Cheap flights from Boston to Puerto Rico from $158

If you don’t want to visit Puerto Rico in January, then you should wait until March to fly from Boston, when ticket prices are also cheap, with an average price of $303.

On average, the least expensive day to fly to Puerto Rico from Boston is on a Sunday. momondo users have found tickets for Sunday departures for as low as $389. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Puerto Rico is Friday, with ticket prices averaging around $423.

Our most recent data shows that the best time of day to fly to Puerto Rico is at noon. Flights from Boston to Puerto Rico during this time can be as low as $366. In contrast, the most expensive time of day to depart to Puerto Rico is in the morning when prices are around $421.

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

You are more likely to see cheaper flights to Puerto Rico from Boston when booking weeks ahead of your departure date. In general, you can expect to find flights to Puerto Rico for around $365 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Puerto Rico from Boston for as low as $329 on momondo.

There are 4 cabin classes available to choose from on Boston to Puerto Rico 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 Boston Logan Intl to Puerto Rico

JetBlue, Delta and Frontier are the top three most popular airlines that fly to Puerto Rico from Boston according to our data. JetBlue is the first choice among our users, with 62% 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.

Historically, on average around 27% of flights between Boston and Puerto Rico 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. Sunday 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 19% of their flights experiencing any sort of delay.

The number of flights available between Boston and Puerto Rico is 3 per day as of October 2026. The most frequent departure time is 7:00PM, with 76% of daily flights leaving in the evening.

As of October 2026, there are 21 flights per week flying from Boston to Puerto Rico. The most common day of the week flights depart is Thu, with 29% of flights taking off on this day.