Cheap flights from Canada to Boston from $102

In general, October is the cheapest month to fly from Canada to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $259. If you aren’t able to travel during the month of October, then book flights to Boston from Canada during June instead. Flights to Boston in June, while not as cheap as those in October, still average around $259.

The cheapest day to depart from Canada to Boston is on a Thursday when prices can be found for as low as $258. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Monday is $468.

According to our data, the cheapest time of day to fly to Boston is in the morning. momondo users have found flights departing from Canada to Boston in the morning for as low as $281. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In the afternoon is when there is more demand to fly to Boston, so prices are often more expensive at around $1,208 per ticket.

Fly from Toronto Island to Boston Logan Intl for the best Canada - Boston Logan Intl flight prices

You are more likely to see cheaper flights to Boston from Canada when booking weeks ahead of your departure date. In general, you can expect to find flights to Boston for around $318 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Boston from Canada for as low as $253 on momondo.

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

Air Canada, Porter Airlines and United Airlines are the top three most popular airlines that fly to Boston from Canada according to our data. Air Canada is the first choice among our users, with 64% of people opting to fly with this airline when traveling to Boston. Keep in mind that there are 7 different airlines that fly to Boston on a routine basis, so you have a few additional options to choose from.

Historically, on average around 25% of flights between Canada and Boston have experienced a delay on any given week. The average delay length over the past 12 months has been 120 minutes.

Generally, flights departing in the morning tend to experience fewer delays. Flights at night have, in the past, seen delays more frequently in comparison.

Saturday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

According to our data, Porter Airlines have had the least number of delays on this route over the last 12 months; with about 21% of their flights experiencing any sort of delay.

37 flights are operational daily from Canada to Boston as of May 2026. The most popular departure time for this route is 4:00PM, with 59% of flights per day taking off in the afternoon.

261 flights are operational weekly from Canada to Boston as of May 2026. The most popular departure day for this route is Fri, with 17% of flights per week taking off on this day.