$70+ 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 2/15. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — GCM
Mar 6 — Mar 131
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 4, 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 4, 2026.
This Priceline deal was found by Cheapflights users on 2/3. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:00 am
MCO
- GCM
1 stop7h 43m
Spirit Airlines
Sat 4/251:40 pm
GCM
- MCO
1 stop9h 18m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$256
This Expedia deal was found by Cheapflights users on 2/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/56:00 am
MCO
- GCM
1 stop7h 43m
Spirit Airlines
Thu 3/121:52 pm
GCM
- MCO
1 stop4h 29m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$260
This FlightHub deal was found by Cheapflights users on 2/2. 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 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 2/2![Spirit Airlines logo]()
$282
This Priceline deal was found by Cheapflights users on 2/4. 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 Priceline 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 stop4h 29m
Spirit Airlines
Deal found 2/4![Spirit Airlines logo]()
$284
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Wed 4/88:34 pm
MCO
- GCM
1 stop17h 23m
Spirit Airlines
Sun 4/121:52 pm
GCM
- MCO
1 stop4h 29m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$289
This FlightHub deal was found by Cheapflights users on 2/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/156:00 am
MCO
- GCM
1 stop7h 43m
Spirit Airlines
Sun 2/222:49 pm
GCM
- MCO
1 stop9h 05m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$291
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Wed 2/186:54 pm
MCO
- GCM
1 stop18h 49m
Spirit Airlines
Thu 3/121:52 pm
GCM
- MCO
1 stop4h 29m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$292
This FlightHub deal was found by Cheapflights users on 2/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/79:01 am
MCO
- GCM
1 stop4h 37m
Spirit Airlines
Thu 2/122:49 pm
GCM
- MCO
1 stop9h 05m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$300
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Thu 3/56:00 am
MCO
- GCM
1 stop7h 43m
Spirit Airlines
Sun 3/81:49 pm
GCM
- MCO
1 stop16h 50m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$304
This FlightHub deal was found by Cheapflights users on 2/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/26:00 am
MCO
- GCM
1 stop7h 57m
Spirit Airlines
Thu 4/91:52 pm
GCM
- MCO
1 stop4h 29m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$306
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Wed 2/186:54 pm
MCO
- GCM
1 stop18h 49m
Multiple Airlines
Thu 3/121:52 pm
GCM
- MCO
2 stops9h 27m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$315
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 4, 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 4, 2026.
This FlightHub deal was found by Cheapflights users on 2/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/79:01 am
MCO
- GCM
1 stop4h 37m
Spirit Airlines
Thu 2/122:49 pm
GCM
- MCO
1 stop9h 05m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$300
This Delta deal was found by Cheapflights users on 2/2. 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 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
Wed 4/291:25 pm
GCM
- MCO
1 stop6h 28m
Delta
Deal found 2/2![Delta logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 2/186:54 pm
MCO
- GCM
1 stop18h 49m
Multiple Airlines
Tue 3/311:30 am
GCM
- MCO
2 stops22h 00m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$344
This Mytrip deal was found by Cheapflights users on 2/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/189:59 pm
MCO
- GCM
2 stops15h 44m
Spirit Airlines
Sat 4/251:40 pm
GCM
- MCO
1 stop9h 18m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$311
This Delta deal was found by Cheapflights users on 2/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/55:30 am
MCO
- GCM
1 stop7h 30m
Delta
Wed 5/131:19 pm
GCM
- MCO
1 stop8h 25m
Delta
Deal found 2/2![Delta logo]()
$319
This Delta deal was found by Cheapflights users on 2/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:15 am
MCO
- GCM
1 stop6h 45m
Delta
Fri 5/151:19 pm
GCM
- MCO
1 stop10h 36m
Delta
Deal found 2/2![Delta logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 5/26:00 am
MCO
- GCM
1 stop7h 43m
Spirit Airlines
Thu 5/141:40 pm
GCM
- MCO
1 stop9h 18m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$347
This Delta deal was found by Cheapflights users on 2/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/48:55 pm
MCO
- GCM
1 stop16h 05m
Delta
Wed 5/131:19 pm
GCM
