C$ 155+ Cheap flights to Portland

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/10. Fares are subject to change and may not be available on all flights or dates of travel.
— PDX
17 Oct — 24 Oct1
1 adult
1 adult, Economy

Flights to Portland in 2025

Find the latest flights to Portland in 2025, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 629,999 searches and data was last updated on 17 September 2025.

Round-trip from

C$ 297

One-way from

C$ 155

Popular in

March

Cheapest in

September

Average price

C$ 424
WestJet
  • WestJet
  • 4/10-11/10
  • 2 total stops
  • 15h 42m total
  • Toronto to Portland
WestJet
  • WestJet
  • 4/10
  • 1 total stop
  • 10h 05m total
  • Toronto to Portland
Highest demand for flights based on searches. 5% potential increase in price (C$ 47 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease (C$ 19 potential savings vs. average RT price).
Average for round-trip flights in September 2025

Find flight deals to Portland

Cheapest flights to Portland
Explore the most affordable flight options available to Portland. Find the lowest fares based on data from user searches, with prices last updated on 17 September 2025.

Sat 4/106:00 a.m.YHM - PDX
1 stop10h 05mWestJet
Sat 11/101:45 p.m.PDX - YHM
1 stop7h 55mWestJet
Deal found 15/9C$ 272
Sat 4/108:00 a.m.YYZ - PDX
1 stop8h 05mWestJet
Sat 11/101:45 p.m.PDX - YYZ
1 stop7h 37mWestJet
Deal found 15/9C$ 297
Thu 23/106:30 a.m.YYZ - PDX
1 stop19h 15mUnited Airlines
Mon 27/1011:59 p.m.PDX - YYZ
1 stop7h 41mUnited Airlines
Deal found 15/9C$ 369
Sat 1/119:00 a.m.YYZ - PDX
1 stop8h 45mAir Canada
Sun 9/117:00 p.m.PDX - YYZ
1 stop8h 29mAir Canada
Deal found 16/9C$ 378
Tue 18/119:00 a.m.YYZ - PDX
1 stop8h 45mAir Canada
Tue 25/119:50 a.m.PDX - YYZ
1 stop8h 39mAir Canada
Deal found 14/9C$ 381
Sat 18/107:00 a.m.YYZ - PDX
1 stop14h 31mLufthansa
Fri 24/102:15 p.m.PDX - YYZ
1 stop6h 43mLufthansa
Deal found 16/9C$ 385
Thu 23/105:24 p.m.YYZ - PDX
1 stop8h 44mAmerican Airlines
Mon 27/109:52 p.m.PDX - YYZ
1 stop14h 07mAmerican Airlines
Deal found 16/9C$ 387
Tue 14/106:10 a.m.YYZ - PDX
1 stop16h 03mUnited Airlines
Tue 21/1011:59 p.m.PDX - YYZ
1 stop8h 50mUnited Airlines
Deal found 16/9C$ 388
Sat 4/103:25 p.m.YTZ - PDX
2 stops12h 03mAir Canada
Sat 11/107:40 p.m.PDX - YTZ
2 stops12h 51mAir Canada
Deal found 15/9C$ 421
Tue 25/113:30 p.m.YTZ - PDX
2 stops11h 56mAir Canada
Sun 14/1211:59 p.m.PDX - YTZ
2 stops11h 56mAir Canada
Deal found 15/9C$ 481
Sat 18/1010:20 a.m.YTZ - PDX
2 stops15h 10mAir Canada
Fri 24/1011:59 p.m.PDX - YTZ
2 stops13h 46mAir Canada
Deal found 16/9C$ 492
Sat 18/106:00 a.m.YHM - PDX
3 stops15h 46mMultiple Airlines
Fri 24/106:15 a.m.PDX - YHM
3 stops15h 25mMultiple Airlines
Deal found 16/9C$ 506

Cheapflights Fare Finder

 
Locate flights to Portland that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 629,999 searches and data was last updated on 17 September 2025.
Use the filters below to find and compare flights to Portland that are best for you.

Fly from

Toronto

Route

Depart

Return

Price

HamiltonPortland

YHM - PDX

YHMPDX

Hamilton

Sat 4/10

6:00 a.m.-1:05 p.m.

