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 5 minutes.

Choose airline

Schedules

Non-stop with Southwest Airlines

  • Total flight time: 2 hours and 5 minutes
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 7 flights per week
  • Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
MDW
Direct
PNS

The timetable & schedule information was updated at 2024-03-15

Via Atlanta with Delta Air Lines

  • Total flight time: 3h 40m - 6h 08m.
  • Sky Team Alliance
  • 30 flights per week
MDW
 
Via ATL
 
PNS
 
Flight
Mon
Jun 10
Tue
Jun 11
Wed
Jun 12
Thu
Jun 13
Fri
Jun 14
Sat
Jun 15
Sun
Jun 16
DL1285
DL3198
06:00
06:00
06:00
06:00
06:00
06:00
06:00
DL1063
DL2211
10:41
10:41
10:41
10:41
10:41
10:41
10:41
DL2417
DL2211
12:45
12:45
12:45
12:45
12:45
12:45
12:45
DL2417
DL3059
12:45
12:45
12:45
12:45
12:45
12:45
12:45
DL1739
DL1473
15:45
15:45
15:45
15:45
15:45
15:45
15:45
DL1739
DL3021
15:45
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----
15:45
15:45
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15:45
DL2307
DL3086
18:49
18:49
18:49
18:49
18:49
----
18:49
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - PNS

The timetable & schedule information was updated at 2024-03-15

Via Nashville with Southwest Airlines

  • Total flight time: 3h 20m - 7h 05m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 22 flights per week
  • Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
MDW
 
Via BNA
 
PNS
 
Flight
Mon
Jun 10
Tue
Jun 11
Wed
Jun 12
Thu
Jun 13
Fri
Jun 14
Sat
Jun 15
Sun
Jun 16
WN2638
WN3606
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05:20
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WN2638
WN712
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05:25
WN2638
WN2232
05:30
05:40
05:40
05:30
05:30
----
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WN868
WN4675
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----
----
05:50
05:50
WN1906
WN4893
06:05
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----
06:05
06:05
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WN704
WN4893
07:30
08:00
08:00
07:30
07:30
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09:15
WN1467
WN4675
----
08:55
08:55
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WN4669
WN2360
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09:35
WN1687
WN2360
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09:35
WN3545
WN4893
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10:40
WN360
WN4893
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11:20
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WN3053
WN4675
11:35
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11:35
11:35
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WN4575
WN3513
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12:20
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WN2389
WN2360
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13:15
WN4162
WN994
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13:55
13:55
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WN803
WN3513
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----
----
----
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15:15
WN4162
WN2118
16:35
----
----
16:35
16:35
----
----
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - PNS

The timetable & schedule information was updated at 2024-03-15

Via Saint Louis with Southwest Airlines

  • Total flight time: 3h 25m - 5h 50m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 2 flights per week
  • Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
MDW
 
Via STL
 
PNS
 
Flight
Mon
Jun 10
Tue
Jun 11
Wed
Jun 12
Thu
Jun 13
Fri
Jun 14
Sat
Jun 15
Sun
Jun 16
WN2638
WN3606
----
----
----
----
----
05:20
----
WN2638
WN712
----
----
----
----
----
----
05:25
WN2638
WN2232
05:30
05:40
05:40
05:30
05:30
----
----
WN868
WN4675
----
----
----
----
----
05:50
05:50
WN1906
WN4893
06:05
----
----
06:05
06:05
----
----
WN704
WN4893
07:30
08:00
08:00
07:30
07:30
----
09:15
WN1467
WN4675
----
08:55
08:55
----
----
----
----
WN4669
WN2360
----
----
----
----
----
----
09:35
WN1687
WN2360
----
----
----
----
----
----
09:35
WN3545
WN4893
----
----
----
----
----
----
10:40
WN360
WN4893
----
----
----
----
----
11:20
----
WN3053
WN4675
11:35
----
----
11:35
11:35
----
----
WN4575
WN3513
----
----
----
----
----
12:20
----
WN2389
WN2360
----
----
----
----
----
----
13:15
WN4162
WN994
----
13:55
13:55
----
----
----
----
WN803
WN3513
----
----
----
----
----
----
15:15
WN4162
WN2118
16:35
----
----
16:35
16:35
----
----
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - PNS

The timetable & schedule information was updated at 2024-03-15

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).
  • 1 flights per week
  • Boeing 737-700 (winglets) Passenger/BBJ1
    Boeing 737-800 (winglets) Passenger/BBJ2
MDW
 
Via MCI
 
PNS
 
Flight
Mon
Jun 10
Tue
Jun 11
Wed
Jun 12
Thu
Jun 13
Fri
Jun 14
Sat
Jun 15
Sun
Jun 16
WN2638
WN3606
----
----
----
----
----
05:20
----
WN2638
WN712
----
----
----
----
----
----
05:25
WN2638
WN2232
05:30
05:40
05:40
05:30
05:30
----
----
WN868
WN4675
----
----
----
----
----
05:50
05:50
WN1906
WN4893
06:05
----
----
06:05
06:05
----
----
WN704
WN4893
07:30
08:00
08:00
07:30
07:30
----
09:15
WN1467
WN4675
----
08:55
08:55
----
----
----
----
WN4669
WN2360
----
----
----
----
----
----
09:35
WN1687
WN2360
----
----
----
----
----
----
09:35
WN3545
WN4893
----
----
----
----
----
----
10:40
WN360
WN4893
----
----
----
----
----
11:20
----
WN3053
WN4675
11:35
----
----
11:35
11:35
----
----
WN4575
WN3513
----
----
----
----
----
12:20
----
WN2389
WN2360
----
----
----
----
----
----
13:15
WN4162
WN994
----
13:55
13:55
----
----
----
----
WN803
WN3513
----
----
----
----
----
----
15:15
WN4162
WN2118
16:35
----
----
16:35
16:35
----
----
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - PNS

The timetable & schedule information was updated at 2024-03-15

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