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Grand Cayman

$433+ 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 3/21. Fares are subject to change and may not be available on all flights or dates of travel.
ORH — GCM
Mar 8 — Mar 151
Sun 3/8
Sun 3/15
1 adult, Economy
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Cheap flight deals from Worcester to Grand Cayman

Cheapest flights from Worcester to Grand Cayman
Explore the most affordable flight options available from Worcester to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 6, 2026.

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 3/211:44 pm
ORH
-
GCM
2 stops22h 26m
American Airlines
Sat 3/287:45 am
GCM
-
ORH
2 stops28h 34m
American Airlines
Deal found 2/4$433
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 2/181:30 pm
ORH
-
GCM
2 stops24h 44m
American Airlines
Sun 2/228:45 am
GCM
-
ORH
2 stops28h 20m
American Airlines
Deal found 2/6$510
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Thu 3/121:44 pm
ORH
-
GCM
2 stops22h 26m
American Airlines
Fri 3/207:45 am
GCM
-
ORH
2 stops28h 34m
American Airlines
Deal found 2/3$518
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Fri 3/131:44 pm
ORH
-
GCM
1 stop22h 11m
American Airlines
Fri 3/207:45 am
GCM
-
ORH
2 stops28h 34m
American Airlines
Deal found 2/3$519
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Sat 3/141:44 pm
ORH
-
GCM
2 stops25h 00m
American Airlines
Fri 3/202:35 pm
GCM
-
ORH
2 stops21h 44m
American Airlines
Deal found 2/3$804

Find 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 February 6, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$433
(American Airlines)

Popular in

December

Cheapest in

March

Average price

$586
Provider with most accurate pricing for Boston Logan Intl-George Town Owen Roberts Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-George Town Owen Roberts Intl flights.
Search Deals
From Worcester to Grand Cayman
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($4 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 6, 2026.
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

Sat 3/21

1:44 pm-11:10 am

2 stops22h 26m

George Town Owen Roberts Intl

Sat 3/28

7:45 am-1:19 pm

2 stops28h 34m

$433

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Wed 2/18

1:30 pm-2:14 pm

2 stops24h 44m

George Town Owen Roberts Intl

Sun 2/22

8:45 am-1:05 pm

2 stops28h 20m

$510

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Thu 3/12

1:44 pm-11:10 am

2 stops22h 26m

George Town Owen Roberts Intl

Fri 3/20

7:45 am-1:19 pm

2 stops28h 34m

$518

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Fri 3/13

1:44 pm-10:55 am

1 stop22h 11m

George Town Owen Roberts Intl

Fri 3/20

7:45 am-1:19 pm

2 stops28h 34m

$519

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Sat 3/14

1:44 pm-1:44 pm

2 stops25h 00m

George Town Owen Roberts Intl

Fri 3/20

2:35 pm-1:19 pm

2 stops21h 44m

$804

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/4

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, January is the cheapest month in which you can book a flight from Worcester, Massachusetts to Grand Cayman (average of $72). Flying from Worcester, Massachusetts to Grand Cayman in July is currently the most expensive (average of $389). 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 26m. 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, January is the cheapest month in which you can book a flight from Worcester, Massachusetts to Grand Cayman (average of $72). Flying from Worcester, Massachusetts to Grand Cayman in July is currently the most expensive (average of $389). 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 Grand Cayman

See prices for flight routes from nearby airports that may be better suited for you.
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