Airlines with flights from Jacksonville to Chicago

There are two airlines with scheduled flights between JAX and MDW. Southwest is the only airline with non-stop flights from Jacksonville International to Midway International Airport and the flight time is 2 hours and 30 minutes.

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Choose airline

Schedules

Non-stop with Southwest Airlines

  • Total flight time: 2 hours and 30 minutes
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 8 flights per week
  • Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737MAX 8 Passenger
JAX
Direct
MDW
 
Flight
Mon
Dec 16
Tue
Dec 17
Wed
Dec 18
Thu
Dec 19
Fri
Dec 20
Sat
Dec 21
Sun
Dec 22
WN4423
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----
12:00
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12:00
WN4816
16:35
16:35
16:35
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WN3032
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----
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17:55
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WN2496
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----
----
----
----
20:35
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SHOW RETURN SCHEDULE
CHECK PRICES FOR JAX - MDW

The timetable & schedule information was updated at 2024-11-19

Via Atlanta with Delta Air Lines

  • Total flight time: 3h 47m - 6h 06m.
  • Sky Team Alliance
  • 41 flights per week
JAX
 
Via ATL
 
MDW
 
Flight
Mon
Dec 16
Tue
Dec 17
Wed
Dec 18
Thu
Dec 19
Fri
Dec 20
Sat
Dec 21
Sun
Dec 22
DL2722
DL1063
05:00
05:00
05:00
06:00
06:00
06:00
06:00
DL2440
DL1063
06:00
06:00
06:00
----
----
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DL2440
DL2417
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----
----
07:05
07:05
07:05
07:05
DL2446
DL2417
07:05
07:05
07:05
----
----
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DL2569
DL2417
08:15
08:15
08:15
08:15
08:05
08:15
08:15
DL2326
DL1739
11:24
11:24
11:24
11:17
11:17
11:15
11:17
DL2333
DL3869
11:52
11:52
11:52
11:49
11:49
11:49
11:49
DL2923
DL1739
13:17
13:17
13:17
13:30
13:30
12:54
13:30
DL2720
DL1076
17:40
17:40
17:40
17:00
17:00
17:25
17:00
DL2627
DL1076
18:47
18:47
18:47
18:47
18:47
18:47
18:47
SHOW RETURN SCHEDULE
CHECK PRICES FOR JAX - MDW

The timetable & schedule information was updated at 2024-11-19

Via Nashville with Southwest Airlines

  • Total flight time: 3h 50m - 7h 55m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 18 flights per week
  • Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737MAX 8 Passenger
JAX
 
Via BNA
 
MDW
 
Flight
Mon
Dec 16
Tue
Dec 17
Wed
Dec 18
Thu
Dec 19
Fri
Dec 20
Sat
Dec 21
Sun
Dec 22
WN441
WN1432
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----
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----
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05:25
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WN3965
WN1336
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----
----
----
05:30
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05:30
WN441
WN1048
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----
05:55
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----
----
WN3170
WN6342
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----
----
----
06:00
----
06:00
WN699
WN4877
07:20
07:20
07:20
06:20
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----
----
WN441
WN1925
06:55
06:55
06:55
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----
----
----
WN954
WN1689
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----
----
----
10:45
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10:45
WN2151
WN1253
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----
----
----
11:05
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11:05
WN1475
WN4710
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----
----
----
----
11:05
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WN3164
WN2756
11:30
11:30
11:30
----
----
----
----
WN3164
WN2973
11:30
11:30
11:30
----
----
----
----
WN3170
WN4066
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----
----
----
----
12:45
----
WN3170
WN477
12:55
12:55
12:55
----
----
----
----
WN699
WN3079
----
----
----
----
13:10
----
13:10
WN2882
WN1700
13:35
13:35
13:35
----
----
----
----
WN2882
WN391
13:35
13:35
13:35
----
----
----
----
WN2882
WN1291
13:35
13:35
13:35
----
----
----
----
WN968
WN499
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----
----
----
13:40
----
13:40
WN968
WN1059
----
----
----
----
13:40
----
13:40
WN3170
WN3079
----
----
----
14:05
----
----
----
WN2882
WN4710
----
----
----
16:25
----
----
----
WN3468
WN854
----
----
----
----
----
16:55
----
WN1972
WN2536
----
----
----
----
17:50
----
17:50
WN3965
WN4703
18:35
18:35
18:35
20:15
----
----
----
WN2151
WN652
----
----
----
----
----
18:45
----
WN3037
WN1647
19:05
19:05
19:05
21:00
----
----
----
WN441
WN598
----
----
----
----
20:45
----
20:45
WN3037
WN2804
----
----
----
----
21:20
----
21:20
WN1157
WN1647
----
----
----
----
----
21:20
----
SHOW RETURN SCHEDULE
CHECK PRICES FOR JAX - MDW

The timetable & schedule information was updated at 2024-11-19

Via Atlanta with Southwest Airlines

  • Total flight time: 3h 50m - 6h 35m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 12 flights per week
  • Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737MAX 8 Passenger
JAX
 
