$214+ Cheap flights from the Cayman Islands to Orlando (ORL)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — ORL
Oct 17 — Oct 241
Round-trip
1 adult, Economy
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Cayman Islands to Orlando
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Cheapest flights from Cayman Islands to OrlandoExplore the most affordable flight options available from Cayman Islands to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2026.
Explore the most affordable flight options available from Cayman Islands to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2026.
This American Airlines deal was found by Cheapflights users on 9/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/212:55 pm -
2 stops10h 39m
Sun 12/67:27 pm -
1 stop15h 56m
Deal found 9/15![American Airlines logo]()
$328
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/512:18 pm -
1 stop9h 47m
Tue 11/106:00 am -
1 stop5h 23m
Deal found 9/16![American Airlines logo]()
$380
This American Airlines deal was found by Cheapflights users on 9/14. 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 11/512:18 pm -
1 stop7h 59m
Mon 11/98:20 pm -
1 stop18h 25m
Deal found 9/14![American Airlines logo]()
$387
This American Airlines deal was found by Cheapflights users on 9/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2212:00 pm -
1 stop10h 59m
Sun 10/257:30 pm -
1 stop17h 00m
Deal found 9/15![American Airlines logo]()
$388
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/3112:00 pm -
1 stop4h 50m
Mon 11/27:00 am -
1 stop4h 55m
Deal found 9/14![American Airlines logo]()
$403
This Air Canada deal was found by Cheapflights users on 9/15. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/251:10 pm -
1 stop10h 48m
Mon 11/3010:35 am -
1 stop25h 35m
Deal found 9/15![Air Canada logo]()
$405
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.
Sun 11/112:55 pm -
1 stop11h 04m
Sun 11/87:27 pm -
1 stop15h 56m
Deal found 9/17![American Airlines logo]()
$417
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3112:10 pm -
1 stop23h 03m
Sat 11/78:15 am -
1 stop27h 55m
Deal found 9/16![Air Canada logo]()
$439
Best flights from Cayman Islands to OrlandoDiscover carefully curated flight deals from Cayman Islands to Orlando that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
Discover carefully curated flight deals from Cayman Islands to Orlando that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
This American Airlines deal was found by Cheapflights users on 9/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/212:55 pm -
2 stops10h 39m
Sun 12/67:27 pm -
1 stop15h 56m
Deal found 9/15![American Airlines logo]()
$328
This Justfly.com deal was found by Cheapflights users on 9/15. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/251:10 pm -
1 stop10h 48m
Mon 11/308:30 am -
2 stops27h 40m
Deal found 9/15![Air Canada logo]()
$428
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.
Sat 10/3112:10 pm -
1 stop10h 48m
Sat 11/77:04 am -
2 stops9h 01m
Deal found 9/16![Multiple Airlines logo]()
$490
This Southwest deal was found by Cheapflights users on 9/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/311:05 pm -
Nonstop1h 50m
Mon 11/210:35 am -
Nonstop2h 00m
Deal found 9/13![Southwest logo]()
$563
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.
Sun 11/112:55 pm -
2 stops9h 10m
Sun 11/87:27 pm -
1 stop15h 56m
Deal found 9/17![American Airlines logo]()
$422
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 10/94:45 pm -
2 stops25h 43m
Sun 10/116:07 am -
2 stops12h 13m
Deal found 9/17![Multiple Airlines logo]()
$654
This Southwest deal was found by Cheapflights users on 9/15. 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.
Wed 2/31:50 pm -
Nonstop1h 55m
Thu 2/1110:55 am -
Nonstop2h 00m
Deal found 9/15![Southwest logo]()
$669
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/192:20 pm -
Nonstop1h 55m
Mon 1/410:35 am -
Nonstop2h 00m
Deal found 9/17![Southwest logo]()
$693
Last-minute flights from Cayman Islands to OrlandoDiscover last-minute flight deals from Cayman Islands to Orlando. Data last updated September 17, 2026 and is based on user searches.
Discover last-minute flight deals from Cayman Islands to Orlando. Data last updated September 17, 2026 and is based on user searches.
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 10/912:00 pm -
1 stop10h 59m
Mon 10/127:00 am -
1 stop5h 30m
Deal found 9/17![American Airlines logo]()
$473
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.
Mon 10/192:10 pm -
1 stop8h 49m
Fri 10/239:55 am -
1 stop4h 15m
Deal found 9/17![American Airlines logo]()
$461
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.
Mon 10/194:45 pm -
2 stops23h 36m
Fri 10/238:00 am -
2 stops27h 30m
Deal found 9/17![Multiple Airlines logo]()
$474
This American Airlines deal was found by Cheapflights users on 9/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/218:00 am -
1 stop8h 50m
Sun 10/257:30 pm -
1 stop17h 00m
Deal found 9/15![American Airlines logo]()
$460
This American Airlines deal was found by Cheapflights users on 9/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2212:00 pm -
1 stop10h 59m
Sun 10/257:30 pm -
1 stop17h 00m
Deal found 9/15![American Airlines logo]()
$388
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/3112:00 pm -
1 stop4h 50m
Mon 11/27:00 am -
1 stop4h 55m
Deal found 9/14![American Airlines logo]()
$403
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3112:10 pm -
1 stop23h 03m
Sat 11/78:15 am -
1 stop27h 55m
Deal found 9/16![Air Canada logo]()
$439
This Southwest deal was found by Cheapflights users on 9/14. 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.
