Airlines with flights from Chicago to Jacksonville

There are three 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.

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Schedules

Southwest Airlines

Non-stop with Southwest Airlines

  • Total flight time: 2 hours and 15 minutes
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 13 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
MDW
Direct
JAX
 
Flight
Mon
Aug 3
Tue
Aug 4
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Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
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Aug 9
WN4499
08:40
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WN368
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12:45
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WN444
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13:40
WN3126
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17:55
17:55
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WN4587
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18:45
18:45
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WN2792
19:20
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - JAX

The timetable & schedule information was updated at 2026-04-21

Southwest Airlines

Via Nashville with Southwest Airlines

  • Total flight time: 3h 35m - 7h 20m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 92 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
MDW
 
Via BNA
 
JAX
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN2959
WN541
07:15
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WN2675
WN3420
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07:30
WN1409
WN3420
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07:40
07:40
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WN1775
WN542
07:55
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WN120
WN851
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08:00
08:00
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WN1072
WN743
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08:15
08:15
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WN485
WN1498
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08:50
08:50
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WN442
WN4114
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08:50
WN2675
WN743
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11:00
11:00
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WN2733
WN542
11:20
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WN1704
WN539
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13:00
13:00
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WN1035
WN381
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13:55
WN2677
WN539
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14:40
14:40
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WN2676
WN690
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15:20
15:20
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - JAX

The timetable & schedule information was updated at 2026-04-21

Southwest Airlines

Via Saint Louis with Southwest Airlines

  • Total flight time: 3h 55m - 8h 50m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 25 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
MDW
 
Via STL
 
JAX
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN2837
WN4132
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06:35
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WN2837
WN3071
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08:15
08:15
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07:55
WN2902
WN3933
13:00
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - JAX

The timetable & schedule information was updated at 2026-04-21

Delta Air Lines

Via Atlanta with Delta Air Lines

  • Total flight time: 3h 57m - 6h 15m.
  • Sky Team Alliance
  • 132 flights per week
MDW
 
Via ATL
 
JAX
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
DL1285
DL2923
06:05
06:05
06:05
06:05
06:05
06:05
06:05
DL1063
DL2720
11:05
11:05
11:05
11:05
11:05
10:55
11:05
DL2417
DL2627
12:41
12:41
12:41
12:41
12:41
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12:41
DL1728
DL2276
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17:10
17:10
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DL1728
DL1001
17:10
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17:10
17:10
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17:10
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - JAX

The timetable & schedule information was updated at 2026-04-21

Frontier Airlines

Via Atlanta with Frontier Airlines

  • Total flight time: 4h 16m - 5h 37m.
  • Low-cost airline
  • Chicago is a Frontier Airlines focus city (Operating base).
  • 3 flights per week
MDW
 
Via ATL
 
JAX
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
F92144
F91550
12:04
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12:04
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12:04
11:59
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - JAX

The timetable & schedule information was updated at 2026-04-21

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At Airlineinformation.com you can learn all about the airlines operating around the world together with their destinations and where they operate. You will get a transparent overview of airlines with scheduled flights between any two destinations with non-stop or 1-stop flights regardless of price or availability.
Flight data on this page was last updated on 2026-07-13
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