Cheap flights from Massachusetts to Calgary from C$ 190

The cheapest month to fly to Calgary from Massachusetts is in November. Flight prices, which tend to average around C$ 84, are often lower during this time because this is during the off-season. 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 C$ 101.

The cheapest day to depart on your flight to Calgary is on a Wednesday when prices can be found for as low as C$ 296. This is often the case because there is less demand to fly during this day of the week. On the other hand, Friday 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$ 497.

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$ 409. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are C$ 410 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$ 607 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$ 464 on momondo.

There are 3 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.

3 flights are operational daily from Massachusetts to Calgary as of June 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 June 2026, there are 22 flights per week flying from Massachusetts to Calgary. The most common day of the week flights depart is Fri, with 23% of flights taking off on this day.