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$236+ Cheap flights from the Cayman Islands to Orlando (ORL)

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 9/4. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — ORL
Aug 2 — Aug 91
Sat 8/2
Sat 8/9
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 July 28, 2025.

Round-trip from

$475
(Delta)

One-way from

$236
(Delta)

Popular in

March

Cheapest in

October

Average price

$561

Good round-trip deal

$681 or less

Good one-way deal

$335 or less
From Cayman Islands to Orlando (ORL)
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One-way flight from Cayman Islands to Orlando (ORL)
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Highest demand for flights based on searches. 17% potential increase in price ($109 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Cayman Islands to Orlando (ORL).
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Price to beat on a one-way flight from Cayman Islands to Orlando (ORL).
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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 July 28, 2025.

This United Airlines deal was found by Cheapflights users on 7/27. 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.
Sun 10/51:35 pmGCM - MCO
1 stop7h 23mUnited Airlines
Sun 10/127:00 amMCO - GCM
1 stop6h 30mUnited Airlines
Deal found 7/27$489
This Air Canada deal was found by Cheapflights users on 7/27. 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.
Thu 10/212:50 pmGCM - MCO
1 stop9h 58mAir Canada
Sun 10/127:00 amMCO - GCM
1 stop29h 55mAir Canada
Deal found 7/27$513
This Delta deal was found by Cheapflights users on 7/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/212:52 pmGCM - MCO
1 stop5h 53mDelta
Fri 10/175:30 amMCO - GCM
1 stop7h 05mDelta
Deal found 7/27$519
This Mytrip deal was found by Cheapflights users on 7/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/257:00 amGCM - MCO
2 stops25h 11mMultiple Airlines
Fri 8/298:04 pmMCO - GCM
3 stops19h 46mMultiple Airlines
Deal found 7/27$527
This American Airlines deal was found by Cheapflights users on 7/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1812:28 pmGCM - MCO
1 stop7h 31mAmerican Airlines
Mon 9/227:35 amMCO - GCM
1 stop4h 35mAmerican Airlines
Deal found 7/26$600
This Southwest deal was found by Cheapflights users on 7/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/112:45 pmGCM - MCO
Nonstop2h 05mSouthwest
Mon 8/410:55 amMCO - GCM
Nonstop1h 55mSouthwest
Deal found 7/27$661

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 July 28, 2025.
Use the filters below to find and compare flights from the Cayman Islands to Orlando 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

Sat 1/17

12:25 pm-6:27 pm

1 stop6h 02m

Orlando

Tue 1/20

6:15 am-12:35 pm

1 stop6h 20m

$475

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Sun 10/5

1:35 pm-9:58 pm

1 stop7h 23m

Orlando

Sun 10/12

7:00 am-12:30 pm

1 stop6h 30m

$489

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Thu 10/2

12:50 pm-11:48 pm

1 stop9h 58m

Orlando

Sun 10/12

7:00 am-11:55 am

1 stop29h 55m

$513

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Mon 8/25

7:00 am-9:11 am

2 stops25h 11m

Orlando

Fri 8/29

8:04 pm-2:50 pm

3 stops19h 46m

$527

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Sat 1/17

1:25 pm-3:15 pm

Nonstop1h 50m

Orlando

Tue 1/20

11:00 am-12:55 pm

Nonstop1h 55m

$541

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Sat 1/17

2:40 pm-1:22 pm

2 stops22h 42m

Orlando

Tue 1/20

7:00 am-1:37 pm

1 stop30h 37m

$568

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Thu 9/18

12:28 pm-8:59 pm

1 stop7h 31m

Orlando

Mon 9/22

7:35 am-11:10 am

1 stop4h 35m

$600

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Thu 9/4

12:50 pm-12:03 am

1 stop10h 13m

$236

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Wed 9/3

12:25 pm-8:03 pm

1 stop6h 38m

$240

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Sat 10/25

11:45 am-6:45 pm

1 stop30h 00m

$277

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 14 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

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

Currently, May is the cheapest month in which you can book a flight from Cayman Islands to Orlando (average of $206). Flying from Cayman Islands to Orlando in November is currently the most expensive (average of $288). 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 ORL?

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 July 28, 2025.

It’s optimal to fly from Cayman Islands to Orlando at noon. By choosing this option you can save up to 4% on the cost of your flight, compared to a flight in the morning.

Weekly flight availability from Cayman Islands to Orlando

Explore weekly flight availability from Cayman Islands to Orlando. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 28, 2025.

The most flights from KY0 to ORL are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

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 July 28, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from the Cayman Islands to Orlando by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,237 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,237 reviews
Southwest
8.0
Very good
4,237 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,971 reviews
Southwest
8.0
Very good
4,237 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,893 reviews
Southwest
8.0
Very good
4,237 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
JetBlue
7.3
Good
2,913 reviews
Southwest
8.0
Very good
4,237 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,237 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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.

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

    The cheapest airlines for a one-way flight from Cayman Islands to Orlando are Delta ($236), American Airlines ($240), and JetBlue ($277).

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

    The cheapest flight price from Cayman Islands to Orlando is $237. On average you can expect to pay $566. The most popular route, (George Town Owen Roberts Intl - Orlando), can usually be booked for $470.

  • 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?

    Currently, May is the cheapest month in which you can book a flight from Cayman Islands to Orlando (average of $206). Flying from Cayman Islands to Orlando in November is currently the most expensive (average of $288). 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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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 July 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$335Average$521FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$386Average$488FlexibilityNo cancel feeOn-time71%

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