$90 Cheap Alaska Airlines flights Chicago (ORD) to Portland (PDX)

Set the “Price (lowest to highest)” filter on Expedia to search for cheap Alaska Airlines return flights from $161 from ORD to PDX. Affordable one-way options from $90 are also on offer.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Alaska Airlines flights to Portland are typically more affordable in the off-peak months of January and December. Whether you’re searching for a return or one-way ticket, you could find a better deal then.

To find cheap Alaska Airlines fares from O’Hare Intl. Airport (ORD) to Portland Intl. Airport (PDX), start searching one to three months before your intended departure. Securing domestic flights 34 to 86 days in advance could save you 25% compared to booking just 6 to 12 days ahead. The day you book can also influence the price you pay. Sunday is generally the most affordable, while Monday is often the most expensive for domestic flights. You can save 6% on average by booking on a Sunday.**Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC’s global airline sales database.

Depart on one of Alaska Airlines’s 5 weekly direct flights from O’Hare Intl. Airport (ORD) to Portland Intl. Airport (PDX). To see your choices, enter your destination, origin and dates and hit search. Then apply the “Nonstop” and “Airline” filters.

From takeoff to arrival, a nonstop Alaska Airlines flight from O’Hare Intl. Airport (ORD) to Portland Intl. Airport (PDX) takes approximately 4h 43m.

The first Alaska Airlines flight from ORD to PDX takes off at 3:35PM UTC-6, touching down at 6:18PM UTC-8. If you prefer to jet off later, the last Alaska Airlines flight leaves ORD at 6:55PM UTC-6 and lands at PDX at 9:41PM UTC-8. Flying before noon is often a smart option as morning flights are less likely to experience cancellations.**Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.

Board an Alaska Airlines flight from O’Hare Intl. Airport (ORD) to Portland, and you’ll probably touch down at Portland Intl. Airport (PDX). This is the airline’s primary hub in this city.

Alaska Airlines makes traveling from ORD to PDX more enjoyable with an excellent in-flight experience and a rewarding loyalty program. You even have the chance to collect points with Mileage Plan. Be sure to sign up to our free One Key™ rewards program to earn OneKeyCash™*, which can be redeemed on future bookings.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.

You’ll likely be onboard a Boeing 737-800 or a Boeing 737 MAX 9 when flying Alaska Airlines from O’Hare Intl. Airport (ORD) to Portland Intl. Airport (PDX). However, keep in mind that a different aircraft may be assigned due to operational demands.

Depending on the type of fare you purchased, a fee generally applies if you cancel or reschedule your booking more than 24 hours after confirmation. To find plane tickets with more flexibility, select our “Changes included” and “No cancel fee” boxes when looking for flights. For additional information on canceling or modifying your reservation, head to “Trips,” select your flight and tick “Manage Booking.”