Skip to main content
Beginning of main content

Cheap Flights from Chicago to Pensacola $177.04

Search over 321,000 hotels worldwide and 400 airlines worldwide.
Secure incredible value with Expedia’s Price Guarantee
No Expedia cancellation fee to change or cancel almost any hotel reservation.

Cheapest Flights from Chicago to Pensacola (MDW to PNS)

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Interesting Facts About Flights from Chicago to Pensacola (MDW to PNS)

Question : What day in the next four weeks has the best fares?
Answer : Since low prices are preferred, look at February 13th. As of January 16th, the cheapest ticket sales are coming in 41% below the average price for this route, so you can spend that extra cash on an adventure rather than the flight.

Question : Do travelers from Chicago typically stay in Pensacola for very long?
Answer : Over the next two months, travelers from MDW to PNS are planning on staying for six days on average.

Question : Will you do what it takes to get the absolute cheapest flight?
Answer : In February, Sunday is your lowest-cost day to fly. Flexibility is paramount when booking travel plans in order to keep costs down.

Question : Are prices changing frequently for this route?
Answer : Prices for MDW to PNS do change much more than most. The further out you book a route, the more likely you are to save.

Question : How often is the Chicago Midway International Airport (MDW) to Pensacola International Airport (PNS) route on schedule?
Answer : Ranking in the top half of all routes worldwide, passengers from MDW to PNS are arriving on-schedule 95% of the time. When there is a delay, it averages less than 10 minutes.