$133 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 6/29. 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, 0 bags

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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Flight Deals

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

Wed, May 13 - Wed, May 20
Multiple Airlines Logo
12:30 pm - 6:07 pm
YTZ
-
BOS
5h 37m
1 stop
Multiple Airlines Logo
11:25 am - 1:12 pm
BOS
-
YTZ
1h 47mnonstop
$213Multiple Airlines
Sat, May 16 - Sun, May 31
Porter Airlines Logo
3:40 pm - 8:55 pm
YYZ
-
BOS
5h 15m
1 stop
Porter Airlines Logo
10:05 am - 12:00 pm
BOS
-
YYZ
1h 55mnonstop
$213Porter Airlines
Thu, May 7 - Mon, May 11
Air Canada Logo
4:30 pm - 9:27 pm
YYZ
-
BOS
4h 57m
1 stop
Air Canada Logo
5:50 am - 11:38 am
BOS
-
YYZ
5h 48m
1 stop
$214Air Canada
Fri, May 1 - Mon, May 4
Air Canada Logo
4:15 pm - 5:59 pm
YYZ
-
BOS
1h 44mnonstop
Air Canada Logo
5:00 pm - 6:58 pm
BOS
-
YYZ
1h 58mnonstop
$215Air Canada
Wed, May 27 - Wed, May 27
United Airlines Logo
8:50 am - 3:26 pm
YYZ
-
ALB
6h 36m
1 stop
United Airlines Logo
6:46 pm - 9:54 am
ALB
-
YYZ
15h 08m
1 stop
$412United Airlines
Fri, May 1 - Wed, May 6
American Airlines Logo
5:25 pm - 8:35 am
YYZ
-
BDL
15h 10m
1 stop
American Airlines Logo
8:42 pm - 11:54 am
BDL
-
YYZ
15h 12m
1 stop
$413American Airlines
Mon, Jun 1 - Fri, Jun 5
United Airlines Logo
7:43 pm - 10:11 am
YYZ
-
ALB
14h 28m
1 stop
United Airlines Logo
6:46 pm - 11:59 pm
ALB
-
YYZ
5h 13m
1 stop
$417United Airlines
Fri, May 1 - Wed, May 6
American Airlines Logo
5:25 pm - 8:35 am
YYZ
-
BDL
15h 10m
1 stop
American Airlines Logo
8:42 pm - 11:54 am
BDL
-
YYZ
15h 12m
1 stop
$422American Airlines
Sat, Jul 4 - Tue, Jul 21
Delta Logo
6:00 am - 3:48 pm
YYZ
-
ACK
9h 48m
1 stop
Delta Logo
12:15 pm - 11:44 pm
ACK
-
YYZ
11h 29m
1 stop
$423Delta
Fri, Jul 10 - Wed, Jul 22
Delta Logo
6:00 am - 2:41 pm
YYZ
-
ACK
8h 41m
1 stop
Delta Logo
12:15 pm - 11:44 pm
ACK
-
YYZ
11h 29m
1 stop
$443Delta
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?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Toronto to Massachusetts departing in May.

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 $137 round-trip. The most popular route is from Toronto Pearson Intl Airport (YYZ) to Boston (BOS), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $195.

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

The average price for all round-trip flights from Toronto to Massachusetts depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Massachusetts is generally in the morning, when round-trip flights cost $290 on average. Morning departures are around 77% 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 $1,287.

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 $302, 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 October, when tickets cost $244 (return) on average. On the other hand, the most expensive months are March and January, when the average cost of round-trip tickets is $303 and $300 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 Monday, as it's usually the priciest day. When flying back from Massachusetts, Wednesday is the cheapest day to fly and Monday 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 51% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 12 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$133
Best time to beat the crowds but there is an average 13% increase in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Toronto Island to Boston

Flights from Toronto to Massachusetts: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from Toronto to Massachusetts 
JenFlew with Porter Airlines
YTZ
-
BOS
Jan 2026
Get there SUPER EARLY, lines are long, only a few people working. Be prepared to massively overpay for luggage.
Verified travelerFlew with Air Canada
YYZ
-
BOS
Nov 2024
Don't forget about customs at the Toronto airport--it will take 45+ minutes with the lines unless you have a special status program!

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.

Reviews of the top 3 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 430 reviews
8.2Boarding
8.6Crew
7.6Food
8.0Comfort
7.0Entertainment
Airline reviews

Even tho the flight was a bit delayed the team was apologetic. Everyone was friendly and efficient.

10.0 ExcellentDeanna, Mar 2026
YWG - YOW
Read more Porter Airlines reviews

Even tho the flight was a bit delayed the team was apologetic. Everyone was friendly and efficient.

