$88+ Cheap flights from Caribbean to Kentucky
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 8/26. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SDF
يونيو 29 — يوليو 61
Round-trip
1 adult, Economy
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Cheapest flights from Caribbean to KentuckyExplore the most affordable flight options available from Caribbean to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on مايو 30, 2026.
Explore the most affordable flight options available from Caribbean to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on مايو 30, 2026.
This American Airlines deal was found by Cheapflights users on 5/29. 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.
ث 10/2712:05 pm
SJU
- BNA
1 stop9h 56m
American Airlines
س 10/3112:45 pm
BNA
- SJU
1 stop9h 48m
American Airlines
Deal found 5/29![American Airlines logo]()
$176
This American Airlines deal was found by Cheapflights users on 5/30. 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.
خ 8/133:28 pm
SJU
- BNA
1 stop8h 49m
American Airlines
ح 8/166:00 am
BNA
- SJU
1 stop7h 54m
American Airlines
Deal found 5/30![American Airlines logo]()
$251
This Expedia deal was found by Cheapflights users on 5/27. 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.
س 7/113:02 pm
NAS
- BNA
1 stop6h 05m
JetBlue
س 7/187:50 am
BNA
- NAS
1 stop8h 32m
JetBlue
Deal found 5/27![JetBlue logo]()
$275
This Justfly.com deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ث 7/213:02 pm
NAS
- BNA
1 stop6h 05m
JetBlue
ح 7/265:45 am
BNA
- NAS
1 stop4h 35m
JetBlue
Deal found 5/30![JetBlue logo]()
$284
This Delta deal was found by Cheapflights users on 5/25. 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.
ر 7/223:26 pm
NAS
- BNA
1 stop8h 49m
Delta
ن 7/275:10 am
BNA
- NAS
1 stop10h 29m
Delta
Deal found 5/25![Delta logo]()
$285
This American Airlines deal was found by Cheapflights users on 5/30. 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.
ن 9/212:58 pm
SJU
- BNA
2 stops8h 07m
American Airlines
ج 9/256:28 pm
BNA
- SJU
2 stops15h 32m
American Airlines
Deal found 5/30![American Airlines logo]()
$294
This JetBlue deal was found by Cheapflights users on 5/28. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
خ 8/1310:58 am
NAS
- BNA
1 stop10h 09m
JetBlue
ن 8/175:45 am
BNA
- NAS
1 stop4h 30m
JetBlue
Deal found 5/28![JetBlue logo]()
$303
This American Airlines deal was found by Cheapflights users on 5/29. 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.
س 6/135:59 pm
NAS
- BNA
1 stop5h 44m
American Airlines
ح 7/55:31 am
BNA
- NAS
1 stop6h 47m
American Airlines
Deal found 5/29![American Airlines logo]()
$306
This Delta deal was found by Cheapflights users on 5/28. 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.
خ 8/275:49 pm
SJU
- SDF
1 stop6h 45m
Delta
ج 9/43:25 pm
SDF
- SJU
1 stop7h 04m
Delta
Deal found 5/28![Delta logo]()
$316
This American Airlines deal was found by Cheapflights users on 5/29. 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.
س 11/76:25 am
SJU
- CVG
1 stop15h 05m
American Airlines
س 11/144:10 pm
CVG
- SJU
1 stop6h 37m
American Airlines
Deal found 5/29![American Airlines logo]()
$316
This American Airlines deal was found by Cheapflights users on 5/27. 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.
ث 8/113:47 pm
SJU
- SDF
1 stop7h 24m
American Airlines
خ 8/138:30 am
SDF
- SJU
1 stop15h 45m
American Airlines
Deal found 5/27![American Airlines logo]()
$321
This American Airlines deal was found by Cheapflights users on 5/27. 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.
ث 9/16:00 am
SJU
- CVG
2 stops10h 42m
American Airlines
ر 9/235:50 am
CVG
- SJU
2 stops9h 50m
American Airlines
Deal found 5/27![American Airlines logo]()
$321
Best flights from Caribbean to KentuckyDiscover carefully curated flight deals from Caribbean to Kentucky that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated مايو 30, 2026.
Discover carefully curated flight deals from Caribbean to Kentucky that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated مايو 30, 2026.
This Delta deal was found by Cheapflights users on 5/25. 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.
ر 7/223:26 pm
NAS
- BNA
1 stop8h 49m
Delta
ن 7/275:10 am
BNA
- NAS
1 stop10h 29m
Delta
Deal found 5/25![Delta logo]()
$285
This JetBlue deal was found by Cheapflights users on 5/28. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ث 7/213:02 pm
NAS
- BNA
1 stop6h 05m
JetBlue
ح 7/265:45 am
BNA
- NAS
1 stop4h 35m
JetBlue
Deal found 5/28![JetBlue logo]()
$294
This American Airlines deal was found by Cheapflights users on 5/27. 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.
