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

Southwest, Air Canada, and United Airlines are the most popular carriers operating from Orlando to 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 September 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.

$109 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

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

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

$399Southwest

Mon, Nov 16 - Fri, Nov 20

8:55 pm - 12:10 pmMCO Orlando-GCM George Town Owen Roberts Intl

15h 15m1 stop Toronto Pearson Intl

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

10h 48m1 stop Toronto Pearson Intl

$407Air Canada

Mon, Nov 30 - Thu, Dec 3

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

25h 35m1 stop Toronto Pearson Intl

1:10 pm - 12:25 pmGCM George Town Owen Roberts Intl-MCO Orlando

23h 15m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

$410Air Canada

Mon, Nov 30 - Thu, Dec 3

6:05 am - 11:30 amMCO Orlando-GCM George Town Owen Roberts Intl

6h 25m1 stop Charlotte Douglas

8:00 am - 5:50 pmGCM George Town Owen Roberts Intl-MCO Orlando

8h 50m1 stop Miami

$412American Airlines

Fri, Oct 23 - Tue, Oct 27

5:50 am - 11:30 amMCO Orlando-GCM George Town Owen Roberts Intl

6h 40m1 stop Charlotte Douglas

12:55 pm - 6:43 pmGCM George Town Owen Roberts Intl-MCO Orlando

5h 48m1 stop Miami

$416American Airlines

Tue, Oct 27 - Tue, Nov 3

6:05 am - 11:30 amMCO Orlando-GCM George Town Owen Roberts Intl

6h 25m1 stop Charlotte Douglas

12:00 pm - 11:15 pmGCM George Town Owen Roberts Intl-MCO Orlando

10h 15m2 stops Miami Charlotte Douglas

$417American Airlines

Fri, Oct 23 - Tue, Oct 27

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

$431United Airlines

Wed, Dec 2 - Mon, Dec 7

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

2h 00mnonstop

2:20 pm - 4:15 pmGCM George Town Owen Roberts Intl-MCO Orlando

1h 55mnonstop

$497Southwest

Tue, Nov 17 - Sat, Nov 21

10:55 am - 12:55 pmMCO Orlando-GCM George Town Owen Roberts Intl

2h 00mnonstop

1:50 pm - 3:45 pmGCM George Town Owen Roberts Intl-MCO Orlando

1h 55mnonstop

$532Southwest

Thu, Jan 28 - Mon, Feb 1

10:55 am - 12:55 pmMCO Orlando-GCM George Town Owen Roberts Intl

2h 00mnonstop

1:50 pm - 3:45 pmGCM George Town Owen Roberts Intl-MCO Orlando

1h 55mnonstop

$573Southwest

Thu, Jan 21 - Sun, Jan 24

Cheap direct flights

Enter your travel dates to find the best prices.

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

$399Southwest

Mon, Nov 16 - Fri, Nov 20

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

2h 00mnonstop

2:20 pm - 4:15 pmGCM George Town Owen Roberts Intl-MCO Orlando

1h 55mnonstop

$497Southwest

Tue, Nov 17 - Sat, Nov 21

10:55 am - 12:55 pmMCO Orlando-GCM George Town Owen Roberts Intl

2h 00mnonstop

1:50 pm - 3:45 pmGCM George Town Owen Roberts Intl-MCO Orlando

1h 55mnonstop

$532Southwest

Thu, Jan 28 - Mon, Feb 1

10:55 am - 12:55 pmMCO Orlando-GCM George Town Owen Roberts Intl

2h 00mnonstop

1:50 pm - 3:45 pmGCM George Town Owen Roberts Intl-MCO Orlando

1h 55mnonstop

$573Southwest

Thu, Jan 21 - Sun, Jan 24

10:55 am - 12:55 pmMCO Orlando-GCM George Town Owen Roberts Intl

2h 00mnonstop

1:50 pm - 3:45 pmGCM George Town Owen Roberts Intl-MCO Orlando

1h 55mnonstop

$583Southwest

Wed, Feb 24 - Sun, Feb 28

11:00 am - 1:00 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

$683Southwest

Sat, Dec 12 - Wed, Dec 23

10:55 am - 12:55 pmMCO Orlando-GCM George Town Owen Roberts Intl

2h 00mnonstop

1:25 pm - 3:20 pmGCM George Town Owen Roberts Intl-MCO Orlando

1h 55mnonstop

$683Southwest

Sun, Jan 17 - Sat, Jan 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

$723Southwest

Sun, Nov 22 - Wed, Nov 25

10:55 am - 12:55 pmMCO Orlando-GCM George Town Owen Roberts Intl

2h 00mnonstop

1:50 pm - 3:45 pmGCM George Town Owen Roberts Intl-MCO Orlando

1h 55mnonstop

$738Southwest

Fri, Jan 15 - Sun, Jan 24

10:55 am - 12:55 pmMCO Orlando-GCM George Town Owen Roberts Intl

2h 00mnonstop

1:50 pm - 3:45 pmGCM George Town Owen Roberts Intl-MCO Orlando

1h 55mnonstop

$754Southwest

Thu, Jan 14 - Mon, Jan 18

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Southwest flights from Orlando to Cayman Islands

