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Cheap flights from Massachusetts to Puerto Rico from $104

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Massachusetts to Puerto Rico departing on 10/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Massachusetts to Puerto Rico

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
11:15 am - 1:34 pmALB  Albany Intl-SJU San Juan Luis Munoz Marin Intl
26h 19m1 stop Fort Lauderdale
Multiple Airlines Logo
8:45 am - 10:55 amSJU  San Juan Luis Munoz Marin Intl-ALB Albany Intl
26h 10m1 stop Fort Lauderdale
$198Multiple Airlines
Sun, Sep 27 - Wed, Sep 30
Multiple Airlines Logo
11:15 am - 1:34 pmALB  Albany Intl-SJU San Juan Luis Munoz Marin Intl
26h 19m1 stop Fort Lauderdale
Multiple Airlines Logo
8:45 am - 10:55 amSJU  San Juan Luis Munoz Marin Intl-ALB Albany Intl
26h 10m1 stop Fort Lauderdale
$205Multiple Airlines
Sun, Sep 27 - Wed, Sep 30
Frontier Logo
9:25 pm - 1:10 amBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
3h 45mnonstop
Frontier Logo
8:30 am - 12:43 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
4h 13mnonstop
$231Frontier
Mon, Oct 5 - Mon, Oct 26
Frontier Logo
9:25 pm - 1:10 amBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
3h 45mnonstop
Frontier Logo
9:30 am - 12:43 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
4h 13mnonstop
$231Frontier
Wed, Oct 7 - Wed, Nov 4
JetBlue Logo
4:40 pm - 2:06 amBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
9h 26m1 stop Orlando
JetBlue Logo
10:55 am - 7:07 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
8h 12m1 stop Orlando
$236JetBlue
Sat, Aug 29 - Tue, Sep 1
United Airlines Logo
6:00 am - 8:38 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
14h 38m2 stops Chicago O'Hare Intl Houston George Bush Intcntl
United Airlines Logo
1:00 am - 9:37 amSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
8h 37m2 stops Newark Washington, D.C. Dulles Intl
$237United Airlines
Tue, Sep 22 - Wed, Sep 23
United Airlines Logo
6:00 am - 12:54 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
6h 54m1 stop Washington, D.C. Dulles Intl
United Airlines Logo
4:55 pm - 11:59 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
7h 04m1 stop Washington, D.C. Dulles Intl
$238United Airlines
Wed, Sep 2 - Thu, Sep 3
Southwest Logo
5:15 pm - 12:30 amBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
7h 15m1 stop Orlando
Southwest Logo
2:25 pm - 9:10 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
6h 45m1 stop Baltimore/Washington
$240Southwest
Sun, Aug 30 - Wed, Sep 2
Southwest Logo
3:30 pm - 10:00 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
6h 30m1 stop Orlando
Southwest Logo
3:20 pm - 10:15 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
6h 55m1 stop Baltimore/Washington
$240Southwest
Tue, Sep 1 - Fri, Sep 18
JetBlue Logo
2:06 pm - 6:04 pmBDL  Hartford Bradley Intl-SJU San Juan Luis Munoz Marin Intl
3h 58mnonstop
JetBlue Logo
8:30 am - 12:27 pmSJU  San Juan Luis Munoz Marin Intl-BDL Hartford Bradley Intl
3h 57mnonstop
$253JetBlue
Thu, Sep 10 - Thu, Sep 17

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JetBlue flights from Massachusetts to Puerto Rico

Our best JetBlue deals on Massachusetts to Puerto Rico flight tickets
JetBlue
Sep 2
BDL11:44 amHartford Bradley Intl
3h 52m
SJU3:36 pmSan Juan Luis Munoz Marin Intl
Sep 22
SJU8:30 amSan Juan Luis Munoz Marin Intl
3h 57m
BDL12:27 pmHartford Bradley Intl
$255
JetBlue
Sep 25
ALB8:42 amAlbany Intl
6h 45m
1 stop
SJU3:27 pmSan Juan Luis Munoz Marin Intl
Oct 5
SJU2:32 pmSan Juan Luis Munoz Marin Intl
8h 27m
1 stop
ALB10:59 pmAlbany Intl
$276
JetBlue
Oct 10
BOS7:20 pmBoston Logan Intl
4h 38m
SJU11:58 pmSan Juan Luis Munoz Marin Intl
Oct 11
SJU6:12 amSan Juan Luis Munoz Marin Intl
4h 03m
BOS10:15 amBoston Logan Intl
$280

