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Cheap flights from Orlando to the Cayman Islands from $166

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 6/20. 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.
Multiple Airlines Logo
8:59 am - 12:45 pm
MCO
-
GCM
4h 46m
1 stop
Multiple Airlines Logo
12:25 pm - 11:05 am
GCM
-
MCO
21h 40m
1 stop
$409Multiple Airlines
Tue, Jun 9 - Mon, Jun 15
American Airlines Logo
8:05 pm - 11:10 am
MCO
-
GCM
16h 05m
1 stop
American Airlines Logo
12:35 pm - 7:47 pm
GCM
-
MCO
6h 12m
1 stop
$473American Airlines
Sat, Sep 12 - Wed, Sep 16
American Airlines Logo
5:53 pm - 10:50 am
MCO
-
GCM
17h 57m
2 stops
American Airlines Logo
1:20 pm - 8:49 am
GCM
-
MCO
18h 29m
2 stops
$478American Airlines
Sat, Sep 12 - Tue, Sep 15
American Airlines Logo
7:00 pm - 11:00 am
MCO
-
GCM
17h 00m
1 stop
American Airlines Logo
2:10 pm - 9:02 pm
GCM
-
MCO
5h 52m
1 stop
$482American Airlines
Sat, Aug 15 - Wed, Aug 19
American Airlines Logo
7:33 pm - 11:30 am
MCO
-
GCM
16h 57m
1 stop
American Airlines Logo
2:10 pm - 11:14 pm
GCM
-
MCO
8h 04m
2 stops
$486American Airlines
Sat, Aug 15 - Wed, Aug 19
American Airlines Logo
8:03 am - 1:10 pm
MCO
-
GCM
6h 07m
1 stop
American Airlines Logo
11:55 am - 6:17 pm
GCM
-
MCO
5h 22m
1 stop
$520American Airlines
Tue, Aug 25 - Sat, Aug 29
American Airlines Logo
8:03 am - 11:00 am
MCO
-
GCM
3h 57m
1 stop
American Airlines Logo
2:10 pm - 12:21 am
GCM
-
MCO
9h 11m
2 stops
$525American Airlines
Tue, Aug 25 - Sat, Aug 29
American Airlines Logo
11:40 am - 11:30 am
MCO
-
GCM
24h 50m
1 stop
American Airlines Logo
12:30 pm - 8:07 pm
GCM
-
MCO
6h 37m
1 stop
$529American Airlines
Sat, Sep 5 - Mon, Sep 7
Air Canada Logo
1:55 pm - 11:30 am
MCO
-
GCM
46h 35m
2 stops
Air Canada Logo
12:25 pm - 10:32 pm
GCM
-
MCO
33h 07m
2 stops
$533Air Canada
Sat, Oct 3 - Sat, Oct 10
American Airlines Logo
5:00 am - 11:00 am
MCO
-
GCM
7h 00m
1 stop
American Airlines Logo
9:25 am - 6:36 pm
GCM
-
MCO
8h 11m
1 stop
$540American Airlines
Tue, Oct 6 - Tue, Oct 13

Southwest flights from Orlando to Cayman Islands

Our best Southwest deals on Orlando to Cayman Islands flight tickets
Southwest
Jun 19
MCO11:05 amOrlando
1h 50m
GCM11:55 amGeorge Town Owen Roberts Intl
Jun 26
GCM12:50 pmGeorge Town Owen Roberts Intl
1h 55m
MCO3:45 pmOrlando
$543
Southwest
Jun 16
MCO11:05 amOrlando
1h 50m
GCM11:55 amGeorge Town Owen Roberts Intl
Jun 18
GCM12:50 pmGeorge Town Owen Roberts Intl
1h 55m
MCO3:45 pmOrlando
$553
Southwest
Jul 28
MCO11:05 amOrlando
1h 50m
GCM11:55 amGeorge Town Owen Roberts Intl
Jul 31
GCM12:50 pmGeorge Town Owen Roberts Intl
1h 55m
MCO3:45 pmOrlando
$563

