$126 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 11/25. 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, Dec 3 - Sat, Dec 6
Porter Airlines Logo
8:00 am - 9:35 amYTZ-BOS
1h 35mnonstop
Porter Airlines Logo
7:00 pm - 8:55 pmBOS-YTZ
1h 55mnonstop
$210Porter Airlines
Find Deal
Sat, Nov 22 - Sun, Nov 23
Porter Airlines Logo
8:00 am - 9:35 amYTZ-BOS
1h 35mnonstop
Porter Airlines Logo
7:00 am - 8:55 amBOS-YTZ
1h 55mnonstop
$211Porter Airlines
Find Deal
Thu, Dec 4 - Sun, Dec 7
Porter Airlines Logo
1:20 pm - 2:55 pmYTZ-BOS
1h 35mnonstop
Porter Airlines Logo
3:40 pm - 10:03 pmBOS-YTZ
6h 23m1 stop
$213Porter Airlines
Find Deal
Sun, Nov 23 - Mon, Nov 24
Air Canada Logo
8:15 am - 9:57 amYYZ-BOS
1h 42mnonstop
Air Canada Logo
6:15 am - 8:17 amBOS-YYZ
2h 02mnonstop
$214Air Canada
Find Deal
Sat, Nov 22 - Sun, Nov 23
Air Canada Logo
8:15 am - 9:57 amYYZ-BOS
1h 42mnonstop
Air Canada Logo
6:15 am - 8:17 amBOS-YYZ
2h 02mnonstop
$215Air Canada
Find Deal
Wed, Dec 3 - Wed, Dec 10
Multiple Airlines Logo
5:15 pm - 10:03 amYYZ-BOS
16h 48m1 stop
Multiple Airlines Logo
10:56 am - 12:11 amBOS-YYZ
13h 15m1 stop
$252Multiple Airlines
Find Deal
Wed, Dec 3 - Sat, Dec 6
Multiple Airlines Logo
5:15 pm - 10:03 amYYZ-BOS
16h 48m1 stop
Multiple Airlines Logo
8:11 pm - 11:43 amBOS-YYZ
15h 32m1 stop
$258Multiple Airlines
Find Deal
Sun, Nov 23 - Thu, Dec 4
Air Transat Logo
8:00 am - 9:35 amYTZ-BOS
1h 35mnonstop
Air Transat Logo
7:00 am - 8:55 amBOS-YTZ
1h 55mnonstop
$261Air Transat
Find Deal
Wed, Dec 17 - Wed, Dec 24
United Airlines Logo
9:00 am - 2:20 pmYYZ-ALB
5h 20m1 stop
United Airlines Logo
6:13 pm - 11:59 pmALB-YYZ
5h 46m1 stop
$519United Airlines
Find Deal
Wed, Apr 1 - Thu, Apr 2
United Airlines Logo
2:50 pm - 6:38 pmYYZ-BDL
3h 48m1 stop
United Airlines Logo
6:15 am - 1:34 pmBDL-YYZ
7h 19m1 stop
$531United 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?

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 December.

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 $201 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 $238.

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 $308, 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 September, when tickets cost $246 (return) on average. On the other hand, the most expensive months are December and January, when the average cost of round-trip tickets is $301 and $292 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, Friday 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 48% 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$126
Best time to beat the crowds but there is an average 6% increase in price.
Most popular time to fly and prices are also 3% lower 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 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 in the morning, when round-trip flights cost $292 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 $1,301.

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 384 reviews
8.6Crew
7.0Entertainment
7.6Food
8.0Comfort
8.2Boarding
Airline reviews

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

10.0 ExcellentMike, Oct 2025YYC - YYZ
Read more Porter Airlines reviews

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.👍

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

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.

It was very good but no tv but the experience was great

Thank you for making my first experience very enjoyable. You made it all very pleasant

Great flight great seats will absolutely fly with you again

Porter airlines was good. I didn't have the best experience when booking through airfare assist however, as I got no final confirmation from them that the flight was booked until I called them. Even then, the confirmation code they gave me was incorrect and couldn't be used for check in. On a positive note airfare assist was actually picked up the phone relatively quickly when calling

The flight crew were very good, polite, and professional. Unfortunately, the rest of the experience left much to be desired. The food was extremely bland—almost tasteless. We chose the non vegetarian .The lasagna was just plain pasta with a tiny garnish and no seasoning. It felt like eating starch only, The bigger issue was with luggage and space. We boarded with three tickets, and while the seats in front of us were nearly empty, all the overhead compartments had already been filled by passengers boarding to the back. This left us and many others with no overhead storage for our carry-ons. Our bags couldn’t fit well under the seats either, which meant we lost the little legroom we had. The result was a horrible, cramped experience—sore knees, no space to stretch, and no way to rest or sleep comfortably. According to the crew this was a rather normal thing. It is obviously normal that people board with handbag and carry on but they should be only allowed to use their overhead compartment and under their seat not the way it is managed that all the spaces in the front of the plane being occupied by the people sitting way back in the plane.

Nice complete meal included and great services. Plus the plane was very clean.

Everything was horrible. On the day of my departure, I was denied check-in and boarding because my reservation only showed one of my last names, while my passport contains both. This minor discrepancy could have been easily corrected, but I was informed that no adjustment could be made. As a result, I lost not only my outbound flight but also my return flight and had to purchase a new ticket at a significantly higher cost.

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.

The crew were polite and courteous. The Pilot did an excellent landing. It was very smooth and gentle. My only regret is that I was charged twice for my luggage . The attendant gave me no receipt . I didn't realize until I was about to board. How can this be resolved? Thank you.

Very smooth flights Toronto to Rome and return. Crews were great, food was fine but very narrow seats and limited leg room. Aisle seats on our return helped with a bit more space.

The food quality sucks. One must starve if they do not eat flesh Or wheat based products Some variety would be expected. The trivial amount of snacks and or food is inhumane

We Left Calgary 1/2 hour late and that made for a tight connection in Denver. After arriving everything was done to help us make our connection. That was a great effort. Thank You United

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

Overall, it was good. I was seating next to a wonderful lady and did not notice how time flew. Thanks

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

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

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.

It was my first time with United Airlines and I would say it was very good experience and best of all the flights were on time. Will definitely fly with United Airlines next time.

The staff was great and made the long trip easy peasy!

The free Wi-fi for Aeroplan members was a great touch. The time passed quickly. I found the seats seemed a little closer together than I remember. Not Air Canada's fault, but we were about 20 minutes late landing because the airport was too busy. We had to circle around for a while. The boarding and disembarking went very smoothly.

Extremely turbulent landing. Crew was friendly and plane comfortable. Airport and US pre clearance was understaffed

The airplane is way too tight, you can hardly enter into your row to sit.. more like kids seats than adults.

Wifi was great. Kind air crew and comfortable seating. Also liked the entertainment options.

First message when all on board was that we didnt have a pilot, then they found one, then it was something about the bridge something not working, they will either fix or do manually. Flight of course was leaving late with all the cruise guests worrying about making it to their ship in time. Then only some luggage made it off the ship. Around 15 to 20 people waiting. 45 min later arrived except mine. I asked the rep at the luggage conveyor, he asked me my name. Then said it was not picked up with the first batch so they put it in a room. I was going to take public transport but now worried about time so took a taxi that cost me $65 USD

The flight was very smooth and good. Boarding was fast, but the staff was just decently friendly.

Air Canada flight staff are in contact negotiations and they are less than happy and it show. The process of self checking baggage is less than desirable with lack of support staff to help

A sandwich and a drink would have been better thank a snack bar...

I liked the behaviour of the crew members.The flight was good.

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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