American Airlines flights from Chicago to Portland, OR

Recent searches for flights from Chicago to Portland, OR

Find deals on Chicago to Portland, OR flights

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Chicago (ORD)to

Portland, OR (PDX)
11/12/25 - 11/19/25

Round trip

Economy

from
$197Fare subject to changes
Updated: 48 minutes ago

Chicago (ORD)to

Portland, OR (PDX)
11/01/25 - 11/08/25

Round trip

Economy

from
$197Fare subject to changes
Updated: 48 minutes ago

Chicago (ORD)to

Portland, OR (PDX)
11/11/25 - 11/18/25

Round trip

Economy

from
$197Fare subject to changes
Updated: 48 minutes ago

Chicago (ORD)to

Portland, OR (PDX)
12/09/25 - 12/16/25

Round trip

Economy

from
$214Fare subject to changes
Updated: 48 minutes ago

Chicago (ORD)to

Portland, OR (PDX)
04/29/26 - 05/05/26

Round trip

Economy

from
$247Fare subject to changes
Updated: 13 hours ago

Chicago (ORD)to

Portland, OR (PDX)
12/03/25 - 12/10/25

Round trip

Economy

from
$250Fare subject to changes
Updated: 48 minutes ago

Chicago (ORD)to

Portland, OR (PDX)
11/04/25 - 11/11/25

Round trip

Economy

from
$252Fare subject to changes
Updated: 48 minutes ago

Chicago (ORD)to

Portland, OR (PDX)
10/29/25 - 11/05/25

Round trip

Economy

from
$252Fare subject to changes
Updated: 48 minutes ago

*Fares displayed have been collected within the last 24hrs and may no longer be available at time of booking. Some fares listed may include one or more connections that are Basic Economy, which class is subject to additional terms and conditions. Modifying this information may result in a different fare. To find the most updated fare, please visit aa.com. Additional baggage fees and charges for optional products and services may apply.

American Airlines flights from Chicago to Portland, OR