How long is the flight from Massachusetts to Caribbean Islands?

The flight from Massachusetts to Caribbean Islands depends on which airports you’re departing and arriving from and whether or not you have a layover. If you fly from Boston (a popular airport in Massachusetts) to Incheon Intl Airport (the most popular airport in Caribbean Islands), then the flight time is 15h 30m on average. If you fly from Worcester (another popular airport in Massachusetts) to Incheon Intl Airport, then the average flight time is 24h 27m.

What is the cheapest airline that flies from Massachusetts to Caribbean Islands?

Spirit Airlines, Frontier, and JetBlue are the most popular carriers operating from Massachusetts to Caribbean Islands

What airlines fly to Caribbean Islands?

JetBlue, Delta and Frontier are the top three most popular airlines that fly to Caribbean Islands from Massachusetts according to our data. JetBlue is the first choice among our users, with 62% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 12 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Massachusetts to Caribbean Islands?

Prices for flights from Massachusetts to Caribbean Islands are refreshed on a daily basis.

How many operators does momondo search for flights from Massachusetts to Caribbean Islands?

As of August 2025, there are 13 operators available to choose from for flights from Massachusetts to Caribbean Islands.

How old do you have to be to fly from Massachusetts to Caribbean Islands?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Massachusetts to Caribbean Islands.

What documentation or ID do you need to fly to Caribbean Islands?

The necessary travel and health documents for your Caribbean Islands 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.

$68 Cheap Flights from Massachusetts to Caribbean Islands in 2025

Q: How many flights depart from Massachusetts to Caribbean Islands on average per day?

As of August 2025, there are 26 flights per day flying from Massachusetts to Caribbean Islands. The most common time of day flights depart is 8:00PM, with 43% of flights taking off at noon.

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Find the cheapest flights from Massachusetts to Caribbean Islands

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

11:13 am - 4:07 pmBOS-SJU

3h 54mnonstop

5:27 pm - 8:34 pmSJU-BOS

4h 07mnonstop

$174Spirit Airlines

Find Deal

Tue, Feb 3 - Tue, Feb 10

12:20 pm - 8:56 pmBOS-SJU

8h 36m1 stop

6:44 am - 1:48 pmSJU-BOS

7h 04m1 stop

$176Spirit Airlines

Find Deal

Sat, Sep 20 - Wed, Sep 24

9:09 pm - 1:04 amBDL-SJU

3h 55mnonstop

4:24 pm - 8:24 pmSJU-BDL

4h 00mnonstop

$225Frontier

Find Deal

Sat, Aug 23 - Sat, Aug 30

2:45 pm - 11:57 pmBDL-SJU

9h 12m1 stop

11:17 am - 3:17 pmSJU-BDL

4h 00mnonstop

$229

Find Deal

Sat, Aug 23 - Tue, Aug 26

2:45 pm - 11:57 pmBDL-SJU

9h 12m1 stop

4:24 pm - 8:24 pmSJU-BDL

4h 00mnonstop

$232

Find Deal

Sat, Aug 23 - Sat, Aug 30

9:09 pm - 1:04 amBDL-SJU

3h 55mnonstop

4:24 pm - 8:24 pmSJU-BDL

4h 00mnonstop

$236Frontier

Find Deal

Sat, Aug 23 - Sat, Aug 30

5:20 pm - 9:10 pmBDL-SJU

3h 50mnonstop

6:00 am - 10:04 amSJU-BDL

4h 04mnonstop

$243JetBlue

Find Deal

Fri, Oct 24 - Sun, Oct 26

5:20 pm - 9:10 pmBDL-SJU

3h 50mnonstop

6:33 pm - 10:29 pmSJU-BDL

3h 56mnonstop

$244JetBlue

Find Deal

Fri, Sep 12 - Sat, Sep 20

5:47 am - 12:50 pmBOS-STT

7h 03m1 stop

1:40 pm - 12:59 amSTT-BOS

11h 19m1 stop

$311American Airlines

Find Deal

Mon, Sep 8 - Thu, Sep 11

7:20 pm - 1:55 pmBOS-AUA

17h 35m2 stops

5:00 pm - 7:27 amAUA-BOS

15h 27m2 stops

$340American Airlines

Find Deal

Mon, Jan 5 - Mon, Jan 12

Spirit Airlines flights from Massachusetts to Caribbean Islands

Our best Spirit Airlines deals on Massachusetts to Caribbean Islands flight tickets