- MCO
1 stop8h 25m
Delta
Deal found 2/2![Delta logo]()
$319
This Delta deal was found by Cheapflights users on 2/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/48:55 pm
MCO
- GCM
1 stop16h 05m
Delta
Tue 5/121:19 pm
GCM
- MCO
1 stop6h 05m
Delta
Deal found 2/2![Delta logo]()
$319
This Delta deal was found by Cheapflights users on 2/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/55:30 am
MCO
- GCM
1 stop7h 30m
Delta
Tue 5/121:19 pm
GCM
- MCO
1 stop7h 30m
Delta
Deal found 2/2![Delta logo]()
$319
This Delta deal was found by Cheapflights users on 2/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:15 am
MCO
- GCM
1 stop6h 14m
Delta
Tue 3/101:12 pm
GCM
- MCO
1 stop7h 48m
Delta
Deal found 2/3![Delta logo]()
$319
This Delta deal was found by Cheapflights users on 2/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/48:55 pm
MCO
- GCM
1 stop16h 05m
Delta
Fri 5/151:19 pm
GCM
- MCO
1 stop9h 31m
Delta
Deal found 2/2![Delta logo]()
$319
Last-minute flights from Orlando to Cayman IslandsDiscover last-minute flight deals from Orlando to Cayman Islands. Data last updated February 4, 2026 and is based on user searches.
Discover last-minute flight deals from Orlando to Cayman Islands. Data last updated February 4, 2026 and is based on user searches.
This FlightHub deal was found by Cheapflights users on 2/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/79:01 am
MCO
- GCM
1 stop4h 37m
Spirit Airlines
Thu 2/122:49 pm
GCM
- MCO
1 stop9h 05m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$300
This FlightHub deal was found by Cheapflights users on 2/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/156:00 am
MCO
- GCM
1 stop7h 43m
Spirit Airlines
Sun 2/222:49 pm
GCM
- MCO
1 stop9h 05m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$291
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Wed 2/186:54 pm
MCO
- GCM
1 stop18h 49m
Spirit Airlines
Thu 3/121:52 pm
GCM
- MCO
1 stop4h 29m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$292
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Wed 2/186:54 pm
MCO
- GCM
1 stop18h 49m
Multiple Airlines
Thu 3/121:52 pm
GCM
- MCO
2 stops9h 27m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$315
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Wed 2/187:48 pm
MCO
- GCM
2 stops17h 55m
Multiple Airlines
Sun 3/81:49 pm
GCM
- MCO
1 stop9h 05m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$319
This FlightHub deal was found by Cheapflights users on 2/2. 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 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 2/2![Spirit Airlines logo]()
$282
This Expedia deal was found by Cheapflights users on 2/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/56:00 am
MCO
- GCM
1 stop7h 43m
Spirit Airlines
Thu 3/121:52 pm
GCM
- MCO
1 stop4h 29m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Thu 3/56:00 am
MCO
- GCM
1 stop7h 43m
Spirit Airlines
Sun 3/81:49 pm
GCM
- MCO
1 stop16h 50m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$304
This Priceline deal was found by Cheapflights users on 2/4. 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 Priceline 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 stop4h 29m
Spirit Airlines
Deal found 2/4![Spirit Airlines logo]()
$284
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 3/148:34 pm
MCO
- GCM
1 stop17h 23m
Spirit Airlines
Sat 3/211:15 pm
GCM
- MCO
1 stop17h 39m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$326
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 4, 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 4, 2026.
This FlightHub deal was found by Cheapflights users on 2/1. 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 2/156:00 am
MCO
- GCM
1 stop7h 43m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$70
This Priceline deal was found by Cheapflights users on 2/4. 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 Priceline 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
Deal found 2/4![Spirit Airlines logo]()
$73
This Priceline deal was found by Cheapflights users on 2/4. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/266:00 am
MCO
- GCM
1 stop7h 43m
Spirit Airlines
Deal found 2/4![Spirit Airlines logo]()
$76
This Priceline deal was found by Cheapflights users on 2/3. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/86:00 am
MCO
- GCM
1 stop7h 43m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$83
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Wed 2/186:54 pm
MCO
- GCM
1 stop18h 49m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$84
This Kiwi.com deal was found by Cheapflights users on 2/4. 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.
