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Grand Cayman

$393+ Cheap flights from Worcester, MA (ORH) to Grand Cayman

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/17. Fares are subject to change and may not be available on all flights or dates of travel.
ORH — GCM
Dec 4 — Dec 111
Thu 12/4
Thu 12/11
1 adult, Economy
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Cheap flight deals from Worcester to Grand Cayman

Keep the following information in mind while searching for Worcester to Grand Cayman flight deals. Data was last updated November 4, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$393
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$448
Provider with most accurate pricing for Boston Logan Intl-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-George Town Owen Roberts Intl flights.
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From Worcester to Grand Cayman
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High demand for flights, 5% potential price rise
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Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from Worcester to Grand Cayman

Best flights from Worcester to Grand Cayman
Discover carefully curated flight deals from Worcester to Grand Cayman that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 4, 2025.

This American Airlines deal was found by Cheapflights users on 11/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/171:44 pmORH - GCM
2 stops22h 20mAmerican Airlines
Thu 2/193:45 pmGCM - ORH
2 stops21h 34mAmerican Airlines
Deal found 11/2$393
This American Airlines deal was found by Cheapflights users on 11/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/171:44 pmORH - GCM
2 stops22h 20mAmerican Airlines
Mon 2/234:30 pmGCM - ORH
2 stops20h 49mAmerican Airlines
Deal found 11/2$393
This American Airlines deal was found by Cheapflights users on 11/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/151:44 pmORH - GCM
2 stops24h 40mAmerican Airlines
Thu 2/193:45 pmGCM - ORH
2 stops21h 34mAmerican Airlines
Deal found 11/2$406
This American Airlines deal was found by Cheapflights users on 11/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/151:44 pmORH - GCM
2 stops24h 40mAmerican Airlines
Mon 2/234:30 pmGCM - ORH
2 stops20h 49mAmerican Airlines
Deal found 11/2$406
This American Airlines deal was found by Cheapflights users on 11/3. 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 3/303:25 pmORH - GCM
2 stops20h 50mAmerican Airlines
Wed 4/13:35 pmGCM - ORH
2 stops46h 18mAmerican Airlines
Deal found 11/3$407
This American Airlines deal was found by Cheapflights users on 11/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/181:44 pmORH - GCM
2 stops49h 01mAmerican Airlines
Mon 2/234:30 pmGCM - ORH
2 stops20h 49mAmerican Airlines
Deal found 11/2$409
This American Airlines deal was found by Cheapflights users on 11/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/171:44 pmORH - GCM
2 stops22h 20mAmerican Airlines
Fri 2/204:30 pmGCM - ORH
2 stops20h 49mAmerican Airlines
Deal found 11/2$531
This American Airlines deal was found by Cheapflights users on 11/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/151:44 pmORH - GCM
2 stops24h 40mAmerican Airlines
Fri 2/204:30 pmGCM - ORH
2 stops20h 49mAmerican Airlines
Deal found 11/2$544
This American Airlines deal was found by Cheapflights users on 11/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/181:44 pmORH - GCM
2 stops25h 01mAmerican Airlines
Fri 2/204:30 pmGCM - ORH
2 stops20h 49mAmerican Airlines
Deal found 11/2$547
This American Airlines deal was found by Cheapflights users on 11/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/161:44 pmORH - GCM
2 stops48h 46mAmerican Airlines
Thu 2/193:45 pmGCM - ORH
2 stops21h 34mAmerican Airlines
Deal found 11/2$548
This American Airlines deal was found by Cheapflights users on 11/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/161:44 pmORH - GCM
2 stops46h 20mAmerican Airlines
Mon 2/234:30 pmGCM - ORH
2 stops20h 49mAmerican Airlines
Deal found 11/2$548
This American Airlines deal was found by Cheapflights users on 11/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/141:44 pmORH - GCM
2 stops30h 31mAmerican Airlines
Fri 2/204:30 pmGCM - ORH
2 stops20h 49mAmerican Airlines
Deal found 11/2$600

Cheapflights Fare Finder

 
Customize your flight search to find flights from Worcester to Grand Cayman 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 4, 2025.
Use the filters below to find and compare flights from Worcester to Grand Cayman that are best for you.

