Cheap flights from Chicago to Pensacola
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Check our current prices for flights from Chicago to Pensacola. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from Chicago to Pensacola, you will need to run a search below.
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Cheap Pensacola airfares from $122/RT are provided by Cheapoair.com. Outbound flight is leaving on 11/08/2023, 08:05 pm from Chicago O`hare (ORD) airport and arrives at Pensacola Regional (PNS) at 08:03 am. The flight time is 11 hours and 58 minutes. The Returning flight departes on 11/14/2023, 02:29 pm (other return dates are also available). Date posted: 20 Sep 2023
Price evolution for flights From Chicago To Pensacola

Recent Deals on Flights from Chicago to Pensacola:Roundtrip / Oneway
- $122
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Pensacola, FL (PNS) 11/08/2023 08:05 pm Pensacola, FL (PNS) Chicago, IL (ORD) 11/14/2023 02:29 pm - $151
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Pensacola, FL (PNS) 10/16/2023 08:05 pm Pensacola, FL (PNS) Chicago, IL (ORD) 10/30/2023 02:48 pm - $168
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Pensacola, FL (PNS) 10/29/2023 08:05 pm Pensacola, FL (PNS) Chicago, IL (ORD) 11/05/2023 08:55 am - $221
Multiple Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Pensacola, FL (PNS) 11/08/2023 08:05 pm Pensacola, FL (PNS) Chicago, IL (ORD) 11/14/2023 07:29 pm - We are sorry but currently there are no oneway offers for flights from Chicago to Pensacola.
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Know what to do when flying to Pensacola?
Pensacola Travel Guide Pensacola abounds with sights, sounds, and things to do. Whether you're a historian or just plain folk, Pensacola is an enjoyable and relaxed city with an array of entertainment choices that's also remarkably well organized for visitors [...]Pensacola History Pensacola is the county-seat of Escambia County, which represents the western extremity of Florida (the closest settlements in Florida are Fort Walton Beach and Valparaiso resorts). Pensacola history is almost as old as the discovery of the New [...]
Pensacola Sightseeing The city of Pensacola is one of the very famous tourist hot spots in the state of Florida, United State of America. Pensacola Sights have become very famous in the last years due to the continuous involvement of the local government in [...]