Portland to Chicago

PDXORD

Fly from Portland to Chicago starting at USD 137 with Frontier Airlines.Best fare available on Oct 15, 2026.Limited seats. Better plans. Book before it's gone.

Portland to Chicago cheapest flights this week

10 Oct
Alaska Airlines
07:00PDX
11:18ORD
DirectUSD 244VIEW DEAL
12 Oct
Frontier Airlines
12:25PDX
09:32ORD
3 StopUSD 396VIEW DEAL
14 Oct
Alaska Airlines
17:48PDX
07:21ORD
2 StopUSD 178VIEW DEAL
14 Oct
United Airlines
10:43PDX
14:58ORD
DirectUSD 175VIEW DEAL
15 Oct
Frontier Airlines
11:49PDX
22:24ORD
1 StopUSD 137VIEW DEAL
16 Oct
Frontier Airlines
11:06PDX
04:34ORD
1 StopUSD 258VIEW DEAL
18 Oct
American Airlines
06:01PDX
10:16ORD
DirectUSD 261VIEW DEAL
15 Dec
Alaska Airlines
07:25PDX
16:55ORD
1 StopUSD 160VIEW DEAL
20 Dec
Sun Country Airlines
18:50PDX
07:48ORD
1 StopUSD 169VIEW DEAL
21 Dec
United Airlines
23:59PDX
04:08ORD
DirectUSD 186VIEW DEAL

Portland to Chicago monthly flight fare trend

Oct
from USD 137
Nov
No flights
Dec
from USD 160
Jan
No flights
Feb
No flights
Mar
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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