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

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 4 hours 55 minutes one-way and costs $607 round-trip.

Most popular route
Portland International Airport (PDX) to Chicago O'Hare International Airport (ORD)
Average flight time
4 hours 55 minutes
Average round-trip price
$607
Fly from Portland to Chicago
7 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
  • Spirit Airlines
  • Alaska Airlines
  • American Airlines
  • Frontier Airlines
  • Hawaiian Airlines
  • Sun Country

Frequently asked questions

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