HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Puerto Rico

$95+ Cheap flights from Massachusetts to Puerto Rico

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SJU
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Massachusetts to Puerto Rico with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Massachusetts to Puerto Rico

Keep the following information in mind while searching for Massachusetts to Puerto Rico flight deals. Data was last updated July 31, 2025.

Round-trip from

$195
(Mytrip)

One-way from

$95
(CheapOair)

Popular in

December

Cheapest in

September

Average price

$303

Good round-trip deal

$274 or less

Good one-way deal

$158 or less
From Massachusetts to Puerto Rico
Search Deals
One-way flight from Massachusetts to Puerto Rico
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($20 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2025
Search Deals
Price to beat on a round-trip flight from Massachusetts to Puerto Rico.
Search Deals
Price to beat on a one-way flight from Massachusetts to Puerto Rico.
Search Deals

Find flight deals from Massachusetts to Puerto Rico

Cheapest flights from Massachusetts to Puerto Rico
Explore the most affordable flight options available from Massachusetts to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2025.

This Mytrip deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/183:37 pmBOS - SJU
1 stop8h 20mSpirit Airlines
Sun 9/211:59 amSJU - BOS
1 stop11h 49mSpirit Airlines
Deal found 7/30$195
This Booking.com deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/256:10 amBDL - SJU
1 stop7h 43mSpirit Airlines
Sun 9/282:48 pmSJU - BDL
1 stop7h 59mSpirit Airlines
Deal found 7/29$202
This Vliegwinkel deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/188:45 pmBOS - SJU
Nonstop4h 04mJetBlue
Wed 8/276:00 amSJU - BOS
Nonstop4h 07mJetBlue
Deal found 7/29$208
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/222:30 pmALB - SJU
1 stop9h 00mSouthwest
Mon 9/295:50 amSJU - ALB
1 stop6h 10mSouthwest
Deal found 7/30$215
This FlightHub deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/259:09 pmBDL - SJU
Nonstop3h 55mMultiple Airlines
Fri 8/294:12 pmSJU - BDL
1 stop7h 11mMultiple Airlines
Deal found 7/29$218
This Frontier deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/259:09 pmBDL - SJU
Nonstop3h 55mFrontier
Fri 8/294:24 pmSJU - BDL
Nonstop4h 00mFrontier
Deal found 7/29$219
This FlightHub deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/173:25 pmBOS - SJU
1 stop17h 40mMultiple Airlines
Wed 8/2012:59 amSJU - BOS
1 stop7h 43mMultiple Airlines
Deal found 7/31$224
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/238:20 amBDL - SJU
1 stop14h 29mAmerican Airlines
Sat 8/306:00 amSJU - BDL
2 stops15h 30mAmerican Airlines
Deal found 7/30$234
This Frontier deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/98:53 pmBDL - PSE
1 stop11h 33mFrontier
Mon 8/119:16 amPSE - BDL
1 stop10h 52mFrontier
Deal found 7/29$238
This Trip.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/195:20 pmBDL - SJU
Nonstop3h 50mJetBlue
Sun 10/266:00 amSJU - BDL
Nonstop3h 56mJetBlue
Deal found 7/30$242
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/246:00 amBDL - SJU
1 stop10h 33mDelta
Sat 11/17:15 amSJU - BDL
1 stop11h 20mDelta
Deal found 7/31$245
This Frontier deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/171:11 pmBDL - BQN
1 stop12h 53mFrontier
Sun 10/192:59 amBQN - BDL
1 stop9h 27mFrontier
Deal found 7/31$258

Cheapflights Fare Finder

 
Customize your flight search to find flights from Massachusetts to Puerto Rico that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 31, 2025.
Use the filters below to find and compare flights from Massachusetts to Puerto Rico that are best for you.

Fly from

Massachusetts

Fly to

Puerto Rico

Route

Depart

Return

Price

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Mon 8/18

3:37 pm-11:57 pm

1 stop8h 20m

San Juan Luis Munoz Marin Intl

Sun 9/21

1:59 am-1:48 pm

1 stop11h 49m

$195

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Thu 9/25

6:10 am-1:53 pm

1 stop7h 43m

San Juan Luis Munoz Marin Intl

Sun 9/28

2:48 pm-10:47 pm

1 stop7h 59m

$202

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Mon 8/18

8:45 pm-12:49 am

Nonstop4h 04m

San Juan Luis Munoz Marin Intl

Wed 8/27

6:00 am-10:07 am

Nonstop4h 07m

$208

AlbanySan Juan

ALB - SJU

ALBSJU

Albany Intl

Mon 9/22

2:30 pm-11:30 pm

1 stop9h 00m

San Juan Luis Munoz Marin Intl

Mon 9/29

5:50 am-12:00 pm

1 stop6h 10m

$215

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Mon 8/25

9:09 pm-1:04 am

Nonstop3h 55m

San Juan Luis Munoz Marin Intl

Fri 8/29

4:12 pm-11:23 pm

1 stop7h 11m

$218

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Mon 8/25

9:09 pm-1:04 am

Nonstop3h 55m

San Juan Luis Munoz Marin Intl

Fri 8/29

4:24 pm-8:24 pm

Nonstop4h 00m

$219

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sun 8/17

3:25 pm-9:05 am

1 stop17h 40m

San Juan Luis Munoz Marin Intl

Wed 8/20

12:59 am-8:42 am

1 stop7h 43m

$224

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sat 8/23

8:20 am-10:49 pm

1 stop14h 29m

San Juan Luis Munoz Marin Intl

Sat 8/30

6:00 am-11:25 pm

1 stop17h 25m

$234

HartfordPonce

BDL - PSE

BDLPSE

Hartford Bradley Intl

Sat 8/9

8:53 pm-8:26 am

1 stop11h 33m

Ponce Mercedita

Fri 8/15

9:16 am-7:55 pm

1 stop10h 39m

$238

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sun 10/19

8:15 am-12:04 pm

Nonstop3h 49m

San Juan Luis Munoz Marin Intl

Sun 10/26

6:00 am-9:56 am

Nonstop3h 56m

$242

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Massachusetts to Puerto Rico

Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Massachusetts with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Massachusetts to Puerto Rico

What is the cheapest month to book a flight from Massachusetts to Puerto Rico?

Currently, September is the cheapest month in which you can book a flight from Massachusetts to Puerto Rico (average of $254). Flying from Massachusetts to Puerto Rico in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MA to PR?

Find hourly flight availability from Massachusetts to Puerto Rico. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 31, 2025.

When flying from Massachusetts to Puerto Rico, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Massachusetts to Puerto Rico

Explore weekly flight availability from Massachusetts to Puerto Rico. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 31, 2025.

The most flights from USMA to PR0 are scheduled on a Wednesday (17 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 on average).

Reviews of airlines servicing Puerto Rico

Get insights into the airlines that provide service to Puerto Rico. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Puerto Rico. Reviews last updated July 31, 2025.
Read through reviews of airlines operating flights from Massachusetts to Puerto Rico, such as Southwest, Delta, and United Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,900 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
JetBlue
7.3
Good
2,914 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Massachusetts to Puerto Rico. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Massachusetts to Puerto Rico one-way?

    The cheapest airlines for a one-way flight from Massachusetts to Puerto Rico are Spirit Airlines ($95), Frontier ($105), and JetBlue ($111).

  • Can I find deals for flights from Massachusetts to Puerto Rico that include hotel bookings?

    Yes. In addition to deals on Massachusetts to Puerto Rico flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Massachusetts to Puerto Rico?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Massachusetts to Puerto Rico.

  • Can I find deals for business class flights from Massachusetts to Puerto Rico?

    Yes. Cheapflights offers flight deals from Massachusetts to Puerto Rico by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Massachusetts to Puerto Rico?

    Currently, September is the cheapest month in which you can book a flight from Massachusetts to Puerto Rico (average of $254). Flying from Massachusetts to Puerto Rico in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Massachusetts to Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Luis Munoz Marin Intl flights
Newark to Luis Munoz Marin Intl flights
LaGuardia to Luis Munoz Marin Intl flights
John F Kennedy Intl to Montego Bay flights
John F Kennedy Intl to Santiago de los Caballeros flights
Orlando to Luis Munoz Marin Intl flights
Newark to Santo Domingo flights
John F Kennedy Intl to Punta Cana flights
Newark to Santiago de los Caballeros flights
Fort Lauderdale to Luis Munoz Marin Intl flights
Newark to Oranjestad flights
John F Kennedy Intl to Oranjestad flights
Dallas/Fort Worth to Luis Munoz Marin Intl flights
John F Kennedy Intl to Santo Domingo flights
Newark to Punta Cana flights
Newark to Montego Bay flights
Baltimore to Luis Munoz Marin Intl flights
Miami to Luis Munoz Marin Intl flights
Boston to Luis Munoz Marin Intl flights
Reagan-National to Luis Munoz Marin Intl flights
Philadelphia to Luis Munoz Marin Intl flights
O'Hare Intl to Luis Munoz Marin Intl flights
Dulles Intl to Luis Munoz Marin Intl flights
Atlanta to Luis Munoz Marin Intl flights
LaGuardia to Montego Bay flights
LaGuardia to Punta Cana flights
Hartford to Luis Munoz Marin Intl flights
LaGuardia to Oranjestad flights
Tampa to Luis Munoz Marin Intl flights
Dulles Intl to Punta Cana flights
Hobby to Luis Munoz Marin Intl flights
Atlanta to Montego Bay flights
John F Kennedy Intl to Nassau flights
Newark to Nassau flights
John F Kennedy Intl to Providenciales flights
LaGuardia to Santo Domingo flights
Los Angeles to Luis Munoz Marin Intl flights
George Bush Intcntl to Luis Munoz Marin Intl flights
John F Kennedy Intl to Port of Spain flights
John F Kennedy Intl to Kingston flights
Midway to Luis Munoz Marin Intl flights
Denver to Luis Munoz Marin Intl flights
Dulles Intl to Oranjestad flights
Raleigh to Luis Munoz Marin Intl flights
Boston to Oranjestad flights
John F Kennedy Intl to Bridgetown flights
Boston to Punta Cana flights
Baltimore to Punta Cana flights
Philadelphia to Punta Cana flights
Newark to Simpson Bay flights

Top 7 airlines flying from Massachusetts to Puerto Rico

Discover the top 7 airlines that operate flights from Massachusetts to Puerto Rico. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$59Average$232FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$97Average$267FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$136Average$525FlexibilityNo cancel feeOn-time62%
DeltaCheapest$140Average$328FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$204Average$453FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$288Average$487FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$416Average$671FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
©2025 Cheapflights