Portland to Chicago

PDXORD

Fly from Portland to Chicago starting at USD 113 with Frontier Airlines.Best fare available on Aug 20, 2026.Limited seats. Better plans. Book before it's gone.

Portland to Chicago cheapest flights this week

19 Jul
Alaska Airlines
22:59PDX
03:00ORD
DirectUSD 127VIEW DEAL
22 Jul
Alaska Airlines
22:59PDX
03:00ORD
DirectUSD 159VIEW DEAL
23 Jul
Alaska Airlines
22:59PDX
03:00ORD
DirectUSD 170VIEW DEAL
24 Jul
Alaska Airlines
22:59PDX
03:00ORD
DirectUSD 177VIEW DEAL
25 Jul
Alaska Airlines
22:59PDX
03:00ORD
DirectUSD 159VIEW DEAL
27 Jul
Frontier Airlines
17:49PDX
03:37ORD
1 StopUSD 161VIEW DEAL
29 Jul
Alaska Airlines
22:59PDX
03:00ORD
DirectUSD 183VIEW DEAL
30 Jul
Alaska Airlines
22:59PDX
03:00ORD
DirectUSD 186VIEW DEAL
20 Aug
Frontier Airlines
13:47PDX
17:02ORD
1 StopUSD 139VIEW DEAL
20 Aug
Frontier Airlines
12:20PDX
11:36ORD
1 StopUSD 113VIEW DEAL

Portland to Chicago monthly flight fare trend

Jul
from USD 127
Aug
from USD 113
Sep
from USD 133
Oct
No flights
Nov
No flights
Dec
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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