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Find cheap flights from Boston to Puerto Rico from $40

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 5/29. 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
0 bags
Fri 6/21
Fri 6/28

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Best Puerto Rico Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Aguadilla
Aguadilla1 stop$248
Ponce
Ponce1 stop$348
Vieques
Vieques1 stop$598

Good to know

Low season

September

High season

February

Cheapest flight

$40
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly with an average 3% 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 to Puerto Rico from Boston 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 to Puerto Rico with an airline and back to Boston 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 to Puerto Rico from Boston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Puerto Rico

  • Morning departure is around 41% more expensive than an evening flight, on average*.
  • 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.
See more tips
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

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.
8.0
DeltaOverall score based on 10585 reviews
8.0Entertainment
7.4Food
8.2Boarding
7.9Comfort
8.6Crew
Airline reviews

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

6.0 GoodPeter, May 2024SLC - HNL
Read more about Delta reviews

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Half the bathrooms assigned to economy were out of action

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

They were an hour late and they didn’t have my wheelchair for me

The Flight crew didn’t serve us until about 1.5 hours into the flight because of turbulence but after it ended it was fine to move around. They served us water only and snacks and then NEVER, NOT ONE TIME came through to collect trash until right before landing about 1.5 hours later. There was absolutely no need for that. They crew was just standing around talking and visiting with each other and really never tried to see if we might want something besides water or even try to come pick up trash. This is VERY unusual for a Delta flight but it was not what I would have expected for a 4 hour flight.

The 1st class male crew member was very pleasant - the short female with round glasses , maybe in 50’s had no personality- never spoke when delivering my food, drink, & never smiled the whole trip! In fact looked annoyed when the boarding proses was happening- I would never hire this woman - unfriendly . Have never dealt with a crew member like her-

5-hour delay due to storms in Tanoa and airspace restricted by Miami traffic controllers.

I had back trouble prior to my flight and everyone was great about helping me.

My tv was broken on the flight which is disappointing when you pay for a seat and expect a service

Always delays from Boston to Salt lake but this time was very long. Don’t understand while they board the passengers and then make them sit in the plane

The boarding and flight were ok, but there were several painful issues. The flight was 3:20 in the air and almost four hours door to door, but they only had snack packs on the plane. They really need to have food on longer flights or make it clear to everyone that they won’t have food. They also advertise free WiFi, but it did not work for 90% of this flight. Again, almost four hours door to door. If I had known I was flying spirit for JetBlue prices then I would have planned differently.

Service for food to our seat was a bit slow. Snack choices were just pretzels or baked chips. My seat cushion was not attached. Other than Barbie, video choice were not very good or current.

After we landed, we were held on the plane for 30 minutes. There was no one at the gate once we landed and we forced to sit on a plan that had already over an hour delayed.

almost 4 hour delay as they over booked and had to wait for 8-10 volunteers to agree to travel next day.

Old plane. No outlets for laptop or phone. Seats worn out. Area around seat dirty.

I loved the flight and the crew. It was comfortable and smooth.

The crew was openly hostile and condescending to the customers. They spent the majority of that time in the rear talking and seemed really agitated when people asked questions. I heard five different people told that the information they requested was in the handout or safety brief.

Fantastic. Smooth boarding with an infant. Never experienced it with any other carriers.

This was a flight operated by Lufthansa. See me prior comments, which were meant for this experience. The CSA, Ashley, should be reprimanded if not fired for incompetence, being rude, and very, very slow. She was whispering to other CSAs, blaming my flight change on others, unable to give me a seat assignment, telling me could not help without offering any advice (I travel 200,000 miles a year and am a consultant to the airlines, so I know how this gets done PRETTY DAMN WELL). Then, she gave me literally the worst seat on the airline (yes, there were other seats open) - the one right next to the bathroom that was so bad the other PAX next to me left to move to another seat. My seat kept getting rammed (3x) by the crew with their carts (no turbulence to speak of), other passengers grabbing the seat to get in or out of the bathroom, and listening to the bathroom flush all night.

This was a Lufthansa flight, not United. The CSA at the counter, Ashley, was not only incompetent, but quite rude. Me and two other PAX waited over 7 minutes standing in front of her and another CSA and they ignored us. We joked that we must have accidently taken invisibility pills. She could have at least said "I'll be with you in a moment, I'm currently....". I could go on about how rude she and the other CSAs were (whispering, not communicating with me, blaming the situation on others, etc.). She would not work for me. Then, she gave me literally the worst seat on the plane. the worst. My seat kept getting bumped (rammed twice by the crew with their carts and about every 5 minutes by someone using the bathroom), listening to the bathroom all night, crowded seat, etc.

