$152 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 8/16. 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.
1 adult
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$322
Ponce
Ponce1 stop$336
Culebra
Culebra1 stop$768
Mayagüez
Mayagüez1 stop$712
Aguadilla
Aguadilla1 stop$322
Ponce
Ponce1 stop$336
Culebra
Culebra1 stop$768
Mayagüez
Mayagüez1 stop$712

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, Aug 19 - Mon, Aug 24
JetBlue Logo
7:50 pm - 11:54 pm
BOS
-
SJU
4h 04mnonstop
JetBlue Logo
6:00 am - 3:26 pm
SJU
-
BOS
9h 26m
1 stop
$307JetBlue
Sun, Sep 20 - Fri, Sep 25
JetBlue Logo
7:20 pm - 11:58 pm
BOS
-
SJU
4h 38mnonstop
JetBlue Logo
7:35 pm - 11:43 pm
SJU
-
BOS
4h 08mnonstop
$308JetBlue
Sat, Sep 19 - Mon, Sep 21
Delta Logo
8:55 am - 1:01 pm
BOS
-
SJU
4h 06mnonstop
Delta Logo
2:06 pm - 6:11 pm
SJU
-
BOS
4h 05mnonstop
$313Delta
Sun, Aug 23 - Mon, Sep 14
Delta Logo
8:50 am - 12:57 pm
BOS
-
SJU
4h 07mnonstop
Delta Logo
7:00 am - 2:52 pm
SJU
-
BOS
7h 52m
1 stop
$318Delta
Tue, Oct 27 - Tue, Nov 3
United Airlines Logo
1:30 pm - 10:57 pm
BOS
-
BQN
9h 27m
1 stop
United Airlines Logo
1:09 am - 8:44 am
BQN
-
BOS
8h 35m
1 stop
$322United Airlines
Wed, Sep 16 - Tue, Sep 22
United Airlines Logo
10:38 am - 11:09 pm
BOS
-
BQN
12h 31m
2 stops
United Airlines Logo
12:15 am - 8:17 am
BQN
-
BOS
8h 02m
1 stop
$327United Airlines
Wed, Sep 9 - Tue, Sep 15
American Airlines Logo
6:00 am - 3:40 pm
BOS
-
SJU
9h 40m
2 stops
American Airlines Logo
6:27 am - 4:55 pm
SJU
-
BOS
10h 28m
2 stops
$327American Airlines
Tue, Jul 21 - Wed, Aug 5
American Airlines Logo
8:00 am - 9:59 pm
BOS
-
SJU
13h 59m
1 stop
American Airlines Logo
10:33 am - 11:26 pm
SJU
-
BOS
12h 53m
1 stop
$329American Airlines
Tue, Aug 4 - Wed, Aug 12
Frontier Logo
10:04 am - 9:46 am
BOS
-
PSE
23h 42m
1 stop
Frontier Logo
10:32 am - 9:09 am
PSE
-
BOS
22h 37m
1 stop
$336Frontier
Thu, Aug 20 - Wed, Aug 26
Frontier Logo
11:05 am - 9:52 am
BOS
-
PSE
22h 47m
1 stop
Frontier Logo
10:37 am - 10:09 am
PSE
-
BOS
23h 32m
1 stop
$350Frontier
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 5 days was to San Juan, at $252 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 5 days was $252.

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

The average price for all round-trip flights from Boston to Puerto Rico depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Puerto Rico is generally in the evening, when round-trip flights cost $348 on average. Morning departures are around 11% more expensive than evening flights, on average. The most expensive time of day to fly to Puerto Rico is generally in the morning, which is peak travel time and where the average cost of a ticket is $387.

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 $446, 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 March, when tickets cost $273 (return) on average. On the other hand, the most expensive months are December and September, when the average cost of round-trip tickets is $442 and $421 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 Mondays and avoid leaving on a Thursday, as it's usually the priciest day. When flying back from Puerto Rico, Friday is the cheapest day to fly and Sunday 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 3 weeks before departure, which saves you about 10% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$152
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 27% increase in price.
Flight from Boston to San Juan Airport

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.

