$113 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 11/3. 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

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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$826
Oranjestad
Oranjestad2 stops$452
Nassau
Nassau1 stop$459
Simpson Bay
Simpson Bay2 stops$979
St. John's
St. John's2 stops$679
Puerto Plata
Puerto Plata2 stops$521
Punta Cana
Punta Cana2 stops$826
Oranjestad
Oranjestad2 stops$452
Nassau
Nassau1 stop$459
Simpson Bay
Simpson Bay2 stops$979
St. John's
St. John's2 stops$679
Puerto Plata
Puerto Plata2 stops$521

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

Sun, Oct 19 - Wed, Oct 29
American Airlines Logo
4:17 pm - 11:59 pmORH-SJU
7h 42m1 stop
American Airlines Logo
5:30 am - 3:50 pmSJU-ORH
10h 20m1 stop
$231American Airlines
Find Deal
Sun, Oct 19 - Wed, Oct 29
American Airlines Logo
4:17 pm - 11:59 pmORH-SJU
7h 42m1 stop
American Airlines Logo
5:00 pm - 3:50 pmSJU-ORH
22h 50m2 stops
$235American Airlines
Find Deal
Fri, Dec 5 - Mon, Dec 8
American Airlines Logo
3:30 pm - 1:30 pmORH-SJU
21h 00m2 stops
American Airlines Logo
6:25 am - 3:02 pmSJU-ORH
9h 37m1 stop
$388American Airlines
Find Deal
Thu, Dec 11 - Sun, Dec 14
American Airlines Logo
3:34 pm - 1:01 pmORH-SJU
20h 27m2 stops
American Airlines Logo
6:25 am - 3:09 pmSJU-ORH
9h 44m1 stop
$403American Airlines
Find Deal
Fri, Dec 5 - Mon, Dec 8
JetBlue Logo
11:37 am - 9:20 pmORH-SJU
8h 43m1 stop
JetBlue Logo
7:00 am - 3:34 pmSJU-ORH
9h 34m1 stop
$412JetBlue
Find Deal
Thu, Dec 11 - Sun, Dec 14
American Airlines Logo
3:34 pm - 1:01 pmORH-SJU
20h 27m2 stops
American Airlines Logo
6:25 am - 3:09 pmSJU-ORH
9h 44m1 stop
$435American Airlines
Find Deal
Mon, Nov 3 - Thu, Nov 6
JetBlue Logo
11:57 am - 8:54 pmORH-SJU
7h 57m1 stop
JetBlue Logo
7:00 am - 3:26 pmSJU-ORH
9h 26m1 stop
$449JetBlue
Find Deal
Mon, Dec 29 - Wed, Dec 31
American Airlines Logo
1:45 pm - 11:46 amORH-NAS
22h 01m1 stop
American Airlines Logo
4:07 pm - 1:17 pmNAS-ORH
21h 10m2 stops
$459American Airlines
Find Deal
Fri, Jan 30 - Mon, Feb 2
JetBlue Logo
11:45 am - 8:05 pmORH-SJU
7h 20m1 stop
JetBlue Logo
6:00 am - 3:55 pmSJU-ORH
10h 55m1 stop
$459JetBlue
Find Deal
Fri, Dec 5 - Sun, Dec 7
American Airlines Logo
3:30 pm - 1:30 pmORH-SJU
21h 00m2 stops
American Airlines Logo
6:25 am - 3:09 pmSJU-ORH
9h 44m1 stop
$460American Airlines
Find Deal
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 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 ($231) and JetBlue ($412).

Good to know

Cheapest flight$113
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.

  • 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 2912 reviews
8.0Crew
7.6Comfort
7.3Entertainment
7.4Boarding
6.7Food
Airline reviews

very difficult boarding process - aggressive passengers not the friendliest crew

6.0 Gooddavid, Sep 2025PBI - BOS
Read more JetBlue reviews

very difficult boarding process - aggressive passengers not the friendliest crew

WiFi was not eorkig (again) And the plane was from 1990 with the screens which were.not touch and most didn’t even work and if lucky could tune in tv

I paid extra for a seat closer to the front. The TV didn’t work at all for the entire flight. Would have been nice to know before I purchased an “upgraded “ seat

It was great. I had never flown on JetBlue before, but would be very happy to fly with them in the future.

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

The captain gave good announcements and the flight attendants were friendly. The WiFi was pretty good. The plane itself looked very old inside and the seats were very uncomfortable. The screens in the seat backs were the smallest I’ve ever seen. There were so many loud and obnoxious kids on this flight and the parents didn’t do much to try to quiet them down. Some had videos and games on tablets with higher than necessary volume going the whole time.

Too many long delays with JetBlue. Worst major airline that serves JFK but unfortunately I keep going back because of the prices.

My JetBlue experience was nice. The flights ran on time, the aircraft was clean and comfortable, and the flight attendants were attentive. My only issue, which is isolated to the low-cost (budget) option at JetBlue, is that the check in process makes the user feel that they have to buy their seats. The seats offered for purchase are upgrades from the budget seats you get (which are essentially the last seats remaining). The interface should not make it feel like you must purchase a seat.

The plane was late to leave.. Internet was lousy. TV was not working. when we arrived, We stayed on the plane for a long time before we got to the gate. It took us a long time to retrieve our luggage because they didn’t know what carousel to send them to. It was a bad experience.

I especially liked the lead crew officer. His boarding and safety announcements were made with a bit of novelty and humor. The flight also left the gate 10 minutes early and we landed about 20 minutes early… It was a delightful flight…

Everything you need to know for your flight to Caribbean

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