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Cheap flights from Toronto to Boston from C$ 305

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Toronto to Boston departing on 24/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

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Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
10:30 a.m. - 9:37 p.m.
YYZ
-
PWM
11h 07m2 stops
American Airlines Logo
5:30 a.m. - 4:35 p.m.
PWM
-
YYZ
11h 05m1 stop
C$ 527American Airlines
Sat, 31 Jan - Sat, 7 Feb
American Airlines Logo
10:30 a.m. - 9:37 p.m.
YYZ
-
PWM
11h 07m2 stops
American Airlines Logo
5:30 a.m. - 5:28 p.m.
PWM
-
YYZ
11h 58m2 stops
C$ 534American Airlines
Sat, 31 Jan - Sat, 7 Feb
American Airlines Logo
5:15 p.m. - 12:06 p.m.
YYZ
-
PWM
18h 51m1 stop
American Airlines Logo
5:30 a.m. - 4:35 p.m.
PWM
-
YYZ
11h 05m1 stop
C$ 542American Airlines
Sat, 31 Jan - Sat, 7 Feb
Delta Logo
6:00 a.m. - 1:45 p.m.
YYZ
-
PWM
7h 45m1 stop
Delta Logo
2:35 p.m. - 10:56 p.m.
PWM
-
YYZ
8h 21m1 stop
C$ 552Delta
Thu, 8 Jan - Mon, 12 Jan
Delta Logo
6:45 p.m. - 11:20 a.m.
YYZ
-
PWM
16h 35m1 stop
Delta Logo
2:35 p.m. - 10:56 p.m.
PWM
-
YYZ
8h 21m1 stop
C$ 553Delta
Thu, 8 Jan - Mon, 12 Jan
Delta Logo
6:00 a.m. - 1:45 p.m.
YYZ
-
PWM
7h 45m1 stop
Delta Logo
6:00 a.m. - 5:53 p.m.
PWM
-
YYZ
11h 53m1 stop
C$ 579Delta
Thu, 8 Jan - Mon, 12 Jan
Multiple Airlines Logo
7:10 a.m. - 9:07 a.m.
YYZ
-
PWM
25h 57m1 stop
Multiple Airlines Logo
11:01 a.m. - 2:53 p.m.
PWM
-
YYZ
27h 52m1 stop
C$ 654Multiple Airlines
Sun, 22 Mar - Sun, 29 Mar
American Airlines Logo
7:30 a.m. - 10:55 p.m.
YYZ
-
PWM
15h 25m1 stop
American Airlines Logo
5:20 a.m. - 4:35 p.m.
PWM
-
YYZ
11h 15m1 stop
C$ 747American Airlines
Fri, 2 Jan - Wed, 7 Jan
Multiple Airlines Logo
8:20 p.m. - 10:36 a.m.
YYZ
-
PWM
14h 16m1 stop
Multiple Airlines Logo
11:02 a.m. - 8:11 p.m.
PWM
-
YYZ
33h 09m2 stops
C$ 758Multiple Airlines
Fri, 2 Jan - Wed, 7 Jan
United Airlines Logo
9:30 a.m. - 1:56 p.m.
YYZ
-
PWM
4h 26m1 stop
United Airlines Logo
4:10 p.m. - 11:59 p.m.
PWM
-
YYZ
7h 49m1 stop
C$ 765United Airlines
Sat, 24 Jan - Sat, 31 Jan

American Airlines flights from Toronto to Portland, Maine

Our best American Airlines deals on Toronto to Portland, Maine flight tickets
American Airlines
31 Jan
YYZ10:30 a.m.Toronto Pearson Intl
11h 07m
2 stops
PWM9:37 p.m.Portland
7 Feb
PWM5:30 a.m.Portland
11h 05m
1 stop
YYZ4:35 p.m.Toronto Pearson Intl
C$ 527
Find similar
American Airlines
31 Jan
YYZ10:30 a.m.Toronto Pearson Intl
11h 07m
2 stops
PWM9:37 p.m.Portland
7 Feb
PWM5:30 a.m.Portland
11h 58m
2 stops
YYZ5:28 p.m.Toronto Pearson Intl
C$ 534
Find similar
American Airlines
31 Jan
YYZ5:15 p.m.Toronto Pearson Intl
18h 51m
1 stop
PWM12:06 p.m.Portland
7 Feb
PWM5:30 a.m.Portland
11h 05m
1 stop
YYZ4:35 p.m.Toronto Pearson Intl
C$ 542
Find similar

