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Cheap flights from Orlando to the Cayman Islands from $120

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 8/10. 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.
American Airlines Logo
6:00 am - 11:00 am
MCO
-
GCM
6h 00m
1 stop
American Airlines Logo
12:00 pm - 9:02 pm
GCM
-
MCO
8h 02m
1 stop
$345American Airlines
Tue, Aug 25 - Wed, Sep 2
American Airlines Logo
5:36 pm - 11:00 am
MCO
-
GCM
18h 24m
2 stops
American Airlines Logo
12:30 pm - 9:04 pm
GCM
-
MCO
7h 34m
1 stop
$350American Airlines
Tue, Aug 25 - Wed, Sep 2
Delta Logo
8:55 pm - 11:39 am
MCO
-
GCM
15h 44m
1 stop
Delta Logo
1:04 pm - 12:24 am
GCM
-
MCO
10h 20m
1 stop
$371Delta
Sun, Aug 23 - Tue, Sep 1
Delta Logo
6:15 am - 11:39 am
MCO
-
GCM
6h 24m
1 stop
Delta Logo
1:04 pm - 9:44 pm
GCM
-
MCO
7h 40m
1 stop
$449Delta
Tue, Aug 25 - Thu, Aug 27
American Airlines Logo
5:36 pm - 11:00 am
MCO
-
GCM
18h 24m
2 stops
American Airlines Logo
12:00 pm - 9:04 pm
GCM
-
MCO
8h 04m
2 stops
$454American Airlines
Tue, Aug 11 - Tue, Aug 18
American Airlines Logo
7:33 pm - 11:27 am
MCO
-
GCM
16h 54m
1 stop
American Airlines Logo
4:00 pm - 9:10 am
GCM
-
MCO
16h 10m
1 stop
$456American Airlines
Sun, Aug 9 - Sat, Aug 15
American Airlines Logo
7:33 pm - 11:00 am
MCO
-
GCM
16h 27m
2 stops
American Airlines Logo
11:55 am - 11:41 pm
GCM
-
MCO
10h 46m
1 stop
$461American Airlines
Sun, Aug 9 - Sat, Aug 15
American Airlines Logo
7:00 am - 11:00 am
MCO
-
GCM
5h 00m
1 stop
American Airlines Logo
12:00 pm - 6:17 pm
GCM
-
MCO
5h 17m
1 stop
$466American Airlines
Wed, Sep 2 - Sun, Sep 6
Delta Logo
5:30 am - 11:39 am
MCO
-
GCM
7h 09m
1 stop
Delta Logo
1:04 pm - 12:04 am
GCM
-
MCO
10h 00m
1 stop
$469Delta
Sat, Aug 22 - Thu, Sep 3
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
$471American Airlines
Wed, Sep 2 - Sun, Sep 6

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Air Canada flights from Orlando to Cayman Islands

Our best Air Canada deals on Orlando to Cayman Islands flight tickets
Air Canada
Jan 8
MCO10:35 amOrlando
25h 35m
1 stop
GCM12:10 pmGeorge Town Owen Roberts Intl
Jan 12
GCM1:10 pmGeorge Town Owen Roberts Intl
22h 03m
1 stop
MCO11:13 amOrlando
$526
Air Canada
Dec 1
MCO1:20 pmOrlando
22h 50m
2 stops
GCM12:10 pmGeorge Town Owen Roberts Intl
Dec 8
GCM1:10 pmGeorge Town Owen Roberts Intl
23h 10m
2 stops
MCO12:20 pmOrlando
$585
Air Canada
Nov 10
MCO8:30 amOrlando
27h 40m
2 stops
GCM12:10 pmGeorge Town Owen Roberts Intl
Nov 14
GCM1:10 pmGeorge Town Owen Roberts Intl
10h 48m
1 stop
MCO11:58 pmOrlando
$611

American Airlines flights from Orlando to Cayman Islands

Our best American Airlines deals on Orlando to Cayman Islands flight tickets
American Airlines
Aug 25
MCO6:00 amOrlando
6h 00m
1 stop
GCM11:00 amGeorge Town Owen Roberts Intl
Sep 2
GCM12:00 pmGeorge Town Owen Roberts Intl
8h 02m
1 stop
MCO9:02 pmOrlando
$345
American Airlines
Aug 25
MCO5:36 pmOrlando
18h 24m
2 stops
GCM11:00 amGeorge Town Owen Roberts Intl
Sep 2
GCM12:30 pmGeorge Town Owen Roberts Intl
7h 34m
1 stop
MCO9:04 pmOrlando
$350
American Airlines
Aug 11
MCO5:36 pmOrlando
18h 24m
2 stops
GCM11:00 amGeorge Town Owen Roberts Intl
Aug 18
GCM12:00 pmGeorge Town Owen Roberts Intl
8h 04m
2 stops
MCO9:04 pmOrlando
$454

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 13, 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

Tue 8/25

6:00 am-11:00 am

1 stop6h 00m

George Town Owen Roberts Intl

Wed 9/2

12:00 pm-9:02 pm

1 stop8h 02m

$345

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 8/25

5:36 pm-11:00 am

2 stops18h 24m

George Town Owen Roberts Intl

Wed 9/2

12:30 pm-9:04 pm

1 stop7h 34m

$350

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 8/23

8:55 pm-11:39 am

1 stop15h 44m

George Town Owen Roberts Intl

Tue 9/1

1:04 pm-12:24 am

1 stop10h 20m

$371

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 8/25

6:15 am-11:39 am

1 stop6h 24m

George Town Owen Roberts Intl

Thu 8/27

1:04 pm-9:44 pm

1 stop7h 40m

$449

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 8/11

5:36 pm-11:00 am

2 stops18h 24m

George Town Owen Roberts Intl

Tue 8/18

12:00 pm-9:04 pm

2 stops8h 04m

$454

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 8/9

7:33 pm-11:27 am

1 stop16h 54m

George Town Owen Roberts Intl

Sat 8/15

4:00 pm-9:10 am

1 stop16h 10m

$456

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 8/9

7:33 pm-11:00 am

2 stops16h 27m

George Town Owen Roberts Intl

Sat 8/15

11:55 am-11:41 pm

1 stop10h 46m

$461
Quickest round-trip

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-6:17 pm

1 stop5h 17m

$466

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 8/22

5:30 am-11:39 am

1 stop7h 09m

George Town Owen Roberts Intl

Thu 9/3

1:04 pm-12:04 am

1 stop10h 00m

$469

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

$471

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 Saturday as prices are generally higher than usual. According to our data, the average ticket price to Cayman Islands on Saturday is $724.

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

$188

Fastest flight time

1h 50m

Direct flights

Mon, Wed, Thu, Fri, Sat and Sun

Airports in Cayman Islands

6 airports
The best one-way flight to Cayman Islands from Orlando in the past 72 hours is $188. 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 on Monday, Wednesday, Thursday, Friday, Saturday and Sunday. The only airline offering direct flights is Southwest.
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
11,812 reviews
Search American Airlines flights
SouthwestPriceFrom $460Free CancellationRating
8.0
4,249 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 $268
Flights to Cayman Bracfrom $415
Flights to Little Caymanfrom $367