Cheap flights from Pensacola to Chicago

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Travel tip: Don't miss to visit The Renaissance Society in Hyde Park.

Check our current prices for flights from Pensacola to Chicago. 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 Pensacola to Chicago, you will need to run a search below.

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From $289 / RT details

Book your flight now with Flightnetwork and save!

Cheap Chicago airfares from $289/RT are provided by Flightnetwork. Outbound flight is leaving on 10/09/2019, 03:20 pm from Pensacola Regional (PNS) airport and arrives at Chicago Midway (MDW) at 08:25 pm. The flight time is 5 hours and 5 minutes. The Returning flight departes on 10/15/2019, 05:35 am (other return dates are also available). Date posted: 12 Aug 2019

Price evolution for flights From Pensacola To Chicago

Price overview for flights from Pensacola to Chicago

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

  • $289Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Pensacola, FL (PNS)Chicago, IL (MDW)10/09/201903:20 pm
    Chicago, IL (MDW)Pensacola, FL (PNS)10/15/201905:35 am
    flightnetwork.com check price
  • $289Major Airline flight Major Airline 
    FromToDepartureTime
    Pensacola, FL (PNS)Chicago, IL (MDW)10/09/201903:20 pm
    Chicago, IL (MDW)Pensacola, FL (PNS)10/15/201905:35 am
    flyfar.ca check price
  • $305Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Pensacola, FL (PNS)Chicago, IL (MDW)10/03/201907:05 pm
    Chicago, IL (MDW)Pensacola, FL (PNS)10/14/201905:35 pm
    flightnetwork.com check price
  • $305Major Airline flight Major Airline 
    FromToDepartureTime
    Pensacola, FL (PNS)Chicago, IL (MDW)10/03/201907:05 pm
    Chicago, IL (MDW)Pensacola, FL (PNS)10/14/201905:35 pm
    flyfar.ca check price
  • $309Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Pensacola, FL (PNS)Chicago, IL (MDW)10/02/201903:20 pm
    Chicago, IL (MDW)Pensacola, FL (PNS)10/09/201909:25 am
    flightnetwork.com check price
  • $145United Airlines flight United Airlines 
    FromToDepartureTime
    Pensacola, FL (PNS)Chicago, IL (ORD)08/24/201911:51 am
    flightnetwork.com check price
  • $145United Airlines flight United Airlines 
    FromToDepartureTime
    Pensacola, FL (PNS)Chicago, IL (ORD)08/24/201911:51 am
    flyfar.ca check price
  • $212Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Pensacola, FL (PNS)Chicago, IL (ORD)08/24/201907:15 am
    cheapoair.com check price
  • $216Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Pensacola, FL (PNS)Chicago, IL (ORD)08/24/201908:30 am
    flyfar.ca check price
  • $216Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Pensacola, FL (PNS)Chicago, IL (ORD)08/24/201908:30 am
    flightnetwork.com check price
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Know what to do when flying to Chicago?

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