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Find cheap flights from Boston to Puerto Rico from $39

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 6/4. 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 6/7
Fri 6/14

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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$276
Vieques
Vieques1 stop$648
Culebra
Culebra1 stop$678

Good to know

Low season

September

High season

February

Cheapest flight

$39
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 2% cheaper 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 10810 reviews
8.2Boarding
8.6Crew
8.0Entertainment
7.4Food
7.9Comfort
Airline reviews

West Jet has a horrible boarding process and the seats have no cushion.

4.0 OkayDouglas, May 2024MSP - YEG
Read more about Delta reviews

West Jet has a horrible boarding process and the seats have no cushion.

Everything went smoothly. I didn’t like that when I booked in the main cabin my wife and I weren’t seated together. One would think when booking on an option that allows picking your seat. They would put you and your travel partner together. Had to call to get it sorted. They did fix.

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

Big plane, long flight, absolutely no leg room and basically non existent air! I am 5”4’ and always travel Main Cabin, I was miserable on this plane and could barely move when we arrived in Cabo due to the cramped leg area!

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.

Flight was delayed 2.5 hours - a big deal on an overnight when you plan to sleep.

I feel like they have upgraded the app since I last flew United and I found it to be super helpful. I had stopped flying United unless absolutely necessary and my experience on this trip indicates they have been working hard to improve their services.

Surprisingly easy! I was hesitant to try this, but the cost swayed me. I actually felt like I had less stress than all the taxiing and possible delays that occur with short regional flights where you spend less time in the air than getting to and from the plane..

This flight was delayed multiple times and eventually canceled around 2-3ish. Original take off time was around 10:30am. By 3, there were no other options out of Houston, so stuck in Houston for from 3pm - 11am the next day.

Should have video screens Plane audio was poor and without wired connection hard to understand crew. Should serve more than just cups of water and pretzels on six hour flight. Did not see crew rest of flight. Fix charging sockets to retain charging blocks.

I paid $380 for my one-way ticket from California to Minnesota. The fair did not include online check-in. I received instructions from their app to check in at a kiosk. At the kiosk, the boarding pass would not print until an actual person came to verify that I had a personal item and not a carry-on item, On the plane, the person next to me was drunk and allowed to continue to order alcohol. United is garbage I’d rather fly spirit.

The plane was dirty and the in seat air wasn't blowing as planes usually do.

Generally good but there wasn’t any staff available when my luggage didn’t appear at baggage claim in Fresno. It took about half an hour to locate a staff member to open up the locked room where it was being kept.

Do not like the feeling of being in the basic economy. Everyone should feel good no matter what.

All flights were on time and boarding was issue free

For it to have left on time! Instead of two hours early with zero notice

Flight kept delayed from morning to late afternoon so I had to make other arrangements

Crew was nice, explained emergency protocol very well. Flight took off and arrived on time. Pilot explained the small delay that occurred with docking and providing updates. I would definitely fly spirit again.

Terrible… missed our flight due to ridiculously long time to go thru baggage check-in!

The crew was not great or professional. It seemed like they didn't really want to be there. A true lack of effort for accommodating customers.

Everything was really good but the seats are not very comfortable.

I paid for WiFi, but it (WiFi) was very very slow, will never take again! Impossible open Utube 😤😤😤

I had no legroom, although I paid for extra legroom. I could barely put my bag in front of my feet and under the seat. The Wi-Fi was horrible. In fact the flight attendant said that they had to reboot it and see if it was going to work and never did.

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.

I checked a bag because it was $5 less than carry on. They managed to lose my bag on a 2.5 hr direct flight! Frontier has no airport staff at baggage claim to help. As soon as I got home around 11 pm I tried to use their online system to file the claim for lost bag - system wouldn't take the # on my baggage claim ticket - said it was not the correct number. Also said that I had not checked a bag, which wasn't true - even my online boarding pass showed that I had checked a bag. Wasted about an hour on that process with no luck. Tried again in the morning - same thing. So tried online chat with Frontier bot - waited 35-40" twice to be connected to a baggage agent and it never happened. Eventually drove to PDX after work and waited 2 hrs for the Frontier ticket agents to arrive prior to the next Frontier flight out of PDX and FINALLY got some help from one of them, to take me to lost luggage area where I was able to retrive my bag. Probably took 4-5 hrs. of my time and endless frustration to get my bag. This was my first -- and LAST -- experience flying Frontier Airlines. Check-in was also extremely difficult and time consuming. The flight itself (and staff) were fine but everything else about the experience was a total disaster! The fact that Frontier literally has NO WAY to connect to a human voice for customer service (in this case for lost luggage) is the WORST!!!!!

Frontier is a crappy airline nothing about it is honest

I didn't get to do this flight l, hard to review

Not good 😐 Over priced baggage fees Small hard seats No wifi or entertainment options 😕

Didn't like anything!! Horrible flight. Small seating area and hard seats. Butt was sore after 2 hour flight to Seattle No entertainment or free refreshments No wifi or USB charging receptacles to charge phone entoute like other airliners Luggage rates were 3 times as much as competitors. Difficult to navigate online luggue process to pre pay before flight Overall bad experience WILL NEVER RIDE OR RECOMMEND FRONTIER TO FRIENDS OR FAMILY MEMBERS!!! THIS IS A SHAME!! MOST MESERIBLE FLIGHT OF MY LIFE!! AND I THOUGHT SPIRIT WAS 👎 YOU GOT THEM BEAD HANDS DOWN!!