Sat 10/311:05 pm -
Nonstop1h 50m
Mon 11/210:35 am -
Nonstop2h 00m
Deal found 9/14![Southwest logo]()
$445
This Gotogate deal was found by Cheapflights users on 9/13. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3112:10 pm -
1 stop10h 48m
Mon 11/28:40 pm -
2 stops39h 30m
Deal found 9/13![Air Canada logo]()
$449
One-way flights from Cayman Islands to OrlandoSearch for one-way flight options from Cayman Islands to Orlando. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
Search for one-way flight options from Cayman Islands to Orlando. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Tue 10/208:00 am -
1 stop11h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![American Airlines logo]()
$214
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 11/1812:55 pm -
1 stop19h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![American Airlines logo]()
$220
This Trip.com deal was found by Cheapflights users on 9/13. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/71:10 pm -
1 stop20h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Air Canada logo]()
$229
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1712:55 pm -
1 stop5h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![American Airlines logo]()
$249
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2411:25 am -
1 stop11h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Air Canada logo]()
$252
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/141:10 pm -
1 stop10h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Air Canada logo]()
$257
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.
Tue 10/1312:35 pm -
2 stops21h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![American Airlines logo]()
$259
Find flight deals from Cayman Islands to Orlando
Keep the following information in mind while searching for Cayman Islands to Orlando flight deals. Data was last updated September 17, 2026.
Round-trip from | $328 (American Airlines) |
|---|---|
One-way from | $214 (American Airlines) |
Popular in | December |
Cheapest in | May |
Good round-trip deal | $470 or less |
Good one-way deal | $362 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Cayman Islands 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 7,457,451 searches. Data last updated September 17, 2026.
Use the filters below to find and compare flights from the Cayman Islands to Orlando that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
George TownOrlando
GCM George Town Owen Roberts Intl - MCO Orlando
GCMMCO
George Town Owen Roberts Intl
Tue 12/15
1:30 pm-3:25 pm
Nonstop1h 55m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$249
George TownOrlando
GCM George Town Owen Roberts Intl - MCO Orlando
GCMMCO
George Town Owen Roberts Intl
Wed 11/18
1:30 pm-3:25 pm
Nonstop1h 55m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$249
George TownOrlando
GCM George Town Owen Roberts Intl - MCO Orlando
GCMMCO
George Town Owen Roberts Intl
Tue 3/16
4:45 pm-12:50 pm
1 stop19h 05m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$269
George TownOrlando
GCM George Town Owen Roberts Intl - MCO Orlando
GCMMCO
George Town Owen Roberts Intl
Tue 3/9
2:50 pm-9:48 pm
1 stop30h 58m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$269
George TownOrlando
GCM George Town Owen Roberts Intl - MCO Orlando
GCMMCO
George Town Owen Roberts Intl
Tue 12/22
2:55 pm-9:50 am
1 stop18h 55m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$269
George TownOrlando
GCM George Town Owen Roberts Intl - MCO Orlando
GCMMCO
George Town Owen Roberts Intl
Mon 3/15
1:50 pm-1:35 pm
2 stops22h 45m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$269
George TownOrlando
GCM George Town Owen Roberts Intl - MCO Orlando
GCMMCO
George Town Owen Roberts Intl
Tue 11/10
5:45 pm-10:47 am
1 stop17h 02m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$269
George TownOrlando
GCM George Town Owen Roberts Intl - MCO Orlando
GCMMCO
George Town Owen Roberts Intl
Thu 12/17
2:55 pm-11:44 pm
1 stop8h 49m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$279
George TownOrlando
GCM George Town Owen Roberts Intl - MCO Orlando
GCMMCO
George Town Owen Roberts Intl
Fri 12/18
2:55 pm-9:50 am
1 stop18h 55m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$279
George TownOrlando
GCM George Town Owen Roberts Intl - MCO Orlando
GCMMCO
George Town Owen Roberts Intl
Sun 12/27
5:45 pm-8:07 pm
1 stop26h 22m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$319
Showing 1-10 of 19 resultsSorted by cheapest first
Best time to book a flight from Cayman Islands to Orlando
Have a flexible travel schedule? Discover the best time to fly to Orlando from Cayman Islands with our price prediction graph.
GCM-MCO
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 the Cayman Islands to Orlando
KY0-ORL
GCM-MCO
What is the cheapest month to book a flight from Cayman Islands to Orlando?
Currently, September is the cheapest month in which you can book a flight from Cayman Islands to Orlando (average of $442). Flying from Cayman Islands to Orlando in October is currently the most expensive (average of $742). 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 KY to ORL?
Find hourly flight availability from Cayman Islands 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 September 17, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Cayman Islands 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 September 17, 2026.
Get a feel of what it's like to fly with Southwest and American Airlines from the Cayman Islands to Orlando by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Related info for your journey
Find useful and relevant information for your journey from Cayman Islands to Orlando. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Cayman Islands to Orlando
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Complete your trip
Complete your trip to Orlando by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Cayman Islands to Orlando by cabin class
Find flights from Cayman Islands to Orlando, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Orlando
Explore flights to Orlando departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 17, 2026.
Cayman Islands and Orlando flights
Browse other Cayman Islands and Orlando flight options. Last updated on September 17, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Cayman Islands to Orlando
Discover the top 2 airlines that operate flights from Cayman Islands 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 7,457,451 searches. Data last updated September 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$363 | Average$653 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$474 | Average$647 | FlexibilityNo cancel fee | On-time63% |