HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Puerto Rico

$93+ Cheap flights from Massachusetts to Puerto Rico

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 5/16. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SJU
Jun 3 — Jun 101
Wed 6/3
Wed 6/10
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Massachusetts to Puerto Rico 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 Puerto Rico

Cheapest flights from Massachusetts to Puerto Rico
Explore the most affordable flight options available from Massachusetts to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 4, 2026.

This Frontier deal was found by Cheapflights users on 5/2. 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.
Wed 5/136:00 am
BDL
-
SJU
Nonstop4h 04m
Frontier
Sat 5/238:33 am
SJU
-
BDL
Nonstop4h 11m
Frontier
Deal found 5/2$172
This Super.com deal was found by Cheapflights users on 5/1. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:00 am
BDL
-
SJU
Nonstop4h 04m
Frontier
Wed 5/1312:59 am
SJU
-
BDL
Nonstop4h 11m
Frontier
Deal found 5/1$174
This Super.com deal was found by Cheapflights users on 4/30. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/11:48 pm
BDL
-
SJU
Nonstop4h 04m
Frontier
Tue 6/98:39 am
SJU
-
BDL
Nonstop4h 20m
Frontier
Deal found 4/30$176
This Cheapflightsfares deal was found by Cheapflights users on 5/1. 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 6/31:48 pm
BDL
-
SJU
Nonstop4h 04m
Frontier
Wed 6/108:39 am
SJU
-
BDL
Nonstop4h 20m
Frontier
Deal found 5/1$177
This Frontier deal was found by Cheapflights users on 5/4. 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.
Wed 6/31:48 pm
BDL
-
SJU
Nonstop4h 04m
Frontier
Tue 6/98:39 am
SJU
-
BDL
Nonstop4h 20m
Frontier
Deal found 5/4$178
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/271:48 pm
BDL
-
SJU
Nonstop4h 04m
Frontier
Thu 6/46:09 pm
SJU
-
BDL
1 stop22h 36m
Frontier
Deal found 4/30$179
This Frontier deal was found by Cheapflights users on 4/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/185:44 pm
BDL
-
SJU
1 stop8h 24m
Frontier
Thu 5/288:33 am
SJU
-
BDL
Nonstop4h 11m
Frontier
Deal found 4/30$180
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/156:00 am
BDL
-
SJU
Nonstop4h 04m
Frontier
Sat 5/238:33 am
SJU
-
BDL
Nonstop4h 11m
Frontier
Deal found 4/30$181
This Frontier deal was found by Cheapflights users on 4/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:00 am
BDL
-
SJU
Nonstop4h 04m
Frontier
Sat 5/238:33 am
SJU
-
BDL
Nonstop4h 11m
Frontier
Deal found 4/30$182
This Expedia deal was found by Cheapflights users on 5/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/301:42 pm
BDL
-
SJU
Nonstop4h 04m
Frontier
Sun 8/98:45 am
SJU
-
BDL
Nonstop4h 02m
Frontier
Deal found 5/1$183
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 5/176:00 am
BDL
-
SJU
Nonstop4h 04m
Frontier
Sat 6/68:33 am
SJU
-
BDL
Nonstop4h 11m
Frontier
Deal found 5/1$184
This Cheapflightsfares deal was found by Cheapflights users on 5/3. 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 5/311:48 pm
BDL
-
SJU
Nonstop4h 04m
Frontier
Sun 6/76:09 pm
SJU
-
BDL
1 stop22h 50m
Frontier
Deal found 5/3$185

Find flight deals from Massachusetts to Puerto Rico

Keep the following information in mind while searching for Massachusetts to Puerto Rico flight deals. Data was last updated May 4, 2026.

