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Cayman Islands

$80+ 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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — GCM
Dec 4 — Dec 111
Thu 12/4
Thu 12/11
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 4, 2025.

This Travelocity deal was found by Cheapflights users on 11/4. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/286:45 amMCO - GCM
1 stop7h 00mSpirit Airlines
Sun 1/112:35 pmGCM - MCO
1 stop9h 19mSpirit Airlines
Deal found 11/4$337
This Mytrip deal was found by Cheapflights users on 11/2. 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.
Thu 12/46:39 amMCO - GCM
1 stop7h 06mSpirit Airlines
Sat 12/135:56 pmGCM - MCO
2 stops18h 17mSpirit Airlines
Deal found 11/2$351
This Priceline deal was found by Cheapflights users on 11/2. 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.
Thu 12/46:06 amMCO - GCM
1 stop8h 25mJetBlue
Sat 12/133:50 pmGCM - MCO
1 stop17h 34mJetBlue
Deal found 11/2$394
This Mytrip deal was found by Cheapflights users on 11/1. 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 12/510:46 pmMCO - GCM
2 stops18h 09mMultiple Airlines
Fri 12/124:45 pmGCM - MCO
2 stops25h 10mMultiple Airlines
Deal found 11/1$407
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 12/286:45 amMCO - GCM
1 stop7h 00mSpirit Airlines
Thu 1/12:40 pmGCM - MCO
1 stop17h 05mSpirit Airlines
Deal found 11/4$409
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 12/186:45 amMCO - GCM
1 stop7h 00mSpirit Airlines
Thu 12/252:40 pmGCM - MCO
1 stop17h 05mSpirit Airlines
Deal found 11/3$423
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 12/286:45 amMCO - GCM
1 stop7h 00mMultiple Airlines
Thu 1/12:40 pmGCM - MCO
2 stops9h 45mMultiple Airlines
Deal found 11/4$437
This Kiwi.com deal was found by Cheapflights users on 11/2. 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.
Wed 12/179:15 pmMCO - GCM
1 stop17h 50mMultiple Airlines
Sun 12/212:40 pmGCM - MCO
1 stop17h 05mMultiple Airlines
Deal found 11/2$441
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 12/165:25 pmMCO - GCM
2 stops18h 10mMultiple Airlines
Sat 12/205:56 pmGCM - MCO
1 stop19h 14mMultiple Airlines
Deal found 11/2$442
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 12/286:45 amMCO - GCM
1 stop7h 00mMultiple Airlines
Mon 1/54:45 pmGCM - MCO
2 stops31h 40mMultiple Airlines
Deal found 11/4$444

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 4, 2025.

Round-trip from

$308
(Mytrip)

One-way from

$80
(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).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($22 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals
Price to beat on a one-way flight from Orlando (ORL) to Cayman Islands.
Search Deals

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 4, 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

Sun 12/28

6:45 am-1:45 pm

1 stop7h 00m

George Town Owen Roberts Intl

Sun 1/11

2:35 pm-11:54 pm

1 stop9h 19m

$337

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 1/17

8:46 am-2:00 pm

1 stop29h 14m

George Town Owen Roberts Intl

Sat 1/24

2:35 pm-12:25 am

2 stops9h 50m

$384

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 1/31

6:55 am-1:40 pm

1 stop6h 45m

George Town Owen Roberts Intl

Fri 2/6

7:00 am-10:04 am

3 stops27h 04m

$395

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 1/15

8:15 pm-2:35 pm

1 stop18h 20m

George Town Owen Roberts Intl

Sun 1/18

3:40 pm-12:09 am

1 stop8h 29m

$409

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 1/21

1:36 pm-1:40 pm

3 stops24h 04m

George Town Owen Roberts Intl

Sun 1/25

2:35 pm-5:50 pm

3 stops27h 15m

$414

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 2/11

11:00 am-12:55 pm

Nonstop1h 55m

George Town Owen Roberts Intl

Wed 2/18

1:50 pm-3:45 pm

Nonstop1h 55m

$444

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 12/4

1:07 pm-11:35 am

3 stops22h 28m

George Town Owen Roberts Intl

Sat 12/13

5:56 pm-7:45 am

1 stop13h 49m

$448

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Mon 12/22

7:05 am-2:27 pm

1 stop7h 22m

George Town Owen Roberts Intl

Tue 12/23

3:42 pm-12:26 am

1 stop8h 44m

$458

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 3/19

9:00 am-3:30 pm

1 stop7h 30m

George Town Owen Roberts Intl

Mon 3/23

4:45 pm-10:41 am

1 stop16h 56m

$458

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 12/21

8:45 pm-12:36 pm

1 stop15h 51m

George Town Owen Roberts Intl

Wed 12/24

3:42 pm-12:26 am

1 stop8h 44m

$458

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

Showing 1-10 of 22 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 4, 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 4, 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
4,239 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

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
4,239 reviews
Southwest
8.0
Very good
4,239 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

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
11,040 reviews
Southwest
8.0
Very good
4,239 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

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 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 7h. Spirit Airlines provides one of the quickest options available for as low as $337. The distance from Orlando to Cayman Islands is about 631 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $362 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

Browse thousands of different options on Cheapflights for your next trip

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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 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$425Average$534FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$451Average$594FlexibilityNo cancel feeOn-time63%

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