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 $221 / RT details

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Cheap Chicago airfares from $221/RT are provided by Cheapoair.com. Outbound flight is leaving on 04/08/2024, 07:04 pm from Portland Intl (PDX) airport and arrives at Chicago O`hare (ORD) at 06:30 am. The flight time is 11 hours and 26 minutes. The Returning flight departes on 04/17/2024, 05:50 pm (other return dates are also available). Date posted: 14 Mar 2024

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

  • $221Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)04/08/202407:04 pm
    Chicago, IL (ORD)Portland, OR (PDX)04/17/202405:50 pm
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  • $229Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (MDW)04/08/202408:50 am
    Chicago, IL (MDW)Portland, OR (PDX)04/17/202410:59 pm
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  • $269Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (MDW)04/08/202408:50 am
    Chicago, IL (MDW)Portland, OR (PDX)04/17/202405:50 pm
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  • $273Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)04/08/202407:04 pm
    Chicago, IL (ORD)Portland, OR (PDX)04/17/202410:59 pm
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  • $486Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)03/29/202406:00 am
    Chicago, IL (ORD)Portland, OR (PDX)04/12/202411:00 pm
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  • $231Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)03/22/202412:09 pm
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  • $268Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)03/22/202406:00 am
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  • $406Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)03/22/202406:00 pm
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  • $577Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)03/22/202408:45 pm
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Know what to do when flying to Chicago?

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