Latest deals
Insights
FAQs
Price Alerts

Cheap flights from Worcester, Massachusetts to the Cayman Islands from $155

This is the cheapest one-way 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 4/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

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
2:39 pm - 11:00 am
ORH
-
GCM
21h 21m
2 stops
American Airlines Logo
4:03 pm - 2:14 pm
GCM
-
ORH
21h 11m
2 stops
$497American Airlines
Sat, Apr 25 - Sat, May 2
American Airlines Logo
2:39 pm - 11:00 am
ORH
-
GCM
21h 21m
2 stops
American Airlines Logo
12:40 pm - 2:14 pm
GCM
-
ORH
24h 34m
1 stop
$499American Airlines
Sat, Apr 25 - Sat, May 2
American Airlines Logo
2:39 pm - 11:31 am
ORH
-
GCM
21h 52m
2 stops
American Airlines Logo
12:35 pm - 2:14 pm
GCM
-
ORH
24h 39m
2 stops
$577American Airlines
Thu, Apr 16 - Tue, Apr 21
JetBlue Logo
6:00 am - 12:50 pm
ORH
-
GCM
7h 50m
1 stop
JetBlue Logo
2:20 pm - 2:08 pm
GCM
-
ORH
22h 48m
1 stop
$637JetBlue
Sat, Apr 25 - Sat, May 2
American Airlines Logo
2:39 pm - 1:10 pm
ORH
-
GCM
23h 31m
2 stops
American Airlines Logo
2:10 pm - 2:14 pm
GCM
-
ORH
23h 04m
2 stops
$654American Airlines
Sun, Apr 19 - Tue, Apr 21
American Airlines Logo
2:39 pm - 1:10 pm
ORH
-
GCM
23h 31m
2 stops
American Airlines Logo
12:35 pm - 2:14 pm
GCM
-
ORH
24h 39m
2 stops
$696American Airlines
Thu, Apr 16 - Wed, Apr 22
American Airlines Logo
2:39 pm - 11:31 am
ORH
-
GCM
21h 52m
2 stops
American Airlines Logo
12:35 pm - 2:14 pm
GCM
-
ORH
24h 39m
2 stops
$697American Airlines
Thu, Apr 16 - Wed, Apr 22
American Airlines Logo
2:39 pm - 11:00 am
ORH
-
GCM
45h 21m
2 stops
American Airlines Logo
12:00 pm - 2:14 pm
GCM
-
ORH
25h 14m
2 stops
$722American Airlines
Fri, Apr 17 - Tue, Apr 21
American Airlines Logo
2:39 pm - 11:31 am
ORH
-
GCM
21h 52m
2 stops
American Airlines Logo
12:35 pm - 2:14 pm
GCM
-
ORH
24h 39m
2 stops
$756American Airlines
Thu, Apr 16 - Thu, Apr 23
American Airlines Logo
2:39 pm - 11:31 am
ORH
-
GCM
21h 52m
2 stops
American Airlines Logo
12:35 pm - 2:14 pm
GCM
-
ORH
24h 39m
2 stops
$763American Airlines
Sat, Apr 18 - Tue, Apr 21

American Airlines flights from Worcester, Massachusetts to Cayman Islands

Our best American Airlines deals on Worcester, Massachusetts to Cayman Islands flight tickets
American Airlines
Apr 25
ORH2:39 pmWorcester
21h 21m
2 stops
GCM11:00 amGeorge Town Owen Roberts Intl
May 2
GCM4:03 pmGeorge Town Owen Roberts Intl
21h 11m
2 stops
ORH2:14 pmWorcester
$497
American Airlines
Apr 25
ORH2:39 pmWorcester
21h 21m
2 stops
GCM11:00 amGeorge Town Owen Roberts Intl
May 2
GCM12:40 pmGeorge Town Owen Roberts Intl
24h 34m
1 stop
ORH2:14 pmWorcester
$499
American Airlines
Apr 16
ORH2:39 pmWorcester
21h 52m
2 stops
GCM11:31 amGeorge Town Owen Roberts Intl
Apr 21
GCM12:35 pmGeorge Town Owen Roberts Intl
24h 39m
2 stops
ORH2:14 pmWorcester
$577