Spirit Airlines

Feb 3

BOS11:13 amBoston Logan Intl

3h 54m

SJU4:07 pmSan Juan Luis Munoz Marin Intl

Feb 10

SJU5:27 pmSan Juan Luis Munoz Marin Intl

4h 07m

BOS8:34 pmBoston Logan Intl

$174

Find similar

Spirit Airlines

Sep 20

BOS12:20 pmBoston Logan Intl

8h 36m

1 stop

SJU8:56 pmSan Juan Luis Munoz Marin Intl

Sep 24

SJU6:44 amSan Juan Luis Munoz Marin Intl

7h 04m

1 stop

BOS1:48 pmBoston Logan Intl

$176

Find similar

Spirit Airlines

Sep 17

BOS12:20 pmBoston Logan Intl

8h 36m

1 stop

SJU8:56 pmSan Juan Luis Munoz Marin Intl

Sep 20

SJU6:44 amSan Juan Luis Munoz Marin Intl

7h 04m

1 stop

BOS1:48 pmBoston Logan Intl

$178

Find similar

Frontier flights from Massachusetts to Caribbean Islands

Our best Frontier deals on Massachusetts to Caribbean Islands flight tickets

Frontier

Aug 23

BDL9:09 pmHartford Bradley Intl

3h 55m

SJU1:04 amSan Juan Luis Munoz Marin Intl

Aug 30

SJU4:24 pmSan Juan Luis Munoz Marin Intl

4h 00m

BDL8:24 pmHartford Bradley Intl

$225

Find similar

Frontier

Aug 23

BDL9:09 pmHartford Bradley Intl

3h 55m

SJU1:04 amSan Juan Luis Munoz Marin Intl

Aug 30

SJU4:24 pmSan Juan Luis Munoz Marin Intl

4h 00m

BDL8:24 pmHartford Bradley Intl

$236

Find similar

Frontier

Dec 7

BDL10:03 amHartford Bradley Intl

3h 56m

SJU2:59 pmSan Juan Luis Munoz Marin Intl

Dec 14

SJU6:00 amSan Juan Luis Munoz Marin Intl

4h 08m

BDL9:08 amHartford Bradley Intl

$249

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Massachusetts to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Tue 2/3

