C$ 242+ Cheap flights to Oregon

— PDX
20 Oct — 27 Oct1
1 adult
1 adult, Economy, 0 bags

Flights to Oregon in 2026

Enter your travel dates to find the best prices.

Cheapest flights to Oregon

Sun 4/109:00 a.m. -
1 stop7h 50m
Sun 11/102:30 p.m. -
1 stop7h 35m
Deal found 15/9C$ 378
Wed 18/116:15 a.m. -
2 stops11h 26m
Sun 29/117:10 p.m. -
1 stop8h 42m
Deal found 15/9C$ 433
Fri 23/1010:00 a.m. -
2 stops12h 11m
Tue 27/1010:00 a.m. -
1 stop6h 57m
Deal found 15/9C$ 435
Wed 25/116:45 a.m. -
1 stop15h 27m
Mon 30/117:10 p.m. -
1 stop8h 42m
Deal found 15/9C$ 440
Thu 15/107:30 a.m. -
1 stop16h 57m
Tue 20/1011:30 p.m. -
1 stop7h 24m
Deal found 15/9C$ 447
Tue 20/107:00 a.m. -
1 stop7h 33m
Sat 24/108:40 a.m. -
1 stop9h 52m
Deal found 15/9C$ 450
Fri 30/107:29 a.m. -
1 stop9h 04m
Fri 6/111:24 p.m. -
1 stop8h 22m
Deal found 15/9C$ 509
Thu 5/1112:49 p.m. -
1 stop9h 47m
Mon 9/1111:10 p.m. -
1 stop9h 59m
Deal found 15/9C$ 536
Sat 24/107:00 a.m. -
1 stop6h 28m
Sat 24/102:35 p.m. -
1 stop14h 25m
Deal found 17/9C$ 537
Sat 17/107:00 a.m. -
1 stop6h 28m
Tue 20/106:50 p.m. -
1 stop10h 10m
Deal found 17/9C$ 542
Sun 18/1011:38 a.m. -
1 stop12h 19m
Thu 22/1011:10 p.m. -
1 stop9h 13m
Deal found 17/9C$ 544
Tue 20/106:30 a.m. -
1 stop8h 28m
Mon 26/107:10 p.m. -
1 stop10h 20m
Deal found 17/9C$ 554

Find flights to Oregon

Explore Oregon

Find flight deals to Oregon

Round-trip from

C$ 378

One-way from

C$ 242

Popular in

December

Cheapest in

March

Average price

C$ 436
WestJet
  • WestJet
  • 4/10-11/10
  • 2 total stops
  • 15h 25m total
  • Toronto to Portland
WestJet
  • WestJet
  • 4/10-31/12
  • 1 total stop
  • 20h 10m total
  • Toronto to Oregon
Highest demand for flights based on searches. 9% potential increase in price (C$ 55 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease (C$ 15 potential savings vs. average RT price).
Average for round-trip flights in September 2026

Cheapflights Fare Finder

 
Use the filters below to find and compare flights to Oregon that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest round-trip

TorontoPortland

YKF Toronto Region of Waterloo Intl - PDX Portland

YKFPDX

Toronto Region of Waterloo Intl

Sun 4/10

8:40 p.m.-1:50 p.m.

1 stop20h 10m

Portland

Wed 31/12

12:00 a.m.-3:00 a.m.

Nonstop0h 00m

C$ 242
Quickest round-trip

TorontoEugene

YYZ Toronto Pearson Intl - EUG Eugene

YYZEUG

Toronto Pearson Intl

Mon 23/11

9:50 a.m.-10:01 p.m.

2 stops15h 11m

Eugene

Wed 31/12

12:00 a.m.-3:00 a.m.

Nonstop0h 00m

C$ 384

TorontoPortland

YYZ Toronto Pearson Intl - PDX Portland

YYZPDX

Toronto Pearson Intl

Wed 25/11

6:45 a.m.-7:12 p.m.

1 stop15h 27m

Portland

Mon 30/11

7:10 p.m.-6:52 a.m.

1 stop8h 42m

C$ 440

TorontoPortland

YYZ Toronto Pearson Intl - PDX Portland

YYZPDX

Toronto Pearson Intl

Thu 15/10

7:30 a.m.-9:27 p.m.

1 stop16h 57m

Portland

Tue 20/10

11:30 p.m.-9:54 a.m.

1 stop7h 24m

C$ 447

TorontoPortland

YYZ Toronto Pearson Intl - PDX Portland

YYZPDX

Toronto Pearson Intl

Tue 20/10

5:15 p.m.-10:23 p.m.

1 stop8h 08m

Portland

Sat 24/10

10:43 a.m.-11:59 p.m.

