$97+ Cheap flights from Orlando (ORL) to the Cayman Islands
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 6/11. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — GCM
Mar 17 — Mar 241
1 adult, Economy
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Find cheap flights from Orlando to Cayman Islands with Cheapflights
1. Tell us where you want to go
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 Orlando to Cayman Islands
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Cheapest flights from Orlando to Cayman IslandsExplore the most affordable flight options available from Orlando to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 15, 2026.
Explore the most affordable flight options available from Orlando to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 15, 2026.
This Mytrip deal was found by Cheapflights users on 2/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/16:00 am
MCO
- GCM
1 stop7h 43m
Spirit Airlines
Thu 3/121:52 pm
GCM
- MCO
1 stop4h 29m
Spirit Airlines
Deal found 2/15![Spirit Airlines logo]()
$310
This FlightHub deal was found by Cheapflights users on 2/13. 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.
Thu 2/196:00 am
MCO
- GCM
1 stop7h 43m
Spirit Airlines
Thu 2/262:49 pm
GCM
- MCO
1 stop9h 05m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$313
This Delta deal was found by Cheapflights users on 2/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/186:15 am
MCO
- GCM
1 stop6h 39m
Delta
Thu 5/211:19 pm
GCM
- MCO
1 stop9h 31m
Delta
Deal found 2/13![Delta logo]()
$319
This American Airlines deal was found by Cheapflights users on 2/15. 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.
Sun 4/265:00 am
MCO
- GCM
1 stop7h 33m
American Airlines
Thu 4/302:10 pm
GCM
- MCO
2 stops18h 26m
American Airlines
Deal found 2/15![American Airlines logo]()
$324
This Delta deal was found by Cheapflights users on 2/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/217:00 am
MCO
- GCM
1 stop6h 00m
Delta
Fri 4/241:25 pm
GCM
- MCO
1 stop10h 43m
Delta
Deal found 2/11![Delta logo]()
$329
This FlightHub deal was found by Cheapflights users on 2/13. 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 2/226:00 am
MCO
- GCM
1 stop7h 43m
Spirit Airlines
Sun 3/12:49 pm
GCM
- MCO
1 stop9h 05m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$330
This Priceline deal was found by Cheapflights users on 2/12. 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.
Sun 3/156:00 am
MCO
- GCM
1 stop7h 57m
Spirit Airlines
Thu 3/191:52 pm
GCM
- MCO
1 stop4h 29m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$346
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 3/146:00 am
MCO
- GCM
1 stop7h 20m
Spirit Airlines
Thu 3/191:52 pm
GCM
- MCO
1 stop8h 58m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$349
This Priceline deal was found by Cheapflights users on 2/12. 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.
Sun 3/2910:25 am
MCO
- GCM
1 stop3h 32m
Spirit Airlines
Sun 4/51:52 pm
GCM
- MCO
1 stop8h 58m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$356
This Southwest deal was found by Cheapflights users on 2/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2711:20 am
MCO
- GCM
Nonstop1h 50m
Southwest
Fri 5/11:05 pm
GCM
- MCO
Nonstop1h 55m
Southwest
Deal found 2/12![Southwest logo]()
$358
This Priceline deal was found by Cheapflights users on 2/12. 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 3/126:00 am
MCO
- GCM
1 stop7h 57m
Spirit Airlines
Sun 3/151:52 pm
GCM
- MCO
1 stop4h 29m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$366
This Kiwi.com deal was found by Cheapflights users on 2/12. 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.
Wed 3/46:54 pm
MCO
- GCM
1 stop18h 49m
Multiple Airlines
Wed 3/118:00 am
GCM
- MCO
1 stop11h 04m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$368
Best flights from Orlando to Cayman IslandsDiscover carefully curated flight deals from Orlando to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 15, 2026.
Discover carefully curated flight deals from Orlando to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 15, 2026.
