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$175+ 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 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — ORL
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
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 3, 2025.

Round-trip from

$283
(Expedia)

One-way from

$175
(Priceline)

Popular in

March

Cheapest in

January

Average price

$590

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 ($48 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 3, 2025.

This Expedia deal was found by Cheapflights users on 11/3. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/135:56 pmGCM - MCO
1 stop13h 49mSpirit Airlines
Thu 12/256:45 amMCO - GCM
1 stop7h 00mSpirit Airlines
Deal found 11/3$283
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 12/42:40 pmGCM - MCO
1 stop17h 05mSpirit Airlines
Wed 12/107:49 pmMCO - GCM
1 stop17h 56mSpirit Airlines
Deal found 11/3$293
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 12/42:40 pmGCM - MCO
2 stops20h 36mMultiple Airlines
Wed 12/107:49 pmMCO - GCM
1 stop17h 56mMultiple Airlines
Deal found 11/3$323
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 12/182:40 pmGCM - MCO
1 stop26h 49mSpirit Airlines
Thu 12/256:45 amMCO - GCM
1 stop7h 00mSpirit Airlines
Deal found 11/3$345
This Mytrip deal was found by Cheapflights users on 11/3. 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.
Wed 12/173:00 pmGCM - MCO
3 stops29h 10mMultiple Airlines
Thu 12/256:45 amMCO - GCM
1 stop7h 00mMultiple Airlines
Deal found 11/3$417
This Mytrip deal was found by Cheapflights users on 11/3. 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 12/51:30 pmGCM - MCO
2 stops32h 21mMultiple Airlines
Sun 12/76:39 amMCO - GCM
1 stop7h 06mMultiple Airlines
Deal found 11/3$420

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 3, 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 12/4

2:40 pm-7:45 am

1 stop17h 05m

Orlando

Wed 12/10

7:49 pm-1:45 pm

1 stop17h 56m

$293

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Thu 12/4

2:40 pm-11:16 am

2 stops20h 36m

Orlando

Wed 12/10

7:49 pm-1:45 pm

1 stop17h 56m

$323

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Sat 12/13

5:56 pm-12:13 pm

2 stops18h 17m

Orlando

Thu 12/25

6:45 am-1:45 pm

1 stop7h 00m

$340

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Thu 12/18

2:40 pm-11:29 pm

2 stops8h 49m

Orlando

Thu 12/25

6:45 am-1:45 pm

1 stop7h 00m

$399

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Wed 12/17

3:00 pm-8:10 pm

3 stops29h 10m

Orlando

Thu 12/25

6:45 am-1:45 pm

1 stop7h 00m

$417

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Fri 12/5

1:30 pm-9:37 pm

3 stops32h 07m

Orlando

Sun 12/7

6:39 am-1:45 pm

1 stop7h 06m

$429

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Thu 12/4

1:30 pm-3:25 pm

Nonstop1h 55m

Orlando

Wed 12/10

10:40 am-12:35 pm

Nonstop1h 55m

$444

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Tue 12/2

5:45 pm-8:20 pm

1 stop26h 35m

Orlando

Tue 12/9

1:40 pm-4:30 pm

1 stop26h 50m

$449

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Sat 12/20

5:56 pm-7:45 am

1 stop13h 49m

Orlando

Tue 12/23

6:15 pm-12:25 pm

2 stops42h 10m

$461

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Fri 12/5

3:40 pm-3:15 pm

1 stop23h 35m

Orlando

Mon 12/8

6:00 am-2:31 pm

1 stop8h 31m

$476

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Showing 1-10 of 19 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 3, 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 3, 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
4,238 reviews

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Food

7.0

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
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Food

7.0

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
11,038 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Food

7.0

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 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 $293. 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 $449.

  • 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 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$423Average$488FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$449Average$619FlexibilityNo cancel feeOn-time63%

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