Air Canada flights from Orlando to Cayman Islands

Our best Air Canada deals on Orlando to Cayman Islands flight tickets
Air Canada
Oct 3
MCO1:55 pmOrlando
46h 35m
2 stops
GCM11:30 amGeorge Town Owen Roberts Intl
Oct 10
GCM12:25 pmGeorge Town Owen Roberts Intl
33h 07m
2 stops
MCO10:32 pmOrlando
$533
Air Canada
Oct 17
MCO8:00 amOrlando
52h 30m
2 stops
GCM11:30 amGeorge Town Owen Roberts Intl
Nov 7
GCM1:10 pmGeorge Town Owen Roberts Intl
20h 10m
1 stop
MCO9:20 amOrlando
$590
Air Canada
Nov 22
MCO8:00 amOrlando
28h 00m
1 stop
GCM12:00 pmGeorge Town Owen Roberts Intl
Nov 28
GCM1:10 pmGeorge Town Owen Roberts Intl
47h 12m
2 stops
MCO12:22 pmOrlando
$649

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 May 27, 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

Cheapest round-trip

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 6/9

8:59 am-12:45 pm

1 stop4h 46m

George Town Owen Roberts Intl

Mon 6/15

12:25 pm-11:05 am

1 stop21h 40m

$409

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 9/12

8:05 pm-11:10 am

1 stop16h 05m

George Town Owen Roberts Intl

Wed 9/16

12:35 pm-7:47 pm

1 stop6h 12m

$473

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 9/12

5:53 pm-10:50 am

2 stops17h 57m

George Town Owen Roberts Intl

Tue 9/15

1:20 pm-8:49 am

2 stops18h 29m

$478

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 8/15

7:00 pm-11:00 am

1 stop17h 00m

George Town Owen Roberts Intl

Wed 8/19

2:10 pm-9:02 pm

1 stop5h 52m

$482

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 8/15

7:33 pm-11:30 am

1 stop16h 57m

George Town Owen Roberts Intl

Wed 8/19

2:10 pm-11:14 pm

2 stops8h 04m

$486
Quickest round-trip

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 8/25

8:03 am-1:10 pm

1 stop6h 07m

George Town Owen Roberts Intl

Sat 8/29

11:55 am-6:17 pm

1 stop5h 22m

$520

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 8/25

8:03 am-11:00 am

1 stop3h 57m

George Town Owen Roberts Intl

Sat 8/29

2:10 pm-12:21 am

2 stops9h 11m

$525

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 9/5

11:40 am-11:30 am

1 stop24h 50m

George Town Owen Roberts Intl

Mon 9/7

12:30 pm-8:07 pm

1 stop6h 37m

$529

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 10/3

1:55 pm-11:30 am

2 stops46h 35m

George Town Owen Roberts Intl

Sat 10/10

12:25 pm-10:32 pm

2 stops33h 07m

$533

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 10/6

5:00 am-11:00 am

1 stop7h 00m

George Town Owen Roberts Intl

Tue 10/13

9:25 am-6:36 pm

1 stop8h 11m

$540

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 June, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $231.

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 $582. Be sure to avoid booking your departure on a Tuesday as prices are generally higher than usual. According to our data, the average ticket price to Cayman Islands on Tuesday is $672.

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

According to our data, the cheapest time of day to fly to Cayman Islands is at noon. momondo users have found flights departing from Orlando to Cayman Islands at noon for as low as $489. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $622 on average. Flights to Cayman Islands from Orlando in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

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 63% 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

$582

Fastest flight time

1h 50m

Direct flights

Every day

Airports in Cayman Islands

6 airports
The best flight deal from Orlando to Cayman Islands found on momondo in the last 72 hours is $582
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

Frequently asked questions about flying from Orlando to the Cayman Islands

  • 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
7.1
11,639 reviews
Search American Airlines flights
SouthwestPriceFrom $460Free CancellationRating
7.9
4,265 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

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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 $252
Flights to Cayman Bracfrom $340
Flights to Little Caymanfrom $414