Cheap flights from Massachusetts to Puerto Rico from $101

If you don’t want to visit Puerto Rico in January, then you should wait until March to fly from Massachusetts, when ticket prices are also cheap, with an average price of $301.

On average, the least expensive day to fly to Puerto Rico from Massachusetts is on a Sunday. momondo users have found tickets for Sunday departures for as low as $385. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Puerto Rico is Thursday, with ticket prices averaging around $414.

Our most recent data shows that the best time of day to fly to Puerto Rico is at noon. Flights from Massachusetts to Puerto Rico during this time can be as low as $348. In contrast, the most expensive time of day to depart to Puerto Rico is in the morning when prices are around $409.

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

You are more likely to see cheaper flights to Puerto Rico from Massachusetts when booking weeks ahead of your departure date. In general, you can expect to find flights to Puerto Rico for around $358 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Puerto Rico from Massachusetts for as low as $327 on momondo.

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

American Airlines, Southwest, and Delta are the most popular carriers operating from Massachusetts to Puerto Rico

JetBlue, Delta and Frontier are the top three most popular airlines that fly to Puerto Rico from Massachusetts according to our data. JetBlue is the first choice among our users, with 64% of people opting to fly with this airline when traveling to Puerto Rico. Keep in mind that there are 6 different airlines that fly to Puerto Rico on a routine basis, so you have a few additional options to choose from.

7 flights are operational daily from Massachusetts to Puerto Rico as of September 2026. The most popular departure time for this route is 7:00AM, with 53% of flights per day taking off at noon.

The number of flights available between Massachusetts and Puerto Rico is 53 per week as of September 2026. The most frequent departure day is Mon, with 21% of weekly flights leaving on this day.