$121 Find Cheap Flights from Toronto to Massachusetts - Compare and Save

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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?

Flight prices are below average for this route right now.

Flights to Massachusetts from Toronto usually cost between $212 and $365 in September.
The lowest price found in the past 5 days was $182 on Porter Airlines (Sep 16-Sep 20).

What is the cheapest Toronto to Massachusetts flight route?

The cheapest ticket to Massachusetts from Toronto found in the last 5 days was to Boston, at $153 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 5 days was $178.

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

The cheapest time of day to fly to Massachusetts is generally in the morning, when round-trip flights cost $274 on average. Morning departures are around 79% 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 $1,314.

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

No, with an average price for the route of $278, prices are generally cheapest when you fly direct.

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

The cheapest month for flights from Toronto to Massachusetts is September, when tickets cost $256 (return) on average. On the other hand, the most expensive months are April and January, when the average cost of round-trip tickets is $350 and $335 respectively.

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

If you are looking for a flight deal from Toronto to Massachusetts, look for departures on Thursdays and avoid leaving on a Saturday, 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 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 7 weeks before departure.

Good to know

Low season

March

Cheapest flight

$121
Best time to beat the crowds but there is an average 17% increase in price.
Most popular time to fly and prices are also 6% 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-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-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

 
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 457 reviews
8.6Crew
6.9Entertainment
7.6Food
8.2Boarding
8.0Comfort
Airline reviews

A very comfortable flight, an additional wash room could have made it almost perfect.

10.0 ExcellentAnonymous, Aug 2026
Read more Porter Airlines reviews

A very comfortable flight, an additional wash room could have made it almost perfect.

Look, I understand that Kayak doesn't know I cancelled my flight on Porter. So I didn't actually fly yesterday. My main disappointment is with Porter ticket fare policies, and maybe you can pass this on to them: At my employer's request, I had booked a full fare ticket with no change fees since my trip to Toronto would likely be extended. Indeed, when I went to change my flight home to a later date, I was told the Fare Difference would cost an additional $550. So much for no change fees lol! While I had the agent on the line, I hopped over to Kayak, searched for new flights on the date in question, and saw a one-way ticket that got me home for only $355. So I got reimbursed about $450for the unused half of my roundtrip and bought a new ticket for $355. What good is a full fare / no change fee ticket if they screw you with "fare difference" BS. I'm still flying home on Porter Airlines but they just lost a hundred bucks with their stupid shenanigans.

I flew with Porter yesterday and overall had a positive experience. The flight was delayed, but the airline did a good job keeping passengers informed with frequent updates throughout the process. My biggest challenge was actually in Terminal 3, where the speaker system wasn’t very clear. It was often difficult to hear the announcements, which made it harder to follow updates at the gate. On board, the experience improved significantly. The aircraft felt very new and well maintained, and the seats were surprisingly comfortable for a short-haul flight. One of the flight attendants seemed a little disengaged, but the other was excellent—friendly, professional, and a pleasure to interact with. Despite the delay, the comfortable aircraft, clear communication from Porter, and positive onboard service made for a good overall experience.

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.

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

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.

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

The flight was delayed by more than one hour. The terminal was consequently overcrowded and hot. We lost our car reservation and hit rush hour traffic in Boston, which added two hours stuck in traffic to our trip.

The airline arrival at the downtown airport is a big plus.. Food and beverage was excellent. Their non weather related cancellation is horrible. Overall I gave the airline 7 over 10 Tips for people flying porter from Boston. The airline doesn’t have inflight entertainment No TV No WIFI. Bring your entertainment with you.

Nothing to like about porter. Flight cancelled. No flight back to Boston for 2 days. No hotel accommodation. Terrible. Never again by porter.

The flight was terrible based off the temperature in the plane and the air smelled so stale and gross. I have never wanted to hosed lore in my life after I got off. The food was disgusting and seemingly low quality. The staff was friendly. The bathrooms were so gross after a couple of hours. I will definitely never book with them again.

The crew was great. There was no entertainment and the internet wasn't working. We sat in the run way for a LONG time which is always so upsetting. The seats are very close together and the flights are completely full which makes for a tough flight. Flying is just an uncomfortable experience.

Very kind crew. Vegetarian food better than usual. Prompt take off. Entertainment worked well. Could always do with more room!

The dinner was bland and boring, but the economy seats were surprisingly comfortable. The flight was very packed.

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.

This has been the worst experience I’ve ever had. Basically, I lost my round-trip tickets because one of my last names was missing, and you didn’t allow me to correct it. I had to purchase a full ticket again. Once I get home, I will start legal proceedings against you.

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

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

Flight delayed any hour and couple of big gate changes

I paid for a comfort class seat and was seated in economy.

Crew was friendly and helpful; cabin seemed roomy even in economy class.

The flight was delayed but at least they let us know early about it (the night before)! Everything after that was smooth!

Air Canada was on schedule, fast, and took care of me the whole flight. With affordable price, I 100% recommend you fly Air Canada if you are able to.

Late, almost 3 hours late. I have whiplash from how many times our ETA was changed.

Rude Customer Service at checkin, 90 minute limit in flight check in is too strict. I was in line for 30 minutes because of slow/insufficient workers. Somewhere I got to the the counter of course the employee warned me about the 90 minutes. People were cutting the lines. No one did anything.

Plane was a Rouge vacation flyer for some reason. No legroom and entertainment. People were desperately looking for USB ports and such. And then there is this notorious and unsolved space problem where not all carry-on fits in the cabin….

Delayed. Change of gate . No hot beverages served. No snack.

This flight was better than the tokyo to toronto one

would be easier if earphone was provided or wifi was free . No point having entertainment when you can’t listen with wifi earswt

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

Cabin class types available on flights to Massachusetts