Top tips for finding cheap flights to Puerto Rico

  • 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 8394 reviews
8.5Crew
7.8Entertainment
8.1Boarding
7.8Comfort
7.2Food
Airline reviews

Flight delayed four separate times. I’m now one hour hours late to landing.

2.0 MediocreTravis, Jun 2026
SFO - LAX
Read more Delta reviews

Flight delayed four separate times. I’m now one hour hours late to landing.

worst flight ever from Delta, it got delayed and kept on delaying..

Should never have had to go to Detroit from Orlando back to Tennessee!

Got rerouted from a straight flight from Orlando to Atlanta to Knoxville to a flight from Orlando to Detroit to Knoxville! Seriously!! Flight delay out of Detroit! Long day for what should have been a pretty easy travel day!

Two delays on two separate planes with parts they could not easily find and replace.

Checkin was good, fllight ws good. Onlly complaint is lack of foot on 6 hour flight from Seattle to Boston. Snacks were flimsy - chips and cookies. could have offered something more substantial for such a long flight. I know you can buy food in airport but for the price you pay for a ticket, they should step up for the passengers.

Only beverages were offered to first class and I thought the flight attendant could have also served the Delta Comfort as well instead of sitting down and staring at her phone and walking past all of us to the back of the plane to charge her phone more. There was a complete lack of turbulence and was safe enough for flights attendant to walk around in the front of the plane, collect trash and serve a few people water and turn off the seat belt light. Also didn’t enforce people putting their seats into the upright position and allowed two passengers to remain reclined during landing. They seemed out to lunch completely. Usually my experience on Delta is much better.

Long story short, it was one of the better flight experiences I've had in some time when compared with other airlines.

Flight was great! This flight from Atlanta was even better than when I paid for Comfort from SNA to Atlanta.

Connection flights should be spaced out farther because too close I missed my connection.

This planes staff was top tier. Everything went great and had a great flight home.

Food was great. Staff was phenomenal. Seats were a bit hard and could use a lot more entertainment options as far as movies to choose from. WiFi was good. Overall great trip.

This was an overnight flight, and in the morning they did know coffee service. How you can throw passengers in a San Francisco airport at 5:40 a.m. in the morning and not giving them Coffee is a crime.

I was promised by United Airline (operated by ANA) that I will be seated together with my kids as I am the only adult flying with two minors. We did not get seats together in our 11 hours flight from LA to Tokyo. When asked at the gate, ANA representative said United Airline should have informed them that there is a parent flying with two minors. He said they can’t do anything in the system as the flight is full. He ask me to ask passengers next to me and the kids if they are willing to change seats. This is ridiculous! However, I went in the flight and asked other passages but no one willing to change seats. 11 hours and we were seating separately. I was very disappointed with this. It made things super inconvenient for me.

Our flight was delayed several Times due to mechanical issues. Although I understand this may happen at times, it was very inconvenient and we had to book a hotel for an overnight stay. We were traveling with my 3-yo grandson and waiting at the airport from noon until 6:30pm with no reassurance that our next rescheduled flight would depart, we had to decide what’s best for him. A day later, I found out that I may be able to demand compensation if my flight is delayed more than 4 hours. I will hav to read the fine print next time.

Flight cancelled instead of leaving Friday am now, maybe, leaving Sunday

The pilot had to extend the flight time from san antonio to Houston to burn off fuel. This caused a lot of unnecessary stress since we had a tight connection to Aruba. And with no other flights going to Aruba we were worried about spending a night in Houston. We had to to run to our connection because of the flight crews mistake. Not happy.

Service was professional and quick. Premium economy seat was comfortable given the class

one of the flight attendants on the Dallas to frankfurt leg was somewhat rude..

