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Cheap flights from Toronto to Massachusetts from C$ 186

YTO — BOS
29 Nov — 6 Dec1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Toronto to Massachusetts

Enter your travel dates to find the best prices.

Cheapest flights from Toronto to Massachusetts

Tue 24/115:20 p.m. -
Nonstop1h 50m
Tue 1/125:30 p.m. -
Nonstop2h 10m
Deal found 24/10C$ 273
Wed 25/117:20 a.m. -
Nonstop1h 50m
Sat 28/115:25 p.m. -
Nonstop2h 10m
Deal found 25/10C$ 274
Tue 17/115:20 p.m. -
Nonstop1h 50m
Wed 18/119:50 a.m. -
Nonstop2h 10m
Deal found 25/10C$ 276
Wed 2/125:20 p.m. -
Nonstop1h 50m
Wed 9/125:30 p.m. -
Nonstop2h 10m
Deal found 25/10C$ 277
Wed 9/1210:35 a.m. -
1 stop6h 11m
Wed 16/128:00 a.m. -
Nonstop1h 55m
Deal found 24/10C$ 278
Mon 16/1112:15 p.m. -
1 stop4h 28m
Sat 21/114:35 p.m. -
Nonstop1h 54m
Deal found 26/10C$ 280
Thu 19/117:20 a.m. -
Nonstop1h 50m
Mon 23/119:50 a.m. -
Nonstop2h 10m
Deal found 26/10C$ 280
Wed 9/127:20 a.m. -
Nonstop1h 50m
Wed 16/121:15 p.m. -
1 stop5h 43m
Deal found 25/10C$ 283
Thu 19/112:20 p.m. -
Nonstop1h 35m
Mon 23/114:35 p.m. -
Nonstop1h 54m
Deal found 25/10C$ 287
Wed 2/127:20 a.m. -
Nonstop1h 50m
Sat 5/125:30 p.m. -
Nonstop2h 10m
Deal found 25/10C$ 287
Fri 20/1112:15 p.m. -
1 stop4h 28m
Tue 24/118:00 a.m. -
Nonstop1h 54m
Deal found 26/10C$ 291
Mon 16/1112:15 p.m. -
1 stop4h 28m
Sun 22/118:00 a.m. -
Nonstop1h 54m
Deal found 25/10C$ 292

Find flight deals from Toronto to Massachusetts

Round-trip from

C$ 274

One-way from

C$ 186

Popular in

April

Cheapest in

July

Average price

C$ 401

Good round-trip deal

C$ 379 or less

Good one-way deal

C$ 291 or less
Porter Airlines
  • Porter Airlines
  • 25/11-28/11
  • Nonstop
  • 4h 00m total
  • Toronto to Massachusetts
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Porter Airlines
  • Porter Airlines
  • 20/11-31/12
  • 1 total stop
  • 4h 28m total
  • Toronto to Massachusetts
Search Deals
Highest demand for flights based on searches. 9% potential increase in price (C$ 56 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease (C$ 10 potential savings vs. average RT price).
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Average for round-trip flights in October 2026
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Price to beat on a round-trip flight from Toronto (YTO) to Massachusetts.
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Price to beat on a one-way flight from Toronto (YTO) to Massachusetts.
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Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Toronto to Massachusetts that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TorontoBoston

YTZ Toronto Island - BOS Boston Logan Intl

YTZBOS

Toronto Island

Thu 10/12

9:00 a.m.-4:46 p.m.

2 stops7h 46m

Boston Logan Intl

Wed 31/12

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

Nonstop0h 00m

C$ 215

TorontoBoston

YTZ Toronto Island - BOS Boston Logan Intl

YTZBOS

Toronto Island

Sat 5/12

12:15 p.m.-4:46 p.m.

1 stop4h 31m

Boston Logan Intl

Wed 31/12

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

Nonstop0h 00m

C$ 215

TorontoBoston

YTZ Toronto Island - BOS Boston Logan Intl

YTZBOS

Toronto Island

Tue 1/12

7:00 a.m.-4:46 p.m.

2 stops9h 46m

Boston Logan Intl

Wed 31/12

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

Nonstop0h 00m

C$ 215

TorontoBoston

YYZ Toronto Pearson Intl - BOS Boston Logan Intl

YYZBOS

Toronto Pearson Intl

Tue 8/12

6:00 a.m.-3:15 p.m.

1 stop9h 15m

Boston Logan Intl

Wed 31/12

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

Nonstop0h 00m

C$ 224

TorontoBoston

YTZ Toronto Island - BOS Boston Logan Intl

YTZBOS

Toronto Island

Wed 16/12

7:00 a.m.-4:46 p.m.

2 stops9h 46m

Boston Logan Intl

Wed 31/12

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

Nonstop0h 00m

C$ 231

TorontoBoston

YTZ Toronto Island - BOS Boston Logan Intl

YTZBOS

Toronto Island

Tue 17/11

10:25 a.m.-4:43 p.m.

1 stop6h 18m

Boston Logan Intl

Wed 31/12

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

Nonstop0h 00m

C$ 232

TorontoBoston

YTZ Toronto Island - BOS Boston Logan Intl

YTZBOS

Toronto Island

Fri 13/11

9:00 a.m.-4:43 p.m.

2 stops7h 43m

Boston Logan Intl

Wed 31/12

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

Nonstop0h 00m

C$ 232

TorontoBoston

YTZ Toronto Island - BOS Boston Logan Intl

YTZBOS

Toronto Island

Tue 24/11

7:00 a.m.-4:43 p.m.

2 stops9h 43m

Boston Logan Intl

Wed 31/12

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

Nonstop0h 00m

C$ 234

TorontoBoston

YTZ Toronto Island - BOS Boston Logan Intl

YTZBOS

Toronto Island

Wed 25/11

9:00 a.m.-4:43 p.m.

2 stops7h 43m

Boston Logan Intl

Wed 31/12

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

Nonstop0h 00m

C$ 234

TorontoBoston

YTZ Toronto Island - BOS Boston Logan Intl

YTZBOS

Toronto Island

Sat 21/11

9:00 a.m.-4:43 p.m.

2 stops7h 43m

Boston Logan Intl

Wed 31/12

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

Nonstop0h 00m

C$ 234

Flights are sorted by cheapest round-trip flights first.

Deals found on 26/10

Showing 1-10 of 46 resultsSorted by cheapest first
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Best time to book a flight from Toronto to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Toronto with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Toronto to Massachusetts

What is the cheapest month to book a flight from Toronto to Massachusetts?

Currently, September is the cheapest month in which you can book a flight from Toronto to Massachusetts (average of C$ 368). Flying from Toronto to Massachusetts in January is currently the most expensive (average of C$ 481). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from YTO to MA?

A simple way to save on the total cost of your ticket is to fly from Toronto to Massachusetts in the morning. If you’re flexible enough to do this you can expect to save up to 63% on your trip compared to booking a flight in the evening.

How much does it cost to fly round-trip from Toronto to Massachusetts?

Airfare is below average for this route at the moment.
Toronto to Massachusetts flights typically cost between C$ 317 and C$ 435 in November.
The cheapest round-trip price found within the last 5 days was C$ 274 on Porter Airlines (25 Nov-28 Nov).

How far ahead should I book a flight from Toronto to Massachusetts?

Booking 85 days in advance of your planned departure date is, on average, the best time to get cheap flights from Toronto to Massachusetts. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest day to fly from Toronto to Massachusetts?

Travelers seeking maximum savings on their Toronto to Massachusetts flight should consider departing on Sunday evenings when fares are most often at their lowest. Wednesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Massachusetts

Read through reviews of airlines operating flights from Toronto to Massachusetts, such as Porter Airlines,Air Transat, andAir Canada. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
467 reviews
Check prices

Entertainment

6.9

Food

7.6

Comfort

8.0

Overall

8.0

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
Porter Airlines
8.0
Very good
467 reviews
Porter Airlines
8.0
Very good
467 reviews
Check prices

Entertainment

6.9

Food

7.6

Comfort

8.0

Overall

8.0

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
Air Transat
7.7
Good
584 reviews
Porter Airlines
8.0
Very good
467 reviews
Check prices

Entertainment

6.9

Food

7.6

Comfort

8.0

Overall

8.0

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
Air Canada
7.1
Good
11,832 reviews
Porter Airlines
8.0
Very good
467 reviews
Check prices

Entertainment

6.9

Food

7.6

Comfort

8.0

Overall

8.0

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.

Related info for your journey

  • How long is the flight from Toronto to Massachusetts?

    A quick flight from Toronto to Massachusetts can take about 1h 35m. Porter Airlines provides one of the quickest options available for as low as C$ 371. The distance between Toronto and Massachusetts is about 695 km. Both multi-stop and direct flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Toronto to Massachusetts one-way?

    One-way options have recently been found by users for as low as C$ 160 on Porter Airlines. Other airlines that offer cheap prices include Air Transat from C$ 181 and Air Canada from C$ 201 one-way.

