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

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sat 07:10 Chicago O'Hare (ORD) 1 11:26 Key West (EYW)
United Airlines UA 337 Non-stop Boeing 737-700 (73G) 3:16 Effective 2026-01-10 through 2026-02-07
Sat 10:35 Chicago O'Hare (ORD) 1 14:51 Key West (EYW)
United Airlines UA 2070 Non-stop Boeing 737-700 (73G) 3:16 Effective 2026-02-14 through 2026-02-28
Daily 10:39 Chicago O'Hare (ORD) 1 14:55 Key West (EYW)
United Airlines UA 2070 Non-stop Boeing 737-700 (73G) 3:16 Effective 2026-03-05 through 2026-03-28
Mon-Fri,Sun 10:44 Chicago O'Hare (ORD) 1 15:00 Key West (EYW)
United Airlines UA 2070 Non-stop Boeing 737-700 (73G) 3:16 Effective 2026-02-12 through 2026-03-04
Daily 10:45 Chicago O'Hare (ORD) 1 15:12 Key West (EYW)
United Airlines UA 2070 Non-stop Boeing 737-700 (73G) 3:27 Valid until 2026-01-05
Daily 10:50 Chicago O'Hare (ORD) 1 15:17 Key West (EYW)
United Airlines UA 2070 Non-stop Boeing 737-700 (73G) 3:27 Effective 2026-01-06 through 2026-02-11
Daily 10:55 Chicago O'Hare (ORD) 1 15:06 Key West (EYW)
United Airlines UA 2070 Non-stop Boeing 737-700 (73G) 3:11 Effective 2026-03-29 through 2026-04-29
Daily 10:55 Chicago O'Hare (ORD) 1 15:06 Key West (EYW)
United Airlines UA 2070 Non-stop Boeing 737-700 (73G) 3:11 Effective from 2026-05-21
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 07:55 Chicago O'Hare (ORD) 2 12:34 Key West (EYW)
United Airlines UA 3436 Non-stop Embraer EMB 175 (E7W) 3:39 Valid until 2026-01-05
Wed-Sun 17:55 Chicago O'Hare (ORD) 2 22:19 Key West (EYW)
United Airlines UA 3496 Non-stop Embraer EMB 175 (E7W) 3:24 Effective 2026-03-05 through 2026-03-28
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 18:00 Chicago O'Hare (ORD) 2 22:11 Key West (EYW)
United Airlines UA 3595 Non-stop Embraer EMB 175 (E7W) 3:11 Effective 2026-05-21 through 2026-10-24
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
Wed-Sun 17:45 Chicago O'Hare (ORD) 2 22:09 Key West (EYW)
United Airlines UA 3606 Non-stop Embraer EMB 175 (E7W) 3:24 Effective 2026-02-12 through 2026-03-04
Daily 10:35 Chicago O'Hare (ORD) 2 14:59 Key West (EYW)
United Airlines UA 3608 Non-stop Embraer EMB 175 (E7W) 3:24 Effective 2026-04-30 through 2026-05-20
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
Direct Codeshare Flights:
Sat 10:35 Chicago O'Hare (ORD) 1 14:51 Key West (EYW)
Air New Zealand NZ 2359 Non-stop Boeing 737-700 (73G) 3:16 Effective 2026-02-14 through 2026-02-28
Codeshare flight, operated by United Airlines.(UA 2070)
