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Cheap flights from Worcester, Massachusetts to the Cayman Islands from $555

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 2/16. 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
3:25 pm - 11:55 amORH-GCM
20h 30m2 stops
American Airlines Logo
4:35 pm - 2:53 pmGCM-ORH
22h 18m2 stops
$555American Airlines
Find Deal
Mon, Feb 16 - Sun, Feb 22
American Airlines Logo
3:25 pm - 12:56 pmORH-GCM
21h 31m2 stops
American Airlines Logo
4:35 pm - 2:53 pmGCM-ORH
22h 18m2 stops
$599American Airlines
Find Deal
Sun, Feb 15 - Tue, Feb 24
American Airlines Logo
3:25 pm - 1:50 pmORH-GCM
22h 25m2 stops
American Airlines Logo
4:35 pm - 2:53 pmGCM-ORH
22h 18m2 stops
$615American Airlines
Find Deal
Sun, Feb 22 - Tue, Feb 24
American Airlines Logo
3:25 pm - 1:55 pmORH-GCM
46h 30m2 stops
American Airlines Logo
4:35 pm - 2:53 pmGCM-ORH
22h 18m2 stops
$620American Airlines
Find Deal
Sat, Feb 21 - Thu, Feb 26
American Airlines Logo
3:25 pm - 12:56 pmORH-GCM
45h 31m2 stops
American Airlines Logo
2:00 pm - 2:53 pmGCM-ORH
48h 53m2 stops
$631American Airlines
Find Deal
Sat, Feb 21 - Wed, Feb 25
American Airlines Logo
3:25 pm - 12:56 pmORH-GCM
21h 31m2 stops
American Airlines Logo
4:35 pm - 2:53 pmGCM-ORH
22h 18m2 stops
$634American Airlines
Find Deal
Tue, Feb 24 - Tue, Mar 3
American Airlines Logo
3:25 pm - 12:56 pmORH-GCM
21h 31m2 stops
American Airlines Logo
4:35 pm - 2:53 pmGCM-ORH
22h 18m2 stops
$649American Airlines
Find Deal
Sat, Feb 14 - Tue, Feb 24
American Airlines Logo
3:25 pm - 12:56 pmORH-GCM
21h 31m2 stops
American Airlines Logo
2:00 pm - 2:53 pmGCM-ORH
48h 53m2 stops
$651American Airlines
Find Deal
Wed, Feb 18 - Wed, Feb 25
American Airlines Logo
3:25 pm - 12:56 pmORH-GCM
21h 31m2 stops
American Airlines Logo
2:00 pm - 2:53 pmGCM-ORH
24h 53m2 stops
$652American Airlines
Find Deal
Sun, Feb 15 - Mon, Feb 23
American Airlines Logo
3:25 pm - 11:55 amORH-GCM
20h 30m2 stops
American Airlines Logo
4:35 pm - 2:53 pmGCM-ORH
46h 18m2 stops
$654American Airlines
Find Deal
Mon, Feb 23 - Fri, Feb 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
Feb 16
ORH3:25 pmWorcester
20h 30m
2 stops
GCM11:55 amGeorge Town Owen Roberts Intl
Feb 22
GCM4:35 pmGeorge Town Owen Roberts Intl
22h 18m
2 stops
ORH2:53 pmWorcester
$555
Find similar
American Airlines
Feb 15
ORH3:25 pmWorcester
21h 31m
2 stops
GCM12:56 pmGeorge Town Owen Roberts Intl
Feb 24
GCM4:35 pmGeorge Town Owen Roberts Intl
22h 18m
2 stops
ORH2:53 pmWorcester
$599
Find similar
American Airlines
Feb 22
ORH3:25 pmWorcester
22h 25m
2 stops
GCM1:50 pmGeorge Town Owen Roberts Intl
Feb 24
GCM4:35 pmGeorge Town Owen Roberts Intl
22h 18m
2 stops
ORH2:53 pmWorcester
$615
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 October 16, 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

Mon 2/16

3:25 pm-11:55 am

2 stops20h 30m

George Town Owen Roberts Intl

Sun 2/22

4:35 pm-2:53 pm

2 stops22h 18m

$555

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Sun 2/15

3:25 pm-12:56 pm

2 stops21h 31m

George Town Owen Roberts Intl

Tue 2/24

4:35 pm-2:53 pm

2 stops22h 18m

$599

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Sun 2/22

3:25 pm-1:50 pm

2 stops22h 25m

George Town Owen Roberts Intl

Tue 2/24

4:35 pm-2:53 pm

2 stops22h 18m

$615

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Sat 2/21

3:25 pm-1:55 pm

2 stops46h 30m

George Town Owen Roberts Intl

Thu 2/26

4:35 pm-2:53 pm

2 stops22h 18m

$620

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Sat 2/21

3:25 pm-12:56 pm

2 stops45h 31m

George Town Owen Roberts Intl

Wed 2/25

2:00 pm-2:53 pm

2 stops48h 53m

$631

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Tue 2/24

3:25 pm-12:56 pm

2 stops21h 31m

George Town Owen Roberts Intl

Tue 3/3

4:35 pm-2:53 pm

2 stops22h 18m

$634

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Sat 2/14

3:25 pm-12:56 pm

2 stops21h 31m

George Town Owen Roberts Intl

Tue 2/24

4:35 pm-2:53 pm

2 stops22h 18m

$649

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Wed 2/18

3:25 pm-12:56 pm

2 stops21h 31m

George Town Owen Roberts Intl

Wed 2/25

2:00 pm-2:53 pm

2 stops48h 53m

$651

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Sun 2/15

3:25 pm-12:56 pm

2 stops21h 31m

George Town Owen Roberts Intl

Mon 2/23

2:00 pm-2:53 pm

2 stops24h 53m

$652

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Mon 2/23

3:25 pm-11:55 am

2 stops20h 30m

George Town Owen Roberts Intl

Fri 2/27

4:35 pm-2:53 pm

2 stops46h 18m

$654

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 53% 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

Direct flights

None
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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