$129 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 9/29. 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

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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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Cheap Flights from Toronto to Massachusetts

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
Bostonnonstop$201
Boston
Bostonnonstop$201

Book Cheap Toronto to Massachusetts Plane Tickets

 
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

Tue, Sep 30 - Sun, Oct 5
Porter Airlines Logo
1:00 pm - 2:41 pmYTZ-BOS
1h 41mnonstop
Porter Airlines Logo
9:20 am - 11:09 amBOS-YTZ
1h 49mnonstop
$201Porter Airlines
Find Deal
Thu, Sep 18 - Sun, Sep 21
Air Canada Logo
10:25 am - 2:30 pmYTZ-BOS
4h 05m1 stop
Air Canada Logo
6:00 am - 11:45 amBOS-YTZ
5h 45m1 stop
$203Air Canada
Find Deal
Wed, Sep 17 - Sun, Sep 21
Air Canada Logo
12:30 am - 9:30 amYYZ-BOS
9h 00m2 stops
Air Canada Logo
6:00 am - 10:39 amBOS-YYZ
4h 39m1 stop
$203Air Canada
Find Deal
Fri, Sep 19 - Sat, Sep 20
Porter Airlines Logo
3:10 pm - 4:51 pmYTZ-BOS
1h 41mnonstop
Porter Airlines Logo
7:15 am - 9:04 amBOS-YTZ
1h 49mnonstop
$204Porter Airlines
Find Deal
Wed, Sep 17 - Sun, Sep 21
Air Canada Logo
12:30 am - 9:30 amYYZ-BOS
9h 00m2 stops
Air Canada Logo
6:00 am - 10:39 amBOS-YYZ
4h 39m1 stop
$204Air Canada
Find Deal
Sat, Sep 20 - Sat, Sep 20
United Airlines Logo
7:30 am - 12:18 pmYYZ-BOS
4h 48m1 stop
United Airlines Logo
3:20 pm - 8:44 pmBOS-YYZ
5h 24m1 stop
$240United Airlines
Find Deal
Tue, Sep 23 - Sun, Sep 28
Air Transat Logo
9:50 am - 11:31 amYTZ-BOS
1h 41mnonstop
Air Transat Logo
9:20 am - 11:09 amBOS-YTZ
1h 49mnonstop
$244Air Transat
Find Deal
Wed, Sep 24 - Fri, Sep 26
American Airlines Logo
7:35 am - 3:30 pmYYZ-BOS
7h 55m1 stop
American Airlines Logo
6:00 am - 10:16 amBOS-YYZ
4h 16m1 stop
$246American Airlines
Find Deal
Thu, Sep 18 - Sat, Sep 20
United Airlines Logo
10:45 am - 5:17 pmYYZ-BOS
6h 32m1 stop
United Airlines Logo
9:30 am - 2:19 pmBOS-YYZ
4h 49m1 stop
$253United Airlines
Find Deal
Fri, Sep 26 - Mon, Sep 29
American Airlines Logo
5:59 pm - 10:59 pmYYZ-BOS
5h 00m1 stop
American Airlines Logo
7:28 am - 3:39 pmBOS-YYZ
8h 11m1 stop
$262American Airlines
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.

How much is a round-trip flight from Toronto to Massachusetts?

What is the cheapest Toronto to Massachusetts flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Massachusetts from Toronto found in the last 72 hours was to Boston, at $150 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 $150.

Can I save money by flying with a layover from Toronto 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.

No, with an average price for the route of $487, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Toronto 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 to Massachusetts is March, when tickets cost $253 (return) on average. On the other hand, the most expensive months are December and November, when the average cost of round-trip tickets is $299 and $295 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 to Massachusetts clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Toronto to Massachusetts, look for departures on Thursdays and avoid leaving on a Tuesday, as it's usually the priciest day. When flying back from Massachusetts, Thursday is the cheapest day to fly and Sunday is the most expensive.

How far in advance should I book a flight from Toronto 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 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 the flight from Toronto to Massachusetts, you should book around 3 weeks before departure, which saves you about 50% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 15 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$129
Best time to beat the crowds but there is an average 6% increase in price.
Most popular time to fly with an average 4% increase in price.
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 travelers 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 at night, when round-trip flights cost $289 on average. Morning departures are around 78% cheaper than evening flights, on average. The most expensive time of day to fly to Massachusetts is generally in the evening, which is peak travel time and where the average cost of a ticket is $1,319.

