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$59+ 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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SJU
ene. 26 — feb. 21
dom. 1/26
dom. 2/2
1 adult, Economy
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Cheap flight deals from Massachusetts to San Juan

Discover tips and strategies to find the most affordable flight options for your journey from Massachusetts (USMA) to San Juan (PR1). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated enero 21, 2025.

Round-trip from

$109
(Cheapflightsfares)

One-way from

$59
(Frontier)
From Massachusetts to San Juan
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One-way flight from Massachusetts to San Juan
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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 enero 21, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 1/20. 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.
lun. 2/312:59 pmBOS - SJU
1 stop6h 41mFrontier
jue. 2/65:35 amSJU - BOS
Nonstop4h 28mFrontier
Deal found 1/20$109
This Kiwi.com deal was found by Cheapflights users on 1/21. 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.
mar. 2/2510:08 amBOS - SJU
Nonstop4h 00mMultiple Airlines
lun. 3/310:35 pmSJU - BOS
1 stop12h 58mMultiple Airlines
Deal found 1/21$115
This Kiwi.com deal was found by Cheapflights users on 1/21. 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.
mar. 2/2510:08 amBOS - SJU
Nonstop4h 00mSpirit Airlines
mar. 3/113:47 pmSJU - BOS
Nonstop4h 07mSpirit Airlines
Deal found 1/21$122
This Cheapflightsfares deal was found by Cheapflights users on 1/21. 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.
lun. 2/248:30 pmBDL - SJU
Nonstop3h 50mFrontier
vie. 2/285:11 pmSJU - BDL
Nonstop4h 19mFrontier
Deal found 1/21$130
This CheapOair deal was found by Cheapflights users on 1/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 3/27:36 pmBDL - SJU
Nonstop3h 50mMultiple Airlines
mié. 3/56:45 pmSJU - BDL
1 stop16h 56mMultiple Airlines
Deal found 1/20$134
This CheapOair deal was found by Cheapflights users on 1/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 2/2411:17 amBDL - SJU
1 stop11h 08mSpirit Airlines
mar. 3/45:22 pmSJU - BDL
1 stop18h 19mSpirit Airlines
Deal found 1/20$137
This United Airlines deal was found by Cheapflights users on 1/21. 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.
sáb. 5/37:45 amBOS - SJU
2 stops12h 53mUnited Airlines
vie. 5/91:25 pmSJU - BOS
1 stop9h 02mUnited Airlines
Deal found 1/21$201
This United Airlines deal was found by Cheapflights users on 1/21. 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.
vie. 1/246:00 amBDL - SJU
2 stops14h 28mUnited Airlines
mié. 1/297:45 amSJU - BDL
2 stops14h 58mUnited Airlines
Deal found 1/21$227
This JetBlue deal was found by Cheapflights users on 1/20. 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.
lun. 3/37:35 pmBOS - SJU
Nonstop4h 07mJetBlue
lun. 3/33:26 amSJU - BOS
Nonstop4h 09mJetBlue
Deal found 1/20$239
This JetBlue deal was found by Cheapflights users on 1/21. 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.
lun. 2/249:10 pmBDL - SJU
Nonstop3h 49mJetBlue
jue. 2/274:24 amSJU - BDL
Nonstop4h 10mJetBlue
Deal found 1/21$250
This American Airlines deal was found by Cheapflights users on 1/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 2/56:17 amBDL - SJU
1 stop16h 41mAmerican Airlines
jue. 2/66:15 amSJU - BDL
2 stops10h 06mAmerican Airlines
Deal found 1/20$254
This JetBlue Airways deal was found by Cheapflights users on 1/21. 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 Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 2/257:00 amALB - SJU
1 stop10h 29mJetBlue
jue. 2/272:43 pmSJU - ALB
1 stop8h 44mJetBlue
Deal found 1/21$287

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 enero 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

lun. 2/3

12:59 pm-8:40 pm

1 stop6h 41m

San Juan Luis Munoz Marin Intl

jue. 2/6

5:35 am-9:03 am

Nonstop4h 28m

$109

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

mar. 2/25

10:08 am-3:08 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

lun. 3/3

10:35 pm-10:33 am

1 stop12h 58m

$115

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

mar. 2/25

10:08 am-3:08 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

mar. 3/11

3:47 pm-7:54 pm

Nonstop4h 07m

$122

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

lun. 2/3

6:00 pm-9:21 am

1 stop14h 21m

San Juan Luis Munoz Marin Intl

sáb. 2/8

9:15 pm-9:55 am

1 stop13h 40m

$130

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

dom. 3/2

7:36 pm-12:26 am

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

jue. 3/6

4:22 pm-7:41 pm

Nonstop4h 19m

$131

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

mié. 2/26

11:17 am-11:22 pm

1 stop11h 05m

San Juan Luis Munoz Marin Intl

vie. 2/28

9:34 pm-10:22 am

1 stop13h 48m

$138

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

lun. 1/27

3:35 pm-12:36 am

1 stop8h 01m

San Juan Luis Munoz Marin Intl

vie. 1/31

2:10 pm-11:59 pm

2 stops10h 49m

$207

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

lun. 3/3

7:35 pm-12:42 am

Nonstop4h 07m

San Juan Luis Munoz Marin Intl

lun. 3/3

3:26 am-6:35 am

Nonstop4h 09m

$239

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

mié. 2/26

7:58 pm-12:44 am

Nonstop3h 46m

San Juan Luis Munoz Marin Intl

mié. 2/26

4:24 am-7:34 am

Nonstop4h 10m

$245

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

sáb. 2/1

12:22 pm-12:04 am

2 stops10h 42m

San Juan Luis Munoz Marin Intl

sáb. 2/8

7:45 am-11:58 pm

1 stop17h 13m

$259

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 41 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 $378). 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 enero 21, 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 enero 21, 2025.

The most flights from USMA to PR1 are scheduled on a Sunday (10 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (8 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 enero 21, 2025.
Peruse reviews from past customers who have flown with United Airlines, American Airlines and Frontier 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
4,662 reviews

Entertainment

7.7

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,662 reviews
Southwest
8.1
Very good
4,662 reviews

Entertainment

7.7

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,662 reviews

Entertainment

7.7

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,200 reviews
Southwest
8.1
Very good
4,662 reviews

Entertainment

7.7

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,984 reviews
Southwest
8.1
Very good
4,662 reviews

Entertainment

7.7

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,662 reviews

Entertainment

7.7

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 $59. Users have also found prices from $64 and $104 on Spirit Airlines and United Airlines, 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 (59%), EL AL (50%), Delta (50%).

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

    The cheapest flight price from Massachusetts to San Juan is $53. On average you can expect to pay $633. The most popular route, (Boston Logan Intl - San Juan Luis Munoz Marin Intl), can usually be booked for $113.

  • 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 $378). 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.

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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 enero 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$75Average$196FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$99Average$307FlexibilityNo cancel feeOn-time65%
DeltaCheapest$142Average$330FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$143Average$596FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$244Average$509FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$272Average$614FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$427Average$728FlexibilityNo cancel feeOn-time63%
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