Our best Southwest deals on Orlando to Cayman Islands flight tickets

Southwest

Nov 16

MCO10:35 amOrlando

2h 00m

GCM12:35 pmGeorge Town Owen Roberts Intl

Nov 20

GCM1:30 pmGeorge Town Owen Roberts Intl

1h 55m

MCO3:25 pmOrlando

$399

Southwest

Nov 17

MCO10:35 amOrlando

2h 00m

GCM12:35 pmGeorge Town Owen Roberts Intl

Nov 21

GCM2:20 pmGeorge Town Owen Roberts Intl

1h 55m

MCO4:15 pmOrlando

$497

Southwest

Nov 17

MCO10:35 amOrlando

2h 00m

GCM12:35 pmGeorge Town Owen Roberts Intl

Nov 21

GCM4:10 pmGeorge Town Owen Roberts Intl

8h 00m

1 stop

MCO12:10 amOrlando

$648

Air Canada flights from Orlando to Cayman Islands

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

Air Canada

Nov 30

MCO8:55 pmOrlando

15h 15m

1 stop

GCM12:10 pmGeorge Town Owen Roberts Intl

Dec 3

GCM1:10 pmGeorge Town Owen Roberts Intl

10h 48m

1 stop

MCO11:58 pmOrlando

$407

Air Canada

Nov 30

MCO10:35 amOrlando

25h 35m

1 stop

GCM12:10 pmGeorge Town Owen Roberts Intl

Dec 3

GCM1:10 pmGeorge Town Owen Roberts Intl

23h 15m

2 stops

MCO12:25 pmOrlando

$410

Air Canada

Dec 2

MCO10:35 amOrlando

25h 35m

1 stop

GCM12:10 pmGeorge Town Owen Roberts Intl

Dec 7

GCM1:10 pmGeorge Town Owen Roberts Intl

23h 15m

2 stops

MCO12:25 pmOrlando

$460

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

Quickest round-trip

OrlandoGeorge Town

MCO Orlando - GCM George Town Owen Roberts Intl

MCOGCM

Orlando

Mon 11/16

10:35 am-12:35 pm

Nonstop2h 00m

George Town Owen Roberts Intl

Fri 11/20

1:30 pm-3:25 pm

Nonstop1h 55m

$399

OrlandoGeorge Town

MCO Orlando - GCM George Town Owen Roberts Intl

MCOGCM

Orlando

Mon 11/30

8:55 pm-12:10 pm

1 stop15h 15m

George Town Owen Roberts Intl

Thu 12/3

1:10 pm-11:58 pm

1 stop10h 48m

$407

OrlandoGeorge Town

MCO Orlando - GCM George Town Owen Roberts Intl

MCOGCM

Orlando

Mon 11/30

10:35 am-12:10 pm

1 stop25h 35m

George Town Owen Roberts Intl

Thu 12/3

1:10 pm-12:25 pm

2 stops23h 15m

$410

OrlandoGeorge Town

MCO Orlando - GCM George Town Owen Roberts Intl

MCOGCM

Orlando

Fri 10/23

6:05 am-11:30 am

1 stop6h 25m

George Town Owen Roberts Intl

Tue 10/27

8:00 am-5:50 pm

1 stop8h 50m

$412

OrlandoGeorge Town

MCO Orlando - GCM George Town Owen Roberts Intl

MCOGCM

Orlando

Tue 10/27

5:50 am-11:30 am

1 stop6h 40m

George Town Owen Roberts Intl

Tue 11/3

12:55 pm-6:43 pm

1 stop5h 48m

$416

OrlandoGeorge Town

MCO Orlando - GCM George Town Owen Roberts Intl

MCOGCM

Orlando

Fri 10/23

6:05 am-11:30 am

1 stop6h 25m

George Town Owen Roberts Intl

Tue 10/27

12:00 pm-11:15 pm

2 stops10h 15m

$417

OrlandoGeorge Town

MCO Orlando - GCM George Town Owen Roberts Intl

MCOGCM

Orlando

Wed 12/2

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

$431

OrlandoGeorge Town

MCO Orlando - GCM George Town Owen Roberts Intl

MCOGCM

Orlando

Tue 11/17

10:35 am-12:35 pm

Nonstop2h 00m

George Town Owen Roberts Intl

Sat 11/21

2:20 pm-4:15 pm

Nonstop1h 55m

$497

OrlandoGeorge Town

MCO Orlando - GCM George Town Owen Roberts Intl

MCOGCM

Orlando

Thu 1/28

10:55 am-12:55 pm

Nonstop2h 00m

George Town Owen Roberts Intl

Mon 2/1

1:50 pm-3:45 pm

Nonstop1h 55m

$532

OrlandoGeorge Town

MCO Orlando - GCM George Town Owen Roberts Intl

MCOGCM

Orlando

Thu 1/21

10:55 am-12:55 pm

Nonstop2h 00m

George Town Owen Roberts Intl

Sun 1/24

1:50 pm-3:45 pm

Nonstop1h 55m

$573

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

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 February is also cheap. Prices for this month can be found on momondo for an average of $532.

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 Saturday as prices are generally higher than usual. According to our data, the average ticket price to Cayman Islands on Saturday is $693.

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 $637 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	$109
Fastest flight time	2h 00m
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 $109. The best round-trip flight deal from Orlando to Cayman Islands found on momondo in the last 72 hours is $399.

The fastest flight from Orlando to Cayman Islands takes 2h 00m

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 September 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 $425	Free Cancellation	Rating 7.1 12,056 reviews		Search American Airlines flights
Southwest	PriceFrom $460	Free Cancellation	Rating 8.0 4,190 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.

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Popular cities

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Complete your trip

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Popular cities in the Cayman Islands

Flights to George Townfrom $252

Flights to Cayman Bracfrom $312

Flights to Little Caymanfrom $367

Cheap flights from Orlando to the Cayman Islands from $109

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 10/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Orlando to the Cayman Islands

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Southwest flights from Orlando to Cayman Islands

Our best Southwest 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?

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

Explore popular destinations other users love

According to popular flight searches on momondo this year