HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
San Juan

$97+ Cheap flights from Massachusetts to San Juan

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 9/23. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SJU
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Massachusetts to San Juan 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 San Juan

Keep the following information in mind while searching for Massachusetts to San Juan flight deals. Data was last updated September 11, 2025.

Round-trip from

$176
(CheapOair)

One-way from

$97
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$205
From Massachusetts to San Juan
Search Deals
One-way flight from Massachusetts to San Juan
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($8 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

Find flight deals from Massachusetts to San Juan

Cheapest flights from Massachusetts to San Juan
Explore the most affordable flight options available from Massachusetts to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/9. 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 10/112:20 pmBOS - SJU
1 stop8h 36mSpirit Airlines
Mon 10/62:49 amSJU - BOS
1 stop10h 31mSpirit Airlines
Deal found 9/9$181
This Cheapflightsfares deal was found by Cheapflights users on 9/9. 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 9/2412:20 pmBOS - SJU
1 stop8h 36mSpirit Airlines
Wed 10/16:44 amSJU - BOS
1 stop7h 04mSpirit Airlines
Deal found 9/9$190
This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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.
Thu 9/256:49 pmBOS - SJU
1 stop16h 15mSpirit Airlines
Tue 9/306:44 amSJU - BOS
1 stop7h 04mSpirit Airlines
Deal found 9/10$193
This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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 12/36:15 amBOS - SJU
1 stop16h 04mSpirit Airlines
Tue 2/35:27 pmSJU - BOS
Nonstop4h 07mSpirit Airlines
Deal found 9/10$195
This Cheapflightsfares deal was found by Cheapflights users on 9/9. 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 9/2712:20 pmBOS - SJU
1 stop8h 36mSpirit Airlines
Wed 10/16:44 amSJU - BOS
1 stop7h 04mSpirit Airlines
Deal found 9/9$200
This Cheapflightsfares deal was found by Cheapflights users on 9/9. 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 9/2312:20 pmBOS - SJU
1 stop8h 36mSpirit Airlines
Sat 9/276:44 amSJU - BOS
1 stop7h 04mSpirit Airlines
Deal found 9/9$207
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 9/2712:20 pmBOS - SJU
1 stop8h 36mSpirit Airlines
Sat 10/46:44 amSJU - BOS
1 stop7h 04mSpirit Airlines
Deal found 9/10$209
This Cheapflightsfares deal was found by Cheapflights users on 9/11. 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 9/2412:20 pmBOS - SJU
1 stop8h 36mSpirit Airlines
Tue 9/306:44 amSJU - BOS
1 stop7h 04mSpirit Airlines
Deal found 9/11$211
This Cheapflightsfares deal was found by Cheapflights users on 9/9. 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 9/2012:20 pmBOS - SJU
1 stop8h 36mSpirit Airlines
Wed 9/246:44 amSJU - BOS
1 stop7h 04mSpirit Airlines
Deal found 9/9$212
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 11/116:15 amBOS - SJU
1 stop12h 06mSpirit Airlines
Sat 11/156:00 amSJU - BOS
1 stop18h 25mSpirit Airlines
Deal found 9/11$213
This Trip.com deal was found by Cheapflights users on 9/11. 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.
Fri 10/314:15 pmBDL - SJU
Nonstop3h 55mJetBlue
Sun 11/25:01 amSJU - BDL
Nonstop4h 03mJetBlue
Deal found 9/11$228
This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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.
Thu 11/2010:00 amBDL - SJU
Nonstop3h 58mFrontier
Mon 12/86:00 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 9/10$234

Cheapflights Fare Finder

 
Customize your flight search to find flights from Massachusetts to San Juan 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 September 11, 2025.
Use the filters below to find and compare flights from Massachusetts to San Juan that are best for you.

Fly from

Massachusetts

Fly to

San Juan

Route

Depart

Return

Price

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sat 11/15

4:15 pm-9:10 pm

Nonstop3h 55m

San Juan Luis Munoz Marin Intl

Sat 11/22

5:30 am-8:34 am

Nonstop4h 04m

$245

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 11/4

2:15 pm-10:04 pm

1 stop6h 49m

San Juan Luis Munoz Marin Intl

Thu 11/13

8:10 pm-11:16 pm

Nonstop4h 06m

$270

AlbanySan Juan

ALB - SJU

ALBSJU

Albany Intl

Sun 10/5

5:20 am-12:10 pm

1 stop6h 50m

San Juan Luis Munoz Marin Intl

Tue 10/7

6:10 am-12:30 pm

1 stop6h 20m

$275

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Mon 11/24

3:13 pm-8:06 pm

Nonstop3h 53m

San Juan Luis Munoz Marin Intl

Thu 12/4

5:00 pm-8:03 pm

Nonstop4h 03m

$280

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sun 11/23

8:50 pm-1:36 am

Nonstop3h 46m

San Juan Luis Munoz Marin Intl

Wed 11/26

5:40 am-8:44 am

Nonstop4h 04m

$280

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Mon 11/24

3:13 pm-8:06 pm

Nonstop3h 53m

San Juan Luis Munoz Marin Intl

Fri 12/5

6:00 am-8:56 am

Nonstop3h 56m

$280

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sun 11/23

8:50 pm-1:36 am

Nonstop3h 46m

San Juan Luis Munoz Marin Intl

Fri 12/5

5:00 pm-8:03 pm

Nonstop4h 03m

$280

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Thu 10/23

3:35 pm-12:45 am

1 stop9h 10m

San Juan Luis Munoz Marin Intl

Tue 10/28

6:10 am-1:15 pm

1 stop7h 05m

$281

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Mon 1/5

8:00 am-1:05 pm

Nonstop4h 05m

San Juan Luis Munoz Marin Intl

Thu 1/29

2:23 pm-5:51 pm

Nonstop4h 28m

$282

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 11/4

8:15 am-1:21 pm

Nonstop4h 06m

San Juan Luis Munoz Marin Intl

Thu 11/13

2:27 pm-5:50 pm

Nonstop4h 23m

$282

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

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

Best time to book a flight from Massachusetts to San Juan

Have a flexible travel schedule? Discover the best time to fly to San Juan 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 San Juan

What is the cheapest month to book a flight from Massachusetts to San Juan?

