HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Cayman Islands

$65+ Cheap flights from Orlando (ORL) to the Cayman Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/7. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — GCM
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Orlando to Cayman Islands with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Orlando to Cayman Islands

Cheapest flights from Orlando to Cayman Islands
Explore the most affordable flight options available from Orlando to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:45 amMCO - GCM
1 stop7h 00mSpirit Airlines
Thu 1/12:40 pmGCM - MCO
1 stop17h 05mSpirit Airlines
Deal found 12/16$312
This Kiwi.com deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/247:34 pmMCO - GCM
1 stop18h 11mSpirit Airlines
Sun 12/282:40 pmGCM - MCO
1 stop17h 05mSpirit Airlines
Deal found 12/15$313
This Kiwi.com deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/247:34 pmMCO - GCM
1 stop18h 11mSpirit Airlines
Thu 1/12:40 pmGCM - MCO
1 stop17h 05mSpirit Airlines
Deal found 12/16$319
This Kiwi.com deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:45 amMCO - GCM
1 stop7h 00mSpirit Airlines
Sun 12/282:40 pmGCM - MCO
1 stop17h 05mSpirit Airlines
Deal found 12/16$323
This Kiwi.com deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:45 amMCO - GCM
1 stop7h 00mSpirit Airlines
Sat 12/275:56 pmGCM - MCO
1 stop13h 49mSpirit Airlines
Deal found 12/16$328
This Kiwi.com deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:34 pmMCO - GCM
1 stop19h 11mSpirit Airlines
Sat 12/275:56 pmGCM - MCO
1 stop13h 49mSpirit Airlines
Deal found 12/16$330
This Kiwi.com deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/206:45 amMCO - GCM
1 stop10h 10mSpirit Airlines
Thu 1/12:40 pmGCM - MCO
1 stop17h 05mSpirit Airlines
Deal found 12/16$345
This Kiwi.com deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/206:45 amMCO - GCM
1 stop10h 10mSpirit Airlines
Thu 12/252:40 pmGCM - MCO
1 stop22h 30mSpirit Airlines
Deal found 12/16$352

Find flight deals from Orlando to Cayman Islands

Keep the following information in mind while searching for Orlando to Cayman Islands flight deals. Data was last updated December 18, 2025.

Round-trip from

$233
(Priceline)

One-way from

$65
(Flightnetwork)

Popular in

November

Cheapest in

January

Average price

$528

Good round-trip deal

$468 or less
From Orlando (ORL) to Cayman Islands
Search Deals
One-way flight from Orlando (ORL) to Cayman Islands
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($34 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($23 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Orlando (ORL) to Cayman Islands.
Search Deals

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2025.
Use the filters below to find and compare flights from Orlando to the Cayman Islands that are best for you.

Fly from

Orlando

Fly to

Cayman Islands

Route

Depart

Return

Price

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 1/15

6:00 am-1:53 pm

1 stop7h 53m

George Town Owen Roberts Intl

Sun 1/18

2:49 pm-11:59 pm

1 stop9h 10m

$243

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 1/10

9:01 am-1:38 pm

1 stop4h 37m

George Town Owen Roberts Intl

Sat 1/17

2:34 pm-11:59 pm

1 stop9h 25m

$253

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 1/22

6:00 am-1:53 pm

1 stop7h 53m

George Town Owen Roberts Intl

Thu 1/29

2:49 pm-11:59 pm

1 stop9h 10m

$259

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 1/10

6:59 pm-1:53 pm

1 stop18h 54m

George Town Owen Roberts Intl

Sat 1/17

2:34 pm-12:20 am

2 stops9h 46m

$307

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 2/18

6:54 pm-1:43 pm

1 stop18h 49m

George Town Owen Roberts Intl

Sun 2/22

2:49 pm-11:54 pm

1 stop9h 05m

$323

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 1/15

6:00 am-1:53 pm

1 stop7h 53m

George Town Owen Roberts Intl

Thu 1/22

2:49 pm-7:53 am

2 stops17h 04m

$323

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 2/26

6:00 am-1:43 pm

1 stop7h 43m

George Town Owen Roberts Intl

Sun 3/1

2:49 pm-7:31 am

2 stops16h 42m

$335

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 1/1

6:45 am-1:45 pm

1 stop7h 00m

George Town Owen Roberts Intl

Sun 1/4

2:40 pm-7:45 am

1 stop17h 05m

$339

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 1/15

6:00 am-11:35 am

3 stops29h 35m

George Town Owen Roberts Intl

Sun 1/18

2:49 pm-11:59 pm

1 stop9h 10m

$360

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 3/4

11:00 am-12:55 pm

Nonstop1h 55m

$136

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 17 results
1
2

Best time to book a flight from Orlando to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Orlando with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Orlando to the Cayman Islands

What is the cheapest month to book a flight from Orlando to Cayman Islands?

