Worcester

$118+ 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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — ORH
Dec 13 — Dec 201
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Find 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 November 13, 2025.

This American Airlines deal was found by Cheapflights users on 11/12. 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.
Thu 12/45:10 pmSJU - ORH
2 stops22h 55mAmerican Airlines
Sun 12/73:34 pmORH - SJU
2 stops20h 56mAmerican Airlines
Deal found 11/12$240
This JetBlue deal was found by Cheapflights users on 11/11. 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.
Thu 12/259:36 amSJU - ORH
1 stop8h 51mJetBlue
Sun 12/289:34 amORH - SJU
1 stop7h 03mJetBlue
Deal found 11/11$289
This American Airlines deal was found by Cheapflights users on 11/10. 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.
Mon 11/246:25 amSJU - ORH
1 stop9h 26mAmerican Airlines
Fri 11/283:17 pmORH - SJU
1 stop7h 35mAmerican Airlines
Deal found 11/10$431
This American Airlines deal was found by Cheapflights users on 11/10. 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.
Sat 11/226:25 amSJU - ORH
1 stop9h 26mAmerican Airlines
Sat 11/293:17 pmORH - SJU
1 stop7h 35mAmerican Airlines
Deal found 11/10$455
This American Airlines deal was found by Cheapflights users on 11/11. 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.
Sat 11/223:05 pmSDQ - ORH
2 stops24h 46mAmerican Airlines
Fri 11/283:17 pmORH - SDQ
2 stops24h 51mAmerican Airlines
Deal found 11/11$458
This Faresmojo deal was found by Cheapflights users on 11/12. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/126:01 amSJU - ORH
1 stop10h 47mJetBlue
Fri 12/199:34 amORH - SJU
1 stop7h 03mJetBlue
Deal found 11/12$489
This American Airlines deal was found by Cheapflights users on 11/12. 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.
Fri 12/126:42 pmSJU - ORH
2 stops21h 30mAmerican Airlines
Fri 12/191:47 pmORH - SJU
1 stop9h 12mAmerican Airlines
Deal found 11/12$500
This American Airlines deal was found by Cheapflights users on 11/11. 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 11/191:19 pmSDQ - ORH
2 stops26h 32mAmerican Airlines
Mon 11/243:17 pmORH - SDQ
2 stops24h 51mAmerican Airlines
Deal found 11/11$566
This American Airlines deal was found by Cheapflights users on 11/10. 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.
Sat 11/151:19 pmSDQ - ORH
2 stops26h 43mAmerican Airlines
Sat 11/223:17 pmORH - SDQ
2 stops24h 51mAmerican Airlines
Deal found 11/10$600
This Faresmojo deal was found by Cheapflights users on 11/12. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/214:09 amSDQ - ORH
1 stop12h 12mJetBlue
Fri 11/284:26 pmORH - SDQ
1 stop9h 31mJetBlue
Deal found 11/12$601
This SmartFares deal was found by Cheapflights users on 11/10. 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.
Sat 11/153:27 pmSDQ - ORH
1 stop24h 59mJetBlue
Sat 11/221:33 pmORH - SDQ
1 stop11h 26mJetBlue
Deal found 11/10$622
This American Airlines deal was found by Cheapflights users on 11/11. 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.
Tue 12/161:28 pmSDQ - ORH
2 stops26h 37mAmerican Airlines
Mon 12/221:45 pmORH - SDQ
2 stops19h 22mAmerican Airlines
Deal found 11/11$717

Cheap flight deals from Caribbean to Worcester

Keep the following information in mind while searching for Caribbean to Worcester flight deals. Data was last updated November 13, 2025.

Round-trip from

$240
(American Airlines)

One-way from

$118
(American Airlines)

Popular in

July

Cheapest in

February

Average price

$274
From Caribbean to Worcester
One-way flight from Caribbean to Worcester
Highest demand for flights based on searches. 16% potential increase in price ($51 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
Average for round-trip flights in November 2025

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 November 13, 2025.
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

Thu 12/4

6:25 am-3:09 pm

1 stop9h 44m

Worcester

Sun 12/7

3:34 pm-1:30 pm

2 stops20h 56m

$240

San JuanWorcester

SJU - ORH

SJUORH

San Juan Luis Munoz Marin Intl

Thu 12/25

9:36 am-5:27 pm

1 stop8h 51m

Worcester

Sun 12/28

9:34 am-5:37 pm

1 stop7h 03m

$289

San JuanWorcester

SJU - ORH

SJUORH

San Juan Luis Munoz Marin Intl

Thu 3/26

7:40 am-3:05 pm

1 stop7h 25m

Worcester

Mon 3/30

11:27 am-8:20 pm

1 stop8h 53m

$374

OranjestadWorcester

AUA - ORH

AUAORH

Oranjestad Reina Beatrix

Wed 4/1

4:20 pm-2:53 pm

1 stop22h 33m

Worcester

Sun 4/5

3:25 pm-1:10 pm

2 stops45h 45m

$374

San JuanWorcester

SJU - ORH

SJUORH

San Juan Luis Munoz Marin Intl

Mon 11/24

6:25 am-2:51 pm

1 stop9h 26m

Worcester

Fri 11/28

3:17 pm-11:52 pm

1 stop7h 35m

$447

Santo DomingoWorcester

SDQ - ORH

SDQORH

Santo Domingo Las Americas

Thu 3/26

5:45 am-2:53 pm

2 stops33h 08m

Worcester

Mon 3/30

3:25 pm-12:30 pm

2 stops21h 05m

$455

San JuanWorcester

SJU - ORH

SJUORH

San Juan Luis Munoz Marin Intl

Fri 12/12

6:01 am-3:48 pm

1 stop10h 47m

Worcester

Fri 12/19

9:34 am-5:37 pm

1 stop7h 03m

$489

San JuanWorcester

SJU - ORH

SJUORH

San Juan Luis Munoz Marin Intl

Fri 12/12

6:42 pm-3:12 pm

2 stops21h 30m

Worcester

Fri 12/19

1:47 pm-11:59 pm

1 stop9h 12m

$500

Punta CanaWorcester

PUJ - ORH

PUJORH

Punta Cana

Tue 3/24

5:15 pm-2:53 pm

2 stops21h 38m

Worcester

Sat 3/28

3:25 pm-10:40 am

2 stops43h 15m

$599

Santo DomingoWorcester

SDQ - ORH

SDQORH

Santo Domingo Las Americas

Tue 12/16

1:28 pm-3:05 pm

2 stops26h 37m

Worcester

Mon 12/22

1:45 pm-10:07 am

2 stops19h 22m

$717

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

Showing 1-10 of 25 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, February is the cheapest month in which you can book a flight from Caribbean to Worcester, Massachusetts (average of $56). Flying from Caribbean to Worcester, Massachusetts in October is currently the most expensive (average of $138). 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 CB to ORH?

Find hourly flight availability from Caribbean to Worcester. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 13, 2025.

When flying from Caribbean to Worcester, Massachusetts, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 59% versus a flight in the morning.

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 8h 51m. 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?

  • 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, February is the cheapest month in which you can book a flight from Caribbean to Worcester, Massachusetts (average of $56). Flying from Caribbean to Worcester, Massachusetts in October is currently the most expensive (average of $138). 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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