£79 Cheap Flights from Chicago (ORD) to Portland (PDX)

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Cheap Flights from Chicago (ORD) to Portland (PDX)

Prices were available within the past 7 days and start at £79 for one-way flights and £144 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Alaska Airlines
Tue, 17 Sep - Tue, 1 Oct
ORD
Chicago
PDX
Portland
£144 Return, found 2 days ago
£144
Return
found 2 days ago
Select Alaska Airlines flight, departing Tue, 17 Sep from Chicago to Portland, returning Tue, 1 Oct, priced at £144 found 2 days ago
Frontier Airlines
Wed, 11 Sep - Mon, 23 Sep
ORD
Chicago
PDX
Portland
£145 Return, found 2 days ago
£145
Return
found 2 days ago
Select Frontier Airlines flight, departing Wed, 11 Sep from Chicago to Portland, returning Mon, 23 Sep, priced at £145 found 2 days ago
Frontier Airlines
Wed, 11 Sep - Fri, 27 Sep
ORD
Chicago
PDX
Portland
£148 Return, found 2 days ago
£148
Return
found 2 days ago
Select Frontier Airlines flight, departing Wed, 11 Sep from Chicago to Portland, returning Fri, 27 Sep, priced at £148 found 2 days ago
Alaska Airlines
Tue, 8 Oct - Tue, 22 Oct
ORD
Chicago
PDX
Portland
£150 Return, found 2 days ago
£150
Return
found 2 days ago
Select Alaska Airlines flight, departing Tue, 8 Oct from Chicago to Portland, returning Tue, 22 Oct, priced at £150 found 2 days ago
Alaska Airlines
Wed, 9 Oct - Wed, 16 Oct
ORD
Chicago
PDX
Portland
£152 Return, found 1 day ago
£152
Return
found 1 day ago
Select Alaska Airlines flight, departing Wed, 9 Oct from Chicago to Portland, returning Wed, 16 Oct, priced at £152 found 1 day ago
Spirit Airlines
Sun, 20 Oct - Mon, 4 Nov
ORD
Chicago
PDX
Portland
£155 Return, found 2 days ago
£155
Return
found 2 days ago
Select Spirit Airlines flight, departing Sun, 20 Oct from Chicago to Portland, returning Mon, 4 Nov, priced at £155 found 2 days ago
Frontier Airlines
Mon, 9 Sep - Tue, 24 Sep
ORD
Chicago
PDX
Portland
£156 Return, found 2 days ago
£156
Return
found 2 days ago
Select Frontier Airlines flight, departing Mon, 9 Sep from Chicago to Portland, returning Tue, 24 Sep, priced at £156 found 2 days ago
Alaska Airlines
Sat, 12 Oct - Sat, 19 Oct
ORD
Chicago
PDX
Portland
£158 Return, found 1 day ago
£158
Return
found 1 day ago
Select Alaska Airlines flight, departing Sat, 12 Oct from Chicago to Portland, returning Sat, 19 Oct, priced at £158 found 1 day ago
Alaska Airlines
Wed, 16 Oct - Wed, 23 Oct
ORD
Chicago
PDX
Portland
£159 Return, found 1 day ago
£159
Return
found 1 day ago
Select Alaska Airlines flight, departing Wed, 16 Oct from Chicago to Portland, returning Wed, 23 Oct, priced at £159 found 1 day ago
Alaska Airlines
Wed, 9 Oct - Thu, 17 Oct
ORD
Chicago
PDX
Portland
£160 Return, found 1 day ago
£160
Return
found 1 day ago
Select Alaska Airlines flight, departing Wed, 9 Oct from Chicago to Portland, returning Thu, 17 Oct, priced at £160 found 1 day ago
Flight from Chicago to Portland route information
Origin airport
O'Hare Intl.
Destination airport
Portland Intl.
Airlines serving
Alaska Airlines
Return price
£144
Distance
2774 km
Average flight time
2 hours 32 mins

Compare flights from Chicago to Portland easily and book in confidence

For travelling on business or for pleasure, Expedia makes it easy to book your flights from Chicago to Portland. Operating between them 15 flights per day, 20 airlines cover the route. And American Airlines, Alaska Airlines, Air Canada, Brussels Airlines, Swiss, Lufthansa, United Airlines fly direct, getting you to Portland Intl. in just 4hours. If you have a preferred carrier, use our advanced search tool to find the right flight from O'Hare Intl. to Portland Intl..  

To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights. 

Grab a great deal on your flight from O'Hare Intl. (ORD) to Portland Intl. (PDX) 

The easiest way to view the best deals on flights from Chicago to Portland today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from O'Hare Intl. to Portland Intl. start at just £144 and range up to £160.  

To find an even better deal, try  

  • being flexible on your dates – midweek flights can be cheaper
  • looking for other airports near Chicago and Portland
  • booking your flight during September, the cheapest month on this route
  • varying your flight times – early morning and late at night are sometimes cheaper 

Why you should book your Chicago to Portland flight with Expedia!

We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from O'Hare Intl. to Portland Intl. for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.  

Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.  

Frequently asked questions

How much is a flight from ORD to PDX?
If you’re travelling from O’Hare Intl. Airport (ORD) to PDX, round-trip flights start from £144. This figure is based on fares available within the last 7 days on Expedia for flights departing within the next year, so don’t let a good deal slip through your fingers. Book today and save yourself both money and time. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from O'Hare Intl. Airport (ORD) to PDX Airport?
Each air carrier has its own terms and conditions. If you do decide to cancel, follow the instructions on our Customer Service Portal.
How do I find cheap flights from O'Hare Intl. Airport (ORD) to PDX that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for ORD to Portland Airport flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from O'Hare Airport to Portland Intl. Airport (PDX)?
You’ll be in the air for a while, as the flight distance from O’Hare Intl. Airport (ORD) to Portland Airport is 2,800 kilometres. Create a playlist of your favourite songs before you leave home to keep yourself entertained during your flight.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to PDX?
United Airlines (UA) is a top choice. It offers 86 flights from O’Hare Airport to Portland Intl. Airport (PDX) each month. If you want more options, check out the ticket prices from Alaska Airlines (AS). This airlines operates 30 flights every month between these airports.
Are O'Hare Intl. Airport (ORD) to PDX Airport flight tickets cheaper when they're purchased at the last minute?
Airline tickets from ORD to Portland Airport are available up to a year prior to departure on Expedia. And although you may nab a fantastic last-minute deal, it’s not something you should bank on. Also, booking your flights in advance means you’ll have more options — and you can avoid ending up with the dreaded middle seat! We regularly update our fares to bring you the best bargains, so keep checking in for all the latest specials.
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