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Cheap flights from Orlando to the Cayman Islands from $168

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 10/4. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Orlando to the Cayman Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
11:55 am - 9:45 amMCO  Orlando-GCM George Town Owen Roberts Intl
22h 50m1 stop Toronto Pearson Intl
Air Canada Logo
12:25 pm - 10:54 amGCM  George Town Owen Roberts Intl-MCO Orlando
21h 29m1 stop Toronto Pearson Intl
$399Air Canada
Fri, Sep 18 - Mon, Sep 21
Air Canada Logo
8:40 pm - 9:45 amMCO  Orlando-GCM George Town Owen Roberts Intl
14h 05m1 stop Toronto Pearson Intl
Air Canada Logo
12:25 pm - 10:54 amGCM  George Town Owen Roberts Intl-MCO Orlando
21h 29m1 stop Toronto Pearson Intl
$399Air Canada
Fri, Sep 18 - Mon, Sep 21
Air Canada Logo
11:55 am - 9:45 amMCO  Orlando-GCM George Town Owen Roberts Intl
22h 50m1 stop Toronto Pearson Intl
Air Canada Logo
12:25 pm - 10:47 amGCM  George Town Owen Roberts Intl-MCO Orlando
21h 22m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
$402Air Canada
Fri, Sep 18 - Mon, Sep 21
Air Canada Logo
8:40 pm - 9:45 amMCO  Orlando-GCM George Town Owen Roberts Intl
14h 05m1 stop Toronto Pearson Intl
Air Canada Logo
12:25 pm - 10:47 amGCM  George Town Owen Roberts Intl-MCO Orlando
21h 22m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
$402Air Canada
Fri, Sep 18 - Mon, Sep 21
American Airlines Logo
7:30 pm - 11:30 amMCO  Orlando-GCM George Town Owen Roberts Intl
17h 00m1 stop Charlotte Douglas
American Airlines Logo
12:00 pm - 5:54 pmGCM  George Town Owen Roberts Intl-MCO Orlando
4h 54m1 stop Miami
$500American Airlines
Sun, Oct 18 - Thu, Oct 22
Southwest Logo
10:35 am - 12:35 pmMCO  Orlando-GCM George Town Owen Roberts Intl
2h 00mnonstop
Southwest Logo
2:20 pm - 4:15 pmGCM  George Town Owen Roberts Intl-MCO Orlando
1h 55mnonstop
$515Southwest
Wed, Nov 18 - Sat, Nov 21
American Airlines Logo
6:00 am - 1:10 pmMCO  Orlando-GCM George Town Owen Roberts Intl
8h 10m1 stop Miami
American Airlines Logo
12:00 pm - 10:22 pmGCM  George Town Owen Roberts Intl-MCO Orlando
9h 22m1 stop Miami
$529American Airlines
Thu, Sep 3 - Thu, Sep 10
American Airlines Logo
5:00 am - 2:24 pmMCO  Orlando-GCM George Town Owen Roberts Intl
9h 24m1 stop Charlotte Douglas
American Airlines Logo
9:00 am - 2:27 pmGCM  George Town Owen Roberts Intl-MCO Orlando
5h 27m1 stop Miami
$529American Airlines
Sat, Dec 12 - Tue, Dec 15
Southwest Logo
10:35 am - 12:35 pmMCO  Orlando-GCM George Town Owen Roberts Intl
2h 00mnonstop
Southwest Logo
1:30 pm - 3:25 pmGCM  George Town Owen Roberts Intl-MCO Orlando
1h 55mnonstop
$535Southwest
Tue, Nov 10 - Mon, Nov 16
Southwest Logo
10:35 am - 12:35 pmMCO  Orlando-GCM George Town Owen Roberts Intl
2h 00mnonstop
Southwest Logo
1:30 pm - 3:25 pmGCM  George Town Owen Roberts Intl-MCO Orlando
1h 55mnonstop
$543Southwest
Tue, Nov 10 - Mon, Nov 16

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American Airlines flights from Orlando to Cayman Islands

Our best American Airlines deals on Orlando to Cayman Islands flight tickets
American Airlines
Sep 3
MCO6:00 amOrlando
8h 10m
1 stop
GCM1:10 pmGeorge Town Owen Roberts Intl
Sep 10
GCM12:00 pmGeorge Town Owen Roberts Intl
9h 22m
1 stop
MCO10:22 pmOrlando
$529
American Airlines
Sep 3
MCO6:00 amOrlando
8h 10m
2 stops
GCM1:10 pmGeorge Town Owen Roberts Intl
Sep 10
GCM12:00 pmGeorge Town Owen Roberts Intl
8h 57m
2 stops
MCO9:57 pmOrlando
$534
American Airlines
Sep 15
MCO12:10 pmOrlando
24h 17m
1 stop
GCM11:27 amGeorge Town Owen Roberts Intl
Sep 19
GCM11:55 amGeorge Town Owen Roberts Intl
5h 48m
1 stop
MCO6:43 pmOrlando
$538

