Cheap flights from Massachusetts to Calgary from $134

The month of November is, on average, the cheapest month to fly to Calgary from Massachusetts, with most prices found around $59. If you aren’t able to travel during the month of November, then book flights to Calgary from Massachusetts during September instead. Flights to Calgary in September, while not as cheap as those in November, still average around $62.

The cheapest day to depart on your flight to Calgary is on a Tuesday when prices can be found for as low as $361. This is often the case because there is less demand to fly during this day of the week. Flights from Massachusetts to Calgary on a Friday will generally be more expensive and average around $446. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

The cheapest time of day to fly to Calgary is in the morning when flights can be purchased for as low as $374. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are $407 on average. Flights to Calgary from Massachusetts in the afternoon are generally more expensive because this time of day is more convenient for travelers’ schedules.

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

You are more likely to see cheaper flights to Calgary from Massachusetts when booking weeks ahead of your departure date. In general, you can expect to find flights to Calgary for around $428 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Calgary from Massachusetts for as low as $327 on momondo.

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

United Airlines, Porter Airlines, and American Airlines are the most popular carriers operating from Massachusetts to Calgary

WestJet, Air Canada and Delta are the top three most popular airlines that fly to Calgary from Massachusetts according to our data. WestJet is the first choice among our users, with 55% of people opting to fly with this airline when traveling to Calgary. Keep in mind that there are 6 different airlines that fly to Calgary on a routine basis, so you have a few additional options to choose from.

2 flights are operational daily from Massachusetts to Calgary as of June 2026. The most popular departure time for this route is 6:00PM, with 100% of flights per day taking off in the evening.

The number of flights available between Massachusetts and Calgary is 15 per week as of June 2026. The most frequent departure day is Thu, with 40% of weekly flights leaving on this day.