Airlines with flights from Chicago to Jacksonville
There are two airlines with scheduled flights between MDW and JAX. Southwest is the only airline with non-stop flights from Midway International Airport to Jacksonville International and the flight time is 2 hours and 15 minutes.
Choose airline
Schedules
Non-stop with Southwest Airlines
-
Total flight time: 2 hours and 15 minutes
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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9 flights per week
-
Boeing 737-700 (winglets) Passenger/BBJ1Boeing 737MAX 8 Passenger
MDW
Direct
JAX
W8, Feb 17 - Feb 23
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
WN1581
13:15
09:00
----
09:00
13:15
----
13:15
WN553
----
----
12:45
----
----
----
----
WN1352
----
----
----
----
----
17:20
----
The timetable & schedule information was updated at 2025-01-15
Via Atlanta with Delta Air Lines
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Total flight time: 3h 39m - 6h 06m.
-
Sky Team Alliance
-
27 flights per week
MDW
Via ATL
JAX
W8, Feb 17 - Feb 23
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
DL1285
DL2923
DL2923
06:00
06:00
06:00
06:00
06:00
06:00
06:00
DL1063
DL2627
DL2627
10:57
10:57
10:57
10:57
10:57
----
10:57
DL1063
DL2720
DL2720
10:57
10:57
10:57
10:57
10:57
11:01
10:57
DL1063
DL1096
DL1096
----
----
----
----
----
11:01
----
DL2417
DL2627
DL2627
12:44
12:44
12:44
12:44
12:44
----
12:44
DL2417
DL2331
DL2331
12:44
12:44
12:44
12:44
12:44
----
12:44
DL1739
DL2265
DL2265
----
----
----
----
----
15:41
----
DL1739
DL2276
DL2276
17:05
17:05
17:05
17:05
17:05
----
17:05
DL1739
DL1001
DL1001
17:05
17:05
17:05
17:05
17:05
----
17:05
The timetable & schedule information was updated at 2025-01-15
Via Nashville with Southwest Airlines
-
Total flight time: 3h 35m - 7h 35m.
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Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
17 flights per week
-
Boeing 737-700 (winglets) Passenger/BBJ1Boeing 737MAX 8 Passenger
MDW
Via BNA
JAX
W8, Feb 17 - Feb 23
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
WN568
WN1410
WN1410
05:25
----
----
----
05:25
----
05:25
WN2665
WN1535
WN1535
05:30
----
----
----
05:30
----
05:30
WN2665
WN258
WN258
----
05:55
----
05:55
----
----
----
WN952
WN4157
WN4157
----
----
----
----
----
06:00
----
WN452
WN1953
WN1953
----
06:50
----
06:50
----
----
----
WN4684
WN1252
WN1252
----
07:35
----
07:35
----
----
----
WN1324
WN1009
WN1009
----
----
----
----
----
08:00
----
WN2993
WN333
WN333
----
09:40
----
09:40
----
----
----
WN1040
WN2849
WN2849
----
----
10:25
----
----
----
----
WN1035
WN2076
WN2076
----
----
10:30
----
----
----
----
WN3504
WN3893
WN3893
11:30
----
----
----
11:30
----
11:30
WN1594
WN1417
WN1417
----
12:35
----
12:35
----
----
----
WN2993
WN2849
WN2849
12:45
----
----
----
12:45
----
12:45
WN3254
WN3893
WN3893
----
13:25
----
13:25
----
----
----
WN1035
WN3893
WN3893
----
14:20
----
14:20
----
----
----
WN3334
WN2199
WN2199
14:30
----
----
----
14:30
----
14:30
WN2985
WN1543
WN1543
14:35
----
----
----
14:35
----
14:35
WN3710
WN2199
WN2199
14:40
----
----
----
14:40
----
14:40
WN3899
WN2199
WN2199
14:45
----
----
----
14:45
----
14:45
WN1158
WN3893
WN3893
----
----
----
----
----
15:00
----
WN1351
WN2782
WN2782
----
----
----
----
----
15:10
----
WN651
WN2782
WN2782
----
----
15:15
----
----
----
----
WN988
WN1543
WN1543
----
15:45
----
15:45
----
----
----
WN972
WN2782
WN2782
----
16:20
----
16:20
----
----
----
The timetable & schedule information was updated at 2025-01-15
Via Baltimore with Southwest Airlines
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Total flight time: 4h 40m - 8h 50m.
