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 66% 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.

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

American Airlines, Delta, and JetBlue 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 many operators does momondo search for flights from Worcester Airport to Caribbean Islands?

As of July 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.

$161 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 - 4:09 pm

ORH

AUA

22h 53m

2 stops

4:50 pm - 4:58 pm

AUA

ORH

48h 08m

2 stops

$364American Airlines

Thu, Jul 30 - Wed, Aug 5

5:16 pm - 12:54 pm

ORH

AUA

19h 38m

1 stop

4:50 pm - 4:58 pm

AUA

ORH

48h 08m

2 stops

$365American Airlines

Thu, Jul 30 - Wed, Aug 5

5:23 pm - 4:11 pm

ORH

SJU

22h 48m

2 stops

7:03 am - 4:58 pm

SJU

ORH

9h 55m

1 stop

$389American Airlines

Wed, Aug 19 - Mon, Aug 24

4:43 pm - 12:47 am

ORH

SJU

8h 04m

1 stop

5:05 am - 3:52 pm

SJU

ORH

10h 47m

1 stop

$400JetBlue

Mon, Aug 10 - Wed, Aug 19

4:45 pm - 11:59 pm

ORH

SDQ

7h 14m

1 stop

5:01 am - 3:52 pm

SDQ

ORH

10h 51m

1 stop

$402JetBlue

Sun, Aug 30 - Wed, Sep 2

5:23 pm - 2:51 pm

ORH

SJU

21h 28m

2 stops

3:47 pm - 4:58 pm

SJU

ORH

25h 11m

2 stops

$414American Airlines

Sun, Aug 9 - Fri, Aug 21

5:23 pm - 9:43 am

ORH

SJU

16h 20m

2 stops

3:47 pm - 4:58 pm

SJU

ORH

25h 11m

2 stops

$419American Airlines

Wed, Aug 12 - Thu, Aug 20

5:23 pm - 11:10 am

ORH

PUJ

17h 47m

1 stop

12:10 pm - 4:58 pm

PUJ

ORH

28h 48m

1 stop

$425American Airlines

Thu, Aug 13 - Thu, Aug 20

5:23 pm - 3:06 pm

ORH

PUJ

21h 43m

2 stops

12:10 pm - 4:58 pm

PUJ

ORH

28h 48m

1 stop

$436American Airlines

Thu, Aug 13 - Thu, Aug 20

2:37 pm - 12:48 am

ORH

SJU

10h 11m

1 stop

9:22 am - 3:50 pm

SJU

ORH

6h 28m

1 stop

$444JetBlue

Tue, Jul 21 - Sat, Aug 1

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JetBlue flights from Worcester, Massachusetts to Caribbean Islands

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

JetBlue

Aug 10

ORH4:43 pmWorcester

8h 04m

1 stop

SJU12:47 amSan Juan Luis Munoz Marin Intl

Aug 19

SJU5:05 amSan Juan Luis Munoz Marin Intl

10h 47m

1 stop

ORH3:52 pmWorcester

$400

JetBlue

Aug 30

ORH4:45 pmWorcester

7h 14m

1 stop

SDQ11:59 pmSanto Domingo Las Americas

Sep 2

SDQ5:01 amSanto Domingo Las Americas

10h 51m

1 stop

ORH3:52 pmWorcester

$402

JetBlue

Jul 21

ORH2:37 pmWorcester

10h 11m

1 stop

SJU12:48 amSan Juan Luis Munoz Marin Intl

Aug 1

SJU9:22 amSan Juan Luis Munoz Marin Intl

6h 28m

1 stop

ORH3:50 pmWorcester

$444

American Airlines flights from Worcester, Massachusetts to Caribbean Islands

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

American Airlines

Jul 30

ORH5:16 pmWorcester

22h 53m

2 stops

AUA4:09 pmOranjestad Reina Beatrix

Aug 5

AUA4:50 pmOranjestad Reina Beatrix

48h 08m

2 stops

ORH4:58 pmWorcester

$364

American Airlines

Jul 30

ORH5:16 pmWorcester

19h 38m

1 stop

AUA12:54 pmOranjestad Reina Beatrix

Aug 5

AUA4:50 pmOranjestad Reina Beatrix

48h 08m

2 stops

ORH4:58 pmWorcester

$365

American Airlines

Aug 19

ORH5:23 pmWorcester

22h 48m

2 stops

SJU4:11 pmSan Juan Luis Munoz Marin Intl

Aug 24

SJU7:03 amSan Juan Luis Munoz Marin Intl

9h 55m

1 stop

ORH4:58 pmWorcester

$389

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

WorcesterOranjestad

ORH - AUA

ORHAUA

Worcester

Thu 7/30

5:16 pm-4:09 pm

2 stops22h 53m

Oranjestad Reina Beatrix

Wed 8/5

4:50 pm-4:58 pm

2 stops48h 08m

$364

WorcesterOranjestad

ORH - AUA

ORHAUA

Worcester

Thu 7/30

5:16 pm-12:54 pm

1 stop19h 38m

Oranjestad Reina Beatrix

Wed 8/5

4:50 pm-4:58 pm

2 stops48h 08m

$365

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Wed 8/19

5:23 pm-4:11 pm

2 stops22h 48m

San Juan Luis Munoz Marin Intl

Mon 8/24

7:03 am-4:58 pm

1 stop9h 55m

$389

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Mon 8/10

4:43 pm-12:47 am

1 stop8h 04m

San Juan Luis Munoz Marin Intl

Wed 8/19

5:05 am-3:52 pm

1 stop10h 47m

$400

WorcesterSanto Domingo

ORH - SDQ

ORHSDQ

Worcester

Sun 8/30

4:45 pm-11:59 pm

1 stop7h 14m

Santo Domingo Las Americas

Wed 9/2

5:01 am-3:52 pm

1 stop10h 51m

$402

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Sun 8/9

5:23 pm-2:51 pm

2 stops21h 28m

San Juan Luis Munoz Marin Intl

Fri 8/21

3:47 pm-4:58 pm

2 stops25h 11m

$414

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Wed 8/12

5:23 pm-9:43 am

2 stops16h 20m

San Juan Luis Munoz Marin Intl

Thu 8/20

3:47 pm-4:58 pm

2 stops25h 11m

$419

WorcesterPunta Cana

ORH - PUJ

ORHPUJ

Worcester

Thu 8/13

5:23 pm-11:10 am

1 stop17h 47m

Punta Cana

Thu 8/20

12:10 pm-4:58 pm

1 stop28h 48m

$425

WorcesterPunta Cana

ORH - PUJ

ORHPUJ

Worcester

Thu 8/13

5:23 pm-3:06 pm

2 stops21h 43m

Punta Cana

Thu 8/20

12:10 pm-4:58 pm

1 stop28h 48m

$436

Quickest round-trip

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Tue 7/21

2:37 pm-12:48 am

1 stop10h 11m

San Juan Luis Munoz Marin Intl

Sat 8/1

9:22 am-3:50 pm

1 stop6h 28m

$444

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?

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	7h 11m
Direct flights	None

The fastest flight from Worcester, Massachusetts to Caribbean Islands takes 7h 11m

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 July 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 42.59% of all bookings. The subsequent popular models are Airbus A220-300 at 10.83%, Airbus A321 (sharklets) at 8.31%, and Airbus A321-100/200 at 7.25%.

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 11,762 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.