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Cheap flights from Orlando to the Cayman Islands from $117

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Orlando to the Cayman Islands departing on 6/2. 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

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Find the cheapest flights from Orlando to the Cayman Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
11:20 am - 12:10 pm
MCO
-
GCM
1h 50mnonstop
Southwest Logo
1:05 pm - 4:00 pm
GCM
-
MCO
1h 55mnonstop
$425Southwest
Mon, May 4 - Fri, May 8
American Airlines Logo
7:00 am - 11:00 am
MCO
-
GCM
5h 00m
1 stop
American Airlines Logo
12:00 pm - 8:26 pm
GCM
-
MCO
7h 26m
1 stop
$439American Airlines
Tue, May 5 - Tue, May 12
American Airlines Logo
1:53 pm - 11:31 am
MCO
-
GCM
22h 38m
1 stop
American Airlines Logo
12:35 pm - 9:16 pm
GCM
-
MCO
7h 41m
1 stop
$441American Airlines
Tue, May 5 - Tue, May 12
American Airlines Logo
5:00 am - 11:31 am
MCO
-
GCM
7h 31m
1 stop
American Airlines Logo
2:10 pm - 9:36 am
GCM
-
MCO
18h 26m
2 stops
$444American Airlines
Sun, Apr 26 - Thu, Apr 30
American Airlines Logo
7:02 pm - 1:10 pm
MCO
-
GCM
19h 08m
2 stops
American Airlines Logo
2:10 pm - 8:26 pm
GCM
-
MCO
5h 16m
1 stop
$445American Airlines
Tue, May 5 - Tue, May 12
American Airlines Logo
6:00 am - 1:10 pm
MCO
-
GCM
8h 10m
2 stops
American Airlines Logo
2:10 pm - 12:14 am
GCM
-
MCO
9h 04m
2 stops
$449American Airlines
Wed, May 6 - Wed, May 13
American Airlines Logo
10:00 am - 11:00 am
MCO
-
GCM
26h 00m
1 stop
American Airlines Logo
2:10 pm - 9:36 am
GCM
-
MCO
18h 26m
2 stops
$452American Airlines
Mon, May 4 - Fri, May 8
United Airlines Logo
7:00 am - 12:30 pm
MCO
-
GCM
6h 30m
1 stop
United Airlines Logo
1:35 pm - 9:59 pm
GCM
-
MCO
7h 24m
1 stop
$459United Airlines
Thu, Apr 30 - Tue, May 5
JetBlue Logo
8:59 am - 1:00 pm
MCO
-
GCM
5h 01m
1 stop
JetBlue Logo
2:20 pm - 9:40 pm
GCM
-
MCO
6h 20m
1 stop
$473JetBlue
Sat, May 23 - Sat, May 30
Southwest Logo
11:20 am - 12:10 pm
MCO
-
GCM
1h 50mnonstop
Southwest Logo
1:05 pm - 4:00 pm
GCM
-
MCO
1h 55mnonstop
$474Southwest
Wed, May 6 - Wed, May 13

American Airlines flights from Orlando to Cayman Islands

Our best American Airlines deals on Orlando to Cayman Islands flight tickets
American Airlines
May 5
MCO7:00 amOrlando
5h 00m
1 stop
GCM11:00 amGeorge Town Owen Roberts Intl
May 12
GCM12:00 pmGeorge Town Owen Roberts Intl
7h 26m
1 stop
MCO8:26 pmOrlando
$439
American Airlines
May 5
MCO1:53 pmOrlando
22h 38m
1 stop
GCM11:31 amGeorge Town Owen Roberts Intl
May 12
GCM12:35 pmGeorge Town Owen Roberts Intl
7h 41m
1 stop
MCO9:16 pmOrlando
$441
American Airlines
Apr 26
MCO5:00 amOrlando
7h 31m
1 stop
GCM11:31 amGeorge Town Owen Roberts Intl
Apr 30
GCM2:10 pmGeorge Town Owen Roberts Intl
18h 26m
2 stops
MCO9:36 amOrlando
$444

JetBlue flights from Orlando to Cayman Islands

Our best JetBlue deals on Orlando to Cayman Islands flight tickets
JetBlue
May 23
MCO8:59 amOrlando
5h 01m
1 stop
GCM1:00 pmGeorge Town Owen Roberts Intl
May 30
GCM2:20 pmGeorge Town Owen Roberts Intl
6h 20m
1 stop
MCO9:40 pmOrlando
$473
JetBlue
May 22
MCO6:38 pmOrlando
19h 22m
1 stop
GCM1:00 pmGeorge Town Owen Roberts Intl
May 26
GCM2:05 pmGeorge Town Owen Roberts Intl
6h 35m
1 stop
MCO9:40 pmOrlando
$490
JetBlue
Apr 23
MCO7:00 amOrlando
7h 58m
1 stop
GCM1:58 pmGeorge Town Owen Roberts Intl
Apr 27
GCM3:05 pmGeorge Town Owen Roberts Intl
16h 42m
1 stop
MCO8:47 amOrlando
$519

momondo Fare Finder

 
Customize your flight search to find flights from Orlando 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 April 10, 2026.
Use the filters below to find and compare flights from Orlando to the Cayman Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Mon 5/4

