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Cheap flights from Orlando to the Cayman Islands from $142

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 9/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Orlando to the Cayman Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:15 am - 11:39 am
MCO
-
GCM
6h 24m
1 stop
Delta Logo
1:04 pm - 12:24 am
GCM
-
MCO
10h 20m
1 stop
$389Delta
Wed, Aug 19 - Wed, Aug 26
American Airlines Logo
5:36 pm - 11:00 am
MCO
-
GCM
18h 24m
2 stops
American Airlines Logo
12:00 pm - 11:33 pm
GCM
-
MCO
10h 33m
1 stop
$404American Airlines
Tue, Aug 18 - Tue, Aug 25
American Airlines Logo
6:00 am - 1:10 pm
MCO
-
GCM
8h 10m
2 stops
American Airlines Logo
2:10 pm - 11:14 pm
GCM
-
MCO
8h 04m
2 stops
$409American Airlines
Wed, Aug 19 - Wed, Aug 26
United Airlines Logo
7:00 am - 12:25 pm
MCO
-
GCM
6h 25m
1 stop
United Airlines Logo
1:35 pm - 3:57 pm
GCM
-
MCO
25h 22m
1 stop
$440United Airlines
Sat, Aug 22 - Sat, Aug 29
Southwest Logo
10:35 am - 12:35 pm
MCO
-
GCM
2h 00mnonstop
Southwest Logo
1:30 pm - 3:25 pm
GCM
-
MCO
1h 55mnonstop
$469Southwest
Wed, Dec 16 - Mon, Dec 21
Delta Logo
5:30 am - 11:39 am
MCO
-
GCM
7h 09m
1 stop
Delta Logo
1:04 pm - 11:05 pm
GCM
-
MCO
9h 01m
1 stop
$478Delta
Sun, Aug 16 - Sun, Aug 23
American Airlines Logo
6:00 am - 11:00 am
MCO
-
GCM
6h 00m
1 stop
American Airlines Logo
4:00 pm - 9:10 am
GCM
-
MCO
16h 10m
1 stop
$483American Airlines
Mon, Aug 10 - Sat, Aug 15
American Airlines Logo
9:10 am - 1:10 pm
MCO
-
GCM
5h 00m
1 stop
American Airlines Logo
12:00 pm - 11:14 pm
GCM
-
MCO
10h 14m
2 stops
$488American Airlines
Fri, Aug 28 - Tue, Sep 1
American Airlines Logo
7:00 am - 11:00 am
MCO
-
GCM
5h 00m
1 stop
American Airlines Logo
12:00 pm - 11:41 pm
GCM
-
MCO
10h 41m
1 stop
$493American Airlines
Wed, Sep 2 - Sun, Sep 6
American Airlines Logo
6:00 am - 1:10 pm
MCO
-
GCM
8h 10m
2 stops
American Airlines Logo
2:10 pm - 12:28 am
GCM
-
MCO
9h 18m
1 stop
$498American Airlines
Wed, Sep 2 - Sun, Sep 6

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American Airlines flights from Orlando to Cayman Islands

Our best American Airlines deals on Orlando to Cayman Islands flight tickets
American Airlines
Aug 18
MCO5:36 pmOrlando
18h 24m
2 stops
GCM11:00 amGeorge Town Owen Roberts Intl
Aug 25
GCM12:00 pmGeorge Town Owen Roberts Intl
10h 33m
1 stop
MCO11:33 pmOrlando
$404
American Airlines
Aug 19
MCO6:00 amOrlando
8h 10m
2 stops
GCM1:10 pmGeorge Town Owen Roberts Intl
Aug 26
GCM2:10 pmGeorge Town Owen Roberts Intl
8h 04m
2 stops
MCO11:14 pmOrlando
$409
American Airlines
Aug 10
MCO6:00 amOrlando
6h 00m
1 stop
GCM11:00 amGeorge Town Owen Roberts Intl
Aug 15
GCM4:00 pmGeorge Town Owen Roberts Intl
16h 10m
1 stop
MCO9:10 amOrlando
$483

Southwest flights from Orlando to Cayman Islands

Our best Southwest deals on Orlando to Cayman Islands flight tickets
Southwest
Dec 16
MCO10:35 amOrlando
2h 00m
GCM12:35 pmGeorge Town Owen Roberts Intl
Dec 21
GCM1:30 pmGeorge Town Owen Roberts Intl
1h 55m
MCO3:25 pmOrlando
$469
Southwest
Aug 22
MCO11:10 amOrlando
1h 55m
GCM12:05 pmGeorge Town Owen Roberts Intl
Aug 29
GCM1:00 pmGeorge Town Owen Roberts Intl
1h 55m
MCO3:55 pmOrlando
$553
Southwest
Dec 21
MCO10:35 amOrlando
2h 00m
GCM12:35 pmGeorge Town Owen Roberts Intl
Dec 28
GCM1:30 pmGeorge Town Owen Roberts Intl
1h 55m
MCO3:25 pmOrlando
$634

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 July 2, 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 8/19

6:15 am-11:39 am

1 stop6h 24m

George Town Owen Roberts Intl

Wed 8/26

1:04 pm-12:24 am

1 stop10h 20m

$389

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 8/18

5:36 pm-11:00 am

2 stops18h 24m

George Town Owen Roberts Intl

Tue 8/25

12:00 pm-11:33 pm

1 stop10h 33m

$404

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 8/19

6:00 am-1:10 pm

2 stops8h 10m

George Town Owen Roberts Intl

Wed 8/26

2:10 pm-11:14 pm

2 stops8h 04m

$409

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 8/22

7:00 am-12:25 pm

1 stop6h 25m

George Town Owen Roberts Intl

Sat 8/29

1:35 pm-3:57 pm

1 stop25h 22m

$440
Quickest round-trip

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 12/16

10:35 am-12:35 pm

Nonstop2h 00m

George Town Owen Roberts Intl

Mon 12/21

1:30 pm-3:25 pm

Nonstop1h 55m

$469

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 8/16

5:30 am-11:39 am

1 stop7h 09m

George Town Owen Roberts Intl

Sun 8/23

1:04 pm-11:05 pm

1 stop9h 01m

$478

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Mon 8/10

6:00 am-11:00 am

1 stop6h 00m

George Town Owen Roberts Intl

Sat 8/15

4:00 pm-9:10 am

1 stop16h 10m

$483

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Fri 8/28

9:10 am-1:10 pm

1 stop5h 00m

George Town Owen Roberts Intl

Tue 9/1

12:00 pm-11:14 pm

2 stops10h 14m

$488

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 9/2

7:00 am-11:00 am

1 stop5h 00m

George Town Owen Roberts Intl

Sun 9/6

12:00 pm-11:41 pm

1 stop10h 41m

$493

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 9/2

6:00 am-1:10 pm

2 stops8h 10m

George Town Owen Roberts Intl

Sun 9/6

2:10 pm-12:28 am

1 stop9h 18m

$498

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 Thursday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $602. 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 $626 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

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 56% 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

$272

Fastest flight time

1h 50m

Direct flights

Every day

Airports in Cayman Islands

6 airports
The best one-way flight to Cayman Islands from Orlando in the past 72 hours is $272. The best round-trip flight deal from Orlando to Cayman Islands found on momondo in the last 72 hours is $657.
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
11,768 reviews
Search American Airlines flights
SouthwestPriceFrom $460Free CancellationRating
7.9
4,250 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 $270
Flights to Cayman Bracfrom $324
Flights to Little Caymanfrom $353