This Delta deal was found by Cheapflights users on 2/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/186:15 am
MCO
- GCM
1 stop6h 39m
Delta
Thu 5/211:19 pm
GCM
- MCO
1 stop9h 31m
Delta
Deal found 2/13![Delta logo]()
$319
This American Airlines deal was found by Cheapflights users on 2/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/187:55 pm
MCO
- GCM
2 stops16h 05m
American Airlines
Thu 5/215:11 pm
GCM
- MCO
1 stop5h 53m
American Airlines
Deal found 2/13![American Airlines logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 3/146:00 am
MCO
- GCM
1 stop7h 20m
Spirit Airlines
Thu 3/191:52 pm
GCM
- MCO
1 stop8h 58m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$349
This Southwest deal was found by Cheapflights users on 2/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2711:20 am
MCO
- GCM
Nonstop1h 50m
Southwest
Fri 5/11:05 pm
GCM
- MCO
Nonstop1h 55m
Southwest
Deal found 2/12![Southwest logo]()
$358
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 3/1410:47 pm
MCO
- GCM
2 stops15h 10m
Multiple Airlines
Thu 3/191:52 pm
GCM
- MCO
1 stop4h 29m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$366
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Sun 3/156:00 am
MCO
- GCM
1 stop7h 57m
Spirit Airlines
Thu 3/191:52 pm
GCM
- MCO
1 stop4h 29m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$377
This Kiwi.com deal was found by Cheapflights users on 2/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/188:34 pm
MCO
- GCM
1 stop17h 23m
Multiple Airlines
Sun 3/221:52 pm
GCM
- MCO
2 stops16h 48m
Multiple Airlines
Deal found 2/14![Multiple Airlines logo]()
$386
This Kiwi.com deal was found by Cheapflights users on 2/12. 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.
Fri 3/138:34 pm
MCO
- GCM
1 stop16h 46m
Spirit Airlines
Thu 3/191:52 pm
GCM
- MCO
1 stop8h 58m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$383
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 3/146:00 am
MCO
- GCM
1 stop7h 20m
Multiple Airlines
Wed 3/1811:30 am
GCM
- MCO
2 stops19h 02m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$403
This Expedia deal was found by Cheapflights users on 2/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/96:00 am
MCO
- GCM
1 stop7h 57m
Multiple Airlines
Mon 4/1311:25 am
GCM
- MCO
1 stop11h 21m
Multiple Airlines
Deal found 2/14![Multiple Airlines logo]()
$405
This Kiwi.com deal was found by Cheapflights users on 2/12. 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.
Sun 3/156:00 am
MCO
- GCM
1 stop7h 57m
Spirit Airlines
Sun 3/221:52 pm
GCM
- MCO
1 stop17h 02m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$405
Last-minute flights from Orlando to Cayman IslandsDiscover last-minute flight deals from Orlando to Cayman Islands. Data last updated February 15, 2026 and is based on user searches.
Discover last-minute flight deals from Orlando to Cayman Islands. Data last updated February 15, 2026 and is based on user searches.
This FlightHub deal was found by Cheapflights users on 2/13. 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.
Thu 2/196:00 am
MCO
- GCM
1 stop7h 43m
Spirit Airlines
Thu 2/262:49 pm
GCM
- MCO
1 stop9h 05m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$313
This FlightHub deal was found by Cheapflights users on 2/13. 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 2/226:00 am
MCO
- GCM
1 stop7h 43m
Spirit Airlines
Sun 3/12:49 pm
GCM
- MCO
1 stop9h 05m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$330
This Mytrip deal was found by Cheapflights users on 2/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/16:00 am
MCO
- GCM
1 stop7h 43m
Spirit Airlines
Thu 3/121:52 pm
GCM
- MCO
1 stop4h 29m
Spirit Airlines
Deal found 2/15![Spirit Airlines logo]()
$310
This Kiwi.com deal was found by Cheapflights users on 2/12. 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.
Wed 3/46:54 pm
MCO
- GCM
1 stop18h 49m
Multiple Airlines
Wed 3/118:00 am
GCM
- MCO
1 stop11h 04m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$368
This Priceline deal was found by Cheapflights users on 2/12. 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 3/126:00 am
MCO
- GCM
1 stop7h 57m
Spirit Airlines
Sun 3/151:52 pm
GCM
- MCO
1 stop4h 29m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$366
This Kiwi.com deal was found by Cheapflights users on 2/12. 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.
