What is the cheapest airline that flies from Worcester to Caribbean Islands?

JetBlue and American Airlines are the most popular carriers operating from Worcester to Caribbean Islands

What airlines fly to Caribbean Islands?

JetBlue, Delta and American Airlines are the top three most popular airlines that fly to Caribbean Islands from Worcester, Massachusetts according to our data. JetBlue is the first choice among our users, with 65% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 12 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

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 many operators does momondo search for flights from Worcester Airport to Caribbean Islands?

As of August 2026, there is 1 operator available to choose from for flights from Worcester Airport to Caribbean Islands.

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.

$160 Cheap Flights from Worcester, Massachusetts to Caribbean Islands in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Worcester, Massachusetts to Caribbean Islands

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:16 pm - 2:50 pmORH Worcester-SJU San Juan Luis Munoz Marin Intl

21h 34m2 stops Philadelphia Charlotte Douglas

3:41 pm - 4:49 pmSJU San Juan Luis Munoz Marin Intl-ORH Worcester

25h 08m2 stops Charlotte Douglas Philadelphia

$328American Airlines

Thu, Sep 10 - Wed, Sep 16

5:16 pm - 11:00 amORH Worcester-SJU San Juan Luis Munoz Marin Intl

17h 44m2 stops Philadelphia Miami

3:41 pm - 4:49 pmSJU San Juan Luis Munoz Marin Intl-ORH Worcester

25h 08m2 stops Charlotte Douglas Philadelphia

$328American Airlines

Sat, Sep 12 - Fri, Sep 18

5:16 pm - 1:23 pmORH Worcester-SXM Simpson Bay Princess Juliana

20h 07m2 stops Philadelphia Miami

4:39 pm - 4:49 pmSXM Simpson Bay Princess Juliana-ORH Worcester

24h 10m2 stops Miami Philadelphia

$380American Airlines

Tue, Sep 29 - Tue, Oct 6

5:16 pm - 11:31 amORH Worcester-SJU San Juan Luis Munoz Marin Intl

18h 15m2 stops Philadelphia Miami

7:30 am - 4:49 pmSJU San Juan Luis Munoz Marin Intl-ORH Worcester

9h 19m1 stop Philadelphia

$434American Airlines

Fri, Oct 23 - Sat, Oct 31

5:16 pm - 9:46 amORH Worcester-SJU San Juan Luis Munoz Marin Intl

16h 30m2 stops Philadelphia Miami

7:30 am - 4:49 pmSJU San Juan Luis Munoz Marin Intl-ORH Worcester

9h 19m1 stop Philadelphia

$434American Airlines

Thu, Oct 22 - Sat, Oct 31

5:16 pm - 10:09 pmORH Worcester-SJU San Juan Luis Munoz Marin Intl

28h 53m2 stops Philadelphia Miami

7:30 am - 4:49 pmSJU San Juan Luis Munoz Marin Intl-ORH Worcester

9h 19m1 stop Philadelphia

$434American Airlines

Mon, Oct 5 - Sun, Oct 11

5:36 pm - 10:39 pmORH Worcester-SJU San Juan Luis Munoz Marin Intl

28h 03m2 stops Philadelphia Miami

8:30 am - 5:07 pmSJU San Juan Luis Munoz Marin Intl-ORH Worcester

9h 37m1 stop Philadelphia

$434American Airlines

Fri, Dec 4 - Mon, Dec 7

5:36 pm - 10:39 pmORH Worcester-SJU San Juan Luis Munoz Marin Intl

28h 03m2 stops Philadelphia Miami

6:38 pm - 5:07 pmSJU San Juan Luis Munoz Marin Intl-ORH Worcester

23h 29m2 stops Charlotte Douglas Philadelphia

$434American Airlines

Tue, Dec 1 - Mon, Dec 7

4:35 pm - 12:59 amORH Worcester-SDQ Santo Domingo Las Americas

7h 24m1 stop Fort Lauderdale

6:01 am - 3:40 pmSDQ Santo Domingo Las Americas-ORH Worcester

10h 39m1 stop Fort Lauderdale

$556JetBlue

Mon, Jan 25 - Thu, Jan 28

3:18 pm - 3:20 pmORH Worcester-BGI Bridgetown Grantley Adams Intl

23h 02m2 stops New York LaGuardia Atlanta Hartsfield-Jackson

4:30 pm - 2:37 pmBGI Bridgetown Grantley Adams Intl-ORH Worcester

23h 07m2 stops Atlanta Hartsfield-Jackson New York LaGuardia

$1,136Delta

Tue, Feb 9 - Mon, Feb 15

Cheap last minute flights

Enter your travel dates to find the best prices.

