$129 Find Cheap Flights from Toronto Island 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 Island 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 Island 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 Island 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 Island 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 Island 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
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
Mon, Sep 22 - Tue, Sep 30
Porter Airlines Logo
3:10 pm - 4:51 pmYTZ-BOS
1h 41mnonstop
Porter Airlines Logo
7:15 pm - 9:04 pmBOS-YTZ
1h 49mnonstop
$205Porter Airlines
Find Deal
Tue, Sep 23 - Tue, Sep 30
Porter Airlines Logo
8:20 pm - 10:01 pmYTZ-BOS
1h 41mnonstop
Porter Airlines Logo
3:30 pm - 7:03 pmBOS-YTZ
3h 33m1 stop
$207Porter Airlines
Find Deal
Tue, Sep 23 - Tue, Sep 30
Porter Airlines Logo
9:50 am - 11:31 amYTZ-BOS
1h 41mnonstop
Porter Airlines Logo
3:30 pm - 7:03 pmBOS-YTZ
3h 33m1 stop
$208Porter Airlines
Find Deal
Tue, Sep 23 - Tue, Sep 30
Porter Airlines Logo
9:50 am - 11:31 amYTZ-BOS
1h 41mnonstop
Porter Airlines Logo
3:30 pm - 7:03 pmBOS-YTZ
3h 33m1 stop
$209Porter Airlines
Find Deal
Mon, Sep 15 - Thu, Sep 18
Porter Airlines Logo
3:10 pm - 4:51 pmYTZ-BOS
1h 41mnonstop
Porter Airlines Logo
3:30 pm - 7:03 pmBOS-YTZ
3h 33m1 stop
$210Porter Airlines
Find Deal
Thu, Oct 2 - Sun, Oct 5
Air Canada Logo
10:25 am - 2:30 pmYTZ-BOS
4h 05m1 stop
Air Canada Logo
10:20 am - 4:45 pmBOS-YTZ
6h 25m1 stop
$217Air Canada
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
Booking Insights

KAYAK's insights & trends for Toronto Island to Massachusetts flights

Get data-powered insights and trends into flights from Toronto Island 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?

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

The cheapest ticket to Massachusetts from Toronto Island Airport 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.

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 July, when tickets cost $228 (return) on average. On the other hand, the most expensive months are October and February, when the average cost of round-trip tickets is $311 and $301 respectively.

What’s the cheapest day of the week to fly from Toronto Island 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 Tuesday and more expensive on a Sunday. On your return trip to Toronto Island, you should consider flying back on a Thursday, and avoid Mondays 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 the flight from Toronto Island Airport to Massachusetts, you should book around 3 weeks before departure, which saves you about 47% 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 flight$129
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly with an average 16% increase in price.
Flight from Toronto Island to Boston

FAQs - booking Massachusetts flights

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Toronto Island 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 Island 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 Island 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 Island 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 Island 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 $266 on average. Morning departures are around 6% more expensive than evening flights, on average. 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 $288.

Top tips for finding cheap flights to Massachusetts

  • Looking for a cheap flight? 25% of our users found tickets from Toronto Island to the following destinations at these prices or less: Boston $166 one-way - $219 round-trip

Reviews of the top airline flying from Toronto Island 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 Island 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
7.0Entertainment
7.6Food
8.2Boarding
8.0Comfort
8.6Crew
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.

The whole experience from check in to deboarding was fantastic.

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

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