C$ 288+ 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 31/8. Fares are subject to change and may not be available on all flights or dates of travel.
— PWM
22 Aug — 29 Aug1
1 adult
1 adult, Economy, 0 bags

Flights to Portland, ME in 2026

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 July 2026.

Sun 8/117:59 a.m.
YYZ
-
PWM
1 stop5h 23m
Delta
Sat 14/116:00 a.m.
PWM
-
YYZ
1 stop5h 01m
Delta
Deal found 19/7C$ 540
Mon 24/86:00 a.m.
YYZ
-
PWM
1 stop8h 21m
American Airlines
Sat 29/85:30 a.m.
PWM
-
YYZ
1 stop11h 48m
American Airlines
Deal found 18/7C$ 543
Sun 30/82:15 p.m.
YYZ
-
PWM
1 stop9h 32m
American Airlines
Tue 8/96:46 p.m.
PWM
-
YYZ
1 stop5h 00m
American Airlines
Deal found 19/7C$ 552
Tue 11/86:00 a.m.
YYZ
-
PWM
1 stop4h 21m
WestJet
Thu 13/811:50 a.m.
PWM
-
YYZ
2 stops13h 15m
WestJet
Deal found 20/7C$ 585
Fri 21/812:09 p.m.
YYZ
-
PWM
1 stop3h 52m
WestJet
Tue 25/811:50 a.m.
PWM
-
YYZ
2 stops12h 09m
WestJet
Deal found 21/7C$ 586
Sat 15/88:00 p.m.
YYZ
-
PWM
1 stop13h 08m
Air Canada
Sat 22/86:00 a.m.
PWM
-
YYZ
1 stop6h 35m
Air Canada
Deal found 18/7C$ 590
Fri 2/106:00 a.m.
YYZ
-
PWM
1 stop9h 55m
WestJet
Mon 5/1012:55 p.m.
PWM
-
YYZ
1 stop24h 41m
WestJet
Deal found 18/7C$ 602
Fri 4/95:05 p.m.
YYZ
-
PWM
1 stop22h 54m
WestJet
Fri 11/912:55 p.m.
PWM
-
YYZ
1 stop10h 04m
WestJet
Deal found 21/7C$ 606
Wed 2/912:45 p.m.
YYZ
-
PWM
1 stop6h 39m
United Airlines
Wed 9/96:00 a.m.
PWM
-
YYZ
1 stop7h 42m
United Airlines
Deal found 19/7C$ 610
Sun 8/118:00 p.m.
YYZ
-
PWM
1 stop13h 08m
Multiple Airlines
Sat 14/115:09 p.m.
PWM
-
YYZ
2 stops21h 49m
Multiple Airlines
Deal found 19/7C$ 624
Fri 7/86:00 a.m.
YYZ
-
PWM
1 stop10h 50m
WestJet
Sun 9/812:47 p.m.
PWM
-
YYZ
1 stop20h 08m
WestJet
Deal found 18/7C$ 626

Find flight deals to Portland

Find the latest flights to Portland in 2026, 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 July 2026.

Round-trip from

C$ 540

One-way from

C$ 288
Delta
  • Delta
  • 5/1-8/1
  • 2 total stops
  • 14h 14m total
  • Toronto to Portland
31/8
  • 31/8
  • 2 total stops
  • 31h 49m total
  • Toronto to Portland

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 July 2026.
Use the filters below to find and compare flights to Portland that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

TorontoPortland

YYZ - PWM

YYZPWM

Toronto Pearson Intl

Sun 8/11

7:59 a.m.-1:22 p.m.

1 stop5h 23m

Portland

Sat 14/11

6:00 a.m.-11:01 a.m.

1 stop5h 01m

C$ 540

TorontoPortland

YYZ - PWM

YYZPWM

Toronto Pearson Intl

Tue 5/1

7:59 a.m.-4:59 p.m.

1 stop9h 00m

Portland

Fri 8/1

5:59 p.m.-11:13 p.m.

1 stop5h 14m

C$ 540

TorontoPortland

YYZ - PWM

YYZPWM

Toronto Pearson Intl

Mon 24/8

6:00 a.m.-2:21 p.m.

1 stop8h 21m

Portland

Sat 29/8

5:30 a.m.-5:18 p.m.

1 stop11h 48m

C$ 543

TorontoPortland

YYZ - PWM

YYZPWM

Toronto Pearson Intl

Sun 30/8

2:15 p.m.-11:47 p.m.

1 stop9h 32m

Portland

Tue 8/9

6:46 p.m.-11:46 p.m.

1 stop5h 00m

C$ 552

TorontoPortland

YYZ - PWM

YYZPWM

Toronto Pearson Intl

Fri 21/8

12:09 p.m.-4:01 p.m.

1 stop3h 52m

Portland

Tue 25/8

11:50 a.m.-11:59 p.m.

2 stops12h 09m

C$ 586

TorontoPortland

YYZ - PWM

YYZPWM

Toronto Pearson Intl

Fri 2/10

6:00 a.m.-3:55 p.m.

1 stop9h 55m

Portland

Mon 5/10

12:55 p.m.-1:36 p.m.

1 stop24h 41m

C$ 602

TorontoPortland

YYZ - PWM

YYZPWM

Toronto Pearson Intl

Wed 2/9

12:45 p.m.-7:24 p.m.

1 stop6h 39m

Portland

Wed 9/9

6:00 a.m.-1:42 p.m.

1 stop7h 42m

C$ 610

TorontoPortland

YYZ - PWM

YYZPWM

Toronto Pearson Intl

Fri 4/9

5:05 p.m.-11:30 p.m.

1 stop6h 25m

Portland

Fri 11/9

11:50 a.m.-12:45 p.m.

2 stops24h 55m

C$ 633

TorontoPortland

YYZ - PWM

YYZPWM

Toronto Pearson Intl

Tue 5/1

3:00 p.m.-9:27 p.m.

1 stop6h 27m

Portland

Fri 8/1

9:45 a.m.-7:34 p.m.

1 stop9h 49m

C$ 638
Cheapest one-way

TorontoPortland

YYZ - PWM

YYZPWM

Toronto Pearson Intl

Mon 31/8

1:30 p.m.-9:19 p.m.

2 stops31h 49m

C$ 288

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/7

Showing 1-10 of 19 resultsSorted by cheapest first
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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 4 hours 8 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.

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).

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, Toronto offers the quickest one-way flight (4 hours 8 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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