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Cheap flights from Worcester, Massachusetts to Caribbean 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 departing on 2/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Worcester, Massachusetts to Caribbean

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
4:55 pm - 11:59 pmORH-SJU
7h 04m1 stop
American Airlines Logo
6:25 am - 3:02 pmSJU-ORH
9h 37m1 stop
$231American Airlines
Find Deal
Tue, Oct 28 - Tue, Nov 4
American Airlines Logo
4:55 pm - 12:39 pmORH-SJU
19h 44m2 stops
American Airlines Logo
6:25 am - 3:02 pmSJU-ORH
9h 37m1 stop
$235American Airlines
Find Deal
Tue, Oct 28 - Tue, Nov 4
American Airlines Logo
3:34 pm - 10:09 amORH-SJU
17h 35m2 stops
American Airlines Logo
6:25 am - 3:09 pmSJU-ORH
9h 44m1 stop
$303American Airlines
Find Deal
Thu, Dec 4 - Tue, Dec 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
$361Delta
Find Deal
Wed, Feb 4 - Thu, Feb 12
Delta Logo
3:18 pm - 12:05 pmORH-NAS
20h 47m2 stops
Delta Logo
6:10 pm - 2:37 pmNAS-ORH
20h 27m2 stops
$405Delta
Find Deal
Sun, Feb 8 - Sat, Feb 14
JetBlue Logo
11:27 am - 8:20 pmORH-SJU
8h 53m1 stop
JetBlue Logo
7:00 am - 3:28 pmSJU-ORH
8h 28m1 stop
$423JetBlue
Find Deal
Mon, Mar 30 - Thu, Apr 2
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
Thu, Feb 5 - Sat, Feb 14
JetBlue Logo
5:00 pm - 10:35 amORH-SJU
16h 35m1 stop
JetBlue Logo
7:00 am - 3:34 pmSJU-ORH
9h 34m1 stop
$437JetBlue
Find Deal
Fri, Dec 5 - Sun, Dec 7
JetBlue Logo
4:35 pm - 10:32 amORH-SJU
16h 57m1 stop
JetBlue Logo
10:30 pm - 10:52 amSJU-ORH
13h 22m1 stop
$524JetBlue
Find Deal
Tue, Feb 10 - Sun, Feb 22
JetBlue Logo
4:00 pm - 9:10 amORH-NAS
17h 10m1 stop
JetBlue Logo
2:32 pm - 3:05 pmNAS-ORH
24h 33m1 stop
$690JetBlue
Find Deal
Wed, Feb 18 - Mon, Feb 23

JetBlue flights from Worcester, Massachusetts to Caribbean

Our best JetBlue deals on Worcester, Massachusetts to Caribbean flight tickets
JetBlue
Mar 30
ORH11:27 amWorcester
8h 53m
1 stop
SJU8:20 pmSan Juan Luis Munoz Marin Intl
Apr 2
SJU7:00 amSan Juan Luis Munoz Marin Intl
8h 28m
1 stop
ORH3:28 pmWorcester
$423
Find similar
JetBlue
Dec 5
ORH5:00 pmWorcester
16h 35m
1 stop
SJU10:35 amSan Juan Luis Munoz Marin Intl
Dec 7
SJU7:00 amSan Juan Luis Munoz Marin Intl
9h 34m
1 stop
ORH3:34 pmWorcester
$437
Find similar
JetBlue
Feb 10
ORH4:35 pmWorcester
16h 57m
1 stop
SJU10:32 amSan Juan Luis Munoz Marin Intl
Feb 22
SJU10:30 pmSan Juan Luis Munoz Marin Intl
13h 22m
1 stop
ORH10:52 amWorcester
$524
Find similar

