HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean Islands

$218+ Cheap flights from Worcester, MA (ORH) to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/16. Fares are subject to change and may not be available on all flights or dates of travel.
ORH — SJU
Jan 27 — Feb 31
Mon 1/27
Mon 2/3
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Worcester to Caribbean Islands with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Worcester to Caribbean Islands

Discover tips and strategies to find the most affordable flight options for your journey from Worcester (ORH) to Caribbean Islands (zzEPX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 22, 2025.

Round-trip from

$338
(JetBlue)
From Worcester to Caribbean Islands
Search Deals

Find flight deals from Worcester to Caribbean Islands

Cheapest flights from Worcester to Caribbean Islands
Explore the most affordable flight options available from Worcester to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 22, 2025.

This JetBlue deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/202:45 pmORH - SJU
1 stop8h 11mJetBlue
Wed 2/265:45 amSJU - ORH
1 stop10h 36mJetBlue
Deal found 1/22$338
This American Airlines deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/52:15 pmORH - MBJ
2 stops20h 15mAmerican Airlines
Wed 3/124:20 pmMBJ - ORH
2 stops20h 20mAmerican Airlines
Deal found 1/22$435
This American Airlines deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/102:12 pmORH - SJU
2 stops20h 43mAmerican Airlines
Fri 3/143:30 pmSJU - ORH
2 stops22h 10mAmerican Airlines
Deal found 1/22$438
This American Airlines deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/92:12 pmORH - NAS
2 stops21h 47mAmerican Airlines
Thu 3/132:40 pmNAS - ORH
2 stops23h 00mAmerican Airlines
Deal found 1/22$444
This American Airlines deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/62:16 pmORH - PUJ
2 stops24h 57mAmerican Airlines
Mon 3/104:13 pmPUJ - ORH
2 stops21h 27mAmerican Airlines
Deal found 1/21$496
This American Airlines deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/172:12 pmORH - UVF
2 stops23h 58mAmerican Airlines
Thu 3/203:50 pmUVF - ORH
2 stops21h 50mAmerican Airlines
Deal found 1/21$544
This JetBlue deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/263:42 pmORH - PSE
1 stop8h 40mJetBlue
Sun 6/15:20 amPSE - ORH
1 stop9h 27mJetBlue
Deal found 1/22$555
This American Airlines deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/232:32 pmORH - AUA
2 stops25h 23mAmerican Airlines
Wed 1/295:55 pmAUA - ORH
2 stops21h 07mAmerican Airlines
Deal found 1/22$568
This American Airlines deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/12:18 pmORH - SXM
2 stops22h 42mAmerican Airlines
Sun 5/44:25 pmSXM - ORH
2 stops23h 39mAmerican Airlines
Deal found 1/21$679
This Delta deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/34:00 pmORH - NAS
2 stops19h 52mDelta
Wed 3/55:26 pmNAS - ORH
2 stops21h 29mDelta
Deal found 1/22$815
This Delta deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/174:00 pmORH - PUJ
2 stops19h 35mDelta
Wed 2/193:30 pmPUJ - ORH
2 stops24h 25mDelta
Deal found 1/22$863
This Delta deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/154:00 pmORH - UVF
2 stops22h 04mDelta
Tue 4/223:24 pmUVF - ORH
2 stops23h 41mDelta
Deal found 1/21$1,279

Find flights from Worcester to Caribbean Islands within your budget

Customize your flight search to find flights from Worcester to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 22, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Thu 2/20