My seat was broken. WiFi didn’t work. Gate crew at HOU were rude and condescending. Treated all the passengers badly. Bad experience, United.

First flight of the day… MINIMUM FUEL! 15 minute landing delay at HOU due to fog turned into a 2+ hour delay! Rather than circle, they had to divert to another city to refuel! Sat on tarmac at Austin to refuel. We ALL missed our connections! The crew, including pilots, were clueless. Crew was really a mess. At HOU, Untied employees were exceedingly rude to all. It was pitiful.

Food wasn’t very good, old business seating configuration on an old A340

An hour and a half late is UNACCEPTABLE. The negative impact to our family is unconscionable. And for the price we were forced to pay...

Standard flight experience, but there is only power at the seat to row 20 on the aircraft, on my initial check in it did not say that was the case

Not a fan of the diagonal partially enclosed business class seats or how they have to be converted to beds manually by crew. I prefer more isolation and user control for switching to lie flat.

No lounge access with “United First” ticket. False alarm about late flight, jeopardizing connection. Wrong meal. Loose power socket would not hold plug, could not charge device. In-flight access to text messaging did not work. Toilet seat on plane would not stay up.

I got a one-way, last-minute nonstop flight from PDX to BWI for only $125. Yes, I got nicked $79 more for a checked suitcase and $89 more for the BIG SEAT option, but it was worth it, even with $4.50 for coffee and $10 for a snack (the latter no different than any other airline). The grand total was still less flying on any other airline.

It was the worst ever, i will be filing a lawsuit to get a refund. Our flight was delayed 4 hours so we would miss our connecting flight, we were not rebooked to our destination the same day, we were not offered any options to get home on the same day despite being clear that we absolutely cannot get stranded at night due to family, we were forced to book our own flights on a different airline to get home, and spririt is refusing a refund because our flight wasn't cancelled, only delayed. oh yeah, and they lost our luggage on the first part of the trip and you cannot get a hold of customer service when anything goes wrong, on hold for 30+ minutes. and their app breaks so you can't use that either.

This recognisable no-frills airline gets me from point-A to point-B. I was able to get to Chicago without stress. The checked baggage collection and reclaim could be improved.

The crew was the best and very accommodating I know you don't offer any complimentary items but water and coffee will not break the bank !!

My flight was cancelled!!! I had to spend 200.00 on another flight!!

The whole day was a nightmare. Flight extremely late. Boarding was a mess of a nightmare.

When we landed, they kept us on the plane for almost 25 minutes. Could do better.

worst trip ever Spirit lost our Baggs which were never put on the plane in Atlanta. 24 hours ago they are telling me now that the bags are still missing.

Didn’t happen. They stranded us in Orlando and had to book a flight on frontier to get to our destination.

Flight left very close to original projected time. Paid for checked bag weight overage (my fault). Plane was literally brand new & this was its 2nd flight. Seats were alittle uncomfortable (I'm 5'11 * 175lbs and was alittle cramped, & brand new seats had little cushion). Food options were good. Main thing was flight took off & landed on time.

The Frontier app wasn’t working. So I could not pay for a carry on the week prior to flying. They charged me 99$ at the gate to carry on a duffle bag.

Good for the price. My only complaint is that the pilot should keep the air flowing while passengers are waiting to getting out of airplane.

Plane could have been more on time. More leg room .

I arrived 1 hour prior to boarding, and they said I was too late for a domestic flight. First time I heard that :-(

Check in online was easy. Seats aren’t very comfortable

Fecal matter in seat back pocket. Presumably from a kids diaper.

Worst airline to travel with. They treat you like a prisoner in a jailhouse barking out orders and threats. Nickle and dime you to the same price or higher than a respectable airline like one of the big 3 . Might as well fly with standard airlines

Well I mean u get what u pay for so 🤷‍♂️

Over an hour delay in departure but I was notified beforehand. Another delay on tarmac upon arrival at LGA. We ended up departing the plane almost 2 hours later than expected

I fly Frontier because it’s affordable. I understand that the seats are tight and not the most comfortable…but that’s part of it. The problem with this flight was that there was a group of travelers directly behind me at the back of the plane who were ridiculously loud and obnoxious the entire flight. I’m pretty sure they were drunk and I could periodically smell an odd odor that I believe was one of them using a smokeless vape pen. The stewards had to remind them to keep quiet during the pre-flight instruction, but that was it. They never said another thing to them for the rest of the flight. It was a miserable.

