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Cheap flights from Massachusetts to Caribbean Islands from $52

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 Caribbean Islands departing on 1/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Massachusetts to Caribbean Islands

Cheap round-trip flights

These are some of the best round-trip flight deals from Massachusetts to Caribbean Islands that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Massachusetts to Caribbean Islands.

Cheap last minute flights

Planning a quick getaway from Massachusetts to Caribbean Islands? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Caribbean Islands, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Massachusetts to Caribbean Islands

Find recent round-trip train or bus tickets from Massachusetts to Caribbean Islands.

All round-trip flight deals to Caribbean Islands

The cheapest plane tickets to Caribbean Islands found on KAYAK recently.
10:06 am - 3:11 pmBOS-SJU
4h 05mnonstop
5:35 am - 9:03 amSJU-BOS
4h 28mnonstop
$94Frontier
Find Deal
Sun, Jan 12 - Thu, Jan 23
6:00 am - 3:15 pmBOS-SJU
8h 15m1 stop
6:00 am - 9:26 amSJU-BOS
4h 26mnonstop
$95Frontier
Find Deal
Wed, Dec 11 - Wed, Dec 18
6:25 am - 2:30 pmBOS-SJU
7h 05m1 stop
3:58 pm - 7:32 pmSJU-BOS
4h 34mnonstop
$109Spirit Airlines
Find Deal
Tue, Feb 11 - Wed, Feb 26
5:30 pm - 12:52 amBOS-SJU
6h 22m1 stop
5:35 am - 9:03 amSJU-BOS
4h 28mnonstop
Fri, Jan 31 - Fri, Feb 7
10:03 am - 3:07 pmBOS-SJU
4h 04mnonstop
6:14 am - 2:34 pmSJU-BOS
9h 20m1 stop
Tue, Jan 21 - Fri, Jan 24
12:43 pm - 5:53 pmBOS-SJU
4h 10mnonstop
6:15 am - 2:30 pmSJU-BOS
9h 15m1 stop
$117Spirit Airlines
Find Deal
Wed, Jan 8 - Fri, Jan 17
8:40 am - 5:41 pmBOS-STT
8h 01m1 stop
2:44 pm - 10:18 pmSTT-BOS
8h 34m1 stop
$182American Airlines
Find Deal
Wed, Feb 5 - Fri, Feb 7
6:00 am - 5:41 pmBOS-STT
10h 41m2 stops
2:44 pm - 11:09 pmSTT-BOS
9h 25m1 stop
$184American Airlines
Find Deal
Wed, Feb 5 - Mon, Feb 10
7:07 pm - 11:52 pmBDL-SJU
3h 45mnonstop
7:30 pm - 10:33 pmSJU-BDL
4h 03mnonstop
$239JetBlue
Find Deal
Sun, Dec 8 - Wed, Dec 18
6:00 pm - 10:58 pmBOS-SJU
3h 58mnonstop
1:59 am - 5:04 amSJU-BOS
4h 05mnonstop
$253JetBlue
Find Deal
Tue, Dec 10 - Mon, Dec 16
12:43 pm - 5:53 pmBOS-SJU
4h 10mnonstop
$52Spirit Airlines
Find Deal
Sat, Jan 4
12:43 pm - 5:53 pmBOS-SJU
4h 10mnonstop
$53Spirit Airlines
Find Deal
Sun, Jan 5
10:26 am - 3:31 pmBOS-SJU
4h 05mnonstop
$54Frontier
Find Deal
Mon, Jan 13
9:51 am - 2:56 pmBOS-SJU
4h 05mnonstop
$55Frontier
Find Deal
Mon, Dec 9
10:07 am - 1:45 pmBOS-NAS
3h 38mnonstop
$68JetBlue
Find Deal
Fri, Jan 3
10:08 am - 4:05 pmBOS-NAS
5h 57m1 stop
$78American Airlines
Find Deal
Fri, Jan 3
6:00 am - 5:41 pmBOS-STT
10h 41m2 stops
$90American Airlines
Find Deal
Tue, Jan 14
10:20 pm - 3:07 amBDL-SJU
