Cheap flights from Toronto to Massachusetts from C$ 196

The cheapest month to fly to Massachusetts from Toronto is in September. Flight prices, which tend to average around C$ 368, are often lower during this time because this is during the off-season. If you are unable to visit Massachusetts during the month of September, then departing from Toronto during the month August is also very affordable. Most momondo users find prices during this month for around C$ 369.

On average, the least expensive day to fly to Massachusetts from Toronto is on a Thursday. momondo users have found tickets for Thursday departures for as low as C$ 1,642. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Tuesday, the most expensive travel day of the week, you can expect to see flight prices from Toronto to Massachusetts for around C$ 1,740.

Our most recent data shows that the best time of day to fly to Massachusetts is in the morning. Flights from Toronto to Massachusetts during this time can be as low as C$ 409. In contrast, the most expensive time of day to depart to Massachusetts is in the afternoon when prices are around C$ 1,760.

Fly from Toronto Island to Boston Logan Intl for the best Toronto - Massachusetts flight prices

You are more likely to see cheaper flights to Massachusetts from Toronto when booking weeks ahead of your departure date. In general, you can expect to find flights to Massachusetts for around C$ 446 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Massachusetts from Toronto for as low as C$ 358 on momondo.

There are 4 cabin classes available to choose from on Toronto to Massachusetts flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Porter Airlines, Air Canada, and Delta are the most popular carriers operating from Toronto to Massachusetts

Porter Airlines, Air Canada and Air Transat are the top three most popular airlines that fly to Massachusetts from Toronto according to our data. Porter Airlines is the first choice among our users, with 49% of people opting to fly with this airline when travelling to Massachusetts. Keep in mind that there are 5 different airlines that fly to Massachusetts on a routine basis, so you have a few additional options to choose from.

As of November 2026, there are 23 flights per day flying from Toronto to Massachusetts. The most common time of day flights depart is 7:00a.m., with 50% of flights taking off in the afternoon.

As of November 2026, 163 flights take off from Toronto and land in Massachusetts each week. The most common flight departure day for this route is Mon, with 15% of weekly flights taking off on this day.