Cheap flights from Massachusetts to Calgary from C$ 118

The cheapest month to fly to Calgary from Massachusetts is in September. Flight prices, which tend to average around C$ 71, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of September, then book flights to Calgary from Massachusetts during November instead. Flights to Calgary in November, while not as cheap as those in September, still average around C$ 80.

The cheapest day to depart on your flight to Calgary is on a Wednesday when prices can be found for as low as C$ 284. This is often the case because there is less demand to fly during this day of the week. On the other hand, Tuesday is the most expensive day to depart from Massachusetts because it is more convenient for both business and leisure travellers. As a result, prices tend to be around C$ 458.

Our data shows that the cheapest Massachusetts to Calgary flights are usually those with departure times in the morning. Our users have found flights to Calgary in the morning for as low as C$ 311. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are C$ 452 on average. Flights to Calgary from Massachusetts in the afternoon are generally more expensive because this time of day is more convenient for travellers’ 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 C$ 564 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 C$ 427 on momondo.

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

WestJet, Air Canada and Porter Airlines 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 50% of people opting to fly with this airline when travelling to Calgary. Keep in mind that there are 3 different airlines that fly to Calgary on a routine basis, so you have a few additional options to choose from.

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

As of May 2026, there are 8 flights per week flying from Massachusetts to Calgary. The most common day of the week flights depart is Wed, with 50% of flights taking off on this day.