Alaska Airlines Cheap Flights from Portland to Chicago

Find The Best Day To Fly from Portland to Chicago

Frequently asked questions

Can I catch a flight from PDX to O'Hare Intl. Airport (ORD) right now?
For information on any current O’Hare Airport quarantine requirements and travel advice, visit our Covid-19 Travel Advisor. Look before you arrange your flight, so you don’t get caught out.
What terminal is Alaska Airlines at PDX Airport?
If you’re flying with Alaska Airlines from PDX, you’ll generally catch your flight from the main terminal. If you’re jetting to ORD from here, you’re likely to be pulling in at terminal 3.
Are there Alaska Airlines non-stop flights from PDX to ORD?
You bet. Save time and fly straight from Portland Airport to O’Hare Airport with Alaska Airlines. Avoid lengthy layovers, lessen the risk of losing your belongings and get to your destination faster — direct flights are preferred by many wise wanderers.
How long is an Alaska Airlines flight from PDX to ORD?
As it will take roughly 4 hours and 39 minutes for your Alaska Airlines flight to head from PDX to O’Hare Airport, consider throwing some fun travel games in your carry-on. You never know — the passenger beside you might relish the opportunity to play to break up the journey.
What type of aircraft does Alaska Airlines fly from PDX to ORD?
If you’re jetting from PDX to ORD with Alaska Airlines, you’re likely to be flying the skies aboard the Boeing 737-900 or the Boeing 737-800.
How many direct and indirect flights does Alaska Airlines fly from PDX to ORD?
If you’re planning a trip from PDX to ORD, you can select from around 3 Alaska Airlines flights every day.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to ORD, please visit our Customer Service Portal.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It’s possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.
CarrierFlightDepart PDXArrive ORDTue
9/26		Wed
9/27		Thu
9/28		Fri
9/29		Sat
9/30		Sun
10/1		Mon
10/2		Stops
AS32407:00 am01:03 pmCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
0 Stops
AS204711:55 pm06:01 amCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
-
0 Stops

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 1 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 to , 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 . 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 , 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) 0 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.

Alaska Airlines Airports
Hop on a(n) Alaska Airlines flight today by flying to many destinations out of these domestic and international airports:
Airport code
Country
Airport name
Number of flights
SEAUSASeattle - Tacoma Intl.115
ORDUSAO'Hare Intl.44
LAXUSALos Angeles Intl.24
PDXUSAPortland Intl.23
ANCUSATed Stevens Anchorage Intl.22
SFOUSASan Francisco Intl.21
SANUSASan Diego Intl.18
JNUUSAJuneau Intl.10
SJCUSANorman Y. Mineta San Jose Intl.10
GEGUSASpokane Intl.7

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