Direct flights from Portland to Chicago PDX → ORD
Alaska Airlines, American Airlines and United Airlines operate nonstop flights from Portland (PDX) to Chicago (ORD). The nonstop flight takes around ~3h 29m, covering 1,735 miles (2,792 km). Updated 28 June 2026.
PDX
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ORD
Round trip
1 adult
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Alaska Airlines
AS
American Airlines
AA
United Airlines
UA
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Frequently asked questions
Is there a direct flight from Portland to Chicago?
Yes, Alaska Airlines, American Airlines and 1 more airline operate nonstop flights from Portland (PDX) to Chicago (ORD).
Which airlines fly direct from Portland to Chicago?
Alaska Airlines, American Airlines, United Airlines operate nonstop flights from Portland to Chicago.
How long is the flight from Portland to Chicago?
The nonstop flight from Portland to Chicago takes ~3h 29m (approximately 2792 km).