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Grand Cayman

$56+ Cheap flights from Orlando (ORL) 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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — GCM
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
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 23, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/20. 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.
Tue 12/305:15 pmMCO - GCM
2 stops22h 50mMultiple Airlines
Mon 1/122:50 pmGCM - MCO
1 stop19h 34mMultiple Airlines
Deal found 12/20$493
This Gotogate deal was found by Cheapflights users on 12/20. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:45 amMCO - GCM
1 stop7h 00mMultiple Airlines
Tue 12/301:30 pmGCM - MCO
1 stop19h 50mMultiple Airlines
Deal found 12/20$503
This Kiwi.com deal was found by Cheapflights users on 12/22. 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
Sun 1/42:40 pmGCM - MCO
1 stop17h 05mMultiple Airlines
Deal found 12/22$554
This Kiwi.com deal was found by Cheapflights users on 12/22. 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.
Thu 12/256:45 amMCO - GCM
1 stop7h 00mMultiple Airlines
Wed 12/3111:30 amGCM - MCO
2 stops36h 10mMultiple Airlines
Deal found 12/22$583
This Delta deal was found by Cheapflights users on 12/20. 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.
Tue 12/308:05 amMCO - GCM
1 stop6h 22mDelta
Mon 1/122:05 pmGCM - MCO
1 stop8h 59mDelta
Deal found 12/20$596
This Booking.com deal was found by Cheapflights users on 12/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2512:00 pmMCO - GCM
2 stops24h 25mAir Canada
Tue 12/301:30 pmGCM - MCO
1 stop19h 50mAir Canada
Deal found 12/20$642
This Southwest deal was found by Cheapflights users on 12/20. 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.
Sun 12/2110:40 amMCO - GCM
Nonstop1h 55mSouthwest
Mon 12/291:30 pmGCM - MCO
Nonstop1h 55mSouthwest
Deal found 12/20$672
This Southwest deal was found by Cheapflights users on 12/20. 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.
Thu 12/2510:40 amMCO - GCM
Nonstop1h 55mSouthwest
Tue 12/301:30 pmGCM - MCO
Nonstop1h 55mSouthwest
Deal found 12/20$682

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 23, 2025.

Round-trip from

$240
(Priceline)

One-way from

$56
(Priceline)

Popular in

November

Cheapest in

December

Average price

$528
From Orlando (ORL) to Grand Cayman
Search Deals
One-way flight from Orlando (ORL) to Grand Cayman
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($33 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($23 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 23, 2025.
Use the filters below to find and compare flights from Orlando 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

Thu 2/5

6:00 am-1:53 pm

1 stop7h 53m

George Town Owen Roberts Intl

Thu 2/12

2:49 pm-11:54 pm

1 stop9h 05m

$240

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 1/22

6:00 am-1:53 pm

1 stop7h 53m

George Town Owen Roberts Intl

Thu 1/29

2:49 pm-11:59 pm

1 stop9h 10m

$250

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 2/4

6:59 pm-1:53 pm

1 stop18h 54m

George Town Owen Roberts Intl

Sat 2/7

2:34 pm-11:59 pm

1 stop9h 25m

$270

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-11:59 pm

1 stop9h 10m

$273

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 2/4

6:59 pm-1:53 pm

1 stop18h 54m

George Town Owen Roberts Intl

Sat 2/7

2:34 pm-12:31 am

2 stops9h 57m

$302

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 2/5

6:00 am-1:53 pm

1 stop7h 53m

George Town Owen Roberts Intl

Thu 2/12

2:49 pm-6:55 am

2 stops16h 06m

$315

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 1/1

6:45 am-1:45 pm

1 stop7h 00m

George Town Owen Roberts Intl

Tue 1/6

11:30 am-12:50 pm

2 stops25h 20m

$335

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Fri 1/23

5:00 am-2:45 pm

2 stops9h 45m

George Town Owen Roberts Intl

Fri 1/30

8:50 am-11:45 pm

2 stops14h 55m

$391

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 1/11

6:00 am-1:53 pm

1 stop7h 53m

$95

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 3/4

11:00 am-12:55 pm

Nonstop1h 55m

$136

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Showing 1-10 of 16 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 to Grand Cayman

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

Currently, August is the cheapest month in which you can book a flight from Orlando to Grand Cayman (average of $241). Flying from Orlando 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 ORL 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 23, 2025.

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

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 23, 2025.
Get a feel of what it's like to fly with Southwest and American Airlines from Orlando to Grand Cayman by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,253 reviews

Overall

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

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
8.0
Very good
4,253 reviews
Southwest
8.0
Very good
4,253 reviews

Overall

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

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
11,054 reviews
Southwest
8.0
Very good
4,253 reviews

Overall

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

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 to Grand Cayman?

    Departing from Orlando to Grand Cayman will take you 7h 53m. Airlines will cover a distance of 631 mi.

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

    Looking at all options, your cheapest flight can be booked for $441. While the most popular route (Orlando - George Town Owen Roberts Intl) can be booked for $240 on average, our data indicates $691 when flying from Orlando to Grand Cayman.

  • 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 to Grand Cayman?

    Currently, August is the cheapest month in which you can book a flight from Orlando to Grand Cayman (average of $241). Flying from Orlando 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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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 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$425Average$535FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$474Average$606FlexibilityNo cancel feeOn-time63%

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