All airlines flying from Key West (EYW) to Chicago O'Hare (ORD).

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Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Daily 16:05 Key West (EYW) 18:30 Chicago O'Hare (ORD) 1
United Airlines UA 2304 Non-stop Boeing 737-700 (73G) 3:25 Effective from 2025-10-26
Sat 13:17 Key West (EYW) 15:43 Chicago O'Hare (ORD) 3
American Airlines AA 3546 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:26 Effective 2025-06-07 through 2025-06-28
Sat 13:17 Key West (EYW) 15:52 Chicago O'Hare (ORD) 3
American Airlines AA 3546 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:35 Effective 2025-07-05 through 2025-08-02
Daily 13:33 Key West (EYW) 16:10 Chicago O'Hare (ORD) 3
American Airlines AA 3657 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:37 Effective 2025-12-03 through 2025-12-17
Daily 13:39 Key West (EYW) 16:10 Chicago O'Hare (ORD) 3
American Airlines AA 3657 Non-stop Embraer EMB 175 (E75) 3:31 Effective 2025-11-02 through 2025-12-02
Daily 13:39 Key West (EYW) 16:10 Chicago O'Hare (ORD) 3
American Airlines AA 3657 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:31 Effective 2025-12-18 through 2026-01-05
Daily 13:42 Key West (EYW) 16:10 Chicago O'Hare (ORD) 3
American Airlines AA 3657 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:28 Effective from 2026-02-12
Daily 14:29 Key West (EYW) 17:00 Chicago O'Hare (ORD) 3
American Airlines AA 3657 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:31 Effective 2026-01-06 through 2026-02-11
Daily 12:49 Key West (EYW) 15:28 Chicago O'Hare (ORD) 3
American Airlines AA 3790 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:39 Effective 2025-05-05 through 2025-06-04
Tue,Sat 12:52 Key West (EYW) 15:29 Chicago O'Hare (ORD) 3
American Airlines AA 3790 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:37 Valid until 2025-05-03
Mon,Wed-Fri,Sun 12:56 Key West (EYW) 15:33 Chicago O'Hare (ORD) 3
American Airlines AA 3790 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:37 Valid until 2025-05-04
Non-Direct Flights:
Mon-Fri,Sun 13:41 Key West (EYW) 04:40 Chicago O'Hare (ORD) 1
United Airlines UA 1513 2-stop Boeing 737-700 (73G) 15:59 Effective 2025-06-26 through 2025-07-03
The flight arrives 1 day after departure.
Mon-Fri,Sun 13:41 Key West (EYW) 04:40 Chicago O'Hare (ORD) 1
United Airlines UA 1513 2-stop Boeing 737-700 (73G) 15:59 Effective 2025-07-06 through 2025-07-31
The flight arrives 1 day after departure.
Sat 13:42 Key West (EYW) 04:40 Chicago O'Hare (ORD) 1
United Airlines UA 1513 2-stop Boeing 737-700 (73G) 15:58 Effective 2025-06-28 through 2025-07-26
The flight arrives 1 day after departure.
Direct Codeshare Flights:
Daily 16:05 Key West (EYW) 18:30 Chicago O'Hare (ORD) 1
Air New Zealand NZ 2358 Non-stop Boeing 737-700 (73G) 3:25 Effective from 2025-10-26
Codeshare flight, operated by United Airlines.(UA 2304)
Daily 13:42 Key West (EYW) 16:10 Chicago O'Hare (ORD) 3
Qatar Airways QR 2415 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:28 Effective from 2026-02-12
Codeshare flight, operated by American Airlines.(AA 3657)
Daily 14:29 Key West (EYW) 17:00 Chicago O'Hare (ORD) 3
Qatar Airways QR 2415 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:31 Effective 2026-01-06 through 2026-02-11
Codeshare flight, operated by American Airlines.(AA 3657)
Daily 12:49 Key West (EYW) 15:28 Chicago O'Hare (ORD) 3
Qatar Airways QR 2931 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:39 Effective 2025-05-05 through 2025-06-04
Codeshare flight, operated by American Airlines.(AA 3790)
Tue,Sat 12:52 Key West (EYW) 15:29 Chicago O'Hare (ORD) 3
Qatar Airways QR 2931 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:37 Valid until 2025-05-03
Codeshare flight, operated by American Airlines.(AA 3790)
Mon,Wed-Fri,Sun 12:56 Key West (EYW) 15:33 Chicago O'Hare (ORD) 3
Qatar Airways QR 2931 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:37 Valid until 2025-05-04
Codeshare flight, operated by American Airlines.(AA 3790)
Sat 13:17 Key West (EYW) 15:43 Chicago O'Hare (ORD) 3
Qatar Airways QR 7840 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:26 Operates only on 2025-06-07
Codeshare flight, operated by American Airlines.(AA 3546)
Sat 13:17 Key West (EYW) 15:43 Chicago O'Hare (ORD) 3
Qatar Airways QR 8570 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:26 Effective 2025-06-14 through 2025-06-28
Codeshare flight, operated by American Airlines.(AA 3546)
Sat 13:17 Key West (EYW) 15:52 Chicago O'Hare (ORD) 3
Qatar Airways QR 8570 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:35 Effective 2025-07-05 through 2025-08-02
Codeshare flight, operated by American Airlines.(AA 3546)
Daily 13:33 Key West (EYW) 16:10 Chicago O'Hare (ORD) 3
Qatar Airways QR 9050 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:37 Effective 2025-12-03 through 2025-12-17
Codeshare flight, operated by American Airlines.(AA 3657)
Daily 13:39 Key West (EYW) 16:10 Chicago O'Hare (ORD) 3
Qatar Airways QR 9050 Non-stop Embraer EMB 175 (E75) 3:31 Effective 2025-11-02 through 2025-12-02
Codeshare flight, operated by American Airlines.(AA 3657)
Daily 13:39 Key West (EYW) 16:10 Chicago O'Hare (ORD) 3
Qatar Airways QR 9050 Non-stop Embraer EMB 170 / EMB 175 (E70) 3:31 Effective 2025-12-18 through 2026-01-05
Codeshare flight, operated by American Airlines.(AA 3657)
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All airlines flying from Key West (EYW) to Chicago O'Hare (ORD).
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Select flight date:
FLIGHT SCHEDULE
Direct Flights:
United Airlines UA2304
16:05
Key West (EYW)

