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Cayman Islands

$70+ Cheap flights from Orlando (ORL) 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 12/13. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — GCM
Dec 7 — Dec 141
Sun 12/7
Sun 12/14
1 adult, Economy
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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 November 7, 2025.

This Priceline deal was found by Cheapflights users on 11/5. 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.
Sat 12/66:39 amMCO - GCM
1 stop10h 16mSpirit Airlines
Sat 12/135:56 pmGCM - MCO
1 stop13h 49mSpirit Airlines
Deal found 11/5$244
This Expedia deal was found by Cheapflights users on 11/5. 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 12/136:39 amMCO - GCM
1 stop10h 16mSpirit Airlines
Sat 12/205:56 pmGCM - MCO
1 stop13h 49mSpirit Airlines
Deal found 11/5$270
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 12/216:45 amMCO - GCM
1 stop7h 00mSpirit Airlines
Sun 12/282:40 pmGCM - MCO
1 stop22h 30mSpirit Airlines
Deal found 11/6$419
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 12/216:45 amMCO - GCM
1 stop7h 00mMultiple Airlines
Sun 12/282:40 pmGCM - MCO
2 stops26h 11mMultiple Airlines
Deal found 11/6$422
This Priceline deal was found by Cheapflights users on 11/5. 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.
Sat 11/156:00 amMCO - GCM
1 stop8h 31mJetBlue
Sat 11/2212:30 pmGCM - MCO
1 stop8h 29mJetBlue
Deal found 11/5$484
This Kiwi.com deal was found by Cheapflights users on 11/6. 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.
Sat 12/207:34 pmMCO - GCM
1 stop18h 11mMultiple Airlines
Wed 12/247:00 amGCM - MCO
2 stops17h 25mMultiple Airlines
Deal found 11/6$497

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 November 7, 2025.

Round-trip from

$244
(Priceline)

One-way from

$70
(Priceline)

Popular in

August

Cheapest in

November

Average price

$511

Good one-way deal

$216 or less
From Orlando (ORL) to Cayman Islands
Search Deals
One-way flight from Orlando (ORL) to Cayman Islands
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($59 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($22 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 Orlando (ORL) to Cayman Islands.
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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 November 7, 2025.
Use the filters below to find and compare flights from Orlando 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

Sat 12/6

6:39 am-4:55 pm

1 stop10h 16m

George Town Owen Roberts Intl

Sat 12/13

5:56 pm-7:45 am

1 stop13h 49m

$244

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 12/13

6:39 am-4:55 pm

1 stop10h 16m

George Town Owen Roberts Intl

Sat 12/20

5:56 pm-7:45 am

1 stop13h 49m

$270

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 1/3

6:34 pm-1:45 pm

1 stop19h 11m

George Town Owen Roberts Intl

Sat 1/10

2:35 pm-7:51 am

2 stops17h 16m

$353

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 1/7

9:23 pm-1:39 pm

1 stop16h 16m

George Town Owen Roberts Intl

Sat 1/10

2:34 pm-12:25 am

2 stops9h 51m

$378

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 1/3

6:45 am-4:55 pm

1 stop10h 10m

George Town Owen Roberts Intl

Sat 1/10

2:34 pm-11:54 pm

1 stop9h 20m

$383

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 1/1

6:45 am-1:45 pm

1 stop7h 00m

George Town Owen Roberts Intl

Tue 1/6

11:30 am-12:50 pm

2 stops25h 20m

$400

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 12/21

6:45 am-1:45 pm

1 stop7h 00m

George Town Owen Roberts Intl

Sun 12/28

2:40 pm-1:10 pm

1 stop22h 30m

$419

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 12/21

6:45 am-1:45 pm

1 stop7h 00m

George Town Owen Roberts Intl

Sun 12/28

2:40 pm-4:51 pm

2 stops26h 11m

$422

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 3/3

7:00 am-12:35 pm

1 stop5h 35m

George Town Owen Roberts Intl

Thu 3/5

2:00 pm-12:59 am

1 stop10h 59m

$440

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Mon 2/23

11:00 am-12:55 pm

Nonstop1h 55m

George Town Owen Roberts Intl

Thu 2/26

1:50 pm-3:45 pm

Nonstop1h 55m

$444

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

Showing 1-10 of 21 results
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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 to the Cayman Islands

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

Currently, August is the cheapest month in which you can book a flight from Orlando to Cayman Islands (average of $241). Flying from Orlando to Cayman Islands in March is currently the most expensive (average of $523). 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 ORL 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 November 7, 2025.

When flying from Orlando to Cayman Islands, 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 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 November 7, 2025.
Read through reviews of airlines operating flights from Orlando to the Cayman Islands, such as Southwest and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,241 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

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

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

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
11,040 reviews
Southwest
8.0
Very good
4,241 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

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 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.

  • How long is the flight from Orlando to Cayman Islands?

    A quick flight from Orlando to Cayman Islands can take about 10h 16m. Spirit Airlines provides one of the quickest options available for as low as $244. The distance from Orlando to Cayman Islands is about 631 mi.

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

    Looking at all options, your cheapest flight can be booked for $206. While the most popular route (Orlando - George Town Owen Roberts Intl) can be booked for $244 on average, our data indicates $236 when flying from Orlando to Cayman Islands.

  • 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 to Cayman Islands?

    Currently, August is the cheapest month in which you can book a flight from Orlando to Cayman Islands (average of $241). Flying from Orlando to Cayman Islands in March is currently the most expensive (average of $523). 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 November 7, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$425Average$534FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$451Average$594FlexibilityNo cancel feeOn-time63%

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