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Cheap flights from Toronto to Boston from $190

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 1/13. 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
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
5:15 pm - 12:06 pm
YYZ
-
PWM
18h 51m1 stop
American Airlines Logo
5:20 am - 4:35 pm
PWM
-
YYZ
11h 15m1 stop
$395American Airlines
Fri, Jan 30 - Fri, Feb 6
American Airlines Logo
10:59 am - 11:43 pm
YYZ
-
PWM
12h 44m1 stop
American Airlines Logo
5:20 am - 4:35 pm
PWM
-
YYZ
11h 15m1 stop
$401American Airlines
Tue, Jan 13 - Tue, Jan 20
Delta Logo
12:10 pm - 11:22 pm
YYZ
-
PWM
11h 12m2 stops
Delta Logo
2:35 pm - 10:56 pm
PWM
-
YYZ
8h 21m1 stop
$409Delta
Tue, Jan 13 - Tue, Jan 20
Multiple Airlines Logo
7:10 am - 10:22 am
YYZ
-
PWM
27h 12m1 stop
Multiple Airlines Logo
11:29 am - 11:28 am
PWM
-
YYZ
23h 59m2 stops
$416Multiple Airlines
Fri, Jan 30 - Fri, Feb 6
Delta Logo
2:25 pm - 11:22 pm
YYZ
-
PWM
8h 57m1 stop
Delta Logo
6:00 am - 5:53 pm
PWM
-
YYZ
11h 53m1 stop
$448Delta
Mon, Jan 26 - Thu, Jan 29
Delta Logo
6:00 am - 1:45 pm
YYZ
-
PWM
7h 45m1 stop
Delta Logo
5:57 pm - 9:26 am
PWM
-
YYZ
15h 29m1 stop
$462Delta
Thu, Jan 8 - Mon, Jan 12
Delta Logo
6:00 am - 1:45 pm
YYZ
-
PWM
7h 45m1 stop
Delta Logo
5:57 pm - 9:26 am
PWM
-
YYZ
15h 29m1 stop
$470Delta
Thu, Jan 8 - Mon, Jan 12
Delta Logo
6:00 am - 1:45 pm
YYZ
-
PWM
7h 45m1 stop
Delta Logo
5:57 pm - 9:26 am
PWM
-
YYZ
15h 29m1 stop
$481Delta
Thu, Jan 8 - Mon, Jan 12
United Airlines Logo
6:40 pm - 11:30 pm
YYZ
-
PWM
4h 50m1 stop
United Airlines Logo
9:40 am - 2:14 pm
PWM
-
YYZ
4h 34m1 stop
$558United Airlines
Fri, Jan 30 - Fri, Feb 6
Air Canada Logo
2:15 pm - 11:30 pm
YYZ
-
PWM
9h 15m2 stops
Air Canada Logo
8:40 am - 1:43 pm
PWM
-
YYZ
5h 03m1 stop
$611Air Canada
Thu, Jan 8 - Mon, Jan 12

American Airlines flights from Toronto to Portland, Maine

Our best American Airlines deals on Toronto to Portland, Maine flight tickets
American Airlines
Jan 30
YYZ5:15 pmToronto Pearson Intl
18h 51m
1 stop
PWM12:06 pmPortland
Feb 6
PWM5:20 amPortland
11h 15m
1 stop
YYZ4:35 pmToronto Pearson Intl
$395
Find similar
American Airlines
Jan 13
YYZ10:59 amToronto Pearson Intl
12h 44m
1 stop
PWM11:43 pmPortland
Jan 20
PWM5:20 amPortland
11h 15m
1 stop
YYZ4:35 pmToronto Pearson Intl
$401
Find similar
American Airlines
Jan 30
YYZ12:39 pmToronto Pearson Intl
11h 04m
2 stops
PWM11:43 pmPortland
Feb 6
PWM5:20 amPortland
12h 08m
2 stops
YYZ5:28 pmToronto Pearson Intl
$637
Find similar

