Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Caribbean to Massachusetts from $69

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Caribbean to Massachusetts departing on 1/12. 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
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Caribbean to Massachusetts

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
10:52 am - 2:12 pm
SJU
-
BOS
4h 20mnonstop
Spirit Airlines Logo
3:18 pm - 8:24 pm
BOS
-
SJU
4h 06mnonstop
$135Spirit Airlines
Fri, Jan 23 - Mon, Jan 26
Spirit Airlines Logo
10:52 am - 2:12 pm
SJU
-
BOS
4h 20mnonstop
Spirit Airlines Logo
3:18 pm - 8:24 pm
BOS
-
SJU
4h 06mnonstop
$136Spirit Airlines
Thu, Jan 15 - Mon, Jan 19
Frontier Logo
4:07 pm - 7:39 pm
SJU
-
BDL
28h 32m1 stop
Frontier Logo
7:03 pm - 11:59 pm
BDL
-
SJU
3h 56mnonstop
$148Frontier
Thu, Jan 8 - Sun, Jan 11
Frontier Logo
4:06 pm - 5:11 pm
SJU
-
BDL
26h 05m1 stop
Frontier Logo
7:17 pm - 12:08 am
BDL
-
SJU
3h 51mnonstop
$152Frontier
Thu, Jan 15 - Sun, Jan 18
JetBlue Logo
4:35 pm - 8:02 pm
NAS
-
BOS
3h 27mnonstop
JetBlue Logo
11:30 am - 3:11 pm
BOS
-
NAS
3h 41mnonstop
$193JetBlue
Sat, Jan 10 - Sat, Jan 17
JetBlue Logo
2:41 pm - 8:34 pm
STT
-
BOS
5h 53m1 stop
JetBlue Logo
9:45 am - 1:46 pm
BOS
-
STT
4h 01mnonstop
$224JetBlue
Mon, Mar 16 - Wed, Mar 25
Delta Logo
3:55 pm - 10:54 pm
STT
-
BOS
6h 59m1 stop
Delta Logo
8:40 am - 12:43 pm
BOS
-
STT
4h 03mnonstop
$229Delta
Wed, Mar 18 - Mon, Mar 23
Delta Logo
7:30 am - 4:48 pm
SJU
-
ALB
10h 18m1 stop
Delta Logo
5:30 am - 2:10 pm
ALB
-
SJU
7h 40m1 stop
$231Delta
Thu, Jan 22 - Mon, Jan 26
American Airlines Logo
6:39 pm - 11:35 am
STT
-
BOS
17h 56m1 stop
American Airlines Logo
6:17 pm - 1:55 pm
BOS
-
STT
18h 38m1 stop
$233American Airlines
Tue, Feb 10 - Tue, Feb 17
American Airlines Logo
6:36 pm - 9:49 am
STT
-
BOS
16h 13m1 stop
American Airlines Logo
6:17 pm - 1:55 pm
BOS
-
STT
18h 38m1 stop
$258American Airlines
Thu, Feb 12 - Mon, Feb 16

Frontier flights from Caribbean to Massachusetts

Our best Frontier deals on Caribbean to Massachusetts flight tickets
Frontier
Dec 30
SJU8:00 amSan Juan Luis Munoz Marin Intl
4h 23m
BOS11:23 amBoston Logan Intl
Jan 6
BOS12:31 pmBoston Logan Intl
3h 59m
SJU5:30 pmSan Juan Luis Munoz Marin Intl
$111
Find similar
Frontier
Jan 8
SJU4:07 pmSan Juan Luis Munoz Marin Intl
28h 32m
1 stop
BDL7:39 pmHartford Bradley Intl
Jan 11
BDL7:03 pmHartford Bradley Intl
3h 56m
SJU11:59 pmSan Juan Luis Munoz Marin Intl
$148
Find similar
Frontier
Dec 27
SJU6:00 amSan Juan Luis Munoz Marin Intl
4h 08m
BDL9:08 amHartford Bradley Intl
Jan 3
BDL10:03 amHartford Bradley Intl
3h 56m
SJU2:59 pmSan Juan Luis Munoz Marin Intl
$149
Find similar

Spirit Airlines flights from Caribbean to Massachusetts

Our best Spirit Airlines deals on Caribbean to Massachusetts flight tickets
Spirit Airlines
Feb 27
SJU3:30 pmSan Juan Luis Munoz Marin Intl
4h 26m
BOS6:56 pmBoston Logan Intl
Mar 2
BOS8:01 pmBoston Logan Intl
4h 07m
SJU1:08 amSan Juan Luis Munoz Marin Intl
$135
Find similar
Spirit Airlines
Jan 15
SJU10:52 amSan Juan Luis Munoz Marin Intl
4h 20m
BOS2:12 pmBoston Logan Intl
Jan 19
BOS3:18 pmBoston Logan Intl
4h 06m
SJU8:24 pmSan Juan Luis Munoz Marin Intl
$136
Find similar
Spirit Airlines
Jan 15
SJU10:52 amSan Juan Luis Munoz Marin Intl
4h 20m
BOS2:12 pmBoston Logan Intl
Jan 20
BOS3:43 pmBoston Logan Intl
6h 50m
1 stop
SJU11:33 pmSan Juan Luis Munoz Marin Intl
$137
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Caribbean to Massachusetts 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 December 25, 2025.
Use the filters below to find and compare flights from Caribbean to Massachusetts that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Fri 1/23

