Portland to Chicago
PDXORD
Fly from Portland to Chicago starting at USD 111 with F9.
Best fare available on May 17, 2026.
Limited seats. Better plans. Book before it's gone.
Portland to Chicago cheapest flights this week
13 May
UA
23:55PDX
04:00ORD
Direct$125VIEW DEAL
17 May
F9
17:31PDX
04:39ORD
1 Stop$111VIEW DEAL
18 May
F9
12:35PDX
18:32ORD
1 Stop$125VIEW DEAL
22 Jul
AS
22:59PDX
03:00ORD
Direct$159VIEW DEAL
23 Jul
AS
22:59PDX
03:00ORD
Direct$170VIEW DEAL
24 Jul
AS
22:59PDX
03:00ORD
Direct$177VIEW DEAL
25 Jul
AS
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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