$103+ 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 6/27. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — GCM
Jul 11 — Jul 181
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 June 11, 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 June 11, 2026.
This United Airlines deal was found by Cheapflights users on 6/6. 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.
Tue 6/96:30 am
BNA
- GCM
1 stop6h 00m
United Airlines
Sat 6/131:35 pm
GCM
- BNA
1 stop6h 59m
United Airlines
Deal found 6/6![United Airlines logo]()
$311
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Wed 12/28:30 am
BNA
- GCM
1 stop7h 00m
United Airlines
Mon 12/75:45 pm
GCM
- BNA
1 stop19h 11m
United Airlines
Deal found 6/10![United Airlines logo]()
$318
This American Airlines deal was found by Cheapflights users on 6/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/295:25 am
BNA
- GCM
1 stop5h 30m
American Airlines
Sat 9/511:55 am
GCM
- BNA
1 stop8h 21m
American Airlines
Deal found 6/9![American Airlines logo]()
$321
This American Airlines deal was found by Cheapflights users on 6/7. 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.
Tue 7/75:38 am
BNA
- GCM
1 stop10h 32m
American Airlines
Tue 7/145:10 pm
GCM
- BNA
1 stop16h 35m
American Airlines
Deal found 6/7![American Airlines logo]()
$330
This American Airlines deal was found by Cheapflights users on 6/10. 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.
Wed 9/27:34 am
BNA
- GCM
1 stop5h 36m
American Airlines
Sun 9/612:30 pm
GCM
- BNA
1 stop5h 54m
American Airlines
Deal found 6/10![American Airlines logo]()
$331
This American Airlines deal was found by Cheapflights users on 6/8. 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.
Wed 9/236:28 pm
BNA
- GCM
1 stop17h 02m
American Airlines
Tue 9/2912:00 pm
GCM
- BNA
1 stop9h 42m
American Airlines
Deal found 6/8![American Airlines logo]()
$333
This American Airlines deal was found by Cheapflights users on 6/8. 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.
Wed 7/15:30 am
BNA
- GCM
1 stop6h 00m
American Airlines
Wed 7/85:10 pm
GCM
- BNA
1 stop16h 35m
American Airlines
Deal found 6/8![American Airlines logo]()
$335
This American Airlines deal was found by Cheapflights users on 6/7. 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 8/267:40 pm
BNA
- GCM
2 stops15h 47m
American Airlines
Mon 8/312:10 pm
GCM
- BNA
2 stops20h 44m
American Airlines
Deal found 6/7![American Airlines logo]()
$345
This United Airlines deal was found by Cheapflights users on 6/8. 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.
Tue 6/306:30 am
BNA
- GCM
1 stop6h 00m
United Airlines
Sat 7/44:45 pm
GCM
- BNA
1 stop17h 02m
United Airlines
Deal found 6/8![United Airlines logo]()
$406
This American Airlines deal was found by Cheapflights users on 6/10. 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.
Sat 6/207:14 pm
BNA
- GCM
1 stop16h 16m
American Airlines
Sat 6/273:35 pm
GCM
- BNA
1 stop7h 50m
American Airlines
Deal found 6/10![American Airlines logo]()
$423
This Orbitz deal was found by Cheapflights users on 6/8. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/102:15 pm
CVG
- GCM
2 stops46h 15m
Air Canada
Sat 10/2412:25 pm
GCM
- CVG
1 stop28h 35m
Air Canada
Deal found 6/8![Air Canada logo]()
$433
This United Airlines deal was found by Cheapflights users on 6/10. 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 8/45:50 pm
SDF
- GCM
2 stops19h 40m
United Airlines
Sat 8/151:35 pm
GCM
- SDF
1 stop7h 40m
United Airlines
Deal found 6/10![United Airlines logo]()
$504
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 June 11, 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 June 11, 2026.
This United Airlines deal was found by Cheapflights users on 6/8. 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.
Sat 7/46:20 am
BNA
- GCM
1 stop9h 15m
United Airlines
Sat 7/111:50 pm
GCM
- BNA
1 stop7h 55m
United Airlines
Deal found 6/8![United Airlines logo]()
$311
This Delta deal was found by Cheapflights users on 6/10. 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 8/296:35 am
BNA
- GCM
1 stop5h 04m
Delta
Sat 9/51:04 pm
GCM
- BNA
1 stop7h 36m
Delta
Deal found 6/10![Delta logo]()
$311
This American Airlines deal was found by Cheapflights users on 6/8. 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.
