Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Orlando to the Cayman Islands from $66

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 1/1. 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 Orlando to the Cayman Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
6:00 am - 1:53 pmMCO-GCM
7h 53m1 stop
Spirit Airlines Logo
2:49 pm - 11:54 pmGCM-MCO
9h 05m1 stop
$251Spirit Airlines
Find Deal
Sun, Jan 18 - Sun, Jan 25
Spirit Airlines Logo
6:59 pm - 1:53 pmMCO-GCM
18h 54m1 stop
Spirit Airlines Logo
2:49 pm - 11:54 pmGCM-MCO
9h 05m1 stop
$276Spirit Airlines
Find Deal
Wed, Jan 28 - Thu, Feb 5
Spirit Airlines Logo
9:31 pm - 1:53 pmMCO-GCM
16h 22m2 stops
Spirit Airlines Logo
2:49 pm - 11:54 pmGCM-MCO
9h 05m1 stop
$287Spirit Airlines
Find Deal
Wed, Jan 28 - Thu, Feb 5
Spirit Airlines Logo
6:00 am - 1:53 pmMCO-GCM
7h 53m1 stop
Spirit Airlines Logo
2:49 pm - 7:31 amGCM-MCO
16h 42m2 stops
$294Spirit Airlines
Find Deal
Sun, Jan 18 - Sun, Jan 25
Spirit Airlines Logo
12:22 pm - 1:53 pmMCO-GCM
25h 31m3 stops
Spirit Airlines Logo
2:49 pm - 11:54 pmGCM-MCO
9h 05m1 stop
$320Spirit Airlines
Find Deal
Wed, Jan 28 - Thu, Feb 5
Delta Logo
7:00 am - 12:40 pmMCO-GCM
5h 40m1 stop
Delta Logo
2:05 pm - 9:34 pmGCM-MCO
7h 29m1 stop
$330Delta
Find Deal
Wed, Jan 7 - Wed, Jan 14
Southwest Logo
11:00 am - 12:55 pmMCO-GCM
1h 55mnonstop
Southwest Logo
1:50 pm - 3:45 pmGCM-MCO
1h 55mnonstop
$331Southwest
Find Deal
Wed, Jan 28 - Thu, Feb 5
Multiple Airlines Logo
6:45 am - 4:55 pmMCO-GCM
10h 10m1 stop
Multiple Airlines Logo
2:40 pm - 12:25 amGCM-MCO
9h 45m2 stops
$346Multiple Airlines
Find Deal
Sat, Dec 20 - Sun, Dec 21
Spirit Airlines Logo
6:45 am - 4:55 pmMCO-GCM
10h 10m1 stop
Spirit Airlines Logo
2:40 pm - 12:50 pmGCM-MCO
22h 10m2 stops
$348Spirit Airlines
Find Deal
Sat, Dec 20 - Sun, Dec 21
Multiple Airlines Logo
8:50 pm - 1:53 pmMCO-GCM
17h 03m1 stop
Multiple Airlines Logo
11:30 am - 7:31 amGCM-MCO
20h 01m2 stops
$352Multiple Airlines
Find Deal
Wed, Jan 7 - Wed, Jan 14

Air Canada flights from Orlando to Cayman Islands

Our best Air Canada deals on Orlando to Cayman Islands flight tickets
Air Canada
Dec 1
MCO9:50 pmOrlando
14h 35m
1 stop
GCM12:25 pmGeorge Town Owen Roberts Intl
Dec 5
GCM1:30 pmGeorge Town Owen Roberts Intl
27h 37m
2 stops
MCO5:07 pmOrlando
$620
Find similar
Air Canada
Dec 1
MCO8:30 amOrlando
27h 55m
2 stops
GCM12:25 pmGeorge Town Owen Roberts Intl
Dec 5
GCM1:30 pmGeorge Town Owen Roberts Intl
27h 37m
2 stops
MCO5:07 pmOrlando
$621
Find similar
Air Canada
Dec 1
MCO9:50 pmOrlando
14h 35m
1 stop
GCM12:25 pmGeorge Town Owen Roberts Intl
Dec 5
GCM1:30 pmGeorge Town Owen Roberts Intl
10h 00m
1 stop
MCO11:30 pmOrlando
$630
Find similar