س 7/116:00 pm
NAS
- BNA
1 stop5h 32m
American Airlines
س 7/187:13 am
BNA
- NAS
1 stop8h 47m
American Airlines
Deal found 5/27![American Airlines logo]()
$306
This United Airlines deal was found by Cheapflights users on 5/27. 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.
خ 9/33:56 pm
SJU
- CVG
1 stop8h 02m
United Airlines
ث 10/67:25 am
CVG
- SJU
1 stop7h 19m
United Airlines
Deal found 5/27![United Airlines logo]()
$316
This Southwest deal was found by Cheapflights users on 5/26. 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.
ح 9/205:30 am
SJU
- BNA
2 stops9h 30m
Southwest
ر 9/301:35 pm
BNA
- SJU
1 stop6h 30m
Southwest
Deal found 5/26![Southwest logo]()
$326
This Kiwi.com deal was found by Cheapflights users on 5/25. 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.
خ 8/207:00 am
SJU
- TYS
1 stop9h 25m
Multiple Airlines
ح 8/234:52 pm
TYS
- SJU
1 stop23h 06m
Multiple Airlines
Deal found 5/25![Multiple Airlines logo]()
$346
This CheapOair deal was found by Cheapflights users on 5/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ح 11/86:31 pm
SJU
- CVG
1 stop6h 15m
Frontier
س 11/149:22 am
CVG
- SJU
1 stop14h 35m
Frontier
Deal found 5/26![Frontier logo]()
$385
This JetBlue deal was found by Cheapflights users on 5/27. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
خ 8/1310:58 am
NAS
- BNA
1 stop10h 09m
JetBlue
ن 8/175:45 am
BNA
- NAS
1 stop4h 30m
JetBlue
Deal found 5/27![JetBlue logo]()
$303
This Delta deal was found by Cheapflights users on 5/26. 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.
س 9/55:49 pm
SJU
- SDF
1 stop6h 20m
Delta
ن 9/146:00 am
SDF
- SJU
1 stop5h 48m
Delta
Deal found 5/26![Delta logo]()
$316
This American Airlines deal was found by Cheapflights users on 5/26. 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.
خ 8/67:00 am
SJU
- SDF
2 stops12h 25m
American Airlines
ح 8/97:31 am
SDF
- SJU
1 stop14h 53m
American Airlines
Deal found 5/26![American Airlines logo]()
$316
This United Airlines deal was found by Cheapflights users on 5/27. 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.
ن 8/311:00 am
SJU
- CVG
1 stop10h 02m
United Airlines
ر 9/237:00 am
CVG
- SJU
1 stop7h 44m
United Airlines
Deal found 5/27![United Airlines logo]()
$316
This Southwest deal was found by Cheapflights users on 5/30. 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.
ث 10/205:00 am
SJU
- BNA
2 stops7h 30m
Southwest
ج 10/235:10 am
BNA
- SJU
1 stop12h 00m
Southwest
Deal found 5/30![Southwest logo]()
$326
This Delta deal was found by Cheapflights users on 5/26. 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.
خ 8/272:59 pm
SJU
- SDF
1 stop9h 35m
Delta
ج 9/43:25 pm
SDF
- SJU
1 stop7h 04m
Delta
Deal found 5/26![Delta logo]()
$316
This United Airlines deal was found by Cheapflights users on 5/25. 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.
ر 8/1212:15 am
BQN
- BNA
2 stops10h 19m
United Airlines
ث 8/181:03 pm
BNA
- BQN
1 stop9h 06m
United Airlines
Deal found 5/25![United Airlines logo]()
$326
This JetBlue deal was found by Cheapflights users on 5/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
خ 8/135:01 am
BQN
- BNA
1 stop9h 31m
JetBlue
ن 8/175:45 am
BNA
- BQN
1 stop6h 41m
JetBlue
Deal found 5/29![JetBlue logo]()
$334
This American Airlines deal was found by Cheapflights users on 5/25. 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.
ر 7/224:10 pm
NAS
- BNA
2 stops8h 38m
American Airlines
ن 7/277:04 am
BNA
- NAS
1 stop9h 01m
American Airlines
Deal found 5/25![American Airlines logo]()
$345
This Delta deal was found by Cheapflights users on 5/30. 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.
