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$273+ Cheap flights from Grand Cayman 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 10/28. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — ORL
Aug 31 — Sep 71
Sun 8/31
Sun 9/7
1 adult, Economy
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Cheap flight deals from Grand Cayman to Orlando

Keep the following information in mind while searching for Grand Cayman to Orlando flight deals. Data was last updated August 26, 2025.

Round-trip from

$442
(American Airlines)

One-way from

$273
(Mytrip)

Popular in

March

Cheapest in

January

Average price

$549
From Grand Cayman to Orlando (ORL)
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One-way flight from Grand Cayman to Orlando (ORL)
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Highest demand for flights based on searches. 14% potential increase in price ($90 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 August 2025
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Find flight deals from Grand Cayman to Orlando

Cheapest flights from Grand Cayman to Orlando
Explore the most affordable flight options available from Grand Cayman to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 26, 2025.

This American Airlines deal was found by Cheapflights users on 8/25. 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.
Fri 9/1912:10 pmGCM - MCO
1 stop5h 33mAmerican Airlines
Sun 9/216:00 amMCO - GCM
1 stop6h 22mAmerican Airlines
Deal found 8/25$442
This American Airlines deal was found by Cheapflights users on 8/25. 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.
Fri 10/108:25 amGCM - MCO
1 stop9h 03mAmerican Airlines
Fri 10/176:00 amMCO - GCM
1 stop6h 10mAmerican Airlines
Deal found 8/25$474
This American Airlines deal was found by Cheapflights users on 8/25. 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 11/63:10 pmGCM - MCO
1 stop9h 14mAmerican Airlines
Sun 11/96:00 amMCO - GCM
1 stop6h 11mAmerican Airlines
Deal found 8/25$506
This Delta deal was found by Cheapflights users on 8/25. 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.
Fri 9/1912:52 pmGCM - MCO
1 stop10h 36mDelta
Mon 9/227:00 amMCO - GCM
1 stop5h 36mDelta
Deal found 8/25$507
This American Airlines deal was found by Cheapflights users on 8/24. 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.
Sun 9/2112:28 pmGCM - MCO
1 stop6h 38mAmerican Airlines
Sun 9/285:27 pmMCO - GCM
1 stop18h 58mAmerican Airlines
Deal found 8/24$517
This Kiwi.com deal was found by Cheapflights users on 8/25. 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.
Fri 9/197:00 amGCM - MCO
2 stops14h 07mMultiple Airlines
Sat 9/208:10 pmMCO - GCM
1 stop19h 35mMultiple Airlines
Deal found 8/25$564
This Kiwi.com deal was found by Cheapflights users on 8/25. 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.
Fri 9/197:00 amGCM - MCO
2 stops14h 08mMultiple Airlines
Sun 9/215:54 pmMCO - GCM
1 stop21h 51mMultiple Airlines
Deal found 8/25$584

Cheapflights Fare Finder

 
Customize your flight search to find flights from Grand Cayman 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 August 26, 2025.
Use the filters below to find and compare flights from Grand Cayman to Orlando that are best for you.

Fly from

Grand Cayman

Fly to

Orlando

Route

Depart

Return

Price

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Fri 9/19

12:10 pm-6:43 pm

1 stop5h 33m

Orlando

Sun 9/21

6:00 am-11:22 am

1 stop6h 22m

$442

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Fri 10/10

8:25 am-6:28 pm

1 stop9h 03m

Orlando

Fri 10/17

6:00 am-11:10 am

1 stop6h 10m

$474

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Thu 11/6

1:15 pm-9:55 pm

1 stop8h 40m

Orlando

Sun 11/9

8:00 am-2:46 pm

1 stop6h 46m

$506

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Fri 10/24

12:10 pm-8:23 pm

1 stop7h 13m

Orlando

Sat 11/1

3:14 pm-7:20 pm

1 stop5h 06m

$506

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Fri 9/19

12:52 pm-12:28 am

1 stop10h 36m

Orlando

Mon 9/22

7:00 am-11:36 am

1 stop5h 36m

$507

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Tue 10/28

12:10 pm-6:28 pm

1 stop5h 18m

$273

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Wed 10/1

12:25 pm-11:31 pm

1 stop10h 06m

$273

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Tue 10/21

8:25 am-11:59 pm

1 stop14h 34m

$273

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Tue 9/23

12:10 pm-11:55 pm

1 stop10h 45m

$273

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Wed 10/15

8:25 am-11:59 pm

1 stop14h 34m

$273

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/25

Showing 1-10 of 15 results
1
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Best time to book a flight from Grand Cayman to Orlando

Have a flexible travel schedule? Discover the best time to fly to Orlando from Grand Cayman 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 Grand Cayman to Orlando

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

Currently, May is the cheapest month in which you can book a flight from Grand Cayman to Orlando (average of $206). Flying from Grand Cayman to Orlando in November is currently the most expensive (average of $289). 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 LAW to ORL?

Find hourly flight availability from Grand Cayman 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 August 26, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Grand Cayman to Orlando as you normally would.

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 August 26, 2025.
Read reviews from past customers who have flown Southwest and American Airlines from Grand Cayman to Orlando. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

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
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

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 Grand Cayman to Orlando. 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 Grand Cayman to Orlando?

    American Airlines can get you from Grand Cayman to Orlando in just under 5h 33m. Your travel time can differ by up to . The distance between Grand Cayman and Orlando is about 631 mi.

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

    Looking for the cheapest flight from Grand Cayman to Orlando? While on average our users pay $405, our data indicates the cheapest price to be $237. The most popular route (George Town Owen Roberts Intl - Orlando), is priced around $415.

  • Can I find deals for flights from Grand Cayman to Orlando that include hotel bookings?

    Yes. In addition to deals on Grand Cayman to Orlando flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Grand Cayman to Orlando?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Grand Cayman to Orlando.

  • Can I find deals for business class flights from Grand Cayman to Orlando?

    Yes. Cheapflights offers flight deals from Grand Cayman 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 Grand Cayman to Orlando?

    Currently, May is the cheapest month in which you can book a flight from Grand Cayman to Orlando (average of $206). Flying from Grand Cayman to Orlando in November is currently the most expensive (average of $289). 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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Top 2 airlines flying from Grand Cayman to Orlando

Discover the top 2 airlines that operate flights from Grand Cayman 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 August 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$335Average$533FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$441Average$505FlexibilityNo cancel feeOn-time71%

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