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Midway International Airport to Pensacola International Airport flight
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Cheap Flights from Midway International Airport to Pensacola International Airport

Search for flights from Chicago to Pensacola. Find affordable one-way or round-trip flights.

  • One way
  • Round-trip
sortSort by: Lowest Price
  • Sort by: Lowest Price
  • Sort by: Earliest Flight
      • MDW05:30
        11h 25m
        1 stop
        PNS16:55
        Chicago - Pensacola|Tue, Apr 30|Frontier Airlines
        US$67US$143
        53% OFF
        53% OFF
        US$143US$67
      • MDW05:51
        15h 22m
        1 stop
        PNS21:13
        Chicago - Pensacola|Tue, Jun 25|Frontier Airlines
        US$83US$143
        42% OFF
        42% OFF
        US$143US$83
      • MDW22:53
        18h 34m
        1 stop
        PNS17:27
        Chicago - Pensacola|Thu, May 2|Frontier Airlines
        US$93US$143
        35% OFF
        35% OFF
        US$143US$93
      • MDW06:00
        10h 55m
        1 stop
        PNS16:55
        Chicago - Pensacola|Tue, May 21|Frontier Airlines
        US$94
        US$94
      • MDW05:30
        14h 40m
        1 stop
        PNS20:10
        Chicago - Pensacola|Mon, Apr 29|Frontier Airlines
        US$94
        US$94
      • MDW05:30
        14h 40m
        1 stop
        PNS20:10
        Chicago - Pensacola|Mon, May 6|Frontier Airlines
        US$97
        US$97
      • MDW10:30
        10h 23m
        1 stop
        PNS20:53
        Chicago - Pensacola|Sat, May 11|Frontier Airlines
        US$99
        US$99
      • MDW05:30
        11h 57m
        1 stop
        PNS17:27
        Chicago - Pensacola|Fri, May 3|Frontier Airlines
        US$104
        US$104
      • MDW05:30
        13h 16m
        1 stop
        PNS18:46
        Chicago - Pensacola|Wed, May 15|Frontier Airlines
        US$108
        US$108
      • MDW05:30
        11h 57m
        1 stop
        PNS17:27
        Chicago - Pensacola|Fri, May 10|Frontier Airlines
        US$109
        US$109
      • MDW13:00
        3h 5m
        Direct
        PNS14:00
        Chicago - Pensacola|Sat, May 4|Frontier Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Selected Airlines from Midway International Airport to Pensacola International Airport

View airlines operating flights from Chicago to Pensacola. Compare prices and find the airline that meets your travel needs to enjoy a comfortable journey.

Frontier Airlines
From US$67
Delta Air Lines
From US$136
Southwest Airlines
From US$153
ANA airlines
Find more flights and airlines

Find Cheaper Flights from Chicago to Pensacola

Explore other flights from Chicago to Pensacola. Find the best alternative flight.

  • Cheapest
    Frontier Airlines
    ORD
    18:27
    23h 0m
    1 transfer
    PNS
    17:27
    O'Hare International Airport - Pensacola International Airport
    Thu, May 2Frontier Airlines
    US$57
  • Frontier Airlines
    ORD
    18:27
    23h 0m
    1 transfer
    PNS
    17:27
    O'Hare International Airport - Pensacola International Airport
    Thu, May 2Frontier Airlines
    US$57
    Find More Flights
Flight Schedule from Midway International Airport to Pensacola International Airport

Check on the flight schedule from Chicago to Pensacola to find the flight that matches your travel plan.