-
Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
-
12 flights per week
-
Boeing 737-700 (winglets) Passenger/BBJ1Boeing 737MAX 8 Passenger
MDW
Via BWI
JAX
W8, Feb 17 - Feb 23
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
WN568
WN1410
WN1410
05:25
----
----
----
05:25
----
05:25
WN2665
WN1535
WN1535
05:30
----
----
----
05:30
----
05:30
WN2665
WN258
WN258
----
05:55
----
05:55
----
----
----
WN952
WN4157
WN4157
----
----
----
----
----
06:00
----
WN452
WN1953
WN1953
----
06:50
----
06:50
----
----
----
WN4684
WN1252
WN1252
----
07:35
----
07:35
----
----
----
WN1324
WN1009
WN1009
----
----
----
----
----
08:00
----
WN2993
WN333
WN333
----
09:40
----
09:40
----
----
----
WN1040
WN2849
WN2849
----
----
10:25
----
----
----
----
WN1035
WN2076
WN2076
----
----
10:30
----
----
----
----
WN3504
WN3893
WN3893
11:30
----
----
----
11:30
----
11:30
WN1594
WN1417
WN1417
----
12:35
----
12:35
----
----
----
WN2993
WN2849
WN2849
12:45
----
----
----
12:45
----
12:45
WN3254
WN3893
WN3893
----
13:25
----
13:25
----
----
----
WN1035
WN3893
WN3893
----
14:20
----
14:20
----
----
----
WN3334
WN2199
WN2199
14:30
----
----
----
14:30
----
14:30
WN2985
WN1543
WN1543
14:35
----
----
----
14:35
----
14:35
WN3710
WN2199
WN2199
14:40
----
----
----
14:40
----
14:40
WN3899
WN2199
WN2199
14:45
----
----
----
14:45
----
14:45
WN1158
WN3893
WN3893
----
----
----
----
----
15:00
----
WN1351
WN2782
WN2782
----
----
----
----
----
15:10
----
WN651
WN2782
WN2782
----
----
15:15
----
----
----
----
WN988
WN1543
WN1543
----
15:45
----
15:45
----
----
----
WN972
WN2782
WN2782
----
16:20
----
16:20
----
----
----
The timetable & schedule information was updated at 2025-01-15
Via Detroit with Delta Air Lines
-
Total flight time: 3h 59m - 6h 17m.
-
Sky Team Alliance
-
7 flights per week
MDW
Via DTW
JAX
W8, Feb 17 - Feb 23
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
DL1285
DL2923
DL2923
06:00
06:00
06:00
06:00
06:00
06:00
06:00
DL1063
DL2627
DL2627
10:57
10:57
10:57
10:57
10:57
----
10:57
DL1063
DL2720
DL2720
10:57
10:57
10:57
10:57
10:57
11:01
10:57
DL1063
DL1096
DL1096
----
----
----
----
----
11:01
----
DL2417
DL2627
DL2627
12:44
12:44
12:44
12:44
12:44
----
12:44
DL2417
DL2331
DL2331
12:44
12:44
12:44
12:44
12:44
----
12:44
DL1739
DL2265
DL2265
----
----
----
----
----
15:41
----
DL1739
DL2276
DL2276
17:05
17:05
17:05
17:05
17:05
----
17:05
DL1739
DL1001
DL1001
17:05
17:05
17:05
17:05
17:05
----
17:05
The timetable & schedule information was updated at 2025-01-15