2 stops10h 16m

C$ 450

TorontoPortland

YYZ Toronto Pearson Intl - PDX Portland

YYZPDX

Toronto Pearson Intl

Thu 24/9

2:45 p.m.-10:23 p.m.

1 stop10h 38m

Portland

Sat 3/10

10:43 a.m.-11:54 p.m.

2 stops10h 11m

C$ 464

TorontoPortland

YYZ Toronto Pearson Intl - PDX Portland

YYZPDX

Toronto Pearson Intl

Tue 13/10

12:49 p.m.-8:02 p.m.

1 stop10h 13m

Portland

Tue 20/10

6:50 a.m.-9:59 p.m.

1 stop12h 09m

C$ 477

TorontoPortland

YYZ Toronto Pearson Intl - PDX Portland

YYZPDX

Toronto Pearson Intl

Fri 23/10

5:15 p.m.-10:23 p.m.

1 stop8h 08m

Portland

Tue 27/10

10:47 a.m.-9:15 p.m.

1 stop7h 28m

C$ 477

TorontoPortland

YYZ Toronto Pearson Intl - PDX Portland

YYZPDX

Toronto Pearson Intl

Fri 2/10

2:30 p.m.-8:10 p.m.

1 stop8h 40m

Portland

Mon 5/10

6:55 p.m.-10:04 a.m.

2 stops12h 09m

C$ 478

TorontoPortland

YYZ Toronto Pearson Intl - PDX Portland

YYZPDX

Toronto Pearson Intl

Thu 22/10

5:15 p.m.-10:23 p.m.

1 stop8h 08m

Portland

Thu 29/10

7:15 p.m.-2:03 p.m.

2 stops15h 48m

C$ 478

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/9

Showing 1-10 of 32 resultsSorted by cheapest first
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Best time to book a flight to Oregon

Have a flexible travel schedule? Discover the best time to fly to Oregon with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight to Oregon

How long is the flight to Oregon?

On average, a flight from Toronto to Oregon takes 13 hours 5 minutes. Flights to Oregon from other popular cities in Canada will vary in length. Below are a few examples of popular routes and their flight times.

What are the cheapest airlines that fly to Oregon?

The cheapest airlines flying from Toronto to Oregon are WestJet, Delta and Air Canada.

Rainfall in Oregon by month

In terms of precipitation, rainfall in Oregon ranges from 18.0 - 142.0 mm per month. November is typically the wettest month, when rainfall can reach 142.0 mm. July is typically the driest time to visit Oregon when rainfall is around 18.0 mm.

Temperature in Oregon by month

If weather is an important factor for your trip to Oregon, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 21.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 5.0 C).

When is the best time to book a flight to Oregon?

The best time to book flights to Oregon is 80 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What are the most popular places to fly to in Oregon?

The most popular places in Oregon to fly to are Portland, Eugene, Medford, Bend and Redmond.

Reviews of airlines servicing Oregon

Check out reviews from past customers who have flown Delta,United Airlines, andWestJet to the United States to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

7.2

Crew

8.5

Overall

7.8

Boarding

8.1

Entertainment

7.8

Comfort

7.8

Reviews

1 / 20
4.0
Okay

Jennifer,Sep 2026

ORD - LGA

The flight crew was 30 minutes late to an am flight and then that caused a delay

Food

7.2

Crew

8.5

Overall

7.8

Boarding

8.1

Entertainment

7.8

Comfort

7.8

Reviews

1 / 20
4.0
Okay

Jennifer,Sep 2026

ORD - LGA

The flight crew was 30 minutes late to an am flight and then that caused a delay

Food

7.2

Crew

8.5

Overall

7.8

Boarding

8.1

Entertainment

7.8

Comfort

7.8

Reviews

1 / 20
4.0
Okay

Jennifer,Sep 2026

ORD - LGA

The flight crew was 30 minutes late to an am flight and then that caused a delay

Food

7.2

Crew

8.5

Overall

7.8

Boarding

8.1

Entertainment

7.8

Comfort

7.8

Reviews

1 / 20
4.0
Okay

Jennifer,Sep 2026

ORD - LGA

The flight crew was 30 minutes late to an am flight and then that caused a delay

Food

7.2

Crew

8.5

Overall

7.8

Boarding

8.1

Entertainment

7.8

Comfort

7.8

Reviews

1 / 20
4.0
Okay

Jennifer,Sep 2026

ORD - LGA

The flight crew was 30 minutes late to an am flight and then that caused a delay

FAQs about flying to Oregon

Oregon climate

Oregon is split into two climate zones by the north-south Cascade Mountains. In general, west of the Cascades has fairly heavy precipitation and moderate temperatures. East of the Cascades, the high desert can have very cold winters with considerable snowfall in the upper elevations. Summer days are very hot and the nights cool. Annual rainfall ranges from less than 20cm in the plateau regions to 508cm in the upper western Coast Range. The highest elevations of the Cascades receive 760 to 1,400cm of snow annually. 

