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

To save up to 63% on this flight, we recommend booking at least 27 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 Cayman Islands from $323 1-2 weeks out and tickets from $597 for flights departing within the next 72 hours.

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

Due to multiple factors, expect to potentially pay more when booking in February. For low rates, January can be a great choice for travel to Cayman Islands. Flights to Cayman Islands from Worcester, Massachusetts in January are about $495 on average during January, but can be found for as low as $264.

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

When flying from Worcester, Massachusetts to Cayman Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What airport do you fly from for flights from Worcester to Cayman Islands?

Worcester (ORH), located 3.8 mi from the city center, is the airport you fly out of when you book flights from Worcester to Cayman Islands.

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

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

How can I find direct flights from Worcester to Cayman Islands?

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

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

Yes. Cheapflights offers flight deals from Worcester to Cayman Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$529+ Flights from Worcester, MA to the Cayman Islands

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Cheap flight deals from Worcester to Cayman Islands

Round-trip from	$529 (American Airlines)
Popular in	February
Cheapest in	January
Average price	$533

From Worcester to Cayman Islands

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High demand for flights, 4% potential price rise

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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in June 2025

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Find flight deals from Worcester to Cayman Islands

Cheapest flights from Worcester to Cayman Islands
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 junio 12, 2025.

sáb. 7/263:29 pmORH - GCM

2 stops20h 53mAmerican Airlines

sáb. 8/23:05 pmGCM - ORH

2 stops22h 59mAmerican Airlines

Deal found 6/11

$529

Best flights from Worcester to Cayman Islands
Discover carefully curated flight deals from Worcester to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated junio 12, 2025.

sáb. 7/263:29 pmORH - GCM

2 stops20h 53mAmerican Airlines

sáb. 8/23:05 pmGCM - ORH

2 stops22h 59mAmerican Airlines

Deal found 6/11

$529

Last-minute flights from Worcester to Cayman Islands
Discover last-minute flight deals from Worcester to Cayman Islands. Data last updated junio 12, 2025 and is based on user searches.

sáb. 7/263:29 pmORH - GCM

2 stops20h 53mAmerican Airlines

sáb. 8/23:05 pmGCM - ORH

2 stops22h 59mAmerican Airlines

Deal found 6/11

$529

Cheapflights Fare Finder

Use the filters below to find and compare flights from Worcester to the Cayman Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

sáb. 7/26

3:29 pm-11:22 am

2 stops20h 53m

George Town Owen Roberts Intl

sáb. 8/2

3:05 pm-3:04 pm

2 stops22h 59m

$529

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

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, January is the cheapest month in which you can book a flight from Worcester, Massachusetts to Cayman Islands (average of $467). Flying from Worcester, Massachusetts to Cayman Islands in March is currently the most expensive (average of $594). 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.

Reviews of airlines servicing Cayman Islands

American Airlines

7.2

Good

10,000 reviews

Reviews

1 / 20

10.0

Excellent

Leonardo,May 2025

JFK - BGI

Good airline and so far i give them 8 out of 10.

American Airlines

7.2

Good

10,000 reviews

American Airlines

7.2

Good

10,000 reviews

Reviews

1 / 20

10.0

Excellent

Leonardo,May 2025

JFK - BGI

Good airline and so far i give them 8 out of 10.

Related info for your journey

What airport do you fly from for flights from Worcester to Cayman Islands?
Worcester (ORH), located 3.8 mi from the city center, is the airport you fly out of when you book flights from Worcester to Cayman Islands.
Can I find deals for flights from Worcester to Cayman Islands that include hotel bookings?
Yes. In addition to deals on Worcester to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Worcester to Cayman Islands?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Worcester to Cayman Islands.
Can I find deals for business class flights from Worcester to Cayman Islands?
Yes. Cheapflights offers flight deals from Worcester to Cayman Islands 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 Cayman Islands?
Currently, January is the cheapest month in which you can book a flight from Worcester, Massachusetts to Cayman Islands (average of $467). Flying from Worcester, Massachusetts to Cayman Islands in March is currently the most expensive (average of $594). 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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$529+ 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 7/26. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Worcester to Cayman Islands with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

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 junio 12, 2025.

Round-trip from

Popular in

Cheapest in

Average price

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 junio 12, 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 junio 12, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Worcester to the Cayman Islands that are best for you.

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.

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?

Reviews of airlines servicing Cayman Islands

Related info for your journey

Find useful and relevant information for your journey from Worcester to Cayman Islands. 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 Cayman Islands?

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

How can I find direct flights from Worcester to Cayman Islands?

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

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Worcester to Cayman Islands

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

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Cheapest flights from Worcester to Cayman Islands
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 junio 12, 2025.