$111 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 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

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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$306
Santo Domingo
Santo Domingo2 stops$318
Montego Bay
Montego Bay2 stops$356
Oranjestad
Oranjestad2 stops$306
Nassau
Nassau2 stops$341
Saint Thomas Island
Saint Thomas Island2 stops$403
Simpson Bay
Simpson Bay1 stop$2,280
Providenciales
Providenciales2 stops$640
Puerto Plata
Puerto Plata2 stops$3,611
Punta Cana
Punta Cana2 stops$306
Santo Domingo
Santo Domingo2 stops$318
Montego Bay
Montego Bay2 stops$356
Oranjestad
Oranjestad2 stops$306
Nassau
Nassau2 stops$341
Saint Thomas Island
Saint Thomas Island2 stops$403
Simpson Bay
Simpson Bay1 stop$2,280
Providenciales
Providenciales2 stops$640
Puerto Plata
Puerto Plata2 stops$3,611

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, Jan 23 - Sat, Jan 31
American Airlines Logo
2:18 pm - 11:56 pm
ORH
-
SJU
8h 38m1 stop
American Airlines Logo
7:00 am - 1:58 pm
SJU
-
ORH
7h 58m1 stop
$227American Airlines
Fri, Jan 23 - Sat, Jan 31
American Airlines Logo
2:18 pm - 11:56 pm
ORH
-
SJU
8h 38m1 stop
American Airlines Logo
1:24 pm - 1:53 pm
SJU
-
ORH
25h 29m2 stops
$231American Airlines
Fri, Jan 23 - Sat, Jan 31
American Airlines Logo
2:18 pm - 12:27 pm
ORH
-
SJU
21h 09m2 stops
American Airlines Logo
5:51 pm - 1:53 pm
SJU
-
ORH
21h 02m2 stops
$303American Airlines
Thu, Feb 5 - Wed, Feb 11
Delta Logo
4:16 pm - 3:20 pm
ORH
-
AUA
22h 04m2 stops
Delta Logo
4:35 pm - 3:33 pm
AUA
-
ORH
23h 58m2 stops
$320Delta
Sat, Jan 24 - Thu, Jan 29
JetBlue Logo
12:00 pm - 9:50 pm
ORH
-
SJU
8h 50m1 stop
JetBlue Logo
6:01 am - 3:50 pm
SJU
-
ORH
10h 49m1 stop
$344JetBlue
Mon, Mar 30 - Fri, Apr 3
JetBlue Logo
12:39 pm - 8:20 pm
ORH
-
SJU
7h 41m1 stop
JetBlue Logo
7:55 am - 3:56 pm
SJU
-
ORH
8h 01m1 stop
$347JetBlue
Mon, Mar 2 - Tue, Mar 10
JetBlue Logo
4:59 pm - 12:59 am
ORH
-
SJU
7h 00m1 stop
JetBlue Logo
7:00 am - 4:02 pm
SJU
-
ORH
9h 02m1 stop
$355JetBlue
Sun, Feb 15 - Wed, Feb 18
Delta Logo
4:30 pm - 2:40 pm
ORH
-
MBJ
22h 10m2 stops
Delta Logo
4:44 pm - 3:33 pm
MBJ
-
ORH
22h 49m2 stops
$356Delta
Wed, Jan 28 - Thu, Jan 29
JetBlue Logo
12:00 pm - 9:50 pm
ORH
-
SJU
8h 50m1 stop
JetBlue Logo
6:01 am - 3:50 pm
SJU
-
ORH
10h 49m1 stop
$360JetBlue
Mon, Apr 20 - Tue, Apr 28
Delta Logo
5:24 pm - 3:29 pm
ORH
-
MBJ
23h 05m2 stops
Delta Logo
4:55 pm - 4:43 pm
MBJ
-
ORH
22h 48m2 stops
$408Delta
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 fly non-stop between Worcester and Caribbean?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Worcester to Caribbean.

There is just one airline that flies from Worcester to Caribbean direct and that is JetBlue. The best round-trip deal found from JetBlue for the route is to San Juan Luis Munoz Marin Intl Airport (SJU) and costs $99.

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 ($227) and JetBlue ($344).

Find deals

Good to know

Cheapest flight$111
Flight from Worcester to San Juan

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 2903 reviews
8.0Crew
6.7Food
7.5Comfort
7.4Boarding
7.2Entertainment
Airline reviews

1) No pilot available for 1 hour 2) no room for most passengers careyon in overhead—-> stowed below 3) when we landed we had to wait 45 min. Before docking at gate as gate was not ready

2.0 MediocreAnonymous, Dec 2025
FLL - HPN
Read more JetBlue reviews

1) No pilot available for 1 hour 2) no room for most passengers careyon in overhead—-> stowed below 3) when we landed we had to wait 45 min. Before docking at gate as gate was not ready

Good. No issues except a slight delay. Crew came in late.

Not a pleasant experience, service was poor. Didn't like it

It was good. I prefer JB over other airlines.I just wish we had headphones for the films, but other than that - good.

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.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

Worcester (ORH)