$116+ Cheap flights from Worcester (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 9/13. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
ORH — SJU
Jul 16 — Jul 231

How far in advance should I book a flight from Worcester, Massachusetts to Caribbean?

To save up to 42% on this flight, we recommend booking at least 31 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Worcester, Massachusetts to Caribbean from $263 1-2 weeks out and tickets from $319 for flights departing within the next 72 hours.

What is the cheapest month to fly from Worcester, Massachusetts to Caribbean?

The best pricing can be found in the month of September. Prices to Caribbean from Worcester, Massachusetts average $297. You can even find prices in September for less than $297, as users have found deals to Caribbean from as low as $83. The month of December appears to be one of the more expensive times to travel to Caribbean from Worcester, Massachusetts. Flying in the targeted month can save you up to 56%.

What is the cheapest time of day to fly from ORH to CB?

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.

Cheap Worcester to Caribbean flights in July & August 2024

Find cheap flight options from Worcester to Caribbean specifically for the months of July and August 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,800,118 searches. Prices were last updated on July 11, 2024.
This American Airlines deal was found by Cheapflights users on 7/10. 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 8/231:40 pmORH - SJU
2 stops21h 29mAmerican Airlines
Mon 8/264:05 pmSJU - ORH
2 stops21h 05mAmerican Airlines
Deal found 7/10$474
This American Airlines deal was found by Cheapflights users on 7/11. 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.
Sun 8/111:40 pmORH - SJU
2 stops25h 35mAmerican Airlines
Wed 8/1412:05 pmSJU - ORH
2 stops25h 05mAmerican Airlines
Deal found 7/11$486
This American Airlines deal was found by Cheapflights users on 7/10. 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.
Wed 8/211:40 pmORH - SJU
2 stops21h 29mAmerican Airlines
Mon 8/264:05 pmSJU - ORH
2 stops21h 05mAmerican Airlines
Deal found 7/10$514
This American Airlines deal was found by Cheapflights users on 7/11. 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.
Mon 8/121:40 pmORH - SJU
2 stops27h 00mAmerican Airlines
Fri 8/164:05 pmSJU - ORH
2 stops21h 05mAmerican Airlines
Deal found 7/11$543
This American Airlines deal was found by Cheapflights users on 7/10. 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.
Wed 7/171:46 pmORH - AUA
2 stops25h 59mAmerican Airlines
Wed 7/244:50 pmAUA - ORH
2 stops20h 18mAmerican Airlines
Deal found 7/10$543
This American Airlines deal was found by Cheapflights users on 7/10. 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.
Thu 8/151:40 pmORH - SJU
2 stops24h 05mAmerican Airlines
Mon 8/195:35 pmSJU - ORH
2 stops19h 35mAmerican Airlines
Deal found 7/10$545
This American Airlines deal was found by Cheapflights users on 7/10. 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.
Wed 8/211:40 pmORH - SJU
2 stops21h 29mAmerican Airlines
Sat 8/241:38 pmSJU - ORH
2 stops23h 32mAmerican Airlines
Deal found 7/10$547
This American Airlines deal was found by Cheapflights users on 7/10. 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 7/191:46 pmORH - SJU
2 stops25h 59mAmerican Airlines
Tue 7/238:30 pmSJU - ORH
2 stops16h 38mAmerican Airlines
Deal found 7/10$550
This American Airlines deal was found by Cheapflights users on 7/10. 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.
Wed 8/211:40 pmORH - SJU
2 stops21h 29mAmerican Airlines
Sat 8/245:35 pmSJU - ORH
3 stops19h 35mAmerican Airlines
Deal found 7/10$602

