C$ 305+ Cheap flights to Portland, ME

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 24/1. Fares are subject to change and may not be available on all flights or dates of travel.
— PWM
11 Jan — 18 Jan1
1 adult
1 adult, Economy, 0 bags

Flights to Portland, ME 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 12 December 2025.

Thu 11/127:10 a.m.YYZ - PWM
2 stops27h 31mMultiple Airlines
Thu 18/1211:58 a.m.PWM - YYZ
1 stop11h 51mMultiple Airlines
Deal found 10/12C$ 805
Sat 13/126:05 a.m.YYZ - PWM
1 stop5h 26mMultiple Airlines
Mon 15/129:46 a.m.PWM - YYZ
1 stop28h 34mMultiple Airlines
Deal found 12/12C$ 841
Thu 11/121:47 p.m.YYZ - PWM
2 stops8h 47mAmerican Airlines
Thu 18/126:00 a.m.PWM - YYZ
1 stop5h 45mAmerican Airlines
Deal found 10/12C$ 1,061
Sat 13/127:02 a.m.YYZ - PWM
2 stops9h 23mAmerican Airlines
Mon 15/1212:39 p.m.PWM - YYZ
1 stop10h 17mAmerican Airlines
Deal found 12/12C$ 1,183
Thu 11/122:15 p.m.YYZ - PWM
2 stops8h 54mUnited Airlines
Thu 18/125:30 a.m.PWM - YYZ
2 stops8h 13mUnited Airlines
Deal found 10/12C$ 1,207
Sat 13/124:10 p.m.YYZ - PWM
2 stops7h 02mUnited Airlines
Mon 15/123:00 p.m.PWM - YYZ
2 stops8h 46mUnited Airlines
Deal found 12/12C$ 1,225

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 12 December 2025.

Round-trip from

C$ 294

One-way from

C$ 305

Popular in

December

Cheapest in

March

Average price

C$ 407
Porter Airlines
  • Porter Airlines
  • 8/1-11/1
  • 2 total stops
  • 10h 38m total
  • Toronto to Boston
American Airlines
  • American Airlines
  • 24/1
  • 2 total stops
  • 11h 07m total
  • Toronto to Portland
Highest demand for flights based on searches. 4% potential increase in price (C$ 18 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease (C$ 5 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 12 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 - PWM

YYZPWM

Toronto Pearson Intl

Sat 31/1

10:30 a.m.-9:37 p.m.

2 stops11h 07m

Portland

Sat 7/2

5:30 a.m.-4:35 p.m.

1 stop11h 05m

C$ 527

TorontoPortland

YYZ - PWM

YYZPWM

Toronto Pearson Intl

Thu 8/1

6:00 a.m.-1:45 p.m.

1 stop7h 45m

Portland

Mon 12/1

2:35 p.m.-10:56 p.m.

1 stop8h 21m

C$ 552

TorontoPortland

YYZ - PWM

YYZPWM

Toronto Pearson Intl

Thu 8/1

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

1 stop12h 44m

Portland

Thu 15/1

5:20 a.m.-4:35 p.m.

1 stop11h 15m

C$ 552

TorontoPortland

YYZ - PWM

YYZPWM

Toronto Pearson Intl

Fri 2/1

7:30 a.m.-10:55 p.m.

1 stop15h 25m

Portland

Wed 7/1

5:20 a.m.-4:35 p.m.

1 stop11h 15m

C$ 747

TorontoPortland

YYZ - PWM

YYZPWM

Toronto Pearson Intl

Fri 2/1

8:20 p.m.-10:36 a.m.

1 stop14h 16m

Portland

Wed 7/1

11:02 a.m.-8:11 p.m.

2 stops33h 09m

C$ 758

TorontoPortland

YYZ - PWM

YYZPWM

Toronto Pearson Intl

Sat 24/1

9:30 a.m.-1:56 p.m.

1 stop4h 26m

Portland

Sat 31/1

4:10 p.m.-11:59 p.m.

1 stop7h 49m

C$ 765

TorontoPortland

YYZ - PWM

YYZPWM

Toronto Pearson Intl

Thu 9/4

8:55 a.m.-3:16 p.m.

1 stop6h 21m

Portland

Sun 12/4

6:00 a.m.-11:43 a.m.

1 stop5h 43m

C$ 765

TorontoPortland

YYZ - PWM

YYZPWM

Toronto Pearson Intl

Sun 22/3

7:10 a.m.-10:49 a.m.

2 stops27h 39m

Portland

Sun 29/3

11:01 a.m.-11:49 p.m.

1 stop12h 48m

C$ 778

TorontoPortland

YYZ - PWM

YYZPWM

Toronto Pearson Intl

Thu 9/4

12:15 p.m.-4:10 p.m.

1 stop3h 55m

Portland

Sun 12/4

6:03 a.m.-6:13 a.m.

2 stops24h 10m

C$ 873

TorontoPortland

YYZ - PWM

YYZPWM

Toronto Pearson Intl

Sat 24/1

10:30 a.m.-9:37 p.m.

2 stops11h 07m

C$ 305

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/12

Showing 1-10 of 11 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

How long is the flight to Portland?

On average, a flight from Toronto to Portland takes 7 hours 45 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.

What are the cheapest airlines that fly to Portland?

The cheapest airlines flying from Toronto to Portland are United Airlines and WestJet.

