$95 Find Cheap Flights from Boston to Puerto Rico

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Boston to Puerto Rico departing on 1/15. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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1 adult, Economy, 0 bags

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Cheap Flights from Boston to Puerto Rico

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Aguadilla
Aguadilla1 stop$224
Mayagüez
Mayagüez1 stop$422
Aguadilla
Aguadilla1 stop$224
Mayagüez
Mayagüez1 stop$422

Book Cheap Boston to Puerto Rico Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston to Puerto Rico that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Boston to Puerto Rico

Wed, Dec 10 - Fri, Dec 19
Spirit Airlines Logo
10:56 am - 12:16 amBOS-SJU
12h 20m1 stop
Spirit Airlines Logo
2:59 am - 10:01 amSJU-BOS
8h 02m1 stop
$181Spirit Airlines
Find Deal
Mon, Feb 23 - Thu, Mar 5
Frontier Logo
6:00 am - 3:06 pmBOS-SJU
8h 06m1 stop
Frontier Logo
4:11 pm - 1:04 amSJU-BOS
9h 53m1 stop
$182Frontier
Find Deal
Sun, Dec 14 - Thu, Dec 18
Multiple Airlines Logo
12:57 pm - 12:45 amBOS-SJU
34h 48m3 stops
Multiple Airlines Logo
8:00 am - 11:23 amSJU-BOS
4h 23mnonstop
$183Multiple Airlines
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Thu, Jan 22 - Mon, Jan 26
Multiple Airlines Logo
5:23 pm - 3:16 pmBOS-SJU
20h 53m1 stop
Multiple Airlines Logo
10:52 am - 2:12 pmSJU-BOS
4h 20mnonstop
$184Multiple Airlines
Find Deal
Sun, Feb 8 - Sat, Feb 14
Multiple Airlines Logo
5:34 am - 3:35 pmBOS-SJU
9h 01m1 stop
Multiple Airlines Logo
11:05 am - 10:11 amSJU-BOS
24h 06m1 stop
$185Multiple Airlines
Find Deal
Tue, Jan 27 - Thu, Feb 5
JetBlue Logo
7:30 am - 12:33 pmBOS-SJU
4h 03mnonstop
JetBlue Logo
7:15 pm - 10:28 pmSJU-BOS
4h 13mnonstop
$186JetBlue
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Mon, Mar 2 - Thu, Mar 12
Frontier Logo
10:24 am - 3:28 pmBOS-SJU
4h 04mnonstop
Frontier Logo
3:06 pm - 1:04 amSJU-BOS
9h 58m1 stop
$187Frontier
Find Deal
Wed, Jan 21 - Fri, Jan 30
Spirit Airlines Logo
5:34 am - 3:35 pmBOS-SJU
9h 01m1 stop
Spirit Airlines Logo
4:40 pm - 11:57 pmSJU-BOS
8h 17m1 stop
$188Spirit Airlines
Find Deal
Thu, Dec 11 - Fri, Dec 12
American Airlines Logo
7:00 am - 11:52 pmBOS-SJU
15h 52m1 stop
American Airlines Logo
6:00 am - 5:21 pmSJU-BOS
12h 21m1 stop
$190American Airlines
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Sun, Jan 25 - Tue, Jan 27
JetBlue Logo
10:15 am - 8:59 pmBOS-BQN
9h 44m1 stop
JetBlue Logo
6:15 am - 12:13 pmBQN-BOS
6h 58m1 stop
$224JetBlue
Find Deal
Booking Insights

KAYAK's insights & trends for Boston to Puerto Rico flights

Get data-powered insights and trends into flights from Boston to Puerto Rico to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Boston to Puerto Rico flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Puerto Rico from Boston found in the last 72 hours was to San Juan, at $175 round-trip. The most popular route is from Boston (BOS) to San Juan Luis Munoz Marin Intl Airport (SJU), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $175.

Can I save money by flying with a layover from Boston to Puerto Rico?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $339, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Boston to Puerto Rico?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Boston to Puerto Rico, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Boston to Puerto Rico is January, when tickets cost $224 (return) on average. On the other hand, the most expensive months are December and August, when the average cost of round-trip tickets is $380 and $345 respectively.

What’s the cheapest day of the week to fly from Boston to Puerto Rico?

