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Cheap flights from Worcester, Massachusetts to Caribbean from $167

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 12/15. 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

Cheap round-trip flights

American Airlines Logo
4:05 pm - 11:05 pmORH-SJU
7h 00m1 stop
American Airlines Logo
5:25 am - 3:39 pmSJU-ORH
10h 14m1 stop
$236American Airlines
Find Deal
Sat, Oct 11 - Sat, Oct 25
American Airlines Logo
4:05 pm - 11:05 pmORH-SJU
7h 00m1 stop
American Airlines Logo
5:00 pm - 3:50 pmSJU-ORH
22h 50m2 stops
$240American Airlines
Find Deal
Sat, Oct 11 - Sat, Oct 25
American Airlines Logo
4:23 pm - 11:11 amORH-SJU
18h 48m2 stops
American Airlines Logo
5:25 pm - 3:58 pmSJU-ORH
22h 33m2 stops
$275American Airlines
Find Deal
Sun, Sep 14 - Wed, Sep 17
American Airlines Logo
4:05 pm - 11:06 amORH-SJU
19h 01m2 stops
American Airlines Logo
7:00 pm - 3:50 pmSJU-ORH
20h 50m2 stops
$310American Airlines
Find Deal
Sat, Oct 11 - Sat, Oct 25
American Airlines Logo
3:29 pm - 11:47 pmORH-SJU
7h 18m1 stop
American Airlines Logo
6:25 am - 3:04 pmSJU-ORH
9h 39m1 stop
$321American Airlines
Find Deal
Wed, Nov 5 - Sun, Nov 9
American Airlines Logo
3:29 pm - 1:41 pmORH-SJU
21h 12m2 stops
American Airlines Logo
6:25 am - 3:04 pmSJU-ORH
9h 39m1 stop
$325American Airlines
Find Deal
Wed, Nov 5 - Sun, Nov 9
American Airlines Logo
4:23 pm - 11:11 amORH-SJU
18h 48m2 stops
American Airlines Logo
5:25 pm - 3:59 pmSJU-ORH
22h 34m2 stops
$342American Airlines
Find Deal
Sun, Sep 14 - Tue, Sep 23
American Airlines Logo
4:23 pm - 11:11 amORH-SJU
18h 48m2 stops
American Airlines Logo
4:45 pm - 3:58 pmSJU-ORH
23h 13m2 stops
$368American Airlines
Find Deal
Sun, Sep 14 - Sat, Sep 20
JetBlue Logo
3:59 pm - 11:22 pmORH-SJU
7h 23m1 stop
JetBlue Logo
6:04 am - 3:50 pmSJU-ORH
9h 46m1 stop
$390JetBlue
Find Deal
Tue, Sep 2 - Thu, Sep 11
JetBlue Logo
2:30 pm - 11:43 pmORH-SJU
9h 13m1 stop
JetBlue Logo
6:04 am - 3:50 pmSJU-ORH
9h 46m1 stop
$420JetBlue
Find Deal
Sat, Sep 13 - Sun, Sep 21

JetBlue flights from Worcester, Massachusetts to Caribbean

Our best JetBlue deals on Worcester, Massachusetts to Caribbean flight tickets
JetBlue
Sep 2
ORH3:59 pmWorcester
7h 23m
1 stop
SJU11:22 pmSan Juan Luis Munoz Marin Intl
Sep 11
SJU6:04 amSan Juan Luis Munoz Marin Intl
9h 46m
1 stop
ORH3:50 pmWorcester
$390
Find similar
JetBlue
Sep 13
ORH2:30 pmWorcester
9h 13m
1 stop
SJU11:43 pmSan Juan Luis Munoz Marin Intl
Sep 21
SJU6:04 amSan Juan Luis Munoz Marin Intl
9h 46m
1 stop
ORH3:50 pmWorcester
$420
Find similar
JetBlue
Sep 13
ORH2:30 pmWorcester
9h 13m
1 stop
SJU11:43 pmSan Juan Luis Munoz Marin Intl
Sep 18
SJU6:04 amSan Juan Luis Munoz Marin Intl
9h 46m
1 stop
ORH3:50 pmWorcester
$440
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 11
ORH4:05 pmWorcester
7h 00m
1 stop
SJU11:05 pmSan Juan Luis Munoz Marin Intl
Oct 25
SJU5:25 amSan Juan Luis Munoz Marin Intl
10h 14m
1 stop
ORH3:39 pmWorcester
$236
Find similar
American Airlines
Oct 11
ORH4:05 pmWorcester
7h 00m
1 stop
SJU11:05 pmSan Juan Luis Munoz Marin Intl
Oct 25
SJU5:00 pmSan Juan Luis Munoz Marin Intl
22h 50m
2 stops
ORH3:50 pmWorcester
$240
Find similar
American Airlines
Sep 14
ORH4:23 pmWorcester
18h 48m
2 stops
SJU11:11 amSan Juan Luis Munoz Marin Intl
Sep 17
SJU5:25 pmSan Juan Luis Munoz Marin Intl
22h 33m
2 stops
ORH3:58 pmWorcester
$275
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 August 14, 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

