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Worcester

$146+ Cheap flights from Caribbean Islands 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 3/6. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — ORH
Mar 7 — Mar 141
Sat 3/7
Sat 3/14
1 adult, Economy
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Cheap flight deals from Caribbean Islands to Worcester

Cheapest flights from Caribbean Islands to Worcester
Explore the most affordable flight options available from Caribbean Islands to Worcester. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 5, 2026.

This American Airlines deal was found by Cheapflights users on 2/3. 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 4/206:00 am
SJU
-
ORH
1 stop8h 14m
American Airlines
Sat 4/252:39 pm
ORH
-
SJU
1 stop7h 26m
American Airlines
Deal found 2/3$293
This JetBlue deal was found by Cheapflights users on 2/2. 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.
Wed 2/258:00 am
SJU
-
ORH
1 stop9h 02m
JetBlue
Sun 3/14:59 pm
ORH
-
SJU
1 stop7h 00m
JetBlue
Deal found 2/2$357
This American Airlines deal was found by Cheapflights users on 2/3. 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 4/25:00 am
SJU
-
ORH
1 stop8h 19m
American Airlines
Sun 4/51:44 pm
ORH
-
SJU
1 stop10h 08m
American Airlines
Deal found 2/3$358
This Delta deal was found by Cheapflights users on 2/3. 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.
Thu 7/306:00 am
SDQ
-
ORH
1 stop8h 39m
Delta
Tue 8/43:18 pm
ORH
-
SDQ
1 stop8h 37m
Delta
Deal found 2/3$377
This American Airlines deal was found by Cheapflights users on 2/3. 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 7/287:38 pm
SDQ
-
ORH
2 stops45h 14m
American Airlines
Sun 8/25:17 pm
ORH
-
SDQ
1 stop28h 41m
American Airlines
Deal found 2/3$427
This American Airlines deal was found by Cheapflights users on 1/31. 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 3/182:16 pm
SDQ
-
ORH
2 stops23h 03m
American Airlines
Wed 3/251:44 pm
ORH
-
SDQ
2 stops27h 06m
American Airlines
Deal found 1/31$532
This American Airlines deal was found by Cheapflights users on 2/3. 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 7/287:38 pm
SDQ
-
ORH
2 stops45h 14m
American Airlines
Mon 8/35:17 pm
ORH
-
SDQ
1 stop28h 41m
American Airlines
Deal found 2/3$552
This Expedia deal was found by Cheapflights users on 1/31. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/187:33 pm
SDQ
-
ORH
1 stop16h 16m
JetBlue
Wed 3/254:55 pm
ORH
-
SDQ
1 stop24h 45m
JetBlue
Deal found 1/31$571
This Delta deal was found by Cheapflights users on 2/3. 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 7/286:00 am
SDQ
-
ORH
1 stop8h 39m
Delta
Mon 8/33:18 pm
ORH
-
SDQ
1 stop8h 37m
Delta
Deal found 2/3$587
This JetBlue deal was found by Cheapflights users on 2/1. 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.
Fri 2/66:01 am
SJU
-
ORH
1 stop10h 39m
JetBlue
Sun 2/812:00 pm
ORH
-
SJU
1 stop8h 50m
JetBlue
Deal found 2/1$603
This Delta deal was found by Cheapflights users on 2/3. 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.
Sun 7/266:00 am
SDQ
-
ORH
1 stop8h 39m
Delta
Wed 8/53:18 pm
ORH
-
SDQ
1 stop8h 37m
Delta
Deal found 2/3$605
This American Airlines deal was found by Cheapflights users on 2/3. 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 7/297:38 pm
SDQ
-
ORH
2 stops21h 14m
American Airlines
Sun 8/25:17 pm
ORH
-
SDQ
2 stops29h 42m
American Airlines
Deal found 2/3$613

Find flight deals from Caribbean Islands to Worcester

Keep the following information in mind while searching for Caribbean Islands to Worcester flight deals. Data was last updated February 5, 2026.

