$308 Find Cheap Flights from Worcester to Caribbean

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Worcester to Caribbean departing on 10/13. 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.
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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$476
Santo Domingo
Santo Domingo2 stops$445
Oranjestad
Oranjestad2 stops$447
Nassau
Nassau2 stops$443
Punta Cana
Punta Cana1 stop$476
Santo Domingo
Santo Domingo2 stops$445
Oranjestad
Oranjestad2 stops$447
Nassau
Nassau2 stops$443

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.

Recent round-trip flight deals from Worcester to Caribbean

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Worcester to Caribbean.
Discover the best prices for you by selecting your travel dates on KAYAK.
American Airlines Logo
3:25 pm - 10:50 amORH-SJU
19h 25m2 stops
American Airlines Logo
6:30 am - 2:53 pmSJU-ORH
8h 23m2 stops
$308American Airlines
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Mon, Oct 13 - Thu, Oct 16
JetBlue Logo
3:37 pm - 12:19 amORH-SJU
8h 42m1 stop
JetBlue Logo
8:45 am - 4:05 pmSJU-ORH
7h 20m1 stop
$429JetBlue
Find Deal
Fri, May 16 - Sat, May 17
JetBlue Logo
3:37 pm - 11:25 pmORH-SJU
7h 48m1 stop
JetBlue Logo
8:45 am - 4:05 pmSJU-ORH
7h 20m1 stop
$434JetBlue
Find Deal
Thu, May 15 - Sat, May 17
American Airlines Logo
2:16 pm - 11:04 amORH-SJU
20h 48m2 stops
American Airlines Logo
6:10 am - 1:16 pmSJU-ORH
31h 06m2 stops
$441American Airlines
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Sat, May 24 - Tue, May 27
American Airlines Logo
3:40 pm - 11:18 amORH-NAS
19h 38m2 stops
American Airlines Logo
6:30 pm - 2:43 pmNAS-ORH
20h 13m2 stops
$443American Airlines
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Sun, Aug 3 - Sat, Aug 9
American Airlines Logo
1:49 pm - 9:13 amORH-SDQ
19h 24m2 stops
American Airlines Logo
7:10 pm - 12:52 pmSDQ-ORH
17h 42m2 stops
$445American Airlines
Find Deal
Thu, Jun 5 - Mon, Jun 16
American Airlines Logo
3:25 pm - 11:25 amORH-AUA
20h 00m2 stops
American Airlines Logo
1:00 pm - 2:53 pmAUA-ORH
25h 53m2 stops
$447American Airlines
Find Deal
Sun, Sep 14 - Fri, Sep 19
JetBlue Logo
3:37 pm - 12:19 amORH-SJU
8h 42m1 stop
JetBlue Logo
8:45 am - 4:05 pmSJU-ORH
7h 20m1 stop
$472JetBlue
Find Deal
Sat, May 17 - Sun, May 18
JetBlue Logo
10:38 am - 5:01 pmORH-NAS
6h 23m1 stop
JetBlue Logo
10:05 am - 3:03 pmNAS-ORH
4h 58m1 stop
$477JetBlue
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Wed, Aug 20 - Sun, Aug 24
JetBlue Logo
3:37 pm - 12:19 amORH-SJU
8h 42m1 stop
JetBlue Logo
8:45 am - 4:05 pmSJU-ORH
7h 20m1 stop
$478JetBlue
Find Deal
Thu, May 15 - Sun, May 18
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 American Airlines ($308) and JetBlue ($429).

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Good to know

Cheapest flight$308
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.

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 2922 reviews
7.5Boarding
7.3Entertainment
8.0Crew
7.6Comfort
6.7Food
Airline reviews

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

10.0 ExcellentPeter, Apr 2025BOS - AMS
Read more JetBlue reviews

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

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.

It was too hot in the cabin. The AC did not help.

Except for the 28 minute delay leaving and the earlier reschedule to a later takeoff time the flight was good.

Loved the leg room and tvs screens on the seats and free WiFi. Wish the price was lower and could save by rebooking

No music app working: no economy meal on five hour flight; hour on tarmac at the end waiting for a gate. Flight itself was smooth and easy.

It took 1-1/2 hours to get our luggage after we landed. That to me is unacceptable

The flight was delayed for 4 hours. Once onboard the crew was wonderful.

Overall was excellent. Will definitely us JetBlue in the future.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

Worcester (ORH)

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