1 stop10h 05m

Portland

Sat 11/10

1:45 p.m.-12:40 a.m.

1 stop7h 55m

C$ 272

TorontoPortland

YYZ - PDX

YYZPDX

Toronto Pearson Intl

Thu 23/10

6:30 a.m.-10:45 p.m.

1 stop19h 15m

Portland

Mon 27/10

11:59 p.m.-10:40 a.m.

1 stop7h 41m

C$ 369

TorontoPortland

YYZ - PDX

YYZPDX

Toronto Pearson Intl

Sat 18/10

7:00 a.m.-11:41 a.m.

1 stop7h 41m

Portland

Thu 23/10

11:55 p.m.-4:17 p.m.

1 stop13h 22m

C$ 381

TorontoPortland

YYZ - PDX

YYZPDX

Toronto Pearson Intl

Tue 7/10

9:00 p.m.-11:41 a.m.

1 stop17h 41m

Portland

Fri 10/10

11:55 p.m.-11:32 a.m.

1 stop8h 37m

C$ 388

TorontoPortland

YYZ - PDX

YYZPDX

Toronto Pearson Intl

Fri 17/10

6:10 a.m.-7:13 p.m.

1 stop16h 03m

Portland

Mon 20/10

10:17 p.m.-11:44 a.m.

1 stop10h 27m

C$ 388

TorontoPortland

YYZ - PDX

YYZPDX

Toronto Pearson Intl

Sat 18/10

9:00 a.m.-8:20 p.m.

2 stops14h 20m

Portland

Wed 22/10

10:50 a.m.-11:58 p.m.

2 stops10h 08m

C$ 389

TorontoPortland

YYZ - PDX

YYZPDX

Toronto Pearson Intl

Sat 18/10

6:30 a.m.-6:33 p.m.

1 stop15h 03m

Portland

Fri 24/10

2:15 p.m.-11:58 p.m.

1 stop6h 43m

C$ 389

TorontoPortland

YTZ - PDX

YTZPDX

Toronto Island

Tue 25/11

3:30 p.m.-12:26 a.m.

2 stops11h 56m

Portland

Sat 13/12

11:59 p.m.-2:55 p.m.

2 stops11h 56m

C$ 481

TorontoPortland

YTZ - PDX

YTZPDX

Toronto Island

Tue 25/11

3:30 p.m.-12:26 a.m.

2 stops11h 56m

Portland

Thu 11/12

7:00 p.m.-9:42 a.m.

2 stops11h 42m

C$ 481

TorontoPortland

YTZ - PDX

YTZPDX

Toronto Island

Tue 25/11

3:30 p.m.-12:26 a.m.

2 stops11h 56m

Portland

Mon 15/12

11:59 p.m.-2:55 p.m.

2 stops11h 56m

C$ 481

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/9

Showing 1-10 of 57 results
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Best time to book a flight to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight to Portland

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

Use this chart to determine the optimal time to book a round-trip flight from Toronto to Portland. Price data was last updated on 12 September 2025.

To ensure you get the cheapest price possible for a flight to Portland, you should look to book at least 71 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

How long is the flight to Portland?

On average, a flight from Toronto to Portland takes 9 hours 13 minutes. Flights to Portland from other popular cities in Canada will vary in length. Below are a few examples of popular routes and their flight times.

When is the cheapest time to fly to Portland?

Use this chart to determine the cheapest time to fly round-trip from Toronto to Portland. Price data was last updated on 16 December 2024.

Users looking for the lowest fares to Portland should consider flying on Thursday evenings, when prices are typically cheapest. Budget-minded travellers will want to avoid Sunday evenings, when prices are usually at their highest.

What are the cheapest airlines that fly to Portland?

The cheapest airlines flying from Toronto to Portland are American Airlines, WestJet and Alaska Airlines.

Rainfall in Portland by month

Plan your trip to Portland by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Portland 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 Portland when rainfall is around 18.0 mm.

Temperature in Portland by month

Plan your trip to Portland by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Portland, 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).

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Portland. Reviews last updated 17 September 2025.
Get a feel of what it's like to fly with Alaska Airlines,Delta, andUnited Airlines to the United States by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
8.0
Very good

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.

