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 $161 / RT details

Book your flight now with Cheapoair.com and save!

Cheap Chicago airfares from $161/RT are provided by Cheapoair.com. Outbound flight is leaving on 02/08/2021, 06:12 pm from Portland Intl (PDX) airport and arrives at Chicago O`hare (ORD) at 07:38 pm. The flight time is 1 hours and 26 minutes. The Returning flight departes on 02/13/2021, 07:49 pm (other return dates are also available). Date posted: 12 Jan 2021

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

  • $161Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)02/08/202106:12 pm
    Chicago, IL (ORD)Portland, OR (PDX)02/13/202107:49 pm
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  • $168Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)02/03/202110:40 am
    Chicago, IL (ORD)Portland, OR (PDX)02/11/202110:21 am
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  • $196Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)03/03/202106:46 pm
    Chicago, IL (ORD)Portland, OR (PDX)03/17/202110:21 am
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  • $196Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)02/08/202110:40 am
    Chicago, IL (ORD)Portland, OR (PDX)02/13/202107:49 pm
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  • $232Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)02/03/202110:40 am
    Chicago, IL (ORD)Portland, OR (PDX)02/11/202107:15 am
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  • $64Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)01/30/202110:40 am
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  • $81Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)03/01/202106:46 pm
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  • $181Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)01/30/202110:55 am
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  • $190Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)03/20/202110:35 am
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  • $193Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)03/20/202101:01 pm
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Know what to do when flying to Chicago?

Chicago Travel Guide Founded in the early 1800s, Chicago is positioned between civilization and wilderness and many aspects of modern life had their start here. Chicago really does have it all, with less infrastructural problems than its coastal rivals. Though [...]
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