Daily 10:35 Chicago O'Hare (ORD) 2 14:59 Key West (EYW)
Air New Zealand NZ 2359 Non-stop Embraer EMB 175 (E7W) 3:24 Effective 2026-04-30 through 2026-05-20
Codeshare flight, operated by United Airlines.(UA 3608)
Daily 10:39 Chicago O'Hare (ORD) 1 14:55 Key West (EYW)
Air New Zealand NZ 2359 Non-stop Boeing 737-700 (73G) 3:16 Effective 2026-03-05 through 2026-03-28
Codeshare flight, operated by United Airlines.(UA 2070)
Mon-Fri,Sun 10:44 Chicago O'Hare (ORD) 1 15:00 Key West (EYW)
Air New Zealand NZ 2359 Non-stop Boeing 737-700 (73G) 3:16 Effective 2026-02-12 through 2026-03-04
Codeshare flight, operated by United Airlines.(UA 2070)
Daily 10:45 Chicago O'Hare (ORD) 1 15:12 Key West (EYW)
Air New Zealand NZ 2359 Non-stop Boeing 737-700 (73G) 3:27 Valid until 2026-01-05
Codeshare flight, operated by United Airlines.(UA 2070)
Daily 10:50 Chicago O'Hare (ORD) 1 15:17 Key West (EYW)
Air New Zealand NZ 2359 Non-stop Boeing 737-700 (73G) 3:27 Effective 2026-01-06 through 2026-02-11
Codeshare flight, operated by United Airlines.(UA 2070)
Daily 10:55 Chicago O'Hare (ORD) 1 15:06 Key West (EYW)
Air New Zealand NZ 2359 Non-stop Boeing 737-700 (73G) 3:11 Effective 2026-03-29 through 2026-04-29
Codeshare flight, operated by United Airlines.(UA 2070)
Daily 10:55 Chicago O'Hare (ORD) 1 15:06 Key West (EYW)
Air New Zealand NZ 2359 Non-stop Boeing 737-700 (73G) 3:11 Effective from 2026-05-21
Codeshare flight, operated by United Airlines.(UA 2070)
Sat 07:10 Chicago O'Hare (ORD) 1 11:26 Key West (EYW)
Air New Zealand NZ 2361 Non-stop Boeing 737-700 (73G) 3:16 Effective 2026-01-10 through 2026-02-07
Codeshare flight, operated by United Airlines.(UA 337)
Daily 07:55 Chicago O'Hare (ORD) 2 12:34 Key West (EYW)
Air New Zealand NZ 2361 Non-stop Embraer EMB 175 (E7W) 3:39 Valid until 2026-01-05
Codeshare flight, operated by United Airlines.(UA 3436)
Wed-Sun 17:45 Chicago O'Hare (ORD) 2 22:09 Key West (EYW)
Air New Zealand NZ 2361 Non-stop Embraer EMB 175 (E7W) 3:24 Effective 2026-02-12 through 2026-03-04
Codeshare flight, operated by United Airlines.(UA 3606)
Wed-Sun 17:55 Chicago O'Hare (ORD) 2 22:19 Key West (EYW)
Air New Zealand NZ 2361 Non-stop Embraer EMB 175 (E7W) 3:24 Effective 2026-03-05 through 2026-03-28
Codeshare flight, operated by United Airlines.(UA 3496)
Daily 18:00 Chicago O'Hare (ORD) 2 22:11 Key West (EYW)
Air New Zealand NZ 2361 Non-stop Embraer EMB 175 (E7W) 3:11 Effective 2026-05-21 through 2026-10-24
Codeshare flight, operated by United Airlines.(UA 3595)