Delta flights from Toronto to Portland, Maine

Our best Delta deals on Toronto to Portland, Maine flight tickets
Delta
Jan 13
YYZ12:10 pmToronto Pearson Intl
11h 12m
2 stops
PWM11:22 pmPortland
Jan 20
PWM2:35 pmPortland
8h 21m
1 stop
YYZ10:56 pmToronto Pearson Intl
$409
Find similar
Delta
Jan 26
YYZ2:25 pmToronto Pearson Intl
8h 57m
1 stop
PWM11:22 pmPortland
Jan 29
PWM6:00 amPortland
11h 53m
1 stop
YYZ5:53 pmToronto Pearson Intl
$448
Find similar
Delta
Jan 8
YYZ6:00 amToronto Pearson Intl
7h 45m
1 stop
PWM1:45 pmPortland
Jan 12
PWM5:57 pmPortland
15h 29m
1 stop
YYZ9:26 amToronto Pearson Intl
$462
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 832,500 searches. Data last updated December 17, 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

Fri 1/30

5:15 pm-12:06 pm

1 stop18h 51m

Portland

Fri 2/6

5:20 am-4:35 pm

1 stop11h 15m

$395

TorontoPortland

YYZ - PWM

YYZPWM

Toronto Pearson Intl

Tue 1/13

10:59 am-11:43 pm

1 stop12h 44m

Portland

Tue 1/20

5:20 am-4:35 pm

1 stop11h 15m

$401

TorontoPortland

YYZ - PWM

YYZPWM

Toronto Pearson Intl

Tue 1/13

12:10 pm-11:22 pm

2 stops11h 12m

Portland

Tue 1/20

2:35 pm-10:56 pm

1 stop8h 21m

$409

TorontoPortland

YYZ - PWM

YYZPWM

Toronto Pearson Intl

Fri 1/30

7:10 am-10:22 am

1 stop27h 12m

Portland

Fri 2/6

11:29 am-11:28 am

2 stops23h 59m

$416

TorontoPortland

YYZ - PWM

YYZPWM

Toronto Pearson Intl

Mon 1/26

2:25 pm-11:22 pm

1 stop8h 57m

Portland

Thu 1/29

6:00 am-5:53 pm

1 stop11h 53m

$448

TorontoPortland

YYZ - PWM

YYZPWM

Toronto Pearson Intl

Thu 1/8

6:00 am-1:45 pm

1 stop7h 45m

Portland

Mon 1/12

5:57 pm-9:26 am

1 stop15h 29m

$462

TorontoPortland

YYZ - PWM

YYZPWM

Toronto Pearson Intl

Thu 1/8

6:00 am-1:45 pm

1 stop7h 45m

Portland

Mon 1/12

5:57 pm-9:26 am

1 stop15h 29m

$470

TorontoPortland

YYZ - PWM

YYZPWM

Toronto Pearson Intl

Thu 1/8

6:00 am-1:45 pm

1 stop7h 45m

Portland

Mon 1/12

5:57 pm-9:26 am

1 stop15h 29m

$481

TorontoPortland

YYZ - PWM

YYZPWM

Toronto Pearson Intl

Fri 1/30

6:40 pm-11:30 pm

1 stop4h 50m

Portland

Fri 2/6

9:40 am-2:14 pm

1 stop4h 34m

$558

TorontoPortland

YYZ - PWM

YYZPWM

Toronto Pearson Intl

Thu 1/8

2:15 pm-11:30 pm

2 stops9h 15m

Portland

Mon 1/12

8:40 am-1:43 pm

1 stop5h 03m

$611

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 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?

On average, the least expensive day to fly to Portland, Maine from Toronto is on a Friday. momondo users have found tickets for Friday departures for as low as $268. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Sunday is the most expensive day to depart from Toronto because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,023.

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

In the morning is the cheapest time of day to fly from Toronto to Portland, Maine when you can find flight prices for as low as $368. Flying to Portland, Maine in the morning is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the afternoon because they tend to be around $478. 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

4h 42m

Direct flights

None
The fastest flight from Toronto to Portland, Maine takes 4h 42m
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?

    A flight from Toronto to Portland will travel around 455.7 mi. In terms of flight time, this usually takes a little over 4h 42m.

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

    Prices for flights from Toronto to Portland Airport are refreshed on a daily basis.

  • 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 travel and health documents required for your trip to Portland Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Portland Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
North Conway
Boothbay Harbor
Jackson
Conway
Freeport
Lewiston
Bartlett
Brunswick
Auburn
Gorham
Windham
Intervale
Oxford
Bath
Georgetown
Falmouth
Tamworth

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Toronto to Portland for you.

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

All flight searches from Toronto to Portland on momondo can be filtered to show those which offer flexible booking policies.

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

Once all potential Toronto to Portland flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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.
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