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Grand Cayman

$66+ 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
Dec 20 — Dec 271
Sat 12/20
Sat 12/27
1 adult, Economy
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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 November 20, 2025.

This Expedia deal was found by Cheapflights users on 11/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/136:39 amMCO - GCM
1 stop10h 16mSpirit Airlines
Sat 12/205:56 pmGCM - MCO
1 stop13h 49mSpirit Airlines
Deal found 11/19$236
This American Airlines deal was found by Cheapflights users on 11/19. 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 11/206:00 amMCO - GCM
1 stop14h 28mAmerican Airlines
Thu 11/271:25 pmGCM - MCO
1 stop5h 26mAmerican Airlines
Deal found 11/19$328
This American Airlines deal was found by Cheapflights users on 11/19. 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 11/235:00 amMCO - GCM
1 stop6h 57mAmerican Airlines
Wed 11/261:05 pmGCM - MCO
1 stop7h 01mAmerican Airlines
Deal found 11/19$378
This Kiwi.com deal was found by Cheapflights users on 11/19. 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 12/126:34 pmMCO - GCM
1 stop22h 21mMultiple Airlines
Tue 12/167:00 amGCM - MCO
2 stops16h 41mMultiple Airlines
Deal found 11/19$396
This Kiwi.com deal was found by Cheapflights users on 11/19. 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.
Sat 12/206:45 amMCO - GCM
1 stop10h 10mMultiple Airlines
Mon 12/224:45 pmGCM - MCO
2 stops14h 52mMultiple Airlines
Deal found 11/19$401
This Kiwi.com deal was found by Cheapflights users on 11/18. 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.
Sat 12/137:49 pmMCO - GCM
1 stop17h 56mMultiple Airlines
Wed 12/177:00 amGCM - MCO
2 stops24h 37mMultiple Airlines
Deal found 11/18$404
This Mytrip deal was found by Cheapflights users on 11/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/286:45 amMCO - GCM
1 stop7h 00mMultiple Airlines
Tue 1/611:30 amGCM - MCO
2 stops25h 20mMultiple Airlines
Deal found 11/19$413

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 November 20, 2025.

Round-trip from

$266
(Expedia)

One-way from

$66
(Priceline)

Popular in

November

Cheapest in

December

Average price

$857
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. 3% potential increase in price ($25 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 November 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 November 20, 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

Sat 12/13

6:39 am-4:55 pm

1 stop10h 16m

George Town Owen Roberts Intl

Sat 12/20

5:56 pm-7:45 am

1 stop13h 49m

$236

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 1/10

8:26 am-1:38 pm

1 stop5h 12m

George Town Owen Roberts Intl

Sat 1/24

2:34 pm-11:54 pm

1 stop9h 20m

$266

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 1/10

6:59 pm-1:53 pm

1 stop18h 54m

George Town Owen Roberts Intl

Sat 1/24

2:34 pm-12:36 am

2 stops10h 02m

$319

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Fri 1/9

9:01 am-1:38 pm

3 stops28h 37m

George Town Owen Roberts Intl

Sun 1/11

2:49 pm-11:54 pm

1 stop9h 05m

$347

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 3/3

7:00 am-12:35 pm

1 stop5h 35m

George Town Owen Roberts Intl

Thu 3/5

2:00 pm-12:59 am

1 stop10h 59m

$360

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Fri 12/12

6:34 pm-4:55 pm

1 stop22h 21m

George Town Owen Roberts Intl

Tue 12/16

7:00 am-11:41 pm

2 stops16h 41m

$396

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 12/13

7:49 pm-1:45 pm

1 stop17h 56m

George Town Owen Roberts Intl

Wed 12/17

7:00 am-7:37 am

2 stops24h 37m

$404

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 1/8

8:00 am-8:20 pm

2 stops12h 20m

$103

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 3/4

11:00 am-12:55 pm

Nonstop1h 55m

$123

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Mon 2/16

11:00 am-12:55 pm

Nonstop1h 55m

$123

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 18 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 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 $523). 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 November 20, 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 November 20, 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
4,249 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

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
4,249 reviews
Southwest
8.0
Very good
4,249 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

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
11,045 reviews
Southwest
8.0
Very good
4,249 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

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 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 10h 16m. 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 $206. While the most popular route (Orlando - George Town Owen Roberts Intl) can be booked for $236 on average, our data indicates $236 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 $523). 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 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 November 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$425Average$534FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$451Average$594FlexibilityNo cancel feeOn-time63%

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