Pensacola Airport (PNS) Flights to Chicago Airport (MDW)
We've found the cheapest flights to Chicago
One-way from £245.92
As flights from Pensacola International to Midway are in low demand, many airliners do not offer a direct flight. There is in fact only one airliner who you can fly with which is Southwest Airlines. The official airport code for Pensacola International is PNS and for Midway it is MDW.
The most expensive flight prices are typically at weekends and daytime flights. If you know the dates you wish to travel then book you flights as soon as you can. The earlier you book your lights the cheaper they will be. You can get saving of up to 50% of you book 2 or 3 months in advance! We advise all our viewers to book well in advance. This way you will get the low priced tickets available.
If you plan on flying to Midway Airport (MDW) from Pensacola International Airport (PNS) you can pre-arrange your long or short term parking at Pensacola International Airport (PNS).
If you are renting a car at Midway Airport (MDW) it is recommended to fill up the fuel tank before returning the vehicle at the nearest fuel station to Midway Airport (MDW) in order to avoid incurring additional costs. *Please check your rental agreement to understand the fuel policy for your vehicle.
Organise and book your choice of transport to Pensacola International Airport (PNS):
- Private Transfers to Pensacola International Airport (PNS)
- Buses to Pensacola International Airport (PNS)
- Taxis to Pensacola International Airport (PNS)
- Train Services to/near Pensacola International Airport (PNS)
Ensure your arrival at Midway Airport (MDW) is as stress-free as possible by pre-booking your onward transport - booking early may also save you money:
- Compare car rental at Midway Airport (MDW)
- Private transfers at Midway Airport (MDW)
- Buses from Midway Airport (MDW)
- Taxis from Midway Airport (MDW)
- Train services at or near Midway Airport (MDW)
You can also research and pre-book a hotel near Midway Airport (MDW)
The table below displays the numbers of daily flights from Pensacola International (PNS) to Midway (MDW) and the relevant airlines that fly.

Airliner | Mo | Tu | We | Th | Fr | Sa | Su | First Flight | Last Flight | Flights |
---|---|---|---|---|---|---|---|---|---|---|
Southwest Airlines | 1 | 0 | 0 | 1 | 1 | 1 | 1 | 09:40 | 13:30 | VIEW FLIGHTS |
Southwest Airlines offer the highest number of flights for this route with departures times between 09:40 and 13:30.
If you wish to book your flight with Southwest Airlines then we advise you book direct from their website at www.southwest.com/?ref=southwestairlines.com. The best discounts can only be obtained from their website.
The flight time for the selected route vary based on the month you will travel, but below we has summarised the most common times they will fly. We recommend you only take these times as guidance and check with appropriate airline for the exact times for the date you depart.

Day | Flight Times | Flights | ||||
---|---|---|---|---|---|---|
Monday | 13:30
| VIEW FLIGHTS | ||||
Thursday | 13:30
| VIEW FLIGHTS | ||||
Friday | 13:30
| VIEW FLIGHTS | ||||
Saturday | 14:45
| VIEW FLIGHTS | ||||
Sunday | 09:40
| VIEW FLIGHTS |
Instead of flying from Pensacola International you could consider a few airports that are close by. Please see that table below of alternative routes.

Route | Stops | Distance | Flying Time |
---|---|---|---|
Panama City to Chicago Midway | 0 | 2 Hours 19 Minutes | |
Gulfport to Chicago Midway | 0 | 2 Hours 18 Minutes | |
Montgomery Dannelly Fld to Chicago Midway | 0 | 2 Hours 4 Minutes | |
Destin to Chicago Midway | 0 | 2 Hours 18 Minutes | |
Valparaiso Eglin AFB to Chicago Midway | 0 | 2 Hours 18 Minutes |
Before you book your flights make sure you your passport is valid and preferably has at least 6 months or more left before it expires. To renew your passport it can take several weeks to renew and with many airliners flights are not refundable.
Looking for the best hire car deals?
Search for a cheap rental vehicle at PNS
Flight Price FAQ - Pensacola (PNS) to Chicago (MDW)
Compare Flight Prices from PNS to MDW

Was your flight delayed or cancelled?
You may be eligible to receive up to 600 EUR compensation per person in your party.
Claim Now!Flight Info FAQ - Pensacola (PNS) to Chicago (MDW)
Alternative Airports in United States with Connections from Pensacola Airport
- airplanemode_active Pensacola Airport to Atlanta 60 flights per week
- airplanemode_active Pensacola Airport to Dallas Fort Worth International 37 flights per week
- airplanemode_active Pensacola Airport to Miami International 20 flights per week
- airplanemode_active Pensacola Airport to Nashville 17 flights per week
- airplanemode_active Pensacola Airport to Washington Ronald Reagan Washington National 15 flights per week
- airplanemode_active Pensacola Airport to Denver International 10 flights per week
- airplanemode_active Pensacola Airport to Houston William P Hobby 8 flights per week
- airplanemode_active Pensacola Airport to St Louis Lambert St Louis International 7 flights per week
- airplanemode_active Pensacola Airport to Kansas City International 5 flights per week
- airplanemode_active Pensacola Airport to Detroit 4 flights per week
- airplanemode_active Pensacola Airport to Greensboro 2 flights per week
- airplanemode_active Pensacola Airport to Fletcher 1 flights per week
- airplanemode_active Pensacola Airport to Akron canton Regional 1 flights per week
- airplanemode_active Pensacola Airport to Fort Smith Regional 1 flights per week
- airplanemode_active Pensacola Airport to Sheffield 1 flights per week
- airplanemode_active Pensacola Airport to Atlanta Dekalb Peachtree 1 flights per week
- airplanemode_active Pensacola Airport to Panama City 1 flights per week
- airplanemode_active Pensacola Airport to Charlotte Douglas 46 flights per week
- airplanemode_active Pensacola Airport to Houston 33 flights per week
- airplanemode_active Pensacola Airport to Orlando International 18 flights per week
- airplanemode_active Pensacola Airport to Tampa 16 flights per week
- airplanemode_active Pensacola Airport to Dallas Love Field 10 flights per week
- airplanemode_active Pensacola Airport to Chicago OHare International 10 flights per week
- airplanemode_active Pensacola Airport to New York La Guardia 7 flights per week
- airplanemode_active Pensacola Airport to Fort Lauderdale hollywood International 6 flights per week
- airplanemode_active Pensacola Airport to Tallahassee 5 flights per week
- airplanemode_active Pensacola Airport to Birmingham 2 flights per week
- airplanemode_active Pensacola Airport to Sarasota 2 flights per week
- airplanemode_active Pensacola Airport to Baton Rouge Ryan 1 flights per week
- airplanemode_active Pensacola Airport to Fort Myers Page Field 1 flights per week
- airplanemode_active Pensacola Airport to Milwaukee General Mitchell International 1 flights per week
- airplanemode_active Pensacola Airport to Omaha 1 flights per week
- airplanemode_active Pensacola Airport to Rochester International 1 flights per week
Looking for the best car hire deals?
Search for a cheap rental vehicle in Pensacola
Useful Information about Pensacola Airport

See all the airport lounges, locations and opening times available at Pensacola Airport
View...
See all bars and restaurants at Pensacola Airport, including locations and if they are before or after check-in
View...
See all shops available at Pensacola Airport - plan your duty free shopping in advance
View...
Things to see and do in and around Pensacola, Florida in the United States of America
View...