Round-trip from

$176
(Super.com)

One-way from

$93
(Cheapflightsfares)

Popular in

December

Cheapest in

January

Average price

$335

Good round-trip deal

$346 or less

Good one-way deal

$151 or less
From Massachusetts to Puerto Rico
Search Deals
One-way flight from Massachusetts to Puerto Rico
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($15 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Massachusetts to Puerto Rico.
Search Deals
Price to beat on a one-way flight from Massachusetts to Puerto Rico.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Massachusetts to Puerto Rico 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 May 4, 2026.
Use the filters below to find and compare flights from Massachusetts to Puerto Rico that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HartfordPonce

BDL - PSE

BDLPSE

Hartford Bradley Intl

Sat 6/6

7:43 pm-9:07 am

1 stop13h 24m

Ponce Mercedita

Mon 6/8

10:02 am-4:59 pm

1 stop6h 57m

$212

BostonPonce

BOS - PSE

BOSPSE

Boston Logan Intl

Fri 5/15

9:57 am-9:07 am

1 stop23h 10m

Ponce Mercedita

Tue 5/19

10:02 am-9:12 am

1 stop23h 10m

$212

BostonPonce

BOS - PSE

BOSPSE

Boston Logan Intl

Sat 5/9

10:07 am-9:07 am

1 stop23h 00m

Ponce Mercedita

Sat 5/16

10:02 am-9:12 am

1 stop23h 10m

$233

HartfordPonce

BDL - PSE

BDLPSE

Hartford Bradley Intl

Fri 6/5

5:40 pm-9:07 am

1 stop15h 27m

Ponce Mercedita

Sun 6/14

10:27 am-11:38 am

1 stop25h 11m

$244

AlbanySan Juan

ALB - SJU

ALBSJU

Albany Intl

Wed 9/23

6:15 am-8:38 pm

2 stops14h 23m

San Juan Luis Munoz Marin Intl

Tue 10/13

1:00 am-2:05 pm

2 stops13h 05m

$302

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sun 5/31

8:50 am-12:49 pm

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Thu 6/4

1:16 pm-11:02 pm

1 stop9h 46m

$308

BostonPonce

BOS - PSE

BOSPSE

Boston Logan Intl

Thu 5/7

10:07 am-9:02 am

1 stop22h 55m

Ponce Mercedita

Sat 5/16

10:02 am-9:12 am

1 stop23h 10m

$308

BostonPonce

BOS - PSE

BOSPSE

Boston Logan Intl

Fri 5/15

9:57 am-9:07 am

1 stop23h 10m

Ponce Mercedita

Mon 5/18

9:47 am-9:12 am

1 stop23h 25m

$308

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 5/19

10:00 am-9:24 pm

2 stops11h 24m

San Juan Luis Munoz Marin Intl

Wed 5/20

1:00 am-8:17 am

1 stop7h 17m

$317

BostonPonce

BOS - PSE

BOSPSE

Boston Logan Intl

Tue 7/7

11:05 am-10:57 am

1 stop23h 52m

Ponce Mercedita

Fri 7/10

10:31 am-10:09 am

1 stop23h 38m

$321

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/1

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

Best time to book a flight from Massachusetts to Puerto Rico

Have a flexible travel schedule? Discover the best time to fly to Puerto Rico 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 Puerto Rico

How far ahead should I book a flight from Massachusetts to Puerto Rico?

Booking 46 days in advance of your planned departure date is, on average, the best time to get cheap flights from Massachusetts to Puerto Rico. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Massachusetts to Puerto Rico?

Currently, March is the cheapest month in which you can book a flight from Massachusetts to Puerto Rico (average of $272). Flying from Massachusetts to Puerto Rico in September is currently the most expensive (average of $541). 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 PR?

Find hourly flight availability from Massachusetts to Puerto Rico. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 4, 2026.

When flying from Massachusetts to Puerto Rico, 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 22% versus a flight in the morning.

What is the cheapest day to fly from Massachusetts to Puerto Rico?

Use this chart to determine the cheapest time to fly round-trip from Massachusetts to Puerto Rico. Price data was last updated on May 2, 2026.

