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 $341 / RT details

Book your flight now with FlyFar and save!

Cheap Pensacola airfares from $341/RT are provided by FlyFar. Outbound flight is leaving on 01/23/2018, 05:00 pm from Chicago Midway (MDW) airport and arrives at Pensacola Regional (PNS) at 08:20 pm. The flight time is 3 hours and 20 minutes. The Returning flight departes on 02/14/2018, 07:55 am (other return dates are also available). Date posted: 16 Sep 2017

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

  • $341Major Airline flight Major Airline 
    FromToDepartureTime
    Chicago, IL (MDW)Pensacola, FL (PNS)01/23/201805:00 pm
    Pensacola, FL (PNS)Chicago, IL (MDW)02/14/201807:55 am
    flyfar.ca check price
  • $350Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)Pensacola, FL (PNS)01/23/201805:00 pm
    Pensacola, FL (PNS)Chicago, IL (MDW)02/14/201807:55 am
    flightnetwork.com check price
  • $386United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Pensacola, FL (PNS)03/28/201811:35 am
    Pensacola, FL (PNS)Chicago, IL (ORD)04/04/201802:30 pm
    flighthub.com check price
  • $387United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Pensacola, FL (PNS)02/06/201806:00 am
    Pensacola, FL (PNS)Chicago, IL (ORD)02/14/201806:30 pm
    flighthub.com check price
  • $388United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Pensacola, FL (PNS)03/28/201811:35 am
    Pensacola, FL (PNS)Chicago, IL (ORD)04/10/201810:30 am
    flighthub.com check price
  • $202United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Pensacola, FL (PNS)01/31/201804:00 pm
    flighthub.com check price
  • $204United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Pensacola, FL (PNS)01/15/201810:30 am
    flighthub.com check price
  • $209United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Pensacola, FL (PNS)01/27/201801:55 pm
    flighthub.com check price
  • $218Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Pensacola, FL (PNS)01/31/201807:00 am
    cheapoair.com check price
  • $246Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Pensacola, FL (PNS)01/31/201807:00 am
    flighthub.com check price
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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 [...]
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