$158+ Cheap flights from Kentucky 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 4/18. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — GCM
May 10 — May 171
Round-trip
1 adult, Economy
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Cheapest flights from Kentucky to Cayman IslandsExplore the most affordable flight options available from Kentucky to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 10, 2026.
Explore the most affordable flight options available from Kentucky to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 10, 2026.
This Expedia deal was found by Cheapflights users on 4/6. 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 6/43:45 pm
BNA
- GCM
2 stops42h 15m
Air Canada
Mon 6/812:25 pm
GCM
- BNA
1 stop21h 09m
Air Canada
Deal found 4/6![Air Canada logo]()
$348
This American Airlines deal was found by Cheapflights users on 4/6. 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 6/45:00 am
BNA
- GCM
1 stop8h 35m
American Airlines
Mon 6/85:12 pm
GCM
- BNA
1 stop7h 04m
American Airlines
Deal found 4/6![American Airlines logo]()
$363
This Expedia deal was found by Cheapflights users on 4/8. 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.
Wed 6/310:25 am
BNA
- GCM
1 stop25h 00m
Air Canada
Mon 6/812:25 pm
GCM
- BNA
1 stop21h 09m
Air Canada
Deal found 4/8![Air Canada logo]()
$365
This American Airlines deal was found by Cheapflights users on 4/6. 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 6/66:22 am
BNA
- GCM
2 stops8h 45m
American Airlines
Wed 6/105:12 pm
GCM
- BNA
2 stops14h 36m
American Airlines
Deal found 4/6![American Airlines logo]()
$368
This American Airlines deal was found by Cheapflights users on 4/6. 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 6/185:27 pm
BNA
- GCM
1 stop22h 44m
American Airlines
Mon 6/225:12 pm
GCM
- BNA
1 stop7h 04m
American Airlines
Deal found 4/6![American Airlines logo]()
$373
This Mytrip deal was found by Cheapflights users on 4/8. 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 6/79:00 am
CVG
- GCM
1 stop27h 25m
Air Canada
Thu 6/1112:25 pm
GCM
- CVG
1 stop23h 48m
Air Canada
Deal found 4/8![Air Canada logo]()
$375
This Air Canada deal was found by Cheapflights users on 4/10. 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 6/310:25 am
BNA
- GCM
1 stop25h 00m
Air Canada
Thu 6/1112:25 pm
GCM
- BNA
2 stops32h 29m
Air Canada
Deal found 4/10![Air Canada logo]()
$378
This Delta deal was found by Cheapflights users on 4/10. 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 6/45:20 am
BNA
- GCM
1 stop6h 34m
Delta
Fri 6/1212:59 pm
GCM
- BNA
1 stop5h 53m
Delta
Deal found 4/10![Delta logo]()
$383
This Air Canada deal was found by Cheapflights users on 4/5. 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.
Sun 7/124:30 pm
CVG
- GCM
1 stop19h 55m
Air Canada
Sat 7/1810:55 am
GCM
- CVG
1 stop25h 19m
Air Canada
Deal found 4/5![Air Canada logo]()
$425
This Expedia deal was found by Cheapflights users on 4/9. 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.
Sat 9/262:15 pm
CVG
- GCM
2 stops46h 15m
Air Canada
Sat 10/312:25 pm
GCM
- CVG
1 stop26h 28m
Air Canada
Deal found 4/9![Air Canada logo]()
$430
This Travelocity deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/279:00 am
CVG
- GCM
1 stop27h 25m
Air Canada
Mon 6/112:25 pm
GCM
- CVG
1 stop26h 28m
Air Canada
Deal found 4/7![Air Canada logo]()
$433
This Orbitz deal was found by Cheapflights users on 4/7. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/281:55 pm
CVG
- GCM
2 stops45h 05m
Air Canada
Mon 6/112:25 pm
GCM
- CVG
1 stop7h 58m
Air Canada
Deal found 4/7![Air Canada logo]()
$436
Best flights from Kentucky to Cayman IslandsDiscover carefully curated flight deals from Kentucky to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 10, 2026.
Discover carefully curated flight deals from Kentucky to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 10, 2026.