Wed 2/256:54 pm
MCO
- GCM
1 stop18h 49m
Spirit Airlines
Deal found 2/4![Spirit Airlines logo]()
$85
This Kiwi.com deal was found by Cheapflights users on 2/4. 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.
Wed 3/46:54 pm
MCO
- GCM
1 stop18h 49m
Spirit Airlines
Deal found 2/4![Spirit Airlines logo]()
$86
This Kiwi.com deal was found by Cheapflights users on 2/4. 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.
Wed 3/112:50 pm
MCO
- GCM
1 stop23h 07m
Spirit Airlines
Deal found 2/4![Spirit Airlines logo]()
$87
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 4/156:50 pm
MCO
- GCM
1 stop18h 53m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$92
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 4, 2026.
Round-trip from | $256 (Priceline) |
|---|---|
One-way from | $70 (FlightHub) |
Popular in | November |
Cheapest in | December |
Average price | $581 |
Good round-trip deal | $512 or less |
Good one-way deal | $246 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 4, 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
Sat 2/7
9:01 am-1:38 pm
1 stop4h 37m
George Town Owen Roberts Intl
Thu 2/12
2:49 pm-11:54 pm
1 stop9h 05m
$300
OrlandoGeorge Town
MCO - GCM
MCOGCM
Orlando
Sat 4/18
9:59 pm-12:43 pm
2 stops15h 44m
George Town Owen Roberts Intl
Sat 4/25
1:40 pm-11:58 pm
1 stop9h 18m
$311
OrlandoGeorge Town
MCO - GCM
MCOGCM
Orlando
Tue 4/21
7:00 am-12:00 pm
1 stop6h 00m
George Town Owen Roberts Intl
Wed 4/29
1:25 pm-8:53 pm
1 stop6h 28m
$319
OrlandoGeorge Town
MCO - GCM
MCOGCM
Orlando
Tue 5/5
5:30 am-12:00 pm
1 stop7h 30m
George Town Owen Roberts Intl
Wed 5/13
1:19 pm-10:44 pm
1 stop8h 25m
$319
OrlandoGeorge Town
MCO - GCM
MCOGCM
Orlando
Tue 5/5
6:15 am-12:00 pm
1 stop6h 45m
George Town Owen Roberts Intl
Fri 5/15
1:19 pm-12:55 am
1 stop10h 36m
$319
OrlandoGeorge Town
MCO - GCM
MCOGCM
Orlando
Mon 5/4
8:55 pm-12:00 pm
1 stop16h 05m
George Town Owen Roberts Intl
Wed 5/13
1:19 pm-10:44 pm
1 stop8h 25m
$319
OrlandoGeorge Town
MCO - GCM
MCOGCM
Orlando
Mon 5/4
8:55 pm-12:00 pm
1 stop16h 05m
George Town Owen Roberts Intl
Tue 5/12
1:19 pm-8:24 pm
1 stop6h 05m
$319
OrlandoGeorge Town
MCO - GCM
MCOGCM
Orlando
Tue 5/5
5:30 am-12:00 pm
1 stop7h 30m
George Town Owen Roberts Intl
Tue 5/12
1:19 pm-9:49 pm
1 stop7h 30m
$319
OrlandoGeorge Town
MCO - GCM
MCOGCM
Orlando
Tue 3/3
6:15 am-12:29 pm
1 stop6h 14m
George Town Owen Roberts Intl
Tue 3/10
1:12 pm-10:00 pm
1 stop7h 48m
$319
OrlandoGeorge Town
MCO - GCM
MCOGCM
Orlando
Mon 5/4
8:55 pm-12:00 pm
1 stop16h 05m
George Town Owen Roberts Intl
Fri 5/15
1:19 pm-11:50 pm
1 stop9h 31m
$319
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.
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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
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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 March is currently the most expensive (average of $592). 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 4, 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.
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 4, 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.
Comfort
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
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
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Cayman Islands by adding a car rental and/or hotel reservation to your travel itinerary.
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Orlando and Cayman Islands flights
Browse other Orlando and Cayman Islands flight options. Last updated on February 4, 2026.
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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 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$369 | Average$535 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$474 | Average$601 | FlexibilityNo cancel fee | On-time63% |