11:20 am-12:10 pm

Nonstop1h 50m

George Town Owen Roberts Intl

Fri 5/8

1:05 pm-4:00 pm

Nonstop1h 55m

$425

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 5/5

7:00 am-11:00 am

1 stop5h 00m

George Town Owen Roberts Intl

Tue 5/12

12:00 pm-8:26 pm

1 stop7h 26m

$439

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 5/5

1:53 pm-11:31 am

1 stop22h 38m

George Town Owen Roberts Intl

Tue 5/12

12:35 pm-9:16 pm

1 stop7h 41m

$441

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 4/26

5:00 am-11:31 am

1 stop7h 31m

George Town Owen Roberts Intl

Thu 4/30

2:10 pm-9:36 am

2 stops18h 26m

$444

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 5/5

7:02 pm-1:10 pm

2 stops19h 08m

George Town Owen Roberts Intl

Tue 5/12

2:10 pm-8:26 pm

1 stop5h 16m

$445

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 5/6

6:00 am-1:10 pm

2 stops8h 10m

George Town Owen Roberts Intl

Wed 5/13

2:10 pm-12:14 am

2 stops9h 04m

$449

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Mon 5/4

10:00 am-11:00 am

1 stop26h 00m

George Town Owen Roberts Intl

Fri 5/8

2:10 pm-9:36 am

2 stops18h 26m

$452

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 4/30

7:00 am-12:30 pm

1 stop6h 30m

George Town Owen Roberts Intl

Tue 5/5

1:35 pm-9:59 pm

1 stop7h 24m

$459

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 5/23

8:59 am-1:00 pm

1 stop5h 01m

George Town Owen Roberts Intl

Sat 5/30

2:20 pm-9:40 pm

1 stop6h 20m

$473

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 5/6

11:20 am-12:10 pm

Nonstop1h 50m

George Town Owen Roberts Intl

Wed 5/13

1:05 pm-4:00 pm

Nonstop1h 55m

$474

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to the Cayman Islands from

How to get the cheapest flight ticket from Orlando 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 day to depart on your flight to Cayman Islands?

Our data shows that Friday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $581. Be sure to avoid booking your departure on a Saturday as prices are generally higher than usual. According to our data, the average ticket price to Cayman Islands on Saturday is $753.

What is the cheapest Orlando to Cayman Islands flight route?

Fly from Orlando to George Town Owen Roberts Intl for the best Orlando - Cayman Islands flight prices

What cabin class options are available on Orlando to Cayman Islands flights?

There is only 1 cabin class available to choose from on Orlando to Cayman Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Orlando to Cayman Islands flights?

You could potentially save up to 30% on your flight if you consider stops on a Orlando to Cayman Islands flight.

Cheap Orlando to Cayman Islands flight deals and tips

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

Best Price Found

$582

Fastest flight time

1h 50m

Direct flights

Every day

Airports in Cayman Islands

6 airports
The best flight deal from Orlando to Cayman Islands found on momondo in the last 72 hours is $582
The fastest flight from Orlando to Cayman Islands takes 1h 50m
Direct flights go from Orlando to Cayman Islands every day.
There are 6 airports in Cayman Islands. From Orlando there are direct flights to George Town Owen Roberts Intl (GCM).
Search flight deals

Frequently asked questions about flying from Orlando to the Cayman Islands

  • When did momondo last update prices for flights from Orlando to Cayman Islands?

    Prices for flights from Orlando to Cayman Islands are refreshed on a daily basis.

  • How many operators does momondo search for flights from Orlando to Cayman Islands?

  • How old do you have to be to fly from Orlando 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 Orlando to Cayman Islands.

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

    The travel and health documents you'll need for your trip to Cayman Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Cayman Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Orlando to Cayman Islands?

Best airlines flying from Orlando to Cayman Islands

Compare and see reviews for airlines that fly from Orlando to Cayman Islands with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $369Free CancellationRating
7.1
11,564 reviews
Search American Airlines flights
SouthwestPriceFrom $452Free CancellationRating
8.0
4,334 reviews
Search Southwest flights

Why use momondo?

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

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

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

momondo does allow users to show only those flights to Cayman Islands from Orlando which offer a flexible booking policy as well as other useful filters and features.

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

momondo provides multiple filters to help you find the best flight to Cayman Islands from Orlando. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes. momondo can track prices for Orlando to Cayman Islands flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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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 $269
Flights to Cayman Bracfrom $335
Flights to Little Caymanfrom $395