11:13 am-4:07 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Tue 2/10

5:27 pm-8:34 pm

Nonstop4h 07m

$174

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Sat 9/20

12:20 pm-8:56 pm

1 stop8h 36m

San Juan Luis Munoz Marin Intl

Wed 9/24

6:44 am-1:48 pm

1 stop7h 04m

$176

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sat 8/23

9:09 pm-1:04 am

Nonstop3h 55m

San Juan Luis Munoz Marin Intl

Sat 8/30

4:24 pm-8:24 pm

Nonstop4h 00m

$225

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sat 8/23

2:45 pm-11:57 pm

1 stop9h 12m

San Juan Luis Munoz Marin Intl

Tue 8/26

11:17 am-3:17 pm

Nonstop4h 00m

$229

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sat 8/23

2:45 pm-11:57 pm

1 stop9h 12m

San Juan Luis Munoz Marin Intl

Sat 8/30

4:24 pm-8:24 pm

Nonstop4h 00m

$232

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sat 8/23

9:09 pm-1:04 am

Nonstop3h 55m

San Juan Luis Munoz Marin Intl

Sat 8/30

4:24 pm-8:24 pm

Nonstop4h 00m

$236

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Fri 10/24

5:20 pm-9:10 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Sun 10/26

6:00 am-10:04 am

Nonstop4h 04m

$243

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Fri 9/12

5:20 pm-9:10 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Sat 9/20

6:33 pm-10:29 pm

Nonstop3h 56m

$244

BostonSaint Thomas Island

BOS - STT

BOSSTT

Boston Logan Intl

Mon 9/8

5:47 am-12:50 pm

1 stop7h 03m

Saint Thomas Island Cyril E King

Thu 9/11

1:40 pm-12:59 am

1 stop11h 19m

$311

BostonOranjestad

BOS - AUA

BOSAUA

Boston Logan Intl

Mon 1/5

7:20 pm-1:55 pm

2 stops17h 35m

Oranjestad Reina Beatrix

Mon 1/12

5:00 pm-7:27 am

2 stops15h 27m

$340

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Massachusetts to Caribbean Islands

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

Prices

Airlines

Other information

What is the cheapest month to fly to Caribbean Islands?

The month of September is, on average, the cheapest month to fly to Caribbean Islands from Massachusetts, with most prices found around $197. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Massachusetts averaging around $219.

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Massachusetts to Caribbean Islands is on a Monday. Travelers who choose to depart for Caribbean Islands on a Monday will often find tickets for as low as $289. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around $331. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is in the morning. momondo users have found flights departing from Massachusetts to Caribbean Islands in the morning for as low as $298. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the evening because they tend to be around $340. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Massachusetts to Caribbean Islands flight route?

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

How far in advance should I book a flight to Caribbean Islands?

You are more likely to see cheaper flights to Caribbean Islands from Massachusetts when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $280 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Massachusetts for as low as $232 on momondo.

What cabin class options are available on Massachusetts to Caribbean Islands flights?

There are 4 cabin classes available to choose from on Massachusetts to Caribbean Islands 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 Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Massachusetts to Caribbean Islands.

Cheap Massachusetts to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Massachusetts to Caribbean Islands

Best Price Found	$68
Fastest flight time	3h 21m
Direct flights	Every day
Airports in Caribbean Islands	7 airports

The best one-way flight to Caribbean Islands from Massachusetts in the past 72 hours is $68. The best round-trip flight deal from Massachusetts to Caribbean Islands found on momondo in the last 72 hours is $174.

The fastest flight from Massachusetts to Caribbean Islands takes 3h 21m

Direct flights go from Massachusetts to Caribbean Islands every day.

There are 7 airports near Caribbean Islands: Santo Domingo Las Americas (SDQ), Nassau Intl (NAS), Saint Thomas Island Cyril E King (STT), Montego Bay Sangster Intl (MBJ), Punta Cana (PUJ), Santiago de los Caballeros (STI), San Juan Luis Munoz Marin Intl (SJU)

Search flight deals

When did momondo last update prices for flights from Massachusetts to Caribbean Islands?
Prices for flights from Massachusetts to Caribbean Islands are refreshed on a daily basis.
How many operators does momondo search for flights from Massachusetts to Caribbean Islands?
As of August 2025, there are 13 operators available to choose from for flights from Massachusetts to Caribbean Islands.
How old do you have to be to fly from Massachusetts to Caribbean Islands?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Massachusetts to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The necessary travel and health documents for your Caribbean Islands 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 Caribbean Islands?
momondo data reveals that the most frequently booked plane model on the route from Massachusetts to Caribbean Islands is Airbus A321neo, representing 12.27% of all bookings. The subsequent popular models are Airbus A321-100/200 at 9.20%, Airbus A220-300 at 8.43%, and Airbus A320-100/200 at 6.67%.

Best airlines flying from Massachusetts to Caribbean Islands

Compare and see reviews for airlines that fly from Massachusetts to Caribbean Islands with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $80	Free Cancellation	Rating 5.8 3,221 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $99	Free Cancellation	Rating 6.3 8,043 reviews	Search Spirit Airlines flights
JetBlue	PriceFrom $136	Free Cancellation	Rating 7.2 2,915 reviews	Search JetBlue flights
Delta	PriceFrom $140	Free Cancellation	Rating 8.0 7,979 reviews	Search Delta flights
Arajet	PriceFrom $187	Free Cancellation	Rating 6.9 33 reviews	Search Arajet flights
Air Canada	PriceFrom $188	Free Cancellation	Rating 7.1 9,943 reviews	Search Air Canada flights
Copa Airlines	PriceFrom $192	Free Cancellation	Rating 7.5 1,507 reviews	Search Copa Airlines flights
United Airlines	PriceFrom $204	Free Cancellation	Rating 7.4 8,920 reviews	Search United Airlines flights
American Airlines	PriceFrom $288	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Avianca	PriceFrom $356	Free Cancellation	Rating 6.7 2,397 reviews	Search Avianca flights

Why use momondo?

