C$ 149 Find Cheap Flights from Toronto to Massachusetts

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Toronto to Massachusetts departing on 5/9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Massachusetts

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Toronto to Massachusetts, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Toronto to Massachusetts, as well as popular online travel agencies
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Best Massachusetts Flight Deals from Toronto

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
BostondirectC$ 241
Boston
BostondirectC$ 241

Cheap Flights from Toronto to Massachusetts

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Toronto to Massachusetts that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Toronto to Massachusetts

Fri, 21 Nov - Sun, 30 Nov
Porter Airlines Logo
11:05 a.m. - 12:40 p.m.YTZ-BOS
1h 35mdirect
Porter Airlines Logo
7:05 a.m. - 9:04 a.m.BOS-YTZ
1h 59mdirect
C$ 241Porter Airlines
Find Deal
Sat, 20 Sep - Wed, 24 Sep
Porter Airlines Logo
1:25 p.m. - 3:06 p.m.YTZ-BOS
1h 41mdirect
Porter Airlines Logo
10:10 a.m. - 11:59 a.m.BOS-YTZ
1h 49mdirect
C$ 250Porter Airlines
Find Deal
Mon, 15 Sep - Sat, 20 Sep
Porter Airlines Logo
3:10 p.m. - 4:51 p.m.YTZ-BOS
1h 41mdirect
Porter Airlines Logo
6:45 p.m. - 8:34 p.m.BOS-YTZ
1h 49mdirect
C$ 253Porter Airlines
Find Deal
Tue, 16 Sep - Thu, 18 Sep
Porter Airlines Logo
9:50 a.m. - 11:31 a.m.YTZ-BOS
1h 41mdirect
Porter Airlines Logo
3:30 p.m. - 7:03 p.m.BOS-YTZ
3h 33m1 stop
C$ 255Porter Airlines
Find Deal
Sun, 14 Sep - Thu, 18 Sep
Porter Airlines Logo
12:00 p.m. - 5:58 p.m.YTZ-BOS
5h 58m1 stop
Porter Airlines Logo
3:30 p.m. - 7:03 p.m.BOS-YTZ
3h 33m1 stop
C$ 257Porter Airlines
Find Deal
Thu, 4 Sep - Sun, 7 Sep
Air Canada Logo
8:25 a.m. - 2:30 p.m.YTZ-BOS
6h 05m1 stop
Air Canada Logo
6:00 a.m. - 11:45 a.m.BOS-YTZ
5h 45m1 stop
C$ 272Air Canada
Find Deal
Thu, 4 Sep - Sun, 7 Sep
Air Canada Logo
10:25 a.m. - 2:30 p.m.YTZ-BOS
4h 05m1 stop
Air Canada Logo
6:00 a.m. - 11:45 a.m.BOS-YTZ
5h 45m1 stop
C$ 274Air Canada
Find Deal
Thu, 4 Sep - Sat, 6 Sep
 Logo
10:25 a.m. - 2:30 p.m.YTZ-BOS
4h 05m1 stop
 Logo
6:45 p.m. - 8:34 p.m.BOS-YTZ
1h 49mdirect
C$ 299
Find Deal
Thu, 4 Sep - Sun, 7 Sep
 Logo
8:25 a.m. - 2:30 p.m.YTZ-BOS
6h 05m1 stop
 Logo
9:20 a.m. - 11:09 a.m.BOS-YTZ
1h 49mdirect
C$ 314
Find Deal
Sun, 12 Oct - Thu, 16 Oct
Air Transat Logo
9:50 a.m. - 11:31 a.m.YTZ-BOS
1h 41mdirect
Air Transat Logo
12:15 p.m. - 2:04 p.m.BOS-YTZ
1h 49mdirect
C$ 319Air Transat
Find Deal
Booking Insights

KAYAK's insights & trends for Toronto to Massachusetts flights

Get data-powered insights and trends into flights from Toronto to Massachusetts to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Toronto Island Airport to Massachusetts flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Toronto Island Airport to Massachusetts.

The cheapest ticket to Massachusetts from Toronto Island Airport found in the last 72 hours was to Boston, at C$ 267 round-trip. The most popular route is from Toronto Island Airport (YTZ) to Boston (BOS), and the cheapest round-trip airline ticket found on this route in the last 72 hours was C$ 267.

Can I save money by flying with a layover from Toronto Island Airport to Massachusetts?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at C$ 328 on average.

What is the cheapest month to fly from Toronto Island Airport to Massachusetts?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Toronto Island Airport to Massachusetts, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Toronto Island Airport to Massachusetts is March, when tickets cost C$ 336 (return) on average. On the other hand, the most expensive months are October and February, when the average cost of round-trip tickets is C$ 428 and C$ 414 respectively.

