Cheap flights from Toronto Pearson Intl Airport to Massachusetts from $139

In general, February is the cheapest month to fly from Toronto Pearson Intl Airport to Massachusetts. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $82. If you aren’t able to travel to Massachusetts during the month of February, then flying in March is also cheap. Prices for this month can be found on momondo for an average of $95.

According to our data, Thursday is the cheapest day to fly to Massachusetts from Toronto Pearson Intl Airport. The lowest ticket price found for a Thursday departure recently was $269. 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 Pearson Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,179.

Our data shows that the cheapest Toronto Pearson Intl Airport 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 $288. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are $1,297 on average. Flights to Massachusetts from Toronto Pearson Intl Airport in the afternoon are generally more expensive because this time of day is more convenient for travelers’ schedules.

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

You are more likely to see cheaper flights to Massachusetts from Toronto Pearson Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Massachusetts for around $318 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Massachusetts from Toronto Pearson Intl Airport for as low as $253 on momondo.

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

Air Canada, United Airlines and Porter Airlines are the top three most popular airlines that fly to Massachusetts from Toronto Pearson Intl Airport according to our data. Air Canada is the first choice among our users, with 88% 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.

As of May 2026, there are 12 flights per day flying from Toronto Pearson Intl Airport to Massachusetts. The most common time of day flights depart is 4:00PM, with 56% of flights taking off in the afternoon.

87 flights are operational weekly from Toronto Pearson Intl Airport to Massachusetts as of May 2026. The most popular departure day for this route is Fri, with 16% of flights per week taking off on this day.