Sat 10/11

4:05 pm-11:05 pm

1 stop7h 00m

San Juan Luis Munoz Marin Intl

Sat 10/25

5:25 am-3:39 pm

1 stop10h 14m

$236

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Sat 10/11

4:05 pm-11:05 pm

1 stop7h 00m

San Juan Luis Munoz Marin Intl

Sat 10/25

5:00 pm-3:50 pm

2 stops22h 50m

$240

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Sun 9/14

4:23 pm-11:11 am

2 stops18h 48m

San Juan Luis Munoz Marin Intl

Wed 9/17

5:25 pm-3:58 pm

2 stops22h 33m

$275

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Sat 10/11

4:05 pm-11:06 am

2 stops19h 01m

San Juan Luis Munoz Marin Intl

Sat 10/25

7:00 pm-3:50 pm

2 stops20h 50m

$310

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Wed 11/5

3:29 pm-11:47 pm

1 stop7h 18m

San Juan Luis Munoz Marin Intl

Sun 11/9

6:25 am-3:04 pm

1 stop9h 39m

$321

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Wed 11/5

3:29 pm-1:41 pm

2 stops21h 12m

San Juan Luis Munoz Marin Intl

Sun 11/9

6:25 am-3:04 pm

1 stop9h 39m

$325

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Sun 9/14

4:23 pm-11:11 am

2 stops18h 48m

San Juan Luis Munoz Marin Intl

Tue 9/23

5:25 pm-3:59 pm

2 stops22h 34m

$342

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Sun 9/14

4:23 pm-11:11 am

2 stops18h 48m

San Juan Luis Munoz Marin Intl

Sat 9/20

4:45 pm-3:58 pm

2 stops23h 13m

$368

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Tue 9/2

3:59 pm-11:22 pm

1 stop7h 23m

San Juan Luis Munoz Marin Intl

Thu 9/11

6:04 am-3:50 pm

1 stop9h 46m

$390

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Sat 9/13

2:30 pm-11:43 pm

1 stop9h 13m

San Juan Luis Munoz Marin Intl

Sun 9/21

6:04 am-3:50 pm

1 stop9h 46m

$420

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

Best Price Found

$167

Fastest flight time

6h 45m

Direct flights

None

Airports in Caribbean

5 airports
The best one-way flight to Caribbean from Worcester, Massachusetts in the past 72 hours is $167. The best round-trip flight deal from Worcester, Massachusetts to Caribbean found on momondo in the last 72 hours is $236.
The fastest flight from Worcester, Massachusetts to Caribbean takes 6h 45m
There are no direct flights from Worcester, Massachusetts to Caribbean. Popular non-direct routes for this connection are Worcester Airport - Oranjestad Reina Beatrix Airport, Worcester Airport - Simpson Bay Princess Juliana Airport and Worcester Airport - San Juan Luis Munoz Marin Intl Airport.
There are 5 airports near Caribbean: Santo Domingo Las Americas (SDQ), Saint Thomas Island Cyril E King (STT), Simpson Bay Princess Juliana (SXM), Oranjestad Reina Beatrix (AUA), San Juan Luis Munoz Marin Intl (SJU)
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  • 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
2,914 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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Find better results for your trip to Caribbean

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