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 67% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 13 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

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

American Airlines, JetBlue, and Delta are the most popular carriers operating from Worcester 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.

$202 Cheap Flights from Worcester, Massachusetts to Caribbean Islands in 2026

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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.

5:17 pm - 2:35 pm

ORH

STT

21h 18m

2 stops

5:40 pm - 4:52 pm

STT

ORH

23h 12m

2 stops

$250American Airlines

Tue, Oct 13 - Thu, Oct 22

5:18 pm - 2:06 pm

ORH

SJU

20h 48m

2 stops

3:39 pm - 4:53 pm

SJU

ORH

25h 14m

2 stops

$302American Airlines

Mon, Jun 1 - Thu, Jun 4

5:23 pm - 12:48 pm

ORH

SJU

19h 25m

2 stops

4:10 pm - 9:07 pm

SJU

ORH

28h 57m

2 stops

$337American Airlines

Sat, Sep 5 - Wed, Sep 9

5:16 pm - 10:59 pm

ORH

SJU

29h 43m

2 stops

7:00 am - 4:51 pm

SJU

ORH

9h 51m

1 stop

$352American Airlines

Sat, Jul 11 - Thu, Jul 16

7:33 pm - 12:45 pm

ORH

MBJ

18h 12m

2 stops

2:08 pm - 9:07 pm

MBJ

ORH

29h 59m

2 stops

$357American Airlines

Thu, Sep 17 - Tue, Sep 22

4:45 pm - 11:59 pm

ORH

SDQ

7h 14m

1 stop

5:01 am - 3:50 pm

SDQ

ORH

10h 49m

1 stop

$372JetBlue

Tue, Aug 4 - Fri, Aug 28

5:23 pm - 12:48 pm

ORH

SJU

19h 25m

2 stops

2:25 pm - 9:07 pm

SJU

ORH

6h 42m

1 stop

$377American Airlines

Sat, Sep 5 - Wed, Sep 9

4:45 pm - 11:59 pm

ORH

SJU

7h 14m

1 stop

5:35 am - 3:50 pm

SJU

ORH

10h 15m

1 stop

$380JetBlue

Mon, Jul 6 - Thu, Jul 9

4:15 pm - 12:57 pm

ORH

MBJ

21h 42m

2 stops

4:59 pm - 5:03 pm

MBJ

ORH

23h 04m

2 stops

$465Delta

Tue, May 26 - Mon, Jun 8

5:05 pm - 8:21 am

ORH

NAS

15h 16m

1 stop

9:21 am - 3:50 pm

NAS

ORH

6h 29m

1 stop

$471JetBlue

Sat, Jun 27 - Fri, Jul 3

JetBlue flights from Worcester, Massachusetts to Caribbean Islands

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

JetBlue

Aug 4

ORH4:45 pmWorcester

7h 14m

1 stop

SDQ11:59 pmSanto Domingo Las Americas

Aug 28

SDQ5:01 amSanto Domingo Las Americas

10h 49m

1 stop

ORH3:50 pmWorcester

$372

JetBlue

Jul 6

ORH4:45 pmWorcester

7h 14m

1 stop

SJU11:59 pmSan Juan Luis Munoz Marin Intl

Jul 9

SJU5:35 amSan Juan Luis Munoz Marin Intl

10h 15m

1 stop

ORH3:50 pmWorcester

$380

JetBlue

Jun 6

ORH5:44 pmWorcester

6h 46m

1 stop

SJU12:30 amSan Juan Luis Munoz Marin Intl

Jun 10

SJU5:01 amSan Juan Luis Munoz Marin Intl

8h 15m

1 stop

ORH1:16 pmWorcester

$420

American Airlines flights from Worcester, Massachusetts to Caribbean Islands

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

American Airlines

Oct 13

ORH5:17 pmWorcester

21h 18m

2 stops

STT2:35 pmSaint Thomas Island Cyril E King

Oct 22

STT5:40 pmSaint Thomas Island Cyril E King

23h 12m

2 stops

ORH4:52 pmWorcester

$250

American Airlines

Jun 1

ORH5:18 pmWorcester

20h 48m

2 stops

SJU2:06 pmSan Juan Luis Munoz Marin Intl

Jun 4

SJU3:39 pmSan Juan Luis Munoz Marin Intl

25h 14m

2 stops

ORH4:53 pmWorcester

$302

American Airlines

Sep 5

ORH5:23 pmWorcester

19h 25m

2 stops

SJU12:48 pmSan Juan Luis Munoz Marin Intl

Sep 9

SJU4:10 pmSan Juan Luis Munoz Marin Intl

28h 57m

2 stops

ORH9:07 pmWorcester

$337

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

WorcesterSaint Thomas Island

ORH - STT

ORHSTT

Worcester

Tue 10/13

5:17 pm-2:35 pm

2 stops21h 18m

Saint Thomas Island Cyril E King

Thu 10/22

5:40 pm-4:52 pm

2 stops23h 12m

$250

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Mon 6/1

5:18 pm-2:06 pm

2 stops20h 48m

San Juan Luis Munoz Marin Intl

Thu 6/4

3:39 pm-4:53 pm

2 stops25h 14m

$302

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Sat 9/5

5:23 pm-12:48 pm

2 stops19h 25m

San Juan Luis Munoz Marin Intl

Wed 9/9

4:10 pm-9:07 pm

2 stops28h 57m

$337

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Sat 7/11

5:16 pm-10:59 pm

2 stops29h 43m

San Juan Luis Munoz Marin Intl

Thu 7/16

7:00 am-4:51 pm

1 stop9h 51m

$352

WorcesterMontego Bay

ORH - MBJ

ORHMBJ

Worcester

Thu 9/17

7:33 pm-12:45 pm

2 stops18h 12m

Montego Bay Sangster Intl

Tue 9/22

2:08 pm-9:07 pm

2 stops29h 59m

$357

WorcesterSanto Domingo

ORH - SDQ

ORHSDQ

Worcester

Tue 8/4

4:45 pm-11:59 pm

1 stop7h 14m

Santo Domingo Las Americas

Fri 8/28

5:01 am-3:50 pm

1 stop10h 49m

$372

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Sat 9/5

5:23 pm-12:48 pm

2 stops19h 25m

San Juan Luis Munoz Marin Intl

Wed 9/9

2:25 pm-9:07 pm

1 stop6h 42m

$377

Quickest round-trip

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Mon 7/6

4:45 pm-11:59 pm

1 stop7h 14m

San Juan Luis Munoz Marin Intl

Thu 7/9

5:35 am-3:50 pm

1 stop10h 15m

$380

WorcesterMontego Bay

ORH - MBJ

ORHMBJ

Worcester

Tue 5/26

4:15 pm-12:57 pm

2 stops21h 42m

Montego Bay Sangster Intl

Mon 6/8

4:59 pm-5:03 pm

2 stops23h 04m

$465

WorcesterNassau

ORH - NAS

ORHNAS

Worcester

Sat 6/27

5:05 pm-8:21 am

1 stop15h 16m

Nassau Intl

Fri 7/3

9:21 am-3:50 pm

1 stop6h 29m

$471

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 10% 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	6h 46m
Direct flights	None

The fastest flight from Worcester, Massachusetts to Caribbean Islands takes 6h 46m

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 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 45.48% of all bookings. The subsequent popular models are Airbus A220-300 at 12.78%, Airbus A321 (sharklets) at 10.44%, and Airbus A321-100/200 at 6.64%.

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.