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 $138/RT are provided by Cheapoair.com. Outbound flight is leaving on 09/23/2024, 06:05 am from Portland Intl (PDX) airport and arrives at Chicago Midway (MDW) at 10:10 pm. The flight time is 16 hours and 5 minutes. The Returning flight departes on 10/05/2024, 04:19 pm (other return dates are also available). Date posted: 19 Aug 2024
Price evolution for flights From Portland To Chicago
Recent Deals on Flights from Portland to Chicago:Roundtrip / Oneway
- $138
Frontier Airlines
cheapoair.com check priceFrom To Departure Time Portland, OR (PDX) Chicago, IL (MDW) 09/23/2024 06:05 am Chicago, IL (MDW) Portland, OR (PDX) 10/05/2024 04:19 pm - $138 Frontier Airlines
cheapoair.com check priceFrom To Departure Time Portland, OR (PDX) Chicago, IL (MDW) 10/25/2024 06:05 am Chicago, IL (MDW) Portland, OR (PDX) 11/05/2024 05:54 am - $138 Frontier Airlines
cheapoair.com check priceFrom To Departure Time Portland, OR (PDX) Chicago, IL (ORD) 10/25/2024 06:05 am Chicago, IL (ORD) Portland, OR (PDX) 11/05/2024 05:54 am - $142
Multiple Airlines
cheapoair.com check priceFrom To Departure Time Portland, OR (PDX) Chicago, IL (MDW) 09/23/2024 06:05 am Chicago, IL (MDW) Portland, OR (PDX) 10/05/2024 06:30 pm - $145
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Portland, OR (PDX) Chicago, IL (ORD) 09/23/2024 02:15 pm Chicago, IL (ORD) Portland, OR (PDX) 10/05/2024 06:30 pm - $55 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Portland, OR (PDX) Chicago, IL (ORD) 09/11/2024 10:09 am - $82 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Portland, OR (PDX) Chicago, IL (ORD) 10/11/2024 10:20 am - $85 Frontier Airlines
cheapoair.com check priceFrom To Departure Time Portland, OR (PDX) Chicago, IL (MDW) 10/11/2024 08:42 am - $87 Frontier Airlines
cheapoair.com check priceFrom To Departure Time Portland, OR (PDX) Chicago, IL (MDW) 09/11/2024 10:57 am - $155 Frontier Airlines
cheapoair.com check priceFrom To Departure Time Portland, OR (PDX) Chicago, IL (ORD) 10/11/2024 08:42 am
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Know what to do when flying to Chicago?
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