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Grand Cayman

$100+ 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 2/1. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — GCM
Oct 19 — Oct 261
Sun 10/19
Sun 10/26
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 September 19, 2025.

Round-trip from

$424
(American Airlines)

One-way from

$100
(Priceline)

Popular in

August

Cheapest in

September

Average price

$487
From Orlando (ORL) to Grand Cayman
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One-way flight from Orlando (ORL) to Grand Cayman
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Highest demand for flights based on searches. 7% potential increase in price ($47 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($23 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 19, 2025.

This American Airlines deal was found by Cheapflights users on 9/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/206:00 amMCO - GCM
1 stop6h 10mAmerican Airlines
Tue 10/2812:10 pmGCM - MCO
1 stop7h 13mAmerican Airlines
Deal found 9/18$424
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Wed 12/249:00 amMCO - GCM
1 stop7h 00mUnited Airlines
Wed 12/315:10 pmGCM - MCO
1 stop7h 35mUnited Airlines
Deal found 9/16$469
This American Airlines deal was found by Cheapflights users on 9/17. 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 11/87:41 pmMCO - GCM
1 stop16h 16mAmerican Airlines
Mon 11/101:20 pmGCM - MCO
1 stop7h 05mAmerican Airlines
Deal found 9/17$475
This American Airlines deal was found by Cheapflights users on 9/17. 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 11/13:14 pmMCO - GCM
1 stop21h 59mAmerican Airlines
Sat 11/83:18 pmGCM - MCO
1 stop6h 40mAmerican Airlines
Deal found 9/17$483
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Sun 10/267:36 pmMCO - GCM
2 stops16h 59mMultiple Airlines
Thu 10/301:50 pmGCM - MCO
1 stop19h 34mMultiple Airlines
Deal found 9/16$506
This Southwest deal was found by Cheapflights users on 9/16. 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 11/1310:40 amMCO - GCM
Nonstop1h 55mSouthwest
Sun 11/161:30 pmGCM - MCO
Nonstop1h 55mSouthwest
Deal found 9/16$511
This Mytrip deal was found by Cheapflights users on 9/16. 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.
Thu 11/137:15 amMCO - GCM
2 stops14h 00mMultiple Airlines
Sun 11/167:00 amGCM - MCO
2 stops17h 43mMultiple Airlines
Deal found 9/16$524
This Delta deal was found by Cheapflights users on 9/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/245:30 amMCO - GCM
1 stop7h 05mDelta
Sun 10/2612:55 pmGCM - MCO
1 stop10h 04mDelta
Deal found 9/18$526
This American Airlines deal was found by Cheapflights users on 9/17. 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.
Fri 10/248:00 amMCO - GCM
1 stop4h 10mAmerican Airlines
Sun 10/268:25 amGCM - MCO
1 stop12h 35mAmerican Airlines
Deal found 9/17$531
This Mytrip deal was found by Cheapflights users on 9/17. 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.
Fri 10/176:05 amMCO - GCM
2 stops16h 10mMultiple Airlines
Fri 10/244:45 pmGCM - MCO
2 stops20h 52mMultiple Airlines
Deal found 9/17$541

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 September 19, 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

Mon 10/20

6:00 am-11:10 am

1 stop6h 10m

George Town Owen Roberts Intl

Tue 10/28

12:10 pm-8:23 pm

1 stop7h 13m

$424

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Fri 3/13

6:00 am-1:02 pm

1 stop8h 02m

George Town Owen Roberts Intl

Wed 3/18

2:10 pm-11:38 pm

1 stop8h 28m

$452

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 3/4

6:00 am-2:02 pm

1 stop8h 02m

George Town Owen Roberts Intl

Sun 3/8

2:10 pm-11:38 pm

1 stop8h 28m

$452

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 3/3

6:00 am-2:02 pm

1 stop8h 02m

George Town Owen Roberts Intl

Sun 3/8

2:10 pm-11:38 pm

1 stop8h 28m

$452

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Fri 3/13

6:00 am-1:02 pm

1 stop8h 02m

George Town Owen Roberts Intl

Tue 3/17

2:10 pm-11:38 pm

1 stop8h 28m

$452

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 3/18

6:00 am-1:02 pm

1 stop8h 02m

George Town Owen Roberts Intl

Mon 3/23

2:10 pm-11:38 pm

1 stop8h 28m

$452

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 3/3

6:00 am-2:02 pm

1 stop8h 02m

George Town Owen Roberts Intl

Thu 3/5

3:10 pm-11:38 pm

1 stop8h 28m

$462

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 3/3

7:00 am-12:35 pm

1 stop5h 35m

George Town Owen Roberts Intl

Sat 3/7

3:07 pm-10:37 pm

1 stop7h 30m

$475

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Mon 3/2

8:55 pm-12:35 pm

1 stop15h 40m

George Town Owen Roberts Intl

Sat 3/7

3:07 pm-10:37 pm

1 stop7h 30m

$475

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 11/8

7:41 pm-11:57 am

1 stop16h 16m

George Town Owen Roberts Intl

Mon 11/10

1:20 pm-8:25 pm

1 stop7h 05m

$475

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/17

Showing 1-10 of 20 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, January is the cheapest month in which you can book a flight from Orlando to Grand Cayman (average of $467). Flying from Orlando 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 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 September 19, 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 September 19, 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
4,242 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

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
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

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 6h 10m. Airlines will cover a distance of 631 mi. This flight may include one or multiple stops.

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

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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 September 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$379Average$589FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$434Average$525FlexibilityNo cancel feeOn-time71%

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