Caribbean

$149+ Cheap flights from Worcester, MA (ORH) to Caribbean

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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
ORH — SJU
Feb 11 — Feb 181
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Find cheap flights from Worcester to Caribbean with Cheapflights

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Cheap flight deals from Worcester to Caribbean

Discover tips and strategies to find the most affordable flight options for your journey from Worcester (ORH) to Caribbean (0CB). 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 February 6, 2025.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$301
(JetBlue)

One-way from

$149
(JetBlue)

Popular in

December

Cheapest in

September

Average price

$318
Provider with most accurate pricing for Boston Logan Intl-San Juan flight deals.
Provider most trusted by Cheapflights users for Boston Logan Intl-San Juan flights.
From Worcester to Caribbean
One-way flight from Worcester to Caribbean
Highest demand for flights based on searches. 8% potential increase in price ($26 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($11 potential savings vs. average RT price).
Average for round-trip flights in February 2025

Find flight deals from Worcester to Caribbean

Cheapest flights from Worcester to Caribbean
Explore the most affordable flight options available from Worcester to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 6, 2025.

This JetBlue deal was found by Cheapflights users on 2/5. 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 4/141:32 pmORH - SJU
1 stop6h 33mJetBlue
Tue 4/226:00 amSJU - ORH
1 stop6h 37mJetBlue
Deal found 2/5$301
This American Airlines deal was found by Cheapflights users on 2/5. 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 11/192:37 pmORH - SJU
2 stops10h 33mAmerican Airlines
Mon 11/246:25 pmSJU - ORH
2 stops20h 32mAmerican Airlines
Deal found 2/5$383
This American Airlines deal was found by Cheapflights users on 2/5. 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 5/291:46 pmORH - MBJ
1 stop21h 29mAmerican Airlines
Mon 6/23:40 pmMBJ - ORH
2 stops20h 36mAmerican Airlines
Deal found 2/5$447
This American Airlines deal was found by Cheapflights users on 2/6. 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 6/251:40 pmORH - STT
2 stops26h 55mAmerican Airlines
Tue 7/15:20 pmSTT - ORH
2 stops19h 16mAmerican Airlines
Deal found 2/6$524
This American Airlines deal was found by Cheapflights users on 2/5. 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 3/282:12 pmORH - AUA
2 stops25h 33mAmerican Airlines
Mon 3/314:35 pmAUA - ORH
2 stops21h 05mAmerican Airlines
Deal found 2/5$547
This American Airlines deal was found by Cheapflights users on 2/6. 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 3/232:12 pmORH - PUJ
1 stop20h 18mAmerican Airlines
Sun 3/303:50 pmPUJ - ORH
1 stop21h 50mAmerican Airlines
Deal found 2/6$601
This American Airlines deal was found by Cheapflights users on 2/4. 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 4/191:38 pmORH - PLS
2 stops22h 57mAmerican Airlines
Thu 4/243:40 pmPLS - ORH
2 stops21h 45mAmerican Airlines
Deal found 2/4$602
This Delta deal was found by Cheapflights users on 2/5. 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 2/244:00 pmORH - AUA
2 stops20h 00mDelta
Sun 3/24:40 pmAUA - ORH
2 stops23h 15mDelta
Deal found 2/5$824
This Delta deal was found by Cheapflights users on 2/6. 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.
Wed 3/124:15 pmORH - PUJ
2 stops20h 55mDelta
Mon 3/173:58 pmPUJ - ORH
2 stops22h 56mDelta
Deal found 2/6$902
This American Airlines deal was found by Cheapflights users on 2/5. 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 6/301:40 pmORH - UVF
2 stops23h 55mAmerican Airlines
Sun 7/64:30 pmUVF - ORH
2 stops20h 38mAmerican Airlines
Deal found 2/5$1,147

Find flights from Worcester to Caribbean within your budget

Customize your flight search to find flights from Worcester to Caribbean 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 6, 2025.

