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Cheap flights from Worcester, Massachusetts to Caribbean Islands from $143

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Worcester, Massachusetts to Caribbean Islands departing on 12/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Worcester, Massachusetts to Caribbean Islands

Cheap round-trip flights

JetBlue Logo
4:00 pm - 1:12 amORH-SJU
8h 12m1 stop
JetBlue Logo
8:40 am - 3:05 pmSJU-ORH
7h 25m1 stop
$283JetBlue
Find Deal
Tue, Feb 24 - Wed, Feb 25
JetBlue Logo
4:00 pm - 1:12 amORH-SJU
8h 12m1 stop
JetBlue Logo
8:40 am - 3:05 pmSJU-ORH
7h 25m1 stop
$289JetBlue
Find Deal
Sun, Feb 22 - Wed, Feb 25
American Airlines Logo
3:25 pm - 9:36 amORH-SJU
17h 11m2 stops
American Airlines Logo
6:50 pm - 2:53 pmSJU-ORH
21h 03m2 stops
$290American Airlines
Find Deal
Tue, Feb 24 - Wed, Feb 25
American Airlines Logo
3:27 pm - 11:52 pmORH-SJU
7h 25m1 stop
American Airlines Logo
6:25 am - 3:02 pmSJU-ORH
9h 37m1 stop
$291American Airlines
Find Deal
Sun, Nov 2 - Wed, Nov 12
American Airlines Logo
3:25 pm - 1:30 pmORH-SJU
21h 05m2 stops
American Airlines Logo
6:50 pm - 2:53 pmSJU-ORH
21h 03m2 stops
$295American Airlines
Find Deal
Sun, Feb 22 - Wed, Feb 25
American Airlines Logo
3:27 pm - 11:40 amORH-PUJ
19h 13m2 stops
American Airlines Logo
12:55 pm - 3:02 pmPUJ-ORH
27h 07m2 stops
$319American Airlines
Find Deal
Sat, Nov 8 - Sat, Nov 15
Delta Logo
3:18 pm - 1:09 amORH-SDQ
8h 51m1 stop
Delta Logo
6:45 am - 3:23 pmSDQ-ORH
9h 38m1 stop
$323Delta
Find Deal
Thu, Nov 6 - Tue, Nov 11
JetBlue Logo
4:00 pm - 1:12 amORH-SJU
8h 12m1 stop
JetBlue Logo
8:40 am - 3:05 pmSJU-ORH
7h 25m1 stop
$339JetBlue
Find Deal
Sun, Feb 22 - Fri, Feb 27
Delta Logo
3:18 pm - 12:05 pmORH-NAS
20h 47m2 stops
Delta Logo
6:10 pm - 2:37 pmNAS-ORH
20h 27m2 stops
$361Delta
Find Deal
Mon, Feb 2 - Mon, Feb 9
Delta Logo
3:18 pm - 12:05 pmORH-NAS
20h 47m2 stops
Delta Logo
6:10 pm - 2:37 pmNAS-ORH
20h 27m2 stops
$423Delta
Find Deal
Sun, Feb 1 - Mon, Feb 9

JetBlue flights from Worcester, Massachusetts to Caribbean Islands

Our best JetBlue deals on Worcester, Massachusetts to Caribbean Islands flight tickets
JetBlue
Feb 24
ORH4:00 pmWorcester
8h 12m
1 stop
SJU1:12 amSan Juan Luis Munoz Marin Intl
Feb 25
SJU8:40 amSan Juan Luis Munoz Marin Intl
7h 25m
1 stop
ORH3:05 pmWorcester
$283
Find similar
JetBlue
Feb 22
ORH4:00 pmWorcester
8h 12m
1 stop
SJU1:12 amSan Juan Luis Munoz Marin Intl
Feb 25
SJU8:40 amSan Juan Luis Munoz Marin Intl
7h 25m
1 stop
ORH3:05 pmWorcester
$289
Find similar
JetBlue
Feb 22
ORH4:00 pmWorcester
8h 12m
1 stop
SJU1:12 amSan Juan Luis Munoz Marin Intl
Feb 27
SJU8:40 amSan Juan Luis Munoz Marin Intl
7h 25m
1 stop
ORH3:05 pmWorcester
$339
Find similar

