$205 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 7/20. 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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Best Caribbean Flight Deals from Worcester

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$538
Santo Domingo
Santo Domingo1 stop$487
Oranjestad
Oranjestad2 stops$454
Simpson Bay
Simpson Bay2 stops$1,099
Providenciales
Providenciales2 stops$653
Punta Cana
Punta Cana1 stop$538
Santo Domingo
Santo Domingo1 stop$487
Oranjestad
Oranjestad2 stops$454
Simpson Bay
Simpson Bay2 stops$1,099
Providenciales
Providenciales2 stops$653

Cheap Flights from Worcester to Caribbean

 
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

Thu, Jul 31 - Tue, Aug 5
JetBlue Logo
1:34 pm - 8:50 pmORH-SJU
7h 16m1 stop
JetBlue Logo
5:01 am - 12:39 pmSJU-ORH
7h 38m1 stop
$331JetBlue
Find Deal
Tue, Jul 22 - Wed, Jul 30
JetBlue Logo
3:59 pm - 11:12 pmORH-SJU
7h 13m1 stop
JetBlue Logo
6:01 am - 12:39 pmSJU-ORH
6h 38m1 stop
$360JetBlue
Find Deal
Thu, Jul 24 - Tue, Jul 29
JetBlue Logo
3:59 pm - 11:12 pmORH-SJU
7h 13m1 stop
JetBlue Logo
5:01 am - 12:39 pmSJU-ORH
7h 38m1 stop
$415JetBlue
Find Deal
Fri, Aug 22 - Sun, Aug 31
JetBlue Logo
1:34 pm - 8:50 pmORH-SJU
7h 16m1 stop
JetBlue Logo
6:45 am - 3:03 pmSJU-ORH
8h 18m1 stop
$435JetBlue
Find Deal
Tue, Jul 22 - Wed, Jul 30
American Airlines Logo
3:29 pm - 10:50 pmORH-SJU
7h 21m1 stop
American Airlines Logo
7:00 pm - 3:04 pmSJU-ORH
20h 04m2 stops
$437American Airlines
Find Deal
Tue, Jul 22 - Mon, Jul 28
JetBlue Logo
3:59 pm - 11:12 pmORH-SJU
7h 13m1 stop
JetBlue Logo
6:01 am - 12:39 pmSJU-ORH
6h 38m1 stop
$439JetBlue
Find Deal
Wed, Jul 23 - Wed, Jul 30
American Airlines Logo
3:29 pm - 10:50 pmORH-SJU
7h 21m1 stop
American Airlines Logo
8:30 am - 3:04 pmSJU-ORH
6h 34m1 stop
$446American Airlines
Find Deal
Sat, Sep 6 - Sun, Sep 14
American Airlines Logo
4:24 pm - 11:24 amORH-AUA
19h 00m2 stops
American Airlines Logo
4:50 pm - 3:56 pmAUA-ORH
23h 06m2 stops
$454American Airlines
Find Deal
Mon, Sep 1 - Sun, Sep 7
American Airlines Logo
3:20 pm - 1:30 pmORH-AUA
22h 10m1 stop
American Airlines Logo
4:50 pm - 3:56 pmAUA-ORH
23h 06m2 stops
$456American Airlines
Find Deal
Tue, Jul 22 - Sat, Jul 26
JetBlue Logo
3:59 pm - 11:12 pmORH-SJU
7h 13m1 stop
JetBlue Logo
5:01 am - 12:39 pmSJU-ORH
7h 38m1 stop
$462JetBlue
Find Deal
Useful Info

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 JetBlue ($331) and American Airlines ($437).


Good to know

Cheapest flight$205
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.
7.3
JetBlueOverall score based on 2919 reviews
7.6Comfort
7.3Entertainment
7.5Boarding
8.0Crew
6.7Food
Airline reviews

Spend hours delayed with no food, water anything sitting on the aieplane with no ability to eat or use the restroom. My entire experience was the absolute worst. I will never fly jet Blue again.

2.0 MediocreAnonymous, Jun 2025MCO - LGA
Read more JetBlue reviews

Spend hours delayed with no food, water anything sitting on the aieplane with no ability to eat or use the restroom. My entire experience was the absolute worst. I will never fly jet Blue again.

It would have been nice if they had offered more than one set of snacks

Seats were not too comfortable; it was impossible to locate the underseat power outlet.

You get what you pay for with JetBlue. Every little thing costs more, you are nickel and dimed until the end. Entertainment doesn’t function. Flight attendants do the bare minimum.

The check in and boarding process was a bit of a cluster. Two people at the counter to check in, three random lines that nobody knew which was for what, and people kept getting shuffled from one line to another for no apparent reason because then they’d get shuffled back and end up getting out further back in the line than they were originally. I only had to hand my already checked bag over and it took 45 minutes. I was never assigned a seat so when I tried to board I was pulled out of line again while someone had to try to manually assign me a seat. During the flight I got up to go to the bathroom, and there was an attendant in the aisle offering pillows etc and it was a 30 min wait unbuckled standing by the bathrooms because she said I couldn’t go past her. First and last time flying jet blue to be honest.

Communication since no reason or explanation was given for 3 hrs delay

The flight departed more than 1 hour late. Leg room is bigger than most airlines

Flight was delayed several 3 hours - no reason was given and no communication what so ever.

No overhead baggage room even though I was seated in row 2. Consequently had to check in my carry on bag. Baggage carousel was jammed. Took 45 min to get my bag.

Excellent from start to finish. All staff members were amazing!

Everything you need to know for your flight to Caribbean

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