$107 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 7/23. 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$365
Santo Domingo
Santo Domingo1 stop$402
Oranjestad
Oranjestad2 stops$426
Nassau
Nassau2 stops$396
Simpson Bay
Simpson Bay2 stops$375
Providenciales
Providenciales2 stops$621
George Town
George Town2 stops$412
Puerto Plata
Puerto Plata2 stops$717
Punta Cana
Punta Cana2 stops$365
Santo Domingo
Santo Domingo1 stop$402
Oranjestad
Oranjestad2 stops$426
Nassau
Nassau2 stops$396
Simpson Bay
Simpson Bay2 stops$375
Providenciales
Providenciales2 stops$621
George Town
George Town2 stops$412
Puerto Plata
Puerto Plata2 stops$717

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, Aug 10 - Wed, Aug 19
Delta Logo
5:40 pm - 11:43 am
ORH
-
PUJ
18h 03m
2 stops
Delta Logo
4:04 pm - 5:00 pm
PUJ
-
ORH
24h 56m
2 stops
$365Delta
Wed, Aug 12 - Wed, Aug 19
American Airlines Logo
5:23 pm - 1:42 pm
ORH
-
SXM
20h 19m
2 stops
American Airlines Logo
4:39 pm - 4:58 pm
SXM
-
ORH
24h 19m
2 stops
$375American Airlines
Sun, Aug 16 - Thu, Aug 27
American Airlines Logo
5:23 pm - 5:39 pm
ORH
-
NAS
24h 16m
2 stops
American Airlines Logo
6:45 pm - 4:58 pm
NAS
-
ORH
22h 13m
2 stops
$396American Airlines
Sun, Aug 16 - Mon, Aug 24
American Airlines Logo
5:23 pm - 12:18 pm
ORH
-
NAS
18h 55m
2 stops
American Airlines Logo
3:35 pm - 4:58 pm
NAS
-
ORH
25h 23m
1 stop
$399American Airlines
Mon, Aug 10 - Tue, Aug 18
JetBlue Logo
4:43 pm - 12:47 am
ORH
-
SJU
8h 04m
1 stop
JetBlue Logo
5:05 am - 3:52 pm
SJU
-
ORH
10h 47m
1 stop
$400JetBlue
Wed, Aug 19 - Thu, Aug 27
American Airlines Logo
5:23 pm - 1:36 pm
ORH
-
NAS
20h 13m
2 stops
American Airlines Logo
6:45 pm - 4:58 pm
NAS
-
ORH
22h 13m
2 stops
$401American Airlines
Sun, Aug 30 - Wed, Sep 2
JetBlue Logo
4:45 pm - 11:59 pm
ORH
-
SDQ
7h 14m
1 stop
JetBlue Logo
5:01 am - 3:52 pm
SDQ
-
ORH
10h 51m
1 stop
$402JetBlue
Wed, Aug 19 - Mon, Aug 24
American Airlines Logo
5:23 pm - 12:18 pm
ORH
-
NAS
18h 55m
2 stops
American Airlines Logo
3:35 pm - 4:58 pm
NAS
-
ORH
25h 23m
1 stop
$404American Airlines
Sun, Aug 16 - Sat, Aug 29
American Airlines Logo
5:23 pm - 2:12 pm
ORH
-
NAS
20h 49m
1 stop
American Airlines Logo
10:15 am - 4:58 pm
NAS
-
ORH
30h 43m
2 stops
$405American Airlines
Mon, Aug 10 - Mon, Aug 17
Multiple Airlines Logo
4:43 pm - 12:50 pm
ORH
-
SXM
20h 07m
2 stops
Multiple Airlines Logo
1:42 pm - 3:52 pm
SXM
-
ORH
26h 10m
1 stop
$1,035Multiple Airlines
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 ($331) and Delta ($365).

Good to know

Cheapest flight$107
Flight from Worcester to Nassau

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 11774 reviews
7.5Boarding
6.8Entertainment
7.9Crew
7.2Comfort
6.4Food
Airline reviews

Because I bought my ticket from Underpricer, I could not check in online. I could only check in at the airport and that was deeply frustrating because I had to arrive very early. The flight also departed 45 min late and passengers were given no explanations about why we were delayed. I was worried I would miss my connecting flight. Once on board, however, the flight was fine.

10.0 ExcellentAnonymous, Jun 2026
BOS - MAD
Read more American Airlines reviews

Because I bought my ticket from Underpricer, I could not check in online. I could only check in at the airport and that was deeply frustrating because I had to arrive very early. The flight also departed 45 min late and passengers were given no explanations about why we were delayed. I was worried I would miss my connecting flight. Once on board, however, the flight was fine.

Terrible boarding and first class experience. Nice staff but overall disorganized, dirty plane.

The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.

Early departure meant on time arrival. Only real problem was free internet had issues, although chatting with the internet help desk (you can do this via aainflight.com) got the issue resolved.

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

Found that the plane used for this short flight is smaller and therefore the seats are really squeezed tight.

Tv screens and movie selection v good. Friendly staff. They were really worried about max capacity and room for carryons. That is never fun but i had no problem finding space when I boarded.

Great experience. Good dinner and service. FA's were very nice and attentive.

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

The business steward was absolutely amazing! Smiles and kindness! Wish all AA flights are like this one!

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports