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Cheap flights from Worcester, Massachusetts to Caribbean Islands from $142

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Worcester, Massachusetts to Caribbean Islands departing on 5/1. 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

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Find the cheapest flights from Worcester, Massachusetts to Caribbean Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
2:39 pm - 10:05 pm
ORH
-
SJU
7h 26m
1 stop
American Airlines Logo
6:00 am - 2:14 pm
SJU
-
ORH
8h 14m
1 stop
$228American Airlines
Wed, Apr 29 - Wed, May 6
American Airlines Logo
1:30 pm - 11:40 pm
ORH
-
SJU
9h 10m
1 stop
American Airlines Logo
3:40 pm - 1:19 pm
SJU
-
ORH
21h 39m
2 stops
$232American Airlines
Mon, Mar 2 - Mon, Mar 9
American Airlines Logo
1:30 pm - 11:06 am
ORH
-
STT
20h 36m
2 stops
American Airlines Logo
5:25 pm - 1:19 pm
STT
-
ORH
19h 54m
2 stops
$274American Airlines
Sat, Mar 7 - Tue, Mar 10
JetBlue Logo
4:59 pm - 11:59 pm
ORH
-
SJU
7h 00m
1 stop
JetBlue Logo
7:00 am - 4:02 pm
SJU
-
ORH
9h 02m
1 stop
$284JetBlue
Tue, Mar 10 - Wed, Mar 11
American Airlines Logo
1:44 pm - 11:52 pm
ORH
-
SJU
10h 08m
1 stop
American Airlines Logo
5:00 am - 1:19 pm
SJU
-
ORH
8h 19m
1 stop
$288American Airlines
Mon, Mar 9 - Thu, Mar 12
JetBlue Logo
4:59 pm - 12:59 am
ORH
-
SJU
7h 00m
1 stop
JetBlue Logo
7:00 am - 4:02 pm
SJU
-
ORH
9h 02m
1 stop
$290JetBlue
Sat, Mar 7 - Wed, Mar 11
JetBlue Logo
4:59 pm - 11:59 pm
ORH
-
SJU
7h 00m
1 stop
JetBlue Logo
7:00 am - 4:02 pm
SJU
-
ORH
9h 02m
1 stop
$308JetBlue
Mon, Mar 9 - Tue, Mar 10
JetBlue Logo
4:59 pm - 12:59 am
ORH
-
SJU
7h 00m
1 stop
JetBlue Logo
7:00 am - 4:02 pm
SJU
-
ORH
9h 02m
1 stop
$313JetBlue
Sat, Mar 7 - Tue, Mar 10
Delta Logo
5:24 pm - 2:32 pm
ORH
-
PUJ
21h 08m
2 stops
Delta Logo
2:46 pm - 4:43 pm
PUJ
-
ORH
25h 57m
2 stops
$343Delta
Mon, Apr 20 - Wed, Apr 29
Delta Logo
4:30 pm - 1:10 pm
ORH
-
SDQ
19h 40m
1 stop
Delta Logo
6:35 am - 3:50 pm
SDQ
-
ORH
9h 15m
1 stop
$1,151Delta
Fri, Mar 6 - Sun, Mar 15

American Airlines flights from Worcester, Massachusetts to Caribbean Islands

Our best American Airlines deals on Worcester, Massachusetts to Caribbean Islands flight tickets
American Airlines
Apr 29
ORH2:39 pmWorcester
7h 26m
1 stop
SJU10:05 pmSan Juan Luis Munoz Marin Intl
May 6
SJU6:00 amSan Juan Luis Munoz Marin Intl
8h 14m
1 stop
ORH2:14 pmWorcester
$228
American Airlines
Mar 2
ORH1:30 pmWorcester
9h 10m
1 stop
SJU11:40 pmSan Juan Luis Munoz Marin Intl
Mar 9
SJU3:40 pmSan Juan Luis Munoz Marin Intl
21h 39m
2 stops
ORH1:19 pmWorcester
$232
American Airlines
Mar 7
ORH1:30 pmWorcester
20h 36m
2 stops
STT11:06 amSaint Thomas Island Cyril E King
Mar 9
STT12:02 pmSaint Thomas Island Cyril E King
25h 17m
2 stops
ORH1:19 pmWorcester
$274

