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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

How long does a flight from Worcester to Caribbean take?

The duration of a flight to Caribbean depends on your arrival airport. The shortest routes to Caribbean from Worcester are to San Juan , which takes 6h 51m , Oranjestad , which takes 8h 05m, and Santiago de los Caballeros , which takes 15h 12m.

How long does a flight from Worcester to Caribbean take?

The duration of a flight to Caribbean depends on your arrival airport. The shortest routes to Caribbean from Worcester are to San Juan , which takes 6h 51m , Oranjestad , which takes 8h 05m, and Santiago de los Caballeros , which takes 15h 12m.

$128 CHEAP FLIGHTS from Worcester to Caribbean

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

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Flight Deals

One-wayRound-trip

Punta Cana2 stops$327

Santo Domingo2 stops$319

Montego Bay2 stops$432

Oranjestad2 stops$331

Nassau2 stops$346

Santiago de los Caballeros2 stops$357

Saint Thomas Island2 stops$424

Simpson Bay2 stops$336

Providenciales2 stops$531

George Town2 stops$334

Punta Cana2 stops$327

Santo Domingo2 stops$319

Montego Bay2 stops$432

Oranjestad2 stops$331

Nassau2 stops$346

Santiago de los Caballeros2 stops$357

Saint Thomas Island2 stops$424

Simpson Bay2 stops$336

Providenciales2 stops$531

George Town2 stops$334

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.

Round-trip

One-way

Last minute

Recent round-trip flight deals from Worcester to Caribbean

Mon, Feb 2 - Fri, Feb 6

2:18 pm - 11:56 pm

ORH

SJU

8h 38m

1 stop

7:00 am - 1:53 pm

SJU

ORH

7h 53m

1 stop

$248American Airlines

Mon, Feb 2 - Fri, Feb 6

2:18 pm - 3:00 pm

ORH

SJU

23h 42m

2 stops

7:00 am - 1:53 pm

SJU

ORH

7h 53m

1 stop

$252American Airlines

Sat, Jan 31 - Wed, Feb 11

2:23 pm - 1:08 pm

ORH

SJU

21h 45m

2 stops

1:24 pm - 1:05 pm

SJU

ORH

24h 41m

2 stops

$297American Airlines

Tue, Feb 17 - Mon, Feb 23

1:30 pm - 10:00 am

ORH

SJU

19h 30m

2 stops

8:00 am - 1:05 pm

SJU

ORH

30h 05m

2 stops

$312American Airlines

Tue, Feb 17 - Wed, Feb 25

4:30 pm - 12:55 pm

ORH

AUA

19h 25m

2 stops

4:35 pm - 3:33 pm

AUA

ORH

23h 58m

2 stops

$342Delta

Fri, Feb 27 - Tue, Mar 3

4:30 pm - 10:35 am

ORH

NAS

18h 05m

2 stops

6:27 pm - 3:33 pm

NAS

ORH

21h 06m

2 stops

$346Delta

Fri, Feb 6 - Sat, Feb 14

4:16 pm - 11:19 am

ORH

GCM

19h 03m

2 stops

3:56 pm - 3:33 pm

GCM

ORH

23h 37m

2 stops

$346Delta

Wed, Mar 4 - Wed, Mar 11

4:59 pm - 12:59 am

ORH

SJU

7h 00m

1 stop

7:00 am - 4:02 pm

SJU

ORH

9h 02m

1 stop

$356JetBlue

Mon, Jan 26 - Thu, Jan 29

12:00 pm - 9:50 pm

ORH

SJU

8h 50m

1 stop

6:01 am - 3:50 pm

SJU

ORH

10h 49m

1 stop

$373JetBlue

Fri, Feb 27 - Tue, Mar 3

4:59 pm - 4:27 pm

ORH

NAS

23h 28m

1 stop

1:15 pm - 4:02 pm

NAS

ORH

26h 47m

1 stop

$508JetBlue

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.

Airlines

In the past 3 days, the cheapest round-trip tickets from Worcester to Caribbean were found on American Airlines ($248) and Delta ($342).

Find deals

Cheapest flight	$128

Flight from Worcester to Oranjestad

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.

7.2

JetBlueOverall score based on 2884 reviews

7.5Comfort

8.0Crew

6.6Food

7.4Boarding

7.2Entertainment

Airline reviews

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

2.0 MediocreAnonymous, Jan 2026

FLL - JFK

Read more JetBlue reviews

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

First time flying with JetBlue and never again. I went to the counter to request meet and assist because I'm 74 and my wife is 79. I walk with a cane and my wife is handicapped and has her own wheel chair. I told the agent that my wife and luggage was at the entrance door. The ticketing agent said to me that they don't offer meet and assist. I need to bring them our luggage and then go back and get my wife in order to get my boarding pass. As I went back to get my luggage a Southwest agent along with a TSA agent recognized the situation and came over and took my wife and luggage to the JetBlue ticketing counter alongside the line and told the JetBlue agent to issue to take our luggage as soon as they could.

Flight was fine, price was good but food onboard was abysmal. I was on there for breakfast and lunch and dinner 845am EST to 845pm GMT and all I got was a yoghurt parfait, fruit and a piece of cake. Later snacks included an ice-cream brownie and a pizza twist. I was hungry by the time I landed and the airport amenities were closed. Not happy.

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.

Everything you need to know for your flight to Caribbean

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Information on your arrival and departure airports

Worcester (ORH)

$128 Find Cheap Flights from Worcester to Caribbean

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

Cheap Flights from Worcester to Caribbean

Book Cheap Worcester to Caribbean Plane Tickets

Recent round-trip flight deals from Worcester to Caribbean

Recent one-way flight deals from Worcester to Caribbean

Recent last minute flight deals from Worcester to Caribbean

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?

In the past 3 days, the cheapest round-trip tickets from Worcester to Caribbean were found on American Airlines ($248) and Delta ($342).

How long does a flight from Worcester to Caribbean take?

The duration of a flight to Caribbean depends on your arrival airport. The shortest routes to Caribbean from Worcester are to San Juan, which takes 6h 51m, Oranjestad, which takes 8h 05m, and Santiago de los Caballeros, which takes 15h 12m.

Good to know

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

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

Cabin class types available on flights to Worcester

Complete your trip to Caribbean with a hotel stay or car rental

Flights to other popular destinations

Flights from domestic origins to Worcester

Flights to popular destinations in Caribbean

Find deals for your return flight