Fly from

Worcester

Fly to

Grand Cayman

Route

Depart

Return

Price

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Tue 2/17

1:44 pm-12:04 pm

2 stops22h 20m

George Town Owen Roberts Intl

Thu 2/19

3:45 pm-1:19 pm

2 stops21h 34m

$393

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Tue 2/17

1:44 pm-12:04 pm

2 stops22h 20m

George Town Owen Roberts Intl

Mon 2/23

4:30 pm-1:19 pm

2 stops20h 49m

$393

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Sun 2/15

1:44 pm-2:24 pm

2 stops24h 40m

George Town Owen Roberts Intl

Thu 2/19

3:45 pm-1:19 pm

2 stops21h 34m

$406

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Sun 2/15

1:44 pm-2:24 pm

2 stops24h 40m

George Town Owen Roberts Intl

Mon 2/23

4:30 pm-1:19 pm

2 stops20h 49m

$406

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Mon 3/30

3:25 pm-11:15 am

2 stops20h 50m

George Town Owen Roberts Intl

Wed 4/1

3:35 pm-2:53 pm

2 stops46h 18m

$407

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Wed 2/18

1:44 pm-2:45 pm

2 stops49h 01m

George Town Owen Roberts Intl

Mon 2/23

4:30 pm-1:19 pm

2 stops20h 49m

$409

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Tue 2/17

1:44 pm-12:04 pm

2 stops22h 20m

George Town Owen Roberts Intl

Fri 2/20

4:30 pm-1:19 pm

2 stops20h 49m

$531

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Sun 2/15

1:44 pm-2:24 pm

2 stops24h 40m

George Town Owen Roberts Intl

Fri 2/20

4:30 pm-1:19 pm

2 stops20h 49m

$544

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Wed 2/18

1:44 pm-2:45 pm

2 stops25h 01m

George Town Owen Roberts Intl

Fri 2/20

4:30 pm-1:19 pm

2 stops20h 49m

$547

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Mon 2/16

1:44 pm-2:30 pm

2 stops48h 46m

George Town Owen Roberts Intl

Thu 2/19

3:45 pm-1:19 pm

2 stops21h 34m

$548

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 12 results
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Best time to book a flight from Worcester to Grand Cayman

Have a flexible travel schedule? Discover the best time to fly to Grand Cayman 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.

Cheapflights Insights

Everything you need to know about your flight from Worcester to Grand Cayman

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

Currently, November is the cheapest month in which you can book a flight from Worcester, Massachusetts to Grand Cayman (average of $235). Flying from Worcester, Massachusetts to Grand Cayman in June is currently the most expensive (average of $419). 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 Worcester to Grand Cayman. 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 Grand Cayman?

    Most people fly from Worcester (ORH) if they book a flight from Worcester to Grand Cayman. Worcester is conveniently located just 3.8 mi from Worcester’s city center.

  • How long is the flight from Worcester, Massachusetts to Grand Cayman?

    Airlines like American Airlines fly from Worcester, Massachusetts to Grand Cayman in about 22h 20m. The time it takes to get you to your destination can typically vary by up to . There are 1680 mi between Worcester, Massachusetts and Grand Cayman.

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

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

  • How can I find direct flights from Worcester to Grand Cayman?

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

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

    Yes. Cheapflights offers flight deals from Worcester to Grand Cayman 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 Grand Cayman?

    Currently, November is the cheapest month in which you can book a flight from Worcester, Massachusetts to Grand Cayman (average of $235). Flying from Worcester, Massachusetts to Grand Cayman in June is currently the most expensive (average of $419). 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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