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 $360 / RT details

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Cheap Chicago airfares from $360/RT are provided by Cheapoair.com. Outbound flight is leaving on 08/15/2022, 09:50 pm from Portland Intl (PDX) airport and arrives at Chicago O`hare (ORD) at 05:40 am. The flight time is 7 hours and 50 minutes. The Returning flight departes on 08/24/2022, 09:31 pm (other return dates are also available). Date posted: 03 Jul 2022

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

  • $360Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)08/15/202209:50 pm
    Chicago, IL (ORD)Portland, OR (PDX)08/24/202209:31 pm
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  • $496Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)08/02/202206:12 pm
    Chicago, IL (ORD)Portland, OR (PDX)08/17/202207:20 pm
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  • $543Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)08/15/202209:20 pm
    Chicago, IL (ORD)Portland, OR (PDX)08/24/202209:31 pm
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  • $555Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)08/02/202209:05 pm
    Chicago, IL (ORD)Portland, OR (PDX)08/17/202207:20 pm
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  • $690Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)07/18/202202:59 pm
    Chicago, IL (ORD)Portland, OR (PDX)07/28/202206:00 am
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  • $162Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)08/16/202203:20 pm
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  • $240Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)08/09/202202:59 pm
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  • $330Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (MDW)07/12/202210:14 am
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  • $340Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (MDW)08/16/202209:07 pm
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  • $390Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (MDW)07/23/202201:54 pm
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Know what to do when flying to Chicago?

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