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

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

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 66% 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.

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

Prices for flights from Worcester Airport to Caribbean refresh daily.

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

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

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.

$134 Cheap Flights from Worcester, Massachusetts to Caribbean in 2026

1 adult

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.

5:17 pm - 6:05 pm

ORH

SJU

24h 48m

2 stops

3:50 pm - 4:52 pm

SJU

ORH

25h 02m

2 stops

$302American Airlines

Tue, Oct 13 - Wed, Oct 28

5:23 pm - 2:54 pm

ORH

SJU

21h 31m

2 stops

6:51 am - 4:58 pm

SJU

ORH

10h 07m

1 stop

$342American Airlines

Fri, Aug 7 - Fri, Aug 14

5:16 pm - 2:00 pm

ORH

PUJ

20h 44m

2 stops

1:49 pm - 4:51 pm

PUJ

ORH

27h 02m

2 stops

$358American Airlines

Tue, Jul 7 - Mon, Jul 13

5:23 pm - 4:03 pm

ORH

SJU

22h 40m

2 stops

6:51 am - 4:58 pm

SJU

ORH

10h 07m

1 stop

$362American Airlines

Sun, Aug 9 - Sat, Aug 15

5:18 pm - 1:22 pm

ORH

SXM

20h 04m

2 stops

2:46 pm - 4:51 pm

SXM

ORH

26h 05m

1 stop

$363American Airlines

Mon, Jun 29 - Fri, Jul 3

5:18 pm - 3:42 pm

ORH

SXM

22h 24m

2 stops

2:53 pm - 4:53 pm

SXM

ORH

26h 00m

2 stops

$367American Airlines

Mon, Jun 15 - Sun, Jun 21

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

Wed, Jul 29 - Mon, Aug 10

2:35 pm - 11:06 pm

ORH

SJU

8h 31m

1 stop

5:35 am - 3:50 pm

SJU

ORH

10h 15m

1 stop

$380JetBlue

Mon, Aug 24 - Wed, Aug 26

5:40 pm - 12:16 pm

ORH

AUA

18h 36m

2 stops

3:25 pm - 5:00 pm

AUA

ORH

25h 35m

2 stops

$432Delta

Fri, Jul 17 - Wed, Jul 29

4:45 pm - 8:21 am

ORH

NAS

15h 36m

1 stop

10:24 am - 1:40 pm

NAS

ORH

27h 16m

1 stop

$561JetBlue

Mon, Jun 15 - Sun, Jun 21

American Airlines flights from Worcester, Massachusetts to Caribbean

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

American Airlines

Oct 13

ORH5:17 pmWorcester

24h 48m

2 stops

SJU6:05 pmSan Juan Luis Munoz Marin Intl

Oct 28

SJU3:50 pmSan Juan Luis Munoz Marin Intl

25h 02m

2 stops

ORH4:52 pmWorcester

$302

American Airlines

Aug 7

ORH5:23 pmWorcester

21h 31m

2 stops

SJU2:54 pmSan Juan Luis Munoz Marin Intl

Aug 14

SJU6:51 amSan Juan Luis Munoz Marin Intl

10h 07m

1 stop

ORH4:58 pmWorcester

$342

American Airlines

Jul 7

ORH5:16 pmWorcester

20h 44m

2 stops

PUJ2:00 pmPunta Cana

Jul 13

PUJ1:49 pmPunta Cana

27h 02m

2 stops

ORH4:51 pmWorcester

$358

JetBlue flights from Worcester, Massachusetts to Caribbean

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

JetBlue

Jul 29

ORH4:45 pmWorcester

7h 14m

1 stop

SDQ11:59 pmSanto Domingo Las Americas

Aug 10

SDQ5:01 amSanto Domingo Las Americas

10h 49m

1 stop

ORH3:50 pmWorcester

$372

JetBlue

Aug 24

ORH2:35 pmWorcester

8h 31m

1 stop

SJU11:06 pmSan Juan Luis Munoz Marin Intl

Aug 26

SJU5:35 amSan Juan Luis Munoz Marin Intl

10h 15m

1 stop

ORH3:50 pmWorcester

$380

JetBlue

Aug 4

ORH4:45 pmWorcester

16h 34m

1 stop

SJU9:19 amSan Juan Luis Munoz Marin Intl

Aug 11

SJU6:50 amSan Juan Luis Munoz Marin Intl

9h 00m

1 stop

ORH3:50 pmWorcester

$425

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

Tue 10/13

5:17 pm-6:05 pm

2 stops24h 48m

San Juan Luis Munoz Marin Intl

Wed 10/28

3:50 pm-4:52 pm

2 stops25h 02m

$302

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Fri 8/7

5:23 pm-2:54 pm

2 stops21h 31m

San Juan Luis Munoz Marin Intl

Fri 8/14

6:51 am-4:58 pm

1 stop10h 07m

$342

WorcesterPunta Cana

ORH - PUJ

ORHPUJ

Worcester

Tue 7/7

5:16 pm-2:00 pm

2 stops20h 44m

Punta Cana

Mon 7/13

1:49 pm-4:51 pm

2 stops27h 02m

$358

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Sun 8/9

5:23 pm-4:03 pm

2 stops22h 40m

San Juan Luis Munoz Marin Intl

Sat 8/15

6:51 am-4:58 pm

1 stop10h 07m

$362

WorcesterSimpson Bay

ORH - SXM

ORHSXM

Worcester

Mon 6/29

5:18 pm-1:22 pm

2 stops20h 04m

Simpson Bay Princess Juliana

Fri 7/3

2:46 pm-4:51 pm

1 stop26h 05m

$363

WorcesterSimpson Bay

ORH - SXM

ORHSXM

Worcester

Mon 6/15

5:18 pm-3:42 pm

2 stops22h 24m

Simpson Bay Princess Juliana

Sun 6/21

2:53 pm-4:53 pm

2 stops26h 00m

$367

Quickest round-trip

WorcesterSanto Domingo

ORH - SDQ

ORHSDQ

Worcester

Wed 7/29

4:45 pm-11:59 pm

1 stop7h 14m

Santo Domingo Las Americas

Mon 8/10

5:01 am-3:50 pm

1 stop10h 49m

$372

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Mon 8/24

2:35 pm-11:06 pm

1 stop8h 31m

San Juan Luis Munoz Marin Intl

Wed 8/26

5:35 am-3:50 pm

1 stop10h 15m

$380

WorcesterOranjestad

ORH - AUA

ORHAUA

Worcester

Fri 7/17

5:40 pm-12:16 pm

2 stops18h 36m

Oranjestad Reina Beatrix

Wed 7/29

3:25 pm-5:00 pm

2 stops25h 35m

$432

WorcesterNassau

ORH - NAS

ORHNAS

Worcester

Mon 6/15

4:45 pm-8:21 am

1 stop15h 36m

Nassau Intl

Sun 6/21

10:24 am-1:40 pm

1 stop27h 16m

$561

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 46m
Direct flights	None

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

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 many operators does momondo search for flights from Worcester Airport to Caribbean?
As of May 2026, there is 1 operator available to choose from for flights from Worcester Airport to Caribbean.
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.