3h 47mnonstop
$115JetBlue
Find Deal
Mon, Jan 6
2:47 pm - 11:13 amBOS-SXM
19h 26m1 stop
$142Copa Airlines
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Thu, Jan 23
2:47 pm - 11:13 amBOS-SXM
19h 26m1 stop
$167Copa Airlines
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Thu, Jan 16
11:10 am - 4:09 pmBOS-SJU
3h 59mnonstop
5:25 am - 8:51 amSJU-BOS
4h 26mnonstop
$177Frontier
Find Deal
Fri, Nov 29 - Fri, Dec 6
11:10 am - 4:09 pmBOS-SJU
3h 59mnonstop
5:25 am - 8:51 amSJU-BOS
4h 26mnonstop
$179Frontier
Find Deal
Fri, Nov 29 - Fri, Dec 6
11:10 am - 4:09 pmBOS-SJU
3h 59mnonstop
9:13 pm - 9:14 amSJU-BOS
13h 01m1 stop
Wed, Nov 27 - Wed, Dec 4
11:10 am - 4:09 pmBOS-SJU
3h 59mnonstop
9:13 pm - 9:14 amSJU-BOS
13h 01m1 stop
Wed, Nov 27 - Wed, Dec 4
5:45 am - 8:55 pmBOS-SJU
14h 10m2 stops
5:50 pm - 11:59 pmSJU-BOS
7h 09m1 stop
$234United Airlines
Find Deal
Thu, Nov 28 - Thu, Dec 5
10:20 pm - 3:04 amBDL-SJU
3h 44mnonstop
6:04 am - 9:00 amSJU-BDL
3h 56mnonstop
$239JetBlue
Find Deal
Sun, Dec 1 - Sun, Dec 8
5:40 am - 1:11 pmBOS-STT
6h 31m1 stop
1:05 pm - 6:47 pmSTT-BOS
6h 42m1 stop
$293United Airlines
Find Deal
Fri, Nov 29 - Wed, Dec 4
10:20 pm - 3:04 amBDL-SJU
3h 44mnonstop
6:01 am - 11:46 amSJU-BDL
6h 45m1 stop
$320JetBlue
Find Deal
Sun, Dec 1 - Sun, Dec 8
7:34 am - 1:44 amBOS-SDQ
17h 10m1 stop
8:53 am - 6:15 pmSDQ-BOS
10h 22m1 stop
$511Copa Airlines
Find Deal
Wed, Nov 27 - Fri, Nov 29
7:34 am - 1:44 amBOS-SDQ
17h 10m1 stop
6:16 am - 6:15 pmSDQ-BOS
12h 59m1 stop
$541Copa Airlines
Find Deal
Wed, Nov 27 - Fri, Nov 29
8:27 pm - 1:25 amBDL-SJU
3h 58mnonstop
4:24 pm - 7:31 pmSJU-BDL
4h 07mnonstop
$130Frontier
Find Deal
Tue, Dec 10 - Tue, Dec 17
10:03 am - 3:07 pmBOS-SJU
4h 04mnonstop
5:35 am - 9:03 amSJU-BOS
4h 28mnonstop
$130Frontier
Find Deal
Sun, Jan 26 - Sun, Feb 9
10:03 am - 3:03 pmBOS-SJU
4h 00mnonstop
7:00 am - 10:28 amSJU-BOS
4h 28mnonstop
Wed, Feb 12 - Sat, Feb 15
12:43 pm - 5:53 pmBOS-SJU
4h 10mnonstop
6:00 am - 9:26 amSJU-BOS
4h 26mnonstop
Sat, Jan 4 - Sat, Jan 11
8:10 am - 1:18 pmBOS-SJU
4h 08mnonstop
2:13 pm - 5:40 pmSJU-BOS
4h 27mnonstop
$177Delta
Find Deal
Tue, Dec 10 - Thu, Dec 12
8:10 am - 1:18 pmBOS-SJU
4h 08mnonstop
5:40 pm - 9:03 pmSJU-BOS
4h 23mnonstop
$195Delta
Find Deal
Wed, Dec 11 - Sun, Dec 22
10:30 pm - 3:25 amBOS-SJU
3h 55mnonstop
5:00 am - 8:17 amSJU-BOS
4h 17mnonstop
$213JetBlue
Find Deal
Thu, Jan 9 - Fri, Jan 17
12:43 pm - 5:53 pmBOS-SJU
4h 10mnonstop
6:48 pm - 10:14 pmSJU-BOS
4h 26mnonstop
$215Spirit Airlines
Find Deal
Wed, Dec 18 - Tue, Dec 24
12:43 pm - 5:53 pmBOS-SJU
4h 10mnonstop
6:48 pm - 10:14 pmSJU-BOS
4h 26mnonstop
$227Spirit Airlines
Find Deal
Wed, Dec 18 - Thu, Dec 26
6:00 pm - 10:58 pmBOS-SJU
3h 58mnonstop
1:16 pm - 4:29 pmSJU-BOS
4h 13mnonstop
$233JetBlue
Find Deal
Tue, Dec 10 - Mon, Dec 16

