Cheap flights from Puerto Rico to Massachusetts from $100

In general, February is the cheapest month to fly from Puerto Rico to Massachusetts. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $220. If you aren’t able to travel to Massachusetts during the month of February, then flying in April is also cheap. Prices for this month can be found on momondo for an average of $243.

According to our data, Thursday is the cheapest day to fly to Massachusetts from Puerto Rico. The lowest ticket price found for a Thursday departure recently was $272. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Monday is the most expensive day to depart from Puerto Rico because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $355.

Our data shows that the cheapest Puerto Rico to Massachusetts flights are usually those with departure times in the afternoon. Our users have found flights to Massachusetts in the afternoon for as low as $265. If you have a flexible travel schedule, then try to avoid flying at noon when prices are $326 on average. Flights to Massachusetts from Puerto Rico at noon are generally more expensive because this time of day is more convenient for travelers’ schedules.

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

You are more likely to see cheaper flights to Massachusetts from Puerto Rico when booking weeks ahead of your departure date. In general, you can expect to find flights to Massachusetts for around $272 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Massachusetts from Puerto Rico for as low as $246 on momondo.

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

Frontier, United Airlines, and Southwest are the most popular carriers operating from Puerto Rico to Massachusetts

JetBlue, Delta and Spirit Airlines are the top three most popular airlines that fly to Massachusetts from Puerto Rico according to our data. JetBlue is the first choice among our users, with 60% of people opting to fly with this airline when traveling to Massachusetts. Keep in mind that there are 4 different airlines that fly to Massachusetts on a routine basis, so you have a few additional options to choose from.

As of April 2026, 17 flights take off from Puerto Rico and land in Massachusetts each day. The most common flight departure time for this route is 5:00AM, with 41% of daily flights taking off in the morning.

As of April 2026, 124 flights take off from Puerto Rico and land in Massachusetts each week. The most common flight departure day for this route is Wed, with 19% of weekly flights taking off on this day.