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Cheap flights from Orlando to the Cayman Islands from $154

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 10/28. 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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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.
American Airlines Logo
7:34 am - 4:11 pm
MCO
-
GCM
9h 37m
1 stop
American Airlines Logo
5:10 pm - 11:59 pm
GCM
-
MCO
5h 49m
1 stop
$450American Airlines
Wed, Jul 1 - Mon, Jul 6
American Airlines Logo
6:15 am - 11:30 am
MCO
-
GCM
6h 15m
1 stop
American Airlines Logo
5:10 pm - 11:57 am
GCM
-
MCO
17h 47m
2 stops
$455American Airlines
Wed, Jul 1 - Mon, Jul 6
JetBlue Logo
8:45 pm - 1:04 pm
MCO
-
GCM
17h 19m
1 stop
JetBlue Logo
2:05 pm - 12:09 am
GCM
-
MCO
9h 04m
1 stop
$463JetBlue
Fri, Jun 5 - Sat, Jun 13
JetBlue Logo
8:59 am - 12:45 pm
MCO
-
GCM
4h 46m
1 stop
JetBlue Logo
2:15 pm - 11:58 pm
GCM
-
MCO
8h 43m
1 stop
$475JetBlue
Tue, Jun 2 - Sat, Jun 6
JetBlue Logo
6:38 pm - 1:00 pm
MCO
-
GCM
19h 22m
1 stop
JetBlue Logo
2:05 pm - 11:57 am
GCM
-
MCO
20h 52m
1 stop
$488JetBlue
Fri, May 22 - Tue, May 26
JetBlue Logo
9:18 pm - 1:04 pm
MCO
-
GCM
16h 46m
1 stop
JetBlue Logo
2:05 pm - 9:40 pm
GCM
-
MCO
6h 35m
1 stop
$499JetBlue
Fri, May 29 - Tue, Jun 2
JetBlue Logo
7:40 am - 12:45 pm
MCO
-
GCM
30h 05m
2 stops
JetBlue Logo
2:15 pm - 11:58 pm
GCM
-
MCO
8h 43m
1 stop
$501JetBlue
Mon, Jun 1 - Sat, Jun 6
JetBlue Logo
8:59 am - 1:00 pm
MCO
-
GCM
5h 01m
1 stop
JetBlue Logo
2:15 pm - 9:21 am
GCM
-
MCO
18h 06m
1 stop
$504JetBlue
Sat, May 23 - Sat, Jun 6
American Airlines Logo
10:00 am - 1:15 pm
MCO
-
GCM
4h 15m
1 stop
American Airlines Logo
11:56 am - 5:53 pm
GCM
-
MCO
4h 57m
1 stop
$506American Airlines
Sat, Jul 25 - Sat, Aug 1
JetBlue Logo
8:59 am - 12:45 pm
MCO
-
GCM
4h 46m
1 stop
JetBlue Logo
2:05 pm - 11:57 am
GCM
-
MCO
20h 52m
1 stop
$521JetBlue
Tue, May 26 - Tue, Jun 2

American Airlines flights from Orlando to Cayman Islands

Our best American Airlines deals on Orlando to Cayman Islands flight tickets
American Airlines
Jul 1
MCO7:34 amOrlando
9h 37m
1 stop
GCM4:11 pmGeorge Town Owen Roberts Intl
Jul 6
GCM5:10 pmGeorge Town Owen Roberts Intl
5h 49m
1 stop
MCO11:59 pmOrlando
$450
American Airlines
Jul 1
MCO6:15 amOrlando
6h 15m
1 stop
GCM11:30 amGeorge Town Owen Roberts Intl
Jul 6
GCM5:10 pmGeorge Town Owen Roberts Intl
17h 47m
2 stops
MCO11:57 amOrlando
$455
American Airlines
Jul 25
MCO10:00 amOrlando
4h 15m
1 stop
GCM1:15 pmGeorge Town Owen Roberts Intl
Aug 1
GCM11:56 amGeorge Town Owen Roberts Intl
4h 57m
1 stop
MCO5:53 pmOrlando
$506

