Portland to Chicago

PDXORD

Fly from Portland to Chicago starting at USD 149 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

7 Jul
Alaska Airlines
22:59PDX
03:00ORD
DirectUSD 183VIEW 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
20 Aug
Frontier Airlines
13:47PDX
17:02ORD
1 StopUSD 149VIEW DEAL
25 Sept
Frontier Airlines
15:22PDX
08:01ORD
1 StopUSD 167VIEW DEAL

Portland to Chicago monthly flight fare trend

Jul
from USD 159
Aug
from USD 149
Sep
from USD 167
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

Flights from Portland

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