Flight info.
Departure
Arrival
Weekly Schedule

  1. F92209

    Frontier Airlines

    05:10

    MDW

    2.7h

    06:53

    DEN

    SMTWTFS
    Search

  2. F92454

    Frontier Airlines

    16:09

    DEN

    3.1h

    20:14

    PNS

    SMT-TF-

  3. F92209

    Frontier Airlines

    05:10

    MDW

    2.7h

    06:53

    DEN

    SMTWTFS
    Search

  4. F94450

    Frontier Airlines

    17:37

    DEN

    2.9h

    21:30

    PNS

    ---W--S

  5. WN270

    Southwest Airlines

    05:35

    MDW

    1.4h

    07:00

    BNA

    SMTWTFS
    Search

  6. WN3944

    Southwest Airlines

    07:45

    BNA

    1.3h

    09:05

    PNS

    SMTWTFS

  7. DL1260

    Delta Air Lines

    06:00

    MDW

    1.9h

    08:56

    ATL

    SMTWTFS
    Search

  8. DL1616

    Delta Air Lines

    10:35

    ATL

    1.2h

    10:48

    PNS

    SMTWTFS

  9. WN692

    Southwest Airlines

    11:50

    MDW

    1.4h

    13:15

    BNA

    S--WT--
    Search

  10. WN3945

    Southwest Airlines

    15:10

    BNA

    1.3h

    16:30

    PNS

    SMTWT--

  11. WN3207

    Southwest Airlines

    15:00

    MDW

    1.4h

    16:25

    BNA

    SMTWT-S
    Search

  12. WN1747

    Southwest Airlines

    20:25

    BNA

    1.3h

    21:45

    PNS

    SMTWTF-

  13. DL2719

    Delta Air Lines

    15:49

    MDW

    1.9h

    18:43

    ATL

    SMTWTFS
    Search

  14. DL1268

    Delta Air Lines

    20:55

    ATL

    1.1h

    21:04

    PNS

    SMTWT-S

  15. F92999

    Frontier Airlines

    16:00

    MDW

    2.5h

    18:30

    DFW

    SMTWTFS
    Search

  16. AA2002

    American Airlines

    12:34

    DFW

    1.8h

    14:23

    PNS

    SMTWTFS

  17. F92999

    Frontier Airlines

    16:00

    MDW

    2.5h

    18:30

    DFW

    SMTWTFS
    Search

  18. AA474

    American Airlines

    21:49

    DFW

    1.7h

    23:30

    PNS

    SMTWTFS

  19. F92945

    Frontier Airlines

    22:13

    MDW

    2.7h

    23:56

    DEN

    -M-W--S
    Search

  20. F92454

    Frontier Airlines

    16:09

    DEN

    3.1h

    20:14

    PNS

    SMT-TF-
Find more flights and airlines

Midway International Airport to Pensacola International Airport Flights Info

Flight distance1,260.22km
Cheapest one-way ticket price$66
Cheapest return ticket price$114

FAQs for Midway International Airport to Pensacola International Airport Flights

  • How long is a flight from Midway International Airport to Pensacola International Airport?

    It takes around 2 hours 10 minutes to fly from Midway International Airport (MDW) to Pensacola International Airport (PNS).

  • How many daily flights are there from Midway International Airport (MDW) to Pensacola International Airport (PNS)?

    There are around 1 daily flights from Midway International Airport (MDW) to Pensacola International Airport (PNS).

  • When are flight tickets from Midway International Airport (MDW) to Pensacola International Airport (PNS) the cheapest?

    Tickets cost around $133 in March, making it the cheapest month to book. Midway International Airport (MDW) to Pensacola International Airport (PNS) is a popular route, so don't forget to book your tickets in advance.

  • When are flight tickets from Midway International Airport (MDW) to Pensacola International Airport (PNS) most expensive?

    The route from Midway International Airport (MDW) to Pensacola International Airport (PNS) is quite popular. Without considering departure times or holidays, tickets cost around $133 in March, the most expensive month to book this route.

  • What time does the earliest flight from Midway International Airport to Pensacola International Airport depart?

    The earliest flight departs from Midway International Airport (MDW) at 09:55 and arrives in Pensacola International Airport (PNS) at 12:00.

  • What is the transportation method from the main airport to downtown in Pensacola?

    • The distance from Pensacola International Airport to downtown is about 6km. It takes about 20 minutes by taxi.

  • What's the closest airport to Pensacola International Airport (PNS)?

    The closest airport to Pensacola International Airport (PNS) is Mobile Downtown Airport. The distance is around 86km.

  • Which airline operates the most direct flights from Midway International Airport (MDW) to Pensacola International Airport (PNS)?

    Southwest Airlines is a very popular airline operating an average of 18 flights per month.

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