
$92 Cheap Alaska Airlines flights from Portland to Chicago (PDX to ORD)
Find The Best Day To Fly from Portland to Chicago
Amazing Alaska Airlines PDX to ORD Flight Deals
The cheapest flights to O'Hare Intl. found within the past 7 days were $188 round trip and $92 one way. Prices and availability subject to change. Additional terms may apply.
ORD From PDX Economy Coach Packages on Similar Airlines



Frequently asked questions
Discover our best Alaska Airlines flight from Portland PDX to Chicago ORD
To find the best deals on flights to Portland from Chicago with Alaska Airlines, just enter your travel dates, filter by Alaska Airlines, and hit search. You’ll find 2 flights to choose from and can sort by price, flight duration, and arrival or departure time.
Return flights from Portland PDX to Chicago ORD with Alaska Airlines
If you’re planning a round trip, booking return flights with Alaska Airlines is usually the most cost-effective option. With airfares ranging from $188 to $211, it’s easy to find a flight that suits your budget. Prices and availability subject to change. Additional terms may apply.
Book one-way Alaska Airlines flights from Portland PDX to Chicago ORD
A one-way ticket gives you much greater flexibility—allowing you to choose your return date, destination, and time whenever you’re ready. By booking in advance you can find great deals on one-way tickets too. Right now, a one-way Alaska Airlines flight from Portland to Chicago costs from $92. Prices and availability subject to change. Additional terms may apply.
The easy way to find cheap flights to Chicago ORD from Portland PDX with Alaska Airlines
To find a cheap Alaska Airlines flight from Portland PDX to Chicago ORD, sort your search results by price or filter by budget. Thanks to Travelocity’s Price Match Promise, if you find a better airfare deal anywhere else within 24 hours, we’ll credit or refund the difference.
How to find our best airfare deals on Alaska Airlines flights from Portland PDX to Chicago ORD
If you’re looking for cheap flights, it helps to be flexible when it comes to your travel dates. You’ll usually find lower cost tickets when you travel during quieter months such as August, or if you book a flight with a stopover.
Find nonstop flights from Portland PDX to Chicago ORD with Alaska Airlines
If you’re keen to be on Chicago soil fast, don’t waste time with a stopover—filter your search results to show direct Alaska Airlines flights only. The journey takes around 8 hour(s) 4 min(s) – so you’ll be there before you know it.
Flexible airline tickets for Alaska Airlines flights from Portland PDX to Chicago ORD
Make sure you’re not out of pocket if plans change by choosing a flexible ticket with penalty-free amendment and cancellation options. Use our ‘no change fee’ filter to see which flights have this option.
There are a lot of reasons to book your flights to Chicago ORD from Portland PDX with Alaska Airlines on Travelocity
At Travelocity our vast and up-to-the-minute inventory puts all of our best flight deals in one place. So, whether you’re traveling on business or jetting off with friends and family, you can trust Travelocity to get you there.
Airport code | Country | Airport name | Number of flights |
---|---|---|---|
SEA | USA | Seattle - Tacoma Intl. | 115 |
ORD | USA | O'Hare Intl. | 44 |
LAX | USA | Los Angeles Intl. | 24 |
PDX | USA | Portland Intl. | 23 |
ANC | USA | Ted Stevens Anchorage Intl. | 22 |
SFO | USA | San Francisco Intl. | 21 |
SAN | USA | San Diego Intl. | 18 |
JNU | USA | Juneau Intl. | 10 |
SJC | USA | Norman Y. Mineta San Jose Intl. | 10 |
GEG | USA | Spokane Intl. | 7 |
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Popular Alaska Airlines Flight Routes from PDX
- Alaska Airlines PDX to SAN
- Alaska Airlines PDX to BUR
- Alaska Airlines PDX to IAH
- Alaska Airlines PDX to LHR
- Alaska Airlines PDX to HNL
- Alaska Airlines PDX to NRT
- Alaska Airlines PDX to PHX
- Alaska Airlines PDX to SFO
- Alaska Airlines PDX to JFK
- Alaska Airlines PDX to ORD
- Alaska Airlines PDX to OGG
- Alaska Airlines PDX to LAS
Top Alaska Airlines Flight Routes from ORD
Top Flights for Alaska Airlines originating from PDX
Domestic
- San Francisco to Honolulu (SFO - HNL)
- San Francisco to Seattle Paine Field Intl. Airport (SFO - PAE)
- San Francisco to Honolulu (SFO - HNL)
- Newark Liberty Intl. Airport to Los Angeles (EWR - LAX)
- Dallas to Las Vegas (DFW - LAS)
- San Francisco to New York (SFO - JFK)
- San Francisco to Seattle (SFO - SEA)
- Newark Liberty Intl. Airport to Los Angeles (EWR - LAX)
- Los Angeles to Tokyo (LAX - HND)
- New York to Las Vegas (JFK - LAS)
International
- New York to London (JFK - LHR)
- Los Angeles to Tokyo (LAX - NRT)
- Los Angeles to Tokyo (LAX - HND)
- Los Angeles to Newark Liberty Intl. Airport (LAX - EWR)
- San Francisco to Seattle Paine Field Intl. Airport (SFO - PAE)
- Newark Liberty Intl. Airport to Las Vegas (EWR - LAS)
- Los Angeles to Tokyo (LAX - HND)
- New York to San Francisco (JFK - SFO)
- New York to London (JFK - LHR)
- San Francisco to Honolulu (SFO - HNL)
Most Popular
- Phoenix to Chicago (PHX - ORD)
- Los Angeles to Chicago (LAX - ORD)
- Portland to Orlando (PDX - MCO)
- Philadelphia to Chicago (PHL - ORD)
- Portland to Los Angeles (PDX - LAX)
- Chicago to Miami (ORD - MIA)
- Chicago to Fort Myers (ORD - RSW)
- Chicago to Washington (ORD - DCA)
- Chicago to Orlando (ORD - MCO)
- Chicago to Tampa (ORD - TPA)
- Chicago to Mexico City (ORD - MEX)
- Chicago to Phoenix (ORD - PHX)
- Chicago to Dallas (ORD - DFW)
- Chicago to Atlanta (ORD - ATL)
- Chicago to Nashville (ORD - BNA)
- Chicago to Philadelphia (ORD - PHL)
- Chicago to San Francisco (ORD - SFO)
- Tampa to Chicago (TPA - ORD)
- Dallas to Chicago (DFW - ORD)
- Phoenix to Portland (PHX - PDX)
- Los Angeles to Portland (LAX - PDX)
- Portland to Las Vegas (PDX - LAS)
- Chicago to Boston (ORD - BOS)
- Orlando to Chicago (MCO - ORD)
- San Francisco to Chicago (SFO - ORD)
- Portland to Phoenix (PDX - PHX)
- Denver to Chicago (DEN - ORD)
- Chicago to Los Angeles (ORD - LAX)
- Chicago to Cancun (ORD - CUN)
- Dallas to Portland (DFW - PDX)