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$218+ 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 2/16. Fares are subject to change and may not be available on all flights or dates of travel.
ORH — SJU
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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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 January 21, 2025.

Round-trip from

$329
(JetBlue)

One-way from

$218
(American Airlines)
From Worcester to Caribbean
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One-way flight from Worcester to Caribbean
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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 January 21, 2025.

This JetBlue deal was found by Cheapflights users on 1/20. 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 2/192:45 pmORH - SJU
1 stop6h 57mJetBlue
Wed 2/265:45 amSJU - ORH
1 stop10h 36mJetBlue
Deal found 1/20$329
This American Airlines deal was found by Cheapflights users on 1/20. 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 stops19h 55mAmerican Airlines
Wed 3/124:20 pmMBJ - ORH
2 stops20h 20mAmerican Airlines
Deal found 1/20$435
This JetBlue deal was found by Cheapflights users on 1/20. 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 2/11:29 pmORH - PSE
1 stop9h 30mJetBlue
Sat 2/86:01 amPSE - ORH
1 stop7h 33mJetBlue
Deal found 1/20$436
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 3/102:12 pmORH - SJU
2 stops20h 33mAmerican Airlines
Fri 3/143:30 pmSJU - ORH
2 stops22h 10mAmerican Airlines
Deal found 1/21$438
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 1/20. 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 5/214:36 pmORH - NAS
2 stops42h 03mAmerican Airlines
Wed 5/2810:10 amNAS - ORH
2 stops29h 54mAmerican Airlines
Deal found 1/20$506
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.
Fri 3/282:12 pmORH - AUA
2 stops25h 33mAmerican Airlines
Mon 3/314:35 pmAUA - ORH
2 stops21h 05mAmerican Airlines
Deal found 1/21$620
This Delta deal was found by Cheapflights users on 1/20. 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 - NAS
2 stops19h 52mDelta
Thu 2/205:26 pmNAS - ORH
2 stops21h 29mDelta
Deal found 1/20$815
This Delta deal was found by Cheapflights users on 1/20. 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.
Fri 2/284:00 pmORH - AUA
2 stops19h 30mDelta
Sun 3/24:40 pmAUA - ORH
2 stops23h 15mDelta
Deal found 1/20$824
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.
Thu 2/274:00 pmORH - PUJ
2 stops21h 05mDelta
Tue 3/44:50 pmPUJ - ORH
2 stops23h 05mDelta
Deal found 1/21$895
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.
Sun 3/304:15 pmORH - SDQ
2 stops20h 56mDelta
Thu 4/32:35 pmSDQ - ORH
2 stops24h 26mDelta
Deal found 1/21$1,044

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 January 21, 2025.

Fly from

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Fly to

Any airport

Route

Depart

Return

Price

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Wed 2/19

2:45 pm-10:42 pm

1 stop6h 57m

San Juan Luis Munoz Marin Intl

Wed 2/26

5:45 am-3:21 pm

1 stop10h 36m

$329

WorcesterMontego Bay

ORH - MBJ

ORHMBJ

Worcester

Wed 3/5

2:15 pm-10:10 am

2 stops19h 55m

Montego Bay Sangster Intl

Wed 3/12

4:20 pm-1:40 pm

2 stops20h 20m

$435

WorcesterPonce

ORH - PSE

ORHPSE

Worcester

Sat 2/1

1:29 pm-11:59 pm

1 stop9h 30m

Ponce Mercedita

Sat 2/8

6:01 am-12:34 pm

1 stop7h 33m

$436

WorcesterSan Juan

ORH - SJU

ORHSJU

Worcester

Mon 3/10

2:12 pm-10:45 am

2 stops20h 33m

San Juan Luis Munoz Marin Intl

Fri 3/14

3:30 pm-1:40 pm

2 stops22h 10m

$438

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

WorcesterNassau

ORH - NAS

ORHNAS

Worcester

Wed 5/21

4:36 pm-10:39 am

2 stops42h 03m

Nassau Intl

Wed 5/28

10:10 am-4:04 pm

2 stops29h 54m

$506

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

WorcesterNassau

ORH - NAS

ORHNAS

Worcester

Mon 2/17

4:00 pm-11:52 am

2 stops19h 52m

Nassau Intl

Thu 2/20

5:26 pm-2:55 pm

2 stops21h 29m

$815

WorcesterOranjestad

ORH - AUA

ORHAUA

Worcester

Fri 2/28

4:00 pm-12:30 pm

2 stops19h 30m

Oranjestad Reina Beatrix

Sun 3/2

4:40 pm-2:55 pm

2 stops23h 15m

$824

WorcesterPunta Cana

ORH - PUJ

ORHPUJ

Worcester

Thu 2/27

4:00 pm-2:05 pm

2 stops21h 05m

Punta Cana

Mon 3/3

3:48 pm-2:55 pm

2 stops24h 07m

$895

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 16 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 $378). 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 January 21, 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 January 21, 2025.
Delta
8.0
Very good
8,521 reviews

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.9

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
8,521 reviews
Delta
8.0
Very good
8,521 reviews

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

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

JetBlue
7.4
Good
3,201 reviews
Delta
8.0
Very good
8,521 reviews

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.9

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
8,521 reviews

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.9

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. 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?

    $218 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on JetBlue and Delta, with prices starting from $238 and $352, respectively.

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

    While some choose either Worcester - Castries George F. L. Charle or Worcester - Nassau Intl, Worcester - San Juan Luis Munoz Marin Intl is the most popular route 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 $378). 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.

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Alternative routes for Worcester to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Worcester to Caribbean

Discover the top airline that operate flights from Worcester to Caribbean. 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 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$223Average$961FlexibilityNo cancel feeOn-time62%
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