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$218+ 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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — ORL
May 11 — May 181
Mon 5/11
Mon 5/18
1 adult, Economy
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Cheap 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 April 11, 2026.

This Delta deal was found by Cheapflights users on 4/8. 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.
Wed 5/61:25 pm
GCM
-
MCO
1 stop8h 36m
Delta
Mon 5/117:00 am
MCO
-
GCM
1 stop5h 54m
Delta
Deal found 4/8$430
This American Airlines deal was found by Cheapflights users on 4/10. 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.
Wed 5/62:10 pm
GCM
-
MCO
2 stops18h 26m
American Airlines
Mon 5/115:00 am
MCO
-
GCM
1 stop7h 31m
American Airlines
Deal found 4/10$444
This American Airlines deal was found by Cheapflights users on 4/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1512:35 pm
GCM
-
MCO
1 stop7h 06m
American Airlines
Tue 5/198:15 pm
MCO
-
GCM
1 stop15h 45m
American Airlines
Deal found 4/6$447
This Delta deal was found by Cheapflights users on 4/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/612:56 pm
GCM
-
MCO
1 stop10h 02m
Delta
Thu 8/135:30 am
MCO
-
GCM
1 stop7h 11m
Delta
Deal found 4/5$465
This American Airlines deal was found by Cheapflights users on 4/9. 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 9/32:10 pm
GCM
-
MCO
1 stop8h 48m
American Airlines
Fri 9/115:53 pm
MCO
-
GCM
2 stops17h 57m
American Airlines
Deal found 4/9$479
This American Airlines deal was found by Cheapflights users on 4/8. 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 5/1512:35 pm
GCM
-
MCO
1 stop7h 06m
American Airlines
Fri 5/296:00 am
MCO
-
GCM
1 stop11h 11m
American Airlines
Deal found 4/8$493
This Priceline deal was found by Cheapflights users on 4/7. 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 5/212:05 pm
GCM
-
MCO
1 stop6h 35m
Multiple Airlines
Mon 5/255:05 pm
MCO
-
GCM
1 stop20h 40m
Multiple Airlines
Deal found 4/7$530
This American Airlines deal was found by Cheapflights users on 4/9. 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.
Sat 8/1512:10 pm
GCM
-
MCO
1 stop5h 23m
American Airlines
Sat 8/228:20 pm
MCO
-
GCM
1 stop15h 50m
American Airlines
Deal found 4/9$531
This Southwest deal was found by Cheapflights users on 4/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2912:45 pm
GCM
-
MCO
Nonstop1h 55m
Southwest
Wed 7/111:00 am
MCO
-
GCM
Nonstop1h 50m
Southwest
Deal found 4/6$533

Find 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 April 11, 2026.

Round-trip from

$430
(Delta)

One-way from

$218
(JetBlue)

Popular in

December

Cheapest in

September

Average price

$631
From Grand Cayman to Orlando (ORL)
Search Deals
One-way flight from Grand Cayman to Orlando (ORL)
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($99 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
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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 April 11, 2026.
Use the filters below to find and compare flights from Grand Cayman to Orlando that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Wed 5/6

1:25 pm-11:01 pm

1 stop8h 36m

Orlando

Mon 5/11

7:00 am-11:54 am

1 stop5h 54m

$430

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Wed 5/6

2:10 pm-9:36 am

2 stops18h 26m

Orlando

Mon 5/11

5:00 am-11:31 am

1 stop7h 31m

$444

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Fri 5/15

12:35 pm-8:41 pm

1 stop7h 06m

Orlando

Tue 5/19

8:15 pm-11:00 am

1 stop15h 45m

$447

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Fri 5/15

1:35 pm-10:45 am

1 stop20h 10m

Orlando

Mon 5/18

3:05 pm-12:30 pm

1 stop22h 25m

$450

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Thu 9/3

12:56 pm-1:00 am

1 stop11h 04m

Orlando

Fri 9/11

6:15 am-11:40 am

1 stop6h 25m

$465

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Thu 8/6

12:56 pm-11:58 pm

1 stop10h 02m

Orlando

Thu 8/13

5:30 am-11:41 am

1 stop7h 11m

$465

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Fri 5/15

2:10 pm-9:36 am

2 stops18h 26m

Orlando

Fri 5/29

6:15 am-4:11 pm

2 stops10h 56m

$498
Quickest round-trip

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Mon 6/29

12:45 pm-3:40 pm

Nonstop1h 55m

Orlando

Wed 7/1

11:00 am-11:50 am

Nonstop1h 50m

$533
Cheapest one-way

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Tue 6/2

2:05 pm-9:40 pm

1 stop6h 35m

$218

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Sat 6/6

2:20 pm-9:40 pm

1 stop6h 20m

$218

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/5

Showing 1-10 of 17 resultsSorted by cheapest first
1
2

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 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 April 11, 2026.

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 April 11, 2026.
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
4,334 reviews

Food

7.0

Crew

8.6

Overall

8.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,334 reviews
Southwest
8.0
Very good
4,334 reviews

Food

7.0

Crew

8.6

Overall

8.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,564 reviews
Southwest
8.0
Very good
4,334 reviews

Food

7.0

Crew

8.6

Overall

8.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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?

    Delta and American Airlines can get you from Grand Cayman to Orlando in just under 8h 36m. Your travel time can differ by up to 9h 50m. The distance between Grand Cayman and Orlando is about 631 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 $533, our data indicates the cheapest price to be $286. The most popular route (George Town Owen Roberts Intl - Orlando), is priced around $376.

  • 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.

See more FAQs

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Alternative routes for Grand Cayman to Orlando

See prices for flight routes from nearby airports that may be better suited for you.
George Town to Tampa flights
George Town to Jacksonville flights

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 April 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$363Average$488FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$511Average$647FlexibilityNo cancel feeOn-time63%

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