Fri 3/138:34 pm
MCO
- GCM
1 stop16h 46m
Spirit Airlines
Sun 3/221:52 pm
GCM
- MCO
1 stop17h 02m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$383
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 3/146:00 am
MCO
- GCM
1 stop7h 20m
Spirit Airlines
Thu 3/191:52 pm
GCM
- MCO
1 stop8h 58m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$349
This Priceline deal was found by Cheapflights users on 2/12. 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.
Sun 3/156:00 am
MCO
- GCM
1 stop7h 57m
Spirit Airlines
Thu 3/191:52 pm
GCM
- MCO
1 stop4h 29m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$346
This Kiwi.com deal was found by Cheapflights users on 2/12. 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.
Wed 3/188:34 pm
MCO
- GCM
1 stop17h 23m
Spirit Airlines
Sun 3/221:52 pm
GCM
- MCO
1 stop17h 02m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$372
This Kiwi.com deal was found by Cheapflights users on 2/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/188:34 pm
MCO
- GCM
1 stop17h 23m
Multiple Airlines
Sun 3/221:52 pm
GCM
- MCO
2 stops16h 48m
Multiple Airlines
Deal found 2/14![Multiple Airlines logo]()
$386
This Priceline deal was found by Cheapflights users on 2/12. 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.
Sun 3/2910:25 am
MCO
- GCM
1 stop3h 32m
Spirit Airlines
Sun 4/51:52 pm
GCM
- MCO
1 stop8h 58m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$356
One-way flights from Orlando to Cayman IslandsSearch for one-way flight options from Orlando to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated February 15, 2026.
Search for one-way flight options from Orlando to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated February 15, 2026.
This Priceline deal was found by Cheapflights users on 2/12. 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 6/119:00 am
MCO
- GCM
1 stop5h 55m
JetBlue
Deal found 2/12![JetBlue logo]()
$97
This Southwest deal was found by Cheapflights users on 2/13. 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.
Tue 4/1411:20 am
MCO
- GCM
Nonstop1h 50m
Southwest
Deal found 2/13![Southwest logo]()
$103
This Delta deal was found by Cheapflights users on 2/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/216:15 am
MCO
- GCM
1 stop6h 45m
Delta
Deal found 2/13![Delta logo]()
$107
This Priceline deal was found by Cheapflights users on 2/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/196:00 am
MCO
- GCM
1 stop7h 57m
Spirit Airlines
Deal found 2/15![Spirit Airlines logo]()
$111
This Delta deal was found by Cheapflights users on 2/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/77:00 am
MCO
- GCM
1 stop5h 47m
Delta
Deal found 2/12![Delta logo]()
$112
This American Airlines deal was found by Cheapflights users on 2/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/77:02 pm
MCO
- GCM
2 stops16h 58m
American Airlines
Deal found 2/13![American Airlines logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 2/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/18:34 pm
MCO
- GCM
1 stop17h 23m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 2/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/188:34 pm
MCO
- GCM
1 stop17h 23m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$123
This Priceline deal was found by Cheapflights users on 2/13. 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 Priceline 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 57m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 2/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/278:34 pm
MCO
- GCM
1 stop16h 46m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$133
Find flight deals from Orlando to Cayman Islands
Keep the following information in mind while searching for Orlando to Cayman Islands flight deals. Data was last updated February 15, 2026.
Round-trip from | $310 (Mytrip) |
|---|---|
One-way from | $97 (Priceline) |
Popular in | November |
Cheapest in | December |
Average price | $631 |
Good round-trip deal | $552 or less |
Good one-way deal | $236 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Orlando to Cayman Islands 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 February 15, 2026.
Use the filters below to find and compare flights from Orlando to the Cayman Islands that are best for you.
