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$89+ 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 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SJU
Apr 22 — Apr 291
Wed 4/22
Wed 4/29
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 March 23, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/23. 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 4/43:23 pm
BOS
-
SJU
Nonstop3h 56m
Multiple Airlines
Fri 4/173:23 pm
SJU
-
BOS
1 stop10h 08m
Multiple Airlines
Deal found 3/23$153
This Super.com deal was found by Cheapflights users on 3/20. 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 4/711:18 am
BOS
-
SJU
Nonstop3h 59m
Frontier
Thu 4/96:00 am
SJU
-
BOS
Nonstop4h 16m
Frontier
Deal found 3/20$154
This Cheapflightsfares deal was found by Cheapflights users on 3/23. 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 4/63:23 pm
BOS
-
SJU
Nonstop3h 56m
Spirit Airlines
Thu 4/910:00 am
SJU
-
BOS
Nonstop4h 18m
Spirit Airlines
Deal found 3/23$156
This Cheapflightsfares deal was found by Cheapflights users on 3/22. 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.
Tue 3/319:45 am
BOS
-
SJU
1 stop12h 14m
Spirit Airlines
Sat 4/410:00 am
SJU
-
BOS
Nonstop4h 18m
Spirit Airlines
Deal found 3/22$157
This Cheapflightsfares deal was found by Cheapflights users on 3/21. 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 3/303:23 pm
BOS
-
SJU
Nonstop3h 56m
Spirit Airlines
Sat 4/410:00 am
SJU
-
BOS
Nonstop4h 18m
Spirit Airlines
Deal found 3/21$159
This Kiwi.com deal was found by Cheapflights users on 3/22. 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.
Tue 3/313:23 pm
BOS
-
SJU
Nonstop3h 56m
Multiple Airlines
Tue 4/76:00 am
SJU
-
BOS
Nonstop4h 16m
Multiple Airlines
Deal found 3/22$160
This Cheapflightsfares deal was found by Cheapflights users on 3/22. 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.
Tue 4/73:23 pm
BOS
-
SJU
Nonstop3h 56m
Spirit Airlines
Fri 4/1010:00 am
SJU
-
BOS
Nonstop4h 18m
Spirit Airlines
Deal found 3/22$162
This Cheapflightsfares deal was found by Cheapflights users on 3/21. 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.
Sat 3/287:14 pm
BOS
-
SJU
1 stop13h 39m
Spirit Airlines
Sat 4/410:00 am
SJU
-
BOS
Nonstop4h 18m
Spirit Airlines
Deal found 3/21$163
This eDestinos deal was found by Cheapflights users on 3/22. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/313:23 pm
BOS
-
SJU
Nonstop3h 56m
Spirit Airlines
Tue 4/710:00 am
SJU
-
BOS
Nonstop4h 18m
Spirit Airlines
Deal found 3/22$164
This Cheapflightsfares deal was found by Cheapflights users on 3/20. 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.
Sun 3/293:23 pm
BOS
-
SJU
Nonstop3h 56m
Spirit Airlines
Sat 4/410:00 am
SJU
-
BOS
Nonstop4h 18m
Spirit Airlines
Deal found 3/20$165
This Kiwi.com deal was found by Cheapflights users on 3/21. 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 4/13:23 pm
BOS
-
SJU
Nonstop3h 56m
Multiple Airlines
Sat 4/46:00 am
SJU
-
BOS
Nonstop4h 16m
Multiple Airlines
Deal found 3/21$166
This Super.com deal was found by Cheapflights users on 3/20. 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.
Thu 4/211:18 am
BOS
-
SJU
Nonstop3h 59m
Frontier
Thu 4/96:00 am
SJU
-
BOS
Nonstop4h 16m
Frontier
Deal found 3/20$167

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 March 23, 2026.

Round-trip from

$153
(Kiwi.com)

One-way from

$89
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$290

Good round-trip deal

$261 or less

Good one-way deal

$132 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. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
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 March 23, 2026.
Use the filters below to find and compare flights from Massachusetts to Puerto Rico that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonPonce

BOS - PSE

BOSPSE

Boston Logan Intl

Sun 5/10

10:07 am-9:02 am

1 stop22h 55m

Ponce Mercedita

Sun 5/17

10:02 am-9:12 am

1 stop23h 10m

$212

HartfordAguadilla

BDL - BQN

BDLBQN

Hartford Bradley Intl

Sun 3/29

8:08 pm-1:42 am

1 stop29h 34m

Aguadilla Borinquen

Sat 4/4

2:43 am-8:26 pm

1 stop17h 43m

$236

BostonAguadilla

BOS - BQN

BOSBQN

Boston Logan Intl

Sat 5/2

7:30 am-11:09 pm

2 stops15h 39m

Aguadilla Borinquen

Wed 5/6

12:15 am-10:18 am

2 stops10h 03m

$282

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Mon 6/1

8:50 am-12:49 pm

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Thu 6/4

2:00 pm-6:18 pm

Nonstop4h 18m

$303

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 6/16

8:15 am-12:23 pm

Nonstop4h 08m

San Juan Luis Munoz Marin Intl

Thu 6/25

1:33 pm-5:44 pm

Nonstop4h 11m

$303

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 4/28

8:10 am-12:11 pm

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Wed 5/6

5:34 pm-1:15 am

1 stop7h 41m

$308

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 5/5

8:10 am-12:11 pm

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Tue 5/12

7:05 am-4:00 pm

1 stop8h 55m

$308

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Mon 6/1

8:50 am-12:49 pm

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Wed 6/3

7:05 am-4:00 pm

1 stop8h 55m

$308

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sat 5/2

10:00 am-9:24 pm

2 stops11h 24m

San Juan Luis Munoz Marin Intl

Tue 5/5

1:00 am-7:53 am

1 stop6h 53m

$312

BostonAguadilla

BOS - BQN

BOSBQN

Boston Logan Intl

Sat 4/11

8:30 am-1:46 am

1 stop17h 16m

Aguadilla Borinquen

Fri 4/17

2:38 am-10:21 am

1 stop7h 43m

$314

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/20

Showing 1-10 of 60 resultsSorted by cheapest first
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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 $64). 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 March 23, 2026.

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 afternoon, which can drop the price by up to 19% versus a flight in the morning.

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 March 23, 2026.

Travelers seeking maximum savings on their Massachusetts to Puerto Rico flight should consider departing on Tuesday afternoons 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 March 23, 2026.

The most flights from USMA to PR0 are scheduled on a Monday (22 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (5 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, United Airlines, and Delta can get you from Massachusetts to Puerto Rico in just under 3h 59m. Your travel time can differ by up to 18h 56m. 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 ($64), Spirit Airlines ($65), and JetBlue ($100).

  • 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 $64). 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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LaGuardia to Santiago de los Caballeros flights
LaGuardia to Santo Domingo flights
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John F Kennedy Intl to Bridgetown flights
Philadelphia to Punta Cana flights
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Charlotte to Luis Munoz Marin Intl flights
John F Kennedy Intl to Willemstad flights
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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 March 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$86Average$296FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$92Average$260FlexibilityNo cancel feeOn-time65%
DeltaCheapest$142Average$332FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$148Average$515FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$211Average$374FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$242Average$416FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$313Average$533FlexibilityNo cancel feeOn-time63%

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