The average price of all round-trip flights from Boston to Puerto Rico clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Boston to Puerto Rico, look for departures on Wednesdays and avoid leaving on a Friday, as it's usually the priciest day. When flying back from Puerto Rico, Saturday is the cheapest day to fly and Monday is the most expensive.

How far in advance should I book a flight from Boston to Puerto Rico?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Boston to Puerto Rico, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Boston to Puerto Rico, you should book around 2 weeks before departure, which saves you about 11% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$96
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly and prices are also 12% lower on average.
Flight from Boston to Aguadilla

FAQs - booking Puerto Rico flights

  • Can I get a direct flight to the island of Culebra?

    Culebra is a small island that is about 140 miles from mainland Puerto Rico. This island is a popular beach vacation destination for tourists visiting Puerto Rico. You can take a plane from Boston directly to the island of Culebra. When you book this flight, you will land at Benjamín Rivera Noriega Airport.

  • Are there any non-stop flights from Boston to San Juan?

    Almost any day of the week, you can fly non-stop from Boston to San Juan. Both JetBlue and Spirit offer non-stop flights between the two cities. If you're willing to make one stop, you can book a flight with American Airlines. On this flight, you'll have a layover in a major city such as Miami, Charlotte or Philadelphia.

  • I'm planning a vacation to Rincon, Puerto Rico. What airport would I fly into?

    Rincon is on the northwestern coast of Puerto Rico. The closest airport to this city is Raphael Hernandez Airport in Aguadilla. It is only a 30min drive from Aguadilla to Rincon. If you don't want to rent a car, you can take a taxi from one city to the other.

  • How can I get from the San Juan airport into the city?

    Many tourists choose to take the public bus from the airport into the city. If you prefer, you can also catch a taxi. Taxis are located outside of the baggage claim areas of Terminals A, B and C. You can also rent a car at the airport. The rental car center is on the main level of the parking garage.

  • Is there a lounge at the Boston International Airport?

    Yes, there is. While you’re waiting on your flight to leave Boston, you can relax in one of its lounges. There is a lounge for Delta (in Terminal A), American (in Terminal B) and United (also in Terminal B) passengers. If you're not flying with any of these airlines, you can enjoy access to a general lounge located in Terminal C. There is a fee to get into these lounges unless you are a member of a special program.

  • How does KAYAK find such low prices on flights from Boston to Puerto Rico?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Boston to Puerto Rico.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Boston to Puerto Rico?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Boston to Puerto Rico is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Boston to Puerto Rico?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Boston to Puerto Rico with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Boston to Puerto Rico?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Boston to Puerto Rico up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Puerto Rico?

    The cheapest time of day to fly to Puerto Rico is generally in the morning, when round-trip flights cost $316 on average. Morning departures are around 4% cheaper than evening flights, on average. The most expensive time of day to fly to Puerto Rico is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $343.

Top tips for finding cheap flights to Puerto Rico

  • Looking for a cheap flight? 25% of our users found tickets from Boston to the following destinations at these prices or less: San Juan $151 one-way - $262 round-trip
  • Luis Munoz Marin International Airport is the largest airport in Puerto Rico. It is also the busiest airport in the Caribbean Islands which translates into a wide offer of connections.
  • Boston Logan International Airport offers both short-term and extended stay parking in its central parking garage. There is also a garage in Terminal B if that is more convenient for you. If you don't care about covered parking, you can save money by leaving your car in the lot outside of Terminal E.
  • If you have an early flight returning to Boston, you can stay at the San Juan Airport Hotel. This hotel is located on the airport premises in Terminal D. When staying here, you can also enjoy free breakfast and a workout in the fitness room before your departure.
  • Flying from Boston to Aguadilla, Puerto Rico, requires a layover in New Jersey (EWR-Newark Liberty) or New York (JFK). You can save money on this trip itinerary by purchasing a ticket that is part air and part train travel (with Amtrak).
  • There is just one airport in the southern portion of Puerto Rico. This is LaMercedita Airport in Ponce.

