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$120+ 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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SJU
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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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 October 30, 2025.

Most accurate provider

Expedia
2 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$209
(Kiwi.com)

One-way from

$120
(Delta)

Popular in

December

Cheapest in

January

Average price

$265
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 San Juan
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One-way flight from Massachusetts to San Juan
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High demand for flights, 0% potential price rise
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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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 October 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Sun 11/238:27 pmBDL - SJU
1 stop14h 11mFrontier
Thu 11/273:12 pmSJU - BDL
Nonstop4h 05mFrontier
Deal found 10/29$209
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Fri 12/52:48 pmBDL - SJU
Nonstop3h 56mFrontier
Mon 12/88:30 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 10/29$210
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 11/173:07 pmBDL - SJU
1 stop22h 35mMultiple Airlines
Sat 11/226:00 amSJU - BDL
Nonstop4h 05mMultiple Airlines
Deal found 10/28$213
This Frontier deal was found by Cheapflights users on 10/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/712:48 pmBDL - SJU
2 stops19h 49mFrontier
Sun 12/1411:15 amSJU - BDL
Nonstop4h 08mFrontier
Deal found 10/29$214
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Sun 11/166:16 amBOS - SJU
1 stop10h 03mMultiple Airlines
Sat 11/223:59 amSJU - BOS
1 stop31h 05mMultiple Airlines
Deal found 10/29$214
This Booking.com deal was found by Cheapflights users on 10/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/73:18 pmBDL - SJU
Nonstop3h 56mFrontier
Sun 12/217:33 pmSJU - BDL
1 stop20h 56mFrontier
Deal found 10/29$215
This Trip.com deal was found by Cheapflights users on 10/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/207:12 pmBDL - SJU
Nonstop3h 58mFrontier
Tue 11/253:12 pmSJU - BDL
Nonstop4h 05mFrontier
Deal found 10/30$216
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 12/78:11 pmBOS - SJU
1 stop13h 22mSpirit Airlines
Fri 12/1211:38 amSJU - BOS
1 stop8h 28mSpirit Airlines
Deal found 10/28$216
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 11/207:12 pmBDL - SJU
Nonstop3h 58mFrontier
Mon 11/249:30 pmSJU - BDL
1 stop20h 27mFrontier
Deal found 10/29$217
This Cheapflightsfares deal was found by Cheapflights users on 10/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/207:12 pmBDL - SJU
Nonstop3h 58mFrontier
Sun 11/233:12 pmSJU - BDL
Nonstop4h 05mFrontier
Deal found 10/29$218
This Frontier deal was found by Cheapflights users on 10/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/168:40 amBOS - SJU
2 stops15h 52mFrontier
Mon 11/243:59 amSJU - BOS
1 stop7h 05mFrontier
Deal found 10/29$220
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Wed 12/317:34 pmBOS - SJU
Nonstop4h 07mSpirit Airlines
Wed 1/145:27 pmSJU - BOS
Nonstop4h 07mSpirit Airlines
Deal found 10/29$221

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 October 30, 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

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sun 11/16

6:55 pm-11:54 pm

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Wed 11/26

6:07 am-9:16 am

Nonstop4h 09m

$262

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 11/18

1:55 pm-6:57 pm

Nonstop4h 02m

San Juan Luis Munoz Marin Intl

Wed 11/26

6:07 am-9:16 am

Nonstop4h 09m

$262

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Mon 11/17

6:55 pm-11:54 pm

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Tue 11/25

6:07 am-9:16 am

Nonstop4h 09m

$262

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 11/18

7:40 am-12:44 pm

Nonstop4h 04m

San Juan Luis Munoz Marin Intl

Thu 11/27

6:06 am-9:15 am

Nonstop4h 09m

$262

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sat 11/22

6:19 pm-1:57 am

1 stop6h 38m

San Juan Luis Munoz Marin Intl

Wed 11/26

1:59 am-7:42 am

1 stop6h 43m

$265

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Mon 12/8

8:10 am-1:10 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Mon 12/15

2:10 pm-10:26 pm

1 stop9h 16m

$267

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Wed 11/12

10:20 am-10:22 pm

2 stops11h 02m

San Juan Luis Munoz Marin Intl

Fri 11/14

2:05 am-9:12 am

1 stop8h 07m

$271

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Fri 12/5

6:05 am-5:20 pm

1 stop10h 15m

San Juan Luis Munoz Marin Intl

Mon 12/15

2:10 pm-10:26 pm

1 stop9h 16m

$271

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Mon 3/9

7:50 pm-11:39 pm

Nonstop3h 49m

San Juan Luis Munoz Marin Intl

Wed 3/18

2:45 pm-6:54 pm

Nonstop4h 09m

$280

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Thu 1/29

7:00 pm-11:51 pm

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Sun 2/1

6:00 am-9:05 am

Nonstop4h 05m

$280

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 60 results
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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, February is the cheapest month in which you can book a flight from Massachusetts to San Juan (average of $65). Flying from Massachusetts to San Juan in September is currently the most expensive (average of $147). 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 October 30, 2025.

When flying from Massachusetts to San Juan, 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 18% versus a flight in the evening.

What is the cheapest day to fly from Massachusetts to San Juan?

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

Travelers seeking maximum savings on their Massachusetts to San Juan 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.

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 59m. Fly via JetBlue, Delta, or United Airlines to get the fastest option. Massachusetts and San Juan are separated by a distance of 1678 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 Southwest. According to our data, you can fly for as low as $132. Users have also found prices from $136 and $138 on JetBlue and Frontier, 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: Hawaiian Airlines (73%), Delta (71%), Icelandair (70%).

  • 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 $297. The most popular route, (Boston Logan Intl - San Juan Luis Munoz Marin Intl), can usually be booked for $170.

  • 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, February is the cheapest month in which you can book a flight from Massachusetts to San Juan (average of $65). Flying from Massachusetts to San Juan in September is currently the most expensive (average of $147). 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

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Alternative routes for Massachusetts to San Juan

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 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$59Average$207FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$101Average$271FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$136Average$529FlexibilityNo cancel feeOn-time62%
DeltaCheapest$143Average$329FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$190Average$398FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$288Average$482FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$398Average$628FlexibilityNo cancel feeOn-time63%

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