American Airlines flights from Worcester, Massachusetts to Caribbean Islands

Our best American Airlines deals on Worcester, Massachusetts to Caribbean Islands flight tickets
American Airlines
Feb 24
ORH3:25 pmWorcester
17h 11m
2 stops
SJU9:36 amSan Juan Luis Munoz Marin Intl
Feb 25
SJU6:50 pmSan Juan Luis Munoz Marin Intl
21h 03m
2 stops
ORH2:53 pmWorcester
$290
Find similar
American Airlines
Nov 2
ORH3:27 pmWorcester
7h 25m
1 stop
SJU11:52 pmSan Juan Luis Munoz Marin Intl
Nov 12
SJU6:25 amSan Juan Luis Munoz Marin Intl
9h 37m
1 stop
ORH3:02 pmWorcester
$291
Find similar
American Airlines
Feb 22
ORH3:25 pmWorcester
21h 05m
2 stops
SJU1:30 pmSan Juan Luis Munoz Marin Intl
Feb 25
SJU6:50 pmSan Juan Luis Munoz Marin Intl
21h 03m
2 stops
ORH2:53 pmWorcester
$295
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Worcester, Massachusetts to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated September 26, 2025.
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

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Tue 2/24

4:00 pm-1:12 am

1 stop8h 12m

San Juan Luis Munoz Marin Intl

Wed 2/25

8:40 am-3:05 pm

1 stop7h 25m

$283

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Sun 2/22

4:00 pm-1:12 am

1 stop8h 12m

San Juan Luis Munoz Marin Intl

Wed 2/25

8:40 am-3:05 pm

1 stop7h 25m

$289

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Tue 2/24

3:25 pm-9:36 am

2 stops17h 11m

San Juan Luis Munoz Marin Intl

Wed 2/25

6:50 pm-2:53 pm

2 stops21h 03m

$290

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Sun 11/2

3:27 pm-11:52 pm

1 stop7h 25m

San Juan Luis Munoz Marin Intl

Wed 11/12

6:25 am-3:02 pm

1 stop9h 37m

$291

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Sun 2/22

3:25 pm-1:30 pm

2 stops21h 05m

San Juan Luis Munoz Marin Intl

Wed 2/25

6:50 pm-2:53 pm

2 stops21h 03m

$295

WorcesterPunta Cana

ORH - PUJ

ORHPUJ

Worcester

Sat 11/8

3:27 pm-11:40 am

2 stops19h 13m

Punta Cana

Sat 11/15

12:55 pm-3:02 pm

2 stops27h 07m

$319

WorcesterSanto Domingo

ORH - SDQ

ORHSDQ

Worcester

Thu 11/6

3:18 pm-1:09 am

1 stop8h 51m

Santo Domingo Las Americas

Tue 11/11

6:45 am-3:23 pm

1 stop9h 38m

$323

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Sun 2/22

4:00 pm-1:12 am

1 stop8h 12m

San Juan Luis Munoz Marin Intl

Fri 2/27

8:40 am-3:05 pm

1 stop7h 25m

$339

WorcesterNassau

ORH - NAS

ORHNAS

Worcester

Mon 2/2

3:18 pm-12:05 pm

2 stops20h 47m

Nassau Intl

Mon 2/9

6:10 pm-2:37 pm

2 stops20h 27m

$361

WorcesterNassau

ORH - NAS

ORHNAS

Worcester

Sun 2/1

3:18 pm-12:05 pm

2 stops20h 47m

Nassau Intl

Mon 2/9

6:10 pm-2:37 pm

2 stops20h 27m

$423

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

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

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Worcester, Massachusetts to Caribbean Islands is on a Wednesday. Travelers who choose to depart for Caribbean Islands on a Wednesday will often find tickets for as low as $210. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around $975. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is in the morning. momondo users have found flights departing from Worcester, Massachusetts to Caribbean Islands in the morning for as low as $233. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the afternoon because they tend to be around $1,005. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

Direct flights

None
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

  • 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?

  • 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?

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
JetBluePriceFrom $136Free CancellationRating
7.2
2,914 reviews
Search JetBlue 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.

An easier way to manage your Caribbean Islands trip

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