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Puerto Rico

$91+ 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 7/20. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SJU
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$170
(eDestinos)

One-way from

$91
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$254

Good round-trip deal

$244 or less

Good one-way deal

$137 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
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Highest demand for flights based on searches. 11% potential increase in price ($35 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in May 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 May 1, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 5/1. 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 10/84:40 pmBOS - SJU
1 stop8h 31mSpirit Airlines
Wed 10/1512:55 pmSJU - BOS
1 stop10h 34mSpirit Airlines
Deal found 5/1$155
This eDestinos deal was found by Cheapflights users on 4/30. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1511:43 amBOS - SJU
Nonstop4h 01mFrontier
Sun 5/186:30 amSJU - BOS
Nonstop4h 13mFrontier
Deal found 4/30$179
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/209:15 amBDL - SJU
1 stop7h 31mSpirit Airlines
Sat 9/275:41 pmSJU - BDL
1 stop14h 29mSpirit Airlines
Deal found 4/30$184
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/812:27 pmBDL - SJU
1 stop6h 40mMultiple Airlines
Sun 6/156:20 amSJU - BDL
Nonstop4h 02mMultiple Airlines
Deal found 4/30$197
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1511:43 amBOS - SJU
Nonstop4h 01mMultiple Airlines
Thu 5/291:39 pmSJU - BOS
1 stop9h 12mMultiple Airlines
Deal found 4/29$197
This Cheapflightsfares deal was found by Cheapflights users on 5/1. 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 5/184:59 pmBDL - SJU
Nonstop3h 54mFrontier
Sun 5/256:36 amSJU - BDL
Nonstop4h 04mFrontier
Deal found 5/1$213
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Wed 10/15:00 amBOS - SJU
1 stop15h 10mAmerican Airlines
Mon 10/612:00 pmSJU - BOS
1 stop12h 19mAmerican Airlines
Deal found 4/30$223
This Delta deal was found by Cheapflights users on 5/1. 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 9/268:10 amBOS - SJU
Nonstop4h 05mDelta
Sun 9/281:27 pmSJU - BOS
Nonstop4h 12mDelta
Deal found 5/1$224
This United Airlines deal was found by Cheapflights users on 4/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/215:30 amBOS - SJU
1 stop7h 04mUnited Airlines
Mon 9/291:05 amSJU - BOS
1 stop8h 04mUnited Airlines
Deal found 4/30$233
This JetBlue deal was found by Cheapflights users on 5/1. 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 11/76:00 pmBOS - SJU
Nonstop4h 00mJetBlue
Tue 11/116:15 amSJU - BOS
Nonstop4h 09mJetBlue
Deal found 5/1$234
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Sun 5/185:44 amBDL - SJU
1 stop8h 56mAmerican Airlines
Fri 5/237:15 amSJU - BDL
1 stop17h 37mAmerican Airlines
Deal found 4/30$265
This JetBlue deal was found by Cheapflights users on 4/30. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/18:03 pmBDL - SJU
Nonstop3h 53mJetBlue
Tue 6/108:35 pmSJU - BDL
Nonstop3h 56mJetBlue
Deal found 4/30$266

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 May 1, 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

Wed 10/8

4:40 pm-1:11 am

1 stop8h 31m

San Juan Luis Munoz Marin Intl

Wed 10/15

12:55 pm-11:29 pm

1 stop10h 34m

$155

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Thu 5/15

11:43 am-3:44 pm

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Sun 5/18

6:30 am-10:43 am

Nonstop4h 13m

$179

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sat 9/20

9:15 am-4:46 pm

1 stop7h 31m

San Juan Luis Munoz Marin Intl

Sat 9/27

5:41 pm-8:10 am

1 stop14h 29m

$184

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sun 6/8

12:27 pm-7:07 pm

1 stop6h 40m

San Juan Luis Munoz Marin Intl

Sun 6/15

6:20 am-10:22 am

Nonstop4h 02m

$197

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Thu 5/15

11:43 am-3:44 pm

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Thu 5/29

1:39 pm-10:51 pm

1 stop9h 12m

$197

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sun 5/18

4:59 pm-8:53 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Sun 5/25

6:36 am-10:40 am

Nonstop4h 04m

$213

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Wed 10/1

11:23 am-8:10 pm

2 stops8h 47m

San Juan Luis Munoz Marin Intl

Mon 10/6

12:00 pm-12:19 am

1 stop12h 19m

$223

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Fri 9/26

8:10 am-12:15 pm

Nonstop4h 05m

San Juan Luis Munoz Marin Intl

Sun 9/28

1:27 pm-5:39 pm

Nonstop4h 12m

$224

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sun 9/21

6:00 am-1:45 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

Mon 9/29

1:05 am-2:40 pm

2 stops13h 35m

$233

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sun 5/18

5:44 am-2:40 pm

1 stop8h 56m

San Juan Luis Munoz Marin Intl

Fri 5/23

7:15 am-12:52 am

1 stop17h 37m

$265

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

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 May 1, 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 May 1, 2025.

The most flights from USMA to PR0 are scheduled on a Thursday (18 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 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 May 1, 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
9,972 reviews

Crew

8.5

Overall

8.0

Food

7.1

Boarding

8.1

Entertainment

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,972 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Crew

8.5

Overall

8.0

Food

7.1

Boarding

8.1

Entertainment

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,293 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Crew

8.5

Overall

8.0

Food

7.1

Boarding

8.1

Entertainment

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,934 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Crew

8.5

Overall

8.0

Food

7.1

Boarding

8.1

Entertainment

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Crew

8.5

Overall

8.0

Food

7.1

Boarding

8.1

Entertainment

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
JetBlue
7.3
Good
2,923 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Crew

8.5

Overall

8.0

Food

7.1

Boarding

8.1

Entertainment

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 ($91), Frontier ($96), and JetBlue ($143).

  • 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$76Average$255FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$84Average$237FlexibilityNo cancel feeOn-time65%
DeltaCheapest$142Average$320FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$145Average$505FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$204Average$473FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$282Average$521FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$427Average$677FlexibilityNo cancel feeOn-time63%

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