Why should I use momondo to find a flight deal from Massachusetts to Caribbean Islands?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Massachusetts to Caribbean Islands. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Massachusetts to Caribbean Islands with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Caribbean Islands from Massachusetts with this policy.

How can momondo help me find flights from Massachusetts to Caribbean Islands?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Caribbean Islands from Massachusetts.

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

Yes. momondo can track prices for Massachusetts to Caribbean Islands flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

An easier way to manage your Caribbean Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Cheap flights from Massachusetts to Caribbean Islands from $68

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Big names and deals

Filter for what you want

Filter for what you want

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Find the cheapest flights from Massachusetts to Caribbean Islands

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

Spirit Airlines flights from Massachusetts to Caribbean Islands

Our best Spirit Airlines deals on Massachusetts to Caribbean Islands flight tickets

Frontier flights from Massachusetts to Caribbean Islands

Our best Frontier deals on Massachusetts to Caribbean Islands flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Massachusetts to Caribbean Islands that are best for you.

See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Massachusetts to Caribbean Islands

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 Caribbean Islands?

The month of September is, on average, the cheapest month to fly to Caribbean Islands from Massachusetts, with most prices found around $197. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Massachusetts averaging around $219.

What is the cheapest day to depart on your flight to Caribbean Islands?

What is the cheapest time of day to depart on your flight to Caribbean Islands?

What is the cheapest Massachusetts to Caribbean Islands flight route?

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

How far in advance should I book a flight to Caribbean Islands?

What cabin class options are available on Massachusetts to Caribbean Islands flights?

There are 4 cabin classes available to choose from on Massachusetts to Caribbean Islands 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 Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Massachusetts to Caribbean Islands.

What is the cheapest airline that flies from Massachusetts to Caribbean Islands?

Spirit Airlines, Frontier, and JetBlue are the most popular carriers operating from Massachusetts to Caribbean Islands

What airlines fly to Caribbean Islands?

How many flights depart from Massachusetts to Caribbean Islands on average per day?

As of August 2025, there are 26 flights per day flying from Massachusetts to Caribbean Islands. The most common time of day flights depart is 8:00PM, with 43% of flights taking off at noon.

How many flights depart from Massachusetts to Caribbean Islands on average per week?

The number of flights available between Massachusetts and Caribbean Islands is 185 per week as of August 2025. The most frequent departure day is Mon, with 17% of weekly flights leaving on this day.

How long is the flight from Massachusetts to Caribbean Islands?

Cheap Massachusetts to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Massachusetts to Caribbean Islands

Best Price Found

Fastest flight time

Direct flights

Airports in Caribbean Islands

When did momondo last update prices for flights from Massachusetts to Caribbean Islands?

How many operators does momondo search for flights from Massachusetts to Caribbean Islands?

How old do you have to be to fly from Massachusetts to Caribbean Islands?

What documentation or ID do you need to fly to Caribbean Islands?

What is the most popular plane model from Massachusetts to Caribbean Islands?

Best airlines flying from Massachusetts to Caribbean Islands

Compare and see reviews for airlines that fly from Massachusetts to Caribbean Islands with momondo

Why use momondo?

Why should I use momondo to find a flight deal from Massachusetts to Caribbean Islands?

Can I find flights from Massachusetts to Caribbean Islands with flexible booking policies on momondo?

How can momondo help me find flights from Massachusetts to Caribbean Islands?

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

An easier way to manage your Caribbean Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

Popular flights according to clicks in the last 7 days on momondo