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Puerto Rico

$90+ 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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SJU
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 12/16. 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.
Wed 12/317:34 pmBOS - SJU
Nonstop4h 07mSpirit Airlines
Wed 1/146:00 amSJU - BOS
1 stop9h 38mSpirit Airlines
Deal found 12/16$156
This CheapOair deal was found by Cheapflights users on 12/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:34 pmBOS - SJU
Nonstop4h 07mSpirit Airlines
Sat 1/176:00 amSJU - BOS
1 stop9h 38mSpirit Airlines
Deal found 12/16$158
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Mon 12/297:34 pmBOS - SJU
Nonstop4h 07mMultiple Airlines
Sat 1/109:23 pmSJU - BOS
1 stop13h 48mMultiple Airlines
Deal found 12/16$160
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Wed 12/317:34 pmBOS - SJU
Nonstop4h 07mSpirit Airlines
Mon 2/211:52 amSJU - BOS
1 stop29h 27mSpirit Airlines
Deal found 12/17$163
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Fri 12/197:34 pmBOS - SJU
Nonstop4h 07mMultiple Airlines
Tue 12/238:00 amSJU - BOS
Nonstop4h 23mMultiple Airlines
Deal found 12/16$169
This Priceline deal was found by Cheapflights users on 12/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:50 pmBOS - SJU
Nonstop4h 06mMultiple Airlines
Wed 12/242:59 amSJU - BOS
1 stop9h 35mMultiple Airlines
Deal found 12/16$171
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Mon 12/298:08 amBOS - SJU
1 stop16h 16mFrontier
Tue 12/308:00 amSJU - BOS
Nonstop4h 23mFrontier
Deal found 12/17$172
This JetBlue deal was found by Cheapflights users on 12/16. 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.
Tue 12/306:50 pmBOS - SJU
Nonstop4h 06mJetBlue
Sun 1/46:01 amSJU - BOS
Nonstop4h 12mJetBlue
Deal found 12/16$186
This Super.com deal was found by Cheapflights users on 12/16. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3012:18 pmBOS - SJU
Nonstop4h 04mFrontier
Wed 1/77:18 pmSJU - BOS
1 stop15h 53mFrontier
Deal found 12/16$188
This Priceline deal was found by Cheapflights users on 12/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/247:10 pmBDL - SJU
Nonstop3h 49mMultiple Airlines
Sat 12/276:00 amSJU - BDL
Nonstop4h 08mMultiple Airlines
Deal found 12/16$192
This JetBlue deal was found by Cheapflights users on 12/16. 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.
Wed 12/246:50 pmBOS - SJU
Nonstop4h 06mJetBlue
Tue 1/67:15 pmSJU - BOS
Nonstop4h 13mJetBlue
Deal found 12/16$194
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Mon 12/297:34 pmBOS - SJU
Nonstop4h 07mMultiple Airlines
Fri 1/910:47 pmSJU - BOS
1 stop18h 32mMultiple Airlines
Deal found 12/16$195

Find 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 December 18, 2025.

Round-trip from

$149
(CheapOair)

One-way from

$90
(Priceline)

Popular in

December

Cheapest in

January

Average price

$386

Good round-trip deal

$238 or less

Good one-way deal

$122 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 ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 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

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 December 18, 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

HartfordPonce

BDL - PSE

BDLPSE

Hartford Bradley Intl

Thu 2/26

6:00 pm-10:10 am

1 stop15h 10m

Ponce Mercedita

Mon 3/2

11:30 am-11:24 am

1 stop24h 54m

$181

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sun 1/11

8:20 pm-1:22 am

Nonstop4h 02m

San Juan Luis Munoz Marin Intl

Wed 1/14

7:15 pm-10:28 pm

Nonstop4h 13m

$186

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sat 1/24

8:05 am-1:11 pm

Nonstop4h 06m

San Juan Luis Munoz Marin Intl

Thu 1/29

2:25 pm-5:45 pm

Nonstop4h 20m

$186

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sat 1/17

4:05 pm-6:11 am

2 stops13h 06m

San Juan Luis Munoz Marin Intl

Fri 1/30

2:05 am-9:14 am

1 stop8h 09m

$195

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 2/3

6:00 am-1:05 pm

1 stop6h 05m

San Juan Luis Munoz Marin Intl

Tue 2/10

6:27 pm-1:04 am

1 stop7h 37m

$195

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sun 1/18

12:08 pm-10:22 pm

2 stops9h 14m

San Juan Luis Munoz Marin Intl

Sat 1/24

7:45 am-6:57 pm

2 stops12h 12m

$195

BostonPonce

BOS - PSE

BOSPSE

Boston Logan Intl

Sat 1/10

12:03 pm-11:19 am

1 stop22h 16m

Ponce Mercedita

Sat 1/17

1:00 pm-11:10 am

1 stop23h 10m

$200

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sun 2/22

8:50 pm-1:50 am

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Sat 2/28

6:10 am-9:20 am

Nonstop4h 10m

$202

HartfordPonce

BDL - PSE

BDLPSE

Hartford Bradley Intl

Sat 1/10

12:38 pm-11:19 am

1 stop21h 41m

Ponce Mercedita

Thu 1/15

12:14 pm-5:11 pm

1 stop29h 57m

$202

HartfordPonce

BDL - PSE

BDLPSE

Hartford Bradley Intl

Thu 2/19

5:50 pm-10:10 am

1 stop15h 20m

Ponce Mercedita

Mon 2/23

11:30 am-11:24 am

1 stop24h 54m

$202

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

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, March is the cheapest month in which you can book a flight from Massachusetts to Puerto Rico (average of $74). Flying from Massachusetts to Puerto Rico in November is currently the most expensive (average of $177). 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 December 18, 2025.

When flying from Massachusetts to Puerto Rico, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 25% versus a flight in the evening.

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

Use this chart to determine the cheapest time to fly round-trip from Massachusetts to Puerto Rico. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Massachusetts to Puerto Rico flight should consider departing on Thursday mornings when fares are most often at their lowest. Friday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 December 18, 2025.

The most flights from USMA to PR0 are scheduled on a Thursday (18 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (7 on average).

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.

  • How long is the flight from Massachusetts to Puerto Rico?

    Frontier, JetBlue, and Delta can get you from Massachusetts to Puerto Rico in just under 4h 02m. Your travel time can differ by up to 11h 08m. Massachusetts and Puerto Rico are separated by a distance of 1678 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 Frontier ($53), Spirit Airlines ($59), and United Airlines ($95).

  • 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, March is the cheapest month in which you can book a flight from Massachusetts to Puerto Rico (average of $74). Flying from Massachusetts to Puerto Rico in November is currently the most expensive (average of $177). 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.
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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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$89Average$261FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$98Average$263FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$99Average$510FlexibilityNo cancel feeOn-time62%
DeltaCheapest$151Average$331FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$194Average$380FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$288Average$474FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$383Average$541FlexibilityNo cancel feeOn-time63%

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