Book cheap flights from Boston to Puerto Rico

Recent round-trip flight deals

6/5Wed
nonstopSpirit Airlines
4h 14mBOS-SJU
6/12Wed
nonstopSpirit Airlines
4h 14mSJU-BOS
$100
6/5Wed
1 stopSpirit Airlines
7h 09mBOS-SJU
6/12Wed
nonstopSpirit Airlines
4h 14mSJU-BOS
$108
6/4Tue
nonstopFrontier
4h 12mBOS-SJU
6/11Tue
nonstopFrontier
4h 08mSJU-BOS
$125
6/4Tue
nonstopFrontier
4h 12mBOS-SJU
6/11Tue
nonstopFrontier
4h 08mSJU-BOS
$140
10/28Mon
nonstopDelta
4h 05mBOS-SJU
11/2Sat
nonstopDelta
4h 22mSJU-BOS
$213
6/15Sat
nonstopJetBlue
4h 05mBOS-SJU
6/22Sat
nonstopJetBlue
4h 04mSJU-BOS
$223
10/30Wed
nonstopDelta
4h 05mBOS-SJU
11/7Thu
nonstopDelta
4h 05mSJU-BOS
$243
6/21Fri
nonstopJetBlue
4h 05mBOS-SJU
6/24Mon
nonstopJetBlue
4h 00mSJU-BOS
$248
10/16Wed
1 stopUnited Airlines
8h 39mBOS-BQN
10/22Tue
1 stopUnited Airlines
7h 35mBQN-BOS
$324
11/2Sat
1 stopUnited Airlines
8h 27mBOS-BQN
11/5Tue
1 stopUnited Airlines
8h 34mBQN-BOS
$344

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Recent one-way flight deals

5/29Wed
nonstopSpirit Airlines
4h 06mBOS-SJU
$40
5/29Wed
1 stopSpirit Airlines
6h 42mBOS-SJU
$48
6/5Wed
1 stopSpirit Airlines
7h 09mBOS-SJU
$49
6/4Tue
nonstopFrontier
4h 12mBOS-SJU
$89
6/18Tue
nonstopFrontier
4h 00mBOS-SJU
$101
6/20Thu
nonstopJetBlue
4h 05mBOS-SJU
$112
8/11Sun
1 stopJetBlue
7h 05mBOS-BQN
$124
7/1Mon
2 stopsUnited Airlines
26h 56mBOS-BQN
$361
7/30Tue
nonstopDelta
4h 05mBOS-SJU
$392
7/1Mon
3 stopsUnited Airlines
37h 20mBOS-BQN
$420

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Last minute flights from Boston to Puerto Rico

Last minute flight, train and bus deals

5/27Mon
nonstopSpirit Airlines
4h 06mBOS-SJU
6/2Sun
nonstopSpirit Airlines
4h 24mSJU-BOS
$179
5/27Mon
nonstopSpirit Airlines
4h 06mBOS-SJU
6/5Wed
multi-stopSpirit Airlines
17h 19mSJU-BOS
$206
5/25Sat
nonstopSpirit Airlines
4h 06mBOS-SJU
6/2Sun
nonstopSpirit Airlines
4h 24mSJU-BOS
$208
5/27Mon
nonstopJetBlue
3h 51mBOS-SJU
6/6Thu
multi-stopJetBlue
6h 51mSJU-BOS
$307
5/27Mon
nonstopJetBlue
3h 51mBOS-SJU
6/8Sat
multi-stopJetBlue
6h 51mSJU-BOS
$323
5/26Sun
multi-stopFrontier
11h 27mBOS-SJU
6/2Sun
multi-stopFrontier
6h 35mSJU-BOS
$348
5/27Mon
multi-stopAmerican Airlines
12h 15mBOS-SJU
5/31Fri
multi-stopAmerican Airlines
8h 15mSJU-BOS
$351
5/26Sun
multi-stopAmerican Airlines
9h 43mBOS-SJU
6/1Sat
multi-stopAmerican Airlines
6h 53mSJU-BOS
$352
5/25Sat
multi-stopFrontier
14h 40mBOS-SJU
5/31Fri
multi-stopFrontier
7h 34mSJU-BOS
$354
5/25Sat
nonstopDelta
4h 02mBOS-SJU
5/31Fri
nonstopDelta
4h 20mSJU-BOS
$408

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Boston - Puerto Rico Flights

Departure:

Boston (BOS)United States

Return flight deals:

Puerto Rico - Boston

Cabin classes:

$866
$1,014
$496
$111