July can be a great time to fly to Chicago Midway Airport from Pensacola with a flight ticket averaging about $348. Cheapflights users have found deals in the month of July for as cheap as $123. The most expensive prices can be found in the month of April.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Pensacola to Chicago Midway Airport as you normally would.
Find a great deal and save up to 66% by booking at least 51 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Pensacola to Chicago Midway Airport within the next two weeks, with the cheapest ticket starting at $364.