What airlines fly to Caribbean?

JetBlue, Delta and American Airlines are the top three most popular airlines that fly to Caribbean 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. Keep in mind that there are 13 different airlines that fly to Caribbean 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?

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

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

Prices for flights from Worcester Airport to Caribbean refresh daily.

How old do you have to be to fly from Worcester Airport to Caribbean?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Worcester Airport to Caribbean.

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

The travel and health documents required for your trip to Caribbean can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$152 Cheap Flights from Worcester to Caribbean in 2026

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0 bags

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Find the cheapest flights from Worcester, Massachusetts to Caribbean

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:43 pm - 2:55 pm

ORH

SJU

19h 12m

2 stops

7:05 pm - 9:07 pm

SJU

ORH

26h 02m

2 stops

$327American Airlines

Sat, Sep 5 - Sat, Sep 12

2:39 pm - 10:05 pm

ORH

SJU

7h 26m

1 stop

7:00 pm - 2:14 pm

SJU

ORH

19h 14m

2 stops

$342American Airlines

Thu, Apr 30 - Mon, May 4

5:24 pm - 3:17 pm

ORH

MBJ

22h 53m

2 stops

4:32 pm - 4:43 pm

MBJ

ORH

23h 11m

2 stops

$357Delta

Fri, Apr 24 - Wed, Apr 29

2:39 pm - 10:05 pm

ORH

SJU

7h 26m

1 stop

6:00 am - 2:14 pm

SJU

ORH

8h 14m

1 stop

$365American Airlines

Thu, Apr 30 - Mon, May 4

5:18 pm - 9:39 am

ORH

SJU

16h 21m

2 stops

7:00 am - 4:51 pm

SJU

ORH

9h 51m

1 stop

$367American Airlines

Mon, Jun 29 - Tue, Jul 14

7:43 pm - 11:09 am

ORH

SJU

15h 26m

2 stops

3:50 pm - 4:52 pm

SJU

ORH

25h 02m

2 stops

$369American Airlines

Sat, Aug 15 - Sat, Aug 22

4:15 pm - 1:24 pm

ORH

SDQ

21h 09m

2 stops

2:49 pm - 3:33 pm

SDQ

ORH

24h 44m

2 stops

$371Delta

Thu, May 7 - Tue, May 12

5:24 pm - 2:32 pm

ORH

PUJ

21h 08m

2 stops

3:49 pm - 4:43 pm

PUJ

ORH

24h 54m

2 stops

$373Delta

Sun, Apr 26 - Sat, May 2

2:39 pm - 10:05 pm

ORH

SJU

7h 26m

1 stop

6:00 am - 2:14 pm

SJU

ORH

8h 14m

1 stop

$382American Airlines

Sat, Apr 25 - Fri, May 1

2:39 pm - 1:30 pm

ORH

AUA

22h 51m

2 stops

5:25 pm - 2:14 pm

AUA

ORH

20h 49m

2 stops

$384American Airlines

Sat, May 9 - Sat, May 16

JetBlue flights from Worcester, Massachusetts to Caribbean

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

JetBlue

Jun 15

ORH4:45 pmWorcester

7h 14m

1 stop

SJU11:59 pmSan Juan Luis Munoz Marin Intl

Jun 19

SJU2:20 amSan Juan Luis Munoz Marin Intl

9h 29m

1 stop

ORH11:49 amWorcester

$444

JetBlue

May 5

ORH2:07 pmWorcester

7h 02m

1 stop

SJU9:09 pmSan Juan Luis Munoz Marin Intl

May 7

SJU7:40 amSan Juan Luis Munoz Marin Intl

8h 19m

1 stop

ORH3:59 pmWorcester

$478

JetBlue

Aug 5

ORH4:45 pmWorcester

7h 40m

1 stop

SJU12:25 amSan Juan Luis Munoz Marin Intl

Aug 11

SJU5:35 amSan Juan Luis Munoz Marin Intl

10h 15m

1 stop

ORH3:50 pmWorcester

$506

American Airlines flights from Worcester, Massachusetts to Caribbean

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

American Airlines

Apr 30

ORH2:39 pmWorcester

7h 26m

1 stop

SJU10:05 pmSan Juan Luis Munoz Marin Intl

May 4

SJU7:00 pmSan Juan Luis Munoz Marin Intl

19h 14m

2 stops

ORH2:14 pmWorcester

$342

American Airlines

Apr 30

ORH2:39 pmWorcester

7h 26m

1 stop

SJU10:05 pmSan Juan Luis Munoz Marin Intl

May 4

SJU6:00 amSan Juan Luis Munoz Marin Intl

8h 14m

1 stop

ORH2:14 pmWorcester

$365

American Airlines

Jun 29

