$75 Find Cheap Flights from Puerto Rico to Massachusetts

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1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Massachusetts

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Massachusetts, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Massachusetts, as well as popular online travel agencies
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KAYAK's insights & trends for flights to Massachusetts

Get data-powered insights and trends for flights to Massachusetts to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest flight to Massachusetts?

These are the best round-trip prices found by users searching on KAYAK in the last 72 hours.

The cheapest ticket to Massachusetts from Puerto Rico found in the last 72 hours was to Boston, at $114 round-trip. The most popular route is San Juan Luis Munoz Marin Intl Airport (SJU) to Boston (BOS) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $114.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Puerto Rico to Massachusetts, 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 Puerto Rico to Massachusetts is September, when tickets cost $146 (return) on average. On the other hand, the most expensive months are June and May, when the average cost of round-trip tickets is $284 and $254 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Massachusetts, 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 Puerto Rico to Massachusetts, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Which is the cheapest airport to fly into in Massachusetts?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Massachusetts is Boston Logan Intl Airport (BOS), with an average flight price of $199.


Good to know

Low seasonMarch
High seasonJuly
Cheapest flight$75
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly with an average 35% increase in price.
Flight from San Juan Airport to Boston

FAQs for booking flights from Puerto Rico to Massachusetts

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

    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 Puerto Rico to Massachusetts.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Puerto Rico to Massachusetts 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 Puerto Rico to Massachusetts?

    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 Puerto Rico to Massachusetts 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 Puerto Rico to Massachusetts?

    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 Puerto Rico to Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest day to fly to Massachusetts?

    Based on KAYAK data, the cheapest day to fly to Massachusetts is Friday where round-trip tickets can be as cheap as $214. On the other hand, the most expensive day to fly is Tuesday, where round-trip prices are $285 on average.

  • What is the cheapest time of day to fly to Massachusetts?

    The cheapest time of day to fly to Massachusetts is generally in the morning, when round-trip flights cost $218 on average. Morning departures are around 23% cheaper than evening flights, on average. The most expensive time of day to fly to Massachusetts is generally in the evening, which is peak travel time and where the average cost of a ticket is $282.

Top 4 airlines serving from Puerto Rico to Massachusetts

 
See real verified KAYAK customer reviews for airlines flying to Massachusetts. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Puerto Rico to Massachusetts. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Puerto Rico to Massachusetts? 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 7950 reviews
8.2Boarding
7.3Food
8.5Crew
7.9Comfort
7.9Entertainment
Airline reviews

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

10.0 ExcellentHartaj, Jun 2025EWR - RDU
Read more Delta reviews

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

My flight was 6 pm 6/6. Every hour they delayed it again - air condition issues then no pilot then the crew had worked too many hours and cancelled the flight at 11 pm. Sent customers to NJ a 45 minutes uber ride to a hotel. Had to be back by 5 am for a 7 am flight and again no pilot etc with another three hours of delays.

The entertainment and wifi mostly didn't work on this flight.

Boarding was tough as we had to take a bus out to the plane and walk up a lot of stairs. Difficult with heavy carry-ons that said I got an entire empty row of seats, which was excellent for an international flight. Food was very mediocre but happy with the comfort so not complaining.

Terrible entertainment system - kept freezing and audio kept cutting out. Snacks were mediocre at best for a 5 hour flight.

The check in and bag drop off for Sky Priority members is slow. The Clear security was also slow - a TSA issue.

Delta is better for short flights and very low need for customer service. Avoid for longer flights

No overhead baggage room even though I was seated in row 2. Consequently had to check in my carry on bag. Baggage carousel was jammed. Took 45 min to get my bag.

Great flight. Departed early, arrived early. However they were out of meals for sale. Also, we arrived early and the gate was not available so we sat on the taxiway for quite a while (not JetBlue’s fault).

It was too hot in the cabin. The AC did not help.

Love the mosaic program, being able to move to an extra space seat for free is awesome

Smooth boarding and friendly crew. Unfortunately as soon as we boarded the unit that provides air circulation failed. The pilot informed us and requested maintenance technicians to check it out. The plane became uncomfortably warm without any fresh air coming in. Plus the repair delayed our departure. I am glad the maintenance crew were able to fix the problem. I also was without use of my tv monitor for the first 1/3rd of the trip.

I like their airplanes because they have plenty of legroom in their seats they always work with me if I have a change of plans on my tickets courteous and I always feel safe flying with them.

