
Popular airlines from Chicago O'Hare International Airport (ORD) to Portland International Airport (PDX)
- Alaska Airlines
Alaska Airlines
- United
United
- American Airlines
American Airlines
- Delta
Delta
- Southwest Airlines
Southwest Airlines
- Frontier Airlines
Frontier Airlines
- Spirit Airlines
Spirit Airlines
- Plan, book, fly with confidence
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Cheap flights from Chicago (ORD) to Portland (PDX)
Prices were available within the past 7 days and start at CA $112 for one-way flights and CA $249 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.










Find the cheapest month to fly from Chicago (ORD) to Portland (PDX)
August is typically the cheapest month to fly
Graph displaying average flight prices per month
Origin airport | O'Hare Intl. |
Destination airport | Portland Intl. |
Airlines serving | Alaska Airlines, American Airlines, Delta, Spirit Airlines, United |
Roundtrip price | CA $249 |
Distance | 2774 km |
Average flight time | 2 hours 26 mins |
Chicago to Portland Flights
The easy way to book your flights from Chicago to Portland
With Expedia, it’s simple to find and book flights to Portland from Chicago whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are American Airlines, Qatar Airways, Alaska Airlines, Air Canada, Hawaiian Airlines, Malaysia Airlines, Brussels Airlines, Swiss, Lufthansa, United Airlines, British Airways, Gulf Air nonstop flights to Portland Intl., too.
Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Chicago to Portland today, tomorrow, or this week.
Save dollars with cheap flights from O'Hare Intl., ORD to Portland Intl., PDX
Sort your search results by price to find great deals on your flight from Chicago to Portland—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Portland from Chicago currently is just CA $249 rising to CA $318.
Here are more money-saving tips:
- Fly in August when flight prices are normally at their lowest
- Book about a month to 6 weeks before you travel for the best prices to Portland
- Avoid peak season and weekends when flights can cost more
- Early morning and late-night flights are sometimes cheaper, so try varying your travel times
- One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free!
Reasons to choose Expedia for your flight to Portland from Chicago
Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Portland with Expedia today.
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Top Routes from Chicago
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Top Routes to Portland
- Ottawa to Portland (YOW - PDX)
- Calgary to Portland (YYC - PDX)
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- Detroit to Portland (DTW - PDX)
- Saskatoon to Portland (YXE - PDX)
- Boston to Portland (BOS - PDX)
- Winnipeg to Portland (YWG - PDX)
- Halifax to Portland (YHZ - PDX)
- Victoria to Portland (YYJ - PDX)
- Montreal to Portland (YUL - PDX)
- Buffalo to Portland (BUF - PDX)
- Vancouver to Portland (YVR - PDX)
Top Routes to Portland
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