$143 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 1/24. 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$307
Santo Domingo
Santo Domingo1 stop$319
Montego Bay
Montego Bay2 stops$366
Oranjestad
Oranjestad2 stops$320
Nassau
Nassau2 stops$451
Saint Thomas Island
Saint Thomas Island2 stops$403
Santiago de los Caballeros
Santiago de los Caballeros2 stops$582
Simpson Bay
Simpson Bay1 stop$485
Providenciales
Providenciales2 stops$573
George Town
George Town2 stops$407
St. John's
St. John's2 stops$692
Puerto Plata
Puerto Plata2 stops$786
Punta Cana
Punta Cana2 stops$307
Santo Domingo
Santo Domingo1 stop$319
Montego Bay
Montego Bay2 stops$366
Oranjestad
Oranjestad2 stops$320
Nassau
Nassau2 stops$451
Saint Thomas Island
Saint Thomas Island2 stops$403
Santiago de los Caballeros
Santiago de los Caballeros2 stops$582
Simpson Bay
Simpson Bay1 stop$485
Providenciales
Providenciales2 stops$573
George Town
George Town2 stops$407
St. John's
St. John's2 stops$692
Puerto Plata
Puerto Plata2 stops$786

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

Mon, Dec 8 - Wed, Dec 24
American Airlines Logo
3:27 pm - 11:52 pmORH-SJU
7h 25m1 stop
American Airlines Logo
8:35 pm - 1:11 pmSJU-ORH
17h 36m1 stop
$294American Airlines
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Thu, Dec 4 - Wed, Dec 24
American Airlines Logo
3:34 pm - 5:52 pmORH-SJU
25h 18m2 stops
American Airlines Logo
8:35 pm - 1:11 pmSJU-ORH
17h 36m1 stop
$295American Airlines
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Mon, Dec 8 - Wed, Dec 24
American Airlines Logo
3:27 pm - 1:30 pmORH-SJU
21h 03m2 stops
American Airlines Logo
8:35 pm - 1:11 pmSJU-ORH
17h 36m1 stop
$298American Airlines
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Mon, Jan 5 - Mon, Jan 12
American Airlines Logo
1:45 pm - 1:51 pmORH-PUJ
23h 06m2 stops
American Airlines Logo
5:26 pm - 1:53 pmPUJ-ORH
21h 27m1 stop
$307American Airlines
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Sat, Nov 22 - Sun, Nov 23
JetBlue Logo
1:33 pm - 1:59 amORH-SDQ
11h 26m1 stop
JetBlue Logo
4:09 am - 3:08 pmSDQ-ORH
11h 59m1 stop
$319JetBlue
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Sun, Nov 23 - Mon, Nov 24
JetBlue Logo
4:29 pm - 2:57 amORH-SDQ
9h 28m1 stop
JetBlue Logo
4:09 am - 3:08 pmSDQ-ORH
11h 59m1 stop
$346JetBlue
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Wed, Dec 3 - Mon, Dec 8
Delta Logo
4:05 pm - 1:04 pmORH-MBJ
20h 59m2 stops
Delta Logo
5:58 pm - 3:25 pmMBJ-ORH
21h 27m2 stops
$366Delta
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Mon, Mar 30 - Thu, Apr 2
JetBlue Logo
11:27 am - 8:20 pmORH-SJU
8h 53m1 stop
JetBlue Logo
7:00 am - 3:28 pmSJU-ORH
8h 28m1 stop
$375JetBlue
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Sun, Nov 23 - Sun, Nov 23
JetBlue Logo
12:37 pm - 11:55 pmORH-SDQ
10h 18m1 stop
JetBlue Logo
4:09 am - 3:08 pmSDQ-ORH
11h 59m1 stop
$412JetBlue
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Fri, Jan 30 - Sun, Feb 1
Delta Logo
4:16 pm - 12:30 pmORH-AUA
19h 14m2 stops
Delta Logo
4:40 pm - 3:36 pmAUA-ORH
23h 56m2 stops
$497Delta
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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 ($294) and JetBlue ($319).

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Good to know

Cheapest flight$143
Flight from Worcester to San Juan Airport

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.

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

    The cheapest time of day to fly to Caribbean 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 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

 
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 2907 reviews
6.7Food
7.6Comfort
7.4Boarding
8.0Crew
7.3Entertainment
Airline reviews

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!

6.0 GoodAnonymous, Oct 2025BOS - AMS
Read more JetBlue reviews

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

They have the most inexperienced / rude flight staff I’ve encountered

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

Worcester (ORH)