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Cayman Islands

$152+ 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 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — GCM
May 4 — May 111
Sun 5/4
Sun 5/11
1 adult, Economy
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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 April 29, 2025.

Round-trip from

$408
(American Airlines)

One-way from

$152
(American Airlines)

Popular in

June

Cheapest in

September

Average price

$622

Good round-trip deal

$511 or less

Good one-way deal

$206 or less
From Orlando to Cayman Islands
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One-way flight from Orlando to Cayman Islands
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Highest demand for flights based on searches. 9% potential increase in price ($53 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Orlando to Cayman Islands.
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Price to beat on a one-way flight from Orlando to Cayman Islands.
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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 April 29, 2025.

This American Airlines deal was found by Cheapflights users on 4/28. 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.
Mon 9/86:39 amMCO - GCM
1 stop5h 26mAmerican Airlines
Thu 9/183:15 pmGCM - MCO
1 stop7h 26mAmerican Airlines
Deal found 4/28$408
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/77:00 amMCO - GCM
1 stop5h 31mDelta
Sat 11/11:02 pmGCM - MCO
1 stop6h 34mDelta
Deal found 4/29$457
This Southwest deal was found by Cheapflights users on 4/29. 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 7/310:55 amMCO - GCM
Nonstop1h 55mSouthwest
Mon 7/712:45 pmGCM - MCO
Nonstop2h 05mSouthwest
Deal found 4/29$531
This Mytrip deal was found by Cheapflights users on 4/29. 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 5/75:20 amMCO - GCM
3 stops31h 35mMultiple Airlines
Wed 5/1411:30 amGCM - MCO
2 stops31h 37mMultiple Airlines
Deal found 4/29$540
This United Airlines deal was found by Cheapflights users on 4/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/27:06 amMCO - GCM
1 stop6h 24mUnited Airlines
Sat 7/54:45 pmGCM - MCO
1 stop17h 07mUnited Airlines
Deal found 4/28$583
This Justfly.com deal was found by Cheapflights users on 4/28. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/27:00 amMCO - GCM
1 stop29h 55mAir Canada
Mon 7/712:50 pmGCM - MCO
2 stops32h 06mAir Canada
Deal found 4/28$790

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 April 29, 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

Mon 9/8

6:39 am-11:05 am

1 stop5h 26m

George Town Owen Roberts Intl

Thu 9/18

3:15 pm-11:41 pm

1 stop7h 26m

$408

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 9/7

7:00 am-11:31 am

1 stop5h 31m

George Town Owen Roberts Intl

Sat 11/1

1:02 pm-8:36 pm

1 stop6h 34m

$457

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 7/3

10:55 am-11:50 am

Nonstop1h 55m

George Town Owen Roberts Intl

Mon 7/7

12:45 pm-3:50 pm

Nonstop2h 05m

$531

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 7/2

7:06 am-12:30 pm

1 stop6h 24m

George Town Owen Roberts Intl

Sat 7/5

4:45 pm-10:52 am

1 stop17h 07m

$583

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 5/13

4:29 pm-4:10 pm

2 stops24h 41m

George Town Owen Roberts Intl

Sun 5/18

4:45 pm-12:45 am

2 stops31h 00m

$596

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 7/2

7:00 am-11:55 am

1 stop29h 55m

George Town Owen Roberts Intl

Mon 7/7

12:50 pm-9:56 pm

2 stops32h 06m

$790

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 8/19

6:00 am-1:10 pm

2 stops8h 10m

$152

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 8/23

7:00 am-12:30 pm

1 stop6h 30m

$163

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Mon 7/28

5:30 am-11:25 am

1 stop6h 55m

$174

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 7/30

10:55 am-11:50 am

Nonstop1h 55m

$196

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 12 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, January is the cheapest month in which you can book a flight from Orlando Airport to Cayman Islands (average of $467). Flying from Orlando Airport to Cayman Islands in March is currently the most expensive (average of $594). 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 April 29, 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 April 29, 2025.
Read through reviews of airlines operating flights from Orlando to Cayman Islands, such as Southwest, Delta and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Boarding

8.2

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,295 reviews
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Boarding

8.2

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,929 reviews
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Boarding

8.2

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,696 reviews
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Boarding

8.2

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Boarding

8.2

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Air Canada
7.0
Good
9,244 reviews
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Boarding

8.2

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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.

  • What are the cheapest airlines to fly from Orlando Airport to Cayman Islands one-way?

    The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as $152. However, be on the lookout for offers from United Airlines and Delta, as they are both options that can get you from Orlando Airport to Cayman Islands for a low price.

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

    While on average a flight from Orlando Airport to Cayman Islands is generally $398, our data shows the cheapest flight currently is $147. When looking at the most popular route, (Orlando - George Town Owen Roberts Intl), you can expect to pay $408 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, January is the cheapest month in which you can book a flight from Orlando Airport to Cayman Islands (average of $467). Flying from Orlando Airport to Cayman Islands in March is currently the most expensive (average of $594). 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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$369Average$583FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$401Average$477FlexibilityNo cancel feeOn-time71%

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