2:45 pm-11:56 pm

1 stop8h 11m

San Juan Luis Munoz Marin Intl

Wed 2/26

5:45 am-3:21 pm

1 stop10h 36m

$338

WorcesterMontego Bay

ORH - MBJ

ORHMBJ

Worcester

Wed 3/5

2:15 pm-10:30 am

2 stops20h 15m

Montego Bay Sangster Intl

Wed 3/12

4:20 pm-1:40 pm

2 stops20h 20m

$435

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Mon 3/10

2:12 pm-10:55 am

2 stops20h 43m

San Juan Luis Munoz Marin Intl

Fri 3/14

3:30 pm-1:40 pm

2 stops22h 10m

$438

WorcesterNassau

ORH - NAS

ORHNAS

Worcester

Sun 3/9

2:12 pm-11:59 am

2 stops21h 47m

Nassau Intl

Thu 3/13

2:40 pm-1:40 pm

2 stops23h 00m

$444

WorcesterPunta Cana

ORH - PUJ

ORHPUJ

Worcester

Thu 3/6

2:16 pm-4:13 pm

2 stops24h 57m

Punta Cana

Mon 3/10

4:13 pm-1:40 pm

2 stops21h 27m

$496

WorcesterCastries

ORH - UVF

ORHUVF

Worcester

Mon 3/17

2:12 pm-2:10 pm

2 stops23h 58m

Castries Hewanorra

Thu 3/20

3:50 pm-1:40 pm

2 stops21h 50m

$544

WorcesterPonce

ORH - PSE

ORHPSE

Worcester

Mon 5/26

3:42 pm-12:22 am

1 stop8h 40m

Ponce Mercedita

Sun 6/1

5:20 am-2:47 pm

1 stop9h 27m

$555

WorcesterOranjestad

ORH - AUA

ORHAUA

Worcester

Fri 3/28

2:12 pm-3:45 pm

2 stops25h 33m

Oranjestad Reina Beatrix

Mon 3/31

4:35 pm-1:40 pm

2 stops21h 05m

$620

WorcesterSimpson Bay

ORH - SXM

ORHSXM

Worcester

Thu 5/1

2:18 pm-1:00 pm

2 stops22h 42m

Simpson Bay Princess Juliana

Sun 5/4

4:25 pm-4:04 pm

2 stops23h 39m

$679

WorcesterNassau

ORH - NAS

ORHNAS

Worcester

Mon 3/3

4:00 pm-11:52 am

2 stops19h 52m

Nassau Intl

Wed 3/5

5:26 pm-2:55 pm

2 stops21h 29m

$815

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 15 results
1
2

Best time to book a flight from Worcester to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Worcester with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Worcester to Caribbean Islands

Get recent, data-driven insights about flights from Worcester to Caribbean Islands including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Worcester, Massachusetts to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Worcester, Massachusetts to Caribbean Islands (average of $254). Flying from Worcester, Massachusetts to Caribbean Islands in March is currently the most expensive (average of $375). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ORH to EPX?

Find hourly flight availability from Worcester to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 22, 2025.

When flying from Worcester, Massachusetts to Caribbean Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated January 22, 2025.
Get a feel of what it's like to fly with JetBlue, American Airlines and Delta from Worcester to Caribbean Islands by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,512 reviews

Food

7.3

Boarding

8.2

Comfort

8.0

Crew

8.6

Entertainment

7.9

Overall

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very good
8,512 reviews
Delta
8.0
Very good
8,512 reviews

Food

7.3

Boarding

8.2

Comfort

8.0

Crew

8.6

Entertainment

7.9

Overall

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

JetBlue
7.4
Good
3,191 reviews
Delta
8.0
Very good
8,512 reviews

Food

7.3

Boarding

8.2

Comfort

8.0

Crew

8.6

Entertainment

7.9

Overall

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,512 reviews

Food

7.3

Boarding

8.2

Comfort

8.0

Crew

8.6

Entertainment

7.9

Overall

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

Find useful and relevant information for your journey from Worcester to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Worcester to Caribbean Islands?

    Worcester (ORH), located 3.8 mi from the city center, is the airport you fly out of when you book flights from Worcester to Caribbean Islands.

  • What are the most popular routes from Worcester, Massachusetts to Caribbean Islands?

    The most popular route from Worcester, Massachusetts to Caribbean Islands is Worcester - San Juan Luis Munoz Marin Intl. You may also consider Worcester - Castries George F. L. Charle or Worcester - Montego Bay Sangster Intl.

  • Can I find deals for flights from Worcester to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Worcester to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Worcester to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Worcester to Caribbean Islands.

  • Can I find deals for business class flights from Worcester to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Worcester to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Worcester, Massachusetts to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from Worcester, Massachusetts to Caribbean Islands (average of $254). Flying from Worcester, Massachusetts to Caribbean Islands in March is currently the most expensive (average of $375). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Worcester to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
Boston to Fort Lauderdale flights
Boston to Orlando flights
Boston to Miami flights
Boston to Las Vegas flights
Boston to O'Hare Intl flights
Boston to Los Angeles flights
Boston to West Palm Beach flights
Boston to Cancún flights
Boston to Dallas/Fort Worth flights
Boston to Denver flights
Boston to Tampa flights
Hartford to Orlando flights
Boston to Sky Harbor Intl flights
Boston to San Francisco flights
Boston to Salt Lake City flights
Boston to Seattle flights
Boston to Hobby flights
Boston to Dulles Intl flights
Boston to New Orleans flights
Boston to Fort Myers flights
Boston to Austin flights
Hartford to Fort Lauderdale flights
Boston to LaGuardia flights
Boston to Nashville flights
Boston to Newark flights
Boston to Reagan-National flights
Boston to Philadelphia flights
Boston to Charlotte flights
Boston to San Diego flights
Boston to George Bush Intcntl flights
Boston to Baltimore flights
Boston to Charleston flights
Boston to Atlanta flights
Boston to John F Kennedy Intl flights
Boston to Raleigh flights
Hartford to Las Vegas flights
Boston to Mexico City flights
Boston to Cozumel flights
Hartford to West Palm Beach flights
Hartford to Miami flights
Boston to Honolulu flights
Boston to Jacksonville flights
Hartford to Tampa flights
Boston to Ontario flights
Hartford to Denver flights
Boston to Key West flights
Boston to Pearson Intl flights
Boston to Sarasota flights
Boston to Midway flights
Boston to Minneapolis flights

Top airline flying from Worcester to Caribbean Islands

Discover the top airline that operate flights from Worcester to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$223Average$961FlexibilityNo cancel feeOn-time62%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.