Cheap flights from Canada to Massachusetts from $121

In general, September is the cheapest month to fly from Canada to Massachusetts. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $298. If you aren’t able to travel to Massachusetts during the month of September, then flying in October is also cheap. Prices for this month can be found on momondo for an average of $306.

According to our data, Thursday is the cheapest day to fly to Massachusetts from Canada. The lowest ticket price found for a Thursday departure recently was $285. 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, Tuesday is the most expensive day to depart from Canada because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,217.

Our data shows that the cheapest Canada 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 $279. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are $1,305 on average. Flights to Massachusetts from Canada in the afternoon are generally more expensive because this time of day is more convenient for travelers’ schedules.

Fly from Calgary to Boston Logan Intl for the best Canada - Massachusetts flight prices

You are more likely to see cheaper flights to Massachusetts from Canada 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 Canada for as low as $258 on momondo.

There are 4 cabin classes available to choose from on Canada 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 Transat, and Air Canada are the most popular carriers operating from Canada to Massachusetts

Air Canada, Porter Airlines and WestJet are the top three most popular airlines that fly to Massachusetts from Canada according to our data. Air Canada is the first choice among our users, with 60% of people opting to fly with this airline when traveling to Massachusetts. Keep in mind that there are 7 different airlines that fly to Massachusetts on a routine basis, so you have a few additional options to choose from.

The number of flights available between Canada and Massachusetts is 50 per day as of August 2026. The most frequent departure time is 4:00PM, with 45% of daily flights leaving in the afternoon.

As of August 2026, there are 354 flights per week flying from Canada to Massachusetts. The most common day of the week flights depart is Fri, with 16% of flights taking off on this day.