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Cheap flights from Caribbean to Boston from $90

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 Boston departing on 2/14. 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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0 bags

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Find the cheapest flights from Caribbean to Boston

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
$102Spirit Airlines
Sat, Feb 7 - Tue, Feb 10
Spirit Airlines Logo
3:30 pm - 6:56 pm
SJU
-
BOS
4h 26mnonstop
Spirit Airlines Logo
8:01 pm - 1:08 am
BOS
-
SJU
4h 07mnonstop
$103Spirit Airlines
Tue, Feb 24 - Sat, Feb 28
JetBlue Logo
1:01 pm - 6:53 pm
STT
-
BOS
5h 52m
1 stop
JetBlue Logo
9:45 am - 1:46 pm
BOS
-
STT
4h 01mnonstop
$225JetBlue
Wed, Mar 11 - Tue, Mar 17
Delta Logo
2:32 pm - 5:53 pm
STT
-
BOS
4h 21mnonstop
Delta Logo
8:55 am - 2:00 pm
BOS
-
STT
4h 05mnonstop
$245Delta
Wed, Feb 11 - Wed, Feb 18
Delta Logo
2:32 pm - 5:53 pm
STT
-
BOS
4h 21mnonstop
Delta Logo
6:00 am - 1:22 pm
BOS
-
STT
6h 22m
1 stop
$250Delta
Wed, Feb 11 - Wed, Feb 18
JetBlue Logo
8:20 am - 6:45 pm
POS
-
BOS
11h 25m
1 stop
JetBlue Logo
5:32 pm - 6:17 am
BOS
-
POS
12h 45m
1 stop
$259JetBlue
Sat, Feb 7 - Tue, Mar 10
Frontier Logo
6:29 pm - 1:13 am
NAS
-
BOS
6h 44m
1 stop
Frontier Logo
6:00 am - 5:09 pm
BOS
-
NAS
11h 09m
1 stop
$282Frontier
Sat, Jan 31 - Sat, Feb 7
American Airlines Logo
4:16 pm - 12:59 am
MBJ
-
BOS
8h 43m
1 stop
American Airlines Logo
8:14 pm - 12:21 pm
BOS
-
MBJ
16h 07m
2 stops
$321American Airlines
Wed, Feb 4 - Sun, Feb 15
Frontier Logo
3:08 pm - 1:13 am
MBJ
-
BOS
10h 05m
1 stop
Frontier Logo
10:01 am - 8:50 am
BOS
-
MBJ
22h 49m
2 stops
$322Frontier
Thu, Feb 12 - Thu, Feb 19
American Airlines Logo
6:04 pm - 12:59 am
NAS
-
BOS
6h 55m
1 stop
American Airlines Logo
8:00 am - 4:00 pm
BOS
-
NAS
8h 00m
2 stops
$340American Airlines
Fri, Feb 13 - Tue, Feb 17

JetBlue flights from Caribbean to Boston

Our best JetBlue deals on Caribbean to Boston flight tickets
JetBlue
Jan 23
SJU7:15 pmSan Juan Luis Munoz Marin Intl
4h 13m
BOS10:28 pmBoston Logan Intl
Jan 27
BOS7:30 amBoston Logan Intl
4h 03m
SJU12:33 pmSan Juan Luis Munoz Marin Intl
$209
JetBlue
Mar 11
STT1:01 pmSaint Thomas Island Cyril E King
5h 52m
1 stop
BOS6:53 pmBoston Logan Intl
Mar 17
BOS9:45 amBoston Logan Intl
4h 01m
STT1:46 pmSaint Thomas Island Cyril E King
$225
JetBlue
Feb 7
POS8:20 amPort of Spain Piarco Intl
11h 25m
1 stop
BOS6:45 pmBoston Logan Intl
Mar 10
BOS5:32 pmBoston Logan Intl
12h 45m
1 stop
POS6:17 amPort of Spain Piarco Intl
$259

Delta flights from Caribbean to Boston

Our best Delta deals on Caribbean to Boston flight tickets
Delta
Feb 11
STT2:32 pmSaint Thomas Island Cyril E King
4h 21m
BOS5:53 pmBoston Logan Intl
Feb 18
BOS8:55 amBoston Logan Intl
4h 05m
STT2:00 pmSaint Thomas Island Cyril E King
$245
Delta
Feb 11
STT2:32 pmSaint Thomas Island Cyril E King
4h 21m
BOS5:53 pmBoston Logan Intl
Feb 18
BOS6:00 amBoston Logan Intl
6h 22m
1 stop
STT1:22 pmSaint Thomas Island Cyril E King
$250
Delta
Mar 11
STT3:55 pmSaint Thomas Island Cyril E King
6h 59m
1 stop
BOS10:54 pmBoston Logan Intl
Mar 17
BOS6:40 amBoston Logan Intl
8h 03m
1 stop
STT2:43 pmSaint Thomas Island Cyril E King
$254

momondo Fare Finder

 
Customize your flight search to find flights from Caribbean to Boston 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 January 14, 2026.
Use the filters below to find and compare flights from Caribbean to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Sat 2/7

