$315+ Cheap flights from Worcester, MA (ORH) to the Cayman Islands
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 12/13. Fares are subject to change and may not be available on all flights or dates of travel.
ORH — GCM
Nov 28 — Dec 51
1 adult, Economy
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Find cheap flights from Worcester to Cayman Islands with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Worcester to Cayman Islands
Keep the following information in mind while searching for Worcester to Cayman Islands flight deals. Data was last updated October 29, 2025.
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $315 (American Airlines) |
Popular in | December |
Cheapest in | January |
Average price | $469 |
Find flight deals from Worcester to Cayman Islands
Cheapest flights from Worcester to Cayman IslandsExplore the most affordable flight options available from Worcester to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2025.
Explore the most affordable flight options available from Worcester to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2025.
This American Airlines deal was found by Cheapflights users on 10/28. 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 12/133:37 pmORH - GCM
2 stops23h 07mAmerican Airlines
Sat 12/2012:50 pmGCM - ORH
2 stops24h 27mAmerican Airlines
Deal found 10/28![American Airlines logo]()
$315
Cheapflights Fare Finder
Customize your flight search to find flights from Worcester to Cayman Islands 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 October 29, 2025.
Use the filters below to find and compare flights from Worcester to the Cayman Islands that are best for you.
Fly from
Worcester
Fly to
Cayman Islands
Route
Depart
Return
Price
WorcesterGeorge Town
ORH - GCM
ORHGCM
Worcester
Sat 12/13
3:37 pm-2:44 pm
2 stops23h 07m
George Town Owen Roberts Intl
Sat 12/20
12:50 pm-1:17 pm
2 stops24h 27m
$315
WorcesterGeorge Town
ORH - GCM
ORHGCM
Worcester
Tue 3/31
3:25 pm-11:56 am
2 stops21h 31m
George Town Owen Roberts Intl
Wed 4/1
3:35 pm-2:53 pm
2 stops22h 18m
$2,554
Best time to book a flight from Worcester to Cayman Islands
Have a flexible travel schedule? Discover the best time to fly to Cayman Islands 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 the Cayman Islands
What is the cheapest month to book a flight from Worcester, Massachusetts to Cayman Islands?
Currently, November is the cheapest month in which you can book a flight from Worcester, Massachusetts to Cayman Islands (average of $235). Flying from Worcester, Massachusetts to Cayman Islands 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.