Getting around Oregon

Probably the best way to tour Oregon is with an RV or car. Before venturing into remote areas, fill up the gas tank—Oregon is a large state, and gas stations are few and far between in some areas. Regional airports are situated so you can get flights to other parts of the state. There is train service in the western part of the state and regular bus service to larger towns. Along the rivers, upscale and more moderate tours are available. 

Public transportation can get you around Portland. The Tri-Met operates buses, streetcars, and light-rail trains. The Central City streetcar line runs through several areas including downtown and Portland State University. The MAX light-rail trains run between tourist destinations such as the airport, downtown, the zoo, and the Rose Garden Arena. Taxis are available and driving is a reasonable undertaking.

Hiking is a great way to see the natural wonders. The Pacific Crest Trail goes through Oregon, the Timberline Trail circles Mt. Hood, and beach walks take you along the coast.

Oregon has been creating bicycling routes for over 30 years, and the Oregon Coast Bike Route is still considered the best way to tour the shoreline.

What is good to know if travelling to Oregon?

  • The Sea Lion Caves in Florence is the largest sea cave in the world.
  • Heceta Head Lighthouse is beautifully situated in Lane County, America’s most photographed lighthouse (it is claimed) sits on a cliff overlooking the Pacific Ocean and beach below.
  • It is said that Oregon has more ghost towns than any other state in America. These ghost towns don’t have spooks, they are rather towns that have either been abandoned or are greatly diminished. Shaniko is Oregon’s best known ghost town.
  • There are several places along the Oregon coast from which to watch whales including Winchester Bay. There are two times of year to see the whales. During the winter migration (see the whales between Dec 26 and the start of Jan) the mammals travel south to the breeding grounds in Baja, California. The spring migration occurs in March and is when the whales swim by with their calves on their way to the Alaskan feeding grounds.
  • The Willamette Valley is the heart of Oregon’s agriculture country. During spring and summer, roadside stands and farmers’ markets in the towns sell produce. There are more than 200 wineries producing several types of wine including pinot noir, pinot gris and riesling.
  • Mount Hood is the highest mountain in Oregon and is easily accessible from Portland. There is just a 90-minute drive to get to the skiing or snowboarding areas.
  • When is the best time to fly to Oregon?

    Peak Season: The peak season is May through October, and the height of the season is July when most travellers book flights to Oregon. Portland and Ashland are booked solid in summer, and many wineries are open daily during the summer months. The abundant winter snow brings downhill and cross-country skiers, snowboarders, and snowshoers to the mountains. Travellers looking for cheap plane tickets to Oregon during the winter should book well in advance. Mount Hood is crowded summer and winter, and the Timberline snow lasts into summer. Off Season: Spring and fall generally have good weather, fewer crowds, and lower airfare prices. Late March through April is the peak fishing season. Many vineyards begin wine tasting in November, but most are closed in January and February. Between October and May, Oregon flights and hotel rates are lower, but you need good rain gear if you’re heading to the state.

  • Can I find cheaper flights to Oregon if I am willing to have layovers?

    Yes, flights with layovers are often cheaper than direct flights. Keep an eye out for flight deals to Oregon on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Oregon?

    Based on reviews from Cheapflights users, United Airlines is rated the highest out of the airlines that fly to Oregon.

  • What is the cheapest airport to fly to in Oregon?

    Portland is currently the cheapest airport to fly to in Oregon. One-way flights to Portland typically cost C$ 212, while round-trip flights cost around C$ 310.

  • How much is a round-trip flight to Oregon?

    A round-trip flight to Oregon will typically cost around C$ 508, however they can be found for as little as C$ 310.

  • Where does the fastest flight to Oregon depart from?

    For those looking to save time traveling to Oregon, Vancouver offers the quickest one-way flight (0 hours 16 minutes).

  • Does Portland have rental cars?

    Yes. Those touching down at Portland can take advantage of the rental car services offered upon their arrival.

  • Are there hotels close to Portland?

    Yes. Portland has hotels nearby for those requiring accommodations. Sheraton Portland Airport Hotel is the closest property to Portland (0.0 km away from Portland).

See more FAQs

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Users can book flights with no change fees policies with our dedicated filters. Book flights to Oregon flexibly with Cheapflights today.

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