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 $205 / RT details

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Cheap Chicago airfares from $205/RT are provided by Cheapoair.com. Outbound flight is leaving on 02/03/2023, 04:25 pm from Portland Intl (PDX) airport and arrives at Chicago O`hare (ORD) at 03:59 am. The flight time is 11 hours and 34 minutes. The Returning flight departes on 02/11/2023, 05:40 am (other return dates are also available). Date posted: 08 Dec 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

  • $205Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)02/03/202304:25 pm
    Chicago, IL (ORD)Portland, OR (PDX)02/11/202305:40 am
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  • $228Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)02/03/202304:25 pm
    Chicago, IL (ORD)Portland, OR (PDX)02/11/202310:40 pm
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  • $271Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)12/12/202206:26 pm
    Chicago, IL (ORD)Portland, OR (PDX)12/20/202205:25 am
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  • $451Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)12/12/202208:35 pm
    Chicago, IL (ORD)Portland, OR (PDX)12/20/202210:26 pm
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  • $728Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)12/28/202207:00 am
    Chicago, IL (ORD)Portland, OR (PDX)12/31/202201:10 pm
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  • $88Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)01/11/202305:05 am
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  • $90Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (MDW)01/11/202306:40 pm
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  • $125Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)01/11/202310:25 pm
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  • $126Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (ORD)12/19/202207:27 pm
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  • $249Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Portland, OR (PDX)Chicago, IL (MDW)01/02/202310:07 pm
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Know what to do when flying to Chicago?

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