$111 Find Cheap Flights from Worcester to Caribbean Islands

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 1/30. 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 Cana1 stop$309
Santo Domingo
Santo Domingo2 stops$554
Montego Bay
Montego Bay2 stops$977
Oranjestad
Oranjestad2 stops$392
Nassau
Nassau2 stops$329
Saint Thomas Island
Saint Thomas Island2 stops$403
Santiago de los Caballeros
Santiago de los Caballeros2 stops$520
Simpson Bay
Simpson Bay2 stops$358
Providenciales
Providenciales2 stops$415
George Town
George Town2 stops$301
Punta Cana
Punta Cana1 stop$309
Santo Domingo
Santo Domingo2 stops$554
Montego Bay
Montego Bay2 stops$977
Oranjestad
Oranjestad2 stops$392
Nassau
Nassau2 stops$329
Saint Thomas Island
Saint Thomas Island2 stops$403
Santiago de los Caballeros
Santiago de los Caballeros2 stops$520
Simpson Bay
Simpson Bay2 stops$358
Providenciales
Providenciales2 stops$415
George Town
George Town2 stops$301

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

Sat, Jan 24 - Fri, Jan 30
JetBlue Logo
12:00 pm - 9:50 pm
ORH
-
SJU
8h 50m1 stop
JetBlue Logo
6:01 am - 3:40 pm
SJU
-
ORH
10h 39m1 stop
$216JetBlue
Tue, Feb 17 - Mon, Feb 23
American Airlines Logo
1:40 pm - 10:07 am
ORH
-
SJU
19h 27m2 stops
American Airlines Logo
6:15 pm - 1:15 pm
SJU
-
ORH
20h 00m2 stops
$231American Airlines
Sat, Jan 24 - Fri, Jan 30
American Airlines Logo
2:23 pm - 11:56 pm
ORH
-
SJU
8h 33m1 stop
American Airlines Logo
5:51 pm - 1:58 pm
SJU
-
ORH
21h 07m2 stops
$232American Airlines
Mon, Jan 26 - Tue, Jan 27
American Airlines Logo
2:18 pm - 11:56 pm
ORH
-
SJU
8h 38m1 stop
American Airlines Logo
7:00 am - 1:53 pm
SJU
-
ORH
7h 53m1 stop
$281American Airlines
Sat, Jan 24 - Wed, Jan 28
American Airlines Logo
2:23 pm - 11:56 pm
ORH
-
SJU
8h 33m1 stop
American Airlines Logo
7:00 am - 1:53 pm
SJU
-
ORH
7h 53m1 stop
$287American Airlines
Sat, Jan 24 - Wed, Jan 28
American Airlines Logo
2:23 pm - 11:56 pm
ORH
-
SJU
8h 33m1 stop
American Airlines Logo
11:38 am - 1:53 pm
SJU
-
ORH
27h 15m2 stops
$291American Airlines
Wed, Feb 18 - Wed, Feb 25
American Airlines Logo
1:40 pm - 11:41 am
ORH
-
SJU
21h 01m2 stops
American Airlines Logo
2:26 pm - 1:15 pm
SJU
-
ORH
23h 49m2 stops
$303American Airlines
Mon, Feb 23 - Sun, Mar 1
Delta Logo
4:30 pm - 12:26 pm
ORH
-
NAS
19h 56m2 stops
Delta Logo
6:27 pm - 3:33 pm
NAS
-
ORH
21h 06m2 stops
$329Delta
Mon, Feb 23 - Thu, Mar 5
Delta Logo
4:30 pm - 2:25 pm
ORH
-
PUJ
20h 55m2 stops
Delta Logo
6:06 pm - 3:33 pm
PUJ
-
ORH
22h 27m2 stops
$342Delta
Wed, Feb 18 - Wed, Feb 25
JetBlue Logo
4:49 pm - 12:59 am
ORH
-
SJU
7h 10m1 stop
JetBlue Logo
8:00 am - 4:02 pm
SJU
-
ORH
9h 02m1 stop
$355JetBlue
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 $332, prices are generally cheapest when you fly direct.

Find deals

Good to know

Cheapest flight$111
Flight from Worcester to San Juan

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.

  • What is the cheapest time of day to fly to Caribbean Islands?

    The cheapest time of day to fly to Caribbean Islands is generally in the morning, when round-trip flights cost $233 on average. Morning departures are around 77% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally in the evening, which is peak travel time and where the average cost of a ticket is $1,005.

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.
7.2
JetBlueOverall score based on 2898 reviews
6.7Food
7.4Boarding
7.2Entertainment
8.0Crew
7.6Comfort
Airline reviews

The ride share experience in JFK is terrible. After traveling on a flight, then you need to take a subway to the last stop to get an uber or lyft. Unacceptable. Bad job JetBlue for permitting JFK and Port Authority to do this to your passengers.

10.0 ExcellentJeff, Nov 2025
BOS - JFK
Read more JetBlue reviews

The ride share experience in JFK is terrible. After traveling on a flight, then you need to take a subway to the last stop to get an uber or lyft. Unacceptable. Bad job JetBlue for permitting JFK and Port Authority to do this to your passengers.

Checking In on JetBlue site was impossible. It hung up on REAL ID. Even my Global Entry did not help. Luckily, on Kayak site it was a breeze. Entire flight the temperature was COLD! Otherwise the crew was great!

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

Very pleasant flight attendants. Gate crew rather loud chatting with each other.

Four plus hour flight delay in New York caused us to take off after 11:30pm. We didn’t arrive at our hotel until five hours after check in. Started the trip off feeling exhausted.

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

There was a fowl odour coming from the lavatory the entire flight

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

I don’t usually fly budget airlines or airlines in the United States. It was as good as any other airline. The seats are comfortable and the airline attendants are not rude & surly. Very nice flight (s).

No internet on a flight over three hours in this age is criminal. Staff inattentive and dismissive

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

Worcester (ORH)