  • What are the most popular routes from Toronto to Massachusetts?

    The most popular route from Toronto to Massachusetts is Toronto Island - Boston Logan Intl. You may also consider Toronto Pearson Intl - Boston Logan Intl or Hamilton - Boston Logan Intl.

  • What are the most reliable airlines from Toronto to Massachusetts?

    Consider United Airlines (56%), American Airlines (51%) or Porter Airlines (51%) when booking your flight. These represent the most reliable airlines when flying from Toronto to Massachusetts.

  • What are the cheapest flights from Toronto to Massachusetts?

    Looking at all options, your cheapest flight can be booked for C$ 203. While the most popular route (Toronto Island - Boston Logan Intl) can be booked for C$ 316 on average, our data indicates C$ 1,355 when flying from Toronto to Massachusetts.

  • Can I find deals for flights from Toronto to Massachusetts that include hotel bookings?

    Yes. In addition to deals on Toronto to Massachusetts flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Toronto to Massachusetts?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Toronto to Massachusetts.

  • Can I find deals for business class flights from Toronto to Massachusetts?

    Yes. Cheapflights offers flight deals from Toronto to Massachusetts by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Toronto to Massachusetts?

    Currently, September is the cheapest month in which you can book a flight from Toronto to Massachusetts (average of C$ 368). Flying from Toronto to Massachusetts in January is currently the most expensive (average of C$ 481). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Toronto to Massachusetts

Pearson Intl to Newark flights
Toronto Island to Newark flights
Pearson Intl to John F Kennedy Intl flights
Pierre Elliott Trudeau Intl to Fort Lauderdale flights
Toronto Island to LaGuardia flights
Pearson Intl to Fort Lauderdale flights
Pearson Intl to LaGuardia flights
Pearson Intl to Miami flights
Pierre Elliott Trudeau Intl to LaGuardia flights
Pierre Elliott Trudeau Intl to Newark flights
Pierre Elliott Trudeau Intl to Miami flights
Pearson Intl to Orlando flights
Pearson Intl to Dallas/Fort Worth flights
Pearson Intl to Las Vegas flights
Toronto Island to John F Kennedy Intl flights
Pierre Elliott Trudeau Intl to John F Kennedy Intl flights
Hamilton to Newark flights
Pearson Intl to Los Angeles flights
Toronto Island to Fort Lauderdale flights
Pearson Intl to O'Hare Intl flights
Pierre Elliott Trudeau Intl to Orlando flights
Toronto Island to Orlando flights
Pearson Intl to San Francisco flights
Pearson Intl to Tampa flights
Toronto Island to Miami flights
Pierre Elliott Trudeau Intl to Los Angeles flights
Pearson Intl to Sky Harbor Intl flights
Pearson Intl to Hobby flights
Hamilton to Fort Lauderdale flights
Pearson Intl to Fort Myers flights
Pearson Intl to Seattle flights
Pearson Intl to George Bush Intcntl flights
Ottawa to Fort Lauderdale flights
Pearson Intl to Reagan-National flights
Pearson Intl to Atlanta flights
Pearson Intl to Dulles Intl flights
Toronto Island to Boston flights
Pierre Elliott Trudeau Intl to O'Hare Intl flights
Pearson Intl to Boston flights
Ottawa to Orlando flights
Ottawa to Newark flights
Hamilton to Orlando flights
Pearson Intl to Nashville flights
Pierre Elliott Trudeau Intl to Boston flights
Pierre Elliott Trudeau Intl to Las Vegas flights
Pearson Intl to Ontario flights
Pierre Elliott Trudeau Intl to Nashville flights
Toronto Island to O'Hare Intl flights
Hamilton to Miami flights

Top 5 airlines flying from Toronto to Massachusetts

AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapestC$ 233AverageC$ 413FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Porter AirlinesCheapestC$ 254AverageC$ 358FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air TransatCheapestC$ 284AverageC$ 486FlexibilityNo cancel feeOn-time50%
Search Air Transat flights
Air CanadaCheapestC$ 302AverageC$ 393FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 362AverageC$ 571FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

How does Cheapflights help users find flights from Toronto to Massachusetts?

Cheapflights helps you search for flights from Toronto to Massachusetts via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Toronto to Massachusetts?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Massachusetts from Toronto.

Can Cheapflights find flights from Toronto to Massachusetts with no change fees?

Certainly. Search results for flights to Massachusetts from Toronto shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Toronto to Massachusetts become cheaper?

Of course! You can now track prices for flights from Toronto to Massachusetts and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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