By route

By airport

refresh-ico

Flights
Pensacola (all airports) - Chicago (CHI)

Here is the updated flight timetable for Pensacola (all airports) - Chicago (CHI) for 2025. Click on your desired route or flight to see detailed timetables and additional information.

The timetable shows local time!

UA 1395 Pensacola — Chicago
United Airlines Boeing 737-800
Departure
07:00
Pensacola
Flight time: 3 h 30 min
Arrival
09:30
O'Hare

Schedule: 28 November.

WN 375 Nashville — Chicago
Southwest Airlines Boeing 737-800
Departure
10:20
Pensacola
Flight time: 6 h 0 min
Arrival
15:20
O'Hare

Schedule: 31 October.

AA 3857 Chicago — Chicago
American Airlines Embraer EMB 175
Departure
10:57
Pensacola
Flight time: 3 h 30 min
Arrival
13:27
O'Hare

Schedule: 23, 24, 30, 31 May, 6, 7 June.

AA 3795 Chicago — Chicago
American Airlines Embraer EMB 175
Departure
13:17
Pensacola
Flight time: 3 h 38 min
Arrival
15:55
O'Hare

Schedule: 2, 3, 6, 7, 8, 9, 10, 13, 14, 15, 16, 17, 20, 21, 22, 23, 24, 25, 26, 29 November, ….

AA 3795 Chicago — Chicago
American Airlines Embraer EMB 175
Departure
13:17
Pensacola
Flight time: 3 h 34 min
Arrival
15:51
O'Hare

Schedule: 27, 28 November, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20 December, ….

AA 3795 Chicago — Chicago
American Airlines Embraer EMB 175
Departure
13:32
Pensacola
Flight time: 3 h 39 min
Arrival
16:11
O'Hare

Schedule: 4, 5, 11, 12, 18, 19 November.

UA 2179 Pensacola — Los Angeles
United Airlines Boeing 737-700
Departure
13:56
Pensacola
Flight time: 3 h 37 min
Arrival
16:33
O'Hare

Schedule: 23, 30 August, 6, 13, 20 September.

UA 2179 Pensacola — Los Angeles
United Airlines Boeing 737-700
Departure
13:56
Pensacola
Flight time: 3 h 37 min
Arrival
16:33
O'Hare

Schedule: 23, 30 August, 6, 13, 20 September.

UA 636 Pensacola — Burlington
United Airlines Boeing 737-700
Departure
13:56
Pensacola
Flight time: 3 h 30 min
Arrival
16:26
O'Hare

Schedule: daily from 05.03.

UA 2179 Pensacola — San Francisco
United Airlines Airbus A319
Departure
14:08
Pensacola
Flight time: 3 h 39 min
Arrival
16:47
O'Hare

Schedule: 15, 16, 17, 18 August.

UA 636 Pensacola — San Francisco
United Airlines Airbus A319
Departure
14:15
Pensacola
Flight time: 3 h 32 min
Arrival
16:47
O'Hare

Schedule: daily, except for Saturday from 02.12 to 10.12.

UA 2179 Pensacola — Los Angeles
United Airlines Boeing 737-700
Departure
14:15
Pensacola
Flight time: 3 h 37 min
Arrival
16:52
O'Hare

Schedule: daily, except for Saturday from 19.08 to 24.09.

UA 2179 Pensacola — Los Angeles
United Airlines Boeing 737-700
Departure
14:15
Pensacola
Flight time: 3 h 37 min
Arrival
16:52
O'Hare

Schedule: daily, except for Saturday from 19.08 to 24.09.

UA 636 Pensacola — San Francisco
United Airlines Boeing 737-700
Departure
14:15
Pensacola
Flight time: 3 h 31 min
Arrival
16:46
O'Hare

Schedule: 11, 12, 14, 15, 16, 17 December.

UA 2179 Pensacola — Los Angeles
United Airlines Boeing 737-700
Departure
14:15
Pensacola
Flight time: 3 h 37 min
Arrival
16:52
O'Hare

Schedule: daily, except for Saturday from 19.08 to 24.09.

UA 636 Pensacola — Burlington
United Airlines Boeing 737-800
Departure
14:17
Pensacola
Flight time: 3 h 37 min
Arrival
16:54
O'Hare

Schedule: daily from 25.09 to 25.10.

UA 636 Pensacola — Burlington
United Airlines Boeing 737-800
Departure
14:17
Pensacola
Flight time: 3 h 37 min
Arrival
16:54
O'Hare

Schedule: daily from 25.09 to 25.10.

UA 1776 Pensacola — Philadelphia
United Airlines Boeing 737
Departure
14:17
Pensacola
Flight time: 3 h 31 min
Arrival
16:48
O'Hare

Schedule: 18 November.

UA 1776 Pensacola — Philadelphia
United Airlines Airbus A319
Departure
14:17
Pensacola
Flight time: 3 h 32 min
Arrival
16:49
O'Hare

Schedule: 31 October, 7, 14 November.

UA 1776 Pensacola — Philadelphia
United Airlines Boeing 737-800
Departure
14:17
Pensacola
Flight time: 3 h 31 min
Arrival
16:48
O'Hare

Schedule: 26, 27, 28, 29, 30 October, 1, 2, 3, 4, 5, 6, 8, 9, 10, 11, 12, 13, 15, 16, 17 November, ….

UA 636 Pensacola — Burlington
United Airlines Boeing 737-700
Departure
14:20
Pensacola
Flight time: 3 h 30 min
Arrival
16:50
O'Hare

Schedule: daily from 06.01 to 04.03.

UA 636 Pensacola — Burlington
United Airlines Boeing 737-800
Departure
14:23
Pensacola
Flight time: 3 h 34 min
Arrival
16:57
O'Hare

Schedule: daily from 18.12 to 05.01.

UA 636 Pensacola — San Francisco
United Airlines Boeing 737
Departure
14:39
Pensacola
Flight time: 3 h 31 min
Arrival
17:10
O'Hare

Schedule: 6, 13 December.

WN 309 Dallas — Chicago
Southwest Airlines
Departure
16:25
Pensacola
Flight time: 4 h 45 min
Arrival
20:10
Chicago Midway

Schedule: 11, 15, 16, 19, 25 January, 1, 5, 6, 9, 15, 17, 19, 23 February, 2 March.

WN 943 Pensacola — Chicago
Southwest Airlines
Departure
16:35
Pensacola
Flight time: 7 h 0 min
Arrival
22:35
Chicago Midway

Schedule: Monday, Thursday, Friday, Sunday from 12.02 to 01.03, except for 15.02, 19.02, 23.02.

WN 980 Dallas — Grand Rapids (Grand Rapids, Minnesota)
Southwest Airlines Boeing 737-700
Departure
16:45
Pensacola
Flight time: 3 h 10 min
Arrival
18:55
Chicago Midway

Schedule: Saturday to 27.09.

WN 2143 Nashville — Chicago
Southwest Airlines
Departure
18:10
Pensacola
Flight time: 5 h 40 min
Arrival
22:50
Chicago Midway

Schedule: 25, 26 November, 1, 19, 21, 22, 23, 26, 28, 29, 30 December, 2, 4 January.