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Grand Cayman

$65+ 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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — GCM
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
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Cheap 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 December 15, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Wed 12/317:34 pmMCO - GCM
1 stop18h 11mMultiple Airlines
Mon 1/54:45 pmGCM - MCO
2 stops31h 36mMultiple Airlines
Deal found 12/15$404
This Kiwi.com deal was found by Cheapflights users on 12/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:34 pmMCO - GCM
1 stop22h 21mMultiple Airlines
Wed 12/247:00 amGCM - MCO
2 stops24h 37mMultiple Airlines
Deal found 12/13$437
This Kiwi.com deal was found by Cheapflights users on 12/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/298:34 pmMCO - GCM
2 stops19h 31mMultiple Airlines
Sat 1/35:56 pmGCM - MCO
1 stop13h 49mMultiple Airlines
Deal found 12/13$445
This Delta deal was found by Cheapflights users on 12/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/227:05 amMCO - GCM
1 stop7h 22mDelta
Sat 12/273:42 pmGCM - MCO
1 stop6h 43mDelta
Deal found 12/12$626
This United Airlines deal was found by Cheapflights users on 12/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/197:00 amMCO - GCM
1 stop9h 00mUnited Airlines
Wed 12/245:45 pmGCM - MCO
1 stop16h 59mUnited Airlines
Deal found 12/13$686

Find 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 December 15, 2025.

Round-trip from

$253
(FlightHub)

One-way from

$65
(Priceline)

Popular in

November

Cheapest in

January

Average price

$528
From Orlando to Grand Cayman
Search Deals
One-way flight from Orlando to Grand Cayman
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($34 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($23 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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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 December 15, 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

Sat 1/10

9:01 am-1:38 pm

1 stop4h 37m

George Town Owen Roberts Intl

Sat 1/17

2:34 pm-11:59 pm

1 stop9h 25m

$253

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 1/10

6:59 pm-1:53 pm

1 stop18h 54m

George Town Owen Roberts Intl

Sat 1/17

2:34 pm-12:20 am

2 stops9h 46m

$307

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 2/22

6:00 am-1:43 pm

1 stop7h 43m

George Town Owen Roberts Intl

Fri 2/27

4:45 pm-11:40 pm

2 stops30h 55m

$363

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 1/11

6:00 am-1:53 pm

1 stop7h 53m

George Town Owen Roberts Intl

Sun 1/18

2:49 pm-7:31 am

2 stops16h 42m

$364

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 1/29

8:00 am-2:45 pm

1 stop6h 45m

George Town Owen Roberts Intl

Mon 2/2

12:50 pm-6:55 pm

1 stop6h 05m

$378

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 1/28

9:46 pm-1:53 pm

2 stops16h 07m

George Town Owen Roberts Intl

Wed 2/4

11:30 am-11:06 pm

3 stops35h 36m

$383

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Mon 1/5

10:14 pm-4:05 pm

2 stops17h 51m

George Town Owen Roberts Intl

Thu 1/8

2:49 pm-7:31 am

2 stops16h 42m

$392

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 1/14

6:59 pm-1:53 pm

1 stop18h 54m

George Town Owen Roberts Intl

Mon 1/19

2:50 pm-10:24 am

1 stop19h 34m

$403

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 12/31

7:34 pm-1:45 pm

1 stop18h 11m

George Town Owen Roberts Intl

Mon 1/5

4:45 pm-12:21 am

2 stops31h 36m

$404

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 2/12

6:00 am-1:43 pm

1 stop7h 43m

George Town Owen Roberts Intl

Mon 2/16

4:45 pm-6:00 pm

2 stops25h 15m

$407

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/13

Showing 1-10 of 22 results
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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, August is the cheapest month in which you can book a flight from Orlando Airport to Grand Cayman (average of $241). Flying from Orlando Airport to Grand Cayman in March is currently the most expensive (average of $574). 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 December 15, 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 December 15, 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
7.9
Good
4,250 reviews

Overall

7.9

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,250 reviews
Southwest
7.9
Good
4,250 reviews

Overall

7.9

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,051 reviews
Southwest
7.9
Good
4,250 reviews

Overall

7.9

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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.

  • How long is the flight from Orlando Airport to Grand Cayman?

    There are many flights that can get you from Orlando Airport to Grand Cayman in 4h 37m. Fly via Spirit Airlines or American Airlines to get the fastest option. There are 631 mi between Orlando Airport and Grand Cayman. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The cheapest flight price from Orlando Airport to Grand Cayman is $441. On average you can expect to pay $541. The most popular route, (Orlando - George Town Owen Roberts Intl), can usually be booked for $253.

  • 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, August is the cheapest month in which you can book a flight from Orlando Airport to Grand Cayman (average of $241). Flying from Orlando Airport to Grand Cayman in March is currently the most expensive (average of $574). 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 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 December 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$425Average$535FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$468Average$604FlexibilityNo cancel feeOn-time63%

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