:40 Key West (EYW)
American Airlines AA 3829 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:24 Operates only on 2026-02-14
Mon,Thu,Fri 13:46 Chicago O'Hare (ORD) 3 18:03 Key West (EYW)
American Airlines AA 3829 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:17 Effective 2026-02-12 through 2026-02-20
Mon,Thu-Sun 13:46 Chicago O'Hare (ORD) 3 18:03 Key West (EYW)
American Airlines AA 3829 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:17 Effective 2026-02-21 through 2026-03-07
Daily 13:56 Chicago O'Hare (ORD) 3 18:17 Key West (EYW)
American Airlines AA 3829 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:21 Effective 2026-03-08 through 2026-04-06
Daily 13:50 Chicago O'Hare (ORD) 3 18:09 Key West (EYW)
American Airlines AA 3960 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:19 Effective 2026-04-07 through 2026-05-20




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American Airlines flights from Chicago O'Hare (ORD) to Key West (EYW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:
American Airlines AA3424
13:35
Chicago O'Hare (ORD) 3

17:55
Key West (EYW)
Valid until 2026-01-05
Mon
Tue
-
Wed
-
Thu
Fri
Sat
Sun
Duration: 3:20, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3582
08:00
Chicago O'Hare (ORD) 3

12:16
Key West (EYW)
Effective 2026-04-07 through 2026-05-20
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:16, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3596
08:20
Chicago O'Hare (ORD) 3

12:57
Key West (EYW)
Effective 2026-03-08 through 2026-04-06
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:37, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3606
08:15
Chicago O'Hare (ORD) 3

12:26
Key West (EYW)
Effective 2026-05-23 through 2026-08-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:11, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3657
08:04
Chicago O'Hare (ORD) 3

12:35
Key West (EYW)
Effective 2026-01-06 through 2026-02-10
Mon
-
Tue
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:31, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3657
08:10
Chicago O'Hare (ORD) 3

12:45
Key West (EYW)
Valid until 2026-01-05
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:35, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3657
08:14
Chicago O'Hare (ORD) 3

12:45
Key West (EYW)
Effective 2026-01-07 through 2026-01-17
Mon
Tue
-
Wed
Thu
Fri
Sat
Sun
Duration: 3:31, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3657
08:14
Chicago O'Hare (ORD) 3

12:45
Key West (EYW)
Effective 2026-01-19 through 2026-02-11
Mon
Tue
-
Wed
Thu
Fri
Sat
Sun
Duration: 3:31, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3657
08:19
Chicago O'Hare (ORD) 3

12:46
Key West (EYW)
Effective 2026-02-12 through 2026-02-20
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 3:27, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3657
08:19
Chicago O'Hare (ORD) 3

12:46
Key West (EYW)
Effective 2026-02-21 through 2026-03-07
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:27, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3657
08:24
Chicago O'Hare (ORD) 3

12:51
Key West (EYW)
Operates only on 2026-02-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:27, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3829
10:30
Chicago O'Hare (ORD) 3

14:57
Key West (EYW)
Operates only on 2026-02-15
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:27, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3829
10:59
Chicago O'Hare (ORD) 3

15:25
Key West (EYW)
Effective 2026-01-06 through 2026-01-16
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:26, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3829
10:59
Chicago O'Hare (ORD) 3

15:25
Key West (EYW)
Effective 2026-01-18 through 2026-02-11
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:26, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3829
12:16
Chicago O'Hare (ORD) 3

16:40
Key West (EYW)
Operates only on 2026-02-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:24, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3829
13:46
Chicago O'Hare (ORD) 3

18:03
Key West (EYW)
Effective 2026-02-12 through 2026-02-20
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:17, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3829
13:46
Chicago O'Hare (ORD) 3

18:03
Key West (EYW)
Effective 2026-02-21 through 2026-03-07
Mon
Tue
-
Wed
-
Thu
Fri
Sat
Sun
Duration: 3:17, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3829
13:56
Chicago O'Hare (ORD) 3

18:17
Key West (EYW)
Effective 2026-03-08 through 2026-04-06
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:21, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3960
13:50
Chicago O'Hare (ORD) 3

18:09
Key West (EYW)
Effective 2026-04-07 through 2026-05-20
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:19, non-stop
Embraer EMB 170 / EMB 175 (E70)
  • A domestic route departing from the Chicago O'Hare airport (ORD) and arriving at Key West airport (EYW).
  • The flight distance is 1253 miles, or 2017 km.
  • The timezone of the departure airport is UTC-6 , and the timezone of the arrival airport is UTC-5 . Current time at the point of departure is (loading...), and (loading...) at the point of arrival. There is a (loading...) hour time difference between the airports.
  • For direct flights, the flight time varies between 3:11 and 3:37.
All ORD-EYW flights
All American Airlines flights
Return (EYW-ORD) flights
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