Delta flights from Toronto to Portland, Maine

Our best Delta deals on Toronto to Portland, Maine flight tickets
Delta
8 Jan
YYZ6:00 a.m.Toronto Pearson Intl
7h 45m
1 stop
PWM1:45 p.m.Portland
12 Jan
PWM2:35 p.m.Portland
8h 21m
1 stop
YYZ10:56 p.m.Toronto Pearson Intl
C$ 552
Find similar
Delta
8 Jan
YYZ6:45 p.m.Toronto Pearson Intl
16h 35m
1 stop
PWM11:20 a.m.Portland
12 Jan
PWM2:35 p.m.Portland
8h 21m
1 stop
YYZ10:56 p.m.Toronto Pearson Intl
C$ 553
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Toronto to Portland, Maine that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 11 December 2025.
Use the filters below to find and compare flights from Toronto to Portland, Maine that are best for you.

Fly from

Fly to

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

Sat 31/1

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

2 stops11h 07m

Portland

Sat 7/2

5:30 a.m.-5:28 p.m.

2 stops11h 58m

C$ 534

TorontoPortland

YYZ - PWM

YYZPWM

Toronto Pearson Intl

Sat 31/1

5:15 p.m.-12:06 p.m.

1 stop18h 51m

Portland

Sat 7/2

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

1 stop11h 05m

C$ 542

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

6:45 p.m.-11:20 a.m.

1 stop16h 35m

Portland

Mon 12/1

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

1 stop8h 21m

C$ 553

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

6:00 a.m.-5:53 p.m.

1 stop11h 53m

C$ 579

TorontoPortland

YYZ - PWM

YYZPWM

Toronto Pearson Intl

Sun 22/3

7:10 a.m.-9:07 a.m.

1 stop25h 57m

Portland

Sun 29/3

11:01 a.m.-2:53 p.m.

1 stop27h 52m

C$ 654

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

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 resultsSorted by cheapest first
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See travel insights to Boston from

How to get the cheapest flight ticket from Toronto to Portland, Maine

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Portland, Maine?

The cheapest day to depart on your flight to Portland, Maine is on a Tuesday when prices can be found for as low as C$ 528. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around C$ 666. These prices are subject to change though, so be sure to set up a Price Alert for flights to Portland, Maine.

What is the cheapest time of day to depart on your flight to Portland, Maine?

The cheapest time of day to fly to Portland, Maine is in the afternoon when flights can be purchased for as low as C$ 544. Try not to purchase tickets in the morning because they tend to be around C$ 625. Of course, these prices can vary depending on the time of year and what airport you fly to.

When to book flights from Toronto to Portland, Maine

Are you open to changing your travel dates? Check out the ideal times to fly from Toronto to Portland, Maine according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Toronto to Portland, Maine (YTO to PWM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Toronto to Portland, Maine

Fastest flight time

11h 55m

Direct flights

None
The fastest flight from Toronto to Portland, Maine takes 11h 55m
There are no direct flights from Toronto to Portland, Maine. There are no popular flight routes from Toronto to Portland, Maine.
Search flight deals

  • How far is Toronto to Portland by plane?

    Toronto and Portland are 733.4 km apart from one another. In terms of flight time, this usually takes a little over 11h 55m.

  • When did momondo last update prices for flights from Toronto to Portland Airport?

    Prices for flights from Toronto to Portland Airport refresh daily.

  • How many operators does momondo search for flights from Toronto to Portland Airport?

  • How old do you have to be to fly from Toronto to Portland Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Toronto to Portland Airport.

  • What documentation or ID do you need to fly to Portland Airport?

    The required travel and health documents for your Portland Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Portland Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Toronto to Portland, Maine?

Best airlines flying from Toronto to Portland, Maine

Compare and see reviews for airlines that fly from Toronto to Portland, Maine with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom C$ 361Free CancellationRating
7.4
9,095 reviews
Search United Airlines flights
WestJetPriceFrom C$ 539Free CancellationRating
7.2
3,194 reviews
Search WestJet flights

Travelling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
North Conway
Freeport
Auburn
Brunswick
Bartlett
Boothbay Harbor
Gorham
Lewiston
Jackson

Why use momondo?

Why should I use momondo to find a flight deal from Toronto to Portland?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Toronto to Portland . Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Toronto to Portland with flexible booking policies on momondo?

Yes. All flights to Portland from Toronto on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Toronto to Portland?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Toronto to Portland.

I’m not ready to book a flight from Toronto to Portland right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Toronto to Portland now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Portland and let you know when they change.

An easier way to manage your Portland, Maine trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
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