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$57+ 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 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SJU
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$115
(Kiwi.com)

One-way from

$57
(Frontier)

Popular in

December

Cheapest in

September

Average price

$303
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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Highest demand for flights based on searches. 10% potential increase in price ($31 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 February 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 February 20, 2025.

This Kiwi.com deal was found by Cheapflights users on 2/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1110:43 amBOS - SJU
Nonstop4h 01mMultiple Airlines
Wed 3/269:30 pmSJU - BOS
1 stop11h 25mMultiple Airlines
Deal found 2/20$115
This Frontier deal was found by Cheapflights users on 2/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/16:00 amBOS - SJU
1 stop10h 46mFrontier
Wed 4/212:59 amSJU - BOS
1 stop7h 49mFrontier
Deal found 2/20$117
This Cheapflightsfares deal was found by Cheapflights users on 2/19. 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 3/184:21 pmBDL - SJU
Nonstop3h 50mFrontier
Tue 3/2511:02 amSJU - BDL
Nonstop4h 19mFrontier
Deal found 2/19$118
This Justfly.com deal was found by Cheapflights users on 2/20. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/311:17 amBDL - SJU
1 stop11h 08mMultiple Airlines
Thu 3/64:22 pmSJU - BDL
Nonstop4h 19mMultiple Airlines
Deal found 2/20$123
This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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.
Tue 4/296:20 pmBOS - SJU
1 stop15h 05mSpirit Airlines
Tue 5/66:15 pmSJU - BOS
1 stop16h 15mSpirit Airlines
Deal found 2/20$123
This FlightHub deal was found by Cheapflights users on 2/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/311:17 amBDL - SJU
1 stop11h 08mSpirit Airlines
Thu 3/66:45 pmSJU - BDL
1 stop16h 56mSpirit Airlines
Deal found 2/20$144
This JetBlue deal was found by Cheapflights users on 2/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/27:35 pmBOS - SJU
Nonstop4h 07mJetBlue
Tue 3/43:26 amSJU - BOS
Nonstop4h 09mJetBlue
Deal found 2/20$198
This United Airlines deal was found by Cheapflights users on 2/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/25:09 pmBOS - SJU
1 stop12h 03mUnited Airlines
Tue 3/42:05 amSJU - BOS
1 stop7h 38mUnited Airlines
Deal found 2/20$207
This JetBlue deal was found by Cheapflights users on 2/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/247:32 pmBDL - SJU
Nonstop3h 48mJetBlue
Thu 4/32:39 amSJU - BDL
Nonstop4h 01mJetBlue
Deal found 2/20$218
This Southwest deal was found by Cheapflights users on 2/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/512:20 pmBDL - SJU
1 stop11h 05mSouthwest
Thu 3/67:05 amSJU - BDL
1 stop9h 00mSouthwest
Deal found 2/20$222
This Delta deal was found by Cheapflights users on 2/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/246:00 amBDL - SJU
1 stop10h 06mDelta
Fri 4/43:34 pmSJU - BDL
1 stop8h 44mDelta
Deal found 2/20$227
This JetBlue deal was found by Cheapflights users on 2/19. 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.
Mon 3/241:47 pmORH - SJU
1 stop9h 50mJetBlue
Wed 3/266:00 amSJU - ORH
1 stop9h 22mJetBlue
Deal found 2/19$285

Find flights from Massachusetts to San Juan within your budget

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 February 20, 2025.

Fly from

Massachusetts

Fly to

San Juan

Route

Depart

Return

Price

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 3/11

10:43 am-2:44 pm

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Wed 3/26

9:30 pm-8:55 am

1 stop11h 25m

$115

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 4/1

6:00 am-5:21 pm

1 stop11h 21m

San Juan Luis Munoz Marin Intl

Tue 4/8

12:59 am-9:52 am

1 stop8h 53m

$117

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Wed 3/5

4:33 pm-9:23 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Sat 3/8

5:31 pm-8:50 pm

Nonstop4h 19m

$118

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 4/29

6:20 pm-9:25 am

1 stop15h 05m

San Juan Luis Munoz Marin Intl

Tue 5/6

6:15 pm-10:30 am

1 stop16h 15m

$123

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Mon 3/3

11:17 am-11:25 pm

1 stop11h 08m

San Juan Luis Munoz Marin Intl

Thu 3/6

4:22 pm-7:41 pm

Nonstop4h 19m

$123

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Mon 3/3

11:17 am-11:25 pm

1 stop11h 08m

San Juan Luis Munoz Marin Intl

Thu 3/6

6:45 pm-10:41 am

1 stop16h 56m

$144

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sun 3/2

7:35 pm-12:42 am

Nonstop4h 07m

San Juan Luis Munoz Marin Intl

Tue 3/4

3:26 am-6:35 am

Nonstop4h 09m

$198

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sun 3/2

4:09 pm-12:36 am

1 stop7h 27m

San Juan Luis Munoz Marin Intl

Tue 3/4

2:05 am-2:23 pm

2 stops13h 18m

$207

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Mon 3/3

7:58 pm-12:44 am

Nonstop3h 46m

San Juan Luis Munoz Marin Intl

Mon 3/3

4:24 am-7:34 am

Nonstop4h 10m

$213

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Wed 3/5

12:20 pm-12:25 am

1 stop11h 05m

San Juan Luis Munoz Marin Intl

Thu 3/6

7:05 am-3:05 pm

1 stop9h 00m

$222

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 46 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.

Travel insights for flights from Massachusetts to San Juan

Get recent, data-driven insights about flights from Massachusetts to San Juan including ideal travel times, pricing trends, and more.

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 March is currently the most expensive (average of $363). 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 February 20, 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 February 20, 2025.

The most flights from USMA to PR1 are scheduled on a Sunday (18 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (2 on average).

Rainfall in San Juan by month

Plan your trip to San Juan by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in San Juan 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 San Juan when rainfall is around 2.2 in.

Temperature in San Juan by month

Plan your trip to San Juan by taking into account the average temperature totals by month.

If weather is an important factor for your trip to San Juan, 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 San Juan

Get insights into the airlines that provide service to San Juan. 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 San Juan. Reviews last updated February 20, 2025.
Peruse reviews from past customers who have flown with Southwest, Alaska Airlines and Delta from Massachusetts to San Juan to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,692 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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.

  • 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 $61 and $99 on Spirit Airlines and Delta, 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: Spirit Airlines (80%), Delta (68%), Hawaiian Airlines (60%).

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

    The cheapest flight price from Massachusetts to San Juan is $58. On average you can expect to pay $483. 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, 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 March is currently the most expensive (average of $363). 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$76Average$196FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$95Average$290FlexibilityNo cancel feeOn-time65%
DeltaCheapest$141Average$325FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$142Average$562FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$222Average$560FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$288Average$508FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$452Average$708FlexibilityNo cancel feeOn-time63%
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