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Cayman Islands

$154+ 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 6/10. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — 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

$412
(American Airlines)

One-way from

$154
(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 (ORL) to Cayman Islands
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One-way flight from Orlando (ORL) 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 (ORL) to Cayman Islands.
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Price to beat on a one-way flight from Orlando (ORL) 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.
Tue 6/176:25 amMCO - GCM
1 stop5h 50mAmerican Airlines
Tue 6/2412:10 pmGCM - MCO
1 stop8h 47mAmerican Airlines
Deal found 4/28$412
This Delta 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 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 4/28$457
This United Airlines deal was found by Cheapflights users on 4/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/89:00 amMCO - GCM
1 stop7h 35mUnited Airlines
Tue 11/115:35 pmGCM - MCO
1 stop17h 20mUnited Airlines
Deal found 4/27$477
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/1710:55 amMCO - GCM
Nonstop1h 55mSouthwest
Tue 6/2412:45 pmGCM - MCO
Nonstop2h 05mSouthwest
Deal found 4/28$491
This Air Canada deal was found by Cheapflights users on 4/27. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/275:25 pmMCO - GCM
2 stops43h 30mAir Canada
Thu 6/512:50 pmGCM - MCO
2 stops30h 07mAir Canada
Deal found 4/27$530
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/149:38 pmMCO - GCM
2 stops24h 42mMultiple Airlines
Wed 5/2111:30 amGCM - MCO
2 stops31h 37mMultiple Airlines
Deal found 4/28$555
This WestJet deal was found by Cheapflights users on 4/26. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/46:05 pmMCO - GCM
2 stops19h 40mWestJet
Tue 7/81:45 pmGCM - MCO
2 stops26h 33mWestJet
Deal found 4/26$796

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 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

Tue 6/17

6:25 am-11:15 am

1 stop5h 50m

George Town Owen Roberts Intl

Tue 6/24

12:10 pm-9:57 pm

1 stop8h 47m

$412

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 6/17

10:55 am-11:50 am

Nonstop1h 55m

George Town Owen Roberts Intl

Tue 6/24

12:45 pm-3:50 pm

Nonstop2h 05m

$491

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Mon 5/26

6:15 am-11:20 am

1 stop6h 05m

George Town Owen Roberts Intl

Tue 6/3

12:35 pm-10:12 pm

1 stop8h 37m

$506

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 5/27

5:25 pm-11:55 am

2 stops43h 30m

George Town Owen Roberts Intl

Thu 6/5

12:50 pm-7:57 pm

2 stops30h 07m

$530

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 5/14

9:38 pm-9:20 pm

2 stops24h 42m

George Town Owen Roberts Intl

Wed 5/21

11:30 am-8:07 pm

2 stops31h 37m

$555

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 5/24

9:10 am-3:05 pm

1 stop6h 55m

George Town Owen Roberts Intl

Wed 6/4

1:35 pm-10:00 pm

1 stop7h 25m

$596

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Fri 7/4

6:05 pm-12:45 pm

2 stops19h 40m

George Town Owen Roberts Intl

Tue 7/8

1:45 pm-5:18 pm

2 stops26h 33m

$796

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 6/10

5:00 am-1:10 pm

2 stops9h 10m

$154

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 6/18

7:12 am-12:30 pm

1 stop6h 18m

$188

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 6/1

10:55 am-11:50 am

Nonstop1h 55m

$196

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

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 to the Cayman Islands

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

Currently, January is the cheapest month in which you can book a flight from Orlando to Cayman Islands (average of $467). Flying from Orlando 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 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 April 29, 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 April 29, 2025.
See what other customers who have flown with Southwest, Delta and United Airlines from Orlando to Cayman Islands have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,292 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.0

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
4,292 reviews
Southwest
8.0
Very good
4,292 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.0

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
4,292 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.0

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
4,292 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.0

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
4,292 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.0

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!
WestJet
7.2
Good
2,823 reviews
Southwest
8.0
Very good
4,292 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.0

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 to Cayman Islands one-way?

    $154 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on United Airlines and Southwest, with prices starting from $188 and $196, respectively.

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

    Looking at all options, your cheapest flight can be booked for $147. While the most popular route (Orlando - George Town Owen Roberts Intl) can be booked for $457 on average our data indicates $398 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, January is the cheapest month in which you can book a flight from Orlando to Cayman Islands (average of $467). Flying from Orlando 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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