Cheap flights from Caribbean to Boston from $191

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 5/15. 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

Find the cheapest flights from Caribbean to Boston

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
4:30 pm - 2:14 pm
SJU
-
ORH
21h 44m
2 stops
American Airlines Logo
5:18 pm - 6:25 pm
ORH
-
SJU
25h 07m
2 stops
$307American Airlines
Wed, May 6 - Wed, Jun 3
American Airlines Logo
7:14 pm - 4:58 pm
SJU
-
ORH
21h 44m
2 stops
American Airlines Logo
5:23 pm - 9:43 am
ORH
-
SJU
16h 20m
2 stops
$342American Airlines
Thu, Aug 6 - Sun, Aug 9
American Airlines Logo
6:00 am - 2:14 pm
SJU
-
ORH
8h 14m
1 stop
American Airlines Logo
2:39 pm - 10:05 pm
ORH
-
SJU
7h 26m
1 stop
$365American Airlines
Mon, May 4 - Sat, May 9
American Airlines Logo
6:00 am - 2:14 pm
SJU
-
ORH
8h 14m
1 stop
American Airlines Logo
2:39 pm - 10:48 am
ORH
-
SJU
20h 09m
2 stops
$369American Airlines
Mon, May 4 - Sat, May 9
American Airlines Logo
5:55 pm - 2:14 pm
SDQ
-
ORH
20h 19m
2 stops
American Airlines Logo
2:39 pm - 9:20 am
ORH
-
SDQ
18h 41m
2 stops
$424American Airlines
Fri, May 1 - Thu, May 7
American Airlines Logo
5:55 pm - 2:14 pm
SDQ
-
ORH
20h 19m
2 stops
American Airlines Logo
2:39 pm - 2:56 pm
ORH
-
SDQ
24h 17m
2 stops
$439American Airlines
Fri, May 1 - Thu, May 7
JetBlue Logo
8:03 am - 3:50 pm
SJU
-
ORH
7h 47m
1 stop
JetBlue Logo
4:45 pm - 11:59 pm
ORH
-
SJU
7h 14m
1 stop
$454JetBlue
Tue, Jun 16 - Tue, Jun 30
JetBlue Logo
8:03 am - 3:50 pm
SJU
-
ORH
7h 47m
1 stop
JetBlue Logo
5:05 pm - 11:59 pm
ORH
-
SJU
6h 54m
1 stop
$514JetBlue
Wed, Jun 17 - Sat, Jul 4
JetBlue Logo
5:35 am - 3:50 pm
SJU
-
ORH
10h 15m
1 stop
JetBlue Logo
4:45 pm - 12:49 am
ORH
-
SJU
8h 04m
1 stop
$516JetBlue
Thu, Aug 6 - Sun, Aug 9
JetBlue Logo
5:35 am - 3:50 pm
SJU
-
ORH
10h 15m
1 stop
JetBlue Logo
4:45 pm - 12:25 am
ORH
-
SJU
7h 40m
1 stop
$566JetBlue
Fri, Aug 21 - Tue, Aug 25

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American Airlines flights from Caribbean to Worcester, Massachusetts

Our best American Airlines deals on Caribbean to Worcester, Massachusetts flight tickets
American Airlines
May 6
SJU4:30 pmSan Juan Luis Munoz Marin Intl
21h 44m
2 stops
ORH2:14 pmWorcester
Jun 3
ORH5:18 pmWorcester
25h 07m
2 stops
SJU6:25 pmSan Juan Luis Munoz Marin Intl
$307
American Airlines
Aug 6
SJU7:14 pmSan Juan Luis Munoz Marin Intl
21h 44m
2 stops
ORH4:58 pmWorcester
Aug 9
ORH5:23 pmWorcester
16h 20m
2 stops
SJU9:43 amSan Juan Luis Munoz Marin Intl
$342
American Airlines
May 4
SJU6:00 amSan Juan Luis Munoz Marin Intl
8h 14m
1 stop
ORH2:14 pmWorcester
May 9
ORH2:39 pmWorcester
7h 26m
1 stop
SJU10:05 pmSan Juan Luis Munoz Marin Intl
$365