Tue 6/305:30 am
BNA
- GCM
2 stops10h 41m
American Airlines
Sat 7/44:07 pm
GCM
- BNA
2 stops18h 44m
American Airlines
Deal found 6/8![American Airlines logo]()
$326
This Mytrip deal was found by Cheapflights users on 6/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/102:15 pm
CVG
- GCM
2 stops46h 15m
Air Canada
Sat 10/2412:25 pm
GCM
- CVG
1 stop28h 35m
Air Canada
Deal found 6/10![Air Canada logo]()
$444
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/311:20 am
CVG
- GCM
2 stops24h 10m
Southwest
Sat 7/1111:25 am
GCM
- CVG
2 stops11h 25m
Southwest
Deal found 6/10![Southwest logo]()
$612
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Wed 12/28:30 am
BNA
- GCM
1 stop7h 00m
United Airlines
Mon 12/75:45 pm
GCM
- BNA
1 stop19h 11m
United Airlines
Deal found 6/10![United Airlines logo]()
$318
This American Airlines deal was found by Cheapflights users on 6/8. 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.
Wed 9/236:28 pm
BNA
- GCM
2 stops16h 32m
American Airlines
Tue 9/2912:00 pm
GCM
- BNA
1 stop9h 42m
American Airlines
Deal found 6/8![American Airlines logo]()
$331
This American Airlines deal was found by Cheapflights users on 6/8. 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.
Wed 7/15:30 am
BNA
- GCM
1 stop6h 00m
American Airlines
Wed 7/85:10 pm
GCM
- BNA
2 stops18h 52m
American Airlines
Deal found 6/8![American Airlines logo]()
$331
This American Airlines deal was found by Cheapflights users on 6/10. 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.
Wed 9/26:26 pm
BNA
- GCM
2 stops16h 34m
American Airlines
Sun 9/62:10 pm
GCM
- BNA
2 stops18h 12m
American Airlines
Deal found 6/10![American Airlines logo]()
$336
This United Airlines deal was found by Cheapflights users on 6/8. 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.
Tue 6/306:30 am
BNA
- GCM
1 stop6h 00m
United Airlines
Sat 7/44:45 pm
GCM
- BNA
1 stop17h 02m
United Airlines
Deal found 6/8![United Airlines logo]()
$406
This American Airlines deal was found by Cheapflights users on 6/10. 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 7/175:38 am
BNA
- GCM
1 stop10h 32m
American Airlines
Tue 7/2112:02 pm
GCM
- BNA
2 stops10h 44m
American Airlines
Deal found 6/10![American Airlines logo]()
$428
This Delta deal was found by Cheapflights users on 6/8. 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.
Wed 7/16:00 am
SDF
- GCM
1 stop6h 34m
Delta
Wed 7/812:56 pm
GCM
- SDF
1 stop10h 30m
Delta
Deal found 6/8![Delta logo]()
$579
This United Airlines deal was found by Cheapflights users on 6/10. 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 8/45:50 pm
SDF
- GCM
2 stops19h 40m
United Airlines
Sat 8/151:35 pm
GCM
- SDF
1 stop7h 40m
United Airlines
Deal found 6/10![United Airlines logo]()
$504
This Delta deal was found by Cheapflights users on 6/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/76:00 am
SDF
- GCM
1 stop6h 31m
Delta
Thu 7/1612:56 pm
GCM
- SDF
1 stop7h 22m
Delta
Deal found 6/7![Delta logo]()
$579
This Delta deal was found by Cheapflights users on 6/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/107:05 am
SDF
- GCM
1 stop5h 26m
Delta
Thu 7/1612:56 pm
GCM
- SDF
1 stop10h 30m
Delta
Deal found 6/7![Delta logo]()
$584
This American Airlines deal was found by Cheapflights users on 6/8. 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.