Round-trip from

$293
(American Airlines)

One-way from

$146
(American Airlines)
From Caribbean Islands to Worcester
Search Deals
One-way flight from Caribbean Islands to Worcester
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean Islands 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 5, 2026.
Use the filters below to find and compare flights from Caribbean Islands to Worcester that are best for you.

Fly from

Caribbean Islands

Fly to

Worcester

Route

Depart

Return

Price

San JuanWorcester

SJU - ORH

SJUORH

San Juan Luis Munoz Marin Intl

Mon 4/20

6:00 am-2:14 pm

1 stop8h 14m

Worcester

Sat 4/25

2:39 pm-10:05 pm

1 stop7h 26m

$293

San JuanWorcester

SJU - ORH

SJUORH

San Juan Luis Munoz Marin Intl

Wed 2/25

8:00 am-4:02 pm

1 stop9h 02m

Worcester

Sun 3/1

4:59 pm-12:59 am

1 stop7h 00m

$357

San JuanWorcester

SJU - ORH

SJUORH

San Juan Luis Munoz Marin Intl

Thu 4/2

5:00 am-1:19 pm

1 stop8h 19m

Worcester

Sun 4/5

1:44 pm-11:52 pm

1 stop10h 08m

$358

Santo DomingoWorcester

SDQ - ORH

SDQORH

Santo Domingo Las Americas

Thu 7/30

6:00 am-2:39 pm

1 stop8h 39m

Worcester

Wed 8/5

3:18 pm-11:55 pm

1 stop8h 37m

$377

Santo DomingoWorcester

SDQ - ORH

SDQORH

Santo Domingo Las Americas

Thu 7/30

6:00 am-2:39 pm

1 stop8h 39m

Worcester

Sun 8/2

3:18 pm-11:55 pm

1 stop8h 37m

$377

Santo DomingoWorcester

SDQ - ORH

SDQORH

Santo Domingo Las Americas

Thu 7/30

6:00 am-2:39 pm

1 stop8h 39m

Worcester

Mon 8/3

3:18 pm-11:55 pm

1 stop8h 37m

$377

Santo DomingoWorcester

SDQ - ORH

SDQORH

Santo Domingo Las Americas

Thu 7/30

6:00 am-2:39 pm

1 stop8h 39m

Worcester

Tue 8/4

3:18 pm-11:55 pm

1 stop8h 37m

$377

Santo DomingoWorcester

SDQ - ORH

SDQORH

Santo Domingo Las Americas

Tue 7/28

7:38 pm-4:52 pm

2 stops45h 14m

Worcester

Wed 8/5

7:43 pm-6:20 pm

2 stops22h 37m

$440

Santo DomingoWorcester

SDQ - ORH

SDQORH

Santo Domingo Las Americas

Wed 3/18

2:16 pm-1:19 pm

2 stops23h 03m

Worcester

Wed 3/25

1:44 pm-4:50 pm

2 stops27h 06m

$532

Santo DomingoWorcester

SDQ - ORH

SDQORH

Santo Domingo Las Americas

Wed 3/18

7:33 pm-11:49 am

1 stop16h 16m

Worcester

Wed 3/25

4:55 pm-5:40 pm

1 stop24h 45m

$571

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

Showing 1-10 of 44 results
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Best time to book a flight from Caribbean Islands to Worcester

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

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

Currently, April is the cheapest month in which you can book a flight from Caribbean Islands to Worcester, Massachusetts (average of $65). Flying from Caribbean Islands 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 Islands 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 Islands?

    For a flight from Caribbean Islands to Worcester, you will be flying into Worcester. Worcester (ORH) is just 3.8 mi from the center of the city.

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

    Departing from Caribbean Islands to Worcester, Massachusetts will take you 8h 14m. There are 1681 mi between Caribbean Islands and Worcester, Massachusetts. This flight may include one or multiple stops.

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

    While some choose either Santo Domingo Las Americas - Worcester or Vieques - Worcester, San Juan Luis Munoz Marin Intl - Worcester is the most popular route from Caribbean Islands to Worcester, Massachusetts.

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

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

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

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

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

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

    Currently, April is the cheapest month in which you can book a flight from Caribbean Islands to Worcester, Massachusetts (average of $65). Flying from Caribbean Islands 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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