18:30
Chicago O'Hare (ORD) 1
Effective from 2025-10-26
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:25, non-stop
Boeing 737-700 (73G)
American Airlines AA3546
13:17
Key West (EYW)

15:43
Chicago O'Hare (ORD) 3
Effective 2025-06-07 through 2025-06-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:26, non-stop
Embraer EMB 170 / EMB 175 (E70)
American Airlines AA3546
13:17
Key West (EYW)

15:52
Chicago O'Hare (ORD) 3
Effective 2025-07-05 through 2025-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:35, non-stop
Embraer EMB 170 / EMB 175 (E70)
American Airlines AA3657
13:33
Key West (EYW)

16:10
Chicago O'Hare (ORD) 3
Effective 2025-12-03 through 2025-12-17
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:37, non-stop
Embraer EMB 170 / EMB 175 (E70)
American Airlines AA3657
13:39
Key West (EYW)

16:10
Chicago O'Hare (ORD) 3
Effective 2025-11-02 through 2025-12-02
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:31, non-stop
Embraer EMB 175 (E75)
American Airlines AA3657
13:39
Key West (EYW)

16:10
Chicago O'Hare (ORD) 3
Effective 2025-12-18 through 2026-01-05
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:31, non-stop
Embraer EMB 170 / EMB 175 (E70)
American Airlines AA3657
13:42
Key West (EYW)

16:10
Chicago O'Hare (ORD) 3
Effective from 2026-02-12
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:28, non-stop
Embraer EMB 170 / EMB 175 (E70)
American Airlines AA3657
14:29
Key West (EYW)

17:00
Chicago O'Hare (ORD) 3
Effective 2026-01-06 through 2026-02-11
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:31, non-stop
Embraer EMB 170 / EMB 175 (E70)
American Airlines AA3790
12:49
Key West (EYW)

15:28
Chicago O'Hare (ORD) 3
Effective 2025-05-05 through 2025-06-04
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:39, non-stop
Embraer EMB 170 / EMB 175 (E70)
American Airlines AA3790
12:52
Key West (EYW)

15:29
Chicago O'Hare (ORD) 3
Valid until 2025-05-03
Mon
-
Tue
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:37, non-stop
Embraer EMB 170 / EMB 175 (E70)
American Airlines AA3790
12:56
Key West (EYW)

15:33
Chicago O'Hare (ORD) 3
Valid until 2025-05-04
Mon
Tue
-
Wed
Thu
Fri
Sat
-
Sun
Duration: 3:37, non-stop
Embraer EMB 170 / EMB 175 (E70)
Non-Direct Flights:
United Airlines UA1513
13:41
Key West (EYW)