I paid for the service of having the right to choose my seat and it was not like that, they put me where they wanted and I explained to one of the staff that they were before boarding and they were very rude. I am traveling with the family and they put us in separate seats.

Everything was great except for some reason crew and ground crew could not figure out how to deal with an electric wheelchair and it delayed us 20-30mins. Was pretty frustrating for passengers and the captain.

They announced at the last minute that international travelers had to checkin at counter. This created a long line and unnecessary stress.

Great! I love Jet Blue. My favorite airline! Very efficient, clean and timely.

Boarding was a breeze, however, two of the flights that I boarded with Spirit did not have Wi-Fi available.

Seats uncomfortable, hard to check luggage, etc. It was like the last flight out of Hanoi

Need screens for tv/movies. Seats are more cramped than any other airlines. Seats are hard. They don’t recline. And in flight time should not be used for sales pitches.

Good experience except for the drunk woman who was with a child. Sad

The ease of booking the flight was very good. Speaking with customer service was also good. However, the crew people are unfriendly and unwelcoming which I found this as unprofessional. As far as comfort it was mediocre. This was my first time flying Spirit and I chose them because of the flight times met my needs and my budget. However, I would be reluctant to fly on Spirit again. In addition, if the crew were more friendly and at least appeared somewhat happy and welcoming personally it would probably make the experience of flying with Spirit better.

Tell them to chose a better, less bumpy route :( my seat had no window all the way at the end 😔

Departure was right on time. The Orlando base crew from Atlanta to Puerto Rico was the BEST. The return flight crew was OK.

Boarding east and ontime. Seat spacing was tight, and seats don’t recline.

The flight, the pilot, the flight crew, and the ground personnel were all great, despite the sudden and lengthy FAA Ground Stop in Boston, which SPIRIT obviously had nothing to do with and no control over.

Not great. Overpriced and charge you for everything. All but breathing was an extra charge. Never again! Oh if you didn’t check a carry on, you couldn’t use the overhead bins. Crew said those spaces were not available. Personal items MUST go on floor. Yet, there was only 50% capacity at best! So ridiculous.

Book with frontier airlines with the mentality that they'll cancel your flight, kick you off and lose your luggage. Anything besides that is a win. Compare prices with other airlines (to include luggage) and if frontier is still worth it, book it but know all of their policies.

You get what you pay for nothing essentially but a hard uncomfortable seat that doesn’t recline and kids screaming all around you and chaotic boarding and limited check bag weight allowance when compared to other airlines

I never got to experience the flight because they delayed my first flight and I missed this one. Then Frontier didn't want to help me rebook a flight to get me to my final destination.

The Boarding process in Denver was chaotic, and since the line was so long, we were lined up very far from the gate. If there were any announcements from the gate staff, we didn't hear them. The flight attendants were spectacular. The only negative part of the flight was sitting by a 2 1/2 year old who was unruly and unfortunately had parents that matched his behaviors. Also, the restaurants in Denver on the E concourse, they didn't have food (passengers could only order 1 item on the entire menu) or the restaurants had 12-14 people waiting for orders to be prepared and another 6 people waiting to order. If you have a layover in Denver and need to grab food, be prepared to visit the shops with pre-packaged sandwiches, or you can visit another concourse but it may take a while to transit throughout the airport.

I liked the turn-style feature at gate 209B at LAX. Very efficient process. The gate staff also made several, clearly directed announcements so I felt very informed.

Although an hour and a half early was told by staff at check in they had overbooked and could not check us in for the flight.

The crew was delayed because they came on another flight that was delayed due to weather 10pm flight left at 1.30 am The airline made no effort to align alternate crew

Plane was down graded and I lost my uncharged exit row with more leg room. No mention or offer of refund from podium. Flight attendant was nice to explain this happens often and that I could request a refund via online form submission. I did this and have heard nothing back.

Worst airline experience. They were rude and kept changing our seats and/or giving our seats away so our family didn’t get to sit with each other. Almost everyone we dealt with at both airports with this airline was rude. The app kept giving us wrong information making things take longer. Dealing with them before TSA can take close to an hour…longer than I’ve ever had to deal with before. Never using this airline again.

Horrendous. I do not recommend Frontier. The passengers lack manners and decency, and the flight attendants lack professionalism. If I wasn’t in a bind to fly with 48 hours notice for a job interview, I would not have selected a flight with Frontier and I never plan to fly with them in the future.