Mon 10/268:08 pm
SDF
- GCM
1 stop15h 52m
American Airlines
Mon 11/21:40 pm
GCM
- SDF
1 stop10h 42m
American Airlines
Deal found 6/8![American Airlines logo]()
$504
This Delta deal was found by Cheapflights users on 6/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/106:00 am
SDF
- GCM
1 stop6h 31m
Delta
Wed 7/1512:56 pm
GCM
- SDF
1 stop10h 30m
Delta
Deal found 6/7![Delta logo]()
$584
This United Airlines deal was found by Cheapflights users on 6/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/247:54 pm
CVG
- GCM
2 stops17h 36m
United Airlines
Fri 7/311:35 pm
GCM
- CVG
1 stop9h 09m
United Airlines
Deal found 6/9![United Airlines logo]()
$613
This American Airlines deal was found by Cheapflights users on 6/10. 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 7/105:00 am
LEX
- GCM
1 stop7h 25m
American Airlines
Thu 7/165:10 pm
GCM
- LEX
2 stops15h 01m
American Airlines
Deal found 6/10![American Airlines logo]()
$556
This Delta deal was found by Cheapflights users on 6/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/266:05 am
TRI
- GCM
1 stop6h 20m
Delta
Wed 12/21:50 pm
GCM
- TRI
1 stop8h 34m
Delta
Deal found 6/7![Delta logo]()
$636
This United Airlines deal was found by Cheapflights users on 6/8. 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 7/56:35 am
CVG
- GCM
1 stop6h 55m
United Airlines
Sat 7/111:50 pm
GCM
- CVG
1 stop9h 02m
United Airlines
Deal found 6/8![United Airlines logo]()
$665
This American Airlines deal was found by Cheapflights users on 6/8. 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.
Sun 7/56:30 am
LEX
- GCM
1 stop5h 55m
American Airlines
Sat 7/113:15 pm
GCM
- LEX
2 stops16h 56m
American Airlines
Deal found 6/8![American Airlines logo]()
$556
This Delta deal was found by Cheapflights users on 6/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/277:35 am
TYS
- GCM
1 stop4h 56m
Delta
Fri 7/3112:56 pm
GCM
- TYS
1 stop9h 56m
Delta
Deal found 6/7![Delta logo]()
$646
This American Airlines deal was found by Cheapflights users on 6/8. 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.
Sun 7/55:04 am
SDF
- GCM
1 stop7h 21m
American Airlines
Fri 7/1012:33 pm
GCM
- SDF
1 stop11h 01m
American Airlines
Deal found 6/8![American Airlines logo]()
$589
This Delta deal was found by Cheapflights users on 6/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/16:00 am
TYS
- GCM
1 stop6h 31m
Delta
Wed 8/121:04 pm
GCM
- TYS
1 stop6h 06m
Delta
Deal found 6/6![Delta logo]()
$661
This United Airlines deal was found by Cheapflights users on 6/6. 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.
Sun 7/197:00 am
LEX
- GCM
2 stops30h 30m
United Airlines
Thu 7/231:35 pm
GCM
- LEX
2 stops33h 24m
United Airlines
Deal found 6/6![United Airlines logo]()
$747
This Delta deal was found by Cheapflights users on 6/8. 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.
Thu 7/165:40 am
TYS
- GCM
1 stop6h 51m
Delta
Tue 7/2112:56 pm
GCM
- TYS
1 stop9h 56m
Delta
Deal found 6/8![Delta logo]()
$661
This American Airlines deal was found by Cheapflights users on 6/10. 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 7/35:41 pm
CVG
- GCM
1 stop17h 42m
American Airlines
Sat 7/1112:30 pm
GCM
- CVG
1 stop8h 39m
American Airlines
Deal found 6/10![American Airlines logo]()
$623
This United Airlines deal was found by Cheapflights users on 6/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/27:54 pm
CVG
- GCM
2 stops17h 36m
United Airlines
Mon 7/61:35 pm
GCM
- CVG
2 stops22h 29m
United Airlines
Deal found 6/9![United Airlines logo]()
$759
This Delta deal was found by Cheapflights users on 6/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/206:00 am
CVG
- GCM
1 stop6h 31m
Delta
Fri 7/2412:56 pm
GCM
- CVG
1 stop10h 43m
Delta
Deal found 6/7![Delta logo]()
$694
Last-minute flights from Kentucky to Cayman IslandsDiscover last-minute flight deals from Kentucky to Cayman Islands. Data last updated June 11, 2026 and is based on user searches.
Discover last-minute flight deals from Kentucky to Cayman Islands. Data last updated June 11, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/8. 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.
Fri 6/194:49 pm
BNA
- GCM
1 stop17h 33m
American Airlines
Mon 6/295:12 pm
GCM
- BNA
1 stop7h 03m
American Airlines
Deal found 6/8![American Airlines logo]()
$321
This American Airlines deal was found by Cheapflights users on 6/10. 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.
Sat 6/207:14 pm
BNA
- GCM
1 stop16h 16m
American Airlines
Sat 6/273:35 pm
GCM
- BNA
1 stop7h 50m
American Airlines
Deal found 6/10![American Airlines logo]()
$423
This American Airlines deal was found by Cheapflights users on 6/10. 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.
Wed 6/246:22 am
BNA
- GCM
2 stops9h 49m
American Airlines
Tue 6/305:12 pm
GCM
- BNA
2 stops14h 36m
American Airlines
Deal found 6/10![American Airlines logo]()
$433
This American Airlines deal was found by Cheapflights users on 6/8. 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.
