Cheap flights from Portland 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 Portland 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 Portland to Chicago, you will need to run a search below.

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From $276 / RT details

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Cheap Chicago airfares from $276/RT are provided by Flightnetwork. Outbound flight is leaving on 12/20/2016, 02:00 pm from Portland Intl (PDX) airport and arrives at Chicago O`hare (ORD) at 07:44 pm. The flight time is 5 hours and 44 minutes. The Returning flight departes on 01/07/2017, 05:45 pm (other return dates are also available). Date posted: 31 Aug 2016

Price evolution for flights From Portland To Chicago

Price overview for flights from Portland to Chicago

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

  • $276Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)12/20/201602:00 pm
    Chicago, IL (ORD)Portland, OR (PDX)01/07/201705:45 pm
    flightnetwork.com check price
  • $279Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (MDW)12/07/201601:15 pm
    Chicago, IL (MDW)Portland, OR (PDX)12/14/201610:40 am
    flyfar.ca check price
  • $281Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (MDW)12/07/201601:15 pm
    Chicago, IL (MDW)Portland, OR (PDX)12/14/201610:40 am
    flightnetwork.com check price
  • $285Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)12/20/201606:00 am
    Chicago, IL (ORD)Portland, OR (PDX)01/07/201705:45 pm
    flightnetwork.com check price
  • $288Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)12/20/201602:00 pm
    Chicago, IL (ORD)Portland, OR (PDX)01/07/201705:45 pm
    flyfar.ca check price
  • $167United Airlines flight United Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)12/28/201606:15 am
    flighthub.com check price
  • $200Virgin America flight Virgin America 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)12/15/201606:45 am
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  • $204Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (MDW)12/12/201605:50 am
    flyfar.ca check price
  • $204Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (MDW)12/12/201605:50 am
    flightnetwork.com check price
  • $233Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (MDW)12/09/201601:15 pm
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Know what to do when flying to Chicago?

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