JetBlue flights from Caribbean to Worcester, Massachusetts

Our best JetBlue deals on Caribbean to Worcester, Massachusetts flight tickets
JetBlue
Jun 16
SJU8:03 amSan Juan Luis Munoz Marin Intl
7h 47m
1 stop
ORH3:50 pmWorcester
Jun 30
ORH4:45 pmWorcester
7h 14m
1 stop
SJU11:59 pmSan Juan Luis Munoz Marin Intl
$454
JetBlue
Jun 17
SJU8:03 amSan Juan Luis Munoz Marin Intl
7h 47m
1 stop
ORH3:50 pmWorcester
Jul 4
ORH5:05 pmWorcester
6h 54m
1 stop
SJU11:59 pmSan Juan Luis Munoz Marin Intl
$514
JetBlue
Aug 6
SJU5:35 amSan Juan Luis Munoz Marin Intl
10h 15m
1 stop
ORH3:50 pmWorcester
Aug 9
ORH4:45 pmWorcester
8h 04m
1 stop
SJU12:49 amSan Juan Luis Munoz Marin Intl
$516

momondo Fare Finder

 
Customize your flight search to find flights from Caribbean to Worcester, 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 April 18, 2026.
Use the filters below to find and compare flights from Caribbean to Worcester, Massachusetts that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San JuanWorcester

SJU - ORH

SJUORH

San Juan Luis Munoz Marin Intl

Wed 5/6

4:30 pm-2:14 pm

2 stops21h 44m

Worcester

Wed 6/3

5:18 pm-6:25 pm

2 stops25h 07m

$307

San JuanWorcester

SJU - ORH

SJUORH

San Juan Luis Munoz Marin Intl

Thu 8/6

7:14 pm-4:58 pm

2 stops21h 44m

Worcester

Sun 8/9

5:23 pm-9:43 am

2 stops16h 20m

$342

San JuanWorcester

SJU - ORH

SJUORH

San Juan Luis Munoz Marin Intl

Mon 5/4

6:00 am-2:14 pm

1 stop8h 14m

Worcester

Sat 5/9

2:39 pm-10:05 pm

1 stop7h 26m

$365

San JuanWorcester

SJU - ORH

SJUORH

San Juan Luis Munoz Marin Intl

Mon 5/4

6:00 am-2:14 pm

1 stop8h 14m

Worcester

Sat 5/9

2:39 pm-10:48 am

2 stops20h 09m

$369

Santo DomingoWorcester

SDQ - ORH

SDQORH

Santo Domingo Las Americas

Fri 5/1

5:55 pm-2:14 pm

2 stops20h 19m

Worcester

Thu 5/7

2:39 pm-9:20 am

2 stops18h 41m

$424

Santo DomingoWorcester

SDQ - ORH

SDQORH

Santo Domingo Las Americas

Fri 5/1

5:55 pm-2:14 pm

2 stops20h 19m

Worcester

Thu 5/7

2:39 pm-2:56 pm

2 stops24h 17m

$439

San JuanWorcester

SJU - ORH

SJUORH

San Juan Luis Munoz Marin Intl

Tue 6/16

8:03 am-3:50 pm

1 stop7h 47m

Worcester

Tue 6/30

4:45 pm-11:59 pm

1 stop7h 14m

$454
Quickest round-trip

San JuanWorcester

SJU - ORH

SJUORH

San Juan Luis Munoz Marin Intl

Wed 6/17

8:03 am-3:50 pm

1 stop7h 47m

Worcester

Sat 7/4

5:05 pm-11:59 pm

1 stop6h 54m

$514

San JuanWorcester

SJU - ORH

SJUORH

San Juan Luis Munoz Marin Intl

Thu 8/6

5:35 am-3:50 pm

1 stop10h 15m

Worcester

Sun 8/9

4:45 pm-12:49 am

1 stop8h 04m

$516

San JuanWorcester

SJU - ORH

SJUORH

San Juan Luis Munoz Marin Intl

Fri 8/21

5:35 am-3:50 pm

1 stop10h 15m

Worcester

Tue 8/25

4:45 pm-12:25 am

1 stop7h 40m

$566

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 Worcester, 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

Can stopping save me money on Caribbean to Worcester, Massachusetts flights?

You could potentially save up to 53% on your flight if you consider stops on a Caribbean to Worcester, Massachusetts flight.

Cheap Caribbean to Worcester, Massachusetts flight deals and tips

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

Fastest flight time

7h 47m

Direct flights

None
The fastest flight from Caribbean to Worcester, Massachusetts takes 7h 47m
There are no direct flights from Caribbean to Worcester, Massachusetts. There are no popular flight routes from Caribbean to Worcester, Massachusetts.

Frequently asked questions about flying from Caribbean to Worcester, Massachusetts

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

    Prices for flights from Caribbean to Worcester Airport were last updated today.

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

    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 Worcester Airport.

  • What documentation or ID do you need to fly to Worcester Airport?

    The necessary travel and health documents for your Worcester Airport 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.

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Winchester

Why use momondo?

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

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

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

Flights from Caribbean to Worcester with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once all potential Caribbean to Worcester flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes momondo offers price alerts on flights to Worcester from Caribbean. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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1 adult
Mon 5/18
Mon 5/25

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