Fly from
Orlando
Fly to
Cayman Islands
Route
Depart
Return
Price
OrlandoGeorge Town
MCO - GCM
MCOGCM
Orlando
Mon 5/18
6:15 am-11:54 am
1 stop6h 39m
George Town Owen Roberts Intl
Thu 5/21
1:19 pm-11:50 pm
1 stop9h 31m
$319
OrlandoGeorge Town
MCO - GCM
MCOGCM
Orlando
Mon 5/18
7:55 pm-11:00 am
2 stops16h 05m
George Town Owen Roberts Intl
Thu 5/21
5:11 pm-12:04 am
1 stop5h 53m
$324
OrlandoGeorge Town
MCO - GCM
MCOGCM
Orlando
Sat 3/14
6:00 am-12:20 pm
1 stop7h 20m
George Town Owen Roberts Intl
Thu 3/19
1:52 pm-11:50 pm
1 stop8h 58m
$349
OrlandoGeorge Town
MCO - GCM
MCOGCM
Orlando
Mon 4/27
11:20 am-12:10 pm
Nonstop1h 50m
George Town Owen Roberts Intl
Fri 5/1
1:05 pm-4:00 pm
Nonstop1h 55m
$358
OrlandoGeorge Town
MCO - GCM
MCOGCM
Orlando
Sat 3/14
10:47 pm-12:57 pm
2 stops15h 10m
George Town Owen Roberts Intl
Thu 3/19
1:52 pm-7:21 pm
1 stop4h 29m
$366
OrlandoGeorge Town
MCO - GCM
MCOGCM
Orlando
Sun 3/15
6:00 am-12:57 pm
1 stop7h 57m
George Town Owen Roberts Intl
Thu 3/19
1:52 pm-7:21 pm
1 stop4h 29m
$377
OrlandoGeorge Town
MCO - GCM
MCOGCM
Orlando
Fri 3/13
8:34 pm-12:20 pm
1 stop16h 46m
George Town Owen Roberts Intl
Thu 3/19
1:52 pm-11:50 pm
1 stop8h 58m
$383
OrlandoGeorge Town
MCO - GCM
MCOGCM
Orlando
Wed 3/18
8:34 pm-12:57 pm
1 stop17h 23m
George Town Owen Roberts Intl
Sun 3/22
1:52 pm-7:40 am
2 stops16h 48m
$386
OrlandoGeorge Town
MCO - GCM
MCOGCM
Orlando
Sat 3/14
6:00 am-12:20 pm
1 stop7h 20m
George Town Owen Roberts Intl
Wed 3/18
11:30 am-7:32 am
2 stops19h 02m
$403
OrlandoGeorge Town
MCO - GCM
MCOGCM
Orlando
Thu 4/9
6:00 am-12:57 pm
1 stop7h 57m
George Town Owen Roberts Intl
Mon 4/13
11:25 am-11:46 pm
1 stop11h 21m
$405
Showing 1-10 of 20 results
Best time to book a flight from Orlando to Cayman Islands
Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Orlando with our price prediction graph.
MCO-GCM
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 the Cayman Islands
ORL-KY0
MCO-GCM
What is the cheapest month to book a flight from Orlando to Cayman Islands?
Currently, August is the cheapest month in which you can book a flight from Orlando to Cayman Islands (average of $231). Flying from Orlando to Cayman Islands in July is currently the most expensive (average of $504). 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 KY?
Find hourly flight availability from Orlando to Cayman Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 15, 2026.
When flying from Orlando to Cayman Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Weekly flight availability from Orlando to Cayman Islands
Explore weekly flight availability from Orlando to Cayman Islands. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated February 15, 2026.
The most flights from ORL to KY0 are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).
Reviews of airlines servicing Cayman Islands
Get insights into the airlines that provide service to Cayman Islands. 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 Cayman Islands. Reviews last updated February 15, 2026.
Read through reviews of airlines operating flights from Orlando to the Cayman Islands, such as Southwest and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Orlando to Cayman Islands. 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 Orlando to Cayman Islands
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Complete your trip
Complete your trip to Cayman Islands by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Orlando to Cayman Islands by cabin class
Find flights from Orlando to Cayman Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Orlando and Cayman Islands flights
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Orlando to Cayman Islands flights
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Top 2 airlines flying from Orlando to Cayman Islands
Discover the top 2 airlines that operate flights from Orlando to Cayman Islands. 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 February 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$369 | Average$535 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$474 | Average$621 | FlexibilityNo cancel fee | On-time63% |