Frontier flights from Massachusetts to Puerto Rico

Our best Frontier deals on Massachusetts to Puerto Rico flight tickets
Frontier
Oct 5
BDL9:25 pmHartford Bradley Intl
3h 45m
SJU1:10 amSan Juan Luis Munoz Marin Intl
Oct 26
SJU8:30 amSan Juan Luis Munoz Marin Intl
4h 13m
BDL12:43 pmHartford Bradley Intl
$231
Frontier
Aug 30
BDL1:42 pmHartford Bradley Intl
4h 04m
SJU5:46 pmSan Juan Luis Munoz Marin Intl
Sep 1
SJU3:10 amSan Juan Luis Munoz Marin Intl
8h 22m
1 stop
BDL11:32 amHartford Bradley Intl
$232
Frontier
Oct 7
BDL9:25 pmHartford Bradley Intl
3h 45m
SJU1:10 amSan Juan Luis Munoz Marin Intl
Oct 12
SJU8:30 amSan Juan Luis Munoz Marin Intl
4h 13m
BDL12:43 pmHartford Bradley Intl
$233

momondo 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, momondo users made 832,500 searches. Data last updated August 7, 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

AlbanySan Juan

ALB Albany Intl - SJU San Juan Luis Munoz Marin Intl

ALBSJU

Albany Intl

Sun 9/27

11:15 am-1:34 pm

1 stop26h 19m

San Juan Luis Munoz Marin Intl

Wed 9/30

8:45 am-10:55 am

1 stop26h 10m

$198

AlbanySan Juan

ALB Albany Intl - SJU San Juan Luis Munoz Marin Intl

ALBSJU

Albany Intl

Sun 9/27

11:15 am-1:34 pm

1 stop26h 19m

San Juan Luis Munoz Marin Intl

Wed 9/30

8:45 am-10:55 am

1 stop26h 10m

$205

HartfordSan Juan

BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl

BDLSJU

Hartford Bradley Intl

Mon 10/5

9:25 pm-1:10 am

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Mon 10/26

8:30 am-12:43 pm

Nonstop4h 13m

$231

HartfordSan Juan

BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl

BDLSJU

Hartford Bradley Intl

Wed 10/7

9:25 pm-1:10 am

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Wed 11/4

9:30 am-12:43 pm

Nonstop4h 13m

$231

HartfordSan Juan

BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl

BDLSJU

Hartford Bradley Intl

Sat 8/29

4:40 pm-2:06 am

1 stop9h 26m

San Juan Luis Munoz Marin Intl

Tue 9/1

10:55 am-7:07 pm

1 stop8h 12m

$236

HartfordSan Juan

BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl

BDLSJU

Hartford Bradley Intl

Tue 9/22

6:00 am-8:38 pm

2 stops14h 38m

San Juan Luis Munoz Marin Intl

Wed 9/23

1:00 am-9:37 am

2 stops8h 37m

$237

HartfordSan Juan

BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl

BDLSJU

Hartford Bradley Intl

Wed 9/2

6:00 am-12:54 pm

1 stop6h 54m

San Juan Luis Munoz Marin Intl

Thu 9/3

4:55 pm-11:59 pm

1 stop7h 04m

$238

HartfordSan Juan

BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl

BDLSJU

Hartford Bradley Intl

Sun 8/30

5:15 pm-12:30 am

1 stop7h 15m

San Juan Luis Munoz Marin Intl

Wed 9/2

2:25 pm-9:10 pm

1 stop6h 45m

$240

HartfordSan Juan

BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl

BDLSJU

Hartford Bradley Intl

Tue 9/1

3:30 pm-10:00 pm

1 stop6h 30m

San Juan Luis Munoz Marin Intl

Fri 9/18

3:20 pm-10:15 pm

1 stop6h 55m

$240
Quickest round-trip

HartfordSan Juan

BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl

BDLSJU

Hartford Bradley Intl

Thu 9/10

2:06 pm-6:04 pm

Nonstop3h 58m

San Juan Luis Munoz Marin Intl

Thu 9/17

8:30 am-12:27 pm

Nonstop3h 57m

$253

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Puerto Rico from

How to get the cheapest flight ticket from Massachusetts to Puerto Rico

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Puerto Rico?