American Airlines flights from Worcester, Massachusetts to Caribbean

Our best American Airlines deals on Worcester, Massachusetts to Caribbean flight tickets
American Airlines
Oct 28
ORH4:55 pmWorcester
7h 04m
1 stop
SJU11:59 pmSan Juan Luis Munoz Marin Intl
Nov 4
SJU6:25 amSan Juan Luis Munoz Marin Intl
9h 37m
1 stop
ORH3:02 pmWorcester
$231
Find similar
American Airlines
Oct 28
ORH4:55 pmWorcester
19h 44m
2 stops
SJU12:39 pmSan Juan Luis Munoz Marin Intl
Nov 4
SJU6:25 amSan Juan Luis Munoz Marin Intl
9h 37m
1 stop
ORH3:02 pmWorcester
$235
Find similar
American Airlines
Dec 4
ORH3:34 pmWorcester
17h 35m
2 stops
SJU10:09 amSan Juan Luis Munoz Marin Intl
Dec 9
SJU6:25 amSan Juan Luis Munoz Marin Intl
9h 44m
1 stop
ORH3:09 pmWorcester
$303
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Worcester, Massachusetts to Caribbean 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 October 8, 2025.
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

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Tue 10/28

4:55 pm-11:59 pm

1 stop7h 04m

San Juan Luis Munoz Marin Intl

Tue 11/4

6:25 am-3:02 pm

1 stop9h 37m

$231

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Tue 10/28

4:55 pm-12:39 pm

2 stops19h 44m

San Juan Luis Munoz Marin Intl

Tue 11/4

6:25 am-3:02 pm

1 stop9h 37m

$235

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Thu 12/4

3:34 pm-10:09 am

2 stops17h 35m

San Juan Luis Munoz Marin Intl

Tue 12/9

6:25 am-3:09 pm

1 stop9h 44m

$303

WorcesterNassau

ORH - NAS

ORHNAS

Worcester

Wed 2/4

3:18 pm-12:05 pm

2 stops20h 47m

Nassau Intl

Thu 2/12

6:10 pm-2:37 pm

2 stops20h 27m

$361

WorcesterNassau

ORH - NAS

ORHNAS

Worcester

Sun 2/8

3:18 pm-12:05 pm

2 stops20h 47m

Nassau Intl

Sat 2/14

6:10 pm-2:37 pm

2 stops20h 27m

$405

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Mon 3/30

11:27 am-8:20 pm

1 stop8h 53m

San Juan Luis Munoz Marin Intl

Thu 4/2

7:00 am-3:28 pm

1 stop8h 28m

$423

WorcesterNassau

ORH - NAS

ORHNAS

Worcester

Thu 2/5

3:18 pm-12:05 pm

2 stops20h 47m

Nassau Intl

Sat 2/14

6:10 pm-2:37 pm

2 stops20h 27m

$423

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Fri 12/5

5:00 pm-10:35 am

1 stop16h 35m

San Juan Luis Munoz Marin Intl

Sun 12/7

7:00 am-3:34 pm

1 stop9h 34m

$437

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Tue 2/10

4:35 pm-10:32 am

1 stop16h 57m

San Juan Luis Munoz Marin Intl

Sun 2/22

10:30 pm-10:52 am

1 stop13h 22m

$524

WorcesterNassau

ORH - NAS

ORHNAS

Worcester

Wed 2/18

4:00 pm-9:10 am

1 stop17h 10m

Nassau Intl

Mon 2/23

2:32 pm-3:05 pm

1 stop24h 33m

$690

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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

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

The cheapest day to depart from Worcester, Massachusetts to Caribbean is on a Wednesday when prices can be found 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.

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

In the morning is the cheapest time of day to fly from Worcester, Massachusetts to Caribbean when you can find flight prices for as low as $233. Flying to Caribbean in the morning is an ideal time because this is during off-peak travel hours. Flights in the afternoon are often more expensive with an average ticket price of $1,005.

Can stopping save me money on Worcester, Massachusetts to Caribbean flights?

You could potentially save up to 25% 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

Direct flights

None
There are no direct flights from Worcester, Massachusetts to Caribbean. There are no popular flight routes from Worcester, Massachusetts to Caribbean.
Search flight deals

  • 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?

  • 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.

Best airlines flying from Worcester, Massachusetts to Caribbean

Compare and see reviews for airlines that fly from Worcester, Massachusetts to Caribbean with momondo
Airline
Rating
Free Cancellation
Price
JetBluePriceFrom $136Free CancellationRating
7.2
2,909 reviews
Search JetBlue flights

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.

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