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Find cheap flights from Boston to Puerto Rico from $33

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 5/28. 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 6/14
Fri 6/21

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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$194
Ponce
Ponce1 stop$212
Vieques
Vieques1 stop$521
Mayagüez
Mayagüez1 stop$380

Good to know

Low season

September

High season

February

Cheapest flight

$33
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 11% 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 10691 reviews
8.2Boarding
8.6Crew
8.0Entertainment
7.9Comfort
7.4Food
Airline reviews

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

2.0 MediocreDevan, May 2024AUS - BOS
Read more about Delta reviews

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

The plane from SNA wouldn’t start after 5 tries. The team gave me an option of flying direct from LAX and giving me a Lyft ride there! Perfect!

Best airline! Always friendly and welcoming. Skyclub was great and loved the fast free wifi on board. I also love that you can pre-order your meal on the app!

Atlanta boarding crew at gate were filled with arrogance and were disrespectful. In flight crew showed indifference to the needs of passengers. This is about the flight from ATL to BDL.

The plane was FREEZING SEATS UNCOMFORTABLE Otherwise smooth Thank you

Boarding was chaotic. I didn’t finish dinner because I went to bed early. Breakfast omelet was overcooked and tasteless but croissant was better than usual. Plane was dirty—crumbs in every seam and lavatory was poorly maintained (paint peeling, etc.) and toilet paper had not been refreshed before takeoff. No cubby for storage in first and seat was narrow.

Boarding was somewhat chaotic. Unable to evaluate crew or food/drink because captain kept them seated due to turbulence. Have no idea if entertainment was offered.

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.

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.

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.

We ended up with seats in the very back. So they did not recline. Have no idea why, we reserved and checked in very early. The isles were very narrow and the seats had very little leg room. But they did give us water, and a snack.

Energetic crew - flight full of swiftied going to Taylor's opening show in Paris! Long lines for bathroom made out kind of suck though

Check in etc was very good. As for on the plane, it was like flying in a freezer. It was so cold, i have flown for years and never been so cold on a plane. Staff on board said its always cold when flying which is a load of rubbish. They wouldnt put any heating on and now i have the flu because of this .

I’ve had a couple flights this week on United that were delayed by an hour or more

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.

Worst airline experience ever. Lost my IPad going thru security. Charged for my dog carriage at the gate not at ticket counter. Gave away my seat 6D. Expressed I wanted my seat back after charging me 99 for dog carriage. Should have thrown it out. Had a 16 yr old Yorkie heading to Boston after being a snowbird. Seats small. Very bad experience. Still don’t have my IPad. Horrible

My mother was HARASSED AND ACCOSTED by the gate agent for her bag. I pre purchased the bag fee and the gate agent made my 78 year old mother board, deplane, re pay for her bag fee and board again. The gate agent made my mother pick up her own bag and REFUSED to help her, she is an older woman who wasn’t bothering anyone on a flight that had maybe 30’total passengers. I am going to sue this airlines for their HORRIBLE customer service and treatment of my mother, and all this occurred the day after Mother’s Day!!!

The boarding gate was moved so many times that I missed my flight. No attendants would help me. The wrong gate was even on my boarding pass. I had to repurchase everything. I’ll never fly again. Really a terrible day as I had planned to see a former student who is dying in Louisville Never ever will I forget that day. Your airline is totally uncaring.

Horrible, first flight delayed. They switched my connecting flight while I was en route and even though I was originally supposed to be on the flight going back home to boston, refused to let me board and told me I would have to wait for next flight that was 14 hours later. Ended up renting a car and driving 6.5 hours back home. Still getting messages about flight and it is now showing that the other flight they put me on is now canceled and I would have to wait 24 hours for the next one. I will never book with spirit again

Hated it I would not use Kayak or Spirit ever again.

They stuck us with multiple extra fees. I will never fly spirit again

Arrived 3 hours early and never made it past baggage drop

Flight delayed then canceled! I will NEVER fly Spirit Airlines again and will tell all my friends!

Absolutely terrible. The boarding process had zero organization. Mobs of people trying to board. People were climbing over my child's stroller with her in it. No families were boarded first. Boarding was delayed with no reasoning or notification that it would be late. We were then stuck on the plane for 45 minutes after landing. Then waited over two hours for our luggage. There was zero communication with the travelers. Never have I experienced such I professionalism and disgrace of others. Extremely disappointed.

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

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.

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.