Frontier flights from Massachusetts to Caribbean Islands

Our best Frontier deals on Massachusetts to Caribbean Islands flight tickets
Frontier
Jan 12
BOS10:06 amBoston Logan Intl
4h 05m
SJU3:11 pmSan Juan Luis Munoz Marin Intl
Jan 23
SJU5:35 amSan Juan Luis Munoz Marin Intl
4h 28m
BOS9:03 amBoston Logan Intl
Frontier
Dec 11
BOS6:00 amBoston Logan Intl
8h 15m
1 stop
SJU3:15 pmSan Juan Luis Munoz Marin Intl
Dec 18
SJU6:00 amSan Juan Luis Munoz Marin Intl
4h 26m
BOS9:26 amBoston Logan Intl
Frontier
Jan 22
BOS10:03 amBoston Logan Intl
4h 04m
SJU3:07 pmSan Juan Luis Munoz Marin Intl
Jan 28
SJU5:35 amSan Juan Luis Munoz Marin Intl
4h 28m
BOS9:03 amBoston Logan Intl

Spirit Airlines flights from Massachusetts to Caribbean Islands

Our best Spirit Airlines deals on Massachusetts to Caribbean Islands flight tickets
Spirit Airlines
Feb 11
BOS6:25 amBoston Logan Intl
7h 05m
1 stop
SJU2:30 pmSan Juan Luis Munoz Marin Intl
Feb 26
SJU3:58 pmSan Juan Luis Munoz Marin Intl
4h 34m
BOS7:32 pmBoston Logan Intl
Spirit Airlines
Jan 8
BOS12:43 pmBoston Logan Intl
4h 10m
SJU5:53 pmSan Juan Luis Munoz Marin Intl
Jan 17
SJU6:15 amSan Juan Luis Munoz Marin Intl
9h 15m
1 stop
BOS2:30 pmBoston Logan Intl
Spirit Airlines
Jan 26
BOS6:25 amBoston Logan Intl
17h 34m
1 stop
SJU12:59 amSan Juan Luis Munoz Marin Intl
Feb 9
SJU4:50 pmSan Juan Luis Munoz Marin Intl
7h 32m
1 stop
BOS11:22 pmBoston Logan Intl

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 day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Massachusetts to Caribbean Islands is on a Tuesday. Travelers who choose to depart for Caribbean Islands on a Tuesday will often find tickets for as low as $257. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around $313. 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 Massachusetts to Caribbean Islands flight route?

Fly from Boston Logan Intl to Nassau Intl for the best Massachusetts - Caribbean Islands flight prices

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?

You could potentially save up to 19% on your flight if you consider stops on a Massachusetts to Caribbean Islands flight.

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

$52

Fastest flight time

3h 34m

Direct flights

Every day

Airports in Caribbean Islands

3 airports
The best one-way flight to Caribbean Islands from Massachusetts in the past 72 hours is $52. The best round-trip flight deal from Massachusetts to Caribbean Islands found on momondo in the last 72 hours is $94.
The fastest flight from Massachusetts to Caribbean Islands takes 3h 34m
Direct flights go from Massachusetts to Caribbean Islands every day.
There are 3 airports near Caribbean Islands: Nassau Intl (NAS), Santiago de los Caballeros (STI), San Juan Luis Munoz Marin Intl (SJU)

  • 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?

  • 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?


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
FrontierPriceFrom $73Free CancellationRating
6.1
3,524 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $99Free CancellationRating
6.3
8,173 reviews
Search Spirit Airlines flights
DeltaPriceFrom $145Free CancellationRating
8.0
8,736 reviews
Search Delta flights
JetBluePriceFrom $145Free CancellationRating
7.4
3,364 reviews
Search JetBlue flights
Copa AirlinesPriceFrom $200Free CancellationRating
7.7
1,776 reviews
Search Copa Airlines flights
AviancaPriceFrom $242Free CancellationRating
7.0
2,784 reviews
Search Avianca flights
American AirlinesPriceFrom $244Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $263Free CancellationRating
7.4
9,153 reviews
Search United Airlines flights
Air CanadaPriceFrom $299Free CancellationRating
7.0
8,273 reviews
Search Air Canada flights
SouthwestPriceFrom $515Free CancellationRating
8.1
4,982 reviews
Search Southwest 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.


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