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Cayman Islands

$65+ Cheap flights from Orlando (MCO) 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 1/11. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — GCM
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
1 adult, Economy
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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 28, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/27. 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 12/317:34 pmMCO - GCM
1 stop18h 11mSpirit Airlines
Sun 1/42:40 pmGCM - MCO
1 stop17h 05mSpirit Airlines
Deal found 12/27$394
This Kiwi.com deal was found by Cheapflights users on 12/27. 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 12/318:47 amMCO - GCM
2 stops26h 48mMultiple Airlines
Sun 1/42:40 pmGCM - MCO
1 stop17h 05mMultiple Airlines
Deal found 12/27$457
This Kiwi.com deal was found by Cheapflights users on 12/27. 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 12/317:34 pmMCO - GCM
1 stop18h 11mMultiple Airlines
Sat 1/35:56 pmGCM - MCO
2 stops13h 41mMultiple Airlines
Deal found 12/27$500
This Priceline deal was found by Cheapflights users on 12/26. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/286:45 amMCO - GCM
1 stop7h 00mMultiple Airlines
Wed 12/313:40 pmGCM - MCO
1 stop27h 29mMultiple Airlines
Deal found 12/26$571
This Kiwi.com deal was found by Cheapflights users on 12/27. 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 12/316:34 pmMCO - GCM
1 stop19h 11mSpirit Airlines
Sat 1/35:56 pmGCM - MCO
1 stop13h 49mSpirit Airlines
Deal found 12/27$605
This Delta deal was found by Cheapflights users on 12/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:30 amMCO - GCM
1 stop8h 57mDelta
Mon 1/53:45 pmGCM - MCO
1 stop8h 18mDelta
Deal found 12/27$686
This Southwest deal was found by Cheapflights users on 12/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2910:40 amMCO - GCM
Nonstop1h 55mSouthwest
Mon 1/51:30 pmGCM - MCO
Nonstop1h 55mSouthwest
Deal found 12/27$772
This Southwest deal was found by Cheapflights users on 12/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:40 amMCO - GCM
Nonstop1h 55mSouthwest
Sun 1/41:30 pmGCM - MCO
Nonstop1h 55mSouthwest
Deal found 12/27$812
This Kiwi.com deal was found by Cheapflights users on 12/27. 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.
Mon 12/2911:20 amMCO - GCM
1 stop29h 05mMultiple Airlines
Mon 1/54:45 pmGCM - MCO
2 stops31h 36mMultiple Airlines
Deal found 12/27$947
This Southwest deal was found by Cheapflights users on 12/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2810:40 amMCO - GCM
Nonstop1h 55mSouthwest
Wed 12/311:30 pmGCM - MCO
Nonstop1h 55mSouthwest
Deal found 12/26$1,119

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 28, 2025.

Round-trip from

$247
(FlightHub)

One-way from

$65
(Mytrip)

Popular in

November

Cheapest in

December

Average price

$528

Good round-trip deal

$521 or less
From Orlando to Cayman Islands
Search Deals
One-way flight from Orlando to Cayman Islands
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($33 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 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 28, 2025.
Use the filters below to find and compare flights from Orlando Airport 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 1/22

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

$247

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 2/1

6:00 am-1:53 pm

1 stop7h 53m

George Town Owen Roberts Intl

Sun 2/8

2:49 pm-11:59 pm

1 stop9h 10m

$247

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 1/25

6:00 am-1:53 pm

1 stop7h 53m

George Town Owen Roberts Intl

Thu 1/29

2:49 pm-7:43 am

1 stop16h 54m

$294

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 1/17

9:01 am-1:38 pm

1 stop4h 37m

George Town Owen Roberts Intl

Sun 1/18

2:49 pm-9:47 am

2 stops18h 58m

$326

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 1/14

6:59 pm-1:53 pm

1 stop18h 54m

George Town Owen Roberts Intl

Mon 1/19

4:45 pm-2:42 pm

2 stops21h 57m

$365

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 1/25

7:20 am-12:25 pm

3 stops29h 05m

George Town Owen Roberts Intl

Thu 1/29

2:49 pm-11:59 pm

1 stop9h 10m

$408

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 1/14

8:30 am-12:25 pm

2 stops27h 55m

George Town Owen Roberts Intl

Mon 1/19

1:30 pm-11:02 pm

2 stops33h 32m

$444

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Fri 6/12

7:00 am-11:30 am

1 stop29h 30m

George Town Owen Roberts Intl

Mon 6/22

12:25 pm-10:42 pm

2 stops33h 17m

$450

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 1/22

10:00 pm-12:25 pm

1 stop14h 25m

George Town Owen Roberts Intl

Thu 1/29

1:30 pm-7:45 pm

2 stops30h 15m

$463

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 6/10

7:00 am-11:30 am

1 stop29h 30m

George Town Owen Roberts Intl

Mon 6/22

12:25 pm-10:42 pm

2 stops33h 17m

$468

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/28

Showing 1-10 of 21 results
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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 Airport to the Cayman Islands

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

Currently, August is the cheapest month in which you can book a flight from Orlando Airport to Cayman Islands (average of $241). Flying from Orlando Airport 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 MCO 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 28, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Orlando Airport to Cayman Islands as you normally would.

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 28, 2025.
See what other customers who have flown with Southwest and American Airlines from Orlando Airport to the Cayman Islands have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,256 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

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
8.0
Very good
4,256 reviews
Southwest
8.0
Very good
4,256 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

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
11,072 reviews
Southwest
8.0
Very good
4,256 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

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 Airport to Cayman Islands?

    Departing from Orlando Airport to Cayman Islands will take you 7h 53m. There are 631 mi between Orlando Airport and Cayman Islands.

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

    While on average a flight from Orlando Airport to Cayman Islands is generally $581, our data shows the cheapest flight currently is $441. When looking at the most popular route, (Orlando - George Town Owen Roberts Intl), you can expect to pay $247 for that flight.

  • 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 Airport to Cayman Islands?

    Currently, August is the cheapest month in which you can book a flight from Orlando Airport to Cayman Islands (average of $241). Flying from Orlando Airport 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

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Alternative routes for Orlando to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
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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 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$425Average$535FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$474Average$615FlexibilityNo cancel feeOn-time63%

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