What’s the cheapest day of the week to fly from Toronto to Massachusetts?

The average price of all round-trip flights from Toronto Island Airport to Massachusetts clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Massachusetts on a Wednesday and more expensive on a Monday. On your return trip to Toronto, you should consider flying back on a Wednesday, and avoid Fridays for better deals.

How far in advance should I book a flight from Toronto Island Airport to Massachusetts?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Toronto Island Airport to Massachusetts, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below-average price on a flight from Toronto Island Airport to Massachusetts, you should book around 3 weeks before departure, which saves you about 45% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.


Good to know

Low seasonJanuary
Cheapest flightC$ 149
Best time to beat the crowds (2% less expensive on average)
Most popular time to fly (15% more expensive on average)
Flight from Toronto Island to Boston

FAQs - booking Massachusetts flights

  • How does KAYAK find such low prices on flights from Toronto to Massachusetts?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Toronto to Massachusetts.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Toronto to Massachusetts?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Toronto to Massachusetts is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Toronto to Massachusetts?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Toronto to Massachusetts with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Toronto to Massachusetts?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Toronto to Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Massachusetts?

    The cheapest time of day to fly to Massachusetts is generally in the evening, when round-trip flights cost C$ 268 on average. On average, there is no price difference when choosing to fly in the morning or the evening on this flight route. The most expensive time of day to fly to Massachusetts is generally at night, which is peak travel time and where the average cost of a ticket is C$ 288.

Top tips for finding cheap flights to Massachusetts

  • Looking for a cheap flight? 25% of our users found tickets from Toronto to the following destinations at these prices or less: Boston C$ 169 one-way - C$ 290 round-trip

Reviews of the top airlines flying from Toronto to Massachusetts

 
See real verified KAYAK customer reviews for airlines flying from Toronto to Massachusetts. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Toronto to Massachusetts? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
Porter AirlinesOverall score based on 318 reviews
8.7Crew
8.2Boarding
8.0Comfort
7.0Entertainment
7.6Food
Airline reviews

All good the seats a little tight and no I pad screen

10.0 ExcellentAnonymous, Jul 2025YYZ - RSW
Read more Porter Airlines reviews

All good the seats a little tight and no I pad screen

Everything was good except the fact you charge more for a carry on bag vs a check in bag and to top it off in US$ that was not impressive

Our flight was cancelled at the last minute for maintenance reasons and we were rebooked on a late flight when we purposefully booked our flight to be home early due to work.

Seemed like an old plane. Very noisy. The seat cushions were so old that the metal bracing of the seats were poking through. There was plenty of leg room though.

Flight was delayed over 2 hours, then landed at a different airport!

The whole experience from check in to deboarding was fantastic.

Just an evening before they canceled my ticket and offered me ticket costing 3 x times more than. I will not fall prey to these scams,Will never book through kayak now. Such a bad experience.

was okay except.. 1)the porter check in webpage doesn't let you print your boarding pass from home 2)that there was a 90 min cut off for checking in on the kiosk in general, and to print a boarding pass, even tho i checked in online already....

Great! Personable crew. I love that they pour complimentary beer and wine.

I love the 2 seats per row. More room. The crew were excellent.

Check in slow even though completed online check in, there was no bag drop available so had to query for 90mins as only 2 staff on desks.

Flying to a far away destination is a miracle in itself, so please take these with a grain of salt. The seats are a bit tired, and need a freshen up. The entertainment could be a bit newer, especially with all services available now. The food really is where we need help. But again, flying is a privilege, so all is good.

Not so much porter it's your site! Not good

They are a sister company with Air Transat and the two companies do not work well together. If you have any issues the two companies will blame each other and you will miss your flights. The help line does not help

Never book through a third party. Book through Air transats website. Terrible process to get help and many issues happen with them and sister companies because half the flights you book with them aren’t even through air transat.

The plane was pretty full, and we dis not have any includes meal for our 4h30 flight? And on-board entertainment wasn't available, there was no TV or plugging to charger your device on the plane. They told us to download an app if we wanted to watch movies but it never connected, that was a disappointment, the r we st was very good though and the crew were really nice!

Seats were very tight especially for first leg of trip.

Not necessarily a Transat issue but it took 2 hours to go through immigration. Tried to reach out to Transat for resolution but was unable to reach an agent.

The flight was excellent, once it started, however we were delayed two hours when the first plane’s engines wouldn’t start. They found another identical plane and transferred us and our luggage in under two hours and made up almost an hour in the air.

Really low cost trip for the huge amount I paid…o paid 550 dollars just for the trip, one way trip, plus 95 for 1 luggage’s and the second 135 dollars…no blanket, not headphones for entertainment, food was served after 3 hours and 2 hours after, breakfast was served Bad, low cost company for high prices

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

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