Cheap flights from Boston to Calgary from $186

The month of October is, on average, the cheapest month to fly to Calgary from Boston, with most prices found around $293. If you aren’t able to travel during the month of October, then book flights to Calgary from Boston during May instead. Flights to Calgary in May, while not as cheap as those in October, still average around $299.

The cheapest day to depart on your flight to Calgary is on a Tuesday when prices can be found for as low as $358. This is often the case because there is less demand to fly during this day of the week. Flights from Boston to Calgary on a Friday will generally be more expensive and average around $450. 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 $366. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are $387 on average. Flights to Calgary from Boston 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 Boston Logan Intl - Calgary flight prices

You are more likely to see cheaper flights to Calgary from Boston when booking weeks ahead of your departure date. In general, you can expect to find flights to Calgary for around $434 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Calgary from Boston for as low as $334 on momondo.

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

No. A direct flight is the cheapest option for a flight between Boston to Calgary.

As of November 2026, prices for Boston to Calgary flights are approximately 57% more expensive when compared to flights at the same time last year.

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

WestJet, Air Canada and Delta are the top three most popular airlines that fly to Calgary from Boston according to our data. WestJet is the first choice among our users, with 57% 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.

Montreal (YUL) was the most common stop: 40% of momondo users choosing 1-stop flights on this route connected there.

Flights via Ottawa (YOW) offer the lowest average round-trip price of $310.

Flights connecting via Montreal (YUL) have the shortest average one-way travel time: 7h 37m.

Montreal (YUL) has the shortest average layover time for this route: 1h 22m.