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Worcester

$121+ Cheap flights from Caribbean to Worcester, MA (ORH)

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 5/9. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — ORH
Mar 16 — Mar 231
Mon 3/16
Mon 3/23
1 adult, Economy
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Cheap flight deals from Caribbean to Worcester

Cheapest flights from Caribbean to Worcester
Explore the most affordable flight options available from Caribbean to Worcester. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 14, 2026.

This American Airlines deal was found by Cheapflights users on 2/10. 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.
Fri 5/293:39 pm
SJU
-
ORH
2 stops25h 14m
American Airlines
Tue 6/25:18 pm
ORH
-
SJU
2 stops22h 30m
American Airlines
Deal found 2/10$248
This JetBlue deal was found by Cheapflights users on 2/11. 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.
Tue 5/197:40 am
SJU
-
ORH
1 stop6h 28m
JetBlue
Wed 5/273:04 pm
ORH
-
SJU
1 stop7h 38m
JetBlue
Deal found 2/11$300
This American Airlines deal was found by Cheapflights users on 2/11. 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 5/206:00 am
SJU
-
ORH
1 stop8h 14m
American Airlines
Mon 5/255:18 pm
ORH
-
SJU
2 stops16h 21m
American Airlines
Deal found 2/11$302
This American Airlines deal was found by Cheapflights users on 2/12. 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 6/246:01 am
SJU
-
ORH
1 stop10h 52m
American Airlines
Tue 6/305:18 pm
ORH
-
SJU
1 stop6h 36m
American Airlines
Deal found 2/12$357
This SmartFares deal was found by Cheapflights users on 2/10. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/296:00 am
SJU
-
ORH
1 stop8h 08m
JetBlue
Tue 6/23:04 pm
ORH
-
SJU
1 stop7h 38m
JetBlue
Deal found 2/10$360
This JetBlue deal was found by Cheapflights users on 2/11. 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.
Tue 5/197:40 am
SJU
-
ORH
1 stop6h 28m
JetBlue
Mon 5/253:04 pm
ORH
-
SJU
1 stop7h 38m
JetBlue
Deal found 2/11$376
This American Airlines deal was found by Cheapflights users on 2/12. 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.
Tue 2/175:42 pm
SJU
-
ORH
2 stops20h 23m
American Airlines
Tue 2/241:30 pm
ORH
-
SJU
2 stops19h 30m
American Airlines
Deal found 2/12$421
This JetBlue deal was found by Cheapflights users on 2/12. 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.
Sat 5/305:01 am
SJU
-
ORH
1 stop7h 38m
JetBlue
Tue 6/93:04 pm
ORH
-
SJU
1 stop7h 38m
JetBlue
Deal found 2/12$426
This American Airlines deal was found by Cheapflights users on 2/11. 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 5/206:00 am
SJU
-
ORH
1 stop8h 14m
American Airlines
Wed 5/275:18 pm
ORH
-
SJU
2 stops16h 21m
American Airlines
Deal found 2/11$432
This JetBlue deal was found by Cheapflights users on 2/11. 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.
Sat 5/235:01 am
SJU
-
ORH
1 stop7h 38m
JetBlue
Tue 5/263:04 pm
ORH
-
SJU
1 stop7h 38m
JetBlue
Deal found 2/11$444

Find flight deals from Caribbean to Worcester

Keep the following information in mind while searching for Caribbean to Worcester flight deals. Data was last updated February 14, 2026.

Round-trip from

$248
(American Airlines)

One-way from

$121
(American Airlines)

Popular in

July

Cheapest in

February

Average price

$205
From Caribbean to Worcester
Search Deals
One-way flight from Caribbean to Worcester
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($37 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean to Worcester 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 February 14, 2026.
Use the filters below to find and compare flights from Caribbean to Worcester that are best for you.