Flight was a little late taking off. Seats are too upright, no ports to charge devices, no wifi, no entertainment

Six hour delay. Poor customer service. No voucher. Bad communication. Missed important appointments.

Our flight was delayed an hour, then when we got to board our flight finally, we were waiting in our seats for take off for 45 minutes before it was communicated that there was a maintenance issue therefore we waited on the plane for over an hour while that was resolved. We did not get to Phoenix until almost 3 hours after we were originally supposed to. This was the first and last time I will be flying Frontier.

Flight was canceled with little warning. Flight was rebooked through Ontario, California and connecting flight was delayed by over three hours. Frontier is living up to their Greyhound of the skies reputation for sure.

I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.

Book cheap flights from Boston to Puerto Rico

Recent round-trip flight deals

6/4Tue
nonstopSpirit Airlines
4h 06mBOS-SJU
6/11Tue
nonstopSpirit Airlines
4h 14mSJU-BOS
$90
9/10Tue
nonstopFrontier
4h 05mBOS-SJU
9/24Tue
nonstopFrontier
4h 08mSJU-BOS
$98
9/10Tue
nonstopFrontier
4h 05mBOS-SJU
9/24Tue
nonstopFrontier
4h 08mSJU-BOS
$99
6/4Tue
nonstopSpirit Airlines
4h 06mBOS-SJU
6/11Tue
nonstopSpirit Airlines
4h 14mSJU-BOS
$100
5/29Wed
nonstopCitizenPlane
4h 06mBOS-SJU
6/5Wed
nonstopCitizenPlane
4h 14mSJU-BOS
$143
5/29Wed
nonstopCitizenPlane
4h 06mBOS-SJU
6/2Sun
nonstopCitizenPlane
4h 21mSJU-BOS
$153
6/14Fri
nonstopJetBlue
4h 05mBOS-SJU
6/27Thu
nonstopJetBlue
4h 04mSJU-BOS
$248
6/1Sat
1 stopJetBlue
6h 41mBOS-BQN
6/7Fri
1 stopJetBlue
10h 39mBQN-BOS
$248
8/31Sat
2 stopsUnited Airlines
15h 09mBOS-BQN
9/2Mon
1 stopUnited Airlines
7h 25mBQN-BOS
$579
5/18Sat
2 stopsUnited Airlines
13h 29mBOS-BQN
5/20Mon
1 stopUnited Airlines
8h 22mBQN-BOS
$624

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Recent one-way flight deals

6/4Tue
nonstopSpirit Airlines
4h 06mBOS-SJU
$39
5/14Tue
nonstopSpirit Airlines
4h 06mBOS-SJU
$40
7/16Tue
nonstopFrontier
4h 05mBOS-SJU
$62
6/2Sun
nonstopFrontier
4h 12mBOS-SJU
$69
8/19Mon
nonstopJetBlue
4h 04mBOS-SJU
$112
6/24Mon
1 stopJetBlue
7h 05mBOS-BQN
$124
7/29Mon
1 stopUnited Airlines
6h 06mBOS-SJU
$145
7/19Fri
nonstopDelta
4h 05mBOS-SJU
$207
5/12Sun
2 stopsUnited Airlines
14h 38mBOS-SJU
$236
6/19Wed
1 stopDelta
12h 25mBOS-SJU
$256

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Last minute flights from Boston to Puerto Rico

Last minute flight, train and bus deals

5/12Sun
nonstopSpirit Airlines
4h 06mBOS-SJU
6/1Sat
nonstopSpirit Airlines
4h 24mSJU-BOS
$172
5/12Sun
nonstopSpirit Airlines
4h 06mBOS-SJU
6/1Sat
nonstopSpirit Airlines
4h 24mSJU-BOS
$189
5/12Sun
nonstopSpirit Airlines
4h 06mBOS-SJU
6/1Sat
multi-stopSpirit Airlines
9h 56mSJU-BOS
$197
5/10Fri
multi-stopFrontier
17h 11mBOS-SJU
5/14Tue
multi-stopFrontier
28h 27mSJU-BOS
$266
5/9Thu
multi-stopFrontier
17h 07mBOS-SJU
5/14Tue
multi-stopFrontier
28h 27mSJU-BOS
$281
5/11Sat
nonstopJetBlue
3h 59mBOS-SJU
5/18Sat
nonstopJetBlue
4h 17mSJU-BOS
$343
5/11Sat
nonstopJetBlue
3h 59mBOS-SJU
5/13Mon
nonstopJetBlue
4h 17mSJU-BOS
$363
5/10Fri
nonstopDelta
4h 02mBOS-SJU
5/21Tue
nonstopDelta
4h 20mSJU-BOS
$413
5/10Fri
multi-stopUnited Airlines
6h 59mBOS-BQN
5/11Sat
multi-stopUnited Airlines
15h 38mBQN-BOS
$977
5/9Thu
multi-stopUnited Airlines
7h 54mBOS-BQN
5/11Sat
multi-stopUnited Airlines
13h 57mBQN-BOS
$978

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Boston - Puerto Rico Flights

Departure:

Boston (BOS)United States

Return flight deals:

Puerto Rico - Boston

Cabin classes:

$1,147
$1,015
$552
$111