Cheap flights from San Juan to Boston from $165

In general, April is the cheapest month to fly from San Juan to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $55. If you aren’t able to travel during the month of April, then book flights to Boston from San Juan during February instead. Flights to Boston in February, while not as cheap as those in April, still average around $69.

The cheapest day to depart from San Juan to Boston is on a Friday when prices can be found for as low as $309. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Sunday is $463.

According to our data, the cheapest time of day to fly to Boston is in the evening. momondo users have found flights departing from San Juan to Boston in the evening for as low as $284. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. At noon is when there is more demand to fly to Boston, so prices are often more expensive at around $366 per ticket.

Fly from San Juan Luis Munoz Marin Intl to Boston Logan Intl for the best San Juan - Boston Logan Intl flight prices

You are more likely to see cheaper flights to Boston from San Juan when booking weeks ahead of your departure date. In general, you can expect to find flights to Boston for around $299 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Boston from San Juan for as low as $263 on momondo.

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

Southwest and Delta are the most popular carriers operating from San Juan to Boston Logan Intl

JetBlue, Delta and Frontier are the top three most popular airlines that fly to Boston from San Juan according to our data. JetBlue is the first choice among our users, with 69% of people opting to fly with this airline when traveling to Boston. Keep in mind that there are 4 different airlines that fly to Boston on a routine basis, so you have a few additional options to choose from.

Historically, on average around 19% of flights between San Juan and Boston have experienced a delay on any given week. The average delay length over the past 12 months has been 156 minutes.

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

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

According to our data, Delta have had the least number of delays on this route over the last 12 months; with about 14% of their flights experiencing any sort of delay.

As of July 2026, there are 4 flights per day flying from San Juan to Boston. The most common time of day flights depart is 6:00AM, with 66% of flights taking off at noon.

As of July 2026, there are 33 flights per week flying from San Juan to Boston. The most common day of the week flights depart is Wed, with 55% of flights taking off on this day.