American Airlines flights from Orlando to Cayman Islands

Our best American Airlines deals on Orlando to Cayman Islands flight tickets
American Airlines
Jan 28
MCO5:00 amOrlando
9h 45m
2 stops
GCM2:45 pmGeorge Town Owen Roberts Intl
Feb 5
GCM8:50 amGeorge Town Owen Roberts Intl
8h 45m
1 stop
MCO5:35 pmOrlando
$365
Find similar
American Airlines
Mar 3
MCO8:00 amOrlando
12h 15m
2 stops
GCM8:15 pmGeorge Town Owen Roberts Intl
Mar 5
GCM3:45 pmGeorge Town Owen Roberts Intl
4h 43m
1 stop
MCO8:28 pmOrlando
$433
Find similar
American Airlines
Apr 16
MCO8:02 pmOrlando
15h 43m
2 stops
GCM10:45 amGeorge Town Owen Roberts Intl
Apr 20
GCM3:15 pmGeorge Town Owen Roberts Intl
16h 30m
2 stops
MCO8:45 amOrlando
$531
Find similar

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 November 24, 2025.
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

Sun 1/18

6:00 am-1:53 pm

1 stop7h 53m

George Town Owen Roberts Intl

Sun 1/25

2:49 pm-11:54 pm

1 stop9h 05m

$251

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 1/28

6:59 pm-1:53 pm

1 stop18h 54m

George Town Owen Roberts Intl

Thu 2/5

2:49 pm-11:54 pm

1 stop9h 05m

$276

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 1/28

9:31 pm-1:53 pm

2 stops16h 22m

George Town Owen Roberts Intl

Thu 2/5

2:49 pm-11:54 pm

1 stop9h 05m

$287

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 1/18

6:00 am-1:53 pm

1 stop7h 53m

George Town Owen Roberts Intl

Sun 1/25

2:49 pm-7:31 am

2 stops16h 42m

$294

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 1/28

12:22 pm-1:53 pm

3 stops25h 31m

George Town Owen Roberts Intl

Thu 2/5

2:49 pm-11:54 pm

1 stop9h 05m

$320

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 1/7

7:00 am-12:40 pm

1 stop5h 40m

George Town Owen Roberts Intl

Wed 1/14

2:05 pm-9:34 pm

1 stop7h 29m

$330

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 1/28

11:00 am-12:55 pm

Nonstop1h 55m

George Town Owen Roberts Intl

Thu 2/5

1:50 pm-3:45 pm

Nonstop1h 55m

$331

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 12/20

6:45 am-4:55 pm

1 stop10h 10m

George Town Owen Roberts Intl

Sun 12/21

2:40 pm-12:25 am

2 stops9h 45m

$346

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 12/20

6:45 am-4:55 pm

1 stop10h 10m

George Town Owen Roberts Intl

Sun 12/21

2:40 pm-12:50 pm

2 stops22h 10m

$348

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 1/7

8:50 pm-1:53 pm

1 stop17h 03m

George Town Owen Roberts Intl

Wed 1/14

11:30 am-7:31 am

2 stops20h 01m

$352

Flights are sorted by cheapest round-trip flights first.

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

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 January is also cheap. Prices for this month can be found on momondo for an average of $527.

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

Our data shows that Monday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $541. 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 $719.

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 2% 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

Fastest flight time

1h 50m

Direct flights

Every day

Airports in Cayman Islands

1 airport
The fastest flight from Orlando to Cayman Islands takes 1h 50m
Direct flights go from Orlando to Cayman Islands every day.
There is 1 airport near Cayman Islands: 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 $425Free CancellationRating
7.2
11,042 reviews
Search American Airlines flights
SouthwestPriceFrom $451Free CancellationRating
8.0
4,252 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.

An easier way to manage your Cayman Islands 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
Wed 12/24
Wed 12/31
By creating a price alert you accept our terms of use and privacy policy.

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 $183
Flights to Cayman Bracfrom $312
Flights to Little Caymanfrom $386