I'm a United 1K member and have ben for 10 years. The gate agent had no control over the boarding process and had us passengers queued for hours as delays were announced. On the plane, the overhead air nozzle was broken so col over was powering through on me and the passenger next to me. Not a great experience for a million miler on United. Feel free to contact me. Josh Smigel - DM426089

Leave on time. We waited on the plane for hour hours and it was hot and smelly

Two hours delay, probably one hour because they didn’t bring catering and they had to bring water in board. There a change of aircraft. But delays galore at CLT so it must be a CLT and/or AA operation issue. The 1 hr additional delays because nobody could bring 2 packs of water sooner is probably the best example of this airline operates

Flight was delayed 5 hours. Initial reason for delay was 'maintenance' - which makes sense. Then, the additional 2 hours continued to say it was maintenance - when I know EWR had a 2 hour delay. AA did not say that. Additionally, when boarding, there was only one agent at the counter for a long time - until another came to help. After boarding, we had to wait another 45 minutes due to 'no catering'. So while we waited for catering, AA continued to board additional passengers - which seemed odd - and raised questions about what really was going on. I sat in First Class. During the flight, the flight crew allowed a significant number of non-First Class passengers to use the front bathroom - which created a very crowded environment in First Class which was uncomfortable. This also delayed First Class passengers from using the bathroom. Overall, horrible experience.

The Charleston, WV airport was cute. Very good staff and small enough to feel comfortable. The plane had more leg room than bigger planes. Much more comfortable.

Another uncoordinated American experience. Always surprises me at DFW for them of all places. Have to take this flight as there are no other good time options. We knew from the start that something was wrong, but the pilot wouldn't tell us. I just watched my Kayak app grow the delay by 10 minutes as it went to 3.5 hours. They were uncoordinated with maintenance (as maintenance, when finally arriving, knew within 15 minutes the plane wasn't going. No 'sorry' or 'this is what is going on' comment. The pilot seemed unfazed / didn't care about the process we were going through.

The seats. The seat in front of me was awful and when the guy sat down, it flew back and hit my head when I was putting my backpack under the seat, It didn't make for a pleasant experience,

Luggage did not make it onto my plane. Business seats were economy with empty row seat. Just horrible experience. Why would the company allow for transfers that don’t give employees enough time to transfer luggages??

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

The gate experience at LAX was abysmal (same for the arrival experience two days prior). Despite the LAX -> SAT schedule of two flights daily, our departure gate was at a smaller hub that we had to be bussed to from Terminal 4. Fortunately, I arrived at LAX extra early and had time to spare, but if I had not known, I might have missed my flight. I looked at the LAX airport map in the AA app and there was no indication of the additional boarding process. Lastly the gate area we were bussed to was crowded with limited food and beverage options. On flight, the fight attendant was hospitable and attentive, the flight was smooth, and AA's free (and working) wifi for AA members were all on the positive side.

It was so much better than expected, Ohare is not such a pleasant experience but American Airlines with the new, clean aeroplane and free Wi-Fi was outstanding and the crew so pleasant and helpful.

I like everything. Blythe at DCA is the absolute best!

JetBlue worker, Blythe, was so amazing at the DCA counter. If it wasn’t for her, I’m not sure we would’ve made it through. Please thank her!

They lost my luggage and refuse to help. Terrible airline. I've never experienced worse customer service in my life. Pretty much just told me too bad that I lost all my luggage, not caring that I am stuck in Europe for 2 weeks with absolutely nothing.

You should have had Wifi to make it much enjoyable.

The flight out was delayed from 3:40pm to 5pm and again to 8pm. We boarded after 5pm, had to disembark because they could not get the Engine started, then we switched gates and got a new plane and did not board until after 8pm.

The flight was delayed after already taxiing from the gate due to a malfunction. After 3 hours we were told the flight was canceled. The next flight available was Sunday. My daughter and I stayed overnight in the airport due to this issue. I was given a $12 meal voucher. Unacceptable

Whole experience was poor. Delayed 2 hours. Lied about the delays. Was all jet blues fault and tried to blame on air traffic control. Sent out other let trips and wouldn't allow people to switch aircraft.

My bag was not loaded on my flight. it was not communicated to me until i was waiting for my bag at my destination. there was no confirmation of when my bag was arriving and no way to track it.

Nice plane, clean, wifi available and movies. All the flight attendants were courteous.

The gate attendant in Boston had a high raspy voice and spoke much too fast to be understood. Not pleasant.

There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

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

Information on your arrival and departure airports