Travelers seeking maximum savings on their Massachusetts to Puerto Rico flight should consider departing on Tuesday 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 Puerto Rico

Explore weekly flight availability from Massachusetts to Puerto Rico. 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 May 4, 2026.

The most flights from USMA to PR0 are scheduled on a Sunday (15 on average). You will have fewer flight options on Thursday, 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 Puerto Rico. 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 Puerto Rico?

    Frontier, United Airlines, and Delta can get you from Massachusetts to Puerto Rico in just under 3h 59m. Your travel time can differ by up to 10h 24m. Massachusetts and Puerto Rico are separated by a distance of 1678 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Massachusetts to Puerto Rico one-way?

    The cheapest airlines for a one-way flight from Massachusetts to Puerto Rico are Frontier ($62), Spirit Airlines ($66), and JetBlue ($100).

  • Can I find deals for flights from Massachusetts to Puerto Rico that include hotel bookings?

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

  • How can I find direct flights from Massachusetts to Puerto Rico?

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

  • Can I find deals for business class flights from Massachusetts to Puerto Rico?

    Yes. Cheapflights offers flight deals from Massachusetts to Puerto Rico 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 Puerto Rico?

    Currently, March is the cheapest month in which you can book a flight from Massachusetts to Puerto Rico (average of $272). Flying from Massachusetts to Puerto Rico in September is currently the most expensive (average of $541). 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 Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.
Newark to Luis Munoz Marin Intl flights
Orlando to Luis Munoz Marin Intl flights
Philadelphia to Luis Munoz Marin Intl flights
Newark to Santiago de los Caballeros flights
John F Kennedy Intl to Luis Munoz Marin Intl flights
O'Hare Intl to Luis Munoz Marin Intl flights
John F Kennedy Intl to Santiago de los Caballeros flights
LaGuardia to Luis Munoz Marin Intl flights
Dallas/Fort Worth to Luis Munoz Marin Intl flights
John F Kennedy Intl to Punta Cana flights
John F Kennedy Intl to Santo Domingo flights
Baltimore to Luis Munoz Marin Intl flights
Newark to Oranjestad flights
Fort Lauderdale to Luis Munoz Marin Intl flights
Boston to Luis Munoz Marin Intl flights
John F Kennedy Intl to Oranjestad flights
Atlanta to Luis Munoz Marin Intl flights
Newark to Punta Cana flights
Dulles Intl to Luis Munoz Marin Intl flights
Newark to Santo Domingo flights
Reagan-National to Luis Munoz Marin Intl flights
John F Kennedy Intl to Montego Bay flights
Tampa to Luis Munoz Marin Intl flights
Hobby to Luis Munoz Marin Intl flights
Hartford to Luis Munoz Marin Intl flights
Miami to Luis Munoz Marin Intl flights
Newark to Montego Bay flights
George Bush Intcntl to Luis Munoz Marin Intl flights
LaGuardia to Punta Cana flights
Dulles Intl to Punta Cana flights
Atlanta to Montego Bay flights
Raleigh to Luis Munoz Marin Intl flights
Newark to Simpson Bay flights
John F Kennedy Intl to Kingston flights
Midway to Luis Munoz Marin Intl flights
Newark to Nassau flights
LaGuardia to Santo Domingo flights
LaGuardia to Santiago de los Caballeros flights
Atlanta to Punta Cana flights
Miami to Punta Cana flights
Orlando to Punta Cana flights
Boston to Oranjestad flights
Charlotte to Luis Munoz Marin Intl flights
LaGuardia to Montego Bay flights
Boston to Punta Cana flights
Dallas/Fort Worth to Punta Cana flights
O'Hare Intl to Punta Cana flights

Top 7 airlines flying from Massachusetts to Puerto Rico

Discover the top 7 airlines that operate flights from Massachusetts to Puerto Rico. 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 May 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$86Average$279FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$93Average$260FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$124Average$514FlexibilityNo cancel feeOn-time62%
DeltaCheapest$145Average$355FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$211Average$396FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$242Average$405FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$313Average$399FlexibilityNo 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.