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Flights
Jacksonville Florida - Chicago Midway (CHI)

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

The timetable shows local time!

Southwest Airlines Boeing 737
Departure
05:35
Flight time: 2 h 25 min
Arrival
07:00
Southwest Airlines Boeing 737
Departure
05:35
Flight time: 2 h 25 min
Arrival
07:00
Departure
06:40
Flight time: 2 h 30 min
Arrival
08:10
Southwest Airlines Boeing 737-700
Departure
07:25
Flight time: 2 h 30 min
Arrival
08:55
Departure
07:45
Flight time: 5 h 35 min
Arrival
12:20
Departure
10:50
Flight time: 4 h 25 min
Arrival
14:15
Southwest Airlines Boeing 737-800
Departure
10:55
Flight time: 2 h 25 min
Arrival
12:20
Departure
11:50
Flight time: 6 h 45 min
Arrival
17:35
Southwest Airlines Boeing 737-800
Departure
13:20
Flight time: 2 h 25 min
Arrival
14:45
Southwest Airlines Boeing 737-700
Departure
14:05
Flight time: 2 h 25 min
Arrival
15:30
Southwest Airlines Boeing 737
Departure
14:20
Flight time: 2 h 25 min
Arrival
15:45
Southwest Airlines Boeing 737-800
Departure
14:50
Flight time: 2 h 20 min
Arrival
16:10
Southwest Airlines Boeing 737
Departure
15:50
Flight time: 2 h 25 min
Arrival
17:15
Southwest Airlines Boeing 737-800
Departure
15:55
Flight time: 2 h 25 min
Arrival
17:20
Southwest Airlines Boeing 737-800
Departure
16:20
Flight time: 2 h 25 min
Arrival
17:45
Southwest Airlines Boeing 737-800
Departure
16:40
Flight time: 4 h 50 min
Arrival
20:30
Southwest Airlines
Departure
17:00
Flight time: 2 h 25 min
Arrival
18:25
Southwest Airlines Boeing 737
Departure
17:00
Flight time: 2 h 25 min
Arrival
18:25
Southwest Airlines Boeing 737-800
Departure
17:00
Flight time: 2 h 25 min
Arrival
18:25
Southwest Airlines
Departure
17:15
Flight time: 2 h 25 min
Arrival
18:40
Southwest Airlines Boeing 737-800
Departure
17:25
Flight time: 2 h 25 min
Arrival
18:50
Southwest Airlines Boeing 737-800
Departure
17:30
Flight time: 2 h 25 min
Arrival
18:55
Departure
18:00
Flight time: 2 h 30 min
Arrival
19:30
Southwest Airlines Boeing 737-700
Departure
18:05
Flight time: 2 h 25 min
Arrival
19:30
Southwest Airlines Boeing 737-800
Departure
19:25
Flight time: 2 h 30 min
Arrival
20:55
Departure
19:35
Flight time: 2 h 30 min
Arrival
21:05
Southwest Airlines
Departure
19:35
Flight time: 2 h 30 min
Arrival
21:05
Southwest Airlines Boeing 737
Departure
19:35
Flight time: 2 h 25 min
Arrival
21:00
Southwest Airlines Boeing 737-800
Departure
20:15
Flight time: 2 h 25 min
Arrival
21:40
Southwest Airlines Boeing 737
Departure
20:20
Flight time: 2 h 25 min
Arrival
21:45