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$174+ 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 2/12. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — ORL
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap 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 January 27, 2026.

This FlightHub deal was found by Cheapflights users on 1/25. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/91:52 pm
GCM
-
MCO
1 stop8h 58m
Spirit Airlines
Sat 4/116:00 am
MCO
-
GCM
1 stop7h 20m
Spirit Airlines
Deal found 1/25$275
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Sun 2/152:49 pm
GCM
-
MCO
1 stop16h 50m
Spirit Airlines
Wed 2/182:50 pm
MCO
-
GCM
1 stop22h 53m
Spirit Airlines
Deal found 1/27$301
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Sun 2/152:49 pm
GCM
-
MCO
1 stop16h 50m
Multiple Airlines
Wed 2/187:48 pm
MCO
-
GCM
2 stops17h 55m
Multiple Airlines
Deal found 1/27$337
This Priceline deal was found by Cheapflights users on 1/26. 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 5/31:40 pm
GCM
-
MCO
1 stop9h 18m
Spirit Airlines
Thu 5/76:00 am
MCO
-
GCM
1 stop7h 43m
Spirit Airlines
Deal found 1/26$361
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Fri 3/138:00 am
GCM
-
MCO
1 stop31h 22m
Multiple Airlines
Fri 3/208:13 pm
MCO
-
GCM
1 stop17h 07m
Multiple Airlines
Deal found 1/27$365
This Expedia deal was found by Cheapflights users on 1/26. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/232:55 pm
GCM
-
MCO
1 stop5h 29m
JetBlue
Mon 7/276:20 pm
MCO
-
GCM
1 stop20h 35m
JetBlue
Deal found 1/26$373
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Tue 2/2411:30 am
GCM
-
MCO
2 stops32h 12m
Multiple Airlines
Sat 3/148:13 pm
MCO
-
GCM
1 stop17h 44m
Multiple Airlines
Deal found 1/26$376
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Fri 2/1311:25 am
GCM
-
MCO
2 stops31h 24m
Multiple Airlines
Wed 2/186:54 pm
MCO
-
GCM
1 stop18h 49m
Multiple Airlines
Deal found 1/26$434

Find 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 January 27, 2026.

Round-trip from

$275
(FlightHub)

One-way from

$174
(Priceline)

Popular in

December

Cheapest in

September

Average price

$666

Good round-trip deal

$512 or less

Good one-way deal

$306 or less
From Cayman Islands to Orlando (ORL)
Search Deals
One-way flight from Cayman Islands to Orlando (ORL)
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($102 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Cayman Islands to Orlando (ORL).
Search Deals
Price to beat on a one-way flight from Cayman Islands to Orlando (ORL).
Search Deals

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 January 27, 2026.
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 4/9

1:52 pm-11:50 pm

1 stop8h 58m

Orlando

Sat 4/11

6:00 am-12:20 pm

1 stop7h 20m

$275

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Sun 2/15

2:49 pm-7:39 am

1 stop16h 50m

Orlando

Wed 2/18

6:54 pm-1:43 pm

1 stop18h 49m

$293

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Sun 5/3

1:40 pm-11:58 pm

1 stop9h 18m

Orlando

Thu 5/7

6:00 am-12:43 pm

1 stop7h 43m

$361

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Fri 3/13

8:00 am-4:22 pm

1 stop31h 22m

Orlando

Fri 3/20

8:13 pm-12:20 pm

1 stop17h 07m

$365

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Thu 7/23

2:55 pm-9:24 pm

1 stop5h 29m

Orlando

Mon 7/27

6:20 pm-1:55 pm

1 stop20h 35m

$373

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Tue 2/24

11:30 am-7:42 pm

2 stops32h 12m

Orlando

Sat 3/14

8:13 pm-12:57 pm

1 stop17h 44m

$376

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Fri 2/13

11:25 am-6:49 pm

2 stops31h 24m

Orlando

Wed 2/18

6:54 pm-1:43 pm

1 stop18h 49m

$434

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Tue 5/26

2:55 pm-9:24 pm

1 stop5h 29m

$193

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Thu 7/23

2:55 pm-9:24 pm

1 stop5h 29m

$193

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Thu 5/21

2:55 pm-9:24 pm

1 stop5h 29m

$193

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

Showing 1-10 of 17 results
1
2

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 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 January 27, 2026.

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 January 27, 2026.
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
4,268 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

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
4,268 reviews
Southwest
8.0
Very good
4,268 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

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
11,197 reviews
Southwest
8.0
Very good
4,268 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

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 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 8h 58m. Spirit Airlines provides one of the quickest options available for as low as $275. 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 $257. On average you can expect to pay $501. The most popular route, (George Town Owen Roberts Intl - Orlando), can usually be booked for $268.

  • 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.

See more FAQs

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Alternative routes for Cayman Islands to Orlando

See prices for flight routes from nearby airports that may be better suited for you.
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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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$423Average$505FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$451Average$625FlexibilityNo cancel feeOn-time63%

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