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$169+ Cheap flights from Grand Cayman to Orlando (ORL)

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 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — ORL
Jan 16 — Jan 231
Fri 1/16
Fri 1/23
1 adult, Economy
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Cheap flight deals from Grand Cayman to Orlando

Cheapest flights from Grand Cayman to Orlando
Explore the most affordable flight options available from Grand Cayman to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/15. 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 12/182:40 pmGCM - MCO
1 stop22h 30mSpirit Airlines
Sat 1/36:34 pmMCO - GCM
1 stop19h 11mSpirit Airlines
Deal found 12/15$345
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 12/182:40 pmGCM - MCO
1 stop17h 05mMultiple Airlines
Sat 1/38:34 pmMCO - GCM
2 stops17h 11mMultiple Airlines
Deal found 12/15$380
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 12/182:40 pmGCM - MCO
1 stop17h 05mSpirit Airlines
Sun 1/46:45 amMCO - GCM
1 stop7h 00mSpirit Airlines
Deal found 12/15$405
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 12/182:40 pmGCM - MCO
1 stop17h 05mMultiple Airlines
Mon 1/58:34 pmMCO - GCM
2 stops19h 31mMultiple Airlines
Deal found 12/15$416
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 12/182:40 pmGCM - MCO
1 stop22h 30mMultiple Airlines
Sun 1/47:34 pmMCO - GCM
2 stops21h 46mMultiple Airlines
Deal found 12/15$500
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/182:40 pmGCM - MCO
1 stop22h 30mMultiple Airlines
Mon 12/227:42 pmMCO - GCM
2 stops15h 53mMultiple Airlines
Deal found 12/17$511
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Sat 12/205:56 pmGCM - MCO
1 stop13h 49mMultiple Airlines
Mon 12/225:15 pmMCO - GCM
2 stops18h 20mMultiple Airlines
Deal found 12/16$521
This Delta deal was found by Cheapflights users on 12/15. 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.
Thu 12/181:50 pmGCM - MCO
1 stop9h 57mDelta
Mon 1/55:30 amMCO - GCM
1 stop7h 10mDelta
Deal found 12/15$607
This United Airlines deal was found by Cheapflights users on 12/15. 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.
Thu 12/185:10 pmGCM - MCO
1 stop7h 35mUnited Airlines
Mon 1/57:00 amMCO - GCM
1 stop9h 00mUnited Airlines
Deal found 12/15$616
This Expedia deal was found by Cheapflights users on 12/17. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/183:25 pmGCM - MCO
2 stops17h 17mJetBlue
Mon 12/225:17 pmMCO - GCM
2 stops20h 38mJetBlue
Deal found 12/17$646
This Southwest deal was found by Cheapflights users on 12/15. 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 12/181:30 pmGCM - MCO
Nonstop1h 55mSouthwest
Mon 1/510:40 amMCO - GCM
Nonstop1h 55mSouthwest
Deal found 12/15$667

Find flight deals from Grand Cayman to Orlando

Keep the following information in mind while searching for Grand Cayman to Orlando flight deals. Data was last updated December 17, 2025.

Round-trip from

$233
(Priceline)

One-way from

$169
(Priceline)

Popular in

March

Cheapest in

September

Average price

$710
From Grand Cayman to Orlando (ORL)
Search Deals
One-way flight from Grand Cayman to Orlando (ORL)
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($47 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 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 Grand Cayman to Orlando 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 17, 2025.
Use the filters below to find and compare flights from Grand Cayman to Orlando that are best for you.

Fly from

Grand Cayman

Fly to

Orlando

Route

Depart

Return

Price

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Sat 1/31

2:34 pm-11:59 pm

1 stop9h 25m

Orlando

Sat 2/7

9:01 am-1:38 pm

1 stop4h 37m

$233

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Sat 1/17

2:34 pm-11:59 pm

1 stop9h 25m

Orlando

Sat 1/24

9:01 am-1:38 pm

1 stop4h 37m

$253

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Thu 1/15

2:49 pm-11:59 pm

1 stop9h 10m

Orlando

Sun 1/18

6:00 am-1:53 pm

1 stop7h 53m

$257

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Sat 1/17

2:34 pm-12:20 am

2 stops9h 46m

Orlando

Sat 1/24

3:07 pm-1:53 pm

1 stop22h 46m

$307

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Thu 2/19

2:49 pm-11:54 pm

1 stop9h 05m

Orlando

Mon 2/23

8:48 pm-4:05 pm

3 stops19h 17m

$367

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Thu 2/19

1:50 pm-3:45 pm

Nonstop1h 55m

Orlando

Mon 2/23

11:00 am-12:55 pm

Nonstop1h 55m

$372

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Mon 2/16

8:45 am-3:09 pm

1 stop6h 24m

Orlando

Thu 2/19

6:00 am-2:25 pm

1 stop8h 25m

$386

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Mon 2/16

8:45 am-7:22 pm

1 stop10h 37m

Orlando

Wed 2/18

7:00 am-8:15 pm

1 stop13h 15m

$386

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Wed 2/11

1:50 pm-3:45 pm

Nonstop1h 55m

$236

George TownOrlando

GCM - MCO

GCMMCO

George Town Owen Roberts Intl

Tue 2/10

1:50 pm-3:45 pm

Nonstop1h 55m

$236

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 17 results
1
2

Best time to book a flight from Grand Cayman to Orlando

Have a flexible travel schedule? Discover the best time to fly to Orlando from Grand Cayman 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 Grand Cayman to Orlando

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

Currently, August is the cheapest month in which you can book a flight from Grand Cayman to Orlando (average of $283). Flying from Grand Cayman to Orlando in June is currently the most expensive (average of $588). 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 LAW to ORL?

Find hourly flight availability from Grand Cayman to Orlando. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 17, 2025.

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

Reviews of airlines servicing Orlando

Get insights into the airlines that provide service to Orlando. 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 Orlando. Reviews last updated December 17, 2025.
Read reviews from past customers who have flown Southwest and American Airlines from Grand Cayman to Orlando. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Overall

7.9

Food

7.0

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
7.9
Good
4,250 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Overall

7.9

Food

7.0

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
11,049 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Overall

7.9

Food

7.0

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 Grand Cayman to Orlando. 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 Grand Cayman to Orlando?

    Spirit Airlines can get you from Grand Cayman to Orlando in just under 9h 25m. Your travel time can differ by up to . The distance between Grand Cayman and Orlando is about 631 mi.

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

    Looking for the cheapest flight from Grand Cayman to Orlando? While on average our users pay $499, our data indicates the cheapest price to be $262. The most popular route (George Town Owen Roberts Intl - Orlando), is priced around $253.

  • Can I find deals for flights from Grand Cayman to Orlando that include hotel bookings?

    Yes. In addition to deals on Grand Cayman to Orlando flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Grand Cayman to Orlando?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Grand Cayman to Orlando.

  • Can I find deals for business class flights from Grand Cayman to Orlando?

    Yes. Cheapflights offers flight deals from Grand Cayman to Orlando 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 Grand Cayman to Orlando?

    Currently, August is the cheapest month in which you can book a flight from Grand Cayman to Orlando (average of $283). Flying from Grand Cayman to Orlando in June is currently the most expensive (average of $588). 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 Grand Cayman to Orlando

Discover the top 2 airlines that operate flights from Grand Cayman to Orlando. 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 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$423Average$505FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$449Average$603FlexibilityNo cancel feeOn-time63%

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