10:52 am-2:12 pm

Nonstop4h 20m

Boston Logan Intl

Tue 2/10

3:18 pm-8:24 pm

Nonstop4h 06m

$102

San JuanBoston

SJU - BOS

SJUBOS

San Juan Luis Munoz Marin Intl

Tue 2/24

3:30 pm-6:56 pm

Nonstop4h 26m

Boston Logan Intl

Sat 2/28

8:01 pm-1:08 am

Nonstop4h 07m

$103

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

Wed 3/11

1:01 pm-6:53 pm

1 stop5h 52m

Boston Logan Intl

Tue 3/17

9:45 am-1:46 pm

Nonstop4h 01m

$225

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

Wed 2/11

2:32 pm-5:53 pm

Nonstop4h 21m

Boston Logan Intl

Wed 2/18

8:55 am-2:00 pm

Nonstop4h 05m

$245

Saint Thomas IslandBoston

STT - BOS

STTBOS

Saint Thomas Island Cyril E King

Wed 2/11

2:32 pm-5:53 pm

Nonstop4h 21m

Boston Logan Intl

Wed 2/18

6:00 am-1:22 pm

1 stop6h 22m

$250

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 2/7

8:20 am-6:45 pm

1 stop11h 25m

Boston Logan Intl

Tue 3/10

5:32 pm-6:17 am

1 stop12h 45m

$259

NassauBoston

NAS - BOS

NASBOS

Nassau Intl

Sat 1/31

6:29 pm-1:13 am

1 stop6h 44m

Boston Logan Intl

Sat 2/7

6:00 am-5:09 pm

1 stop11h 09m

$282

Montego BayBoston

MBJ - BOS

MBJBOS

Montego Bay Sangster Intl

Wed 2/4

4:16 pm-12:59 am

1 stop8h 43m

Boston Logan Intl

Sun 2/15

8:14 pm-12:21 pm

2 stops16h 07m

$321

Montego BayBoston

MBJ - BOS

MBJBOS

Montego Bay Sangster Intl

Thu 2/12

3:08 pm-1:13 am

1 stop10h 05m

Boston Logan Intl

Thu 2/19

10:01 am-8:50 am

2 stops22h 49m

$322

NassauBoston

NAS - BOS

NASBOS

Nassau Intl

Fri 2/13

6:04 pm-12:59 am

1 stop6h 55m

Boston Logan Intl

Tue 2/17

8:00 am-4:00 pm

2 stops8h 00m

$340

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 Boston from

How to get the cheapest flight ticket from Caribbean to Boston

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 Boston?

In general, February is the cheapest month to fly from Caribbean to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $169. If you aren’t able to travel during the month of February, then book flights to Boston from Caribbean during March instead. Flights to Boston in March, while not as cheap as those in February, still average around $214.

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

The cheapest day to depart from Caribbean to Boston is on a Saturday when prices can be found for as low as $256. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Monday is $341.

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

According to our data, the cheapest time of day to fly to Boston is in the afternoon. momondo users have found flights departing from Caribbean to Boston in the afternoon for as low as $241. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In the morning is when there is more demand to fly to Boston, so prices are often more expensive at around $297 per ticket.

What is the cheapest Caribbean to Boston Logan Intl flight route?

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

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

You are more likely to see cheaper flights to Boston from Caribbean when booking weeks ahead of your departure date. In general, you can expect to find flights to Boston for around $259 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Boston from Caribbean for as low as $243 on momondo.

What cabin class options are available on Caribbean to Boston Logan Intl flights?

There are 4 cabin classes available to choose from on Caribbean to Boston Logan Intl 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 Boston flights?

You could potentially save up to 12% on your flight if you consider stops on a Caribbean to Boston flight.

Cheap Caribbean to Boston flight deals and tips

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

Best Price Found

$147

Fastest flight time

3h 28m

Direct flights

Every day

Airports in Boston

1 airport
The best one-way flight to Boston from Caribbean in the past 72 hours is $147. The best round-trip flight deal from Caribbean to Boston found on momondo in the last 72 hours is $129.
The fastest flight from Caribbean to Boston takes 3h 28m
Direct flights go from Caribbean to Boston every day.
There is 1 airport in Boston. From Caribbean there are direct flights to Boston Logan Intl (BOS).
Search flight deals

  • When did momondo last update prices for flights from Caribbean to Boston Logan Intl Airport?

    Prices for flights from Caribbean to Boston Logan Intl Airport are updated daily.

  • How many operators does momondo search for flights from Caribbean to Boston Logan Intl Airport?

  • How old do you have to be to fly from Caribbean to Boston Logan Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Caribbean to Boston Logan Intl Airport.

  • What documentation or ID do you need to fly to Boston Logan Intl Airport?

    The travel and health documents required for your trip to Boston Logan Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Boston Logan Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Caribbean to Boston?

Best airlines flying from Caribbean to Boston

Compare and see reviews for airlines that fly from Caribbean to Boston with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $86Free CancellationRating
6.3
8,309 reviews
Search Spirit Airlines flights
FrontierPriceFrom $87Free CancellationRating
5.7
3,056 reviews
Search Frontier flights
DeltaPriceFrom $136Free CancellationRating
7.9
8,040 reviews
Search Delta flights
ArajetPriceFrom $170Free CancellationRating
6.4
41 reviews
Search Arajet flights
JetBluePriceFrom $187Free CancellationRating
7.2
2,884 reviews
Search JetBlue flights
Copa AirlinesPriceFrom $192Free CancellationRating
7.6
1,558 reviews
Search Copa Airlines flights
United AirlinesPriceFrom $208Free CancellationRating
7.4
9,156 reviews
Search United Airlines flights
American AirlinesPriceFrom $324Free CancellationRating
7.2
11,119 reviews
Search American Airlines flights

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Hampton Beach
Salem
Ogunquit
Old Orchard Beach
Hampton
York Beach
Plymouth
Kennebunkport
South Yarmouth
Cambridge
Narragansett
Gloucester
Falmouth
Nashua
Laconia
Brockton
Sturbridge
Everett
Chatham
Concord

Why use momondo?

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

Finding the right flight to Boston from Caribbean is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Boston quick and easy, saving you time and money.

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

Yes. All flights to Boston 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 Boston?

momondo provides multiple filters to help you find the best flight to Boston from Caribbean. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes. momondo can track prices for Caribbean to Boston 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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