FAQs about flying to Portland

Portland climate

Portland has the mild rainy climate of the Pacific Northwest. It doesn’t get that much rain in centimetres, but it has a lot of days when it rains some. The rainy season is roughly October to May. Summer is the sunniest season; that’s when most people take cheap flights to Portland. It can be hot, with temperatures reaching 32 degrees Celsius. Whenever you go, be prepared for at least a little rain and also for cool evenings even in summer.

Getting around Portland

It’s easy to walk around compact downtown Portland. There are plenty of small parks to rest at and sidewalks are wide. The public transit system is very good. TriMet has buses and light rail, the Metropolitan Area Express (MAX). If you’re travelling in the free rail zone, a 300-block area downtown, a ride won’t cost you a thing. The Portland Streetcar services the cultural district and great areas for shopping and restaurants. The free rates apply to the streetcar too. If you hop on one of the vintage streetcars that run on the weekends, you still won’t have to pay.    

What is good to know if travelling to Portland?

  • If you lose your way in downtown Portland, look for someone wearing bright green jackets. These are Portland Guides who are deployed around town to answer questions and provide directions.
  • The Portland Saturday Market is no longer limited to Saturdays as it now stretches into Sunday and continues to be a favourite outing for both locals and visitors alike. It sees artists and craftspeople – about 300 of them – sell their creations. A wide variety of ethnic and unusual foods are also available.
  • Portland is also known as the City of Roses so it is hardly surprising that the city celebrates a Rose Festival. Staged annually in June, the festival includes a grand parade, boat and car races, air show, arts festival, and of course a show featuring roses. Fleet Week, when a variety of US Navy, US Coast Guard, and Royal Canadian Navy ships are in port, is another June event that attracts travellers to take cheap flights to Portland. Some of the vessels provide river cruises while the ships in port are open to the public for free tours.
  • Among Portland’s major attractions are the city’s many gardens and parks. The Japanese Garden is one of Portland’s most popular attractions and is considered to be the finest example of a Japanese garden in North America. Meanwhile the Portland Classical Chinese Garden is the largest outside China. Although they are very different, both have one thing in common: tea rooms that can come in handy after a day on your feet.
  • With commanding views of the city, the Pittock Mansion was built in 1914 in the style of a French Chateau with innovative features such as a built-in vacuum cleaning system and multiple shower heads. Out front, the lawn makes a perfect picnic spot.
  • It’s hard to imagine an island 16km northwest of downtown Portland being one of the area’s best-kept secrets but that is precisely what Sauvie Island is. Connected to the mainland by a narrow bridge that runs along a dyke bordered by houseboats as well as fruit and dairy farms, Sauvie offers visitors the chance to observe countless bird species, pick berries or just wander along a beach.
  • When is the best time to fly to Portland?

    Peak Season: Portland is a considerably different place between May and October when the area gets a break from the more or less regular rain that falls here. Consequently, the majority of visitors to the city come during this time result in higher prices. Off Season: The local rainy season starts in October and lasts until May meaning that cheap flights to Portland will be considerably easier to find during this time. Provided that you do not mind a little rain you will not miss out on anything. If the weather is important, try to travel in the still off-peak periods of early May and late September.

  • What airport do you fly into for flights to Portland?

    Booking a flight to Portland (PDX) is your only option if you intend on flying to Portland. It is only a 9.7 km journey from Portland to Portland’s city centre.

  • Can I find cheaper flights to Portland 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 Portland on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Portland?

    Based on reviews from Cheapflights users, WestJet is rated the highest out of the airlines that fly to Portland.

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

    Portland is currently the cheapest airport to fly to in Portland. One-way flights to Portland typically cost C$ 122, while round-trip flights cost around C$ 220.

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

    A round-trip flight to Portland will typically cost around C$ 266, however they can be found for as little as C$ 160.

  • Where does the fastest flight to Portland depart from?

    For those looking to save time traveling to Portland, Vancouver offers the quickest one-way flight (1 hour 15 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

Travelling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Vancouver
Seaside
Tillamook
Cannon Beach
Lincoln City

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