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Cheap flights from Worcester, Massachusetts to the Cayman Islands from $375

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Worcester, Massachusetts to the Cayman Islands departing on 1/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Worcester, Massachusetts to the Cayman Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
2:18 pm - 11:26 amORH-GCM
21h 08m2 stops
American Airlines Logo
12:50 pm - 1:53 pmGCM-ORH
25h 03m2 stops
$375American Airlines
Find Deal
Tue, Jan 6 - Thu, Jan 8
American Airlines Logo
1:45 pm - 2:35 pmORH-GCM
48h 50m2 stops
American Airlines Logo
3:45 pm - 1:22 pmGCM-ORH
21h 37m2 stops
$388American Airlines
Find Deal
Tue, Dec 23 - Fri, Dec 26
American Airlines Logo
1:45 pm - 2:35 pmORH-GCM
24h 50m2 stops
American Airlines Logo
3:45 pm - 1:22 pmGCM-ORH
21h 37m2 stops
$397American Airlines
Find Deal
Mon, Dec 22 - Fri, Dec 26
American Airlines Logo
1:45 pm - 2:35 pmORH-GCM
24h 50m2 stops
American Airlines Logo
12:55 pm - 1:22 pmGCM-ORH
48h 27m2 stops
$410American Airlines
Find Deal
Mon, Dec 22 - Thu, Dec 25
American Airlines Logo
1:45 pm - 2:35 pmORH-GCM
48h 50m2 stops
American Airlines Logo
3:35 pm - 11:54 amGCM-ORH
20h 19m2 stops
$413American Airlines
Find Deal
Tue, Dec 23 - Tue, Dec 30
American Airlines Logo
1:45 pm - 2:35 pmORH-GCM
24h 50m2 stops
American Airlines Logo
3:35 pm - 11:54 amGCM-ORH
20h 19m2 stops
$422American Airlines
Find Deal
Mon, Dec 22 - Tue, Dec 30
American Airlines Logo
1:45 pm - 2:35 pmORH-GCM
48h 50m2 stops
American Airlines Logo
3:11 pm - 1:17 pmGCM-ORH
22h 06m2 stops
$424American Airlines
Find Deal
Tue, Dec 23 - Sun, Dec 28
American Airlines Logo
1:45 pm - 2:35 pmORH-GCM
24h 50m2 stops
American Airlines Logo
3:11 pm - 1:17 pmGCM-ORH
46h 06m2 stops
$441American Airlines
Find Deal
Mon, Dec 22 - Sun, Dec 28
American Airlines Logo
1:45 pm - 2:35 pmORH-GCM
48h 50m2 stops
American Airlines Logo
3:15 pm - 1:17 pmGCM-ORH
22h 02m2 stops
$444American Airlines
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Tue, Dec 23 - Sat, Dec 27
American Airlines Logo
1:45 pm - 2:35 pmORH-GCM
24h 50m2 stops
American Airlines Logo
12:47 pm - 1:17 pmGCM-ORH
24h 30m2 stops
$461American Airlines
Find Deal
Mon, Dec 22 - Sat, Dec 27

American Airlines flights from Worcester, Massachusetts to Cayman Islands

Our best American Airlines deals on Worcester, Massachusetts to Cayman Islands flight tickets
American Airlines
Jan 6
ORH2:18 pmWorcester
21h 08m
2 stops
GCM11:26 amGeorge Town Owen Roberts Intl
Jan 8
GCM12:50 pmGeorge Town Owen Roberts Intl
25h 03m
2 stops
ORH1:53 pmWorcester
$375
Find similar
American Airlines
Dec 23
ORH1:45 pmWorcester
48h 50m
2 stops
GCM2:35 pmGeorge Town Owen Roberts Intl
Dec 26
GCM3:45 pmGeorge Town Owen Roberts Intl
21h 37m
2 stops
ORH1:22 pmWorcester
$388
Find similar
American Airlines
Dec 22
ORH1:45 pmWorcester
24h 50m
2 stops
GCM2:35 pmGeorge Town Owen Roberts Intl
Dec 26
GCM3:45 pmGeorge Town Owen Roberts Intl
21h 37m
2 stops
ORH1:22 pmWorcester
$397
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Worcester, Massachusetts 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, momondo users made 832,500 searches. Data last updated December 3, 2025.
Use the filters below to find and compare flights from Worcester, Massachusetts to the Cayman Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Tue 1/6