JetBlue flights from Worcester, Massachusetts to Cayman Islands

Our best JetBlue deals on Worcester, Massachusetts to Cayman Islands flight tickets
JetBlue
Apr 25
ORH6:00 amWorcester
7h 50m
1 stop
GCM12:50 pmGeorge Town Owen Roberts Intl
May 2
GCM2:20 pmGeorge Town Owen Roberts Intl
22h 48m
1 stop
ORH2:08 pmWorcester
$637
JetBlue
Apr 18
ORH6:00 amWorcester
7h 50m
1 stop
GCM12:50 pmGeorge Town Owen Roberts Intl
Apr 23
GCM1:55 pmGeorge Town Owen Roberts Intl
8h 21m
1 stop
ORH11:16 pmWorcester
$889

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 March 12, 2026.
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

Cheapest round-trip

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Sat 4/25

2:39 pm-11:00 am

2 stops21h 21m

George Town Owen Roberts Intl

Sat 5/2

4:03 pm-2:14 pm

2 stops21h 11m

$497

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Sat 4/25

2:39 pm-11:00 am

2 stops21h 21m

George Town Owen Roberts Intl

Sat 5/2

12:40 pm-2:14 pm

1 stop24h 34m

$499

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Thu 4/16

2:39 pm-11:31 am

2 stops21h 52m

George Town Owen Roberts Intl

Tue 4/21

12:35 pm-2:14 pm

2 stops24h 39m

$577
Quickest round-trip

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Sat 4/25

6:00 am-12:50 pm

1 stop7h 50m

George Town Owen Roberts Intl

Sat 5/2

2:20 pm-2:08 pm

1 stop22h 48m

$637

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Sun 4/19

2:39 pm-1:10 pm

2 stops23h 31m

George Town Owen Roberts Intl

Tue 4/21

2:10 pm-2:14 pm

2 stops23h 04m

$654

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Thu 4/16

2:39 pm-1:10 pm

2 stops23h 31m

George Town Owen Roberts Intl

Wed 4/22

12:35 pm-2:14 pm

2 stops24h 39m

$696

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Thu 4/16

2:39 pm-11:31 am

2 stops21h 52m

George Town Owen Roberts Intl

Wed 4/22

12:35 pm-2:14 pm

2 stops24h 39m

$697

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Fri 4/17

2:39 pm-11:00 am

2 stops45h 21m

George Town Owen Roberts Intl

Tue 4/21

12:00 pm-2:14 pm

2 stops25h 14m

$722

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Thu 4/16

2:39 pm-11:31 am

2 stops21h 52m

George Town Owen Roberts Intl

Thu 4/23

12:35 pm-2:14 pm

2 stops24h 39m

$756

WorcesterGeorge Town

ORH - GCM

ORHGCM

Worcester

Sat 4/18

2:39 pm-11:31 am

2 stops21h 52m

George Town Owen Roberts Intl

Tue 4/21

12:35 pm-2:14 pm

2 stops24h 39m

$763

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 11 resultsSorted by cheapest first
1
2

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 is the cheapest airline that flies from Worcester to Cayman Islands?

JetBlue is the most popular carrier operating from Worcester to Cayman Islands

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 50% of people opting to fly with this airline when traveling to Cayman Islands. Keep in mind that there are 4 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

7h 50m

Direct flights

None
The fastest flight from Worcester, Massachusetts to Cayman Islands takes 7h 50m
There are no direct flights from Worcester, Massachusetts to Cayman Islands. There are no popular flight routes from Worcester, Massachusetts to Cayman Islands.
Search flight deals

  • 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.

An easier way to manage your Cayman Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 4/11
Sat 4/18
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the Cayman Islands

Popular cities in the Cayman Islands

Popular flights according to clicks in the last 7 days on momondo
Flights to George Townfrom $223
Flights to Cayman Bracfrom $325
Flights to Little Caymanfrom $345