The Flight took off 2hrs late because there was no pilot showing up when the flight was ready to board.. Though the cabin crew was present and had prepared the plane, the FO turned around after 15 min and went away. A crew to fly the plane finally arrived over an hour later and we were able to board 1h30 min later than planned time... until everything was loaded, we left 2h late from the gate. This was a small plane, so don't expect any Entertainment... Wi-Fi access on board would work, but took an awful amount of time to figure out and get it work (I'm an IT person). Flying as VIPorter customer, I was expecting at least some warm meal, but everything served was just cold.. except the coffee maybe. Even in so-called VIPorter seats, space is cramped and trays are so tiny, you can barely setup your food. Flight caught up during the coast-to-coast crossing and was able to recoup about 45 min from the delay.. still arrived very late in Vancouver and had to wait a long time to get our registered bags. Let's see how the return flight will be in a few days..

It was okay. Had a thing with the front desk, she had me repack my suitcases to have them be under the weight restrictions, but then the other one was overweight, she argued with me about it when there were tons of people in line. Wasn’t great.

Due to a known technical error that Porter has not fixed in over a year, I was unable to check in the children on my reservation online and had to do it at the airport. Upon check in, there were no seats together, which was an issue as we had young children. The gate agent did manage to seat us together by moving other passengers, which was appreciated, but the other passengers were never informed, leading to confusion and delay upon boarding. The flight was over an hour late; no explanation or apology was ever issued. The bags on Porter take a long time to arrive--over half an hour at Hamilton on my inbound flight, and not much better on my return to Edmonton.

On my e-boarding pass it shows free wifi, yet the plane I was on didn’t have wifi. Please remove false advertising from your website and boarding passes

3.5 hr delay for a 1 hr work flight. No information as to why the delay until 20 mins before boarding.

Organization and the adjusted times but the snacks could be of a bigger portion

Smaller plane. Food and bar service for free is amazing. Drinks were in glass not plastic cups.

Poor landing as we overshot the runway and had to re land the plane. Lost both of my luggage not found as of yet. Had to pay extra money for my luggage in USD, now great my luggage is gone. Will not fly with Porter again.

This flight to St. Johns was really good. Boarding was a breeze. We left spot on time. Seats were actually pretty good. Recliner further than I expected. Three more flights to go we will see if this is the status quo for Porter.👍

We are a senior couple (70+) and chose emergency exit seats so we would have 2 seats together and neither of us had to sit in a middle seat. My husband is type 1 diabetic on an insulin pump and I monitor his blood sugar levels. I am 5'9" and 250 lbs and found the seats extremely uncomfortable. Toward the end of the flight I developed diarrhea which lasted a full 24 hours.

They never sent me a confirmation to say my flight time had changed so I cut my holiday short by 6 hours Had to pay over 50 American for my luggage to be checked on the way home and that’s more that it cost on the way there. Arbitrarily charging more for the same thing when the passenger has no options is shady The cabin was an icebox going there and back, if all the passengers have their gloves on and their hoods up that should be an obvious sign to turn up the heat

I was very nice to arrive earlier than scheduled. Very much appreciated. No issues with flight. All was good.

The on-board crew were professional and friendly and made the trip feel like we were taken care of well. The gate for the flight departure changed three times...not great but not terrible. Considering it was the day of the New Jalisco Cartel mayhem, we can't really complain.

We were treated well by the staff at the airport and on board aircraft. Delay was uncontrollable due to the weather. Had to wait for another gate as we were late landing in Fort Lauderdale.

I was supose to have a carrey on incluided for each passenger and they made me paid 75$ each at the gate.

Great crew and entertaining Captain. Seats were not what we had expected based on my booking but things worked out in the end. Of course, like all airlines these days not enough leg or elbow room.

The entertainment system was down; food by purchase only; several people did not receive their luggage. No one answers at the local office or online about the luggage.

The Turkish was good . I had a problem with air Transat terrible experience for me

I did not like I have been charged for my carry on

The seat design in the premium economy section leaves virtually no room under the seat to store a bag or purse. Other than that, it was a great flight. Arrived early.

The flight was delayed, but not for weather. We landed over 3hrs later than planned.

The stag were helpful, kind and liked the passengers. The plane was pristinely clean! Great flight!

My flight was delayed more than once, but Air Canada updated us regularly. Friends on other airlines had much worse experiences.

Terrible…. Reported missing luggage’s with injectable meds that needed refrigeration. Yet, delivery could not be expedited. Luggage’s were delivered 5 days after arrival. The meds were useless as ice pack had melted. So disappointed!!!

My seat was covered in vomit and I will be reaching out to Air Canada

It's kindof ridiculous that your system is even asking me about this since my flight was canceled and I wasn't rescheduled.

3 hr delay at the gate while they were doing maintenance. Next time, do not board passengers while maintenance is being performed

Digital check in is very poor with air canada compaired to other airlines

Baggage delayed we had to catch our cruise without any clothes 😒

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.