JetBlue flights from Worcester, Massachusetts to Caribbean Islands

Our best JetBlue deals on Worcester, Massachusetts to Caribbean Islands flight tickets
JetBlue
Mar 10
ORH4:59 pmWorcester
7h 00m
1 stop
SJU11:59 pmSan Juan Luis Munoz Marin Intl
Mar 11
SJU7:00 amSan Juan Luis Munoz Marin Intl
9h 02m
1 stop
ORH4:02 pmWorcester
$284
JetBlue
Mar 7
ORH4:59 pmWorcester
7h 00m
1 stop
SJU12:59 amSan Juan Luis Munoz Marin Intl
Mar 11
SJU7:00 amSan Juan Luis Munoz Marin Intl
9h 02m
1 stop
ORH4:02 pmWorcester
$290
JetBlue
Mar 9
ORH4:59 pmWorcester
7h 00m
1 stop
SJU11:59 pmSan Juan Luis Munoz Marin Intl
Mar 10
SJU7:00 amSan Juan Luis Munoz Marin Intl
9h 02m
1 stop
ORH4:02 pmWorcester
$308

momondo Fare Finder

 
Customize your flight search to find flights from Worcester, Massachusetts to Caribbean Islands 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 February 6, 2026.
Use the filters below to find and compare flights from Worcester, Massachusetts to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Wed 4/29

2:39 pm-10:05 pm

1 stop7h 26m

San Juan Luis Munoz Marin Intl

Wed 5/6

6:00 am-2:14 pm

1 stop8h 14m

$228

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Mon 3/2

1:30 pm-11:40 pm

1 stop9h 10m

San Juan Luis Munoz Marin Intl

Mon 3/9

3:40 pm-1:19 pm

2 stops21h 39m

$232

WorcesterSaint Thomas Island

ORH - STT

ORHSTT

Worcester

Sat 3/7

1:30 pm-11:06 am

2 stops20h 36m

Saint Thomas Island Cyril E King

Tue 3/10

5:25 pm-1:19 pm

2 stops19h 54m

$274

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Tue 3/10

4:59 pm-11:59 pm

1 stop7h 00m

San Juan Luis Munoz Marin Intl

Wed 3/11

7:00 am-4:02 pm

1 stop9h 02m

$284

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Mon 3/9

1:44 pm-11:52 pm

1 stop10h 08m

San Juan Luis Munoz Marin Intl

Thu 3/12

5:00 am-1:19 pm

1 stop8h 19m

$288

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Sat 3/7

4:59 pm-12:59 am

1 stop7h 00m

San Juan Luis Munoz Marin Intl

Wed 3/11

7:00 am-4:02 pm

1 stop9h 02m

$290

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Mon 3/9

4:59 pm-11:59 pm

1 stop7h 00m

San Juan Luis Munoz Marin Intl

Tue 3/10

7:00 am-4:02 pm

1 stop9h 02m

$308

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Sat 3/7

4:59 pm-12:59 am

1 stop7h 00m

San Juan Luis Munoz Marin Intl

Tue 3/10

7:00 am-4:02 pm

1 stop9h 02m

$313

WorcesterPunta Cana

ORH - PUJ

ORHPUJ

Worcester

Mon 4/20

5:24 pm-2:32 pm

2 stops21h 08m

Punta Cana

Wed 4/29

2:46 pm-4:43 pm

2 stops25h 57m

$343

WorcesterSanto Domingo

ORH - SDQ

ORHSDQ

Worcester

Fri 3/6

4:30 pm-1:10 pm

1 stop19h 40m

Santo Domingo Las Americas

Sun 3/15

6:35 am-3:50 pm

1 stop9h 15m

$1,151

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 Caribbean Islands from

How to get the cheapest flight ticket from Worcester, 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

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

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

Cheap Worcester, Massachusetts to Caribbean Islands flight deals and tips

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

Fastest flight time

6h 56m

Direct flights

None
The fastest flight from Worcester, Massachusetts to Caribbean Islands takes 6h 56m
There are no direct flights from Worcester, Massachusetts to Caribbean Islands. There are no popular flight routes from Worcester, Massachusetts to Caribbean Islands.
Search flight deals

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

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

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

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

    The required travel and health documents for your Caribbean Islands trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean Islands. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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

Why use momondo?

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

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

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

Flights from Worcester to Caribbean Islands 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 Worcester to Caribbean Islands?

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

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

If you are simply researching potential flights to Caribbean Islands, momondo offers a useful price alert feature which will track prices for flights to Caribbean Islands from Worcester and alert you when they change.

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