Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Orlando to the Cayman Islands from $103

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 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

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

Southwest Logo
10:40 am - 12:35 pmMCO-GCM
1h 55mnonstop
Southwest Logo
1:30 pm - 3:25 pmGCM-MCO
1h 55mnonstop
$409Southwest
Find Deal
Tue, Nov 11 - Fri, Nov 14
American Airlines Logo
6:00 am - 11:10 amMCO-GCM
6h 10m1 stop
American Airlines Logo
12:10 pm - 11:59 pmGCM-MCO
10h 49m1 stop
$424American Airlines
Find Deal
Mon, Oct 13 - Thu, Oct 16
American Airlines Logo
6:00 am - 7:20 pmMCO-GCM
14h 20m1 stop
American Airlines Logo
8:25 am - 8:17 pmGCM-MCO
10h 52m2 stops
$428American Airlines
Find Deal
Mon, Oct 13 - Thu, Oct 16
United Airlines Logo
9:00 am - 3:30 pmMCO-GCM
7h 30m1 stop
United Airlines Logo
5:45 pm - 9:58 pmGCM-MCO
28h 13m1 stop
$439United Airlines
Find Deal
Thu, Oct 30 - Thu, Nov 6
Air Canada Logo
6:15 pm - 11:25 amMCO-GCM
42h 10m2 stops
Air Canada Logo
1:30 pm - 9:20 amGCM-MCO
19h 50m1 stop
$444Air Canada
Find Deal
Tue, Oct 28 - Sun, Nov 2
JetBlue Logo
6:00 am - 1:31 pmMCO-GCM
8h 31m1 stop
JetBlue Logo
3:45 pm - 6:54 pmGCM-MCO
27h 09m1 stop
$457JetBlue
Find Deal
Fri, Oct 31 - Fri, Nov 7
Southwest Logo
11:00 am - 12:55 pmMCO-GCM
1h 55mnonstop
Southwest Logo
1:25 pm - 3:15 pmGCM-MCO
1h 50mnonstop
$460Southwest
Find Deal
Wed, Jan 7 - Sat, Jan 10
JetBlue Logo
6:00 am - 2:02 pmMCO-GCM
8h 02m1 stop
JetBlue Logo
3:10 pm - 11:38 pmGCM-MCO
8h 28m1 stop
$462JetBlue
Find Deal
Tue, Mar 3 - Thu, Mar 5
United Airlines Logo
9:00 am - 4:00 pmMCO-GCM
7h 00m1 stop
United Airlines Logo
5:10 pm - 12:45 amGCM-MCO
7h 35m1 stop
$469United Airlines
Find Deal
Wed, Dec 24 - Wed, Dec 31
Air Canada Logo
8:00 am - 12:25 pmMCO-GCM
28h 25m1 stop
Air Canada Logo
1:30 pm - 12:32 pmGCM-MCO
23h 02m2 stops
$507Air Canada
Find Deal
Thu, Nov 20 - Tue, Dec 2

Southwest flights from Orlando to Cayman Islands

Our best Southwest deals on Orlando to Cayman Islands flight tickets
Southwest
Nov 11
MCO10:40 amOrlando
1h 55m
GCM12:35 pmGeorge Town Owen Roberts Intl
Nov 14
GCM1:30 pmGeorge Town Owen Roberts Intl
1h 55m
MCO3:25 pmOrlando
$409
Find similar
Southwest
Jan 7
MCO11:00 amOrlando
1h 55m
GCM12:55 pmGeorge Town Owen Roberts Intl
Jan 10
GCM1:25 pmGeorge Town Owen Roberts Intl
1h 50m
MCO3:15 pmOrlando
$460
Find similar
Southwest
Jan 21
MCO11:00 amOrlando
1h 55m
GCM12:55 pmGeorge Town Owen Roberts Intl
Jan 25
GCM1:50 pmGeorge Town Owen Roberts Intl
1h 55m
MCO3:45 pmOrlando
$510
Find similar

American Airlines flights from Orlando to Cayman Islands

Our best American Airlines deals on Orlando to Cayman Islands flight tickets
American Airlines
Oct 13
MCO6:00 amOrlando
6h 10m
1 stop
GCM11:10 amGeorge Town Owen Roberts Intl
Oct 16
GCM12:10 pmGeorge Town Owen Roberts Intl
10h 49m
1 stop
MCO11:59 pmOrlando
$424
Find similar
American Airlines
Oct 13
MCO6:00 amOrlando
14h 20m
1 stop
GCM7:20 pmGeorge Town Owen Roberts Intl
Oct 16
GCM8:25 amGeorge Town Owen Roberts Intl
10h 52m
2 stops
MCO8:17 pmOrlando
$428
Find similar
American Airlines
Dec 30
MCO6:45 amOrlando
5h 20m
1 stop
GCM12:05 pmGeorge Town Owen Roberts Intl
Dec 31
GCM3:45 pmGeorge Town Owen Roberts Intl
8h 32m
1 stop
MCO12:17 amOrlando
$449
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 September 17, 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

Tue 11/11

10:40 am-12:35 pm

Nonstop1h 55m

George Town Owen Roberts Intl

Fri 11/14

1:30 pm-3:25 pm

Nonstop1h 55m

$409

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Mon 10/13

6:00 am-11:10 am

1 stop6h 10m

George Town Owen Roberts Intl

Thu 10/16

12:10 pm-11:59 pm

1 stop10h 49m

$424

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Mon 10/13

6:00 am-7:20 pm

1 stop14h 20m

George Town Owen Roberts Intl

Thu 10/16

8:25 am-8:17 pm

2 stops10h 52m

$428

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 10/30

9:00 am-3:30 pm

1 stop7h 30m

George Town Owen Roberts Intl

Thu 11/6

5:45 pm-9:58 pm

1 stop28h 13m

$439

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 10/28

6:15 pm-11:25 am

2 stops42h 10m

George Town Owen Roberts Intl

Sun 11/2

1:30 pm-9:20 am

1 stop19h 50m

$444

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Fri 10/31

6:00 am-1:31 pm

1 stop8h 31m

George Town Owen Roberts Intl

Fri 11/7

3:45 pm-6:54 pm

1 stop27h 09m

$457

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 1/7

11:00 am-12:55 pm

Nonstop1h 55m

George Town Owen Roberts Intl

Sat 1/10

1:25 pm-3:15 pm

Nonstop1h 50m

$460

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 3/3

6:00 am-2:02 pm

1 stop8h 02m

George Town Owen Roberts Intl

Thu 3/5

3:10 pm-11:38 pm

1 stop8h 28m

$462

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 12/24

9:00 am-4:00 pm

1 stop7h 00m

George Town Owen Roberts Intl

Wed 12/31

5:10 pm-12:45 am

1 stop7h 35m

$469

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 11/20

8:00 am-12:25 pm

1 stop28h 25m

George Town Owen Roberts Intl

Tue 12/2

1:30 pm-12:32 pm

2 stops23h 02m

$507

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 September, then flying in March is also cheap. Prices for this month can be found on momondo for an average of $493.

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

Our data shows that Friday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $571. 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 30% 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
SouthwestPriceFrom $379Free CancellationRating
8.0
4,242 reviews
Search Southwest flights
American AirlinesPriceFrom $434Free CancellationRating
7.2
10,000 reviews
Search American Airlines 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
Fri 10/17
Fri 10/24
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 $282
Flights to Cayman Bracfrom $372
Flights to Little Caymanfrom $375