Fly from

Caribbean

Fly to

Worcester

Route

Depart

Return

Price

San JuanWorcester

SJU - ORH

SJUORH

San Juan Luis Munoz Marin Intl

Fri 5/29

3:39 pm-4:53 pm

2 stops25h 14m

Worcester

Tue 6/2

5:18 pm-3:48 pm

2 stops22h 30m

$248

San JuanWorcester

SJU - ORH

SJUORH

San Juan Luis Munoz Marin Intl

Tue 5/19

7:40 am-2:08 pm

1 stop6h 28m

Worcester

Tue 5/26

3:04 pm-10:42 pm

1 stop7h 38m

$300

San JuanWorcester

SJU - ORH

SJUORH

San Juan Luis Munoz Marin Intl

Tue 5/19

7:40 am-2:08 pm

1 stop6h 28m

Worcester

Wed 5/27

3:04 pm-10:42 pm

1 stop7h 38m

$300

San JuanWorcester

SJU - ORH

SJUORH

San Juan Luis Munoz Marin Intl

Wed 5/20

6:00 am-2:14 pm

1 stop8h 14m

Worcester

Mon 5/25

5:18 pm-9:39 am

2 stops16h 21m

$302

San JuanWorcester

SJU - ORH

SJUORH

San Juan Luis Munoz Marin Intl

Wed 6/24

6:01 am-4:53 pm

1 stop10h 52m

Worcester

Tue 6/30

5:18 pm-11:54 pm

1 stop6h 36m

$357

San JuanWorcester

SJU - ORH

SJUORH

San Juan Luis Munoz Marin Intl

Fri 5/29

6:00 am-2:08 pm

1 stop8h 08m

Worcester

Tue 6/2

3:04 pm-10:42 pm

1 stop7h 38m

$360

San JuanWorcester

SJU - ORH

SJUORH

San Juan Luis Munoz Marin Intl

Tue 5/19

7:40 am-2:08 pm

1 stop6h 28m

Worcester

Mon 5/25

3:04 pm-10:42 pm

1 stop7h 38m

$376

San JuanWorcester

SJU - ORH

SJUORH

San Juan Luis Munoz Marin Intl

Wed 5/20

7:40 am-2:08 pm

1 stop6h 28m

Worcester

Tue 5/26

3:04 pm-10:42 pm

1 stop7h 38m

$376

San JuanWorcester

SJU - ORH

SJUORH

San Juan Luis Munoz Marin Intl

Wed 5/20

7:40 am-2:08 pm

1 stop6h 28m

Worcester

Wed 5/27

3:04 pm-10:42 pm

1 stop7h 38m

$376

San JuanWorcester

SJU - ORH

SJUORH

San Juan Luis Munoz Marin Intl

Sat 5/30

5:01 am-12:39 pm

1 stop7h 38m

Worcester

Tue 6/9

3:04 pm-10:42 pm

1 stop7h 38m

$426

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/11

Showing 1-10 of 21 results
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Best time to book a flight from Caribbean to Worcester

Have a flexible travel schedule? Discover the best time to fly to Worcester from Caribbean 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.

Cheapflights Insights

Everything you need to know about your flight from Caribbean to Worcester

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

Currently, April is the cheapest month in which you can book a flight from Caribbean to Worcester, Massachusetts (average of $63). Flying from Caribbean to Worcester, Massachusetts in November is currently the most expensive (average of $141). 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.

Related info for your journey

Find useful and relevant information for your journey from Caribbean to Worcester. 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 into for flights to Worcester from Caribbean?

    If you book a flight to Worcester from Caribbean, you will be flying to Worcester, which is the city’s only airport. Worcester (ORH) is located 3.8 mi from the center of Worcester.

  • How long is the flight from Caribbean to Worcester, Massachusetts?

    There are many flights that can get you from Caribbean to Worcester, Massachusetts in 6h 28m. Fly via American Airlines or JetBlue to get the fastest option. There are 1681 mi between Caribbean and Worcester, Massachusetts. This flight may include one or multiple stops.

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

    The most popular flight routes from Caribbean to Worcester, Massachusetts are San Juan Luis Munoz Marin Intl - Worcester, Santo Domingo Las Americas - Worcester and Oranjestad Reina Beatrix - Worcester.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Caribbean to Worcester 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 Caribbean to Worcester, Massachusetts?

    Currently, April is the cheapest month in which you can book a flight from Caribbean to Worcester, Massachusetts (average of $63). Flying from Caribbean to Worcester, Massachusetts in November is currently the most expensive (average of $141). 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

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