Fly from

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Fly to

Any airport

Route

Depart

Return

Price

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Mon 4/14

1:32 pm-8:05 pm

1 stop6h 33m

San Juan Luis Munoz Marin Intl

Tue 4/22

6:00 am-12:37 pm

1 stop6h 37m

$301

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Wed 6/25

1:40 pm-11:10 am

2 stops21h 30m

San Juan Luis Munoz Marin Intl

Wed 7/9

12:05 pm-1:08 pm

2 stops25h 03m

$445

WorcesterMontego Bay

ORH - MBJ

ORHMBJ

Worcester

Thu 5/29

1:46 pm-10:15 am

1 stop21h 29m

Montego Bay Sangster Intl

Mon 6/2

3:40 pm-1:16 pm

2 stops20h 36m

$447

WorcesterSaint Thomas Island

ORH - STT

ORHSTT

Worcester

Wed 6/25

1:40 pm-4:35 pm

2 stops26h 55m

Saint Thomas Island Cyril E King

Tue 7/1

5:20 pm-12:36 pm

2 stops19h 16m

$524

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

$547

WorcesterPunta Cana

ORH - PUJ

ORHPUJ

Worcester

Sun 3/23

2:12 pm-10:30 am

1 stop20h 18m

Punta Cana

Sun 3/30

3:50 pm-1:40 pm

1 stop21h 50m

$601

WorcesterProvidenciales

ORH - PLS

ORHPLS

Worcester

Sat 4/19

1:38 pm-12:35 pm

2 stops22h 57m

Providenciales

Thu 4/24

3:40 pm-1:25 pm

2 stops21h 45m

$602

WorcesterOranjestad

ORH - AUA

ORHAUA

Worcester

Mon 2/24

4:00 pm-1:00 pm

2 stops20h 00m

Oranjestad Reina Beatrix

Sun 3/2

4:40 pm-2:55 pm

2 stops23h 15m

$824

WorcesterPunta Cana

ORH - PUJ

ORHPUJ

Worcester

Wed 3/12

4:15 pm-1:10 pm

2 stops20h 55m

Punta Cana

Mon 3/17

3:58 pm-2:54 pm

2 stops22h 56m

$902

WorcesterCastries

ORH - UVF

ORHUVF

Worcester

Mon 6/30

1:40 pm-1:35 pm

2 stops23h 55m

Castries Hewanorra

Sun 7/6

4:30 pm-1:08 pm

2 stops20h 38m

$1,147

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/5

Showing 1-10 of 13 results
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Best time to book a flight from Worcester to Caribbean

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

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

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

Currently, September is the cheapest month in which you can book a flight from Worcester, Massachusetts to Caribbean (average of $254). Flying from Worcester, Massachusetts to Caribbean in March is currently the most expensive (average of $370). 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 CB?

Find hourly flight availability from Worcester to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 6, 2025.

When flying from Worcester, Massachusetts to Caribbean, 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 by month

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

In terms of precipitation, rainfall in Caribbean 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 when rainfall is around 2.2 in.

Temperature in Caribbean by month

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

If weather is an important factor for your trip to Caribbean, 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

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated February 6, 2025.
8.0
Very good

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

8.0

Overall

8.0

Food

7.3

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

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

8.0
Very good
8.0
Very good

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

8.0

Overall

8.0

Food

7.3

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

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

8.0
Very good

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

8.0

Overall

8.0

Food

7.3

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

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

8.0
Very good

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

8.0

Overall

8.0

Food

7.3

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

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. 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?

    Located just 3.8 mi from the city center, Worcester (ORH) is the airport most travelers will use when flying to Caribbean from Worcester.

  • What are the cheapest airlines to fly from Worcester, Massachusetts to Caribbean one-way?

    $149 is the cheapest one-way deal found within the past few days, from JetBlue. You may also be able to find cheap deals on American Airlines and Delta, with prices starting from $161 and $385, respectively.

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

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Worcester to Caribbean 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?

    Currently, September is the cheapest month in which you can book a flight from Worcester, Massachusetts to Caribbean (average of $254). Flying from Worcester, Massachusetts to Caribbean in March is currently the most expensive (average of $370). 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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Alternative routes for Worcester to Caribbean

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