Airlines with flights from Chicago to Pensacola

There are two airlines with scheduled flights between MDW and PNS. Southwest is the only airline with non-stop flights from Midway International Airport to Pensacola Rgnl and the flight time is 2 hours and 10 minutes.

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Schedules

Southwest Airlines

Non-stop with Southwest Airlines

  • Total flight time: 2 hours and 10 minutes
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 7 flights per week
  • Boeing 737-700 Passenger (Scimitar Winglets)
    Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
MDW
Direct
PNS
 
Flight
Mon
Jun 29
Tue
Jun 30
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Jul 1
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Jul 2
Fri
Jul 3
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Jul 4
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Jul 5
WN189
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07:45
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WN4103
07:45
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07:45
07:45
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WN2732
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08:45
WN1796
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12:55
12:55
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - PNS

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

Southwest Airlines

Via Nashville with Southwest Airlines

  • Total flight time: 3h 35m - 7h 45m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 78 flights per week
  • Boeing 737-700 Passenger (Scimitar Winglets)
    Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
MDW
 
Via BNA
 
PNS
 
Flight
Mon
Jun 29
Tue
Jun 30
Wed
Jul 1
Thu
Jul 2
Fri
Jul 3
Sat
Jul 4
Sun
Jul 5
WN3855
WN647
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06:10
WN1708
WN1426
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07:45
07:45
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WN2959
WN1426
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08:40
08:40
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WN2733
WN1514
11:20
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11:20
11:20
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WN533
WN527
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11:50
WN1421
WN586
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12:45
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WN1538
WN586
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12:50
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WN3869
WN4630
17:05
15:10
15:10
17:05
17:05
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WN3614
WN4630
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16:40
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - PNS

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

Southwest Airlines

Via Saint Louis with Southwest Airlines

  • Total flight time: 3h 35m - 5h 40m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 16 flights per week
  • Boeing 737-700 Passenger (Scimitar Winglets)
    Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
MDW
 
Via STL
 
PNS
 
Flight
Mon
Jun 29
Tue
Jun 30
Wed
Jul 1
Thu
Jul 2
Fri
Jul 3
Sat
Jul 4
Sun
Jul 5
WN1376
WN279
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06:30
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WN2901
WN279
11:00
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11:00
11:00
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WN2902
WN279
13:00
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13:00
13:00
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WN2902
WN2599
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13:10
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - PNS

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

Delta Air Lines

Via Atlanta with Delta Air Lines

  • Total flight time: 3h 47m - 6h 21m.
  • Sky Team Alliance
  • 128 flights per week
MDW
 
Via ATL
 
PNS
 
Flight
Mon
Jun 29
Tue
Jun 30
Wed
Jul 1
Thu
Jul 2
Fri
Jul 3
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Jul 4
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Jul 5
DL1285
DL3198
06:05
06:05
06:05
06:05
06:05
06:05
06:05
DL1063
DL1013
11:05
11:05
11:05
11:05
11:05
10:55
11:05
DL2417
DL2211
12:45
12:45
12:45
12:45
12:45
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12:45
DL2417
DL3021
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16:25
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DL1728
DL3086
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17:11
DL1728
DL2807
17:41
17:41
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DL1728
DL3059
17:41
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17:41
17:41
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - PNS

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

Southwest Airlines

Via Kansas City with Southwest Airlines

  • Total flight time: 4h 05m - 6h 10m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 19 flights per week
  • Boeing 737-700 Passenger (Scimitar Winglets)
    Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
MDW
 
Via MCI
 
PNS
 
Flight
Mon
Jun 29
Tue
Jun 30
Wed
Jul 1
Thu
Jul 2
Fri
Jul 3
Sat
Jul 4
Sun
Jul 5
WN1695
WN3395
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08:00
WN4407
WN2489
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10:05
10:05
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WN3572
WN2489
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12:05
12:05
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----
----
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - PNS

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 2026-06-08
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