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Route

Pensacola → Chicago

PNSPensacolaPensacola International Airport
MDWChicagoChicago Midway International Airport
Distance
782 mi
Estimated flight time
~2h 5m

Same local time in Pensacola and Chicago.

Observed nonstop

View the reverse route

How often does this route fly?

Frequency

Daily at most

On average around 1 flights a day, observed from October 2025 to September 2026.

1
flights per day
1
busiest month · Dec
1 hr 50 min
measured flight time
7 / 12
months seen

Through the year

Per day, month by month

  1. –Jan2026
  2. –Feb
  3. 1Mar
  4. 1Apr
  5. 1May
  6. 1Jun
  7. 1Jul
  8. 1Aug
  9. –Sep
  10. –Oct2025
  11. –Nov
  12. 1Dec

In September 2026 we saw less traffic at Pensacola in general than usual; compare that month with care.

Airlines

Who flies it

Southwest Airlinesspring

Through the day

Departure times

Local time in Pensacola. Most departures between 15:00 and 18:00.

  1. 00:00
  2. 01:00
  3. 02:00
  4. 03:00
  5. 04:00
  6. 05:00
  7. 06:00
  8. 07:00
  9. 08:00
  10. 09:00
  11. 10:00
  12. 11:00
  13. 12:00
  14. 13:00
  15. 14:00
  16. 15:00
  17. 16:00
  18. 17:00
  19. 18:00
  20. 19:00
  21. 20:00
  22. 21:00
  23. 22:00
  24. 23:00

Through the week

By weekday

  1. 0.2Mon
  2. 0.1Tue
  3. 0.1Wed
  4. 0.2Thu
  5. 0.2Fri
  6. 0.3Sat
  7. 0.3Sun

Fleet

Aircraft observed

  1. Boeing 737-700B73735%
  2. Boeing 737 MAX 8B38M32%
  3. Boeing 737-800B73819%
  4. Cessna Citation LongitudeC7004%
  5. H25B3%
All the numbers in a table
MonthPer daySeenAirlines
January 2026Not seen in this month.
February 2026Not seen in this month.
March 2026120
  • Southwest Airlines19×
April 2026111
  • Southwest Airlines10×
May 2026110
  • Southwest Airlines9×
June 2026111
  • Southwest Airlines10×
July 2026122
  • Southwest Airlines19×
August 202612
  • Southwest Airlines1×
September 2026Not seen in this month.
October 2025Not seen in this month.
November 2025Not seen in this month.
December 202512–

    Airlines observed on this route

    From observed callsign routes on PNS-MDW - not a booking guarantee.

    Southwest Airlines

    WN · SWA

    Hub: DEN Denver

    117 departure airportsView airline →

    About this route

    • Domestic route: both airports are in the same country.
    • The 10th longest observed direct route from PNS, out of 38.
    • The opposite direction has also been observed as a direct connection.
    • Direct destinations observed from Pensacola: 38.
    • Direct destinations observed from Chicago: 108.

    The airports on this route

    Pensacola International Airport

    Pensacola, United StatesPNS / KPNS

    Regional airport · 38 direct destinations · 2 runways · longest runway 7,005 ft

    74 °F · RainSource: METAR observation via the NOAA Aviation Weather Center

    Airport pageAll direct destinations

    Chicago Midway International Airport

    Chicago, United StatesMDW / KMDW

    Major airport · 108 direct destinations · 4 runways · longest runway 6,522 ft

    55 °F · CloudySource: METAR observation via the NOAA Aviation Weather Center

    Airport pageAll direct destinations

    Alternative airports for this journey

    Same journey, a different airport nearby - with an observed direct connection.

    PNS ORDChicago O'Hare International AirportChicago is about 16 mi from Chicago.View route →VPS MDWDestin-Fort Walton Beach AirportValparaiso is about 40 mi from Pensacola.View route →ECP MDWNorthwest Florida Beaches International AirportPanama City Beach is about 83 mi from Pensacola.View route →

    About the route from Pensacola to Chicago

    The observed direct connection between Pensacola International Airport (PNS) and Chicago Midway International Airport (MDW) covers approximately 782 mi. The estimated flight time is around 2h 5m. Southwest Airlines has been observed on this connection in the available route data.

    Frequently asked questions about this route

    How far is Pensacola from Chicago by air?
    The great-circle distance between Pensacola International Airport and Chicago Midway International Airport is approximately 782 mi.
    How long is the flight from Pensacola to Chicago?
    Based on the distance, the estimated flight time is about 2h 5m. This is an estimate, not a schedule.
    Is there a direct connection from Pensacola to Chicago?
    Yes, a direct connection between PNS and MDW has been observed in our route data.
    Which airlines have been observed on this route?
    In the available route data: Southwest Airlines.
    How often is there a flight from Pensacola to Chicago?
    On average around 1 flights a day, measured over twelve months (October 2025 to September 2026) in the flight archive, with 78 observed flights. Mainly Southwest Airlines. That is an observation, not a timetable.
    What is the current time difference between Pensacola and Chicago?
    Same local time in Pensacola and Chicago.

    Where this data comes from

    The route data comes from the flight archive (ADS-B, adsb.lol): which connections actually flew over the last twelve full months and who flew them, combined with our own airport, runway, and airline datasets. It is reference data about observed routes - not a current timetable and no claim about bookability.

    The frequency and aircraft on this page come from the flight archive (ADS-B, 12 months, October 2025 to September 2026), summarized per route per month. We do not see every flight, so it is a floor, not a count.

    Route data updated on October 11, 2026.