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$161+ Cheap flights from the Cayman Islands to Orlando (ORL)

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 12/13. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — ORL
Dec 20 — Dec 271
Sat 12/20
Sat 12/27
1 adult, Economy
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Cheap flight deals from Cayman Islands to Orlando

Keep the following information in mind while searching for Cayman Islands to Orlando flight deals. Data was last updated November 20, 2025.

Round-trip from

$289
(Kiwi.com)

One-way from

$161
(Priceline)

Popular in

March

Cheapest in

January

Average price

$654

Good one-way deal

$282 or less
From Cayman Islands to Orlando (ORL)
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One-way flight from Cayman Islands to Orlando (ORL)
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Highest demand for flights based on searches. 8% potential increase in price ($49 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Price to beat on a one-way flight from Cayman Islands to Orlando (ORL).
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Find flight deals from Cayman Islands to Orlando

Cheapest flights from Cayman Islands to Orlando
Explore the most affordable flight options available from Cayman Islands to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/19. 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 12/112:40 pmGCM - MCO
1 stop17h 05mSpirit Airlines
Sat 12/137:49 pmMCO - GCM
1 stop17h 56mSpirit Airlines
Deal found 11/19$289
This Kiwi.com deal was found by Cheapflights users on 11/19. 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 12/72:40 pmGCM - MCO
1 stop17h 05mSpirit Airlines
Sat 12/137:49 pmMCO - GCM
1 stop17h 56mSpirit Airlines
Deal found 11/19$297
This Mytrip deal was found by Cheapflights users on 11/19. 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.
Sun 12/142:40 pmGCM - MCO
2 stops18h 01mSpirit Airlines
Thu 12/186:45 amMCO - GCM
1 stop7h 00mSpirit Airlines
Deal found 11/19$343
This Mytrip deal was found by Cheapflights users on 11/19. 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.
Fri 12/124:45 pmGCM - MCO
2 stops25h 10mMultiple Airlines
Thu 12/186:45 amMCO - GCM
1 stop7h 00mMultiple Airlines
Deal found 11/19$363
This Kiwi.com deal was found by Cheapflights users on 11/19. 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.
Tue 12/167:00 amGCM - MCO
2 stops16h 41mMultiple Airlines
Thu 12/186:45 amMCO - GCM
1 stop7h 00mMultiple Airlines
Deal found 11/19$395

Cheapflights Fare Finder

 
Customize your flight search to find flights from Cayman Islands to Orlando 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 November 20, 2025.
Use the filters below to find and compare flights from the Cayman Islands to Orlando that are best for you.

Fly from

Cayman Islands

Fly to

Orlando

Route

Depart

Return

Price

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Thu 12/11

2:40 pm-7:45 am

1 stop17h 05m

Orlando

Sat 12/13

7:49 pm-1:45 pm

1 stop17h 56m

$289

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Sun 12/7

2:40 pm-7:45 am

1 stop17h 05m

Orlando

Sat 12/13

7:49 pm-1:45 pm

1 stop17h 56m

$297

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Fri 12/12

4:45 pm-5:55 pm

2 stops25h 10m

Orlando

Thu 12/18

6:45 am-1:45 pm

1 stop7h 00m

$363

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Tue 12/16

7:00 am-7:45 am

3 stops24h 45m

Orlando

Thu 12/18

6:45 am-1:45 pm

1 stop7h 00m

$378

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Sun 12/14

5:10 pm-8:46 am

1 stop15h 36m

Orlando

Thu 12/18

6:45 am-1:45 pm

1 stop7h 00m

$440

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Wed 3/4

1:50 pm-3:45 pm

Nonstop1h 55m

$223

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Wed 2/11

1:50 pm-3:45 pm

Nonstop1h 55m

$223

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Tue 2/10

1:50 pm-3:45 pm

Nonstop1h 55m

$223

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Fri 1/16

1:50 pm-3:45 pm

Nonstop1h 55m

$223

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Wed 2/18

1:50 pm-3:45 pm

Nonstop1h 55m

$223

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/17

Showing 1-10 of 13 results
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Best time to book a flight from Cayman Islands to Orlando

Have a flexible travel schedule? Discover the best time to fly to Orlando from Cayman Islands 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 the Cayman Islands to Orlando

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

Currently, August is the cheapest month in which you can book a flight from Cayman Islands to Orlando (average of $283). Flying from Cayman Islands to Orlando in June is currently the most expensive (average of $588). 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 KY to ORL?

Find hourly flight availability from Cayman Islands to Orlando. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 20, 2025.

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

Reviews of airlines servicing Orlando

Get insights into the airlines that provide service to Orlando. 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 Orlando. Reviews last updated November 20, 2025.
Get a feel of what it's like to fly with Southwest and American Airlines from the Cayman Islands to Orlando by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,249 reviews

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

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
4,249 reviews
Southwest
8.0
Very good
4,249 reviews

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

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
11,046 reviews
Southwest
8.0
Very good
4,249 reviews

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

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 Cayman Islands to Orlando. 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 Cayman Islands to Orlando?

    A quick flight from Cayman Islands to Orlando can take about 17h 05m. Spirit Airlines provides one of the quickest options available for as low as $289. Cayman Islands and Orlando are separated by a distance of 631 mi.

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

    The cheapest flight price from Cayman Islands to Orlando is $254. On average you can expect to pay $322. The most popular route, (George Town Owen Roberts Intl - Orlando), can usually be booked for $322.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Cayman Islands to Orlando 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 Cayman Islands to Orlando?

    Currently, August is the cheapest month in which you can book a flight from Cayman Islands to Orlando (average of $283). Flying from Cayman Islands to Orlando in June is currently the most expensive (average of $588). 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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Top 2 airlines flying from Cayman Islands to Orlando

Discover the top 2 airlines that operate flights from Cayman Islands to Orlando. 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 November 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$423Average$488FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$449Average$619FlexibilityNo cancel feeOn-time63%

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