HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
San Juan

$69+ 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 2/3. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SJU
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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

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 January 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/23:18 pm
BOS
-
SJU
Nonstop4h 06m
Spirit Airlines
Wed 2/1110:52 am
SJU
-
BOS
Nonstop4h 20m
Spirit Airlines
Deal found 1/27$142
This Travelocity deal was found by Cheapflights users on 1/28. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/218:32 pm
BOS
-
SJU
1 stop17h 59m
Spirit Airlines
Thu 2/2611:52 am
SJU
-
BOS
1 stop13h 07m
Spirit Airlines
Deal found 1/28$143
This CheapOair deal was found by Cheapflights users on 1/27. 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.
Sat 2/73:43 pm
BOS
-
SJU
1 stop17h 04m
Spirit Airlines
Sat 2/1411:22 am
SJU
-
BOS
Nonstop4h 21m
Spirit Airlines
Deal found 1/27$144
This Cheapflightsfares deal was found by Cheapflights users on 1/28. 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 2/13:43 pm
BOS
-
SJU
1 stop17h 04m
Spirit Airlines
Wed 2/410:52 am
SJU
-
BOS
Nonstop4h 20m
Spirit Airlines
Deal found 1/28$145
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/23:18 pm
BOS
-
SJU
Nonstop4h 06m
Multiple Airlines
Sun 2/156:00 am
SJU
-
BOS
Nonstop4h 19m
Multiple Airlines
Deal found 1/28$146
This CheapOair deal was found by Cheapflights users on 1/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/13:18 pm
BOS
-
SJU
Nonstop4h 06m
Spirit Airlines
Fri 2/610:52 am
SJU
-
BOS
Nonstop4h 20m
Spirit Airlines
Deal found 1/28$147
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 3/78:01 pm
BOS
-
SJU
Nonstop4h 07m
Spirit Airlines
Tue 3/1710:00 am
SJU
-
BOS
Nonstop4h 18m
Spirit Airlines
Deal found 1/26$148
This Cheapflightsfares deal was found by Cheapflights users on 1/27. 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 3/244:23 pm
BOS
-
SJU
1 stop16h 30m
Spirit Airlines
Wed 4/110:00 am
SJU
-
BOS
Nonstop4h 18m
Spirit Airlines
Deal found 1/27$149
This Spirit deal was found by Cheapflights users on 1/27. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/93:43 pm
BOS
-
SJU
1 stop17h 04m
Spirit Airlines
Sun 2/1511:22 am
SJU
-
BOS
Nonstop4h 21m
Spirit Airlines
Deal found 1/27$150
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Sun 2/224:22 pm
BOS
-
SJU
1 stop16h 55m
Multiple Airlines
Fri 2/276:00 am
SJU
-
BOS
Nonstop4h 19m
Multiple Airlines
Deal found 1/28$151
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 1/303:18 pm
BOS
-
SJU
Nonstop4h 06m
Multiple Airlines
Thu 2/126:00 am
SJU
-
BOS
Nonstop4h 19m
Multiple Airlines
Deal found 1/27$152
This Cheapflightsfares deal was found by Cheapflights users on 1/28. 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.
Wed 2/1810:19 am
BDL
-
SJU
1 stop15h 34m
Frontier
Wed 3/45:25 pm
SJU
-
BDL
1 stop18h 12m
Frontier
Deal found 1/28$192

Find 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 January 29, 2026.

Round-trip from

$142
(Orbitz)

One-way from

$69
(Expedia)

Popular in

December

Cheapest in

January

Average price

$254
From Massachusetts to San Juan
Search Deals
One-way flight from Massachusetts to San Juan
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($28 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 January 2026
Search Deals

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 January 29, 2026.
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