Reviews of the top 5 airlines serving from Boston to Puerto Rico

 
Need help choosing which airline to fly with from Boston to Puerto Rico? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8011 reviews
7.9Comfort
7.9Entertainment
8.5Crew
8.1Boarding
7.3Food
Airline reviews

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

10.0 ExcellentHartaj, Nov 2025LGA - RDU
Read more Delta reviews

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

No lunch on a x-country flight scheduled for 10:50 am departure, arrived 5+ hrs later. That requires a black box label before you pay for the tickets. Worst, when I checked in online, it's specifically said that lunch was served on his flight for economy Plus passengers.

We had a lot of really rough weather but that was not Delta's fault. Pilot was amazing.

First, Delta needs more flights to/from Miami. Second, a 1000pm leaving at 1230pm is unacceptable from their biggest airport world hub. Another aircraft could have been used such as the aircraft scheduled to be used in the morning for that exact same route. Yes, I did get me there but the lack of sleep the next day didn't help me enjoy my entire trip since I was busy with activities during the weekend. This can be and is expected from Spirit (going bankrupt) and Frontier (despite they're nickel and dimers). But from Delta's World Hub? That's totally unacceptable!

This flight was straightforward and without difficulty. Service was OK, but I continue to be underwhelmed by level of attention given to Sky Priority passengers.

It would’ve been nice for all that money to have a more substantial snack for free. I remember once upon a time getting a very nice turkey sandwich with Swiss cheese on whole wheat bread for no charge along with a drink. I guess those days are gone. it’s a little insulting being given a cookie or a bag of baked chips Going forward I’ll just bring my own.

Great. Seamless. Check in agent at kiosk international was amazing and extremely helpful.

Our flight from SFO to MSP was right on time on 11/15/2025. No delays. As we approached MSP at about 8 pm, we circled in the air until 8:40 pm so I don't call that efficient for MSP. I think the captain should announce the delay and why. (as if we all don't know that we are just circling around the area, slowing down, speeding up, slowing down.) Thank you. Marilyn Fischer

Service in business class was not impressive. I ordered coffee with dinner and then watched other people get 2 refills before I got my 1 cup of coffee, and only after I pressed the attendant button overhead. Furthermore, the seats in the forward cabin need maintenance on this 737-800: the upholstery is detaching from the seat frame, at least on the backs of seats 1C, 1D.

Seats had less pitch than a regional jet. Food was OK. Have to buy alcohol on US based carriers flying international. Boarding was a mess. Did not have bags but overhead space was gone quick. Would like to see the airlines enforce the one bag over and one bag under policy

Ot was overall fine. Left on time and had basic snacks. Weather was finicky but that’s not the airlines fault.

from SFO-> FRA flight, AVML meal was significantly less compared to regular meal, especially no Desert, no Bread, no sides.

Very nice flight love the small aircraft. We had a wonderful flight attendant. Nice to see someone that really enjoys her job. Don't have her name but had a southern accent.

This was an older airplane. The cabin was constantly warm to hot throughout the 10 hour flight and there were no vents to personalize air flow. Also since it was an older plane, the material and comfort of the chairs were very uncomfortable. I left my flight with major soreness on my tailbone.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

Even though we were delayed, we were able to make our connection

Seats in waiting area and on plane hard as rock. Fast internet on the flight was great! Crew was kind.

Starlink wifi on the Embraer E175 is an excellent experience. I was able to connect and work from IAD all the way to approach into BTV.

The ride share experience in JFK is terrible. After traveling on a flight, then you need to take a subway to the last stop to get an uber or lyft. Unacceptable. Bad job JetBlue for permitting JFK and Port Authority to do this to your passengers.

Checking In on JetBlue site was impossible. It hung up on REAL ID. Even my Global Entry did not help. Luckily, on Kayak site it was a breeze. Entire flight the temperature was COLD! Otherwise the crew was great!

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

Very pleasant flight attendants. Gate crew rather loud chatting with each other.

Four plus hour flight delay in New York caused us to take off after 11:30pm. We didn’t arrive at our hotel until five hours after check in. Started the trip off feeling exhausted.

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

There was a fowl odour coming from the lavatory the entire flight

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

I don’t usually fly budget airlines or airlines in the United States. It was as good as any other airline. The seats are comfortable and the airline attendants are not rude & surly. Very nice flight (s).

No internet on a flight over three hours in this age is criminal. Staff inattentive and dismissive

I didn't eat, so I can't rate the food. Delayed set off was beyond

No free snacks or drinks. Freezing. Uncomfortable. No plugs or entertainment. If you fly to LA the make you change terminals with a slow bus. Awful trip that took forever. Terrible airline- maybe the worst I’ve ever flown.

