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Cheap flights from Orlando to the Cayman Islands from $58

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 2/26. 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.
Spirit Airlines Logo
6:00 am - 1:43 pm
MCO
-
GCM
7h 43m
1 stop
Spirit Airlines Logo
2:49 pm - 11:54 pm
GCM
-
MCO
9h 05m
1 stop
$259Spirit Airlines
Thu, Feb 19 - Thu, Feb 26
Spirit Airlines Logo
6:00 am - 12:43 pm
MCO
-
GCM
7h 43m
1 stop
Spirit Airlines Logo
1:40 pm - 11:58 pm
GCM
-
MCO
9h 18m
1 stop
$280Spirit Airlines
Thu, May 7 - Thu, May 14
Spirit Airlines Logo
6:00 am - 1:43 pm
MCO
-
GCM
7h 43m
1 stop
Spirit Airlines Logo
1:49 pm - 11:54 pm
GCM
-
MCO
9h 05m
1 stop
$305Spirit Airlines
Thu, Mar 5 - Sun, Mar 8
American Airlines Logo
6:00 am - 8:15 pm
MCO
-
GCM
14h 15m
1 stop
American Airlines Logo
3:45 pm - 10:00 pm
GCM
-
MCO
6h 15m
1 stop
$319American Airlines
Sun, Mar 1 - Wed, Mar 4
American Airlines Logo
8:43 am - 2:45 pm
MCO
-
GCM
6h 02m
1 stop
American Airlines Logo
8:45 am - 8:56 pm
GCM
-
MCO
12h 11m
2 stops
$324American Airlines
Sun, Mar 1 - Wed, Mar 4
Southwest Logo
11:00 am - 12:55 pm
MCO
-
GCM
1h 55mnonstop
Southwest Logo
1:50 pm - 3:45 pm
GCM
-
MCO
1h 55mnonstop
$340Southwest
Sun, Mar 1 - Wed, Mar 4
Spirit Airlines Logo
8:34 pm - 12:20 pm
MCO
-
GCM
16h 46m
1 stop
Spirit Airlines Logo
1:15 pm - 7:54 am
GCM
-
MCO
17h 39m
1 stop
$351Spirit Airlines
Fri, Mar 13 - Sat, Mar 21
Spirit Airlines Logo
6:00 am - 12:57 pm
MCO
-
GCM
7h 57m
1 stop
Spirit Airlines Logo
1:52 pm - 7:54 am
GCM
-
MCO
17h 02m
1 stop
$353Spirit Airlines
Thu, Mar 12 - Sun, Mar 15
Spirit Airlines Logo
6:00 am - 1:43 pm
MCO
-
GCM
7h 43m
1 stop
Spirit Airlines Logo
1:49 pm - 7:31 am
GCM
-
MCO
16h 42m
2 stops
$354Spirit Airlines
Thu, Mar 5 - Sun, Mar 8
Spirit Airlines Logo
6:00 am - 12:57 pm
MCO
-
GCM
7h 57m
1 stop
Spirit Airlines Logo
1:15 pm - 11:50 pm
GCM
-
MCO
9h 35m
1 stop
$355Spirit Airlines
Sun, Mar 22 - Sat, Mar 28

Delta flights from Orlando to Cayman Islands

Our best Delta deals on Orlando to Cayman Islands flight tickets
Delta
Mar 4
MCO6:15 amOrlando
6h 14m
1 stop
GCM12:29 pmGeorge Town Owen Roberts Intl
Mar 9
GCM1:12 pmGeorge Town Owen Roberts Intl
7h 48m
1 stop
MCO10:00 pmOrlando
$423
Delta
Feb 21
MCO5:30 amOrlando
6h 59m
1 stop
GCM12:29 pmGeorge Town Owen Roberts Intl
Feb 23
GCM1:54 pmGeorge Town Owen Roberts Intl
6h 00m
1 stop
MCO7:54 pmOrlando
$587
Delta
Feb 14
MCO5:30 amOrlando
6h 59m
1 stop
GCM12:29 pmGeorge Town Owen Roberts Intl
Feb 24
GCM1:54 pmGeorge Town Owen Roberts Intl
8h 04m
1 stop
MCO9:58 pmOrlando
$627

Southwest flights from Orlando to Cayman Islands

Our best Southwest deals on Orlando to Cayman Islands flight tickets
Southwest
Mar 1
MCO11:00 amOrlando
1h 55m
GCM12:55 pmGeorge Town Owen Roberts Intl
Mar 4
GCM1:50 pmGeorge Town Owen Roberts Intl
1h 55m
MCO3:45 pmOrlando
$340
Southwest
Apr 11
MCO1:50 pmOrlando
1h 50m
GCM2:40 pmGeorge Town Owen Roberts Intl
Apr 15
GCM1:05 pmGeorge Town Owen Roberts Intl
1h 55m
MCO4:00 pmOrlando
$439
Southwest
Apr 28
MCO11:20 amOrlando
1h 50m
GCM12:10 pmGeorge Town Owen Roberts Intl
May 4
GCM1:05 pmGeorge Town Owen Roberts Intl
1h 55m
MCO4:00 pmOrlando
$444

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 9, 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

Thu 2/19

6:00 am-1:43 pm

1 stop7h 43m

George Town Owen Roberts Intl

Thu 2/26

2:49 pm-11:54 pm

1 stop9h 05m

$259

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 5/7

6:00 am-12:43 pm

1 stop7h 43m

George Town Owen Roberts Intl

Thu 5/14

1:40 pm-11:58 pm

1 stop9h 18m

$280

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 3/5

6:00 am-1:43 pm

1 stop7h 43m

George Town Owen Roberts Intl

Sun 3/8

1:49 pm-11:54 pm

1 stop9h 05m

$305

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 3/1

6:00 am-8:15 pm

1 stop14h 15m

George Town Owen Roberts Intl

Wed 3/4

3:45 pm-10:00 pm

1 stop6h 15m

$319

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 3/1

8:43 am-2:45 pm

1 stop6h 02m

George Town Owen Roberts Intl

Wed 3/4

8:45 am-8:56 pm

2 stops12h 11m

$324

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 3/1

11:00 am-12:55 pm

Nonstop1h 55m

George Town Owen Roberts Intl

Wed 3/4

1:50 pm-3:45 pm

Nonstop1h 55m

$340

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Fri 3/13

8:34 pm-12:20 pm

1 stop16h 46m

George Town Owen Roberts Intl

Sat 3/21

1:15 pm-7:54 am

1 stop17h 39m

$351

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 3/12

6:00 am-12:57 pm

1 stop7h 57m

George Town Owen Roberts Intl

Sun 3/15

1:52 pm-7:54 am

1 stop17h 02m

$353

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 3/5

6:00 am-1:43 pm

1 stop7h 43m

George Town Owen Roberts Intl

Sun 3/8

1:49 pm-7:31 am

2 stops16h 42m

$354

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 3/22

6:00 am-12:57 pm

1 stop7h 57m

George Town Owen Roberts Intl

Sat 3/28

1:15 pm-11:50 pm

1 stop9h 35m

$355

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 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 Sunday as prices are generally higher than usual. According to our data, the average ticket price to Cayman Islands on Sunday is $671.

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

$236

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 $236. The best round-trip 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
7.2
11,258 reviews
Search American Airlines flights
SouthwestPriceFrom $474Free CancellationRating
8.0
4,282 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 $199
Flights to Cayman Bracfrom $319
Flights to Little Caymanfrom $328