Mon 2/9

3:18 pm-8:24 pm

Nonstop4h 06m

San Juan Luis Munoz Marin Intl

Sun 2/15

11:22 am-2:43 pm

Nonstop4h 21m

$160

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Wed 2/25

11:15 am-11:58 pm

1 stop11h 43m

San Juan Luis Munoz Marin Intl

Thu 3/5

7:00 am-3:15 pm

1 stop9h 15m

$212

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 2/10

10:30 am-9:00 pm

1 stop9h 30m

San Juan Luis Munoz Marin Intl

Sat 2/14

8:30 am-7:08 pm

2 stops11h 38m

$212

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Wed 4/29

4:00 pm-11:13 pm

1 stop7h 13m

San Juan Luis Munoz Marin Intl

Fri 5/15

1:30 pm-5:53 pm

Nonstop4h 23m

$238

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Wed 2/25

10:05 am-12:36 am

2 stops13h 31m

San Juan Luis Munoz Marin Intl

Thu 3/5

5:50 pm-11:59 pm

1 stop7h 09m

$252

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sun 2/22

6:00 am-9:26 pm

2 stops14h 26m

San Juan Luis Munoz Marin Intl

Tue 2/24

2:05 am-2:10 pm

2 stops13h 05m

$252

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Mon 4/27

8:10 am-12:11 pm

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Fri 5/1

1:21 pm-5:35 pm

Nonstop4h 14m

$252

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sun 2/22

6:00 am-1:17 pm

1 stop6h 17m

San Juan Luis Munoz Marin Intl

Tue 3/3

2:05 am-2:10 pm

2 stops13h 05m

$252

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Tue 4/21

3:04 pm-9:24 pm

1 stop6h 20m

San Juan Luis Munoz Marin Intl

Mon 5/4

1:00 am-9:37 am

2 stops8h 37m

$252

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Tue 2/10

6:00 am-9:00 pm

2 stops14h 00m

San Juan Luis Munoz Marin Intl

Sat 2/14

8:05 am-9:06 pm

2 stops14h 01m

$252

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

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, March is the cheapest month in which you can book a flight from Massachusetts to San Juan (average of $71). Flying from Massachusetts to San Juan 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 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 January 29, 2026.

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 afternoon, which can drop the price by up to 13% versus a flight at noon.

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 January 24, 2026.

Travelers seeking maximum savings on their Massachusetts to San Juan flight should consider departing on Wednesday 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 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 January 29, 2026.

The most flights from USMA to PR1 are scheduled on a Thursday (13 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (4 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 4h 06m. Fly via Spirit Airlines, 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 Frontier. According to our data, you can fly for as low as $57. Users have also found prices from $60 and $99 on Spirit Airlines 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 (77%), Spirit Airlines (62%), EL AL (62%).

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

    The cheapest flight price from Massachusetts to San Juan is $63. On average you can expect to pay $554. The most popular route, (Boston Logan Intl - San Juan Luis Munoz Marin Intl), can usually be booked for $91.

  • 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, March is the cheapest month in which you can book a flight from Massachusetts to San Juan (average of $71). Flying from Massachusetts to San Juan 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 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
O'Hare Intl to Luis Munoz Marin Intl flights
Dulles Intl to Luis Munoz Marin Intl flights
Reagan-National to Luis Munoz Marin Intl flights
Boston to Luis Munoz Marin Intl flights
Philadelphia to Luis Munoz Marin Intl flights
Dallas/Fort Worth to Luis Munoz Marin Intl flights
Baltimore to Luis Munoz Marin Intl flights
Hartford to Luis Munoz Marin Intl flights
Fort Lauderdale to Luis Munoz Marin Intl flights
Atlanta to Luis Munoz Marin Intl flights
Orlando to Luis Munoz Marin Intl flights
Minneapolis to Luis Munoz Marin Intl flights
Raleigh to Luis Munoz Marin Intl flights
Hobby to Luis Munoz Marin Intl flights
Detroit to Luis Munoz Marin Intl flights
Tampa to Luis Munoz Marin Intl flights
Midway to Luis Munoz Marin Intl flights
George Bush Intcntl to Luis Munoz Marin Intl flights
Denver to Luis Munoz Marin Intl flights
Miami to Luis Munoz Marin Intl flights
Atlantic City to Luis Munoz Marin Intl flights
Charlotte to Luis Munoz Marin Intl flights
Los Angeles to Luis Munoz Marin Intl flights
Providence to Luis Munoz Marin Intl flights
White Plains to Luis Munoz Marin Intl flights
John F Kennedy Intl to Aguadilla flights
Cleveland to Luis Munoz Marin Intl flights
Seattle to Luis Munoz Marin Intl flights
Trenton to Luis Munoz Marin Intl flights
San Francisco to Luis Munoz Marin Intl flights
Austin to Luis Munoz Marin Intl flights
West Palm Beach to Luis Munoz Marin Intl flights
Cincinnati to Luis Munoz Marin Intl flights
Indianapolis to Luis Munoz Marin Intl flights
Columbus to Luis Munoz Marin Intl flights
Orlando to Aguadilla flights
Newark to Aguadilla flights
Love Field to Luis Munoz Marin Intl flights
LaGuardia to Aguadilla flights
Jacksonville to Luis Munoz Marin Intl flights
Milwaukee to Luis Munoz Marin Intl flights
Richmond to Luis Munoz Marin Intl flights
Buffalo to Luis Munoz Marin Intl flights
St. Louis to Luis Munoz Marin Intl flights
Norfolk to Luis Munoz Marin Intl flights
Grand Rapids to Luis Munoz Marin Intl flights
Pittsburgh 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$76Average$208FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$79Average$241FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$124Average$555FlexibilityNo cancel feeOn-time62%
DeltaCheapest$136Average$320FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$210Average$346FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$242Average$408FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$383Average$533FlexibilityNo 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.