Cheap flights from Portland to Chicago
Travel > North America > United States > Portland to Chicago flights
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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Cheap Chicago airfares from $149/RT are provided by Cheapoair.com. Outbound flight is leaving on 04/30/2024, 12:59 am from Portland Intl (PDX) airport and arrives at Chicago Midway (MDW) at 11:38 am. The flight time is 10 hours and 39 minutes. The Returning flight departes on 05/14/2024, 09:51 am (other return dates are also available). Date posted: 10 Apr 2024
Price evolution for flights From Portland To Chicago
Recent Deals on Flights from Portland to Chicago:Roundtrip / Oneway
- $149
Frontier Airlines
cheapoair.com check priceFrom To Departure Time Portland, OR (PDX) Chicago, IL (MDW) 04/30/2024 12:59 am Chicago, IL (MDW) Portland, OR (PDX) 05/14/2024 09:51 am - $182
Multiple Airlines
cheapoair.com check priceFrom To Departure Time Portland, OR (PDX) Chicago, IL (MDW) 04/30/2024 12:59 am Chicago, IL (MDW) Portland, OR (PDX) 05/14/2024 10:52 pm - $566 Multiple Airlines
cheapoair.com check priceFrom To Departure Time Portland, OR (PDX) Chicago, IL (MDW) 08/13/2024 12:48 am Chicago, IL (MDW) Portland, OR (PDX) 08/27/2024 09:36 am - $567 Multiple Airlines
cheapoair.com check priceFrom To Departure Time Portland, OR (PDX) Chicago, IL (ORD) 08/13/2024 04:30 pm Chicago, IL (ORD) Portland, OR (PDX) 08/21/2024 05:50 pm - $601
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Portland, OR (PDX) Chicago, IL (ORD) 08/13/2024 05:23 am Chicago, IL (ORD) Portland, OR (PDX) 08/21/2024 05:50 pm - $71 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Portland, OR (PDX) Chicago, IL (ORD) 06/06/2024 11:53 pm - $87 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Portland, OR (PDX) Chicago, IL (ORD) 05/14/2024 05:20 am - $95 Frontier Airlines
cheapoair.com check priceFrom To Departure Time Portland, OR (PDX) Chicago, IL (MDW) 05/14/2024 12:59 am - $95 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Portland, OR (PDX) Chicago, IL (ORD) 05/18/2024 11:30 pm - $111 Frontier Airlines
cheapoair.com check priceFrom To Departure Time Portland, OR (PDX) Chicago, IL (MDW) 06/06/2024 08:52 am
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Know what to do when flying to Chicago?
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