Tue 6/307:01 am
BNA
- GCM
1 stop6h 34m
American Airlines
Sat 7/44:07 pm
GCM
- BNA
2 stops18h 44m
American Airlines
Deal found 6/8![American Airlines logo]()
$326
This United Airlines deal was found by Cheapflights users on 6/8. 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.
Tue 6/306:30 am
BNA
- GCM
1 stop6h 00m
United Airlines
Sat 7/44:45 pm
GCM
- BNA
1 stop17h 02m
United Airlines
Deal found 6/8![United Airlines logo]()
$406
This American Airlines deal was found by Cheapflights users on 6/8. 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.
Wed 7/15:30 am
BNA
- GCM
1 stop6h 00m
American Airlines
Wed 7/85:10 pm
GCM
- BNA
2 stops18h 52m
American Airlines
Deal found 6/8![American Airlines logo]()
$331
This United Airlines deal was found by Cheapflights users on 6/8. 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.
Sat 7/46:20 am
BNA
- GCM
1 stop9h 15m
United Airlines
Sat 7/111:50 pm
GCM
- BNA
1 stop7h 55m
United Airlines
Deal found 6/8![United Airlines logo]()
$311
This American Airlines deal was found by Cheapflights users on 6/7. 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.
Tue 7/75:38 am
BNA
- GCM
1 stop10h 32m
American Airlines
Tue 7/145:10 pm
GCM
- BNA
1 stop16h 35m
American Airlines
Deal found 6/7![American Airlines logo]()
$330
This American Airlines deal was found by Cheapflights users on 6/10. 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 7/105:00 am
LEX
- GCM
1 stop7h 25m
American Airlines
Thu 7/165:10 pm
GCM
- LEX
2 stops15h 01m
American Airlines
Deal found 6/10![American Airlines logo]()
$556
This American Airlines deal was found by Cheapflights users on 6/6. 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 7/168:10 pm
LEX
- GCM
1 stop16h 15m
American Airlines
Thu 7/232:41 pm
GCM
- LEX
1 stop7h 39m
American Airlines
Deal found 6/6![American Airlines logo]()
$551
This American Airlines deal was found by Cheapflights users on 6/10. 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 7/175:38 am
BNA
- GCM
1 stop10h 32m
American Airlines
Tue 7/2112:02 pm
GCM
- BNA
2 stops10h 44m
American Airlines
Deal found 6/10![American Airlines logo]()
$428
This American Airlines deal was found by Cheapflights users on 6/10. 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 7/176:28 am
BNA
- GCM
2 stops9h 42m
American Airlines
Wed 7/225:10 pm
GCM
- BNA
1 stop23h 42m
American Airlines
Deal found 6/10![American Airlines 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 June 11, 2026.
Search for one-way flight options from Kentucky to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated June 11, 2026.
This United Airlines deal was found by Cheapflights users on 6/6. 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.
Sat 6/276:00 am
BNA
- GCM
1 stop7h 30m
United Airlines
Deal found 6/6![United Airlines logo]()
$103
This American Airlines deal was found by Cheapflights users on 6/6. 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.
Fri 7/246:43 pm
BNA
- GCM
1 stop15h 40m
American Airlines
Deal found 6/6![American Airlines logo]()
$108
This American Airlines deal was found by Cheapflights users on 6/7. 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 7/15:30 am
BNA
- GCM
1 stop6h 00m
American Airlines
Deal found 6/7![American Airlines logo]()
$113
This Air Canada deal was found by Cheapflights users on 6/7. 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.
Wed 6/249:00 am
CVG
- GCM
1 stop27h 25m
Air Canada
Deal found 6/7![Air Canada logo]()
$138
This Travelocity deal was found by Cheapflights users on 6/6. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/278:15 am
BNA
- GCM
2 stops51h 10m
Air Canada
Deal found 6/6![Air Canada logo]()
$159
This Air Canada deal was found by Cheapflights users on 6/7. 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.
Sun 6/289:00 am
CVG
- GCM
1 stop27h 25m
Air Canada
Deal found 6/7![Air Canada logo]()
$162
This Air Canada deal was found by Cheapflights users on 6/8. 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.