Worcester to Caribbean 2024 flight deals

Discover exclusive flight deals for travel between Worcester and Caribbean in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,800,118 searches. Data last updated July 11, 2024.
This American Airlines deal was found by Cheapflights users on 7/10. 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 9/272:17 pmORH - SJU
2 stops21h 03mAmerican Airlines
Mon 9/301:40 pmSJU - ORH
2 stops23h 27mAmerican Airlines
Deal found 7/10$333
This JetBlue deal was found by Cheapflights users on 7/11. 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.
Wed 11/134:40 pmORH - SJU
1 stop9h 37mJetBlue
Thu 11/216:01 amSJU - ORH
1 stop9h 47mJetBlue
Deal found 7/11$394
This JetBlue deal was found by Cheapflights users on 7/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2512:49 pmORH - SJU
1 stop7h 33mJetBlue
Mon 10/285:01 amSJU - ORH
1 stop9h 47mJetBlue
Deal found 7/10$401
This JetBlue deal was found by Cheapflights users on 7/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2712:49 pmORH - SJU
1 stop7h 33mJetBlue
Mon 9/306:00 amSJU - ORH
1 stop6h 58mJetBlue
Deal found 7/10$427
This American Airlines deal was found by Cheapflights users on 7/10. 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 8/231:40 pmORH - SJU
2 stops21h 29mAmerican Airlines
Mon 8/264:05 pmSJU - ORH
2 stops21h 05mAmerican Airlines
Deal found 7/10$474
This American Airlines deal was found by Cheapflights users on 7/11. 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.
Sun 8/111:40 pmORH - SJU
2 stops25h 35mAmerican Airlines
Wed 8/1412:05 pmSJU - ORH
2 stops25h 05mAmerican Airlines
Deal found 7/11$486
This American Airlines deal was found by Cheapflights users on 7/9. 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 10/262:15 pmORH - SJU
2 stops20h 49mAmerican Airlines
Sun 10/275:28 pmSJU - ORH
2 stops18h 55mAmerican Airlines
Deal found 7/9$508
This American Airlines deal was found by Cheapflights users on 7/10. 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 9/272:17 pmORH - SJU
3 stops21h 03mAmerican Airlines
Mon 9/305:24 pmSJU - ORH
2 stops19h 43mAmerican Airlines
Deal found 7/10$513
This American Airlines deal was found by Cheapflights users on 7/10. 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.
Wed 8/211:40 pmORH - SJU
2 stops21h 29mAmerican Airlines
Mon 8/264:05 pmSJU - ORH
2 stops21h 05mAmerican Airlines
Deal found 7/10$514

Worcester to Caribbean flights leaving soon

Find last-minute flight options from Worcester to Caribbean for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,800,118 searches. Data last updated July 11, 2024.
This American Airlines deal was found by Cheapflights users on 7/10. 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.
Wed 7/171:46 pmORH - AUA
2 stops25h 59mAmerican Airlines
Wed 7/244:50 pmAUA - ORH
2 stops20h 18mAmerican Airlines
Deal found 7/10$543
This American Airlines deal was found by Cheapflights users on 7/10. 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 7/191:46 pmORH - SJU
2 stops25h 59mAmerican Airlines
Tue 7/238:30 pmSJU - ORH
2 stops16h 38mAmerican Airlines
Deal found 7/10$550
This American Airlines deal was found by Cheapflights users on 7/10. 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 7/191:46 pmORH - SJU
3 stops15h 14mAmerican Airlines
Tue 7/238:30 pmSJU - ORH
2 stops16h 38mAmerican Airlines
Deal found 7/10$793
This American Airlines deal was found by Cheapflights users on 7/10. 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.
Wed 7/171:46 pmORH - AUA
3 stops21h 44mAmerican Airlines
Wed 7/245:00 pmAUA - ORH
2 stops20h 08mAmerican Airlines
Deal found 7/10$4,237

One-way flights to Caribbean from Worcester

Search for one-way flight options from Worcester to Caribbean. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,800,118 searches. Data last updated July 11, 2024.
This American Airlines deal was found by Cheapflights users on 7/11. 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.
Fri 9/132:17 pmORH - SJU
2 stops21h 03mAmerican Airlines
Deal found 7/11$116
This JetBlue deal was found by Cheapflights users on 7/11. 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.
Fri 9/1312:49 pmORH - SJU
1 stop7h 33mJetBlue
Deal found 7/11$118
This American Airlines deal was found by Cheapflights users on 7/11. 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.
Thu 9/122:17 pmORH - SJU
2 stops20h 58mAmerican Airlines
Deal found 7/11$182
This JetBlue deal was found by Cheapflights users on 7/11. 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 9/122:45 pmORH - SJU
1 stop8h 29mJetBlue
Deal found 7/11$226
This JetBlue deal was found by Cheapflights users on 7/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/181:05 pmORH - SJU
1 stop9h 38mJetBlue
Deal found 7/10$287
This American Airlines deal was found by Cheapflights users on 7/11. 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.
Fri 9/132:17 pmORH - SJU
3 stops22h 33mAmerican Airlines
Deal found 7/11$320
This American Airlines deal was found by Cheapflights users on 7/11. 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.
Thu 9/122:17 pmORH - SJU
3 stops20h 58mAmerican Airlines
Deal found 7/11$326

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 2,800,118 searches. Data last updated July 11, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$333 - $552

