What is the cheapest airline that flies from Orlando to Cayman Islands?

United Airlines, Southwest, and American Airlines are the most popular carriers operating from Orlando to Cayman Islands

How many flights depart from Orlando to Cayman Islands on average per week?

As of November 2026, there are 6 flights per week flying from Orlando to Cayman Islands. The most common day of the week flights depart is Mon, with 17% of flights taking off on this day.

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?

As of November 2026, there are 2 operators available to choose from 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.

$178 Cheap Flights from Orlando to the Cayman Islands in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Orlando to the Cayman Islands

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Cheap round-trip flights

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6:30 am - 4:30 pmMCO Orlando-GCM George Town Owen Roberts Intl

10h 00m1 stop Houston George Bush Intcntl

5:45 pm - 10:46 amGCM George Town Owen Roberts Intl-MCO Orlando

17h 01m1 stop Houston George Bush Intcntl

$462United Airlines

Thu, Dec 3 - Mon, Dec 7

9:00 am - 4:30 pmMCO Orlando-GCM George Town Owen Roberts Intl

7h 30m1 stop Houston George Bush Intcntl

5:10 pm - 12:59 amGCM George Town Owen Roberts Intl-MCO Orlando

7h 49m1 stop Washington, D.C. Dulles Intl

$462United Airlines

Mon, Dec 14 - Mon, Dec 21

9:55 am - 2:45 pmMCO Orlando-GCM George Town Owen Roberts Intl

4h 50m1 stop Miami

12:21 pm - 7:21 pmGCM George Town Owen Roberts Intl-MCO Orlando

7h 00m1 stop Charlotte Douglas

$463American Airlines

Wed, Dec 9 - Wed, Dec 16

9:55 am - 8:01 pmMCO Orlando-GCM George Town Owen Roberts Intl

10h 06m1 stop Miami

3:45 pm - 11:47 pmGCM George Town Owen Roberts Intl-MCO Orlando

8h 02m2 stops Miami Charlotte Douglas

$467American Airlines

Wed, Dec 9 - Wed, Dec 16

10:35 am - 12:35 pmMCO Orlando-GCM George Town Owen Roberts Intl

2h 00mnonstop

1:30 pm - 3:25 pmGCM George Town Owen Roberts Intl-MCO Orlando

1h 55mnonstop

$471Southwest

Wed, Dec 9 - Wed, Dec 16

6:54 am - 2:45 pmMCO Orlando-GCM George Town Owen Roberts Intl

7h 51m1 stop Miami

3:30 pm - 9:28 amGCM George Town Owen Roberts Intl-MCO Orlando

17h 58m1 stop Charlotte Douglas

$471American Airlines

Wed, Dec 16 - Wed, Dec 23

9:00 am - 4:30 pmMCO Orlando-GCM George Town Owen Roberts Intl

7h 30m1 stop Houston George Bush Intcntl

5:45 pm - 10:46 amGCM George Town Owen Roberts Intl-MCO Orlando

17h 01m1 stop Houston George Bush Intcntl

$474United Airlines

Thu, Dec 10 - Sun, Dec 13

9:00 am - 4:00 pmMCO Orlando-GCM George Town Owen Roberts Intl

7h 00m1 stop Houston George Bush Intcntl

5:10 pm - 12:59 amGCM George Town Owen Roberts Intl-MCO Orlando

7h 49m1 stop Washington, D.C. Dulles Intl

$474United Airlines

Fri, Dec 18 - Wed, Dec 23

10:35 am - 12:35 pmMCO Orlando-GCM George Town Owen Roberts Intl

2h 00mnonstop

1:30 pm - 3:25 pmGCM George Town Owen Roberts Intl-MCO Orlando

1h 55mnonstop

$532Southwest

Mon, Dec 14 - Mon, Dec 21

10:35 am - 12:35 pmMCO Orlando-GCM George Town Owen Roberts Intl

2h 00mnonstop

1:30 pm - 3:25 pmGCM George Town Owen Roberts Intl-MCO Orlando

1h 55mnonstop

$593Southwest

Fri, Nov 27 - Mon, Dec 14

Cheap last minute flights

Enter your travel dates to find the best prices.

