Cheap flights from Toronto to Massachusetts from $134

In general, October is the cheapest month to fly from Toronto to Massachusetts. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $244. If you aren’t able to travel to Massachusetts during the month of October, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $246.

According to our data, Thursday is the cheapest day to fly to Massachusetts from Toronto. The lowest ticket price found for a Thursday departure recently was $276. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Monday is the most expensive day to depart from Toronto because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,146.

Our data shows that the cheapest Toronto to Massachusetts flights are usually those with departure times in the morning. Our users have found flights to Massachusetts in the morning for as low as $290. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are $1,270 on average. Flights to Massachusetts from Toronto in the afternoon are generally more expensive because this time of day is more convenient for travelers’ schedules.

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 $314 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 $262 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 Air Transat are the most popular carriers operating from Toronto to Massachusetts

Air Canada, Porter Airlines and United Airlines are the top three most popular airlines that fly to Massachusetts from Toronto according to our data. Air Canada is the first choice among our users, with 74% of people opting to fly with this airline when traveling to Massachusetts. Keep in mind that there are 3 different airlines that fly to Massachusetts on a routine basis, so you have a few additional options to choose from.

16 flights are operational daily from Toronto to Massachusetts as of March 2026. The most popular departure time for this route is 4:00PM, with 42% of flights per day taking off in the afternoon.

As of March 2026, there are 115 flights per week flying from Toronto to Massachusetts. The most common day of the week flights depart is Thu, with 17% of flights taking off on this day.