Cheap flights from the Cayman Islands to Orlando from $252

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from the Cayman Islands to Orlando departing on 12/4. 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 the Cayman Islands to Orlando

Recent round-trip flight deals from the Cayman Islands to Orlando

American Airlines Logo
8:25 am - 1:50 pmGCM-MCO
4h 25m1 stop
American Airlines Logo
6:00 am - 11:10 amMCO-GCM
6h 10m1 stop
$424American Airlines
Find Deal
Thu, Oct 23 - Tue, Oct 28
American Airlines Logo
2:00 pm - 11:59 pmGCM-MCO
8h 59m1 stop
American Airlines Logo
6:02 am - 1:10 pmMCO-GCM
8h 08m2 stops
$428American Airlines
Find Deal
Thu, Oct 23 - Tue, Oct 28
United Airlines Logo
4:45 pm - 8:15 pmGCM-MCO
26h 30m1 stop
United Airlines Logo
7:05 pm - 4:30 pmMCO-GCM
21h 25m1 stop
$439United Airlines
Find Deal
Wed, Oct 29 - Wed, Nov 5
American Airlines Logo
8:25 am - 6:28 pmGCM-MCO
9h 03m1 stop
American Airlines Logo
5:00 am - 11:25 amMCO-GCM
7h 25m1 stop
$475American Airlines
Find Deal
Sat, Oct 11 - Mon, Oct 20
JetBlue Logo
2:10 pm - 11:38 pmGCM-MCO
8h 28m1 stop
JetBlue Logo
6:00 am - 1:02 pmMCO-GCM
8h 02m1 stop
$480JetBlue
Find Deal
Tue, Mar 10 - Wed, Mar 11
American Airlines Logo
12:10 pm - 6:28 pmGCM-MCO
5h 18m1 stop
American Airlines Logo
7:19 pm - 11:10 amMCO-GCM
16h 51m1 stop
$483American Airlines
Find Deal
Sat, Oct 11 - Sun, Oct 19
 Logo
6:10 pm - 8:41 amGCM-MCO
13h 31m1 stop
 Logo
1:54 pm - 2:00 pmMCO-GCM
24h 06m2 stops
Sat, Oct 18 - Sun, Nov 2
 Logo
8:50 am - 7:56 amGCM-MCO
22h 06m2 stops
 Logo
8:21 pm - 2:45 pmMCO-GCM
19h 24m1 stop
Sat, Oct 4 - Sat, Oct 11
Southwest Logo
1:05 pm - 4:00 pmGCM-MCO
1h 55mnonstop
Southwest Logo
10:40 am - 12:35 pmMCO-GCM
1h 55mnonstop
$595Southwest
Find Deal
Sat, Oct 18 - Sun, Nov 2
Southwest Logo
1:05 pm - 4:00 pmGCM-MCO
1h 55mnonstop
Southwest Logo
11:15 am - 12:10 pmMCO-GCM
1h 55mnonstop
$711Southwest
Find Deal
Sat, Oct 11 - Sat, Oct 18

American Airlines flights from Cayman Islands to Orlando

Our best American Airlines deals on Cayman Islands to Orlando flight tickets
American Airlines
Oct 23
GCM8:25 amGeorge Town Owen Roberts Intl
4h 25m
1 stop
MCO1:50 pmOrlando
Oct 28
MCO6:00 amOrlando
6h 10m
1 stop
GCM11:10 amGeorge Town Owen Roberts Intl
American Airlines
Oct 23
GCM2:00 pmGeorge Town Owen Roberts Intl
8h 59m
1 stop
MCO11:59 pmOrlando
Oct 28
MCO6:02 amOrlando
8h 08m
2 stops
GCM1:10 pmGeorge Town Owen Roberts Intl
American Airlines
Oct 11
GCM8:25 amGeorge Town Owen Roberts Intl
9h 03m
1 stop
MCO6:28 pmOrlando
Oct 20
MCO5:00 amOrlando
7h 25m
1 stop
GCM11:25 amGeorge Town Owen Roberts Intl

Southwest flights from Cayman Islands to Orlando

Our best Southwest deals on Cayman Islands to Orlando flight tickets
Southwest
Oct 18
GCM1:05 pmGeorge Town Owen Roberts Intl
1h 55m
MCO4:00 pmOrlando
Nov 2
MCO10:40 amOrlando
1h 55m
GCM12:35 pmGeorge Town Owen Roberts Intl
Southwest
Sep 20
GCM1:10 pmGeorge Town Owen Roberts Intl
1h 55m
MCO4:05 pmOrlando
Sep 27
MCO11:20 amOrlando
1h 50m
GCM12:10 pmGeorge Town Owen Roberts Intl
Southwest
Oct 11
GCM1:05 pmGeorge Town Owen Roberts Intl
1h 55m
MCO4:00 pmOrlando
Oct 18
MCO11:15 amOrlando
1h 55m
GCM12:10 pmGeorge Town Owen Roberts Intl

momondo Fare Finder

 
Customize your flight search to find flights from Cayman Islands to Orlando 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 September 15, 2025.
Use the filters below to find and compare flights from the Cayman Islands to Orlando that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Thu 10/23

