← Back to Deals
Book This Deal
ORD
Chicago
PDX
Portland
Chicago → Portland
American Airlines · Round Trip · Nonstop
Save $108 (29% off)
Compared to the typical price of $377
$305$377
per person · round trip
Flight Details
Cabin
Economy
Departs
May 6, 2026
Returns
May 12, 2026
Price History
Avg: $287
Low: $269
High: $305
Mar 23Mar 26
Planning your trip to Portland?
Complete your trip with these deals.
Hotels in Portland
Find the best hotel deals for your stay.
Coming soon →Rental Cars in Portland
Get around with affordable rental car deals.
Coming soon →Adventures in Portland
Explore tours, activities, and experiences.
Coming soon →