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

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Mon,Tue,Thu-Sun 18:26 Key West (EYW) 20:59 Chicago O'Hare (ORD) 3
American Airlines AA 3424 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:33 Valid until 2026-01-05
Daily 13:33 Key West (EYW) 16:10 Chicago O'Hare (ORD) 3
American Airlines AA 3582 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:37 Effective 2026-04-07 through 2026-05-20
Daily 13:27 Key West (EYW) 16:07 Chicago O'Hare (ORD) 3
American Airlines AA 3596 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:40 Effective 2026-03-08 through 2026-04-06
Sat 13:14 Key West (EYW) 15:49 Chicago O'Hare (ORD) 3
American Airlines AA 3606 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:35 Effective 2026-05-23 through 2026-08-01
Tue 13:06 Key West (EYW) 15:46 Chicago O'Hare (ORD) 3
American Airlines AA 3657 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:40 Effective 2026-01-06 through 2026-02-10
Daily 13:15 Key West (EYW) 15:50 Chicago O'Hare (ORD) 3
American Airlines AA 3657 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:35 Valid until 2026-01-05
Mon,Wed-Sun 13:16 Key West (EYW) 15:56 Chicago O'Hare (ORD) 3
American Airlines AA 3657 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:40 Effective 2026-01-07 through 2026-01-17
Mon,Wed-Sun 13:16 Key West (EYW) 15:56 Chicago O'Hare (ORD) 3
American Airlines AA 3657 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:40 Effective 2026-01-19 through 2026-02-11
Mon-Fri,Sun 13:19 Key West (EYW) 15:58 Chicago O'Hare (ORD) 3
American Airlines AA 3657 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:39 Effective 2026-02-12 through 2026-02-20
Daily 13:19 Key West (EYW) 15:58 Chicago O'Hare (ORD) 3
American Airlines AA 3657 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:39 Effective 2026-02-21 through 2026-03-07
Sat 13:21 Key West (EYW) 16:00 Chicago O'Hare (ORD) 3
American Airlines AA 3657 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:39 Operates only on 2026-02-14
Sun 15:35 Key West (EYW) 18:16 Chicago O'Hare (ORD) 3
American Airlines AA 3829 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:41 Operates only on 2026-02-15
Daily 16:01 Key West (EYW) 18:45 Chicago O'Hare (ORD) 3
American Airlines AA 3829 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:44 Effective 2026-01-06 through 2026-01-16
Daily 16:01 Key West (EYW) 18:45 Chicago O'Hare (ORD) 3
American Airlines AA 3829 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:44 Effective 2026-01-18 through 2026-02-11
Sat 17:14 Key West (EYW) 19:54 Chicago O'Hare (ORD) 3
American Airlines AA 3829 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:40 Operates only on 2026-02-14
Mon,Thu,Fri 18:44 Key West (EYW) 21:29 Chicago O'Hare (ORD) 3
American Airlines AA 3829 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:45 Effective 2026-02-12 through 2026-02-20
Mon,Thu-Sun 18:44 Key West (EYW) 21:29 Chicago O'Hare (ORD) 3
American Airlines AA 3829 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:45 Effective 2026-02-21 through 2026-03-07
Daily 18:47 Key West (EYW) 21:33 Chicago O'Hare (ORD) 3
American Airlines AA 3829 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:46 Effective 2026-03-08 through 2026-04-06
Daily 18:39 Key West (EYW) 21:20 Chicago O'Hare (ORD) 3
American Airlines AA 3960 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:41 Effective 2026-04-07 through 2026-05-20




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American Airlines flights from Key West (EYW) to Chicago O'Hare (ORD).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:
American Airlines AA3424
18:26
Key West (EYW)

20:59
Chicago O'Hare (ORD) 3
Valid until 2026-01-05
Mon
Tue
Wed
-
Thu
Fri
Sat
Sun
Duration: 3:33, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3582
13:33
Key West (EYW)

16:10
Chicago O'Hare (ORD) 3
Effective 2026-04-07 through 2026-05-20
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:37, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3596
13:27
Key West (EYW)

16:07
Chicago O'Hare (ORD) 3
Effective 2026-03-08 through 2026-04-06
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:40, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3606
13:14
Key West (EYW)

15:49
Chicago O'Hare (ORD) 3
Effective 2026-05-23 through 2026-08-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:35, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3657
13:06
Key West (EYW)

15:46
Chicago O'Hare (ORD) 3
Effective 2026-01-06 through 2026-02-10
Mon
-
Tue
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:40, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3657
13:15
Key West (EYW)

15:50
Chicago O'Hare (ORD) 3
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
13:16
Key West (EYW)

15:56
Chicago O'Hare (ORD) 3
Effective 2026-01-07 through 2026-01-17
Mon
Tue
-
Wed
Thu
Fri
Sat
Sun
Duration: 3:40, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3657
13:16
Key West (EYW)

15:56
Chicago O'Hare (ORD) 3
Effective 2026-01-19 through 2026-02-11
Mon
Tue
-
Wed
Thu
Fri
Sat
Sun
Duration: 3:40, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3657
13:19
Key West (EYW)

15:58
Chicago O'Hare (ORD) 3
Effective 2026-02-12 through 2026-02-20
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 3:39, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3657
13:19
Key West (EYW)

15:58
Chicago O'Hare (ORD) 3
Effective 2026-02-21 through 2026-03-07
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:39, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3657
13:21
Key West (EYW)

16:00
Chicago O'Hare (ORD) 3
Operates only on 2026-02-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:39, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3829
15:35
Key West (EYW)

18:16
Chicago O'Hare (ORD) 3
Operates only on 2026-02-15
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:41, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3829
16:01
Key West (EYW)

18:45
Chicago O'Hare (ORD) 3
Effective 2026-01-06 through 2026-01-16
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:44, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3829
16:01
Key West (EYW)

18:45
Chicago O'Hare (ORD) 3
Effective 2026-01-18 through 2026-02-11
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:44, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3829
17:14
Key West (EYW)

19:54
Chicago O'Hare (ORD) 3
Operates only on 2026-02-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:40, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3829
18:44
Key West (EYW)

21:29
Chicago O'Hare (ORD) 3
Effective 2026-02-12 through 2026-02-20
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:45, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3829
18:44
Key West (EYW)

21:29
Chicago O'Hare (ORD) 3
Effective 2026-02-21 through 2026-03-07
Mon
Tue
-
Wed
-
Thu
Fri
Sat
Sun
Duration: 3:45, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3829
18:47
Key West (EYW)

21:33
Chicago O'Hare (ORD) 3
Effective 2026-03-08 through 2026-04-06
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:46, non-stop
Embraer EMB 170 / EMB 175 (E70)
Direct Flights:
American Airlines AA3960
18:39
Key West (EYW)

21:20
Chicago O'Hare (ORD) 3
Effective 2026-04-07 through 2026-05-20
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:41, non-stop
Embraer EMB 170 / EMB 175 (E70)
  • A domestic route departing from the Key West airport (EYW) and arriving at Chicago O'Hare airport (ORD).
  • The flight distance is 1253 miles, or 2017 km.
  • The timezone of the departure airport is UTC-5 , and the timezone of the arrival airport is UTC-6 . 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 3:33 and 3:46.
All EYW-ORD flights
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