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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From $177 / RT details

Book your flight now with Cheapoair.com and save!

Cheap Pensacola airfares from $177/RT are provided by Cheapoair.com. Outbound flight is leaving on 05/25/2024, 05:56 pm from Chicago O`hare (ORD) airport and arrives at Pensacola Regional (PNS) at 03:08 pm. The flight time is 21 hours and 12 minutes. The Returning flight departes on 06/05/2024, 05:49 pm (other return dates are also available). Date posted: 09 Apr 2024

Price evolution for flights From Chicago To Pensacola

Price overview for flights from Chicago to Pensacola

Recent Deals on Flights from Chicago to Pensacola:Roundtrip / Oneway

  • $177Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Pensacola, FL (PNS)05/25/202405:56 pm
    Pensacola, FL (PNS)Chicago, IL (ORD)06/05/202405:49 pm
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  • $191Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Pensacola, FL (PNS)05/25/202405:00 am
    Pensacola, FL (PNS)Chicago, IL (ORD)06/05/202405:49 pm
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  • $239Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)Pensacola, FL (PNS)06/27/202410:41 pm
    Pensacola, FL (PNS)Chicago, IL (MDW)07/04/202406:59 pm
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  • $282Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)Pensacola, FL (PNS)06/27/202410:41 pm
    Pensacola, FL (PNS)Chicago, IL (MDW)07/04/202406:36 pm
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  • $336Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Pensacola, FL (PNS)06/27/202406:40 pm
    Pensacola, FL (PNS)Chicago, IL (ORD)07/04/202406:59 pm
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  • $85Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)Pensacola, FL (PNS)06/18/202410:16 pm
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  • $86Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)Pensacola, FL (PNS)06/06/202405:01 am
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  • $94Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Pensacola, FL (PNS)06/06/202406:54 am
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  • $103Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Pensacola, FL (PNS)05/31/202405:23 pm
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  • $127Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Pensacola, FL (PNS)06/18/202407:00 am
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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 [...]
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