Cheap Flights From O'Hare Intl. (ORD) To Portland Intl. (PDX)

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

The cheapest flights to Portland Intl. found within the past 7 days were CA $349 round trip and CA $204 one way. Prices and availability subject to change. Additional terms may apply.

Wed, Apr 29 - Fri, May 1
ORD
Chicago
PDX
Portland
CA $349 Roundtrip, found 5 days ago
CA $349
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Apr 29 from Chicago to Portland, returning Fri, May 1, priced at CA $349 found 5 days ago
Wed, Apr 29 - Fri, May 1
ORD
Chicago
PDX
Portland
CA $358 Roundtrip, found 5 days ago
CA $358
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Apr 29 from Chicago to Portland, returning Fri, May 1, priced at CA $358 found 5 days ago
Sat, Jun 13 - Mon, Jun 22
ORD
Chicago
PDX
Portland
CA $402 Roundtrip, found 6 days ago
CA $402
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Sat, Jun 13 from Chicago to Portland, returning Mon, Jun 22, priced at CA $402 found 6 days ago
Sat, Apr 18 - Sat, Apr 25
ORD
Chicago
PDX
Portland
CA $405 Roundtrip, found 1 day ago
CA $405
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Sat, Apr 18 from Chicago to Portland, returning Sat, Apr 25, priced at CA $405 found 1 day ago
Wed, Apr 29 - Fri, May 1
ORD
Chicago
PDX
Portland
CA $418 Roundtrip, found 5 days ago
CA $418
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Apr 29 from Chicago to Portland, returning Fri, May 1, priced at CA $418 found 5 days ago
Wed, Apr 29 - Fri, May 1
ORD
Chicago
PDX
Portland
CA $419 Roundtrip, found 5 days ago
CA $419
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Apr 29 from Chicago to Portland, returning Fri, May 1, priced at CA $419 found 5 days ago
Wed, Apr 29 - Fri, May 1
ORD
Chicago
PDX
Portland
CA $425 Roundtrip, found 5 days ago
CA $425
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Apr 29 from Chicago to Portland, returning Fri, May 1, priced at CA $425 found 5 days ago
Wed, Apr 29 - Fri, May 1
ORD
Chicago
PDX
Portland
CA $430 Roundtrip, found 5 days ago
CA $430
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Apr 29 from Chicago to Portland, returning Fri, May 1, priced at CA $430 found 5 days ago
Wed, Apr 29 - Fri, May 1
ORD
Chicago
PDX
Portland
CA $432 Roundtrip, found 5 days ago
CA $432
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Apr 29 from Chicago to Portland, returning Fri, May 1, priced at CA $432 found 5 days ago
Wed, Apr 29 - Fri, May 1
ORD
Chicago
PDX
Portland
CA $439 Roundtrip, found 5 days ago
CA $439
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Apr 29 from Chicago to Portland, returning Fri, May 1, priced at CA $439 found 5 days ago

Frequently asked questions

Are there direct flights from ORD to PDX?
United Airlines and American Airlines are among the airlines that have direct flights from ORD to PDX. If you want to get to your destination without a stopover, be sure to check out their fares.
What airlines fly from O'Hare Intl. Airport (ORD) to PDX?
If you need to get to Portland from Chicago, you'll find a few airlines that have direct flights. One of the most reputable carriers is United Airlines (UA), which operates 152 flights on this route each month. An alternative is American Airlines (AA), which has 52 flights each month. The more airlines you weigh up, the more likely you are to pick up a wonderful deal.
What is the best day to buy a plane ticket?
Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you're looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you're browsing flight deals.
What are the cheapest days to fly?
Frequent travellers may already know this, but earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.
How far in advance can you book a flight?
Here's the deal: It is typically possible to start comparing international airfares on Travelocity.ca 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 2-4 weeks prior to their travel dates.*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.