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$82+ 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 4/27. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SJU
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
1 adult, Economy
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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 April 17, 2025.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$157
(FlightHub)

One-way from

$82
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$298

Good round-trip deal

$220 or less

Good one-way deal

$147 or less
Provider with most accurate pricing for Boston Logan Intl-San Juan flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-San Juan flights.
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From Massachusetts to Puerto Rico
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One-way flight from Massachusetts to Puerto Rico
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($35 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Massachusetts to Puerto Rico.
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Price to beat on a one-way flight from Massachusetts to Puerto Rico.
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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 April 17, 2025.

This FlightHub deal was found by Cheapflights users on 4/17. 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.
Wed 10/84:40 pmBOS - SJU
1 stop8h 31mSpirit Airlines
Wed 10/1512:55 pmSJU - BOS
1 stop10h 34mSpirit Airlines
Deal found 4/17$157
This Kiwi.com deal was found by Cheapflights users on 4/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/111:43 amBOS - SJU
Nonstop4h 01mMultiple Airlines
Thu 5/81:33 amSJU - BOS
1 stop17h 25mMultiple Airlines
Deal found 4/17$179
This FlightHub deal was found by Cheapflights users on 4/17. 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.
Thu 7/109:15 amBDL - SJU
1 stop7h 31mSpirit Airlines
Mon 7/145:41 pmSJU - BDL
1 stop14h 29mSpirit Airlines
Deal found 4/17$185
This SmartFares deal was found by Cheapflights users on 4/17. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/111:43 amBOS - SJU
Nonstop4h 01mFrontier
Thu 5/86:30 amSJU - BOS
Nonstop4h 13mFrontier
Deal found 4/17$188
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/262:53 pmBDL - SJU
1 stop8h 53mMultiple Airlines
Tue 5/611:55 amSJU - BDL
Nonstop4h 04mMultiple Airlines
Deal found 4/16$194
This Cheapflightsfares deal was found by Cheapflights users on 4/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/54:59 pmBDL - SJU
Nonstop3h 54mFrontier
Sat 5/1011:55 amSJU - BDL
Nonstop4h 04mFrontier
Deal found 4/16$215
This JetBlue deal was found by Cheapflights users on 4/16. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/98:03 pmBDL - SJU
Nonstop3h 53mJetBlue
Wed 5/148:35 pmSJU - BDL
Nonstop3h 56mJetBlue
Deal found 4/16$258
This Delta deal was found by Cheapflights users on 4/15. 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.
Tue 5/208:20 amBOS - SJU
Nonstop4h 01mDelta
Tue 6/101:33 pmSJU - BOS
Nonstop4h 11mDelta
Deal found 4/15$264
This United Airlines deal was found by Cheapflights users on 4/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/3012:20 pmBDL - SJU
1 stop11h 34mUnited Airlines
Tue 5/61:05 amSJU - BDL
2 stops13h 10mUnited Airlines
Deal found 4/16$265
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Tue 5/206:16 amBDL - SJU
1 stop6h 29mAmerican Airlines
Sat 5/3111:50 amSJU - BDL
1 stop11h 23mAmerican Airlines
Deal found 4/17$269
This JetBlue deal was found by Cheapflights users on 4/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/158:55 pmBOS - SJU
Nonstop4h 00mJetBlue
Tue 6/36:00 amSJU - BOS
Nonstop4h 08mJetBlue
Deal found 4/15$269
This United Airlines deal was found by Cheapflights users on 4/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/33:05 pmBOS - SJU
1 stop8h 49mUnited Airlines
Tue 5/61:05 amSJU - BOS
2 stops11h 43mUnited Airlines
Deal found 4/16$273

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 April 17, 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

Sun 5/4

7:52 pm-11:52 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Thu 5/8

1:33 am-6:58 pm

1 stop17h 25m

$166

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Thu 5/1

11:43 am-3:44 pm

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Thu 5/8

1:33 am-6:58 pm

1 stop17h 25m

$179

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Thu 7/10

9:15 am-4:46 pm

1 stop7h 31m

San Juan Luis Munoz Marin Intl

Mon 7/14

5:41 pm-8:10 am

1 stop14h 29m

$185

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Thu 5/1

11:43 am-3:44 pm

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Thu 5/8

6:30 am-10:43 am

Nonstop4h 13m

$188

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sun 4/27

5:45 am-4:15 pm

1 stop10h 30m

San Juan Luis Munoz Marin Intl

Tue 5/6

11:55 am-3:59 pm

Nonstop4h 04m

$194

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Mon 5/5

4:59 pm-8:53 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Sat 5/10

11:55 am-3:59 pm

Nonstop4h 04m

$215

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Fri 5/9

8:03 pm-11:56 pm

Nonstop3h 53m

San Juan Luis Munoz Marin Intl

Wed 5/14

8:35 pm-12:31 am

Nonstop3h 56m

$258

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 5/20

7:00 am-11:01 am

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Thu 6/5

7:30 am-11:42 am

Nonstop4h 12m

$264

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Wed 4/30

12:20 pm-11:54 pm

1 stop11h 34m

San Juan Luis Munoz Marin Intl

Tue 5/6

1:05 am-2:15 pm

2 stops13h 10m

$265

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Tue 5/20

6:16 am-12:45 pm

1 stop6h 29m

San Juan Luis Munoz Marin Intl

Sat 5/31

11:50 am-11:13 pm

1 stop11h 23m

$269

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

Showing 1-10 of 60 results
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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 December is currently the most expensive (average of $336). 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 April 17, 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 April 17, 2025.

The most flights from USMA to PR0 are scheduled on a Wednesday (22 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (8 on average).

Rainfall in Puerto Rico by month

Plan your trip to Puerto Rico by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Puerto Rico ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Puerto Rico when rainfall is around 2.2 in.

Temperature in Puerto Rico by month

Plan your trip to Puerto Rico by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Puerto Rico, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 April 17, 2025.
Read through reviews of airlines operating flights from Massachusetts to Puerto Rico, such as Alaska Airlines, Southwest and Delta. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,887 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.1

Boarding

8.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,887 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.1

Boarding

8.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very good
4,280 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.1

Boarding

8.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,916 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.1

Boarding

8.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,667 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.1

Boarding

8.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
JetBlue
7.3
Good
2,926 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.1

Boarding

8.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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 ($82), Frontier ($90), and American Airlines ($124).

  • 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 December is currently the most expensive (average of $336). 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

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Alternative routes for Massachusetts to Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.
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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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$76Average$260FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$85Average$230FlexibilityNo cancel feeOn-time65%
DeltaCheapest$141Average$321FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$142Average$502FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$204Average$459FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$282Average$530FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$427Average$677FlexibilityNo cancel feeOn-time63%

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