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$184+ Cheap flights from the Cayman Islands to Orlando (MCO)

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 — MCO
Nov 15 — Nov 221
Sat 11/15
Sat 11/22
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 October 16, 2025.

Round-trip from

$369
(American Airlines)

One-way from

$184
(Priceline)

Popular in

March

Cheapest in

January

Average price

$555
From Cayman Islands to Orlando
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One-way flight from Cayman Islands to Orlando
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Highest demand for flights based on searches. 9% potential increase in price ($55 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 October 2025
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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 October 16, 2025.

This American Airlines deal was found by Cheapflights users on 10/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/133:10 pmGCM - MCO
1 stop6h 48mAmerican Airlines
Mon 11/176:00 amMCO - GCM
1 stop5h 56mAmerican Airlines
Deal found 10/15$369
This American Airlines deal was found by Cheapflights users on 10/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/131:20 pmGCM - MCO
2 stops11h 04mAmerican Airlines
Sun 11/167:00 amMCO - GCM
1 stop5h 13mAmerican Airlines
Deal found 10/15$373
This American Airlines deal was found by Cheapflights users on 10/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/63:36 pmGCM - MCO
1 stop25h 55mAmerican Airlines
Sun 11/96:00 amMCO - GCM
1 stop14h 28mAmerican Airlines
Deal found 10/15$377
This American Airlines deal was found by Cheapflights users on 10/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/81:20 pmGCM - MCO
1 stop7h 05mAmerican Airlines
Tue 11/1110:03 amMCO - GCM
1 stop26h 17mAmerican Airlines
Deal found 10/15$394
This American Airlines deal was found by Cheapflights users on 10/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/119:00 amGCM - MCO
1 stop11h 25mAmerican Airlines
Thu 11/133:01 pmMCO - GCM
1 stop5h 27mAmerican Airlines
Deal found 10/16$395
This American Airlines deal was found by Cheapflights users on 10/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/83:36 pmGCM - MCO
2 stops8h 48mAmerican Airlines
Mon 11/108:20 pmMCO - GCM
1 stop15h 53mAmerican Airlines
Deal found 10/15$399
This Southwest deal was found by Cheapflights users on 10/15. 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.
Thu 11/131:30 pmGCM - MCO
Nonstop1h 55mSouthwest
Mon 11/1710:40 amMCO - GCM
Nonstop1h 55mSouthwest
Deal found 10/15$444
This Expedia deal was found by Cheapflights users on 10/15. 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.
Fri 11/143:45 pmGCM - MCO
2 stops30h 15mJetBlue
Mon 11/176:00 amMCO - GCM
1 stop8h 31mJetBlue
Deal found 10/15$509
This Southwest deal was found by Cheapflights users on 10/15. 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.
Sat 11/81:55 pmGCM - MCO
Nonstop1h 55mSouthwest
Mon 11/1010:40 amMCO - GCM
Nonstop1h 55mSouthwest
Deal found 10/15$518
This Kiwi.com deal was found by Cheapflights users on 10/15. 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 11/132:50 pmGCM - MCO
1 stop25h 10mMultiple Airlines
Mon 11/175:25 amMCO - GCM
2 stops15h 50mMultiple Airlines
Deal found 10/15$534

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 October 16, 2025.
Use the filters below to find and compare flights from the Cayman Islands to Orlando Airport 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

Fri 11/14

9:00 am-2:11 pm

1 stop5h 11m

Orlando

Mon 11/17

8:00 am-12:20 pm

1 stop4h 20m

$369

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Thu 11/13

3:10 pm-9:58 pm

1 stop6h 48m

Orlando

Mon 11/17

6:00 am-11:56 am

1 stop5h 56m

$369

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Thu 11/13

3:36 pm-2:11 pm

1 stop22h 35m

Orlando

Sun 11/16

5:00 am-2:14 pm

1 stop9h 14m

$369

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Fri 11/7

12:55 pm-9:03 pm

1 stop8h 08m

Orlando

Mon 11/10

8:20 pm-12:13 pm

1 stop15h 53m

$369

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Thu 11/6

3:36 pm-5:31 pm

1 stop25h 55m

Orlando

Sun 11/9

6:00 am-8:28 pm

1 stop14h 28m

$377

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Sat 11/8

1:20 pm-8:25 pm

1 stop7h 05m

Orlando

Tue 11/11

10:03 am-12:20 pm

1 stop26h 17m

$394

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Sat 11/8

3:36 pm-8:25 pm

1 stop4h 49m

Orlando

Mon 11/10

8:20 pm-12:13 pm

1 stop15h 53m

$394

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Tue 11/11

9:00 am-8:25 pm

1 stop11h 25m

Orlando

Thu 11/13

3:01 pm-8:28 pm

1 stop5h 27m

$395

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Fri 11/7

1:40 pm-3:35 pm

Nonstop1h 55m

Orlando

Mon 11/10

10:40 am-12:35 pm

Nonstop1h 55m

$444

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Tue 1/13

2:00 pm-8:38 pm

1 stop6h 38m

$233

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/16

Showing 1-10 of 20 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 Airport

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

Currently, August is the cheapest month in which you can book a flight from Cayman Islands to Orlando Airport (average of $283). Flying from Cayman Islands to Orlando Airport 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 MCO?

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 October 16, 2025.

When flying from Cayman Islands to Orlando Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 October 16, 2025.
Peruse reviews from past customers who have flown with Southwest and American Airlines from the Cayman Islands to Orlando Airport to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

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
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

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
11,043 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

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 Airport?

    American Airlines can get you from Cayman Islands to Orlando Airport in just under 5h 11m. Your travel time can differ by up to . The distance from Cayman Islands to Orlando Airport is about 631 mi.

  • 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 Airport?

    Currently, August is the cheapest month in which you can book a flight from Cayman Islands to Orlando Airport (average of $283). Flying from Cayman Islands to Orlando Airport 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

Traveling to a place near Orlando Airport?

Book flights to Orlando Airport if you plan to visit one of these locations
Lake Buena Vista
Sebastian
Sanford
Celebration
Clermont
Lake Mary
Apopka
Ormond Beach
Altamonte Springs
Winter Haven
Orange City
The Villages
Cocoa
Leesburg
Davenport
Oak Ridge
Lady Lake
Haines City
Palatka
Belle Isle

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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 October 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$379Average$550FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$423Average$505FlexibilityNo cancel feeOn-time71%

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