Sat 11/216:40 pm
CVG
- GCM
1 stop17h 20m
Air Canada
Deal found 6/8![Air Canada logo]()
$176
This Travelocity deal was found by Cheapflights users on 6/9. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/252:25 pm
BNA
- GCM
2 stops20h 35m
Air Canada
Deal found 6/9![Air Canada logo]()
$191
This Travelocity deal was found by Cheapflights users on 6/6. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/202:25 pm
BNA
- GCM
2 stops20h 35m
Air Canada
Deal found 6/6![Air Canada logo]()
$194
This Orbitz deal was found by Cheapflights users on 6/7. 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.
Wed 7/18:15 am
BNA
- GCM
2 stops27h 10m
Air Canada
Deal found 6/7![Air Canada logo]()
$196
This Orbitz deal was found by Cheapflights users on 6/8. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/34:30 pm
CVG
- GCM
1 stop18h 25m
Air Canada
Deal found 6/8![Air Canada logo]()
$213
This American Airlines deal was found by Cheapflights users on 6/8. 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.
Fri 7/36:30 am
LEX
- GCM
1 stop5h 55m
American Airlines
Deal found 6/8![American Airlines logo]()
$223
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 June 11, 2026.
Round-trip from | $311 (United Airlines) |
|---|---|
One-way from | $103 (United Airlines) |
Popular in | October |
Cheapest in | September |
Average price | $631 |
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 June 11, 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
Sat 7/4
6:20 am-3:35 pm
1 stop9h 15m
George Town Owen Roberts Intl
Sat 7/11
1:50 pm-9:45 pm
1 stop7h 55m
$311
NashvilleGeorge Town
BNA - GCM
BNAGCM
Nashville Intl
Sat 8/29
6:35 am-11:39 am
1 stop5h 04m
George Town Owen Roberts Intl
Sat 9/5
1:04 pm-8:40 pm
1 stop7h 36m
$311
NashvilleGeorge Town
BNA - GCM
BNAGCM
Nashville Intl
Wed 12/2
8:30 am-4:30 pm
1 stop7h 00m
George Town Owen Roberts Intl
Mon 12/7
5:45 pm-11:56 am
1 stop19h 11m
$318
NashvilleGeorge Town
BNA - GCM
BNAGCM
Nashville Intl
Tue 6/30
5:30 am-4:11 pm
2 stops10h 41m
George Town Owen Roberts Intl
Sat 7/4
4:07 pm-10:51 am
2 stops18h 44m
$326
NashvilleGeorge Town
BNA - GCM
BNAGCM
Nashville Intl
Wed 9/23
6:28 pm-11:00 am
2 stops16h 32m
George Town Owen Roberts Intl
Tue 9/29
12:00 pm-9:42 pm
1 stop9h 42m
$331
NashvilleGeorge Town
BNA - GCM
BNAGCM
Nashville Intl
Wed 7/1
5:30 am-11:30 am
1 stop6h 00m
George Town Owen Roberts Intl
Wed 7/8
5:10 pm-12:02 pm
2 stops18h 52m
$331
NashvilleGeorge Town
BNA - GCM
BNAGCM
Nashville Intl
Wed 9/2
6:26 pm-11:00 am
2 stops16h 34m
George Town Owen Roberts Intl
Sun 9/6
2:10 pm-8:22 am
2 stops18h 12m
$336
NashvilleGeorge Town
BNA - GCM
BNAGCM
Nashville Intl
Tue 6/30
6:30 am-12:30 pm
1 stop6h 00m
George Town Owen Roberts Intl
Sat 7/4
4:45 pm-9:47 am
1 stop17h 02m
$406
NashvilleGeorge Town
BNA - GCM
BNAGCM
Nashville Intl
Fri 7/17
5:38 am-4:10 pm
1 stop10h 32m
George Town Owen Roberts Intl
Tue 7/21
12:02 pm-10:46 pm
2 stops10h 44m
$428
CincinnatiGeorge Town
CVG - GCM
CVGGCM
Cincinnati Cinci./N. Kentucky
Sat 10/10
2:15 pm-11:30 am
2 stops46h 15m
George Town Owen Roberts Intl
Sat 10/24
12:25 pm-6:00 pm
1 stop28h 35m
$444
Showing 1-10 of 56 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.
BNA-GCM
LEX-GCM
CVG-GCM
SDF-GCM
TRI-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
BNA-GCM
LEX-GCM
CVG-GCM
SDF-GCM
What is the cheapest month to book a flight from Kentucky to Cayman Islands?
Currently, June is the cheapest month in which you can book a flight from Kentucky to Cayman Islands (average of $237). 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 June 11, 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 2 airlines flying from Kentucky to Cayman Islands
Discover the top 2 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 June 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$237 | Average$529 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$367 | Average$679 | FlexibilityNo cancel fee | On-time71% |