Via ATL
 
MDW
 
Flight
Mon
Dec 16
Tue
Dec 17
Wed
Dec 18
Thu
Dec 19
Fri
Dec 20
Sat
Dec 21
Sun
Dec 22
WN441
WN1432
----
----
----
----
----
05:25
----
WN3965
WN1336
----
----
----
----
05:30
----
05:30
WN441
WN1048
----
----
----
05:55
----
----
----
WN3170
WN6342
----
----
----
----
06:00
----
06:00
WN699
WN4877
07:20
07:20
07:20
06:20
----
----
----
WN441
WN1925
06:55
06:55
06:55
----
----
----
----
WN954
WN1689
----
----
----
----
10:45
----
10:45
WN2151
WN1253
----
----
----
----
11:05
----
11:05
WN1475
WN4710
----
----
----
----
----
11:05
----
WN3164
WN2756
11:30
11:30
11:30
----
----
----
----
WN3164
WN2973
11:30
11:30
11:30
----
----
----
----
WN3170
WN4066
----
----
----
----
----
12:45
----
WN3170
WN477
12:55
12:55
12:55
----
----
----
----
WN699
WN3079
----
----
----
----
13:10
----
13:10
WN2882
WN1700
13:35
13:35
13:35
----
----
----
----
WN2882
WN391
13:35
13:35
13:35
----
----
----
----
WN2882
WN1291
13:35
13:35
13:35
----
----
----
----
WN968
WN499
----
----
----
----
13:40
----
13:40
WN968
WN1059
----
----
----
----
13:40
----
13:40
WN3170
WN3079
----
----
----
14:05
----
----
----
WN2882
WN4710
----
----
----
16:25
----
----
----
WN3468
WN854
----
----
----
----
----
16:55
----
WN1972
WN2536
----
----
----
----
17:50
----
17:50
WN3965
WN4703
18:35
18:35
18:35
20:15
----
----
----
WN2151
WN652
----
----
----
----
----
18:45
----
WN3037
WN1647
19:05
19:05
19:05
21:00
----
----
----
WN441
WN598
----
----
----
----
20:45
----
20:45
WN3037
WN2804
----
----
----
----
21:20
----
21:20
WN1157
WN1647
----
----
----
----
----
21:20
----
SHOW RETURN SCHEDULE
CHECK PRICES FOR JAX - MDW

The timetable & schedule information was updated at 2024-11-19

Via Baltimore with Southwest Airlines

  • Total flight time: 4h 35m - 9h 10m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 11 flights per week
  • Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737MAX 8 Passenger
JAX
 
Via BWI
 
MDW
 
Flight
Mon
Dec 16
Tue
Dec 17
Wed
Dec 18
Thu
Dec 19
Fri
Dec 20
Sat
Dec 21
Sun
Dec 22
WN441
WN1432
----
----
----
----
----
05:25
----
WN3965
WN1336
----
----
----
----
05:30
----
05:30
WN441
WN1048
----
----
----
05:55
----
----
----
WN3170
WN6342
----
----
----
----
06:00
----
06:00
WN699
WN4877
07:20
07:20
07:20
06:20
----
----
----
WN441
WN1925
06:55
06:55
06:55
----
----
----
----
WN954
WN1689
----
----
----
----
10:45
----
10:45
WN2151
WN1253
----
----
----
----
11:05
----
11:05
WN1475
WN4710
----
----
----
----
----
11:05
----
WN3164
WN2756
11:30
11:30
11:30
----
----
----
----
WN3164
WN2973
11:30
11:30
11:30
----
----
----
----
WN3170
WN4066
----
----
----
----
----
12:45
----
WN3170
WN477
12:55
12:55
12:55
----
----
----
----
WN699
WN3079
----
----
----
----
13:10
----
13:10
WN2882
WN1700
13:35
13:35
13:35
----
----
----
----
WN2882
WN391
13:35
13:35
13:35
----
----
----
----
WN2882
WN1291
13:35
13:35
13:35
----
----
----
----
WN968
WN499
----
----
----
----
13:40
----
13:40
WN968
WN1059
----
----
----
----
13:40
----
13:40
WN3170
WN3079
----
----
----
14:05
----
----
----
WN2882
WN4710
----
----
----
16:25
----
----
----
WN3468
WN854
----
----
----
----
----
16:55
----
WN1972
WN2536
----
----
----
----
17:50
----
17:50
WN3965
WN4703
18:35
18:35
18:35
20:15
----
----
----
WN2151
WN652
----
----
----
----
----
18:45
----
WN3037
WN1647
19:05
19:05
19:05
21:00
----
----
----
WN441
WN598
----
----
----
----
20:45
----
20:45
WN3037
WN2804
----
----
----
----
21:20
----
21:20
WN1157
WN1647
----
----
----
----
----
21:20
----
SHOW RETURN SCHEDULE
CHECK PRICES FOR JAX - MDW

The timetable & schedule information was updated at 2024-11-19

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