2:18 pm-11:26 am

2 stops21h 08m

George Town Owen Roberts Intl

Thu 1/8

12:50 pm-1:53 pm

2 stops25h 03m

$375

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Tue 12/23

1:45 pm-2:35 pm

2 stops48h 50m

George Town Owen Roberts Intl

Fri 12/26

3:45 pm-1:22 pm

2 stops21h 37m

$388

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Mon 12/22

1:45 pm-2:35 pm

2 stops24h 50m

George Town Owen Roberts Intl

Fri 12/26

3:45 pm-1:22 pm

2 stops21h 37m

$397

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Mon 12/22

1:45 pm-2:35 pm

2 stops24h 50m

George Town Owen Roberts Intl

Thu 12/25

12:55 pm-1:22 pm

2 stops48h 27m

$410

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Tue 12/23

1:45 pm-2:35 pm

2 stops48h 50m

George Town Owen Roberts Intl

Tue 12/30

3:35 pm-11:54 am

2 stops20h 19m

$413

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Mon 12/22

1:45 pm-2:35 pm

2 stops24h 50m

George Town Owen Roberts Intl

Tue 12/30

3:35 pm-11:54 am

2 stops20h 19m

$422

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Tue 12/23

1:45 pm-2:35 pm

2 stops48h 50m

George Town Owen Roberts Intl

Sun 12/28

3:11 pm-1:17 pm

2 stops22h 06m

$424

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Mon 12/22

1:45 pm-2:35 pm

2 stops24h 50m

George Town Owen Roberts Intl

Sun 12/28

3:11 pm-1:17 pm

2 stops46h 06m

$441

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Tue 12/23

1:45 pm-2:35 pm

2 stops48h 50m

George Town Owen Roberts Intl

Sat 12/27

3:15 pm-1:17 pm

2 stops22h 02m

$444

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Mon 12/22

1:45 pm-2:35 pm

2 stops24h 50m

George Town Owen Roberts Intl

Sat 12/27

12:47 pm-1:17 pm

2 stops24h 30m

$461

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to the Cayman Islands from

How to get the cheapest flight ticket from Worcester, Massachusetts to Cayman Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What airlines fly to Cayman Islands?

American Airlines, JetBlue and United Airlines are the top three most popular airlines that fly to Cayman Islands from Worcester, Massachusetts according to our data. American Airlines is the first choice among our users, with 52% of people opting to fly with this airline when traveling to Cayman Islands. Keep in mind that there are 6 different airlines that fly to Cayman Islands on a routine basis, so you have a few additional options to choose from.

Cheap Worcester, Massachusetts to Cayman Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Worcester, Massachusetts to Cayman Islands

Fastest flight time

20h 24m

Direct flights

None
The fastest flight from Worcester, Massachusetts to Cayman Islands takes 20h 24m
There are no direct flights from Worcester, Massachusetts to Cayman Islands. There are no popular flight routes from Worcester, Massachusetts to Cayman Islands.
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  • When did momondo last update prices for flights from Worcester Airport to Cayman Islands?

    Prices for flights from Worcester Airport to Cayman Islands refresh daily.

  • How old do you have to be to fly from Worcester Airport to Cayman Islands?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Worcester Airport to Cayman Islands.

  • What documentation or ID do you need to fly to Cayman Islands?

    The required travel and health documents for your Cayman Islands trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Cayman Islands. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Why use momondo?

Why should I use momondo to find a flight deal from Worcester to Cayman Islands?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Worcester to Cayman Islands. momondo saves you time and could save you money on your trip.

Can I find flights from Worcester to Cayman Islands with flexible booking policies on momondo?

All flight searches from Worcester to Cayman Islands on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Worcester to Cayman Islands?

Once you have performed a search for Worcester to Cayman Islands flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Worcester to Cayman Islands right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Worcester to Cayman Islands flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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