Reviews of the top 4 airlines serving 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 349 reviews
8.0Comfort
8.2Boarding
7.6Food
8.6Crew
7.0Entertainment
Airline reviews

I was not happy with AirfareAssist, the agency that kayak advised me would be handling my booking. I was advised by porter airlines that I had been overcharged for the Basic express , a option that I had asked airfare assist to help arrange after I realized that the basic fare I had chosen with porter did not include a carryon. At each checkin porter advised I had been overcharged for this . They advised that money would be refunded to my credit card, however, this is not likely to happen as it is not my name and credit card that appeared on the porter invoice, but that of another individual/agent. When airfare assist was arranging the basic express with porter on my behalf, they asked me to confirm that I agreed to pay $263 USD for this. I did agree, as I was advised this was needed to proceed. When I checked the invoice on the porter website and saw that it was not my name and credit card on the invoice, I was advised that this was how airfareassist processed the payment. The Porter invoice indicated a billed amount of $126USD I will not use Kayak or their designated AirfareAssist again

6.0 GoodAnonymous, Aug 2025YYG - YYZ
Read more Porter Airlines reviews

I was not happy with AirfareAssist, the agency that kayak advised me would be handling my booking. I was advised by porter airlines that I had been overcharged for the Basic express , a option that I had asked airfare assist to help arrange after I realized that the basic fare I had chosen with porter did not include a carryon. At each checkin porter advised I had been overcharged for this . They advised that money would be refunded to my credit card, however, this is not likely to happen as it is not my name and credit card that appeared on the porter invoice, but that of another individual/agent. When airfare assist was arranging the basic express with porter on my behalf, they asked me to confirm that I agreed to pay $263 USD for this. I did agree, as I was advised this was needed to proceed. When I checked the invoice on the porter website and saw that it was not my name and credit card on the invoice, I was advised that this was how airfareassist processed the payment. The Porter invoice indicated a billed amount of $126USD I will not use Kayak or their designated AirfareAssist again

Our flight was delayed by a bit. I appreciated that we were kept informed on why periodically. Boarding was fine. I overheard one flight attendant sounding very rude to a passenger who was not paying attention to the safety demonstration. The snacks were minimal as it was a short flight. There was no entertainment. Overall the flight was good back to LGA.

There was a 5 hour delay. Missed connection and now an almost 21 hour lay over!

The flight was fine see earlier note for the problem

Three hours on the tarmac with almost zero communication from the cockpit. Not when offered a water in the interim. In my 67 years of flying all over the world the worst experience ever. The plane was half empty, however had to pay for seats to sit next to my girlfriend. Extra to take a carry on. I would never fly Porter again even for free.

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!

It’s ok just the boarding point is far too far

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.

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

The experience was great, the crew was very polite and hospitable. I will definitely make if my go to airlines.

It was all good flight was on time, service was good I enjoyed a few movies and everything was smooth

Efficient, calm when things were delayed and kept us regularly informed of what was happening.

Impressed with the service despite turbulence because of the weather. Both flights arrived before their scheduled times.

Airbus plane, nice and polite staff, entertainment even as it was a short flight.

Very nice and clean plane. Transit time between flights was tight though

Our flights got changed from United to Air Canada and our purchased seats did not get transferred so we had to pay for seats twice. I brought it up with Air Canada and they stated I had to go back and chase it with United. The united seats were $21 Canadian each and Air Canada were $56 each so we have paid $77 for each seat. Very unhappy

So far so good but food and entertainment are not available for this flight

We tried to upgrade to economy premium but were told this was not possible as we had booked through United Airlines (and Air Canada was operating the flight). This seemed silly given there was ample space in economy premium. Additionally, we had to wait almost 1.5 hours upon arrival to taxi to the gate. Otherwise, the crew were very pleasant and passengers were friendly.

No food to provide, they forgot that, in some cases, people stay at the airport for hours without food. Now, to provide them with food, they have to ask them to pay, because some don't have money. That way, they can't eat.

After a long flight from Tokyo, our connecting flight home was canceled due to “maintenance” while we were on our layover in Toronto. Very frustrating to close out our honeymoon, although I’m sure others had it even worse during last week’s strike. Air Canada staff at Pearson Airport are the one thing that kept me remotely at peace during this — they were very helpful and deserve a lot of props. But I would not fly Air Canada again.

Horrible flight cancelled had to buy another very expensive ticket

Air Canada marooned me in Canada with no way back home during my summer vacation. I had to buy a last minute flight ticket for over $500 to make it back home. I have their credit card and have flown them for years. Never again.

Flight was cancelled last minute. Had to scramble and purchase a $2000 flight through a separate airlines. Stuck in Toronto two extra days. Missed my first two days on a new job. Had to rent a car for an additional two days. Scrambled to fins a place to live those extra two days. Spent a ton of extra money and lost a lot of money, as well as made a poor impression at work. Difficult difficult difficult

Terrible, return flight was cancelled a night before the flight was scheduled to depart and I was notified by an email and an automated message on their phone line. I’ll never book Air Canada again

Biggest problem for me is that I am Star Alliance Gold and they were not able to give me access to to Maple Lounge because of some computer glitch . It was management by information system. She could clearly see my status and still would not give me access because the computer woudl not let her. She should have override that be attentive to a customer and figure rhat out later

Great breakfast and coffee …..fastest bag service I have ever had in NOLA

Late departing. Late arriving. More worried about limiting bags on board. Free beer and wine a nice surprise.

Flight got delayed for no reason. And Air Canada was doing 3 boardings via the same gate. It was chaotic!

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

Cabin class types available on flights to Massachusetts

Cabin classes available on flights to Massachusetts. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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