Cheap flights from Calgary to Boston from C$ 218

The cheapest month to fly to Boston from Calgary is in October. Flight prices, which tend to average around C$ 358, are often lower during this time because this is during the off-season. If you are unable to visit Boston 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$ 403.

On average, the least expensive day to fly to Boston from Calgary is on a Friday. momondo users have found tickets for Friday departures for as low as C$ 517. However, this price may fluctuate depending on the airline, the season, and holidays. Flights from Calgary to Boston on a Monday will generally be more expensive and average around C$ 1,945. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

Flying to Boston from Calgary in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as C$ 535 when looking at flights departing in the afternoon. Flights in the morning are often more expensive with an average ticket price of C$ 1,195.

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

You are more likely to see cheaper flights to Boston from Calgary when booking weeks ahead of your departure date. In general, you can expect to find flights to Boston for around C$ 550 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Boston from Calgary for as low as C$ 233 on momondo.

There are 2 cabin classes available to choose from on Calgary to Boston flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

You could potentially save up to 7% on your flight if you consider stops on a Calgary to Boston flight.

As of June 2026, prices for Calgary to Boston flights are approximately 10% cheaper when compared to flights at the same time last year.

Porter Airlines and WestJet are the most popular carriers operating from Calgary to Boston Logan Intl

WestJet, Air Canada and Porter Airlines are the top three most popular airlines that fly to Boston from Calgary according to our data. WestJet is the first choice among our users, with 48% of people opting to fly with this airline when travelling to Boston. Keep in mind that there are 6 different airlines that fly to Boston on a routine basis, so you have a few additional options to choose from.

Toronto (YYZ) was the most common stop: 52% of momondo users choosing one-stop flights on this route connected there.

Flights via Minneapolis (MSP) offer the lowest average round-trip price of C$ 406.

Flights connecting via Montreal (YUL) have the shortest average one-way travel time: 6h 20m.

Montreal (YUL) has the shortest average layover time for this route: 1h 20m.

As of June 2026, there are 3 flights per day flying from Calgary to Boston. The most common time of day flights depart is 10:00a.m., with 100% of flights taking off at noon.

24 flights are operational weekly from Calgary to Boston as of June 2026. The most popular departure day for this route is Mon, with 17% of flights per week taking off on this day.