$155 Find Cheap Flights from Worcester to Caribbean Islands - Compare and Save

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 Islands departing on 8/25. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Worcester to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Worcester to Caribbean Islands, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Worcester to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$389
Santo Domingo
Santo Domingo2 stops$391
Montego Bay
Montego Bay2 stops$375
Oranjestad
Oranjestad2 stops$382
Nassau
Nassau2 stops$354
Simpson Bay
Simpson Bay2 stops$546
Providenciales
Providenciales2 stops$608
St. John's
St. John's2 stops$862
Punta Cana
Punta Cana2 stops$389
Santo Domingo
Santo Domingo2 stops$391
Montego Bay
Montego Bay2 stops$375
Oranjestad
Oranjestad2 stops$382
Nassau
Nassau2 stops$354
Simpson Bay
Simpson Bay2 stops$546
Providenciales
Providenciales2 stops$608
St. John's
St. John's2 stops$862

Book Cheap Worcester to Caribbean Islands 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 Islands 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 Islands

Fri, Aug 28 - Wed, Sep 2
American Airlines Logo
5:23 pm - 12:40 pm
ORH
-
SJU
19h 17m
2 stops
American Airlines Logo
3:28 pm - 4:58 pm
SJU
-
ORH
25h 30m
2 stops
$312American Airlines
Thu, Jul 30 - Thu, Aug 6
American Airlines Logo
5:16 pm - 1:18 pm
ORH
-
NAS
20h 02m
2 stops
American Airlines Logo
3:34 pm - 4:58 pm
NAS
-
ORH
25h 24m
2 stops
$354American Airlines
Thu, Jul 30 - Thu, Aug 6
American Airlines Logo
5:16 pm - 2:01 pm
ORH
-
NAS
20h 45m
2 stops
American Airlines Logo
3:35 pm - 4:58 pm
NAS
-
ORH
25h 23m
1 stop
$356American Airlines
Thu, Jul 30 - Thu, Aug 6
American Airlines Logo
5:16 pm - 1:36 pm
ORH
-
MBJ
21h 20m
2 stops
American Airlines Logo
12:38 pm - 4:58 pm
MBJ
-
ORH
27h 20m
2 stops
$375American Airlines
Sat, Nov 14 - Fri, Nov 20
American Airlines Logo
3:29 pm - 10:00 am
ORH
-
NAS
18h 31m
2 stops
American Airlines Logo
6:44 pm - 3:04 pm
NAS
-
ORH
20h 20m
2 stops
$380American Airlines
Sat, Aug 29 - Wed, Sep 2
JetBlue Logo
2:45 pm - 11:06 pm
ORH
-
SJU
8h 21m
1 stop
JetBlue Logo
6:50 am - 3:50 pm
SJU
-
ORH
9h 00m
1 stop
$390JetBlue
Thu, Jul 30 - Mon, Aug 17
Delta Logo
5:40 pm - 1:17 pm
ORH
-
SDQ
19h 37m
2 stops
Delta Logo
2:53 pm - 5:00 pm
SDQ
-
ORH
26h 07m
2 stops
$391Delta
Fri, Aug 28 - Wed, Sep 2
JetBlue Logo
4:45 pm - 9:47 am
ORH
-
SJU
17h 02m
1 stop
JetBlue Logo
5:15 am - 1:39 pm
SJU
-
ORH
8h 24m
1 stop
$417JetBlue
Wed, Jul 29 - Thu, Aug 13
Delta Logo
5:40 pm - 1:17 pm
ORH
-
SDQ
19h 37m
2 stops
Delta Logo
2:53 pm - 5:00 pm
SDQ
-
ORH
26h 07m
2 stops
$468Delta
Sun, Nov 15 - Sat, Nov 21
Delta Logo
3:18 pm - 11:55 am
ORH
-
NAS
20h 37m
2 stops
Delta Logo
2:35 pm - 2:37 pm
NAS
-
ORH
24h 02m
1 stop
$536Delta
Booking Insights

KAYAK's insights & trends for Worcester to Caribbean Islands flights

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

Can I save money by flying with a layover from Worcester to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $375, prices are generally cheapest when you fly direct.

Good to know

Cheapest flight$155
Flight from Worcester to Montego Bay

FAQs - booking Caribbean Islands flights

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

    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 Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Worcester to Caribbean Islands 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 Islands?

    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 Islands 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 Islands?

    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 Islands 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 Islands

 
See real verified KAYAK customer reviews for airlines flying from Worcester to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Worcester to Caribbean Islands? 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.
7.1
American AirlinesOverall score based on 11666 reviews
7.5Boarding
7.9Crew
6.8Entertainment
6.4Food
7.2Comfort
Airline reviews

Agency very bad had to cancelled my booking too many changes in the flight changed my flight to 1 week

2.0 MediocreUzair, Jun 2026
SFO - JFK
Read more American Airlines reviews

Agency very bad had to cancelled my booking too many changes in the flight changed my flight to 1 week

Trash. Sat on the runway for 40 mins…missed connecting flight because of it now I’m stuck. Thanks…a whole fkn lot.

The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.

Crew were professional and kind. The flight was smooth. But... The internet, which we paid 35 dollars for, did not work for most of the flight. This made providing media for our child an uncomfortable hassle.

Overall fine. Seemed like one of the older model planes? Crew was mostly very kind, though some of the female attendants were a rather abrupt during the food service.

Awfully rude American worker at door when we started boarding flight. Then, walk into a blazing hot airplane with no air conditioning until twenty minutes into the flight. Free entertainment was non existent! My husband, along with the fellow passenger in our row, and I could not get entertainment to work, no WIFI! Really?? Been flying American a long time. Was very disappointed.

Flight was delayed by 6 hours... the level of incompetence was truly astounding. I won't be flying American Airlines again. I don't care if AA is direct and there is a layover with another airline, I'll take the layover.

Leave on time. We waited on the plane for hour hours and it was hot and smelly

Two hours delay, probably one hour because they didn’t bring catering and they had to bring water in board. There a change of aircraft. But delays galore at CLT so it must be a CLT and/or AA operation issue. The 1 hr additional delays because nobody could bring 2 packs of water sooner is probably the best example of this airline operates

Flight was delayed 5 hours. Initial reason for delay was 'maintenance' - which makes sense. Then, the additional 2 hours continued to say it was maintenance - when I know EWR had a 2 hour delay. AA did not say that. Additionally, when boarding, there was only one agent at the counter for a long time - until another came to help. After boarding, we had to wait another 45 minutes due to 'no catering'. So while we waited for catering, AA continued to board additional passengers - which seemed odd - and raised questions about what really was going on. I sat in First Class. During the flight, the flight crew allowed a significant number of non-First Class passengers to use the front bathroom - which created a very crowded environment in First Class which was uncomfortable. This also delayed First Class passengers from using the bathroom. Overall, horrible experience.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports