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Cheap flights from Orlando to the Cayman Islands from $91

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 3/28. 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
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
7:56 pm - 11:31 am
MCO
-
GCM
16h 35m
1 stop
American Airlines Logo
12:00 pm - 9:26 pm
GCM
-
MCO
8h 26m
1 stop
$285American Airlines
Sat, May 2 - Thu, May 7
American Airlines Logo
7:56 pm - 11:31 am
MCO
-
GCM
16h 35m
1 stop
American Airlines Logo
2:10 pm - 10:43 am
GCM
-
MCO
19h 33m
2 stops
$290American Airlines
Sat, May 2 - Thu, May 7
American Airlines Logo
6:00 am - 11:31 am
MCO
-
GCM
6h 31m
1 stop
American Airlines Logo
12:00 pm - 8:26 pm
GCM
-
MCO
7h 26m
1 stop
$310American Airlines
Mon, Apr 13 - Mon, Apr 20
Spirit Airlines Logo
10:25 am - 12:57 pm
MCO
-
GCM
3h 32m
1 stop
Spirit Airlines Logo
1:52 pm - 11:50 pm
GCM
-
MCO
8h 58m
1 stop
$314Spirit Airlines
Sun, Mar 15 - Thu, Mar 19
American Airlines Logo
7:00 am - 11:00 am
MCO
-
GCM
5h 00m
1 stop
American Airlines Logo
2:10 pm - 9:36 am
GCM
-
MCO
18h 26m
2 stops
$315American Airlines
Fri, Apr 24 - Tue, Apr 28
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
$324American Airlines
Sun, Apr 26 - Thu, Apr 30
American Airlines Logo
7:56 pm - 11:31 am
MCO
-
GCM
16h 35m
1 stop
American Airlines Logo
11:55 am - 8:26 pm
GCM
-
MCO
7h 31m
1 stop
$344American Airlines
Sat, Apr 25 - Sat, May 2
Spirit Airlines Logo
8:34 pm - 12:57 pm
MCO
-
GCM
17h 23m
1 stop
Spirit Airlines Logo
1:52 pm - 7:21 pm
GCM
-
MCO
4h 29m
1 stop
$347Spirit Airlines
Wed, Mar 25 - Sun, Mar 29
Spirit Airlines Logo
6:00 am - 12:20 pm
MCO
-
GCM
7h 20m
1 stop
Spirit Airlines Logo
1:15 pm - 11:50 pm
GCM
-
MCO
9h 35m
1 stop
$348Spirit Airlines
Sat, Mar 14 - Sat, Mar 21
American Airlines Logo
7:55 pm - 11:00 am
MCO
-
GCM
16h 05m
2 stops
American Airlines Logo
2:10 pm - 10:06 am
GCM
-
MCO
18h 56m
2 stops
$349American Airlines
Mon, May 4 - Mon, May 11

American Airlines flights from Orlando to Cayman Islands

Our best American Airlines deals on Orlando to Cayman Islands flight tickets
American Airlines
May 2
MCO7:56 pmOrlando
16h 35m
1 stop
GCM11:31 amGeorge Town Owen Roberts Intl
May 7
GCM12:00 pmGeorge Town Owen Roberts Intl
8h 26m
1 stop
MCO9:26 pmOrlando
$285
American Airlines
May 2
MCO7:56 pmOrlando
16h 35m
1 stop
GCM11:31 amGeorge Town Owen Roberts Intl
May 7
GCM2:10 pmGeorge Town Owen Roberts Intl
19h 33m
2 stops
MCO10:43 amOrlando
$290
American Airlines
Apr 13
MCO6:00 amOrlando
6h 31m
1 stop
GCM11:31 amGeorge Town Owen Roberts Intl
Apr 20
GCM12:00 pmGeorge Town Owen Roberts Intl
7h 26m
1 stop
MCO8:26 pmOrlando
$310

Spirit Airlines flights from Orlando to Cayman Islands

Our best Spirit Airlines deals on Orlando to Cayman Islands flight tickets
Spirit Airlines
Mar 15
MCO10:25 amOrlando
3h 32m
1 stop
GCM12:57 pmGeorge Town Owen Roberts Intl
Mar 19
GCM1:52 pmGeorge Town Owen Roberts Intl
8h 58m
1 stop
MCO11:50 pmOrlando
$314
Spirit Airlines
Mar 25
MCO8:34 pmOrlando
17h 23m
1 stop
GCM12:57 pmGeorge Town Owen Roberts Intl
Mar 29
GCM1:52 pmGeorge Town Owen Roberts Intl
4h 29m
1 stop
MCO7:21 pmOrlando
$347
Spirit Airlines
Mar 14
MCO6:00 amOrlando
7h 20m
1 stop
GCM12:20 pmGeorge Town Owen Roberts Intl
Mar 21
GCM1:15 pmGeorge Town Owen Roberts Intl
9h 35m
1 stop
MCO11:50 pmOrlando
$348

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 February 28, 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

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 5/2

7:56 pm-11:31 am

1 stop16h 35m

George Town Owen Roberts Intl

Thu 5/7

12:00 pm-9:26 pm

1 stop8h 26m

$285

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 5/2

7:56 pm-11:31 am

1 stop16h 35m

George Town Owen Roberts Intl

Thu 5/7

2:10 pm-10:43 am

2 stops19h 33m

$290

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Mon 4/13

6:00 am-11:31 am

1 stop6h 31m

George Town Owen Roberts Intl

Mon 4/20

12:00 pm-8:26 pm

1 stop7h 26m

$310

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 3/15

10:25 am-12:57 pm

1 stop3h 32m

George Town Owen Roberts Intl

Thu 3/19

1:52 pm-11:50 pm

1 stop8h 58m

$314

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Fri 4/24

7:00 am-11:00 am

1 stop5h 00m

George Town Owen Roberts Intl

Tue 4/28

2:10 pm-9:36 am

2 stops18h 26m

$315

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

$324

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 4/25

7:56 pm-11:31 am

1 stop16h 35m

George Town Owen Roberts Intl

Sat 5/2

11:55 am-8:26 pm

1 stop7h 31m

$344

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 3/25

8:34 pm-12:57 pm

1 stop17h 23m

George Town Owen Roberts Intl

Sun 3/29

1:52 pm-7:21 pm

1 stop4h 29m

$347

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 3/14

6:00 am-12:20 pm

1 stop7h 20m

George Town Owen Roberts Intl

Sat 3/21

1:15 pm-11:50 pm

1 stop9h 35m

$348

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Mon 5/4

7:55 pm-11:00 am

2 stops16h 05m

George Town Owen Roberts Intl

Mon 5/11

2:10 pm-10:06 am

2 stops18h 56m

$349

Flights are sorted by cheapest round-trip flights 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 December, then flying in May is also cheap. Prices for this month can be found on momondo for an average of $534.

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

Our data shows that Tuesday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $521. 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 $771.

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 45% 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

$552

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 $552
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

  • 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
11,367 reviews
Search American Airlines flights
SouthwestPriceFrom $468Free CancellationRating
8.0
4,303 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 $223
Flights to Cayman Bracfrom $324
Flights to Little Caymanfrom $342