This Expedia deal was found by Cheapflights users on 4/7. 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 6/43:45 pm
BNA
- GCM
2 stops42h 15m
Air Canada
Mon 6/812:25 pm
GCM
- BNA
2 stops32h 29m
Air Canada
Deal found 4/7![Air Canada logo]()
$351
This American Airlines deal was found by Cheapflights users on 4/6. 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 6/45:00 am
BNA
- GCM
1 stop8h 35m
American Airlines
Mon 6/85:12 pm
GCM
- BNA
1 stop7h 04m
American Airlines
Deal found 4/6![American Airlines logo]()
$363
This Delta deal was found by Cheapflights users on 4/8. 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 6/165:10 am
BNA
- GCM
1 stop6h 24m
Delta
Wed 6/2412:59 pm
GCM
- BNA
1 stop7h 36m
Delta
Deal found 4/8![Delta logo]()
$383
This United Airlines deal was found by Cheapflights users on 4/6. 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 5/146:00 am
SDF
- GCM
1 stop7h 30m
United Airlines
Mon 5/181:35 pm
GCM
- SDF
1 stop7h 24m
United Airlines
Deal found 4/6![United Airlines logo]()
$481
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 5/288:15 am
TYS
- GCM
1 stop10h 05m
Multiple Airlines
Sun 5/314:45 pm
GCM
- TYS
2 stops28h 57m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$569
This Southwest deal was found by Cheapflights users on 4/6. 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 6/205:15 pm
TYS
- GCM
2 stops19h 35m
Southwest
Fri 6/2612:45 pm
GCM
- TYS
2 stops7h 25m
Southwest
Deal found 4/6![Southwest logo]()
$697
This American Airlines deal was found by Cheapflights users on 4/7. 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 6/67:12 am
BNA
- GCM
1 stop7h 55m
American Airlines
Wed 6/1012:01 pm
GCM
- BNA
1 stop5h 56m
American Airlines
Deal found 4/7![American Airlines logo]()
$363
This Expedia deal was found by Cheapflights users on 4/8. 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.
Wed 6/38:15 am
BNA
- GCM
2 stops27h 10m
Air Canada
Mon 6/812:25 pm
GCM
- BNA
2 stops32h 29m
Air Canada
Deal found 4/8![Air Canada logo]()
$371
This Delta deal was found by Cheapflights users on 4/10. 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 6/46:20 am
BNA
- GCM
1 stop5h 34m
Delta
Thu 6/1112:59 pm
GCM
- BNA
1 stop10h 16m
Delta
Deal found 4/10![Delta logo]()
$383
This American Airlines deal was found by Cheapflights users on 4/6. 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 6/87:14 pm
BNA
- GCM
1 stop16h 16m
American Airlines
Fri 6/125:12 pm
GCM
- BNA
1 stop7h 04m
American Airlines
Deal found 4/6![American Airlines logo]()
$363
This Delta deal was found by Cheapflights users on 4/10. 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 6/87:57 pm
BNA
- GCM
1 stop15h 37m
Delta
Fri 6/1212:59 pm
GCM
- BNA
1 stop5h 53m
Delta
Deal found 4/10![Delta logo]()
$383
This Air Canada deal was found by Cheapflights users on 4/5. 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 5/91:55 pm
CVG
- GCM
2 stops46h 30m
Air Canada
Sat 5/1610:55 am
GCM
- CVG
2 stops32h 35m
Air Canada
Deal found 4/5![Air Canada logo]()
$472
This Delta deal was found by Cheapflights users on 4/10. 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.
Sat 6/66:20 am
BNA
- GCM
1 stop5h 34m
Delta
Fri 6/1212:59 pm
GCM
- BNA
1 stop8h 35m
Delta
Deal found 4/10![Delta logo]()
$469
This United Airlines deal was found by Cheapflights users on 4/10. 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.
Tue 5/266:15 am
SDF
- GCM
1 stop7h 15m
United Airlines
Tue 6/21:35 pm
GCM
- SDF
2 stops18h 27m
United Airlines
Deal found 4/10![United Airlines logo]()
$584
This American Airlines deal was found by Cheapflights users on 4/5. 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 5/26:36 pm
LEX
- GCM
2 stops17h 55m
American Airlines
Sat 5/912:35 pm
GCM
- LEX
1 stop10h 21m
American Airlines
Deal found 4/5![American Airlines logo]()
$525
This Delta deal was found by Cheapflights users on 4/8. 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.
Fri 8/146:00 am
SDF
- GCM
1 stop6h 41m
Delta
Mon 8/1712:56 pm
GCM
- SDF
1 stop10h 03m
Delta
Deal found 4/8![Delta logo]()
$531
This American Airlines deal was found by Cheapflights users on 4/6. 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 5/24:30 pm
SDF
- GCM
1 stop20h 01m
American Airlines
Sat 5/912:35 pm
GCM
- SDF
2 stops10h 48m
American Airlines
Deal found 4/6![American Airlines logo]()
$532
This United Airlines deal was found by Cheapflights users on 4/7. 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.