ج 9/187:00 am
SJU
- CVG
1 stop9h 42m
Delta
ح 9/207:10 am
CVG
- SJU
1 stop6h 06m
Delta
Deal found 5/30![Delta logo]()
$316
This Southwest deal was found by Cheapflights users on 5/26. 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.
ن 9/215:30 am
SJU
- BNA
2 stops10h 35m
Southwest
خ 10/15:10 am
BNA
- SJU
1 stop12h 00m
Southwest
Deal found 5/26![Southwest logo]()
$355
This United Airlines deal was found by Cheapflights users on 5/28. 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.
ن 7/202:05 am
SJU
- BNA
1 stop8h 42m
United Airlines
ث 7/289:53 am
BNA
- SJU
1 stop9h 41m
United Airlines
Deal found 5/28![United Airlines logo]()
$329
This Kiwi.com deal was found by Cheapflights users on 5/25. 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.
ج 7/37:00 am
SJU
- TYS
1 stop15h 00m
Multiple Airlines
ن 7/67:20 pm
TYS
- SJU
2 stops28h 38m
Multiple Airlines
Deal found 5/25![Multiple Airlines logo]()
$416
This Delta deal was found by Cheapflights users on 5/26. 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.
س 9/267:30 am
SJU
- BNA
1 stop6h 48m
Delta
ث 10/69:35 am
BNA
- SJU
1 stop5h 58m
Delta
Deal found 5/26![Delta logo]()
$326
This Southwest deal was found by Cheapflights users on 5/30. 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.
خ 10/159:45 pm
SJU
- BNA
1 stop10h 25m
Southwest
ث 10/201:35 pm
BNA
- SJU
2 stops9h 10m
Southwest
Deal found 5/30![Southwest logo]()
$366
This United Airlines deal was found by Cheapflights users on 5/29. 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.
ح 6/143:59 pm
NAS
- BNA
1 stop24h 58m
United Airlines
خ 6/186:00 am
BNA
- NAS
1 stop7h 57m
United Airlines
Deal found 5/29![United Airlines logo]()
$345
This Expedia deal was found by Cheapflights users on 5/27. 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.
ر 8/51:35 pm
SDQ
- BNA
1 stop7h 32m
JetBlue
س 8/152:27 pm
BNA
- SDQ
1 stop8h 32m
JetBlue
Deal found 5/27![JetBlue logo]()
$383
This Delta deal was found by Cheapflights users on 5/27. 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.
ث 8/255:49 pm
SJU
- BNA
1 stop6h 14m
Delta
س 8/2910:59 am
BNA
- SJU
1 stop10h 30m
Delta
Deal found 5/27![Delta logo]()
$326
This American Airlines deal was found by Cheapflights users on 5/30. 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.
خ 6/187:16 pm
SJU
- CVG
1 stop16h 20m
American Airlines
ج 6/266:26 pm
CVG
- SJU
1 stop15h 13m
American Airlines
Deal found 5/30![American Airlines logo]()
$408
This Southwest deal was found by Cheapflights users on 5/29. 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.
خ 8/135:30 am
SJU
- BNA
2 stops10h 35m
Southwest
ح 8/165:00 pm
BNA
- SJU
1 stop6h 30m
Southwest
Deal found 5/29![Southwest logo]()
$377
This United Airlines deal was found by Cheapflights users on 5/28. 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.
ث 7/2112:35 pm
NAS
- BNA
2 stops21h 54m
United Airlines
ح 7/266:00 am
BNA
- NAS
1 stop7h 57m
United Airlines
Deal found 5/28![United Airlines logo]()
$345
This JetBlue deal was found by Cheapflights users on 5/25. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
خ 8/61:34 pm
SDQ
- BNA
1 stop7h 33m
JetBlue
خ 8/132:27 pm
BNA
- SDQ
1 stop8h 32m
JetBlue
Deal found 5/25![JetBlue logo]()
$384
This American Airlines deal was found by Cheapflights users on 5/25. 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.
ر 8/57:44 pm
SDQ
- BNA
1 stop23h 48m
American Airlines
س 8/155:40 am
BNA
- SDQ
1 stop14h 35m
American Airlines
Deal found 5/25![American Airlines logo]()
$409
Last-minute flights from Caribbean to KentuckyDiscover last-minute flight deals from Caribbean to Kentucky. Data last updated مايو 30, 2026 and is based on user searches.
Discover last-minute flight deals from Caribbean to Kentucky. Data last updated مايو 30, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 5/27. 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.
ر 6/106:21 am
SJU
- CVG
1 stop13h 17m
American Airlines
ح 6/285:35 am
CVG
- SJU
1 stop17h 25m
American Airlines
Deal found 5/27![American Airlines logo]()
$336
This American Airlines deal was found by Cheapflights users on 5/26. 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.