I hope you continue to be one of the great company

Crew are always very angry and dismissive like they seem they are being forced to work. In addition, there was a long line for the bathrooms, and only one was allowed to be used. No reason was given for only one bathroom being available; apparently, the stewardess was more interested in using the jumpseat instead of allowing the customers to use the bathroom.

Very positive in both directions. Safe travels, nice staff, lost and found in fact found my phone under my chair! I was out of cash after my NYC trip otherwise I would've offered a reward for helping my day out immensly! Thanks you so much Spirit staff!

I stopped flying spirit as much because they are crooks and thieves. It's not like other airlines where you can at least get credits they just take your money.

Flight was on time. Friendly crew. Gate agents in the other hand were very unfriendly.

Uncomfortable seats and tiny tray table. Expensive snacks. Flight was on time and crew was pleasant but take me back to Southwest!

Boarding and unboarding processes were pretty smooth. I gave a low score for Boarding because of how my flight was missing from all the boards at the airport, and when I checked the flight status on the Spirit website, it said it would be departing from Terminal E, gate D15. There are no "D" gates in terminal E.

Speaker airport didn't work well, so we couldn't hear the boarding call but the plane was on time leaving and on time arriving took a while for them to open the door and there was a non-disruptive guy who was inebriated a few rows ahead of us. Overall the flight was good and we appreciate the on-time-ness

Delayed. Text notifications were slow. Not much information o what was happening. Boarding was slow and confusing. Wasn’t even offered water other flight. Had to ask. No entertainment at all. Felt like.a Greyhound bus.

When I wanted to check in 3 hours prior to boarding time, the employees mentioned “a little over an hour delay” so I waited for an hour then I went to go look for food in the terminal and most people from that flight were in the same area looking for food. Finally I decided after food to check to see if it’s anytime closer and now it’s 2 mins until boarding closes?! What are you kidding me? I didn’t receive anything via sms about boarding now nor via email or on the intercom. I luckily made it through, barely, and then there’s no room for my carry on mind you I’m in the very first row so I had to place my purse in one further row back and my carry on sections down. Not sure who pays for better seats to get your stuff placed all over the plane but that was the worst experience I’ve ever had flying with anyone.

Better than expected. Staff were friendly and nice on both flights.

There was no one at the counter to assist with our check in. The app didn’t work, so I arrived at the airport with time to check in and I couldn’t because no employees were there. When I finally got someone on the phone, it was inside the 60min rule and they said I could no longer check in and they could sell me another ticket. We had to scramble and pay an additional $800 for tickets and THEN AFTER (about 60 min from my original convo with customer service and 10min after original departure time) I had boarded my new flight, there was email saying my original flight from Frontier was delayed and leaving 2hr 50min later, but I STILL wouldn’t have been able to check in. Which means customer service should have been able to see it and let me check in because I was well within my check in time. When I call Frontier, they hang up on me. So their app didn’t work and they employees left and they take zero responsibility or assistance with their “customer service”

Terrible. Flight cancelled with no reasoning and no flights to rebook. Employees were useless and did nothing to help. Did not even know where to retrieve luggage from the cancelled flight. Flyers beware.

No fault of Frontier staff: plane was very late, reached Orlando at 1 am, took a while to get luggage. Weather, gov financial shutdown impact on TSA, air controllers seemed to have multiple flights backed up. Frontier staff seemed to cope as gracefully as possible. It did reassure me that I and my new hip could adapt to travel challenges. Food/entertainment were irrelevant to my trip.

Terrible. The canceled my entire flight when I requested a refund for a trip frontier canceled trip one way.

Boarding was on time and plane departed as scheduled. There are obviously no amenities (food, drink, entertainment) on Frontier, but there also didn't seem to be any issues with luggage space either.

Inbound plane was on time and flight departed on time with no issues while boarding.

I knew going into this that Frontier, being a low cost carrier, would be pretty bare bones and charge for most extras but this was made up for by the fact that the airplane was a reasonably new Airbus, every employee was great and best of all, Everett Washington is an amazing airport - thanks Frontier for flying there!!!

Everything you need to know for your flight from Boston to Puerto Rico

Information on your arrival and departure airports