5:23 pm - 12:35 pmORH Worcester-PUJ Punta Cana

19h 12m2 stops Philadelphia Charlotte Douglas

3:08 pm - 4:58 pmPUJ Punta Cana-ORH Worcester

25h 50m2 stops Charlotte Douglas Philadelphia

$553American Airlines

Tue, Aug 18 - Thu, Aug 20

5:23 pm - 4:11 pmORH Worcester-SJU San Juan Luis Munoz Marin Intl

22h 48m2 stops Philadelphia Miami

7:24 pm - 4:58 pmSJU San Juan Luis Munoz Marin Intl-ORH Worcester

21h 34m2 stops Miami Philadelphia

$666American Airlines

Mon, Aug 17 - Fri, Aug 21

5:23 pm - 2:54 pmORH Worcester-SJU San Juan Luis Munoz Marin Intl

21h 31m2 stops Philadelphia Dallas/Fort Worth

7:24 pm - 4:58 pmSJU San Juan Luis Munoz Marin Intl-ORH Worcester

21h 34m2 stops Miami Philadelphia

$676American Airlines

Sun, Aug 16 - Fri, Aug 21

5:23 pm - 4:11 pmORH Worcester-SJU San Juan Luis Munoz Marin Intl

22h 48m2 stops Philadelphia Miami

7:20 pm - 4:58 pmSJU San Juan Luis Munoz Marin Intl-ORH Worcester

21h 38m2 stops Miami Philadelphia

$702American Airlines

Thu, Aug 20 - Sat, Aug 22

5:23 pm - 9:55 pmORH Worcester-SJU San Juan Luis Munoz Marin Intl

28h 32m2 stops Philadelphia Miami

7:30 am - 4:58 pmSJU San Juan Luis Munoz Marin Intl-ORH Worcester

9h 28m2 stops Charlotte Douglas Philadelphia

$801American Airlines

Sun, Aug 16 - Sun, Aug 23

5:23 pm - 3:14 pmORH Worcester-PUJ Punta Cana

21h 51m1 stop Philadelphia

4:19 pm - 4:58 pmPUJ Punta Cana-ORH Worcester

24h 39m2 stops Miami Philadelphia

$857American Airlines

Tue, Aug 18 - Thu, Aug 20

5:23 pm - 2:38 pmORH Worcester-SJU San Juan Luis Munoz Marin Intl

21h 15m2 stops Philadelphia Miami

7:30 am - 4:58 pmSJU San Juan Luis Munoz Marin Intl-ORH Worcester

9h 28m2 stops Charlotte Douglas Philadelphia

$889American Airlines

Thu, Aug 20 - Sun, Aug 23

2:37 pm - 2:06 amORH Worcester-SJU San Juan Luis Munoz Marin Intl

11h 29m1 stop Orlando

7:00 am - 3:52 pmSJU San Juan Luis Munoz Marin Intl-ORH Worcester

8h 52m1 stop Fort Lauderdale

$908JetBlue

Sun, Aug 16 - Fri, Aug 21

4:45 pm - 12:47 amORH Worcester-SJU San Juan Luis Munoz Marin Intl

8h 02m1 stop Fort Lauderdale

7:00 am - 3:52 pmSJU San Juan Luis Munoz Marin Intl-ORH Worcester

8h 52m1 stop Fort Lauderdale

$909JetBlue

Mon, Aug 17 - Fri, Aug 21

2:37 pm - 2:06 amORH Worcester-SJU San Juan Luis Munoz Marin Intl

11h 29m1 stop Orlando

2:20 am - 1:41 pmSJU San Juan Luis Munoz Marin Intl-ORH Worcester

11h 21m1 stop Orlando

$1,016JetBlue

Sun, Aug 16 - Sat, Aug 22

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American Airlines flights from Worcester, Massachusetts to Caribbean Islands

Our best American Airlines deals on Worcester, Massachusetts to Caribbean Islands flight tickets

American Airlines

Sep 10

ORH5:16 pmWorcester

21h 34m

2 stops

SJU2:50 pmSan Juan Luis Munoz Marin Intl

Sep 16

SJU3:41 pmSan Juan Luis Munoz Marin Intl

25h 08m

2 stops

ORH4:49 pmWorcester

$328

American Airlines

Sep 29

ORH5:16 pmWorcester

20h 07m

2 stops

SXM1:23 pmSimpson Bay Princess Juliana

Oct 6

SXM4:39 pmSimpson Bay Princess Juliana

24h 10m

2 stops

ORH4:49 pmWorcester

$380

American Airlines

Dec 1

ORH5:36 pmWorcester

28h 03m

2 stops

SJU10:39 pmSan Juan Luis Munoz Marin Intl

Dec 7

SJU8:30 amSan Juan Luis Munoz Marin Intl

9h 37m

1 stop

ORH5:07 pmWorcester

$434

JetBlue flights from Worcester, Massachusetts to Caribbean Islands

Our best JetBlue deals on Worcester, Massachusetts to Caribbean Islands flight tickets