ORH5:18 pmWorcester

16h 21m

2 stops

SJU9:39 amSan Juan Luis Munoz Marin Intl

Jul 14

SJU7:00 amSan Juan Luis Munoz Marin Intl

9h 51m

1 stop

ORH4:51 pmWorcester

$367

momondo Fare Finder

Use the filters below to find and compare flights from Worcester, Massachusetts to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Sat 9/5

7:43 pm-2:55 pm

2 stops19h 12m

San Juan Luis Munoz Marin Intl

Sat 9/12

7:05 pm-9:07 pm

2 stops26h 02m

$327

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Thu 4/30

2:39 pm-10:05 pm

1 stop7h 26m

San Juan Luis Munoz Marin Intl

Mon 5/4

7:00 pm-2:14 pm

2 stops19h 14m

$342

WorcesterMontego Bay

ORH - MBJ

ORHMBJ

Worcester

Fri 4/24

5:24 pm-3:17 pm

2 stops22h 53m

Montego Bay Sangster Intl

Wed 4/29

4:32 pm-4:43 pm

2 stops23h 11m

$357

Quickest round-trip

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Thu 4/30

2:39 pm-10:05 pm

1 stop7h 26m

San Juan Luis Munoz Marin Intl

Mon 5/4

6:00 am-2:14 pm

1 stop8h 14m

$365

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Mon 6/29

5:18 pm-9:39 am

2 stops16h 21m

San Juan Luis Munoz Marin Intl

Tue 7/14

7:00 am-4:51 pm

1 stop9h 51m

$367

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Sat 8/15

7:43 pm-11:09 am

2 stops15h 26m

San Juan Luis Munoz Marin Intl

Sat 8/22

3:50 pm-4:52 pm

2 stops25h 02m

$369

WorcesterSanto Domingo

ORH - SDQ

ORHSDQ

Worcester

Thu 5/7

4:15 pm-1:24 pm

2 stops21h 09m

Santo Domingo Las Americas

Tue 5/12

2:49 pm-3:33 pm

2 stops24h 44m

$371

WorcesterPunta Cana

ORH - PUJ

ORHPUJ

Worcester

Sun 4/26

5:24 pm-2:32 pm

2 stops21h 08m

Punta Cana

Sat 5/2

3:49 pm-4:43 pm

2 stops24h 54m

$373

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Sat 4/25

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

$382

WorcesterOranjestad

ORH - AUA

ORHAUA

Worcester

Sat 5/9

2:39 pm-1:30 pm

2 stops22h 51m

Oranjestad Reina Beatrix

Sat 5/16

5:25 pm-2:14 pm

2 stops20h 49m

$384

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

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 flights?

You could potentially save up to 12% on your flight if you consider stops on a Worcester, Massachusetts to Caribbean flight.

Cheap Worcester, Massachusetts to Caribbean flight deals and tips

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

Fastest flight time	6h 42m
Direct flights	None

The fastest flight from Worcester, Massachusetts to Caribbean takes 6h 42m

There are no direct flights from Worcester, Massachusetts to Caribbean. There are no popular flight routes from Worcester, Massachusetts to Caribbean.

Search flight deals

Frequently asked questions about flying from Worcester, Massachusetts to Caribbean

When did momondo last update prices for flights from Worcester Airport to Caribbean?
Prices for flights from Worcester Airport to Caribbean refresh daily.
How old do you have to be to fly from Worcester Airport to Caribbean?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Worcester Airport to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The travel and health documents required for your trip to Caribbean can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Why use momondo?

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

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

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

Yes. momondo allows you to filter the results for Worcester to Caribbean flights to just show those with flexible booking policies.

How can momondo help me find flights from Worcester to Caribbean?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Worcester to Caribbean.

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

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