JetBlue flights from Orlando to Cayman Islands

Our best JetBlue deals on Orlando to Cayman Islands flight tickets
JetBlue
Jun 5
MCO8:45 pmOrlando
17h 19m
1 stop
GCM1:04 pmGeorge Town Owen Roberts Intl
Jun 13
GCM2:05 pmGeorge Town Owen Roberts Intl
9h 04m
1 stop
MCO12:09 amOrlando
$463
JetBlue
Jun 2
MCO8:59 amOrlando
4h 46m
1 stop
GCM12:45 pmGeorge Town Owen Roberts Intl
Jun 6
GCM2:15 pmGeorge Town Owen Roberts Intl
8h 43m
1 stop
MCO11:58 pmOrlando
$475
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
20h 52m
1 stop
MCO11:57 amOrlando
$488

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 May 7, 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

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 7/1

7:34 am-4:11 pm

1 stop9h 37m

George Town Owen Roberts Intl

Mon 7/6

5:10 pm-11:59 pm

1 stop5h 49m

$450

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 7/1

6:15 am-11:30 am

1 stop6h 15m

George Town Owen Roberts Intl

Mon 7/6

5:10 pm-11:57 am

2 stops17h 47m

$455

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Fri 6/5

8:45 pm-1:04 pm

1 stop17h 19m

George Town Owen Roberts Intl

Sat 6/13

2:05 pm-12:09 am

1 stop9h 04m

$463

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 6/2

8:59 am-12:45 pm

1 stop4h 46m

George Town Owen Roberts Intl

Sat 6/6

2:15 pm-11:58 pm

1 stop8h 43m

$475

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Fri 5/22

6:38 pm-1:00 pm

1 stop19h 22m

George Town Owen Roberts Intl

Tue 5/26

2:05 pm-11:57 am

1 stop20h 52m

$488

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Fri 5/29

9:18 pm-1:04 pm

1 stop16h 46m

George Town Owen Roberts Intl

Tue 6/2

2:05 pm-9:40 pm

1 stop6h 35m

$499

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Mon 6/1

7:40 am-12:45 pm

2 stops30h 05m

George Town Owen Roberts Intl

Sat 6/6

2:15 pm-11:58 pm

1 stop8h 43m

$501

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 5/23

8:59 am-1:00 pm

1 stop5h 01m

George Town Owen Roberts Intl

Sat 6/6

2:15 pm-9:21 am

1 stop18h 06m

$504
Quickest round-trip

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 7/25

10:00 am-1:15 pm

1 stop4h 15m

George Town Owen Roberts Intl

Sat 8/1

11:56 am-5:53 pm

1 stop4h 57m

$506

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 5/26

8:59 am-12:45 pm

1 stop4h 46m

George Town Owen Roberts Intl

Tue 6/2

2:05 pm-11:57 am

1 stop20h 52m

$521

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 month to fly to Cayman Islands?

If you aren’t able to travel to Cayman Islands during the month of June, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $231.

What is the cheapest day to depart on your flight to Cayman Islands?

Our data shows that Saturday 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 Tuesday as prices are generally higher than usual. According to our data, the average ticket price to Cayman Islands on Tuesday is $672.

What is the cheapest time of day to depart on your flight to Cayman Islands?

According to our data, the cheapest time of day to fly to Cayman Islands is at noon. momondo users have found flights departing from Orlando to Cayman Islands at noon for as low as $489. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $622 on average. Flights to Cayman Islands from Orlando in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

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

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

You could potentially save up to 63% 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

$489

Fastest flight time

1h 50m

Direct flights

Mon, Wed, Thu, Fri, Sat and Sun

Airports in Cayman Islands

6 airports
The best flight deal from Orlando to Cayman Islands found on momondo in the last 72 hours is $489
The fastest flight from Orlando to Cayman Islands takes 1h 50m
Direct flights go from Orlando to Cayman Islands on Monday, Wednesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
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
11,669 reviews
Search American Airlines flights
SouthwestPriceFrom $460Free CancellationRating
7.9
4,301 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 $252
Flights to Cayman Bracfrom $325
Flights to Little Caymanfrom $362