Cheap flights from Calgary to Massachusetts from $153

In general, September is the cheapest month to fly from Calgary to Massachusetts. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $63. If you aren’t able to travel to Massachusetts during the month of September, then flying in December is also cheap. Prices for this month can be found on momondo for an average of $75.

According to our data, Thursday is the cheapest day to fly to Massachusetts from Calgary. The lowest ticket price found for a Thursday departure recently was $264. 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 Calgary because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,593.

Our data shows that the cheapest Calgary to Massachusetts flights are usually those with departure times in the afternoon. Our users have found flights to Massachusetts in the afternoon for as low as $246. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $351 on average. Flights to Massachusetts from Calgary in the morning 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 Calgary - Massachusetts flight prices

You are more likely to see cheaper flights to Massachusetts from Calgary when booking weeks ahead of your departure date. In general, you can expect to find flights to Massachusetts for around $398 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Massachusetts from Calgary for as low as $167 on momondo.

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

WestJet, Porter Airlines, and Air Canada are the most popular carriers operating from Calgary to Massachusetts

Air Canada, WestJet and Delta are the top three most popular airlines that fly to Massachusetts from Calgary according to our data. Air Canada is the first choice among our users, with 40% of people opting to fly with this airline when traveling to Massachusetts. Keep in mind that there are 4 different airlines that fly to Massachusetts on a routine basis, so you have a few additional options to choose from.

As of June 2026, 3 flights take off from Calgary and land in Massachusetts each day. The most common flight departure time for this route is 10:00AM, with 100% of daily flights taking off at noon.

As of June 2026, 26 flights take off from Calgary 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.