If you don’t want to visit Puerto Rico in January, then you should wait until October to fly from Massachusetts, when ticket prices are also cheap, with an average price of $288.

What is the cheapest day to depart on your flight to Puerto Rico?

On average, the least expensive day to fly to Puerto Rico from Massachusetts is on a Monday. momondo users have found tickets for Monday departures for as low as $373. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Puerto Rico is Friday, with ticket prices averaging around $405.

What is the cheapest time of day to depart on your flight to Puerto Rico?

Our most recent data shows that the best time of day to fly to Puerto Rico is at noon. Flights from Massachusetts to Puerto Rico during this time can be as low as $354. In contrast, the most expensive time of day to depart to Puerto Rico is in the morning when prices are around $400.

What is the cheapest Massachusetts to Puerto Rico flight route?

Fly from Boston Logan Intl to San Juan Luis Munoz Marin Intl for the best Massachusetts - Puerto Rico flight prices

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

You are more likely to see cheaper flights to Puerto Rico from Massachusetts when booking weeks ahead of your departure date. In general, you can expect to find flights to Puerto Rico for around $352 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Puerto Rico from Massachusetts for as low as $311 on momondo.

What cabin class options are available on Massachusetts to Puerto Rico flights?

There are 4 cabin classes available to choose from on Massachusetts to Puerto Rico flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Massachusetts to Puerto Rico flights?

You could potentially save up to 28% on your flight if you consider stops on a Massachusetts to Puerto Rico flight.

Cheap Massachusetts to Puerto Rico flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Massachusetts to Puerto Rico

Best Price Found

$216

Fastest flight time

3h 47m

Direct flights

Every day

Airports in Puerto Rico

20 airports
The best one-way flight to Puerto Rico from Massachusetts in the past 72 hours is $216. The best round-trip flight deal from Massachusetts to Puerto Rico found on momondo in the last 72 hours is $339.
The fastest flight from Massachusetts to Puerto Rico takes 3h 47m
Direct flights go from Massachusetts to Puerto Rico every day.
There are 20 airports in Puerto Rico. From Massachusetts there are direct flights to San Juan Luis Munoz Marin Intl (SJU).
Search flight deals

Frequently asked questions about flying from Massachusetts to Puerto Rico

  • When did momondo last update prices for flights from Massachusetts to Puerto Rico?

    Prices for flights from Massachusetts to Puerto Rico are refreshed on a daily basis.

  • How many operators does momondo search for flights from Massachusetts to Puerto Rico?

  • How old do you have to be to fly from Massachusetts to Puerto Rico?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Massachusetts to Puerto Rico.

  • What documentation or ID do you need to fly to Puerto Rico?

    The necessary travel and health documents for your Puerto Rico trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Massachusetts to Puerto Rico?

Best airlines flying from Massachusetts to Puerto Rico

Compare and see reviews for airlines that fly from Massachusetts to Puerto Rico with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $85Free CancellationRating
5.6
2,722 reviews
Search Frontier flights
DeltaPriceFrom $156Free CancellationRating
7.8
8,502 reviews
Search Delta flights
JetBluePriceFrom $167Free CancellationRating
7.1
3,024 reviews
Search JetBlue flights
United AirlinesPriceFrom $212Free CancellationRating
7.4
10,084 reviews
Search United Airlines flights
American AirlinesPriceFrom $242Free CancellationRating
7.1
11,877 reviews
Search American Airlines flights
SouthwestPriceFrom $313Free CancellationRating
8.0
4,217 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Massachusetts to Puerto Rico?

It is quick and easy to find Massachusetts to Puerto Rico flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Puerto Rico that suits you.

Can I find flights from Massachusetts to Puerto Rico with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Massachusetts to Puerto Rico flights to just show those with flexible booking policies.

How can momondo help me find flights from Massachusetts to Puerto Rico?

Once you have performed a search for Massachusetts to Puerto Rico flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Massachusetts to Puerto Rico right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Massachusetts to Puerto Rico flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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