Fri 5/229:18 pm
CVG
- GCM
1 stop17h 12m
United Airlines
Fri 5/291:35 pm
GCM
- CVG
2 stops19h 01m
United Airlines
Deal found 4/7![United Airlines logo]()
$649
This United Airlines deal was found by Cheapflights users on 4/8. 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.
Sun 6/79:18 pm
CVG
- GCM
2 stops16h 12m
United Airlines
Thu 6/111:35 pm
GCM
- CVG
2 stops17h 57m
United Airlines
Deal found 4/8![United Airlines logo]()
$660
This Delta deal was found by Cheapflights users on 4/9. 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.
Wed 7/157:05 am
LEX
- GCM
1 stop5h 26m
Delta
Wed 7/2212:56 pm
GCM
- LEX
1 stop8h 08m
Delta
Deal found 4/9![Delta logo]()
$579
This American Airlines deal was found by Cheapflights users on 4/7. 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 6/35:00 am
SDF
- GCM
1 stop7h 30m
American Airlines
Tue 6/92:42 pm
GCM
- SDF
1 stop7h 37m
American Airlines
Deal found 4/7![American Airlines logo]()
$580
This Delta deal was found by Cheapflights users on 4/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/198:13 pm
LEX
- GCM
1 stop16h 18m
Delta
Wed 7/2212:56 pm
GCM
- LEX
1 stop9h 59m
Delta
Deal found 4/9![Delta logo]()
$579
This American Airlines deal was found by Cheapflights users on 4/5. 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 5/98:04 pm
CVG
- GCM
1 stop16h 27m
American Airlines
Sat 5/162:10 pm
GCM
- CVG
1 stop9h 44m
American Airlines
Deal found 4/5![American Airlines logo]()
$624
This American Airlines deal was found by Cheapflights users on 4/5. 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 6/207:59 pm
TYS
- GCM
1 stop16h 31m
American Airlines
Fri 6/265:12 pm
GCM
- TYS
2 stops16h 35m
American Airlines
Deal found 4/5![American Airlines logo]()
$631
This Delta deal was found by Cheapflights users on 4/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/216:00 am
LEX
- GCM
1 stop6h 34m
Delta
Fri 6/2612:59 pm
GCM
- LEX
1 stop10h 08m
Delta
Deal found 4/9![Delta logo]()
$640
This American Airlines deal was found by Cheapflights users on 4/5. 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 5/305:28 pm
CVG
- GCM
1 stop19h 02m
American Airlines
Sat 6/612:40 pm
GCM
- CVG
1 stop8h 13m
American Airlines
Deal found 4/5![American Airlines logo]()
$638
This Delta deal was found by Cheapflights users on 4/9. 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 7/138:13 pm
LEX
- GCM
1 stop16h 18m
Delta
Mon 7/2012:56 pm
GCM
- LEX
1 stop8h 08m
Delta
Deal found 4/9![Delta logo]()
$647
This American Airlines deal was found by Cheapflights users on 4/5. 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 6/287:59 pm
TYS
- GCM
1 stop16h 31m
American Airlines
Sun 7/512:02 pm
GCM
- TYS
1 stop10h 57m
American Airlines
Deal found 4/5![American Airlines logo]()
$639
This Delta deal was found by Cheapflights users on 4/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/217:00 am
CVG
- GCM
1 stop5h 34m
Delta
Fri 6/2612:59 pm
GCM
- CVG
1 stop10h 41m
Delta
Deal found 4/8![Delta logo]()
$655
This American Airlines deal was found by Cheapflights users on 4/7. 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 6/56:55 am
TYS
- GCM
1 stop5h 35m
American Airlines
Tue 6/912:01 pm
GCM
- TYS
1 stop10h 58m
American Airlines
Deal found 4/7![American Airlines logo]()
$651
Last-minute flights from Kentucky to Cayman IslandsDiscover last-minute flight deals from Kentucky to Cayman Islands. Data last updated April 10, 2026 and is based on user searches.