8:25 am-1:50 pm

1 stop4h 25m

Orlando

Tue 10/28

6:00 am-11:10 am

1 stop6h 10m

$424

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Thu 10/23

2:00 pm-11:59 pm

1 stop8h 59m

Orlando

Tue 10/28

6:02 am-1:10 pm

2 stops8h 08m

$428

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Wed 10/29

4:45 pm-8:15 pm

1 stop26h 30m

Orlando

Wed 11/5

7:05 pm-4:30 pm

1 stop21h 25m

$439

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Sat 10/11

8:25 am-6:28 pm

1 stop9h 03m

Orlando

Mon 10/20

5:00 am-11:25 am

1 stop7h 25m

$475

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Tue 3/10

2:10 pm-11:38 pm

1 stop8h 28m

Orlando

Wed 3/11

6:00 am-1:02 pm

1 stop8h 02m

$480

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Sat 10/11

12:10 pm-6:28 pm

1 stop5h 18m

Orlando

Sun 10/19

7:19 pm-11:10 am

1 stop16h 51m

$483

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Sat 10/18

6:10 pm-8:41 am

1 stop13h 31m

Orlando

Sun 11/2

1:54 pm-2:00 pm

2 stops24h 06m

$519

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Sat 10/4

8:50 am-7:56 am

2 stops22h 06m

Orlando

Sat 10/11

8:21 pm-2:45 pm

1 stop19h 24m

$523

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Sat 10/18

1:05 pm-4:00 pm

Nonstop1h 55m

Orlando

Sun 11/2

10:40 am-12:35 pm

Nonstop1h 55m

$595

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Sat 10/11

1:05 pm-4:00 pm

Nonstop1h 55m

Orlando

Sat 10/18

11:15 am-12:10 pm

Nonstop1h 55m

$711

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 Orlando from

How to get the cheapest flight ticket from Cayman Islands to Orlando

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 Orlando?

The month of January is, on average, the cheapest month to fly to Orlando from Cayman Islands, with most prices found around $447. If you’re not able to fly to Orlando in January, then September is your next best option. Flight prices from Cayman Islands to Orlando during September average around $448.

What is the cheapest day to depart on your flight to Orlando?

Our data shows that Thursday is the least expensive day to fly to Orlando. Tickets to fly out on this day can be as low as $488. On the other hand, Sunday is the most expensive day to depart from Cayman Islands because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $661.

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

The cheapest time of day to fly to Orlando is at noon when flights can be purchased for as low as $544. In contrast, the most expensive time of day to depart to Orlando is in the morning when prices are around $561.

What is the cheapest Cayman Islands to Orlando flight route?

Fly from George Town Owen Roberts Intl to Orlando for the best Cayman Islands - Orlando flight prices

What cabin class options are available on Cayman Islands to Orlando flights?

There is only 1 cabin class available to choose from on Cayman Islands to Orlando 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 Cayman Islands to Orlando flights?

You could potentially save up to 34% on your flight if you consider stops on a Cayman Islands to Orlando flight.

Cheap Cayman Islands to Orlando flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Cayman Islands to Orlando

Fastest flight time

1h 55m

Direct flights

Mon, Tue, Wed, Fri, Sat and Sun

Airports in Orlando

1 airport
The fastest flight from Cayman Islands to Orlando takes 1h 55m
Direct flights go from Cayman Islands to Orlando on Monday, Tuesday, Wednesday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There is 1 airport near Orlando: Orlando (MCO)
  • When did momondo last update prices for flights from Cayman Islands to Orlando?

    Prices for flights from Cayman Islands to Orlando are updated daily.

  • How many operators does momondo search for flights from Cayman Islands to Orlando?

  • How old do you have to be to fly from Cayman Islands to Orlando?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Cayman Islands to Orlando.

  • What documentation or ID do you need to fly to Orlando?

    The necessary travel and health documents for your Orlando trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Cayman Islands to Orlando?

Best airlines flying from Cayman Islands to Orlando

Compare and see reviews for airlines that fly from Cayman Islands to Orlando with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $335Free CancellationRating
8.0
4,245 reviews
Search Southwest flights
American AirlinesPriceFrom $441Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Traveling to a place near Orlando?

Book flights to Orlando if you plan to visit one of these locations
Bay Lake

Why use momondo?

Why should I use momondo to find a flight deal from Cayman Islands to Orlando?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Orlando from Cayman Islands.

Can I find flights from Cayman Islands to Orlando with flexible booking policies on momondo?

All flight searches from Cayman Islands to Orlando on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Cayman Islands to Orlando?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Orlando from Cayman Islands.

I’m not ready to book a flight from Cayman Islands to Orlando right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Cayman Islands to Orlando 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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1 adult
Wed 10/15
Wed 10/22

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Fly into one of these airports located in Orlando

Airports listed have a maximum distance of 18.3 mi from Orlando