خ 6/112:55 pm
NAS
- BNA
2 stops8h 48m
American Airlines
ث 6/235:30 am
BNA
- NAS
1 stop5h 07m
American Airlines
Deal found 5/26![American Airlines logo]()
$347
This American Airlines deal was found by Cheapflights users on 5/29. 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.
س 6/135:59 pm
NAS
- BNA
1 stop5h 44m
American Airlines
ح 7/55:31 am
BNA
- NAS
1 stop6h 47m
American Airlines
Deal found 5/29![American Airlines logo]()
$306
This United Airlines deal was found by Cheapflights users on 5/26. 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.
س 6/132:53 pm
NAS
- BNA
1 stop28h 34m
United Airlines
ح 6/286:30 am
BNA
- NAS
1 stop8h 26m
United Airlines
Deal found 5/26![United Airlines logo]()
$345
This Frontier deal was found by Cheapflights users on 5/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ث 6/163:06 am
SJU
- CVG
1 stop10h 19m
Frontier
ر 6/249:30 pm
CVG
- SJU
1 stop10h 25m
Frontier
Deal found 5/28![Frontier logo]()
$356
This American Airlines deal was found by Cheapflights users on 5/30. 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.
س 6/207:00 am
SJU
- BNA
1 stop12h 28m
American Airlines
س 6/275:09 pm
BNA
- SJU
1 stop15h 30m
American Airlines
Deal found 5/30![American Airlines logo]()
$326
This Priceline deal was found by Cheapflights users on 5/30. 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.
س 6/2012:19 pm
BQN
- BNA
1 stop29h 15m
Frontier
س 7/185:10 pm
BNA
- BQN
1 stop16h 54m
Frontier
Deal found 5/30![Frontier logo]()
$369
This Travelocity deal was found by Cheapflights users on 5/27. 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.
ث 6/233:06 am
SJU
- BNA
1 stop14h 28m
Frontier
ر 7/15:09 pm
BNA
- SJU
1 stop8h 00m
Frontier
Deal found 5/27![Frontier logo]()
$336
This Priceline deal was found by Cheapflights users on 5/28. 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.
ر 6/246:00 am
SJU
- CVG
1 stop14h 35m
Frontier
ن 6/299:30 pm
CVG
- SJU
1 stop28h 39m
Frontier
Deal found 5/28![Frontier logo]()
$355
This American Airlines deal was found by Cheapflights users on 5/29. 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.
خ 6/256:21 am
SJU
- SDF
1 stop16h 47m
American Airlines
ث 6/308:15 am
SDF
- SJU
2 stops10h 10m
American Airlines
Deal found 5/29![American Airlines logo]()
$322
This American Airlines deal was found by Cheapflights users on 5/28. 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.
خ 6/257:16 pm
SJU
- BNA
1 stop5h 59m
American Airlines
س 6/276:40 pm
BNA
- SJU
1 stop13h 59m
American Airlines
Deal found 5/28![American Airlines logo]()
$366
This American Airlines deal was found by Cheapflights users on 5/26. 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.
ج 6/266:21 am
SJU
- CVG
1 stop15h 32m
American Airlines
ح 6/287:53 am
CVG
- SJU
1 stop15h 07m
American Airlines
Deal found 5/26![American Airlines logo]()
$361
One-way flights from Caribbean to KentuckySearch for one-way flight options from Caribbean to Kentucky. Find affordable one-way fares based on user searches. Data last updated مايو 30, 2026.
Search for one-way flight options from Caribbean to Kentucky. Find affordable one-way fares based on user searches. Data last updated مايو 30, 2026.
This American Airlines deal was found by Cheapflights users on 5/29. 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.
ر 8/263:44 pm
SJU
- BNA
1 stop7h 55m
American Airlines
Deal found 5/29![American Airlines logo]()
$88
This American Airlines deal was found by Cheapflights users on 5/29. 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.
ن 8/2410:33 am
SJU
- BNA
1 stop13h 52m
American Airlines
Deal found 5/29![American Airlines logo]()
$123
This American Airlines deal was found by Cheapflights users on 5/29. 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.
ح 8/236:00 am
SJU
- BNA
2 stops17h 39m
American Airlines
Deal found 5/29![American Airlines logo]()
$129
This Trip.com deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ر 7/86:00 am
SJU
- CVG
1 stop7h 52m
Multiple Airlines
Deal found 5/25![Multiple Airlines logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 5/25. 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.
