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Grand Cayman

$63+ 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 1/29. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — GCM
Feb 13 — Feb 201
Fri 2/13
Fri 2/20
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 January 14, 2026.

Round-trip from

$255
(FlightHub)

One-way from

$63
(Priceline)

Popular in

November

Cheapest in

December

Average price

$581
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. 2% potential increase in price ($17 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($22 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 January 14, 2026.

This FlightHub deal was found by Cheapflights users on 1/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/296:00 am
MCO
-
GCM
1 stop7h 53m
Spirit Airlines
Sun 2/12:49 pm
GCM
-
MCO
1 stop9h 10m
Spirit Airlines
Deal found 1/11$255
This Expedia deal was found by Cheapflights users on 1/12. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/56:00 am
MCO
-
GCM
1 stop7h 53m
Spirit Airlines
Sun 2/82:49 pm
GCM
-
MCO
1 stop9h 10m
Spirit Airlines
Deal found 1/12$268
This FlightHub deal was found by Cheapflights users on 1/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/156:00 am
MCO
-
GCM
1 stop7h 38m
Spirit Airlines
Thu 3/191:40 pm
GCM
-
MCO
1 stop4h 31m
Spirit Airlines
Deal found 1/13$280
This JetBlue deal was found by Cheapflights users on 1/13. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/208:30 am
MCO
-
GCM
1 stop6h 25m
JetBlue
Sat 6/272:55 pm
GCM
-
MCO
1 stop5h 29m
JetBlue
Deal found 1/13$289
This Priceline deal was found by Cheapflights users on 1/12. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/56:00 am
MCO
-
GCM
1 stop7h 43m
Spirit Airlines
Sun 3/81:49 pm
GCM
-
MCO
1 stop9h 05m
Spirit Airlines
Deal found 1/12$298
This Kiwi.com deal was found by Cheapflights users on 1/11. 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 2/146:54 pm
MCO
-
GCM
1 stop18h 49m
Spirit Airlines
Thu 2/192:49 pm
GCM
-
MCO
1 stop9h 05m
Spirit Airlines
Deal found 1/11$302
This Kiwi.com deal was found by Cheapflights users on 1/11. 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 2/126:00 am
MCO
-
GCM
1 stop7h 43m
Spirit Airlines
Thu 2/192:49 pm
GCM
-
MCO
1 stop16h 50m
Spirit Airlines
Deal found 1/11$316
This Kiwi.com deal was found by Cheapflights users on 1/11. 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 2/147:48 pm
MCO
-
GCM
2 stops17h 55m
Multiple Airlines
Thu 2/192:49 pm
GCM
-
MCO
1 stop9h 05m
Multiple Airlines
Deal found 1/11$335
This Kiwi.com deal was found by Cheapflights users on 1/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/266:00 am
MCO
-
GCM
1 stop7h 43m
Multiple Airlines
Thu 3/52:49 pm
GCM
-
MCO
2 stops9h 36m
Multiple Airlines
Deal found 1/12$351
This Kiwi.com deal was found by Cheapflights users on 1/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/56:00 am
MCO
-
GCM
1 stop7h 53m
Multiple Airlines
Sun 2/84:45 pm
GCM
-
MCO
2 stops25h 07m
Multiple Airlines
Deal found 1/12$353
This Kiwi.com deal was found by Cheapflights users on 1/11. 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 2/146:54 pm
MCO
-
GCM
1 stop18h 49m
Multiple Airlines
Wed 2/1811:30 am
GCM
-
MCO
2 stops14h 06m
Multiple Airlines
Deal found 1/11$362

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 January 14, 2026.
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 6/20

8:30 am-1:55 pm

1 stop6h 25m

George Town Owen Roberts Intl

Sat 6/27

2:55 pm-9:24 pm

1 stop5h 29m

$289

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 2/14

6:54 pm-1:43 pm

1 stop18h 49m

George Town Owen Roberts Intl

Thu 2/19

2:49 pm-11:54 pm

1 stop9h 05m

$302

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 3/15

6:00 am-12:38 pm

1 stop7h 38m

George Town Owen Roberts Intl

Thu 3/19

1:40 pm-7:32 am

2 stops16h 52m

$351

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 2/5

6:00 am-1:53 pm

1 stop7h 53m

George Town Owen Roberts Intl

Tue 2/10

11:30 am-12:25 am

2 stops12h 55m

$364

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 3/28

6:00 am-12:20 pm

1 stop7h 20m

George Town Owen Roberts Intl

Sun 4/12

1:52 pm-11:50 pm

1 stop8h 58m

$385

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Fri 2/27

8:37 pm-1:43 pm

2 stops41h 06m

George Town Owen Roberts Intl

Fri 3/6

10:00 am-4:22 pm

1 stop30h 22m

$411

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 3/29

6:00 am-12:57 pm

1 stop7h 57m

George Town Owen Roberts Intl

Sun 4/12

1:52 pm-7:34 am

1 stop16h 42m

$422

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 2/5

11:00 am-12:55 pm

Nonstop1h 55m

George Town Owen Roberts Intl

Tue 2/10

1:50 pm-3:45 pm

Nonstop1h 55m

$444

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Fri 2/20

11:00 am-12:55 pm

Nonstop1h 55m

George Town Owen Roberts Intl

Tue 2/24

1:50 pm-3:45 pm

Nonstop1h 55m

$444

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 3/29

6:00 am-12:57 pm

1 stop7h 57m

George Town Owen Roberts Intl

Sun 4/12

4:45 pm-12:33 am

2 stops30h 48m

$444

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/13

Showing 1-10 of 22 results
1
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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 $231). Flying from Orlando to Grand Cayman in March is currently the most expensive (average of $592). 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 January 14, 2026.

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 January 14, 2026.
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
4,257 reviews

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Boarding

8.1

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
4,257 reviews
Southwest
8.0
Very good
4,257 reviews

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Boarding

8.1

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
11,118 reviews
Southwest
8.0
Very good
4,257 reviews

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Boarding

8.1

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 6h 25m. Airlines will cover a distance of 631 mi. This flight may include one or multiple stops.

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

    Looking at all options, your cheapest flight can be booked for $236. While the most popular route (Orlando - George Town Owen Roberts Intl) can be booked for $260 on average, our data indicates $494 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 $231). Flying from Orlando to Grand Cayman in March is currently the most expensive (average of $592). 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 January 14, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$425Average$535FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$474Average$611FlexibilityNo cancel feeOn-time63%

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