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 11/04/2016, 04:50 pm from Chicago Midway (MDW) airport and arrives at Pensacola Regional (PNS) at 08:10 pm. The flight time is 3 hours and 20 minutes. The Returning flight departes on 11/12/2016, 05:40 pm (other return dates are also available). Date posted: 09 Sep 2016

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

  • $341Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)Pensacola, FL (PNS)11/04/201604:50 pm
    Pensacola, FL (PNS)Chicago, IL (MDW)11/12/201605:40 pm
    flyfar.ca check price
  • $342Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)Pensacola, FL (PNS)11/04/201604:50 pm
    Pensacola, FL (PNS)Chicago, IL (MDW)11/12/201605:40 pm
    flightnetwork.com check price
  • $347American Airlines flight American Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Pensacola, FL (PNS)11/04/201603:56 pm
    Pensacola, FL (PNS)Chicago, IL (ORD)11/12/201611:10 am
    faredepot.com check price
  • $373United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Pensacola, FL (PNS)11/04/201611:56 am
    Pensacola, FL (PNS)Chicago, IL (ORD)11/12/201606:15 am
    faredepot.com check price
  • $435Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)Pensacola, FL (PNS)11/03/201604:50 pm
    Pensacola, FL (PNS)Chicago, IL (MDW)11/13/201607:30 am
    flyfar.ca check price
  • $165Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)Pensacola, FL (PNS)10/18/201604:50 pm
    flyfar.ca check price
  • $165Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)Pensacola, FL (PNS)10/22/201603:00 pm
    flyfar.ca check price
  • $166Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)Pensacola, FL (PNS)10/04/201606:00 am
    flightnetwork.com check price
  • $166Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)Pensacola, FL (PNS)10/22/201603:00 pm
    flightnetwork.com check price
  • $166Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)Pensacola, FL (PNS)10/18/201604:50 pm
    flightnetwork.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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