Currently, September is the cheapest month in which you can book a flight from Massachusetts to San Juan (average of $254). Flying from Massachusetts to San Juan 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 SJU?

Find hourly flight availability from Massachusetts to San Juan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

When flying from Massachusetts to San Juan, 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 San Juan

Explore weekly flight availability from Massachusetts to San Juan. 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 September 11, 2025.

The most flights from USMA to PR1 are scheduled on a Thursday (7 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).

Related info for your journey

Find useful and relevant information for your journey from Massachusetts to San Juan. 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 San Juan?

    There are many flights that can get you from Massachusetts to San Juan in 3h 55m. Fly via JetBlue, Southwest, or Delta to get the fastest option. Massachusetts and San Juan are separated by a distance of 1669 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Massachusetts to San Juan one-way?

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $118. Users have also found prices from $132 and $141 on Southwest and JetBlue, respectively.

  • What are the most popular routes from Massachusetts to San Juan?

    When deciding which route to take from Massachusetts to San Juan consider Boston Logan Intl - San Juan Luis Munoz Marin Intl, Hartford Bradley Intl - San Juan Luis Munoz Marin Intl or Albany Intl - San Juan Luis Munoz Marin Intl as they are the most popular.

  • What are the most reliable airlines from Massachusetts to San Juan?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Massachusetts to San Juan on time: Delta (92%), EL AL (79%), TAP AIR PORTUGAL (76%).

  • What are the cheapest flights from Massachusetts to San Juan?

    The cheapest flight price from Massachusetts to San Juan is $123. On average you can expect to pay $615. The most popular route, (Boston Logan Intl - San Juan Luis Munoz Marin Intl), can usually be booked for $176.

  • Can I find deals for flights from Massachusetts to San Juan that include hotel bookings?

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

  • How can I find direct flights from Massachusetts to San Juan?

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

  • Can I find deals for business class flights from Massachusetts to San Juan?

    Yes. Cheapflights offers flight deals from Massachusetts to San Juan 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 San Juan?

    Currently, September is the cheapest month in which you can book a flight from Massachusetts to San Juan (average of $254). Flying from Massachusetts to San Juan 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 San Juan

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
Boston to Luis Munoz Marin Intl flights
Orlando to Luis Munoz Marin Intl flights
Dulles Intl to Luis Munoz Marin Intl flights
Baltimore to Luis Munoz Marin Intl flights
Atlanta to Luis Munoz Marin Intl flights
Reagan-National to Luis Munoz Marin Intl flights
O'Hare Intl to Luis Munoz Marin Intl flights
Philadelphia to Luis Munoz Marin Intl flights
Fort Lauderdale to Luis Munoz Marin Intl flights
Tampa to Luis Munoz Marin Intl flights
Dallas/Fort Worth to Luis Munoz Marin Intl flights
Hartford to Luis Munoz Marin Intl flights
Hobby to Luis Munoz Marin Intl flights
George Bush Intcntl to Luis Munoz Marin Intl flights
Midway to Luis Munoz Marin Intl flights
Raleigh to Luis Munoz Marin Intl flights
Minneapolis to Luis Munoz Marin Intl flights
Detroit to Luis Munoz Marin Intl flights
Miami to Luis Munoz Marin Intl flights
Denver to Luis Munoz Marin Intl flights
Charlotte to Luis Munoz Marin Intl flights
Los Angeles to Luis Munoz Marin Intl flights
Orlando to Ponce flights
San Francisco to Luis Munoz Marin Intl flights
John F Kennedy Intl to Aguadilla flights
Seattle to Luis Munoz Marin Intl flights
Cleveland to Luis Munoz Marin Intl flights
Atlantic City to Luis Munoz Marin Intl flights
Austin to Luis Munoz Marin Intl flights
Columbus to Luis Munoz Marin Intl flights
Love Field to Luis Munoz Marin Intl flights
Sky Harbor Intl to Luis Munoz Marin Intl flights
Providence to Luis Munoz Marin Intl flights
Orlando to Aguadilla flights
Milwaukee to Luis Munoz Marin Intl flights
White Plains to Luis Munoz Marin Intl flights
John F Kennedy Intl to Ponce flights
Cincinnati to Luis Munoz Marin Intl flights
Islip to Luis Munoz Marin Intl flights
Indianapolis to Luis Munoz Marin Intl flights
Trenton to Luis Munoz Marin Intl flights
Kansas City to Luis Munoz Marin Intl flights
Ontario to Luis Munoz Marin Intl flights
Nashville to Luis Munoz Marin Intl flights
Portland to Luis Munoz Marin Intl flights
West Palm Beach to Luis Munoz Marin Intl flights
Norfolk to Luis Munoz Marin Intl flights

Top 7 airlines flying from Massachusetts to San Juan

Discover the top 7 airlines that operate flights from Massachusetts to San Juan. 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$59Average$162FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$99Average$270FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$136Average$559FlexibilityNo cancel feeOn-time62%
DeltaCheapest$141Average$330FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$194Average$512FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$288Average$499FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$398Average$640FlexibilityNo 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.