Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from the Cayman Islands to Orlando from $249

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 11/1. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from the Cayman Islands to Orlando

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

United Airlines Logo
2:50 pm - 9:50 pmGCM-MCO
31h 00m1 stop
United Airlines Logo
4:40 pm - 1:45 pmMCO-GCM
21h 05m1 stop
$435United Airlines
Find Deal
Thu, Jan 8 - Sun, Jan 11
American Airlines Logo
12:10 pm - 6:43 pmGCM-MCO
5h 33m1 stop
American Airlines Logo
2:59 pm - 11:25 amMCO-GCM
21h 26m1 stop
$439American Airlines
Find Deal
Thu, Sep 25 - Tue, Sep 30
Delta Logo
12:55 pm - 10:56 pmGCM-MCO
9h 01m1 stop
Delta Logo
6:15 am - 11:41 amMCO-GCM
6h 26m1 stop
$475Delta
Find Deal
Thu, Oct 23 - Fri, Oct 31
Southwest Logo
1:50 pm - 3:45 pmGCM-MCO
1h 55mnonstop
Southwest Logo
11:00 am - 12:55 pmMCO-GCM
1h 55mnonstop
$478Southwest
Find Deal
Thu, Jan 8 - Sun, Jan 11
Logo
6:10 pm - 9:57 amGCM-MCO
14h 47m1 stop
Logo
4:19 pm - 11:35 amMCO-GCM
44h 16m2 stops
$552
Find Deal
Sat, Oct 18 - Sat, Oct 25
Logo
7:00 am - 8:00 amGCM-MCO
24h 00m3 stops
Logo
10:35 am - 9:15 pmMCO-GCM
11h 40m2 stops
$576
Find Deal
Thu, Sep 18 - Mon, Sep 22
Delta Logo
12:52 pm - 7:45 pmGCM-MCO
5h 53m1 stop
Delta Logo
7:00 am - 11:36 amMCO-GCM
5h 36m1 stop
$577Delta
Find Deal
Thu, Sep 18 - Mon, Sep 22
Air Canada Logo
12:50 pm - 11:22 pmGCM-MCO
33h 32m2 stops
Air Canada Logo
5:25 pm - 11:55 amMCO-GCM
43h 30m2 stops
$629Air Canada
Find Deal
Thu, Sep 25 - Tue, Sep 30
Southwest Logo
1:05 pm - 4:00 pmGCM-MCO
1h 55mnonstop
Southwest Logo
11:15 am - 12:10 pmMCO-GCM
1h 55mnonstop
$646Southwest
Find Deal
Sat, Oct 4 - Sat, Oct 18
Air Canada Logo
12:50 pm - 11:22 pmGCM-MCO
33h 32m2 stops
Air Canada Logo
5:25 pm - 11:55 amMCO-GCM
43h 30m2 stops
$670Air Canada
Find Deal
Thu, Sep 25 - Tue, Sep 30

American Airlines flights from Cayman Islands to Orlando

Our best American Airlines deals on Cayman Islands to Orlando flight tickets
American Airlines
Sep 25
GCM12:10 pmGeorge Town Owen Roberts Intl
5h 33m
1 stop
MCO6:43 pmOrlando
Sep 30
MCO2:59 pmOrlando
21h 26m
1 stop
GCM11:25 amGeorge Town Owen Roberts Intl
$439
Find similar
American Airlines
Nov 6
GCM1:15 pmGeorge Town Owen Roberts Intl
6h 20m
1 stop
MCO7:35 pmOrlando
Nov 9
MCO7:00 amOrlando
7h 46m
1 stop
GCM2:46 pmGeorge Town Owen Roberts Intl
$442
Find similar
American Airlines
Sep 25
GCM12:10 pmGeorge Town Owen Roberts Intl
21h 17m
2 stops
MCO10:27 amOrlando
Sep 30
MCO4:26 pmOrlando
19h 59m
1 stop
GCM11:25 amGeorge Town Owen Roberts Intl
$443
Find similar

Southwest flights from Cayman Islands to Orlando

Our best Southwest deals on Cayman Islands to Orlando flight tickets
Southwest
Jan 8
GCM1:50 pmGeorge Town Owen Roberts Intl
1h 55m
MCO3:45 pmOrlando
Jan 11
MCO11:00 amOrlando
1h 55m
GCM12:55 pmGeorge Town Owen Roberts Intl
$478
Find similar
Southwest
Oct 4
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
$646
Find similar
Southwest
Jan 2
GCM1:30 pmGeorge Town Owen Roberts Intl
1h 55m
MCO3:25 pmOrlando
Jan 7
MCO11:00 amOrlando
1h 55m
GCM12:55 pmGeorge Town Owen Roberts Intl
$866
Find similar

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 4, 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 1/8

2:50 pm-9:50 pm

1 stop31h 00m

Orlando

Sun 1/11

4:40 pm-1:45 pm

1 stop21h 05m

$435

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Thu 9/25

12:10 pm-6:43 pm

1 stop5h 33m

Orlando

Tue 9/30

2:59 pm-11:25 am

1 stop21h 26m

$439

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Thu 10/23

12:55 pm-10:56 pm

1 stop9h 01m

Orlando

Fri 10/31

6:15 am-11:41 am

1 stop6h 26m

$475

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Thu 1/8

1:50 pm-3:45 pm

Nonstop1h 55m

Orlando

Sun 1/11

11:00 am-12:55 pm

Nonstop1h 55m

$478

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Sat 10/18

6:10 pm-9:57 am

1 stop14h 47m

Orlando

Sat 10/25

4:19 pm-11:35 am

2 stops44h 16m

$552

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Thu 9/18

7:00 am-8:00 am

3 stops24h 00m

Orlando

Mon 9/22

10:35 am-9:15 pm

2 stops11h 40m

$576

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Thu 9/18

12:52 pm-7:45 pm

1 stop5h 53m

Orlando

Mon 9/22

7:00 am-11:36 am

1 stop5h 36m

$577

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Thu 9/25

12:50 pm-11:22 pm

2 stops33h 32m

Orlando

Tue 9/30

5:25 pm-11:55 am

2 stops43h 30m

$629

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Sat 10/4

1:05 pm-4:00 pm

Nonstop1h 55m

Orlando

Sat 10/18

11:15 am-12:10 pm

Nonstop1h 55m

$646

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Thu 9/25

12:50 pm-11:22 pm

2 stops33h 32m

Orlando

Tue 9/30

5:25 pm-11:55 am

2 stops43h 30m

$670

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 $542. 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

Every day

Airports in Orlando

1 airport
The fastest flight from Cayman Islands to Orlando takes 1h 55m
Direct flights go from Cayman Islands to Orlando every day.
There is 1 airport near Orlando: Orlando (MCO)
Search flight deals

  • 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
4,241 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.

An easier way to manage your Orlando trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Tue 9/9
Tue 9/16
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Fly into one of these airports located in Orlando

Airports listed have a maximum distance of 18.3 mi from Orlando
Orlando Airport
Orlando Sanford Intl Airport