$154 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 6/26. 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$358
Santo Domingo
Santo Domingo2 stops$410
Montego Bay
Montego Bay2 stops$357
Oranjestad
Oranjestad2 stops$386
Santiago de los Caballeros
Santiago de los Caballeros1 stop$774
Nassau
Nassau2 stops$349
Saint Thomas Island
Saint Thomas Island2 stops$627
Simpson Bay
Simpson Bay2 stops$508
Providenciales
Providenciales2 stops$603
George Town
George Town2 stops$393
Puerto Plata
Puerto Plata2 stops$802
St. John's
St. John's2 stops$675
Punta Cana
Punta Cana2 stops$358
Santo Domingo
Santo Domingo2 stops$410
Montego Bay
Montego Bay2 stops$357
Oranjestad
Oranjestad2 stops$386
Santiago de los Caballeros
Santiago de los Caballeros1 stop$774
Nassau
Nassau2 stops$349
Saint Thomas Island
Saint Thomas Island2 stops$627
Simpson Bay
Simpson Bay2 stops$508
Providenciales
Providenciales2 stops$603
George Town
George Town2 stops$393
Puerto Plata
Puerto Plata2 stops$802
St. John's
St. John's2 stops$675

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

Tue, Jul 28 - Wed, Aug 5
American Airlines Logo
5:16 pm - 10:59 pm
ORH
-
SJU
29h 43m
2 stops
American Airlines Logo
7:00 am - 4:58 pm
SJU
-
ORH
9h 58m
1 stop
$342American Airlines
Sat, Oct 10 - Sat, Oct 17
American Airlines Logo
5:17 pm - 12:40 pm
ORH
-
MBJ
20h 23m
2 stops
American Airlines Logo
5:00 pm - 4:52 pm
MBJ
-
ORH
22h 52m
2 stops
$357American Airlines
Fri, Sep 4 - Wed, Sep 9
American Airlines Logo
5:23 pm - 2:05 pm
ORH
-
PUJ
20h 42m
2 stops
American Airlines Logo
4:04 pm - 4:49 pm
PUJ
-
ORH
24h 45m
2 stops
$358American Airlines
Fri, Sep 4 - Wed, Sep 9
American Airlines Logo
5:23 pm - 3:14 pm
ORH
-
PUJ
21h 51m
1 stop
American Airlines Logo
4:04 pm - 4:49 pm
PUJ
-
ORH
24h 45m
2 stops
$360American Airlines
Mon, Jun 15 - Thu, Jun 18
American Airlines Logo
5:18 pm - 2:10 pm
ORH
-
PUJ
20h 52m
2 stops
American Airlines Logo
11:56 am - 4:53 pm
PUJ
-
ORH
28h 57m
1 stop
$366American Airlines
Tue, Jul 28 - Wed, Aug 5
American Airlines Logo
5:16 pm - 9:59 pm
ORH
-
SJU
28h 43m
2 stops
American Airlines Logo
7:24 pm - 4:58 pm
SJU
-
ORH
21h 34m
2 stops
$374American Airlines
Mon, Jun 15 - Thu, Jun 18
American Airlines Logo
5:18 pm - 2:10 pm
ORH
-
PUJ
20h 52m
2 stops
American Airlines Logo
1:53 pm - 4:53 pm
PUJ
-
ORH
27h 00m
2 stops
$379American Airlines
Thu, Aug 20 - Thu, Aug 27
JetBlue Logo
2:35 pm - 11:06 pm
ORH
-
SJU
8h 31m
1 stop
JetBlue Logo
5:35 am - 3:50 pm
SJU
-
ORH
10h 15m
1 stop
$380JetBlue
Sun, Nov 22 - Thu, Nov 26
American Airlines Logo
3:29 pm - 11:47 pm
ORH
-
SJU
7h 18m
1 stop
American Airlines Logo
6:25 am - 3:04 pm
SJU
-
ORH
9h 39m
1 stop
$382American Airlines
Thu, Aug 20 - Mon, Aug 24
JetBlue Logo
2:35 pm - 11:06 pm
ORH
-
SJU
8h 31m
1 stop
JetBlue Logo
5:35 am - 3:50 pm
SJU
-
ORH
10h 15m
1 stop
$421JetBlue
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 5 days.

In the past 5 days, the cheapest round-trip tickets from Worcester to Caribbean were found on American Airlines ($357) and JetBlue ($380).

Find deals

Good to know

Cheapest flight$154
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.
7.1
American AirlinesOverall score based on 11641 reviews
6.4Food
6.9Entertainment
7.2Comfort
7.9Crew
7.5Boarding
Airline reviews

My pillow had a shoe print on it, when I asked if I can have another pillow, I was told “I’m sorry but it is one pillow per guest, do YOU want to turn it inside out” to which I responded , no thanks I will go without. This is generally not ok, but For the price tag I paid flying business this is absolutely unacceptable. Hopefully American Airlines can update their accommodations to bedding that is not tossed on the ground and stepped on, or at least have a couple of extra pillows in hand, incase someone had decided to step on the pillows for what ever reason

4.0 OkayAnonymous, Jun 2026
ORD - CDG
Read more American Airlines reviews

My pillow had a shoe print on it, when I asked if I can have another pillow, I was told “I’m sorry but it is one pillow per guest, do YOU want to turn it inside out” to which I responded , no thanks I will go without. This is generally not ok, but For the price tag I paid flying business this is absolutely unacceptable. Hopefully American Airlines can update their accommodations to bedding that is not tossed on the ground and stepped on, or at least have a couple of extra pillows in hand, incase someone had decided to step on the pillows for what ever reason

The flight from LA to Chicago was smooth and service was very good overall.

The flight from Dallas to Tokyo was not on Japan Airlines. It was on American Airlines. Very disappointed that we did not fly on Japan Airlines. Will not be using you liars again. I’ll just book direct from the airline next time. Wish you could make this right and has us fly on Japan Air when heading back home to the US.

The Mario was so helpful and provided amazing customer service however l have being waiting for a callback for almost a week now and have not heard anything further after l informed them l wanted to change my date of traveling because of my hospital appointment even send them proof and l was unable to use manag your booking on their website is a bit frustrating and l would appreciate an update on My request as soon as possible. And have called them times without numbers no response

They made nearly everyone check their bag because the overhead bins are way too small. Extremely inconvenient

Delayed delayed. Poor professionalism. Our seats changed and we pay for them

Was put into a seat right behind the toilet that had no entertainment possible but did have plenty of leg room over noisy part of plane.

B-class on an old plane with antiquated amenities and poor service. Landed in Rome w/o bag that didn’t make the connection (plenty of time in London). Bag will come to hotel NOT the day it lands but the following night!! Still waiting for bag…BA had nothing to offer in support and couldn’t even tell me their comp, told to submit receipts and then I’ll learn what is or isn’t covered.

Movies on my phone are great. It would be nice to have a gluten free snack option.

It was what i expected. I like the movies you can access from your phone. It would be nice if there was a gluten free snack offered. But I did bring my own snack knowing there would not be a gluten free option

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

Worcester (ORH)