Fly nonstop from Portland to Chicago for $247 round-trip on American.

Searching, we found seats departing PDX on Mondaoy, September 14, returning from ORD on Sunday, September 20.

Other dates are also available for travel from September 8 through December 15.

See our Fare Details for booking info.

Need a room in Chicago? Here's what's available for the above dates on Hotelwatchdog.

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