C$ 179+ 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 4/2. Fares are subject to change and may not be available on all flights or dates of travel.
— PDX
22 Jan — 29 Jan1
1 adult
1 adult, Economy, 0 bags

Flights to Portland in 2025

Enter your travel dates to find the best prices.

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 23 December 2025.

Thu 25/129:00 a.m.YYZ - PDX
1 stop13h 01mUnited Airlines
Wed 31/125:00 a.m.PDX - YYZ
2 stops15h 46mUnited Airlines
Deal found 21/12C$ 571
Fri 26/124:06 p.m.YYZ - PDX
1 stop8h 53mAmerican Airlines
Fri 2/111:21 p.m.PDX - YYZ
1 stop7h 55mAmerican Airlines
Deal found 21/12C$ 686
Fri 26/126:10 a.m.YYZ - PDX
1 stop16h 33mUnited Airlines
Wed 31/127:45 p.m.PDX - YYZ
1 stop8h 45mUnited Airlines
Deal found 21/12C$ 695
Wed 24/1211:00 a.m.YYZ - PDX
1 stop11h 01mAir Canada
Tue 30/127:45 p.m.PDX - YYZ
1 stop8h 45mAir Canada
Deal found 22/12C$ 822
Sat 27/128:30 a.m.YYZ - PDX
1 stop17h 28mUnited Airlines
Fri 2/19:00 a.m.PDX - YYZ
1 stop10h 41mUnited Airlines
Deal found 20/12C$ 823
Sun 28/1210:45 a.m.YYZ - PDX
1 stop15h 01mUnited Airlines
Sat 3/110:52 p.m.PDX - YYZ
1 stop17h 05mUnited Airlines
Deal found 21/12C$ 845
Wed 24/126:50 a.m.YYZ - PDX
2 stops17h 17mUnited Airlines
Tue 30/127:45 p.m.PDX - YYZ
1 stop8h 45mUnited Airlines
Deal found 22/12C$ 862
Thu 25/126:30 a.m.YYZ - PDX
2 stops12h 54mMultiple Airlines
Wed 31/125:10 a.m.PDX - YYZ
1 stop7h 25mMultiple Airlines
Deal found 21/12C$ 910
Fri 26/1210:00 a.m.YYZ - PDX
2 stops15h 59mUnited Airlines
Fri 2/12:45 p.m.PDX - YYZ
2 stops16h 55mUnited Airlines
Deal found 21/12C$ 913
Fri 26/127:40 p.m.YTZ - PDX
1 stop27h 04mMultiple Airlines
Fri 2/15:50 p.m.PDX - YTZ
2 stops13h 45mMultiple Airlines
Deal found 20/12C$ 1,629
Fri 26/128:15 a.m.YHM - PDX
2 stops15h 30mMultiple Airlines
Fri 2/15:10 a.m.PDX - YHM
2 stops15h 45mMultiple Airlines
Deal found 20/12C$ 1,812

Find flight deals to Portland

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 23 December 2025.

Round-trip from

C$ 295

One-way from

C$ 179

Popular in

December

Cheapest in

July

Average price

C$ 719
15/1-19/1
  • 15/1-19/1
  • 2 total stops
  • 27h 01m total
  • Toronto to Portland
4/2
  • 4/2
  • 2 total stops
  • 24h 03m total
  • Toronto to Portland
Highest demand for flights based on searches. 5% potential increase in price (C$ 32 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease (C$ 18 potential savings vs. average RT price).
Average for round-trip flights in December 2025

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 23 December 2025.
Use the filters below to find and compare flights to Portland that are best for you.

Fly from

Toronto

Route

Depart

Return

Price

TorontoPortland

YYZ - PDX

YYZPDX

Toronto Pearson Intl

Sun 18/1

10:00 a.m.-5:24 p.m.

1 stop10h 24m

Portland

Mon 19/1

6:19 p.m.-7:36 p.m.

2 stops22h 17m

C$ 369

TorontoPortland

YYZ - PDX

YYZPDX

Toronto Pearson Intl

Wed 21/1

8:15 a.m.-2:40 p.m.

2 stops9h 25m

Portland

Wed 4/2

7:05 p.m.-11:40 a.m.

2 stops13h 35m

C$ 376

TorontoPortland

YYZ - PDX

YYZPDX

Toronto Pearson Intl

Tue 10/3

4:45 p.m.-10:41 p.m.

1 stop8h 56m

Portland

Sat 14/3

6:00 a.m.-3:35 p.m.

1 stop6h 35m

C$ 392

TorontoPortland

YYZ - PDX

YYZPDX

Toronto Pearson Intl

Tue 20/1

4:45 p.m.-10:46 p.m.

1 stop9h 01m

Portland

Tue 27/1

1:38 p.m.-3:35 p.m.

1 stop22h 57m

C$ 392

TorontoPortland

YYZ - PDX

YYZPDX

Toronto Pearson Intl

Thu 26/2

8:00 p.m.-9:30 a.m.

1 stop16h 30m

Portland

Mon 2/3

10:18 p.m.-7:36 p.m.

2 stops18h 18m

C$ 395

TorontoPortland

YYZ - PDX

YYZPDX

Toronto Pearson Intl

Sat 10/1

3:45 p.m.-10:53 p.m.

1 stop10h 08m

Portland

Thu 22/1

7:00 a.m.-11:59 p.m.

1 stop13h 59m

C$ 398

TorontoPortland

YYZ - PDX

YYZPDX

Toronto Pearson Intl

Sun 11/1

6:30 a.m.-12:46 p.m.

1 stop9h 16m

Portland

Fri 23/1

6:00 a.m.-3:59 p.m.

1 stop6h 59m

C$ 398

TorontoPortland

YYZ - PDX

YYZPDX

Toronto Pearson Intl

Thu 15/1

6:50 a.m.-11:57 a.m.

1 stop8h 07m

Portland

Sat 17/1

11:05 p.m.-11:48 a.m.

1 stop9h 43m

C$ 398

TorontoPortland

YYZ - PDX

YYZPDX

Toronto Pearson Intl

Sat 24/1

2:57 p.m.-9:49 p.m.

1 stop9h 52m

Portland

Mon 2/2

7:00 a.m.-7:45 p.m.

1 stop9h 45m

C$ 398

TorontoPortland

YYZ - PDX

YYZPDX

Toronto Pearson Intl

Sun 3/5

6:30 a.m.-8:47 p.m.

1 stop17h 17m

Portland

Wed 6/5

5:15 a.m.-9:27 p.m.

1 stop13h 12m

C$ 398

Flights are sorted by cheapest round-trip flights first.

Deals found on 21/12

Showing 1-10 of 52 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 19 December 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 20 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 United 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 23 December 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.

Crew

8.5

Boarding

8.1

Entertainment

7.0

Food

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.

Crew

8.5

Boarding

8.1

Entertainment

7.0

Food

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.

Crew

8.5

Boarding

8.1

Entertainment

7.0

Food

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.

Crew

8.5

Boarding

8.1

Entertainment

7.0

Food

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.

Crew

8.5

Boarding

8.1

Entertainment

7.0

Food

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.

Crew

8.5

Boarding

8.1

Entertainment

7.0

Food

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.

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$ 160, while round-trip flights cost around C$ 252.

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

    A round-trip flight to Portland will typically cost around C$ 411, however they can be found for as little as C$ 252.

  • 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
Tillamook
Cannon Beach
Lincoln City

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