Search flights from Portland (PDX) to Chicago (CHI)
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Cheapest flights to Chicago
The cheapest flights available in the next 60 days – prices are updated regularly
- Wed 22 OctUS$89.46One wayEconomy1 traveller
- Wed 29 OctUS$92.59One wayEconomy1 traveller
- Wed 5 NovUS$96.34One wayEconomy1 traveller
Flying from Portland to Chicago: things to know
The most popular route is from Portland International Airport in Portland to Chicago O'Hare International Airport in Chicago. On average this flight takes 5 hours 11 minutes one way and costs US$539 for the round trip.
Most popular route | Portland International Airport (PDX) to Chicago O'Hare International Airport (ORD) |
|---|---|
Average flight time | 5 hours 11 minutes |
Average round-trip price | US$539 |
Fly from Portland to Chicago | 8 airlines |
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Airlines that fly from Portland to Chicago
Airline options may vary according to recently booked flights and your search terms
United Airlines
Alaska Airlines
Spirit Airlines
American Airlines
Frontier Airlines
Hawaiian Airlines
Southwest Airlines
Sun Country
Frequently asked questions
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