Route

Depart

Return

Price

WorcesterSan Juan Luis Munoz Marin Intl

ORH - SJU

ORHSJU

Worcester

Fri 9/27

2 stops21h 03m

San Juan Luis Munoz Marin Intl

Mon 9/30

2 stops23h 27m

$333

WorcesterSan Juan Luis Munoz Marin Intl

ORH - SJU

ORHSJU

Worcester

Wed 11/13

1 stop9h 37m

San Juan Luis Munoz Marin Intl

Thu 11/21

1 stop9h 47m

$394

WorcesterSan Juan Luis Munoz Marin Intl

ORH - SJU

ORHSJU

Worcester

Fri 10/25

1 stop7h 33m

San Juan Luis Munoz Marin Intl

Mon 10/28

1 stop9h 47m

$401

WorcesterSan Juan Luis Munoz Marin Intl

ORH - SJU

ORHSJU

Worcester

Fri 9/27

1 stop7h 33m

San Juan Luis Munoz Marin Intl

Mon 9/30

1 stop6h 58m

$427

WorcesterSan Juan Luis Munoz Marin Intl

ORH - SJU

ORHSJU

Worcester

Fri 8/23

2 stops21h 29m

San Juan Luis Munoz Marin Intl

Mon 8/26

2 stops21h 05m

$474

WorcesterSan Juan Luis Munoz Marin Intl

ORH - SJU

ORHSJU

Worcester

Sun 8/11

2 stops25h 35m

San Juan Luis Munoz Marin Intl

Wed 8/14

2 stops23h 32m

$486

WorcesterSan Juan Luis Munoz Marin Intl

ORH - SJU

ORHSJU

Worcester

Sat 10/26

2 stops20h 49m

San Juan Luis Munoz Marin Intl

Sun 10/27

2 stops18h 55m

$508

WorcesterSan Juan Luis Munoz Marin Intl

ORH - SJU

ORHSJU

Worcester

Fri 9/27

3 stops21h 03m

San Juan Luis Munoz Marin Intl

Mon 9/30

2 stops19h 43m

$513

WorcesterSan Juan Luis Munoz Marin Intl

ORH - SJU

ORHSJU

Worcester

Sat 10/26

1 stop8h 29m

San Juan Luis Munoz Marin Intl

Sun 10/27

1 stop9h 47m

$552

Flights are sorted by cheapest first

Deals found on 7/10

No data available for this route at this time. Please check back soon.

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.

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 July 11, 2024.
7.6
Good
4,082 reviews

Overall

7.6

Crew

8.2

Entertainment

7.5

Comfort

7.8

Boarding

7.8

Food

7.1

Reviews

1 / 10

Terrible. Flight got delayed for nearly 6 hours due to “inclement weather” although other flights were still taking off at JFK

7.6
Good
4,082 reviews
7.6
Good
4,082 reviews

Overall

7.6

Crew

8.2

Entertainment

7.5

Comfort

7.8

Boarding

7.8

Food

7.1

Reviews

1 / 10

Terrible. Flight got delayed for nearly 6 hours due to “inclement weather” although other flights were still taking off at JFK

7.3
Good
10,000 reviews
7.6
Good
4,082 reviews

Overall

7.6

Crew

8.2

Entertainment

7.5

Comfort

7.8

Boarding

7.8

Food

7.1

Reviews

1 / 10

Terrible. Flight got delayed for nearly 6 hours due to “inclement weather” although other flights were still taking off at JFK

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.

  • Can I find flights from Worcester, Massachusetts to Caribbean for under $400 on Cheapflights?

    Yes, there are multiple flights from Worcester, Massachusetts to Caribbean for under $400. The cheapest flight booked recently is on American Airlines for just $333, but on average you can expect to pay $538.

  • Are there last-minute flights available from Worcester, Massachusetts to Caribbean for under $600?

    There are currently 4+ open flights from Worcester, Massachusetts to Caribbean within the next 7 days for less than $600.

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

  • What does ORH to SJU mean?

    Worcester Airport is ORH and San Juan Luis Munoz Marin Intl Airport is SJU. These codes are created by the International Air Transport Association (IATA) and airlines use them to identify the departing and arrival airports in the flight routes they service. Santo Domingo Las Americas Airport (SDQ), Punta Cana Airport (PUJ), Montego Bay Sangster Intl Airport (MBJ), Oranjestad Reina Beatrix Airport (AUA), Santiago de los Caballeros Airport (STI) are some additional IATA codes for airports related to your trip.

  • Can I find deals for flights from Worcester to Caribbean that include extra baggage allowance?

    The amount of baggage you can bring on your Worcester to Caribbean flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Worcester to Caribbean with specific airlines?

    Yes, Cheapflights allows you to browse and filter Worcester to Caribbean flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • 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.

  • Can I find deals for flights from Worcester to Caribbean that allow pets onboard?

    Many airlines flying from Worcester to Caribbean offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Worcester to Caribbean?

    Yes, you can often find last-minute deals on Worcester to Caribbean flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Worcester, Massachusetts to Caribbean flight deals updated?

    The Worcester, Massachusetts to Caribbean flight deals you see on this page were last updated on 7/11.

  • 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 $246). Flying from Worcester, Massachusetts to Caribbean in March is currently the most expensive (average of $337). 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
See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Worcester to Caribbean

Discover the top 2 airlines 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 2,800,118 searches. Data last updated July 11, 2024.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$302Average$655FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$546Average$849FlexibilityNo cancel feeOn-time71%

Search flights from Worcester to Caribbean by cabin class

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