Discover last-minute flight deals from Kentucky to Cayman Islands. Data last updated April 10, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 4/10. 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 4/135:25 am
BNA
- GCM
1 stop6h 35m
Delta
Sat 4/181:25 pm
GCM
- BNA
1 stop6h 27m
Delta
Deal found 4/10![Delta logo]()
$525
This American Airlines deal was found by Cheapflights users on 4/10. 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 4/137:14 pm
BNA
- GCM
2 stops17h 56m
American Airlines
Sat 4/182:10 pm
GCM
- BNA
2 stops9h 28m
American Airlines
Deal found 4/10![American Airlines logo]()
$530
This American Airlines deal was found by Cheapflights users on 4/5. 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 5/26:36 pm
LEX
- GCM
2 stops17h 55m
American Airlines
Sat 5/912:35 pm
GCM
- LEX
1 stop10h 21m
American Airlines
Deal found 4/5![American Airlines logo]()
$525
This American Airlines deal was found by Cheapflights users on 4/7. 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 5/24:30 pm
SDF
- GCM
1 stop20h 01m
American Airlines
Sat 5/911:55 am
GCM
- SDF
1 stop11h 04m
American Airlines
Deal found 4/7![American Airlines logo]()
$528
This Expedia deal was found by Cheapflights users on 4/8. 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 5/71:55 pm
CVG
- GCM
2 stops45h 05m
Air Canada
Mon 5/1112:25 pm
GCM
- CVG
1 stop23h 48m
Air Canada
Deal found 4/8![Air Canada logo]()
$479
This American Airlines deal was found by Cheapflights users on 4/10. 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 5/85:14 am
BNA
- GCM
1 stop6h 17m
American Airlines
Fri 5/1512:35 pm
GCM
- BNA
1 stop11h 03m
American Airlines
Deal found 4/10![American Airlines logo]()
$383
This Air Canada deal was found by Cheapflights users on 4/7. 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 5/91:55 pm
CVG
- GCM
2 stops46h 30m
Air Canada
Sat 5/1610:55 am
GCM
- CVG
1 stop25h 18m
Air Canada
Deal found 4/7![Air Canada logo]()
$439
This United Airlines deal was found by Cheapflights users on 4/6. 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 5/146:00 am
SDF
- GCM
1 stop7h 30m
United Airlines
Mon 5/181:35 pm
GCM
- SDF
1 stop7h 24m
United Airlines
Deal found 4/6![United Airlines logo]()
$481
This American Airlines deal was found by Cheapflights users on 4/8. 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 5/236:39 pm
BNA
- GCM
1 stop21h 32m
American Airlines
Sat 5/3012:31 pm
GCM
- BNA
1 stop11h 17m
American Airlines
Deal found 4/8![American Airlines logo]()
$446
This American Airlines deal was found by Cheapflights users on 4/10. 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 5/256:39 pm
BNA
- GCM
1 stop16h 22m
American Airlines
Mon 6/112:01 pm
GCM
- BNA
1 stop22h 35m
American Airlines
Deal found 4/10![American Airlines logo]()
$500
This Travelocity deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/279:00 am
CVG
- GCM
1 stop27h 25m
Air Canada
Mon 6/112:25 pm
GCM
- CVG
1 stop26h 28m
Air Canada
Deal found 4/7![Air Canada logo]()
$433
This Orbitz deal was found by Cheapflights users on 4/7. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/281:55 pm
CVG
- GCM
2 stops45h 05m
Air Canada
Mon 6/112:25 pm
GCM
- CVG
1 stop7h 58m
Air Canada
Deal found 4/7![Air Canada logo]()
$436
One-way flights from Kentucky to Cayman IslandsSearch for one-way flight options from Kentucky to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated April 10, 2026.
Search for one-way flight options from Kentucky to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated April 10, 2026.
This Expedia deal was found by Cheapflights users on 4/8. 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.
Sat 4/185:05 pm
CVG
- GCM
1 stop18h 50m
Air Canada
Deal found 4/8![Air Canada logo]()
$158
This Air Canada deal was found by Cheapflights users on 4/8. 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 4/155:05 pm
CVG
- GCM
1 stop18h 50m
Air Canada
Deal found 4/8![Air Canada logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 4/8. 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.
Mon 4/207:45 am
CVG
- GCM
1 stop14h 30m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$190
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 4/177:45 am
CVG
- GCM
1 stop14h 50m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 4/162:33 pm
CVG
- GCM
1 stop26h 32m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 4/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/215:20 pm
CVG
- GCM
3 stops43h 15m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 4/1510:51 am
CVG
- GCM
3 stops36h 39m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 5/238:36 pm
CVG
- GCM
2 stops15h 59m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 4/8. 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.
Mon 6/1512:54 pm
CVG
- GCM
2 stops28h 11m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$274
This United Airlines deal was found by Cheapflights users on 4/8. 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.
Mon 6/156:35 am
CVG
- GCM
1 stop6h 55m
United Airlines
Deal found 4/8![United Airlines logo]()
$275
Find flight deals from Kentucky to Cayman Islands
Keep the following information in mind while searching for Kentucky to Cayman Islands flight deals. Data was last updated April 10, 2026.
