C$ 277+ Cheap flights to Oregon

— PDX
17 Nov — 24 Nov1
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

Sat 31/105:15 p.m. -
1 stop8h 47m
Mon 9/116:08 a.m. -
1 stop6h 57m
Deal found 17/10C$ 407
Thu 19/116:30 a.m. -
1 stop8h 52m
Thu 26/117:00 a.m. -
1 stop6h 47m
Deal found 13/10C$ 452
Thu 19/116:20 a.m. -
2 stops11h 21m
Thu 26/1110:00 a.m. -
2 stops9h 56m
Deal found 13/10C$ 462
Sun 15/116:45 a.m. -
1 stop8h 02m
Tue 17/113:15 p.m. -
1 stop7h 09m
Deal found 14/10C$ 465
Fri 20/116:30 a.m. -
1 stop19h 16m
Fri 27/1110:00 a.m. -
1 stop6h 57m
Deal found 13/10C$ 466
Fri 23/108:00 a.m. -
2 stops14h 11m
Tue 27/103:20 p.m. -
2 stops11h 56m
Deal found 13/10C$ 468
Thu 29/106:45 a.m. -
1 stop8h 02m
Mon 2/1111:30 p.m. -
1 stop14h 17m
Deal found 14/10C$ 472
Fri 23/105:15 p.m. -
1 stop8h 08m
Tue 27/108:30 a.m. -
1 stop12h 22m
Deal found 13/10C$ 474
Sun 8/1111:38 a.m. -
1 stop13h 12m
Sat 21/1111:20 p.m. -
1 stop11h 10m
Deal found 15/10C$ 475
Fri 23/107:34 p.m. -
1 stop7h 10m
Tue 27/105:33 a.m. -
1 stop8h 11m
Deal found 16/10C$ 476
Fri 23/107:34 p.m. -
1 stop7h 10m
Fri 30/108:44 p.m. -
2 stops11h 35m
Deal found 16/10C$ 478
Mon 9/115:15 p.m. -
1 stop8h 45m
Thu 19/115:05 a.m. -
1 stop8h 00m
Deal found 15/10C$ 486

Find flights to Oregon

Explore Oregon

Find flight deals to Oregon

Round-trip from

C$ 407

One-way from

C$ 277

Popular in

December

Cheapest in

March

Average price

C$ 628
Alaska Airlines
  • Alaska Airlines
  • 31/10-9/11
  • 2 total stops
  • 15h 44m total
  • Toronto to Portland
United Airlines
  • United Airlines
  • 3/11-31/12
  • 1 total stop
  • 8h 07m 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 October 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
Quickest round-trip

TorontoPortland

YYZ Toronto Pearson Intl - PDX Portland

YYZPDX

Toronto Pearson Intl

Wed 25/11

5:15 p.m.-10:58 p.m.

1 stop8h 43m

Portland

Wed 31/12

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

Nonstop0h 00m

C$ 277

TorontoMedford

YYZ Toronto Pearson Intl - MFR Medford

YYZMFR

Toronto Pearson Intl

Fri 27/11

4:10 p.m.-11:45 a.m.

2 stops22h 35m

Medford

Wed 31/12

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

Nonstop0h 00m

C$ 420

TorontoPortland

YYZ Toronto Pearson Intl - PDX Portland

YYZPDX

Toronto Pearson Intl

Sun 15/11

6:45 a.m.-11:47 a.m.

1 stop8h 02m

Portland

Tue 17/11

3:15 p.m.-1:24 a.m.

1 stop7h 09m

C$ 465

TorontoPortland

YYZ Toronto Pearson Intl - PDX Portland

YYZPDX

Toronto Pearson Intl

Thu 29/10

6:45 a.m.-11:47 a.m.

1 stop8h 02m

Portland

Mon 2/11

11:30 p.m.-4:47 p.m.

1 stop14h 17m

C$ 474

TorontoPortland

YYZ Toronto Pearson Intl - PDX Portland

YYZPDX

Toronto Pearson Intl

Wed 18/11

6:10 a.m.-11:15 p.m.

1 stop20h 05m

Portland

Sun 29/11

11:10 p.m.-11:48 a.m.

1 stop9h 38m

C$ 474

TorontoPortland

YYZ Toronto Pearson Intl - PDX Portland

YYZPDX

Toronto Pearson Intl

Thu 29/10

6:30 a.m.-4:10 p.m.

2 stops12h 40m

Portland

Mon 2/11

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

2 stops14h 08m

C$ 475

TorontoPortland

YYZ Toronto Pearson Intl - PDX Portland

YYZPDX

Toronto Pearson Intl

Mon 26/10

5:49 p.m.-11:59 p.m.

2 stops9h 10m

Portland

Mon 2/11

5:49 p.m.-8:49 a.m.

2 stops12h 00m

C$ 475

TorontoPortland

YYZ Toronto Pearson Intl - PDX Portland

YYZPDX

Toronto Pearson Intl

Fri 4/12

3:35 p.m.-12:43 a.m.

2 stops12h 08m

Portland

Mon 14/12

7:25 p.m.-9:47 a.m.

2 stops11h 22m

C$ 475

TorontoPortland

YYZ Toronto Pearson Intl - PDX Portland

YYZPDX

Toronto Pearson Intl

Sun 15/11

6:45 a.m.-11:47 a.m.

1 stop8h 02m

Portland

Tue 17/11

5:00 a.m.-11:26 p.m.

2 stops15h 26m

C$ 475

TorontoPortland

YYZ Toronto Pearson Intl - PDX Portland

YYZPDX

Toronto Pearson Intl

Wed 18/11

12:15 p.m.-9:57 p.m.

2 stops12h 42m

Portland

Sun 29/11

11:20 p.m.-1:30 p.m.

1 stop11h 10m

C$ 476

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/10

Showing 1-10 of 31 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 9 hours 3 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 81 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.

Entertainment

7.8

Crew

8.5

Overall

7.8

Comfort

7.8

Boarding

8.1

Food

7.2

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Entertainment

7.8

Crew

8.5

Overall

7.8

Comfort

7.8

Boarding

8.1

Food

7.2

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Entertainment

7.8

Crew

8.5

Overall

7.8

Comfort

7.8

Boarding

8.1

Food

7.2

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Entertainment

7.8

Crew

8.5

Overall

7.8

Comfort

7.8

Boarding

8.1

Food

7.2

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Entertainment

7.8

Crew

8.5

Overall

7.8

Comfort

7.8

Boarding

8.1

Food

7.2

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

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, Delta 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$ 191, while round-trip flights cost around C$ 324.

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

    A round-trip flight to Oregon will typically cost around C$ 523, however they can be found for as little as C$ 324.

  • 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 (1.6 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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