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Grand Cayman

$80+ 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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — GCM
Dec 5 — Dec 121
Fri 12/5
Fri 12/12
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 5, 2025.

This Travelocity deal was found by Cheapflights users on 11/4. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/286:45 amMCO - GCM
1 stop7h 00mSpirit Airlines
Sun 1/112:35 pmGCM - MCO
1 stop9h 19mSpirit Airlines
Deal found 11/4$337
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 12/286:45 amMCO - GCM
1 stop7h 00mSpirit Airlines
Thu 1/12:40 pmGCM - MCO
1 stop17h 05mSpirit Airlines
Deal found 11/4$409
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 12/186:45 amMCO - GCM
1 stop7h 00mSpirit Airlines
Thu 12/252:40 pmGCM - MCO
1 stop17h 05mSpirit Airlines
Deal found 11/3$423
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 12/286:45 amMCO - GCM
1 stop7h 00mMultiple Airlines
Thu 1/12:40 pmGCM - MCO
2 stops9h 45mMultiple Airlines
Deal found 11/4$437
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 12/286:45 amMCO - GCM
1 stop7h 00mMultiple Airlines
Mon 1/54:45 pmGCM - MCO
2 stops31h 40mMultiple Airlines
Deal found 11/4$444
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 12/209:09 pmMCO - GCM
2 stops16h 36mMultiple Airlines
Thu 12/252:40 pmGCM - MCO
1 stop17h 05mMultiple Airlines
Deal found 11/2$453
This Delta deal was found by Cheapflights users on 11/4. 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.
Sun 12/288:45 pmMCO - GCM
1 stop15h 51mDelta
Wed 12/311:52 pmGCM - MCO
1 stop8h 33mDelta
Deal found 11/4$458
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 12/186:45 amMCO - GCM
1 stop7h 00mMultiple Airlines
Thu 12/252:40 pmGCM - MCO
2 stops17h 05mMultiple Airlines
Deal found 11/3$471
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 amMCO - GCM
2 stops10h 50mMultiple Airlines
Thu 1/12:40 pmGCM - MCO
1 stop17h 05mMultiple Airlines
Deal found 11/4$478
This Faresmojo deal was found by Cheapflights users on 11/2. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:00 amMCO - GCM
1 stop8h 31mJetBlue
Sun 11/163:40 pmGCM - MCO
1 stop19h 28mJetBlue
Deal found 11/2$484
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 12/207:34 pmMCO - GCM
1 stop18h 11mSpirit Airlines
Thu 12/252:40 pmGCM - MCO
1 stop17h 05mSpirit Airlines
Deal found 11/2$486

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 5, 2025.

Round-trip from

$308
(Mytrip)

One-way from

$80
(Priceline)

Popular in

August

Cheapest in

November

Average price

$511
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. 9% potential increase in price ($59 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($22 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 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 November 5, 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

Sun 12/28

6:45 am-1:45 pm

1 stop7h 00m

George Town Owen Roberts Intl

Sun 1/11

2:35 pm-11:54 pm

1 stop9h 19m

$337

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 1/31

6:55 am-1:40 pm

1 stop6h 45m

George Town Owen Roberts Intl

Fri 2/6

7:00 am-10:04 am

3 stops27h 04m

$395

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 1/15

8:15 pm-2:35 pm

1 stop18h 20m

George Town Owen Roberts Intl

Sun 1/18

3:40 pm-12:09 am

1 stop8h 29m

$409

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 12/28

8:45 pm-12:36 pm

1 stop15h 51m

George Town Owen Roberts Intl

Wed 12/31

1:52 pm-10:25 pm

1 stop8h 33m

$458

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 12/18

6:45 am-1:45 pm

1 stop7h 00m

George Town Owen Roberts Intl

Thu 12/25

2:40 pm-7:45 am

2 stops17h 05m

$471

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 1/31

10:35 am-12:30 pm

Nonstop1h 55m

George Town Owen Roberts Intl

Fri 2/6

1:50 pm-3:45 pm

Nonstop1h 55m

$478

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Fri 11/14

6:00 am-2:31 pm

1 stop8h 31m

George Town Owen Roberts Intl

Sun 11/16

3:40 pm-11:08 am

1 stop19h 28m

$484

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 12/20

7:34 pm-1:45 pm

1 stop18h 11m

George Town Owen Roberts Intl

Thu 12/25

2:40 pm-7:45 am

1 stop17h 05m

$486

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Fri 11/14

6:41 pm-2:50 pm

3 stops20h 09m

George Town Owen Roberts Intl

Tue 11/18

11:30 am-12:58 pm

2 stops25h 28m

$517

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 1/15

11:00 am-12:55 pm

Nonstop1h 55m

George Town Owen Roberts Intl

Sun 1/18

1:50 pm-3:45 pm

Nonstop1h 55m

$522

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/4

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, 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 5, 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 5, 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
4,240 reviews

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Boarding

8.1

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
4,240 reviews
Southwest
8.0
Very good
4,240 reviews

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Boarding

8.1

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
11,042 reviews
Southwest
8.0
Very good
4,240 reviews

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Boarding

8.1

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 7h. 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 $206. While the most popular route (Orlando - George Town Owen Roberts Intl) can be booked for $337 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$425Average$534FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$451Average$594FlexibilityNo cancel feeOn-time63%

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