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Book Cheap Alaska Airlines flights from Portland (PDX) to Chicago (CHI)

Flight deals from Portland to Chicago

Save big and visit this destination

Prices shown below were available within the past 3 days for the period specified and should not be considered the final price offered. Please note that availability and prices are subject to change.

Alaska Airlines flight deals from Portland to Chicago

Portland Chicago

BEST

DEAL

Sun, 24 Nov PDX - ORD

$10

$136 $126

Prime price per passenger

Portland Chicago

BEST

DEAL

Fri, 27 Sep PDX - ORD

Sun, 29 Sep ORD - PDX

$336 $326

Prime price per passenger

Portland Chicago

BEST

DEAL

Sat, 28 Sep PDX - ORD

Mon, 30 Sep ORD - PDX

$406 $396

Prime price per passenger

Best flight offers from other airlines

Portland Chicago

BEST

DEAL

Thu, 26 Sep PDX - ORD

Sat, 28 Sep ORD - PDX

$205 $201

Prime price per passenger

Portland Chicago

BEST

DEAL

Fri, 27 Sep PDX - ORD

Sat, 28 Sep ORD - PDX

$215 $211

Prime price per passenger

Portland Chicago

BEST

DEAL

Thu, 26 Sep PDX - ORD

Sat, 28 Sep ORD - PDX

$230 $222

Prime price per passenger

Portland Chicago

BEST

DEAL

Thu, 26 Sep PDX - ORD

Sat, 28 Sep ORD - PDX

$235 $230

Prime price per passenger

Portland Chicago

BEST

DEAL

Thu, 26 Sep PDX - ORD

Tue, 01 Oct ORD - PDX

$245 $237

Prime price per passenger

Portland Chicago

BEST

DEAL

Fri, 27 Sep PDX - ORD

Tue, 01 Oct ORD - PDX

$272 $266

Prime price per passenger

Get your flight with Alaska Airlines to Chicago starting at $126

Looking for a great deal on Alaska Airlines flights from Portland to Chicago? eDreams US has an amazing search engine for you to check the last minute Alaska Airlines airfares if you are in hurry to see a loved one or for a last minute business trip. No need to worry for a smart choice! You can also look for the cheapest prices and save some money to enjoy more in Chicago. We quickly compare and display the cheapest flight combinations in seconds and bring you the best ones! Adjust your travel dates now and explore the dozens of Alaska Airlines offers from Portland at great prices, as you have all the privilege to access the top airline carriers and their best offers. Already chose Alaska Airlines's best suited deal? Don´t forget to enhance your Chicago holiday by booking a hotel and renting a car! Convenience will take on a completely new meaning after your experience with eDreams!.

Fly with eDreams

At eDreams, your online travel portal, you can easily find cheap flights with Alaska Airlines from Portland to Chicago. Our fast search engine compares thousands of flights in just a few seconds and only shows you the really suitable flight connections.

Find the best deals on Alaska Airlines flights from Portland to Chicago!

Easy online travel

You can easily choose from various options, such as price, departure times, airport, flight duration, flight connections (direct flight or with a stopover) and many more, thereby filtering the most suitable Alaska Airlines flight from Portland after Chicago. Book your trip and save a lot of time with the simple and clear flight search from eDreams!

Book now

It is also worth downloading the eDreams app and subscribing to our newsletter - here you will also receive exclusive discounts and offers with which you can save a lot of money on your next travel booking. You can also easily book a hotel or rental car in Chicago with your trip at eDreams. With our combination offers you save even more! Book your Alaska Airlines flights from Portland to Chicago quickly, easily and conveniently now with eDreams.

Alaska Airlines Portland-Chicago flights FAQ's

Which airports does Alaska Airlines fly between Portland and Chicago?

For flights between Portland and Chicago, Alaska Airlines operates the following airport routes:

For flights between Portland and Chicago, Alaska Airlines operates from the following airport routes: Portland International Airport (PDX) to O hare International Airport (ORD)

What do Alaska Airlines flights from Portland to Chicago cost?

One of Alaska Airlines cheapest prices for a Portland to Chicago flight we have right now is $126. On average though, flights with Alaska Airlines cost $292.64 for the route Portland to Chicago, but it mostly depends on the season and how far in advance you book your tickets.

Cheapest Ticket Price $126 The most affordable rate found in the last 72 hours for flights operated by Alaska Airlines leaving from Portland and going to Chicago, according to our customers' bookings.

Flight Time 4 h and 5 m The Alaska Airlines flight duration between Portland and Chicago is around 4 h and 5 m, however it could be affected by other circumstances.

Departure Airport Portland International Airport Your departure will be from Portland International Airport, when flying with Alaska Airlines from Portland to Chicago.

Arrival Airport O'hare International Airport When flying with Alaska Airlines from Portland to Chicago, your arrival airport will be Portland International Airport.