Round-trip from | $348 (Expedia) |
|---|---|
One-way from | $158 (Expedia) |
Popular in | October |
Cheapest in | September |
Average price | $659 |
Cheapflights Fare Finder
Customize your flight search to find flights from Kentucky 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 April 10, 2026.
Use the filters below to find and compare flights from Kentucky to the Cayman Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
NashvilleGeorge Town
BNA - GCM
BNAGCM
Nashville Intl
Thu 6/4
3:45 pm-10:00 am
2 stops42h 15m
George Town Owen Roberts Intl
Mon 6/8
12:25 pm-8:54 pm
2 stops32h 29m
$351
NashvilleGeorge Town
BNA - GCM
BNAGCM
Nashville Intl
Thu 6/4
5:00 am-1:35 pm
1 stop8h 35m
George Town Owen Roberts Intl
Mon 6/8
5:12 pm-12:16 am
1 stop7h 04m
$363
NashvilleGeorge Town
BNA - GCM
BNAGCM
Nashville Intl
Sat 6/6
7:12 am-3:07 pm
1 stop7h 55m
George Town Owen Roberts Intl
Wed 6/10
12:01 pm-5:57 pm
1 stop5h 56m
$363
NashvilleGeorge Town
BNA - GCM
BNAGCM
Nashville Intl
Mon 6/8
7:14 pm-11:30 am
1 stop16h 16m
George Town Owen Roberts Intl
Fri 6/12
5:12 pm-12:16 am
1 stop7h 04m
$363
NashvilleGeorge Town
BNA - GCM
BNAGCM
Nashville Intl
Wed 6/3
8:15 am-11:25 am
2 stops27h 10m
George Town Owen Roberts Intl
Mon 6/8
12:25 pm-8:54 pm
2 stops32h 29m
$371
NashvilleGeorge Town
BNA - GCM
BNAGCM
Nashville Intl
Tue 6/16
5:10 am-11:34 am
1 stop6h 24m
George Town Owen Roberts Intl
Wed 6/24
12:59 pm-8:35 pm
1 stop7h 36m
$383
NashvilleGeorge Town
BNA - GCM
BNAGCM
Nashville Intl
Thu 6/4
6:20 am-11:54 am
1 stop5h 34m
George Town Owen Roberts Intl
Thu 6/11
12:59 pm-11:15 pm
1 stop10h 16m
$383
NashvilleGeorge Town
BNA - GCM
BNAGCM
Nashville Intl
Mon 6/8
7:57 pm-11:34 am
1 stop15h 37m
George Town Owen Roberts Intl
Fri 6/12
12:59 pm-6:52 pm
1 stop5h 53m
$383
NashvilleGeorge Town
BNA - GCM
BNAGCM
Nashville Intl
Sat 6/6
6:20 am-11:54 am
1 stop5h 34m
George Town Owen Roberts Intl
Fri 6/12
12:59 pm-9:34 pm
1 stop8h 35m
$469
CincinnatiGeorge Town
CVG - GCM
CVGGCM
Cincinnati Cinci./N. Kentucky
Sat 5/9
1:55 pm-11:25 am
2 stops46h 30m
George Town Owen Roberts Intl
Sat 5/16
10:55 am-8:30 pm
2 stops32h 35m
$472
Showing 1-10 of 36 resultsSorted by cheapest first
Best time to book a flight from Kentucky to Cayman Islands
Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Kentucky with our price prediction graph.
CVG-GCM
BNA-GCM
SDF-GCM
TYS-GCM
LEX-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 Kentucky to the Cayman Islands
USKY-KY0
CVG-GCM
BNA-GCM
SDF-GCM
TYS-GCM
What is the cheapest month to book a flight from Kentucky to Cayman Islands?
Currently, February is the cheapest month in which you can book a flight from Kentucky to Cayman Islands (average of $353). Flying from Kentucky to Cayman Islands in December is currently the most expensive (average of $633). 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.
Related info for your journey
Find useful and relevant information for your journey from Kentucky to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Kentucky 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.
Search flights from Kentucky to Cayman Islands by cabin class
Find flights from Kentucky to Cayman Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Kentucky and Cayman Islands flights
Browse other Kentucky and Cayman Islands flight options. Last updated on April 10, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Cayman Islands regions
Consider these flights traveling to Cayman Islands regions.
Top 3 airlines flying from Kentucky to Cayman Islands
Discover the top 3 airlines that operate flights from Kentucky 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 April 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$367 | Average$679 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$406 | Average$568 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$409 | Average$533 | FlexibilityNo cancel fee | On-timeN/A |