Book cheap flights from Puerto Rico to Massachusetts

Recent round-trip flight deals

 
These are the cheapest round-trip flights to Massachusetts found on KAYAK in the last 72 hours.
7/3Thu
nonstopSpirit Airlines
4h 07mSJU-BOS
7/6Sun
nonstopSpirit Airlines
3h 54mBOS-SJU
$147
7/3Thu
nonstopSpirit Airlines
4h 07mSJU-BOS
7/8Tue
1 stopSpirit Airlines
13h 04mBOS-SJU
$148
9/18Thu
1 stopFrontier
8h 46mSJU-BDL
9/26Fri
1 stopFrontier
13h 23mBDL-SJU
$180
8/27Wed
1 stopFrontier
7h 43mSJU-BOS
8/31Sun
1 stopFrontier
13h 18mBOS-SJU
$183
7/2Wed
1 stop
7h 07mSJU-BOS
7/8Tue
1 stop
13h 04mBOS-SJU
$186
9/25Thu
1 stop
16h 24mSJU-BOS
9/29Mon
1 stop
17h 16mBOS-SJU
$190
9/25Thu
nonstopDelta
4h 12mSJU-BOS
11/2Sun
nonstopDelta
4h 12mBOS-SJU
$218
6/26Thu
nonstopJetBlue
4h 07mSJU-BOS
7/12Sat
nonstopJetBlue
4h 05mBOS-SJU
$226
6/26Thu
nonstopJetBlue
4h 07mSJU-BOS
7/12Sat
nonstopJetBlue
4h 04mBOS-SJU
$231
7/3Thu
nonstopDelta
4h 11mSJU-BOS
7/7Mon
nonstopDelta
4h 06mBOS-SJU
$263

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best deals for one-way flights to Massachusetts found on KAYAK in the last 72 hours.
6/26Thu
nonstopSpirit Airlines
4h 07mSJU-BOS
$75
7/13Sun
nonstopSpirit Airlines
4h 17mSJU-BOS
$76
8/27Wed
1 stopFrontier
7h 43mSJU-BOS
$92
6/26Thu
nonstopFrontier
4h 02mSJU-BDL
$96
6/25Wed
nonstopJetBlue
4h 05mSJU-BOS
$109
6/25Wed
1 stopUnited Airlines
7h 06mSJU-BOS
$114
11/4Tue
nonstopJetBlue
4h 11mSJU-BOS
$129
7/8Tue
2 stopsUnited Airlines
13h 59mSJU-ALB
$143
11/6Thu
1 stopDelta
8h 31mSJU-BDL
$153
7/25Fri
nonstopDelta
4h 14mSJU-BOS
$167

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Last minute flights to Massachusetts

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights to Massachusetts that are departing in the next 10 days.
6/14Sat
multi-stopFrontier
7h 07mSJU-BOS
6/16Mon
multi-stopFrontier
9h 50mBOS-SJU
$221
6/14Sat
multi-stopFrontier
7h 07mSJU-BOS
6/19Thu
multi-stopFrontier
11h 49mBOS-SJU
$227
6/15Sun
nonstop
4h 07mSJU-BOS
6/19Thu
multi-stop
11h 49mBOS-SJU
$249
6/15Sun
nonstop
4h 07mSJU-BOS
6/20Fri
multi-stop
16h 55mBOS-SJU
$260
6/14Sat
multi-stopSpirit Airlines
12h 50mSJU-BDL
6/21Sat
multi-stopSpirit Airlines
9h 23mBDL-SJU
$284
6/15Sun
nonstopSpirit Airlines
4h 07mSJU-BOS
6/17Tue
multi-stopSpirit Airlines
7h 55mBOS-SJU
$305
6/17Tue
multi-stopJetBlue
6h 28mSJU-BOS
6/23Mon
nonstopJetBlue
4h 04mBOS-SJU
$373
6/17Tue
multi-stopJetBlue
6h 28mSJU-BOS
6/23Mon
nonstopJetBlue
4h 04mBOS-SJU
$378
6/13Fri
nonstopDelta
4h 11mSJU-BOS
6/15Sun
nonstopDelta
4h 08mBOS-SJU
$454
6/13Fri
multi-stopDelta
9h 09mSJU-BOS
6/15Sun
nonstopDelta
4h 08mBOS-SJU
$459

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Everything you need to know for your flight to Massachusetts

Cabin class types available on flights to Massachusetts

Cabin classes available on flights to Massachusetts. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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