Cheap flights from Calgary to Massachusetts from C$ 199

The cheapest month to fly to Massachusetts from Calgary is in October. Flight prices, which tend to average around C$ 366, are often lower during this time because this is during the off-season. If you are unable to visit Massachusetts during the month of October, then departing from Calgary during the month September is also very affordable. Most momondo users find prices during this month for around C$ 397.

On average, the least expensive day to fly to Massachusetts from Calgary is on a Saturday. momondo users have found tickets for Saturday departures for as low as C$ 340. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Tuesday, the most expensive travel day of the week, you can expect to see flight prices from Calgary to Massachusetts for around C$ 1,951.

Our most recent data shows that the best time of day to fly to Massachusetts is in the afternoon. Flights from Calgary to Massachusetts during this time can be as low as C$ 571. In contrast, the most expensive time of day to depart to Massachusetts is in the morning when prices are around C$ 1,206.

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 C$ 568 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 C$ 271 on momondo.

There are 2 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.

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

WestJet, Porter Airlines and Air Canada are the top three most popular airlines that fly to Massachusetts from Calgary according to our data. WestJet is the first choice among our users, with 53% of people opting to fly with this airline when travelling to Massachusetts. Keep in mind that there are 5 different airlines that fly to Massachusetts on a routine basis, so you have a few additional options to choose from.

4 flights are operational daily from Calgary to Massachusetts as of September 2026. The most popular departure time for this route is 10:00a.m., with 100% of flights per day taking off at noon.

The number of flights available between Calgary and Massachusetts is 30 per week as of September 2026. The most frequent departure day is Fri, with 27% of weekly flights leaving on this day.