All airlines flying from Chicago O'Hare (ORD) to Key West (EYW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2026-01-10 through 2026-02-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:16, non-stop
Boeing 737-700 (73G)

Direct Flights:

Effective 2026-02-14 through 2026-02-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:16, non-stop
Boeing 737-700 (73G)

Direct Flights:

Effective 2026-03-05 through 2026-03-28
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:16, non-stop
Boeing 737-700 (73G)

Direct Flights:

Effective 2026-02-12 through 2026-03-04
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 3:16, non-stop
Boeing 737-700 (73G)

Direct Flights:

Valid until 2026-01-05
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:27, non-stop
Boeing 737-700 (73G)

Direct Flights:

Effective 2026-01-06 through 2026-02-11
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:27, non-stop
Boeing 737-700 (73G)

Direct Flights:

Effective 2026-03-29 through 2026-04-29
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:11, non-stop
Boeing 737-700 (73G)

Direct Flights:

Effective from 2026-05-21
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:11, non-stop
Boeing 737-700 (73G)

Direct Flights:

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:

Valid until 2026-01-05
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:39, non-stop
Embraer EMB 175 (E7W)

Direct Flights:

Effective 2026-03-05 through 2026-03-28
Mon
-
Tue
-
Wed
Thu
Fri
Sat
Sun
Duration: 3:24, non-stop
Embraer EMB 175 (E7W)

Direct Flights:

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:

Effective 2026-05-21 through 2026-10-24
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:11, non-stop
Embraer EMB 175 (E7W)

Direct Flights:

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:

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:

Effective 2026-02-12 through 2026-03-04
Mon
-
Tue
-
Wed
Thu
Fri
Sat
Sun
Duration: 3:24, non-stop
Embraer EMB 175 (E7W)

Direct Flights:

Effective 2026-04-30 through 2026-05-20
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Duration: 3:24, non-stop
Embraer EMB 175 (E7W)

Direct Flights:

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:

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:

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:

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:

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:

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:

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:

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:

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:

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:

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:

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:

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:

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:

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)

Direct Codeshare Flights:

Effective 2026-02-14 through 2026-02-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Codeshare flight, operated by United Airlines. (UA 2070)
Duration: 3:16, non-stop
Boeing 737-700 (73G)

Direct Codeshare Flights:

Effective 2026-04-30 through 2026-05-20
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Codeshare flight, operated by United Airlines. (UA 3608)
Duration: 3:24, non-stop
Embraer EMB 175 (E7W)

Direct Codeshare Flights:

Effective 2026-03-05 through 2026-03-28
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Codeshare flight, operated by United Airlines. (UA 2070)
Duration: 3:16, non-stop
Boeing 737-700 (73G)

Direct Codeshare Flights:

Effective 2026-02-12 through 2026-03-04
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
Codeshare flight, operated by United Airlines. (UA 2070)
Duration: 3:16, non-stop
Boeing 737-700 (73G)

Direct Codeshare Flights:

Valid until 2026-01-05
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Codeshare flight, operated by United Airlines. (UA 2070)
Duration: 3:27, non-stop
Boeing 737-700 (73G)

Direct Codeshare Flights:

Effective 2026-01-06 through 2026-02-11
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Codeshare flight, operated by United Airlines. (UA 2070)
Duration: 3:27, non-stop
Boeing 737-700 (73G)

Direct Codeshare Flights:

Effective 2026-03-29 through 2026-04-29
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Codeshare flight, operated by United Airlines. (UA 2070)
Duration: 3:11, non-stop
Boeing 737-700 (73G)

Direct Codeshare Flights:

Effective from 2026-05-21
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Codeshare flight, operated by United Airlines. (UA 2070)
Duration: 3:11, non-stop
Boeing 737-700 (73G)

Direct Codeshare Flights:

Effective 2026-01-10 through 2026-02-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Codeshare flight, operated by United Airlines. (UA 337)
Duration: 3:16, non-stop
Boeing 737-700 (73G)

Direct Codeshare Flights:

Valid until 2026-01-05
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Codeshare flight, operated by United Airlines. (UA 3436)
Duration: 3:39, non-stop
Embraer EMB 175 (E7W)

Direct Codeshare Flights:

Effective 2026-02-12 through 2026-03-04
Mon
-
Tue
-
Wed
Thu
Fri
Sat
Sun
Codeshare flight, operated by United Airlines. (UA 3606)
Duration: 3:24, non-stop
Embraer EMB 175 (E7W)

Direct Codeshare Flights:

Effective 2026-03-05 through 2026-03-28
Mon
-
Tue
-
Wed
Thu
Fri
Sat
Sun
Codeshare flight, operated by United Airlines. (UA 3496)
Duration: 3:24, non-stop
Embraer EMB 175 (E7W)

Direct Codeshare Flights:

Effective 2026-05-21 through 2026-10-24
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Codeshare flight, operated by United Airlines. (UA 3595)
Duration: 3:11, non-stop
Embraer EMB 175 (E7W)
  • 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 3:39.