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Cayman Islands

$80+ 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 12/14. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — GCM
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Find 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 October 28, 2025.

This Mytrip deal was found by Cheapflights users on 10/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:44 amMCO - GCM
1 stop7h 01mSpirit Airlines
Sun 12/72:40 pmGCM - MCO
2 stops18h 01mSpirit Airlines
Deal found 10/26$339
This Mytrip deal was found by Cheapflights users on 10/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:44 amMCO - GCM
1 stop7h 01mMultiple Airlines
Sun 12/75:10 pmGCM - MCO
1 stop15h 36mMultiple Airlines
Deal found 10/26$370
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/245:31 amMCO - GCM
2 stops15h 44mMultiple Airlines
Thu 12/42:40 pmGCM - MCO
1 stop26h 49mMultiple Airlines
Deal found 10/26$399
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/238:19 amMCO - GCM
2 stops27h 16mMultiple Airlines
Thu 12/42:40 pmGCM - MCO
1 stop17h 05mMultiple Airlines
Deal found 10/26$420
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/269:15 pmMCO - GCM
1 stop16h 29mMultiple Airlines
Thu 12/42:40 pmGCM - MCO
1 stop22h 44mMultiple Airlines
Deal found 10/26$452
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2712:05 pmMCO - GCM
2 stops23h 30mMultiple Airlines
Thu 12/42:40 pmGCM - MCO
1 stop17h 05mMultiple Airlines
Deal found 10/26$466
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/107:15 amMCO - GCM
1 stop30h 45mMultiple Airlines
Wed 12/177:00 amGCM - MCO
2 stops16h 41mMultiple Airlines
Deal found 10/26$477
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/207:00 amMCO - GCM
2 stops14h 15mMultiple Airlines
Thu 11/272:50 pmGCM - MCO
1 stop23h 10mMultiple Airlines
Deal found 10/26$487
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Thu 11/65:25 amMCO - GCM
2 stops15h 50mMultiple Airlines
Thu 11/132:50 pmGCM - MCO
1 stop25h 10mMultiple Airlines
Deal found 10/27$498
This Mytrip deal was found by Cheapflights users on 10/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/206:30 amMCO - GCM
2 stops29h 55mMultiple Airlines
Mon 11/247:00 amGCM - MCO
2 stops27h 14mMultiple Airlines
Deal found 10/27$501

Cheap 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 October 28, 2025.

Round-trip from

$338
(Mytrip)

One-way from

$80
(Priceline)

Popular in

August

Cheapest in

November

Average price

$563

Good one-way deal

$206 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. 9% potential increase in price ($59 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($22 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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Price to beat on a one-way 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 October 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

6:55 am-1:40 pm

1 stop6h 45m

George Town Owen Roberts Intl

Mon 1/26

7:00 am-10:04 am

3 stops27h 04m

$402

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 1/22

6:00 am-2:35 pm

1 stop8h 35m

George Town Owen Roberts Intl

Mon 1/26

3:40 pm-10:35 am

1 stop18h 55m

$436

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 1/14

11:00 am-12:55 pm

Nonstop1h 55m

George Town Owen Roberts Intl

Wed 1/21

1:50 pm-3:45 pm

Nonstop1h 55m

$444

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 1/14

11:00 am-12:55 pm

Nonstop1h 55m

George Town Owen Roberts Intl

Sun 1/18

1:50 pm-3:45 pm

Nonstop1h 55m

$478

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 11/20

6:30 am-12:25 pm

2 stops29h 55m

George Town Owen Roberts Intl

Mon 11/24

7:00 am-10:14 am

2 stops27h 14m

$501

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 1/14

9:15 pm-1:44 pm

1 stop16h 29m

George Town Owen Roberts Intl

Wed 1/21

5:10 pm-7:38 pm

1 stop26h 28m

$505

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 11/20

10:40 am-12:35 pm

Nonstop1h 55m

George Town Owen Roberts Intl

Mon 11/24

1:30 pm-3:25 pm

Nonstop1h 55m

$512

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 11/20

10:40 am-12:35 pm

Nonstop1h 55m

George Town Owen Roberts Intl

Tue 11/25

1:30 pm-3:25 pm

Nonstop1h 55m

$512

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 11/20

6:00 am-2:31 pm

1 stop8h 31m

George Town Owen Roberts Intl

Mon 11/24

3:43 pm-9:24 am

1 stop17h 41m

$513

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 11/27

6:00 am-2:31 pm

1 stop8h 31m

$160

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 16 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 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 $523). 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 October 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 October 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
4,240 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,240 reviews
Southwest
8.0
Very good
4,240 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,032 reviews
Southwest
8.0
Very good
4,240 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 1h 55m. There are 631 mi between Orlando Airport and Cayman Islands. Both multi-stop and nonstop flights can be found to your destination and back.

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

    While on average a flight from Orlando Airport to Cayman Islands is generally $206, our data shows the cheapest flight currently is $206. When looking at the most popular route, (Orlando - George Town Owen Roberts Intl), you can expect to pay $339 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 $523). 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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$425Average$532FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$448Average$596FlexibilityNo cancel feeOn-time63%

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