JetBlue

Sep 10

ORH1:40 pmWorcester

8h 20m

1 stop

SJU10:00 pmSan Juan Luis Munoz Marin Intl

Sep 16

SJU11:15 amSan Juan Luis Munoz Marin Intl

25h 33m

1 stop

ORH12:48 pmWorcester

$437

JetBlue

Dec 1

ORH2:50 pmWorcester

9h 04m

1 stop

SJU12:54 amSan Juan Luis Munoz Marin Intl

Dec 8

SJU6:01 amSan Juan Luis Munoz Marin Intl

8h 56m

1 stop

ORH1:57 pmWorcester

$466

JetBlue

Sep 12

ORH5:00 pmWorcester

15h 48m

1 stop

SJU8:48 amSan Juan Luis Munoz Marin Intl

Sep 18

SJU6:45 pmSan Juan Luis Munoz Marin Intl

18h 03m

1 stop

ORH12:48 pmWorcester

$511

momondo Fare Finder

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

WorcesterSan Juan

ORH Worcester - SJU San Juan Luis Munoz Marin Intl

ORHSJU

Worcester

Thu 9/10

5:16 pm-2:50 pm

2 stops21h 34m

San Juan Luis Munoz Marin Intl

Wed 9/16

3:41 pm-4:49 pm

2 stops25h 08m

$328

WorcesterSan Juan

ORH Worcester - SJU San Juan Luis Munoz Marin Intl

ORHSJU

Worcester

Sat 9/12

5:16 pm-11:00 am

2 stops17h 44m

San Juan Luis Munoz Marin Intl

Fri 9/18

3:41 pm-4:49 pm

2 stops25h 08m

$328

WorcesterSimpson Bay

ORH Worcester - SXM Simpson Bay Princess Juliana

ORHSXM

Worcester

Tue 9/29

5:16 pm-1:23 pm

2 stops20h 07m

Simpson Bay Princess Juliana

Tue 10/6

4:39 pm-4:49 pm

2 stops24h 10m

$380

WorcesterSan Juan

ORH Worcester - SJU San Juan Luis Munoz Marin Intl

ORHSJU

Worcester

Fri 10/23

5:16 pm-11:31 am

2 stops18h 15m

San Juan Luis Munoz Marin Intl

Sat 10/31

7:30 am-4:49 pm

1 stop9h 19m

$434

WorcesterSan Juan

ORH Worcester - SJU San Juan Luis Munoz Marin Intl

ORHSJU

Worcester

Thu 10/22

5:16 pm-9:46 am

2 stops16h 30m

San Juan Luis Munoz Marin Intl

Sat 10/31

7:30 am-4:49 pm

1 stop9h 19m

$434

WorcesterSan Juan

ORH Worcester - SJU San Juan Luis Munoz Marin Intl

ORHSJU

Worcester

Mon 10/5

5:16 pm-10:09 pm

2 stops28h 53m

San Juan Luis Munoz Marin Intl

Sun 10/11

7:30 am-4:49 pm

1 stop9h 19m

$434

WorcesterSan Juan

ORH Worcester - SJU San Juan Luis Munoz Marin Intl

ORHSJU

Worcester

Fri 12/4

5:36 pm-10:39 pm

2 stops28h 03m

San Juan Luis Munoz Marin Intl

Mon 12/7

8:30 am-5:07 pm

1 stop9h 37m

$434

WorcesterSan Juan

ORH Worcester - SJU San Juan Luis Munoz Marin Intl

ORHSJU

Worcester

Tue 12/1

5:36 pm-10:39 pm

2 stops28h 03m

San Juan Luis Munoz Marin Intl

Mon 12/7

6:38 pm-5:07 pm

2 stops23h 29m

$434

Quickest round-trip

WorcesterSanto Domingo

ORH Worcester - SDQ Santo Domingo Las Americas

ORHSDQ

Worcester

Mon 1/25

4:35 pm-12:59 am

1 stop7h 24m

Santo Domingo Las Americas

Thu 1/28

6:01 am-3:40 pm

1 stop10h 39m

$556

WorcesterBridgetown

ORH Worcester - BGI Bridgetown Grantley Adams Intl

ORHBGI

Worcester

Tue 2/9

3:18 pm-3:20 pm

2 stops23h 02m

Bridgetown Grantley Adams Intl

Mon 2/15

4:30 pm-2:37 pm

2 stops23h 07m

$1,136

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

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

You could potentially save up to 20% on your flight if you consider stops on a Worcester, Massachusetts to Caribbean Islands flight.

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	7h 14m
Direct flights	None

The fastest flight from Worcester, Massachusetts to Caribbean Islands takes 7h 14m

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

Frequently asked questions about flying 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 many operators does momondo search for flights from Worcester Airport to Caribbean Islands?
As of August 2026, there is 1 operator available to choose from for flights from Worcester Airport to Caribbean Islands.
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?
momondo data reveals that the most frequently booked plane model on the route from Worcester, Massachusetts to Caribbean Islands is Airbus A320-100/200, representing 42.75% of all bookings. The subsequent popular models are Airbus A321 (sharklets) at 9.80%, Airbus A220-300 at 8.93%, and Airbus A321neo at 6.92%.

Best airlines flying from Worcester, Massachusetts to Caribbean Islands

Compare and see reviews for airlines that fly from Worcester, Massachusetts to Caribbean Islands with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $404	Free Cancellation	Rating 7.1 11,941 reviews		Search American Airlines flights

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.