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Good to Know - Flights from Chicago to Portland

Good Deal:
$ 164.78
or less (round trip)

Cheapest Day of the Month to Book Flights



Top Tips for Finding Cheap Flights from Chicago to Portland

Looking for cheap airfare from Chicago to Portland? 25% of our users found round-trip tickets to Portland for the following price or less: $ 164.78 Book at least 4 weeks before departure in order to get a below-average price. Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago to Portland flight deals.

FAQs - Booking from Chicago to Portland flights

What is the cheapest flight Chicago to Portland?:
The cheapest flight Chicago to Portland found on flyus.com in the last 72 hours was $164.78 round-trip.
 
 

Find cheap flights from Chicago to Portland and book discounted airfare from different cities all over the United States. Explore airline ticket deals on flight routes all over the World! At Flyus, we take pride in helping you discover and book the best flight deals for your next trip at the cheapest price. We make booking flights from different departures easy and provide you with peace of mind with our Best Purchase Guarantee.

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Cheapest Flights
from Chicago, United States (ORD) to:

  • Portland, United States (PDX)
    Feb 26, 25 - Mar 05, 25
    $164.78
    Search

  • Portland, United States (PDX)
    Feb 18, 25 - Feb 25, 25
    $174.88
    Search

  • Portland, United States (PDX)
    Feb 22, 25 - Feb 27, 25
    $174.88
    Search

  • Portland, United States (PDX)
    Feb 08, 25 - Feb 15, 25
    $174.88
    Search

  • Portland, United States (PDX)
    Feb 20, 25 - Feb 27, 25
    $194.97
    Search