10:52 am-2:12 pm

Nonstop4h 20m

Boston Logan Intl

Mon 1/26

3:18 pm-8:24 pm

Nonstop4h 06m

$135

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Thu 1/15

10:52 am-2:12 pm

Nonstop4h 20m

Boston Logan Intl

Mon 1/19

3:18 pm-8:24 pm

Nonstop4h 06m

$136

San JuanHartford

SJU - BDL

SJUBDL

San Juan Luis Munoz Marin Intl

Thu 1/8

4:07 pm-7:39 pm

1 stop28h 32m

Hartford Bradley Intl

Sun 1/11

7:03 pm-11:59 pm

Nonstop3h 56m

$148

San JuanHartford

SJU - BDL

SJUBDL

San Juan Luis Munoz Marin Intl

Thu 1/15

4:06 pm-5:11 pm

1 stop26h 05m

Hartford Bradley Intl

Sun 1/18

7:17 pm-12:08 am

Nonstop3h 51m

$152

NassauBoston

NAS - BOS

NASBOS

Nassau Intl

Sat 1/10

4:35 pm-8:02 pm

Nonstop3h 27m

Boston Logan Intl

Sat 1/17

11:30 am-3:11 pm

Nonstop3h 41m

$193

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

Mon 3/16

2:41 pm-8:34 pm

1 stop5h 53m

Boston Logan Intl

Wed 3/25

9:45 am-1:46 pm

Nonstop4h 01m

$224

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

Wed 3/18

3:55 pm-10:54 pm

1 stop6h 59m

Boston Logan Intl

Mon 3/23

8:40 am-12:43 pm

Nonstop4h 03m

$229

San JuanAlbany

SJU - ALB

SJUALB

San Juan Luis Munoz Marin Intl

Thu 1/22

7:30 am-4:48 pm

1 stop10h 18m

Albany Intl

Mon 1/26

5:30 am-2:10 pm

1 stop7h 40m

$231

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

Tue 2/10

6:39 pm-11:35 am

1 stop17h 56m

Boston Logan Intl

Tue 2/17

6:17 pm-1:55 pm

1 stop18h 38m

$233

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

Thu 2/12

6:36 pm-9:49 am

1 stop16h 13m

Boston Logan Intl

Mon 2/16

6:17 pm-1:55 pm

1 stop18h 38m

$258

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Massachusetts from

How to get the cheapest flight ticket from Caribbean to Massachusetts

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 Massachusetts?

In general, February is the cheapest month to fly from Caribbean to Massachusetts. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $161. If you aren’t able to travel to Massachusetts during the month of February, then flying in January is also cheap. Prices for this month can be found on momondo for an average of $198.

What is the cheapest day to depart on your flight to Massachusetts?

According to our data, Saturday is the cheapest day to fly to Massachusetts from Caribbean. The lowest ticket price found for a Saturday departure recently was $248. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Monday is the most expensive day to depart from Caribbean because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $344.

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

Our data shows that the cheapest Caribbean to Massachusetts flights are usually those with departure times in the afternoon. Our users have found flights to Massachusetts in the afternoon for as low as $238. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $299 on average. Flights to Massachusetts from Caribbean in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Caribbean to Massachusetts flight route?

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

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

You are more likely to see cheaper flights to Massachusetts from Caribbean when booking weeks ahead of your departure date. In general, you can expect to find flights to Massachusetts for around $255 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Massachusetts from Caribbean for as low as $232 on momondo.

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

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

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

Cheap Caribbean to Massachusetts flight deals and tips

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

Best Price Found

$137

Fastest flight time

3h 23m

Direct flights

Every day

Airports in Massachusetts

140 airports
The best one-way flight to Massachusetts from Caribbean in the past 72 hours is $137. The best round-trip flight deal from Caribbean to Massachusetts found on momondo in the last 72 hours is $108.
The fastest flight from Caribbean to Massachusetts takes 3h 23m
Direct flights go from Caribbean to Massachusetts every day.
There are 140 airports in Massachusetts. From Caribbean there are direct flights to Boston Logan Intl (BOS), Hartford Bradley Intl (BDL).
Search flight deals

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

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

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

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

    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 Caribbean to Massachusetts.

  • What documentation or ID do you need to fly to Massachusetts?

    The necessary travel and health documents for your Massachusetts 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 Caribbean to Massachusetts?

Best airlines flying from Caribbean to Massachusetts

Compare and see reviews for airlines that fly from Caribbean to Massachusetts with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $86Free CancellationRating
6.3
8,203 reviews
Search Spirit Airlines flights
FrontierPriceFrom $87Free CancellationRating
5.8
3,070 reviews
Search Frontier flights
DeltaPriceFrom $136Free CancellationRating
7.9
8,012 reviews
Search Delta flights
ArajetPriceFrom $170Free CancellationRating
6.6
40 reviews
Search Arajet flights
JetBluePriceFrom $182Free CancellationRating
7.2
2,899 reviews
Search JetBlue flights
Copa AirlinesPriceFrom $192Free CancellationRating
7.6
1,559 reviews
Search Copa Airlines flights
United AirlinesPriceFrom $208Free CancellationRating
7.4
9,115 reviews
Search United Airlines flights
American AirlinesPriceFrom $335Free CancellationRating
7.2
11,061 reviews
Search American Airlines flights

Why use momondo?

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

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

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

Yes. All flights to Massachusetts from Caribbean on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo helps you find the best flight between Caribbean and Massachusetts by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Yes. momondo can track prices for Caribbean to Massachusetts 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 Massachusetts 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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 1/24
Sat 1/31
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Massachusetts

Popular cities in Massachusetts

Popular flights according to clicks in the last 7 days on momondo
Flights to New Yorkfrom $50
Flights to Los Angelesfrom $47
Flights to Miamifrom $50
Flights to Chicagofrom $51
Flights to Orlandofrom $49
Flights to San Franciscofrom $59
Flights to Las Vegasfrom $49
Flights to Washington, D.C.from $58
Flights to Bostonfrom $51
Flights to Atlantafrom $44
Flights to Dallasfrom $51
Flights to Seattlefrom $57