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Grand Cayman

$101+ Cheap flights from Orlando (MCO) to Grand Cayman

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 1/10. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — GCM
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap flight deals from Orlando to Grand Cayman

Keep the following information in mind while searching for Orlando to Grand Cayman flight deals. Data was last updated August 14, 2025.

Round-trip from

$376
(American Airlines)

One-way from

$101
(FlightHub)

Popular in

June

Cheapest in

September

Average price

$665
From Orlando to Grand Cayman
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One-way flight from Orlando to Grand Cayman
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Highest demand for flights based on searches. 7% potential increase in price ($42 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 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 Orlando to Grand Cayman

Cheapest flights from Orlando to Grand Cayman
Explore the most affordable flight options available from Orlando to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This American Airlines deal was found by Cheapflights users on 8/14. 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 9/107:35 amMCO - GCM
1 stop4h 35mAmerican Airlines
Wed 9/1712:10 pmGCM - MCO
1 stop8h 49mAmerican Airlines
Deal found 8/14$376
This American Airlines deal was found by Cheapflights users on 8/13. 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 9/146:10 amMCO - GCM
1 stop6h 00mAmerican Airlines
Tue 9/1612:10 pmGCM - MCO
2 stops10h 21mAmerican Airlines
Deal found 8/13$380
This American Airlines deal was found by Cheapflights users on 8/14. 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 9/202:59 pmMCO - GCM
1 stop21h 23mAmerican Airlines
Wed 9/2412:10 pmGCM - MCO
1 stop5h 33mAmerican Airlines
Deal found 8/14$383
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Mon 9/297:35 amMCO - GCM
1 stop4h 35mAmerican Airlines
Mon 10/612:10 pmGCM - MCO
1 stop5h 25mAmerican Airlines
Deal found 8/14$418
This Delta deal was found by Cheapflights users on 8/13. 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 9/76:00 amMCO - GCM
1 stop6h 37mDelta
Sat 9/1312:52 pmGCM - MCO
1 stop5h 53mDelta
Deal found 8/13$441
This American Airlines deal was found by Cheapflights users on 8/13. 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 9/73:39 pmMCO - GCM
2 stops20h 31mAmerican Airlines
Sat 9/1312:10 pmGCM - MCO
2 stops19h 40mAmerican Airlines
Deal found 8/13$445
This American Airlines deal was found by Cheapflights users on 8/13. 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 10/158:00 amMCO - GCM
1 stop4h 10mAmerican Airlines
Sun 10/1912:10 pmGCM - MCO
1 stop5h 18mAmerican Airlines
Deal found 8/13$446
This American Airlines deal was found by Cheapflights users on 8/12. 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 9/286:00 amMCO - GCM
1 stop6h 22mAmerican Airlines
Sun 10/512:28 pmGCM - MCO
1 stop24h 06mAmerican Airlines
Deal found 8/12$447
This American Airlines deal was found by Cheapflights users on 8/13. 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 9/2711:18 amMCO - GCM
1 stop25h 04mAmerican Airlines
Sat 10/412:25 pmGCM - MCO
1 stop7h 40mAmerican Airlines
Deal found 8/13$448
This American Airlines deal was found by Cheapflights users on 8/12. 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 10/18:17 amMCO - GCM
1 stop28h 05mAmerican Airlines
Wed 10/88:25 amGCM - MCO
1 stop4h 25mAmerican Airlines
Deal found 8/12$450

Cheapflights Fare Finder

 
Customize your flight search to find flights from Orlando to Grand Cayman 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 14, 2025.
Use the filters below to find and compare flights from Orlando Airport to Grand Cayman that are best for you.

Fly from

Orlando

Fly to

Grand Cayman

Route

Depart

Return

Price

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 9/10

7:35 am-11:10 am

1 stop4h 35m

George Town Owen Roberts Intl

Wed 9/17

12:10 pm-9:59 pm

1 stop8h 49m

$376

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 9/14

7:35 am-11:10 am

1 stop4h 35m

George Town Owen Roberts Intl

Tue 9/16

12:10 pm-11:55 pm

1 stop10h 45m

$376

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 9/20

2:59 pm-11:22 am

1 stop21h 23m

George Town Owen Roberts Intl

Wed 9/24

12:10 pm-6:43 pm

1 stop5h 33m

$383

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Mon 9/29

7:35 am-11:10 am

1 stop4h 35m

George Town Owen Roberts Intl

Mon 10/6

12:10 pm-6:35 pm

1 stop5h 25m

$418

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 9/7

6:00 am-11:37 am

1 stop6h 37m

George Town Owen Roberts Intl

Sat 9/13

12:52 pm-7:45 pm

1 stop5h 53m

$441

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 9/25

7:35 am-11:10 am

1 stop4h 35m

George Town Owen Roberts Intl

Tue 9/30

12:10 pm-6:43 pm

1 stop5h 33m

$441

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 9/7

3:39 pm-11:10 am

2 stops20h 31m

George Town Owen Roberts Intl

Sat 9/13

12:25 pm-7:57 pm

1 stop6h 32m

$445

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 12/6

6:55 am-11:00 am

1 stop4h 05m

$101

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 1/10

6:55 am-11:00 am

1 stop4h 05m

$101

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 12/4

6:55 am-11:00 am

1 stop4h 05m

$101

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 14 results
1
2

Best time to book a flight from Orlando to Grand Cayman

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

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

Currently, January is the cheapest month in which you can book a flight from Orlando Airport to Grand Cayman (average of $467). Flying from Orlando Airport to Grand Cayman 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 MCO to LAW?

Find hourly flight availability from Orlando to Grand Cayman. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 14, 2025.

When flying from Orlando Airport to Grand Cayman, 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 Grand Cayman

Get insights into the airlines that provide service to Grand Cayman. 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 Grand Cayman. Reviews last updated August 14, 2025.
Peruse reviews from past customers who have flown with Southwest and American Airlines from Orlando Airport to Grand Cayman to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,244 reviews

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,244 reviews

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

Find useful and relevant information for your journey from Orlando to Grand Cayman. 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 flights from Orlando Airport to Grand Cayman?

    The cheapest flight price from Orlando Airport to Grand Cayman is $651. On average you can expect to pay $983. The most popular route, (Orlando - George Town Owen Roberts Intl), can usually be booked for $361.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Orlando Airport to Grand Cayman (average of $467). Flying from Orlando Airport to Grand Cayman 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Orlando to Grand Cayman

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

Top 2 airlines flying from Orlando to Grand Cayman

Discover the top 2 airlines that operate flights from Orlando to Grand Cayman. 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 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$379Average$588FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$398Average$501FlexibilityNo cancel feeOn-time71%

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