04:40(+1)
Chicago O'Hare (ORD) 1
Effective 2025-06-26 through 2025-07-03
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 15:59, 2-stop
Boeing 737-700 (73G)
The flight arrives 1 day after departure.
United Airlines UA1513
13:41
Key West (EYW)

04:40(+1)
Chicago O'Hare (ORD) 1
Effective 2025-07-06 through 2025-07-31
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 15:59, 2-stop
Boeing 737-700 (73G)
The flight arrives 1 day after departure.
United Airlines UA1513
13:42
Key West (EYW)

04:40(+1)
Chicago O'Hare (ORD) 1
Effective 2025-06-28 through 2025-07-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 15:58, 2-stop
Boeing 737-700 (73G)
The flight arrives 1 day after departure.
Direct Codeshare Flights:
Air New Zealand NZ2358
16:05
Key West (EYW)

18:30
Chicago O'Hare (ORD) 1
Effective from 2025-10-26
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Codeshare flight, operated by United Airlines. (UA 2304)
Duration: 3:25, non-stop
Boeing 737-700 (73G)
Qatar Airways QR2415
13:42
Key West (EYW)

16:10
Chicago O'Hare (ORD) 3
Effective from 2026-02-12
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Codeshare flight, operated by American Airlines. (AA 3657)
Duration: 3:28, non-stop
Embraer EMB 170 / EMB 175 (E70)
Qatar Airways QR2415
14:29
Key West (EYW)

17:00
Chicago O'Hare (ORD) 3
Effective 2026-01-06 through 2026-02-11
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Codeshare flight, operated by American Airlines. (AA 3657)
Duration: 3:31, non-stop
Embraer EMB 170 / EMB 175 (E70)
Qatar Airways QR2931
12:49
Key West (EYW)

15:28
Chicago O'Hare (ORD) 3
Effective 2025-05-05 through 2025-06-04
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Codeshare flight, operated by American Airlines. (AA 3790)
Duration: 3:39, non-stop
Embraer EMB 170 / EMB 175 (E70)
Qatar Airways QR2931
12:52
Key West (EYW)

15:29
Chicago O'Hare (ORD) 3
Valid until 2025-05-03
Mon
-
Tue
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Codeshare flight, operated by American Airlines. (AA 3790)
Duration: 3:37, non-stop
Embraer EMB 170 / EMB 175 (E70)
Qatar Airways QR2931
12:56
Key West (EYW)

15:33
Chicago O'Hare (ORD) 3
Valid until 2025-05-04
Mon
Tue
-
Wed
Thu
Fri
Sat
-
Sun
Codeshare flight, operated by American Airlines. (AA 3790)
Duration: 3:37, non-stop
Embraer EMB 170 / EMB 175 (E70)
Qatar Airways QR7840
13:17
Key West (EYW)

15:43
Chicago O'Hare (ORD) 3
Operates only on 2025-06-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Codeshare flight, operated by American Airlines. (AA 3546)
Duration: 3:26, non-stop
Embraer EMB 170 / EMB 175 (E70)
Qatar Airways QR8570
13:17
Key West (EYW)

15:43
Chicago O'Hare (ORD) 3
Effective 2025-06-14 through 2025-06-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Codeshare flight, operated by American Airlines. (AA 3546)
Duration: 3:26, non-stop
Embraer EMB 170 / EMB 175 (E70)
Qatar Airways QR8570
13:17
Key West (EYW)

15:52
Chicago O'Hare (ORD) 3
Effective 2025-07-05 through 2025-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Codeshare flight, operated by American Airlines. (AA 3546)
Duration: 3:35, non-stop
Embraer EMB 170 / EMB 175 (E70)
Qatar Airways QR9050
13:33
Key West (EYW)

16:10
Chicago O'Hare (ORD) 3
Effective 2025-12-03 through 2025-12-17
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Codeshare flight, operated by American Airlines. (AA 3657)
Duration: 3:37, non-stop
Embraer EMB 170 / EMB 175 (E70)
Qatar Airways QR9050
13:39
Key West (EYW)

16:10
Chicago O'Hare (ORD) 3
Effective 2025-11-02 through 2025-12-02
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Codeshare flight, operated by American Airlines. (AA 3657)
Duration: 3:31, non-stop
Embraer EMB 175 (E75)
Qatar Airways QR9050
13:39
Key West (EYW)

16:10
Chicago O'Hare (ORD) 3
Effective 2025-12-18 through 2026-01-05
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Codeshare flight, operated by American Airlines. (AA 3657)
Duration: 3:31, non-stop
Embraer EMB 170 / EMB 175 (E70)
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  • 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 3:25 and 3:39.
Return (ORD-EYW) flights
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