Book cheap flights from Boston to Puerto Rico

Recent round-trip flight deals

5/29Wed
nonstopSpirit Airlines
4h 06mBOS-SJU
6/4Tue
nonstopSpirit Airlines
4h 24mSJU-BOS
$90
5/29Wed
nonstop
4h 06mBOS-SJU
6/4Tue
nonstop
4h 21mSJU-BOS
$95
5/29Wed
nonstop
4h 06mBOS-SJU
6/4Tue
nonstop
4h 21mSJU-BOS
$96
5/29Wed
nonstopSpirit Airlines
4h 06mBOS-SJU
6/5Wed
nonstopSpirit Airlines
4h 14mSJU-BOS
$99
9/10Tue
nonstopFrontier
4h 05mBOS-SJU
9/24Tue
nonstopFrontier
4h 08mSJU-BOS
$104
6/4Tue
nonstopFrontier
4h 12mBOS-SJU
6/11Tue
nonstopFrontier
4h 08mSJU-BOS
$109
9/24Tue
1 stopJetBlue
6h 48mBOS-PSE
9/25Wed
1 stopJetBlue
6h 36mPSE-BOS
$212
6/13Thu
nonstopJetBlue
4h 05mBOS-SJU
7/1Mon
nonstopJetBlue
4h 00mSJU-BOS
$213
10/9Wed
2 stopsUnited Airlines
15h 09mBOS-BQN
10/14Mon
2 stopsUnited Airlines
10h 08mBQN-BOS
$414
9/21Sat
2 stopsUnited Airlines
15h 09mBOS-BQN
9/27Fri
1 stopUnited Airlines
9h 04mBQN-BOS
$454

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Recent one-way flight deals

5/28Tue
nonstopSpirit Airlines
4h 06mBOS-SJU
$33
5/21Tue
nonstopSpirit Airlines
4h 06mBOS-SJU
$40
6/4Tue
nonstopFrontier
4h 12mBOS-SJU
$49
6/2Sun
nonstopFrontier
4h 12mBOS-SJU
$69
6/6Thu
1 stopJetBlue
6h 55mBOS-PSE
$106
6/19Wed
nonstopJetBlue
4h 05mBOS-SJU
$112
5/27Mon
1 stopAmerican Airlines
13h 27mBOS-SJU
$165
7/1Mon
2 stopsAmerican Airlines
16h 40mBOS-SJU
$167
10/26Sat
2 stopsUnited Airlines
15h 57mBOS-SJU
$204
5/28Tue
2 stopsUnited Airlines
11h 12mBOS-SJU
$211

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Last minute flights from Boston to Puerto Rico

Last minute flight, train and bus deals

5/20Mon
nonstop
4h 06mBOS-SJU
6/4Tue
nonstop
4h 21mSJU-BOS
$176
5/19Sun
nonstopSpirit Airlines
4h 06mBOS-SJU
5/22Wed
multi-stopSpirit Airlines
14h 01mSJU-BOS
$184
5/20Mon
multi-stopFrontier
11h 06mBOS-SJU
6/4Tue
nonstopFrontier
4h 21mSJU-BOS
$188
5/17Fri
multi-stopFrontier
6h 59mBOS-SJU
6/13Thu
nonstopFrontier
4h 08mSJU-BOS
$238
5/18Sat
nonstopJetBlue
3h 51mBOS-SJU
5/21Tue
nonstopJetBlue
4h 17mSJU-BOS
$343
5/19Sun
multi-stopAmerican Airlines
14h 45mBOS-SJU
5/26Sun
multi-stopAmerican Airlines
11h 49mSJU-BOS
$357
5/18Sat
multi-stopAmerican Airlines
9h 35mBOS-SJU
5/25Sat
multi-stopAmerican Airlines
16h 50mSJU-BOS
$411
5/16Thu
multi-stopUnited Airlines
6h 44mBOS-SJU
5/18Sat
multi-stopUnited Airlines
7h 32mSJU-BOS
$425
5/18Sat
multi-stopUnited Airlines
12h 28mBOS-SJU
5/25Sat
multi-stopUnited Airlines
7h 04mSJU-BOS
$442
5/16Thu
nonstopJetBlue
3h 51mBOS-SJU
5/16Thu
nonstopJetBlue
4h 14mSJU-BOS
$475

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Boston - Puerto Rico Flights

Departure:

Boston (BOS)United States

Return flight deals:

Puerto Rico - Boston

Cabin classes:

$1,119
$1,015
$530
$111