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 73.0 - 115.0 mm per month. November is typically the wettest month, when rainfall can reach 115.0 mm. August is typically the driest time to visit Portland when rainfall is around 73.0 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 20.0 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 12 December 2025.
Read reviews from past customers who have flown WestJet to the United States. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

6.2

Comfort

7.1

Crew

7.9

Entertainment

6.1

Overall

7.2

Boarding

7.4

Reviews

1 / 20
6.0
Good

Deb,Jan 2025

YYZ - YYC

Boarding went smoothly, you didn't accept debit card for food on flight

Food

6.2

Comfort

7.1

Crew

7.9

Entertainment

6.1

Overall

7.2

Boarding

7.4

Reviews

1 / 20
6.0
Good

Deb,Jan 2025

YYZ - YYC

Boarding went smoothly, you didn't accept debit card for food on flight

FAQs about flying to Portland

Portland climate

New England offers four very distinct seasons that entice travellers to book flights to Portland all year round. Depending on when you plan your Portland flights, you will be in for a unique experience. Between November and March, snow falls and temperatures drop to around 7 degrees Celsius, and sometimes below freezing levels. From April to June, it escalates to around 13 degrees C, and after that, June, July, and August roast in over 30 degrees, which makes for perfect conditions to linger portside. Spanning the length of September – October, fall lures people to book flights to Portland to catch glimpses of the unforgettable vivid views of foliage.

Getting around Portland

It’s easy to get from Portland to surrounding cities. From the Greyhound Terminal you can get to and from Vermont, Boston, Hartford and New York City every day. Other buses can take you to Brunswick, Lewiston, Augusta, Waterville, Bangor or Bar Harbour. The Amtrak trains also run between Portland and Boston several times a day. Trips take only two hours, which is much quicker than the buses. Ferry cruises leave Portland for Bailey Island or Nova Scotia several times a week in the summer. If you’re heading into Canada, don’t forget to bring your passport. For travel within Portland, cars and motorcycles are all over the place and it’s easy to rent a car. You’ll want to park in a garage, since metered parking is less available and allow you to stay for only a few hours. If you’d prefer not to drive, you can take the Metro or trains.      

  • When is the best time to fly to Portland?

    If you book flights to Portland in June, you’ll experience the Old Port Street Festival, which begun in the 1970s, and is held annually one the first Sunday in June. Outdoor performances, and musical genres of folk, world, and rock linger on every street corner. Parades, kid rides, and street food are just a few reasons to get outside and enjoy the heat while it lasts.  Peak Season:  Summer and fall are the best times to book flights to Portland. If you’re looking for beachside bliss, go for a sail along the Atlantic Ocean on the 4th of July. If you’re looking for crisper weather and a chance to bundle up among reds, oranges, and yellows, stroll the cobblestone streets during the spectacular autumn showcase.  Off-Peak Season:  Although it’s easy to appreciate the diversity of all of Maine’s four seasons, less travellers book flights to Portland during the winter, since freezing temperatures hamper outdoor activity, and snowfall makes getting around a difficult feat.

  • What is good to know if travelling to Portland?

    Local Art: Portland art galleries mix media to portray the reality and splendor of Portland through paintings and photography. The Domaine Gallery offers fine-art photography, prints about the state’s geography, and jewellery hand-made by artisans. The Fore Street Gallery focuses more on watercolours, oil paintings, and specializes on regional artists. Work also ranges from students to professional. If you decide to take home a painting that suits your style, be sure to pack carefully for your return Portland flight. At the Institute of Contemporary Art, progressive students from the Maine College of Art (MECA) display their work, while in the Portland Museum of Art; American pros like Winslow Homer and Edward Hopper fill the walls. The PMA also gets recognized especially for its temporary exhibits.  Wadsworth-Longfellow House: You’ll see plenty of old, brick homes with lavish gardens and detailed rooftops, but one claims the spotlight more than others: the Henry Wadsworth-Longfellow House. The brick Wadsworth-Longfellow farmhouse sits in the middle of an expansive garden, and is built in the 1788 federal style. The builder, General Peleg Wadsworth, was a hero in the Revolutionary War, and a grandfather to poet Henry Wadsworth Longfellow. The two lived in the house together, and it remains one of New England’s more famous architectural artifacts. Reopened in 2002, the home is part of the Maine Historic Society and is open year-round for travellers.  Harbour side: A mile in length, the Harbour side begins at Casco Bay Lines ferry terminal (at the corner of Commercial and Franklin Streets). For fitness freaks booking flights to Portland, paved paths allow convenient room for walking, running, and biking with views of the islands. With a 68-acre hillside span of greenery that extends to the water, the Harbour side is your perfect outdoor daytime destination to get the best of the land and the sea.  Portland Sea Dogs: Take in America’s pastime after your flight to Portland lands. The Portland Sea Dogs are a Double A baseball team, affiliated with the World Series Champion Boston Red Sox. Spend an afternoon at the Sea Dogs game for a perfect summertime activity. Park your family on one of Hadlock Field’s aluminum benches, grab some game-time grub, and watch as young hopefuls swing their way toward the pros. Pro-players including Josh Beckett, Brad Penny, Alex Gonzalez, and Kevin Millar played for the Portland Sea Dogs – pay close attention to the guys on the field, they might the next big baseball stars.

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

    Booking a flight to Portland (PWM) is your only option if you intend on flying to Portland. It is only a 4.7 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, United Airlines is rated the highest out of the airlines that fly to Portland.

  • Where does the fastest flight to Portland depart from?

    For those looking to save time traveling to Portland, Winnipeg offers the quickest one-way flight (5 hours 54 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. Embassy Suites by Hilton Portland Maine is the closest property to Portland (0.0 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
North Conway

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