Portland to Chicago

PDXORD

Fly from Portland to Chicago starting at USD 159 with Alaska Airlines.Best fare available on Jul 22, 2026.Limited seats. Better plans. Book before it's gone.

Portland to Chicago cheapest flights this week

22 Jul
Alaska Airlines
22:59PDX
03:00ORD
Direct$159VIEW DEAL
23 Jul
Alaska Airlines
22:59PDX
03:00ORD
Direct$170VIEW DEAL
24 Jul
Alaska Airlines
22:59PDX
03:00ORD
Direct$177VIEW DEAL
25 Jul
Alaska Airlines
22:59PDX
03:00ORD
Direct$159VIEW DEAL

Portland to Chicago monthly flight fare trend

May
from USD 111
Jun
No flights
Jul
from USD 159
Aug
No flights
Sep
No flights
Oct
No flights

Airport Details

Origin

Portland

Portland International Airport (PDX)

Portland, PDX
Zone

Los Angeles

Elev

31 ft

Destination

Chicago

Chicago O'Hare International Airport (ORD)

Chicago, ORD
Zone

Chicago

Elev

680 ft

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