10:35 am - 12:10 pmMCO Orlando-GCM George Town Owen Roberts Intl

25h 35m1 stop Toronto Pearson Intl

1:10 pm - 9:33 amGCM George Town Owen Roberts Intl-MCO Orlando

20h 23m1 stop Toronto Pearson Intl

$507Air Canada

Thu, Nov 5 - Sun, Nov 8

1:25 pm - 12:10 pmMCO Orlando-GCM George Town Owen Roberts Intl

22h 45m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

1:10 pm - 9:33 amGCM George Town Owen Roberts Intl-MCO Orlando

20h 23m1 stop Toronto Pearson Intl

$510Air Canada

Thu, Nov 5 - Sun, Nov 8

6:00 am - 11:23 amMCO Orlando-GCM George Town Owen Roberts Intl

5h 23m1 stop Charlotte Douglas

8:23 am - 7:30 pmGCM George Town Owen Roberts Intl-MCO Orlando

11h 07m1 stop Miami

$619American Airlines

Mon, Nov 9 - Mon, Nov 16

1:25 pm - 12:10 pmMCO Orlando-GCM George Town Owen Roberts Intl

22h 45m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

1:10 pm - 12:26 pmGCM George Town Owen Roberts Intl-MCO Orlando

23h 16m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

$667Air Canada

Thu, Nov 5 - Sun, Nov 8

8:00 am - 7:58 pmMCO Orlando-GCM George Town Owen Roberts Intl

11h 58m1 stop Miami

3:45 pm - 12:04 amGCM George Town Owen Roberts Intl-MCO Orlando

8h 19m1 stop Miami

$669American Airlines

Thu, Nov 5 - Sun, Nov 8

1:25 pm - 12:10 pmMCO Orlando-GCM George Town Owen Roberts Intl

22h 45m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

1:10 pm - 11:58 pmGCM George Town Owen Roberts Intl-MCO Orlando

10h 48m1 stop Toronto Pearson Intl

$720Air Canada

Thu, Nov 5 - Sun, Nov 8

10:35 am - 12:35 pmMCO Orlando-GCM George Town Owen Roberts Intl

2h 00mnonstop

1:30 pm - 3:25 pmGCM George Town Owen Roberts Intl-MCO Orlando

1h 55mnonstop

$830Southwest

Mon, Nov 9 - Mon, Nov 16

1:25 pm - 12:10 pmMCO Orlando-GCM George Town Owen Roberts Intl

22h 45m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

1:10 pm - 12:26 pmGCM George Town Owen Roberts Intl-MCO Orlando

23h 16m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

$967Air Canada

Thu, Nov 5 - Sun, Nov 8

11:00 pm - 4:05 pmMCO Orlando-GCM George Town Owen Roberts Intl

41h 05m2 stops San Juan Luis Munoz Marin Intl Miami

11:30 am - 10:01 pmGCM George Town Owen Roberts Intl-MCO Orlando

10h 31m1 stop Panama City Tocumen Intl

$1,738Multiple Airlines

Mon, Nov 9 - 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

Dec 9

MCO9:55 amOrlando

4h 50m

1 stop

GCM2:45 pmGeorge Town Owen Roberts Intl

Dec 16

GCM12:21 pmGeorge Town Owen Roberts Intl

7h 00m

1 stop

MCO7:21 pmOrlando

$463

American Airlines

Dec 9

MCO9:55 amOrlando

10h 06m

1 stop

GCM8:01 pmGeorge Town Owen Roberts Intl

Dec 16

GCM3:45 pmGeorge Town Owen Roberts Intl

8h 02m

2 stops

MCO11:47 pmOrlando

$467

American Airlines

Dec 14

MCO6:00 amOrlando

5h 26m

1 stop

GCM11:26 amGeorge Town Owen Roberts Intl

Dec 21

GCM1:06 pmGeorge Town Owen Roberts Intl

7h 52m

1 stop

MCO8:58 pmOrlando

$476

Air Canada flights from Orlando to Cayman Islands

Our best Air Canada deals on Orlando to Cayman Islands flight tickets

Air Canada

Nov 25

MCO8:55 pmOrlando

15h 15m

1 stop

GCM12:10 pmGeorge Town Owen Roberts Intl

Dec 1

GCM1:10 pmGeorge Town Owen Roberts Intl

20h 23m

1 stop

MCO9:33 amOrlando

$483

Air Canada

Nov 23

MCO8:30 amOrlando

27h 40m

2 stops

GCM12:10 pmGeorge Town Owen Roberts Intl

Dec 1

GCM1:10 pmGeorge Town Owen Roberts Intl

10h 48m

1 stop

MCO11:58 pmOrlando

$486

Air Canada

Nov 23

MCO8:30 amOrlando

27h 40m

2 stops

GCM12:10 pmGeorge Town Owen Roberts Intl

Nov 25

GCM1:10 pmGeorge Town Owen Roberts Intl

34h 26m

2 stops

MCO11:36 pmOrlando

$490

momondo Fare Finder

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

Thu 12/3

6:30 am-4:30 pm

1 stop10h 00m

George Town Owen Roberts Intl

Mon 12/7

5:45 pm-10:46 am

1 stop17h 01m

$462

OrlandoGeorge Town

MCO Orlando - GCM George Town Owen Roberts Intl

MCOGCM

Orlando

Mon 12/14

9:00 am-4:30 pm

1 stop7h 30m

George Town Owen Roberts Intl

Mon 12/21

5:10 pm-12:59 am

1 stop7h 49m

$462

OrlandoGeorge Town

MCO Orlando - GCM George Town Owen Roberts Intl

MCOGCM

Orlando

Wed 12/9

9:55 am-2:45 pm

1 stop4h 50m

George Town Owen Roberts Intl

Wed 12/16

12:21 pm-7:21 pm

1 stop7h 00m

$463

OrlandoGeorge Town

MCO Orlando - GCM George Town Owen Roberts Intl

MCOGCM

Orlando

Wed 12/9

9:55 am-8:01 pm

1 stop10h 06m

George Town Owen Roberts Intl

Wed 12/16

3:45 pm-11:47 pm

2 stops8h 02m

$467

Quickest round-trip

OrlandoGeorge Town

MCO Orlando - GCM George Town Owen Roberts Intl

MCOGCM

Orlando

Wed 12/9

10:35 am-12:35 pm

Nonstop2h 00m

George Town Owen Roberts Intl

Wed 12/16

1:30 pm-3:25 pm

Nonstop1h 55m

$471

OrlandoGeorge Town

MCO Orlando - GCM George Town Owen Roberts Intl

MCOGCM

Orlando

Wed 12/16

6:54 am-2:45 pm

1 stop7h 51m

George Town Owen Roberts Intl

Wed 12/23

3:30 pm-9:28 am

