Direct (non-stop) flights from Pensacola to Chicago

All flight schedules from Pensacola Rgnl , Florida , USA to Chicago Midway International , Illinois , USA. This route is operated by Southwest Airlines and the flight time is 2 hours and 20 minutes. The distance is 786 miles.

Monthly schedule
Week schedules
Airlines
Aircrafts
Price search
PNS Pensacola Rgnl
USA
Pensacola , FL , USA
MDW Chicago Midway International
USA
Chicago , IL , USA
CHANGE DIRECTION
Flight time
2h 20m
Flight distance
786mi, 1265km
Flights from Pensacola to Chicago route map
VIEW LARGER MAP
USA
USA
PNS
Pensacola , FL
aircraft image
USA
USA
MDW
Chicago , IL
Distance
786 miles · (1265 km)
CHANGE DIRECTION
Flight time
2 hours and 20 minutes

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

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

Pensacola (PNS) to Chicago (MDW) flight schedule

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

Southwest

View return flights from MDW to PNS

Southwest Airlines flight schedule from Pensacola to Chicago

All weekly departures with Southwest Airlines. The week calendar shows every flight departure from Pensacola (PNS) to Chicago (MDW). 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
WN4160
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06:00
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WN1436
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16:25
16:25
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16:40
WN1264
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18:10
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Flight time
2h 15m - 2h 20m

US
Arriving at 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

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Departing from 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

Airlines with alternative airports from Pensacola to Chicago

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

Frontier Airlines
Pensacola Rgnl Chicago O Hare International
Duration
2 hours and 28 minutes
United
Star Alliance
Pensacola Rgnl Chicago O Hare International
Duration
3 hours and 01 minute
American Airlines
Oneworld
Pensacola Rgnl Chicago O Hare International
Duration
2 hours and 57 minutes
Spirit
Pensacola Rgnl Chicago O Hare International
Duration
2 hours and 36 minutes
Show detailed flight schedule from PNS to ORD

Pensacola - Chicago flight price statistics

$390
Approximate

The numbers are avarage prices found based on user searches for direct flights between Pensacola Rgnl and Chicago Midway International. 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
$313
Mar
$416
Apr
N/A
May
$438
Jun
$437
Jul
$605
Aug
$330
Sep
N/A
Oct
N/A
Nov
N/A
Dec

Approximate prices for one round-trip flight from Pensacola (PNS) to Chicago (MDW). 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)
Boeing 737MAX 8 Passenger
Southwest Airlines
Boeing 737MAX 8 Passenger illustration
Boeing 737MAX 8 Passenger illustration
175 seats
 (All economy)
ROUTE EXPLORING

Pensacola Rgnl - 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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Pensacola flight map

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Round trip
1 adult
Economy

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Frequently asked questions FAQ

  • The flight between Pensacola (PNS) and Chicago (MDW) typically takes about 2 hour and 20 minute.
  • The flight numbers are WN1264, WN1436 and WN4160.
  • From Pensacola you will fly out from Pensacola Rgnl (PNS) and you will be landing at Chicago Midway International (MDW).
  • Boeing 737 flies this route operated by Southwest.
  • Southwest have non-stop flights to Chicago.
VIEW IN
MAP EXPLORER Flights from Pensacola to Chicago route map
Non-stop flights from PNS to MDW
786 miles (1265 km) · 2 hours and 20 minutes
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Popular routes from Pensacola

Southwest Airlines Southwest Airlines routes

Pensacola (PNS) - Nashville (BNA)

US

Pensacola (PNS) - Dallas (DAL)

US

Pensacola (PNS) - Houston (HOU)

US

Pensacola (PNS) - Saint Louis (STL)

US

Pensacola (PNS) - Denver (DEN)

US

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

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