Currently, August is the cheapest month in which you can book a flight from Orlando to Cayman Islands (average of $241). Flying from Orlando to Cayman Islands in March is currently the most expensive (average of $574). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ORL to KY?

Find hourly flight availability from Orlando to Cayman Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

When flying from Orlando to Cayman Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cayman Islands. Reviews last updated December 18, 2025.
Read through reviews of airlines operating flights from Orlando to the Cayman Islands, such as Southwest and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,250 reviews

Crew

8.6

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,250 reviews
Southwest
7.9
Good
4,250 reviews

Crew

8.6

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,054 reviews
Southwest
7.9
Good
4,250 reviews

Crew

8.6

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Orlando to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Orlando to Cayman Islands?

    A quick flight from Orlando to Cayman Islands can take about 7h 53m. Spirit Airlines provides one of the quickest options available for as low as $243. The distance from Orlando to Cayman Islands is about 631 mi.

  • What are the cheapest flights from Orlando to Cayman Islands?

    Looking at all options, your cheapest flight can be booked for $441. While the most popular route (Orlando - George Town Owen Roberts Intl) can be booked for $233 on average, our data indicates $541 when flying from Orlando to Cayman Islands.

  • Can I find deals for flights from Orlando to Cayman Islands that include hotel bookings?

    Yes. In addition to deals on Orlando to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Orlando to Cayman Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Orlando to Cayman Islands.

  • Can I find deals for business class flights from Orlando to Cayman Islands?

    Yes. Cheapflights offers flight deals from Orlando to Cayman Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Orlando to Cayman Islands?

    Currently, August is the cheapest month in which you can book a flight from Orlando to Cayman Islands (average of $241). Flying from Orlando to Cayman Islands in March is currently the most expensive (average of $574). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Orlando to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
Orlando to Luis Munoz Marin Intl flights
Tampa to Luis Munoz Marin Intl flights
Fort Lauderdale to Luis Munoz Marin Intl flights
Orlando to Punta Cana flights
Miami to Santo Domingo flights
Fort Lauderdale to Santo Domingo flights
Miami to Luis Munoz Marin Intl flights
Miami to Punta Cana flights
Fort Lauderdale to Punta Cana flights
Miami to Nassau flights
Orlando to Santo Domingo flights
Fort Lauderdale to Nassau flights
Fort Lauderdale to Kingston flights
Orlando to Aguadilla flights
Orlando to Ponce flights
Orlando to Montego Bay flights
Fort Lauderdale to Montego Bay flights
Jacksonville to Luis Munoz Marin Intl flights
Miami to Oranjestad flights
Miami to Havana flights
Miami to Port of Spain flights
Tampa to Punta Cana flights
West Palm Beach to Luis Munoz Marin Intl flights
Orlando to Santiago de los Caballeros flights
Fort Lauderdale to Santiago de los Caballeros flights
Orlando to Nassau flights
Fort Lauderdale to Saint Thomas Island flights
Orlando to Saint Thomas Island flights
Miami to Willemstad flights
Miami to Providenciales flights
Miami to Simpson Bay flights
Orlando to Port of Spain flights
Orlando to Oranjestad flights
Miami to Kingston flights
Miami to Montego Bay flights
Miami to Castries flights
Miami to Cap Haitien flights
Fort Lauderdale to Port of Spain flights
Miami to George Town flights
Miami to Saint Thomas Island flights
Fort Lauderdale to Simpson Bay flights
Fort Lauderdale to Oranjestad flights
Tampa to Nassau flights
Tampa to Saint Thomas Island flights
Miami to Bridgetown flights
Miami to Santiago de los Caballeros flights
Tampa to George Town flights
Pensacola to Luis Munoz Marin Intl flights
Tampa to Montego Bay flights
Miami to Road Town flights

Top 2 airlines flying from Orlando to Cayman Islands

Discover the top 2 airlines that operate flights from Orlando to Cayman Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$425Average$535FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$468Average$604FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
©2025 Cheapflights