$132 Find Cheap Flights from Worcester to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Worcester to Caribbean departing on 3/16. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Worcester to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$373
Santo Domingo
Santo Domingo2 stops$329
Montego Bay
Montego Bay2 stops$317
Oranjestad
Oranjestad2 stops$330
Nassau
Nassau2 stops$388
Simpson Bay
Simpson Bay2 stops$350
Providenciales
Providenciales2 stops$326
George Town
George Town2 stops$385
Punta Cana
Punta Cana2 stops$373
Santo Domingo
Santo Domingo2 stops$329
Montego Bay
Montego Bay2 stops$317
Oranjestad
Oranjestad2 stops$330
Nassau
Nassau2 stops$388
Simpson Bay
Simpson Bay2 stops$350
Providenciales
Providenciales2 stops$326
George Town
George Town2 stops$385

Book Cheap Worcester to Caribbean Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Worcester to Caribbean that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Worcester to Caribbean

Fri, May 1 - Fri, May 8
American Airlines Logo
2:39 pm - 10:05 pm
ORH
-
SJU
7h 26m
1 stop
American Airlines Logo
6:00 am - 2:14 pm
SJU
-
ORH
8h 14m
1 stop
$238American Airlines
Tue, Mar 10 - Tue, Mar 17
American Airlines Logo
1:44 pm - 5:28 am
ORH
-
SJU
15h 44m
2 stops
American Airlines Logo
6:01 pm - 1:19 pm
SJU
-
ORH
19h 18m
2 stops
$242American Airlines
Mon, Feb 23 - Wed, Mar 4
American Airlines Logo
1:30 pm - 12:12 pm
ORH
-
STT
21h 42m
2 stops
American Airlines Logo
1:02 pm - 1:05 pm
STT
-
ORH
25h 03m
2 stops
$278American Airlines
Mon, Apr 20 - Thu, Apr 23
American Airlines Logo
2:39 pm - 1:15 pm
ORH
-
STT
22h 36m
2 stops
American Airlines Logo
5:05 pm - 2:14 pm
STT
-
ORH
21h 09m
2 stops
$284American Airlines
Tue, Mar 24 - Wed, Apr 1
JetBlue Logo
4:55 pm - 11:59 pm
ORH
-
SJU
7h 04m
1 stop
JetBlue Logo
7:50 am - 4:23 pm
SJU
-
ORH
8h 33m
1 stop
$300JetBlue
Tue, Mar 10 - Wed, Mar 11
JetBlue Logo
4:59 pm - 11:59 pm
ORH
-
SJU
7h 00m
1 stop
JetBlue Logo
7:00 am - 4:02 pm
SJU
-
ORH
9h 02m
1 stop
$322JetBlue
Sun, May 3 - Tue, May 5
Delta Logo
5:24 pm - 2:10 pm
ORH
-
PLS
20h 46m
2 stops
Delta Logo
3:25 pm - 4:43 pm
PLS
-
ORH
25h 18m
2 stops
$326Delta
Mon, Mar 16 - Wed, Mar 18
Delta Logo
4:33 pm - 2:20 pm
ORH
-
AUA
21h 47m
2 stops
Delta Logo
3:35 pm - 3:50 pm
AUA
-
ORH
24h 15m
2 stops
$330Delta
Mon, Jun 15 - Sun, Jun 21
Delta Logo
3:18 pm - 11:55 pm
ORH
-
SDQ
8h 37m
1 stop
Delta Logo
6:00 am - 2:39 pm
SDQ
-
ORH
8h 39m
1 stop
$334Delta
Sat, Apr 18 - Sat, Apr 25
JetBlue Logo
6:00 am - 12:51 pm
ORH
-
MBJ
7h 51m
1 stop
JetBlue Logo
2:15 pm - 11:16 pm
MBJ
-
ORH
8h 01m
1 stop
$1,581JetBlue
Booking Insights

KAYAK's insights & trends for Worcester to Caribbean flights

Get data-powered insights and trends into flights from Worcester to Caribbean to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Worcester to Caribbean?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Worcester to Caribbean were found on American Airlines ($238) and Delta ($326).

Good to know

Cheapest flight$132
Flight from Worcester to Oranjestad

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Worcester to Caribbean?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Worcester to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Worcester to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Worcester to Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Worcester to Caribbean?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Worcester to Caribbean with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Worcester to Caribbean?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Worcester to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Worcester to Caribbean

 
Need help choosing which airline to fly with from Worcester to Caribbean? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
JetBlueOverall score based on 2895 reviews
7.4Boarding
8.0Crew
7.5Comfort
7.2Entertainment
6.6Food
Airline reviews

My flight got delayed and eventually canceled, then rescheduled. I and several others had a connection from Boston to Paris and asked several times if we would make it. They assured us we would and then rebooked us mid flight without our consent and closed doors early even though they said they communicated we were a bit delayed. We got stranded in Boston and I opted with being rebooked for a different connection to France since they refused to pay for a Hotel. I've now been in Europe for 5 days and still haven't recieved my bags. There was absolutely no urgency for the fact that I'm in a foreign country with absolutely no change of clothes or any of my medication. Such an overwhelming and frustrating experience.

2.0 MediocreAnonymous, Feb 2026
DCA - BOS
Read more JetBlue reviews

My flight got delayed and eventually canceled, then rescheduled. I and several others had a connection from Boston to Paris and asked several times if we would make it. They assured us we would and then rebooked us mid flight without our consent and closed doors early even though they said they communicated we were a bit delayed. We got stranded in Boston and I opted with being rebooked for a different connection to France since they refused to pay for a Hotel. I've now been in Europe for 5 days and still haven't recieved my bags. There was absolutely no urgency for the fact that I'm in a foreign country with absolutely no change of clothes or any of my medication. Such an overwhelming and frustrating experience.

Automated scanning was slow and somewhat haphazard. Too many people were unfamiliar with the tech and were forced to learn on the fly. The hands off approach of the gate staff made it more uncomfortable. This needs work. Overall the flight and cabin crew were excellent.

The crew for the flight was A+ top notch. They were friendly and professional and made the flight a very relaxing and enjoable.

Rude crew member. She seemed annoyed at me without me saying a single word. Also loudly admonished me for having my bag next to my seat instead of tucked away before landing. Just telling me to put it away and guiding me without giving me a lecture would have been enough.

No included food for a 5 hour flight and the entertainment was only accessible if you had wired headphones (not provided). Otherwise though, great and smooth flying and customer service.

Crew were fantastic and so catering and wonderful! Full score for the entire crew!

Because of weather and mechanical issues our flight was 4 hours late. The only compensation offered to us was a meal voucher to be used only at Boston Airport and only on the day issued. But by the time it was offered to us all the restaurants were closed, so there was no way to use that offer.

Friendly crew, efficient boarding and flight arrived early. Couldn’t ask for a better experience

Terrible. They canceled our early morning flight after midnight on the day of and had no available flights to rebook my family on for the next 72 hours. Yet they still had other flights that were not cancelled from JFK so it couldn’t be based on the weather. It felt like they canceled the flight based on it not being profitable enough for them. I am not interested in traveling with the again. The absolute worse customer service and lack of accountability.

Horribly rude check in at airport, worst in 25 years of flying. All over a simple issue they could have googled to resolve.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports