C$ 281+ Cheap flights to Portland, ME

— PWM
7 Oct — 14 Oct1
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

Tue 29/911:02 a.m. -
1 stop12h 43m
Wed 30/96:00 a.m. -
1 stop7h 38m
Deal found 2/9C$ 629
Sat 19/91:00 p.m. -
1 stop8h 23m
Wed 23/95:15 a.m. -
1 stop4h 49m
Deal found 2/9C$ 656
Tue 20/109:50 a.m. -
1 stop23h 18m
Tue 27/105:09 p.m. -
2 stops22h 14m
Deal found 5/9C$ 678
Fri 16/106:00 p.m. -
1 stop5h 36m
Sun 25/106:00 a.m. -
1 stop7h 43m
Deal found 3/9C$ 685
Sun 18/107:00 a.m. -
1 stop7h 38m
Sun 25/105:50 a.m. -
1 stop5h 58m
Deal found 2/9C$ 697
Mon 19/107:00 p.m. -
1 stop4h 28m
Mon 26/105:50 a.m. -
1 stop5h 58m
Deal found 4/9C$ 699
Sat 26/93:00 p.m. -
2 stops8h 28m
Sat 3/106:00 a.m. -
1 stop4h 40m
Deal found 2/9C$ 718
Sun 4/107:00 a.m. -
1 stop7h 38m
Sun 11/106:00 a.m. -
1 stop5h 49m
Deal found 6/9C$ 721
Sat 19/92:05 p.m. -
2 stops9h 27m
Wed 23/96:06 a.m. -
1 stop10h 09m
Deal found 2/9C$ 739

Find flight deals to Portland

Round-trip from

C$ 629

One-way from

C$ 281
American Airlines
  • American Airlines
  • 29/9-30/9
  • 2 total stops
  • 20h 21m total
  • Toronto to Portland
20/10-31/12
  • 20/10-31/12
  • 2 total stops
  • 32h 21m total
  • Toronto to Portland

Cheapflights Fare Finder

 
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

TorontoPortland

YYZ Toronto Pearson Intl - PWM Portland

YYZPWM

Toronto Pearson Intl

Tue 20/10

9:50 a.m.-9:08 a.m.

1 stop23h 18m

Portland

Wed 31/12

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

Nonstop0h 00m

C$ 314

TorontoPortland

YYZ Toronto Pearson Intl - PWM Portland

YYZPWM

Toronto Pearson Intl

Sun 25/10

7:15 a.m.-9:08 a.m.

1 stop25h 53m

Portland

Wed 31/12

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

Nonstop0h 00m

C$ 318

TorontoPortland

YYZ Toronto Pearson Intl - PWM Portland

YYZPWM

Toronto Pearson Intl

Sat 10/10

1:30 p.m.-9:21 a.m.

1 stop19h 51m

Portland

Wed 31/12

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

Nonstop0h 00m

C$ 358

TorontoPortland

YYZ Toronto Pearson Intl - PWM Portland

YYZPWM

Toronto Pearson Intl

Wed 21/10

3:00 p.m.-11:28 p.m.

1 stop8h 28m

Portland

Wed 31/12

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

Nonstop0h 00m

C$ 380
Quickest round-trip

TorontoPortland

YYZ Toronto Pearson Intl - PWM Portland

YYZPWM

Toronto Pearson Intl

Thu 22/10

2:45 p.m.-9:46 p.m.

1 stop7h 01m

Portland

Wed 31/12

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

Nonstop0h 00m

C$ 390

TorontoPortland

YYZ Toronto Pearson Intl - PWM Portland

YYZPWM

Toronto Pearson Intl

Sat 10/10

2:05 p.m.-11:28 p.m.

2 stops9h 23m

Portland

Wed 31/12

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

Nonstop0h 00m

C$ 422

TorontoPortland

YYZ Toronto Pearson Intl - PWM Portland

YYZPWM

Toronto Pearson Intl

Sat 6/3

6:00 a.m.-1:53 p.m.

1 stop7h 53m

Portland

Wed 31/12

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

Nonstop0h 00m

C$ 499

TorontoPortland

YYZ Toronto Pearson Intl - PWM Portland

YYZPWM

Toronto Pearson Intl

Tue 29/9

11:02 a.m.-11:45 p.m.

1 stop12h 43m

Portland

Wed 30/9

6:00 a.m.-1:38 p.m.

1 stop7h 38m

C$ 629

TorontoPortland

YYZ Toronto Pearson Intl - PWM Portland

YYZPWM

Toronto Pearson Intl

Sat 26/9

7:00 p.m.-11:28 p.m.

1 stop4h 28m

Portland

Sat 3/10

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

1 stop5h 43m

C$ 656

TorontoPortland

YYZ Toronto Pearson Intl - PWM Portland

YYZPWM

Toronto Pearson Intl

Sat 19/9

1:00 p.m.-9:23 p.m.

1 stop8h 23m

Portland

Wed 23/9

5:15 a.m.-10:04 a.m.

1 stop4h 49m

C$ 656

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

Showing 1-10 of 18 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

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 2 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

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

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 2 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?

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Conway
North Conway

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