Cheap flights from Worcester, Massachusetts to Caribbean Islands from $148

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 4/20. 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
1 adult, Economy, 0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
5:18 pm - 12:44 pm
ORH
-
STT
19h 26m
2 stops
American Airlines Logo
4:48 pm - 4:53 pm
STT
-
ORH
24h 05m
2 stops
$277American Airlines
Wed, May 27 - Tue, Jun 2
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
$278American Airlines
Sun, Apr 26 - Fri, May 1
American Airlines Logo
2:39 pm - 10:05 pm
ORH
-
SJU
7h 26m
1 stop
American Airlines Logo
7:00 pm - 2:14 pm
SJU
-
ORH
19h 14m
2 stops
$282American Airlines
Sun, Apr 26 - Tue, May 5
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
$283American Airlines
Wed, Apr 29 - Fri, May 1
JetBlue Logo
2:30 pm - 11:43 pm
ORH
-
SJU
9h 13m
1 stop
JetBlue Logo
7:00 am - 1:35 pm
SJU
-
ORH
6h 35m
1 stop
$358JetBlue
Mon, Sep 21 - Tue, Sep 29
Delta Logo
5:24 pm - 4:33 pm
ORH
-
NAS
23h 09m
2 stops
Delta Logo
5:58 pm - 4:43 pm
NAS
-
ORH
22h 45m
2 stops
$400Delta
Mon, Apr 20 - Tue, Apr 28
Delta Logo
5:24 pm - 2:05 pm
ORH
-
SXM
20h 41m
2 stops
Delta Logo
3:20 pm - 3:33 pm
SXM
-
ORH
24h 13m
2 stops
$404Delta
Mon, Apr 27 - Thu, May 7
Delta Logo
5:24 pm - 11:48 am
ORH
-
NAS
18h 24m
2 stops
Delta Logo
5:58 pm - 4:43 pm
NAS
-
ORH
22h 45m
2 stops
$508Delta
Sun, Apr 19 - Tue, Apr 28
JetBlue Logo
6:00 am - 12:03 pm
ORH
-
NAS
6h 03m
1 stop
JetBlue Logo
1:08 pm - 11:16 pm
NAS
-
ORH
10h 08m
1 stop
$597JetBlue
Mon, Apr 20 - Wed, Apr 22
JetBlue Logo
4:54 pm - 12:28 pm
ORH
-
SDQ
19h 34m
1 stop
JetBlue Logo
1:40 pm - 3:59 pm
SDQ
-
ORH
26h 19m
1 stop
$656JetBlue
Fri, May 8 - Fri, May 15

JetBlue flights from Worcester, Massachusetts to Caribbean Islands

Our best JetBlue deals on Worcester, Massachusetts to Caribbean Islands flight tickets
JetBlue
Sep 21
ORH2:30 pmWorcester
9h 13m
1 stop
SJU11:43 pmSan Juan Luis Munoz Marin Intl
Sep 29
SJU7:00 amSan Juan Luis Munoz Marin Intl
6h 35m
1 stop
ORH1:35 pmWorcester
$358
JetBlue
Jul 20
ORH5:00 pmWorcester
6h 58m
1 stop
SJU11:58 pmSan Juan Luis Munoz Marin Intl
Jul 29
SJU9:30 amSan Juan Luis Munoz Marin Intl
6h 33m
1 stop
ORH4:03 pmWorcester
$426
JetBlue
Jul 22
ORH5:00 pmWorcester
6h 58m
1 stop
SJU11:58 pmSan Juan Luis Munoz Marin Intl
Jul 28
SJU8:20 amSan Juan Luis Munoz Marin Intl
7h 43m
1 stop
ORH4:03 pmWorcester
$432

American Airlines flights from Worcester, Massachusetts to Caribbean Islands

Our best American Airlines deals on Worcester, Massachusetts to Caribbean Islands flight tickets
American Airlines
May 27
ORH5:18 pmWorcester
19h 26m
2 stops
STT12:44 pmSaint Thomas Island Cyril E King
Jun 2
STT4:48 pmSaint Thomas Island Cyril E King
24h 05m
2 stops
ORH4:53 pmWorcester
$277
American Airlines
Apr 26
ORH2:39 pmWorcester
7h 26m
1 stop
SJU10:05 pmSan Juan Luis Munoz Marin Intl
May 1
SJU6:00 amSan Juan Luis Munoz Marin Intl
8h 14m
1 stop
ORH2:14 pmWorcester
$278
American Airlines
Apr 26
ORH2:39 pmWorcester
7h 26m
1 stop
SJU10:05 pmSan Juan Luis Munoz Marin Intl
May 5
SJU7:00 pmSan Juan Luis Munoz Marin Intl
19h 14m
2 stops
ORH2:14 pmWorcester
$282

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 March 28, 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

Cheapest round-trip

WorcesterSaint Thomas Island

ORH - STT

ORHSTT

Worcester

Wed 5/27

5:18 pm-12:44 pm

2 stops19h 26m

Saint Thomas Island Cyril E King

Tue 6/2

4:48 pm-4:53 pm

2 stops24h 05m

$277
Quickest round-trip

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Sun 4/26

2:39 pm-10:05 pm

1 stop7h 26m

San Juan Luis Munoz Marin Intl

Fri 5/1

6:00 am-2:14 pm

1 stop8h 14m

$278

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Sun 4/26

2:39 pm-10:05 pm

1 stop7h 26m

San Juan Luis Munoz Marin Intl

Tue 5/5

7:00 pm-2:14 pm

2 stops19h 14m

$282

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Wed 4/29

2:39 pm-10:05 pm

1 stop7h 26m

San Juan Luis Munoz Marin Intl

Fri 5/1

6:00 am-2:14 pm

1 stop8h 14m

$283

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Mon 9/21

2:30 pm-11:43 pm

1 stop9h 13m

San Juan Luis Munoz Marin Intl

Tue 9/29

7:00 am-1:35 pm

1 stop6h 35m

$358

WorcesterNassau

ORH - NAS

ORHNAS

Worcester

Mon 4/20

5:24 pm-4:33 pm

2 stops23h 09m

Nassau Intl

Tue 4/28

5:58 pm-4:43 pm

2 stops22h 45m

$400

WorcesterSimpson Bay

ORH - SXM

ORHSXM

Worcester

Mon 4/27

5:24 pm-2:05 pm

2 stops20h 41m

Simpson Bay Princess Juliana

Thu 5/7

3:20 pm-3:33 pm

2 stops24h 13m

$404

WorcesterNassau

ORH - NAS

ORHNAS

Worcester

Sun 4/19

5:24 pm-11:48 am

2 stops18h 24m

Nassau Intl

Tue 4/28

5:58 pm-4:43 pm

2 stops22h 45m

$508

WorcesterNassau

ORH - NAS

ORHNAS

Worcester

Mon 4/20

6:00 am-12:03 pm

1 stop6h 03m

Nassau Intl

Wed 4/22

1:08 pm-11:16 pm

1 stop10h 08m

$597

WorcesterSanto Domingo

ORH - SDQ

ORHSDQ

Worcester

Fri 5/8

4:54 pm-12:28 pm

1 stop19h 34m

Santo Domingo Las Americas

Fri 5/15

1:40 pm-3:59 pm

1 stop26h 19m

$656

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 03m

Direct flights

None
The fastest flight from Worcester, Massachusetts to Caribbean Islands takes 6h 03m
There are no direct flights from Worcester, Massachusetts to Caribbean Islands. There are no popular flight routes from Worcester, Massachusetts to Caribbean Islands.
  • 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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1 adult
Mon 4/27
Mon 5/4

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