1 stop17h 58m

$471

OrlandoGeorge Town

MCO Orlando - GCM George Town Owen Roberts Intl

MCOGCM

Orlando

Thu 12/10

9:00 am-4:30 pm

1 stop7h 30m

George Town Owen Roberts Intl

Sun 12/13

5:45 pm-10:46 am

1 stop17h 01m

$474

OrlandoGeorge Town

MCO Orlando - GCM George Town Owen Roberts Intl

MCOGCM

Orlando

Fri 12/18

9:00 am-4:00 pm

1 stop7h 00m

George Town Owen Roberts Intl

Wed 12/23

5:10 pm-12:59 am

1 stop7h 49m

$474

OrlandoGeorge Town

MCO Orlando - GCM George Town Owen Roberts Intl

MCOGCM

Orlando

Mon 12/14

10:35 am-12:35 pm

Nonstop2h 00m

George Town Owen Roberts Intl

Mon 12/21

1:30 pm-3:25 pm

Nonstop1h 55m

$532

OrlandoGeorge Town

MCO Orlando - GCM George Town Owen Roberts Intl

MCOGCM

Orlando

Fri 11/27

10:35 am-12:35 pm

Nonstop2h 00m

George Town Owen Roberts Intl

Mon 12/14

1:30 pm-3:25 pm

Nonstop1h 55m

$593

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Other information

What is the cheapest month to fly to Cayman Islands?

If you aren’t able to travel to Cayman Islands during the month of April, then flying in November is also cheap. Prices for this month can be found on momondo for an average of $523.

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 $593. 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 $707.

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 $645 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 70% 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	$178
Fastest flight time	1h 50m
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 $178. The best round-trip flight deal from Orlando to Cayman Islands found on momondo in the last 72 hours is $462.

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?
As of November 2026, there are 2 operators available to choose from 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?
momondo data reveals that the most frequently booked plane model on the route from Orlando to Cayman Islands is Boeing 737-700 Passenger/BBJ1 (winglets), representing 33.33% of all bookings. The subsequent popular models are Airbus A220-300 at 33.33% and Boeing 737-800 Passenger/BBJ2 (winglets) at 33.33%.

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 Airlines	PriceFrom $422	Free Cancellation	Rating 7.0 12,230 reviews		Search American Airlines flights
Southwest	PriceFrom $460	Free Cancellation	Rating 8.0 4,215 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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Complete your trip

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Popular cities in the Cayman Islands

Flights to George Townfrom $326

Flights to Cayman Bracfrom $322

Flights to Little Caymanfrom $404

Cheap flights from Orlando to the Cayman Islands from $178

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 2/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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American Airlines flights from Orlando to Cayman Islands

Our best American Airlines deals on Orlando to Cayman Islands flight tickets

Air Canada flights from Orlando to Cayman Islands

Our best Air Canada deals on Orlando to Cayman Islands flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Orlando to the Cayman Islands that are best for you.

See travel insights to the Cayman Islands from

How to get the cheapest flight ticket from Orlando to Cayman Islands

What is the cheapest month to fly to Cayman Islands?

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

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

What is the cheapest Orlando to Cayman Islands flight route?

What cabin class options are available on Orlando to Cayman Islands flights?

Can stopping save me money on Orlando to Cayman Islands flights?

What is the cheapest airline that flies from Orlando to Cayman Islands?

How many flights depart from Orlando to Cayman Islands on average per week?

Cheap Orlando to Cayman Islands flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Airports in Cayman Islands

Frequently asked questions about flying from Orlando to the 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

Why use momondo?

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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

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

Orlando flight routes

According to popular flight searches on momondo this year

Cayman Islands flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to the Cayman Islands

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to the Cayman Islands

List of cabin classes available on flights landing in the Cayman Islands. Availability may vary depending on flight origin and airline.

Complete your trip to the Cayman Islands

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According to popular flight searches on momondo this year