Air Canada flights from Orlando to Cayman Islands

Our best Air Canada deals on Orlando to Cayman Islands flight tickets
Air Canada
Sep 18
MCO8:40 pmOrlando
14h 05m
1 stop
GCM9:45 amGeorge Town Owen Roberts Intl
Sep 21
GCM12:25 pmGeorge Town Owen Roberts Intl
21h 29m
1 stop
MCO10:54 amOrlando
$399
Air Canada
Sep 18
MCO8:40 pmOrlando
14h 05m
1 stop
GCM9:45 amGeorge Town Owen Roberts Intl
Sep 21
GCM12:25 pmGeorge Town Owen Roberts Intl
21h 22m
2 stops
MCO10:47 amOrlando
$402
Air Canada
Sep 27
MCO8:40 pmOrlando
15h 45m
1 stop
GCM11:25 amGeorge Town Owen Roberts Intl
Oct 3
GCM12:25 pmGeorge Town Owen Roberts Intl
10h 24m
1 stop
MCO11:49 pmOrlando
$443

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 August 9, 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 Orlando - GCM George Town Owen Roberts Intl

MCOGCM

Orlando

Fri 9/18

11:55 am-9:45 am

1 stop22h 50m

George Town Owen Roberts Intl

Mon 9/21

12:25 pm-10:54 am

1 stop21h 29m

$399

OrlandoGeorge Town

MCO Orlando - GCM George Town Owen Roberts Intl

MCOGCM

Orlando

Fri 9/18

8:40 pm-9:45 am

1 stop14h 05m

George Town Owen Roberts Intl

Mon 9/21

12:25 pm-10:54 am

1 stop21h 29m

$399

OrlandoGeorge Town

MCO Orlando - GCM George Town Owen Roberts Intl

MCOGCM

Orlando

Fri 9/18

11:55 am-9:45 am

1 stop22h 50m

George Town Owen Roberts Intl

Mon 9/21

12:25 pm-10:47 am

2 stops21h 22m

$402

OrlandoGeorge Town

MCO Orlando - GCM George Town Owen Roberts Intl

MCOGCM

Orlando

Fri 9/18

8:40 pm-9:45 am

1 stop14h 05m

George Town Owen Roberts Intl

Mon 9/21

12:25 pm-10:47 am

2 stops21h 22m

$402

OrlandoGeorge Town

MCO Orlando - GCM George Town Owen Roberts Intl

MCOGCM

Orlando

Sun 10/18

7:30 pm-11:30 am

1 stop17h 00m

George Town Owen Roberts Intl

Thu 10/22

12:00 pm-5:54 pm

1 stop4h 54m

$500
Quickest round-trip

OrlandoGeorge Town

MCO Orlando - GCM George Town Owen Roberts Intl

MCOGCM

Orlando

Wed 11/18

10:35 am-12:35 pm

Nonstop2h 00m

George Town Owen Roberts Intl

Sat 11/21

2:20 pm-4:15 pm

Nonstop1h 55m

$515

OrlandoGeorge Town

MCO Orlando - GCM George Town Owen Roberts Intl

MCOGCM

Orlando

Thu 9/3

6:00 am-1:10 pm

1 stop8h 10m

George Town Owen Roberts Intl

Thu 9/10

12:00 pm-10:22 pm

1 stop9h 22m

$529

OrlandoGeorge Town

MCO Orlando - GCM George Town Owen Roberts Intl

MCOGCM

Orlando

Sat 12/12

5:00 am-2:24 pm

1 stop9h 24m

George Town Owen Roberts Intl

Tue 12/15

9:00 am-2:27 pm

1 stop5h 27m

$529

OrlandoGeorge Town

MCO Orlando - GCM George Town Owen Roberts Intl

MCOGCM

Orlando

Tue 11/10

10:35 am-12:35 pm

Nonstop2h 00m

George Town Owen Roberts Intl

Mon 11/16

1:30 pm-3:25 pm

Nonstop1h 55m

$535

OrlandoGeorge Town

MCO Orlando - GCM George Town Owen Roberts Intl

MCOGCM

Orlando

Tue 11/10

10:35 am-12:35 pm

Nonstop2h 00m

George Town Owen Roberts Intl

Mon 11/16

1:30 pm-3:25 pm

Nonstop1h 55m

$543

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 November, then flying in April is also cheap. Prices for this month can be found on momondo for an average of $533.

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

Our data shows that Thursday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $602. 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 42% 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

$188

Fastest flight time

1h 55m

Direct flights

Every day

Airports in Cayman Islands

6 airports
The best one-way flight to Cayman Islands from Orlando in the past 72 hours is $188. The best round-trip flight deal from Orlando to Cayman Islands found on momondo in the last 72 hours is $572.
The fastest flight from Orlando to Cayman Islands takes 1h 55m
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
11,897 reviews
Search American Airlines flights
SouthwestPriceFrom $460Free CancellationRating
8.0
4,214 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.

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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
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Flights to Little Caymanfrom $366