Direct (non-stop) flights from Chicago to Pensacola

All flight schedules from Chicago Midway International , Illinois , USA to Pensacola Rgnl , Florida , USA. This route is operated by Southwest Airlines and the flight time is 2 hours and 15 minutes. The distance is 786 miles.

Monthly schedule
Week schedules
Airlines
Aircrafts
Price search
MDW Chicago Midway International
USA
Chicago , IL , USA
PNS Pensacola Rgnl
USA
Pensacola , FL , USA
CHANGE DIRECTION
Flight time
2h 15m
Flight distance
786mi, 1265km
Flights from Chicago to Pensacola route map
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USA
USA
MDW
Chicago , IL
aircraft image
USA
USA
PNS
Pensacola , FL
Distance
786 miles · (1265 km)
CHANGE DIRECTION
Flight time
2 hours and 15 minutes

Airlines with direct flights from Chicago (MDW) to Pensacola (PNS)

  • Southwest Airlines
    S
    M
    T
    W
    T
    F
    S
    Begins in 2027-03-11
    Low-cost airline
    1–2 daily flights
FLIGHTS WITH STOPS
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MDW PNS
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MONTHLY
WN
WEEKLY

Chicago (MDW) to Pensacola (PNS) flight schedule

The monthly calendar shows every direct flight departure from Chicago Midway International (MDW) with all airlines. Click on a date to see a list of flights or search for the best prices.

Southwest

View return flights from PNS to MDW

Southwest Airlines flight schedule from Chicago to Pensacola

All weekly departures with Southwest Airlines. The week calendar shows every flight departure from Chicago (MDW) to Pensacola (PNS). Click on a blue date to see a list of flights.

Week 10 (Mar 8 - Mar 14)
  • Week 10 (Mar 8 - Mar 14)
  • Week 11 (Mar 15 - Mar 21)
  • Week 12 (Mar 22 - Mar 28)
  • Week 13 (Mar 29 - Apr 4)
  • Week 14 (Apr 5 - Apr 11)
Flight
Mon
Mar 8
Tue
Mar 9
Wed
Mar 10
Thu
Mar 11
Fri
Mar 12
Sat
Mar 13
Sun
Mar 14
WN2656
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09:00
09:00
08:50
09:00
WN2730
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18:45
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Flight time
2h 15m

US
Arriving at Pensacola Rgnl (PNS) , Florida

Pensacola Rgnl (PNS) is a mid-sized airport in USA. You can fly to 27 destinations with 7 airlines in scheduled passenger traffic.

Show all flights from PNS

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US
Departing from Chicago Midway (MDW) , Illinois

Chicago Midway International (MDW) is a large airport in USA. You can fly to 97 destinations with 6 airlines in scheduled passenger traffic.

Show all flights from MDW

Airlines with alternative airports from Chicago to Pensacola

The airlines below are departing from or arriving to other airports in the same city or very close.

Frontier Airlines
Chicago O Hare International Pensacola Rgnl
Duration
2 hours and 13 minutes
United
Star Alliance
Chicago O Hare International Pensacola Rgnl
Duration
2 hours and 42 minutes
American Airlines
Oneworld
Chicago O Hare International Pensacola Rgnl
Duration
2 hours and 36 minutes
Spirit
Chicago O Hare International Pensacola Rgnl
Duration
2 hours and 23 minutes
Show detailed flight schedule from ORD to PNS

Chicago - Pensacola flight price statistics

$380
Approximate

The numbers are avarage prices found based on user searches for direct flights between Chicago Midway International and Pensacola Rgnl. Its calculated from the cheapest prices found per month for a round-trip with 1 adult and can vary depending on the amount of data we have for this particular route.

N/A
Jan
N/A
Feb
$307
Mar
$457
Apr
$416
May
$418
Jun
$436
Jul
$435
Aug
$398
Sep
N/A
Oct
N/A
Nov
N/A
Dec

Approximate prices for one round-trip flight from Chicago (MDW) to Pensacola (PNS). Graph is not to scale.

CLICK HERE FOR EXACT PRICES

Type of aircraft(s) on this route

Below is a list of aircraft types we have within our database with flights on this route. You can also see the aircrafts seat capacity together with classes.

Boeing 737-800 (winglets) Passenger/BBJ2
Southwest Airlines
Boeing 737-800 (winglets) Passenger/BBJ2 illustration
Boeing 737-800 (winglets) Passenger/BBJ2 illustration
165 seats
 (All economy)
Boeing 737-700 Passenger (Scimitar Winglets)
Southwest Airlines
137 seats
 (All economy)
ROUTE EXPLORING

Chicago Midway International - all destinations

With FlightsFrom.com’s brilliant search features you can explore all non-stop flights from a specific airport. Simply select your preferred airport to get an overview of every single non-stop flight offered. Click on one of the routes to get information about which airline’s operate the route, when the next scheduled flight is or to filter your search even more.

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Chicago flight map

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Round trip
1 adult
Economy

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Frequently asked questions FAQ

  • The flight between Chicago (MDW) and Pensacola (PNS) typically takes about 2 hour and 15 minute.
  • There is one direct flight between Chicago and Pensacola every week.
  • The flight numbers are WN2656, WN2730 and WN4103.
  • From Chicago you will fly out from Chicago Midway International (MDW) and you will be landing at Pensacola Rgnl (PNS).
  • Boeing 737 flies this route operated by Southwest.
  • Southwest have non-stop flights to Pensacola.
VIEW IN
MAP EXPLORER Flights from Chicago to Pensacola route map
Non-stop flights from MDW to PNS
786 miles (1265 km) · 2 hours and 15 minutes
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Popular routes from Chicago

Southwest Airlines Southwest Airlines routes

Chicago (MDW) - Phoenix (PHX)

US

Chicago (MDW) - New York (LGA)

US

Chicago (MDW) - Orlando (MCO)

US

Chicago (MDW) - Dallas (DAL)

US

Chicago (MDW) - Washington (DCA)

US

For more destinations from Chicago with Southwest Airlines (WN), check out the Southwest Airlines route map .

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