ر 7/296:00 am
SJU
- CVG
1 stop7h 52m
Multiple Airlines
Deal found 5/25![Multiple Airlines logo]()
$156
This Delta deal was found by Cheapflights users on 5/28. 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.
ر 9/97:00 am
SJU
- CVG
1 stop10h 11m
Delta
Deal found 5/28![Delta logo]()
$158
This Delta deal was found by Cheapflights users on 5/28. 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.
ث 8/255:49 pm
SJU
- SDF
1 stop6h 45m
Delta
Deal found 5/28![Delta logo]()
$158
This American Airlines deal was found by Cheapflights users on 5/29. 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.
ث 8/47:00 am
SJU
- CVG
2 stops10h 45m
American Airlines
Deal found 5/29![American Airlines logo]()
$161
This Delta deal was found by Cheapflights users on 5/28. 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.
ث 8/255:49 pm
SJU
- BNA
1 stop6h 14m
Delta
Deal found 5/28![Delta logo]()
$163
This Trip.com deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ث 7/145:15 pm
SJU
- CVG
2 stops19h 43m
Frontier
Deal found 5/28![Frontier logo]()
$164
This Expedia deal was found by Cheapflights users on 5/29. 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.
ث 8/412:13 pm
SJU
- CVG
1 stop11h 33m
Frontier
Deal found 5/29![Frontier logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 5/28. 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.
خ 7/236:00 am
SJU
- BNA
1 stop14h 29m
Multiple Airlines
Deal found 5/28![Multiple Airlines logo]()
$171
Find flight deals from Caribbean to Kentucky
Keep the following information in mind while searching for Caribbean to Kentucky flight deals. Data was last updated مايو 30, 2026.
Round-trip from | $176 (American Airlines) |
|---|---|
One-way from | $88 (American Airlines) |
Popular in | April |
Cheapest in | February |
Average price | $466 |
Cheapflights Fare Finder
Customize your flight search to find flights from Caribbean to Kentucky 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 مايو 30, 2026.
Use the filters below to find and compare flights from Caribbean to Kentucky that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
NassauNashville
NAS - BNA
NASBNA
Nassau Intl
ر 7/22
3:26 pm-11:15 pm
1 stop8h 49m
Nashville Intl
ن 7/27
5:10 am-4:39 pm
1 stop10h 29m
$285
Quickest round-trip
NassauNashville
NAS - BNA
NASBNA
Nassau Intl
ث 7/21
3:02 pm-8:07 pm
1 stop6h 05m
Nashville Intl
ح 7/26
5:45 am-11:20 am
1 stop4h 35m
$294
NassauNashville
NAS - BNA
NASBNA
Nassau Intl
خ 8/13
10:58 am-8:07 pm
1 stop10h 09m
Nashville Intl
ن 8/17
5:45 am-11:15 am
1 stop4h 30m
$303
NassauNashville
NAS - BNA
NASBNA
Nassau Intl
س 7/11
6:00 pm-10:32 pm
1 stop5h 32m
Nashville Intl
س 7/18
7:13 am-5:00 pm
1 stop8h 47m
$306
San JuanCincinnati
SJU - CVG
SJUCVG
San Juan Luis Munoz Marin Intl
خ 9/3
3:56 pm-11:58 pm
1 stop8h 02m
Cincinnati Cinci./N. Kentucky
ث 10/6
7:25 am-2:44 pm
1 stop7h 19m
$316
San JuanLouisville
SJU - SDF
SJUSDF
San Juan Luis Munoz Marin Intl
س 9/5
5:49 pm-12:09 am
1 stop6h 20m
Louisville Intl
ن 9/14
6:00 am-11:48 am
1 stop5h 48m
$316
San JuanLouisville
SJU - SDF
SJUSDF
San Juan Luis Munoz Marin Intl
خ 8/6
7:00 am-7:25 pm
2 stops12h 25m
Louisville Intl
ح 8/9
7:31 am-10:24 pm
1 stop14h 53m
$316
San JuanCincinnati
SJU - CVG
SJUCVG
San Juan Luis Munoz Marin Intl
ن 8/31
1:00 am-11:02 am
1 stop10h 02m
Cincinnati Cinci./N. Kentucky
ر 9/23
7:00 am-2:44 pm
1 stop7h 44m
$316
San JuanLouisville
SJU - SDF
SJUSDF
San Juan Luis Munoz Marin Intl
خ 8/27
2:59 pm-12:34 am
1 stop9h 35m
Louisville Intl
ج 9/4
3:25 pm-10:29 pm
1 stop7h 04m
$316
San JuanCincinnati
SJU - CVG
SJUCVG
San Juan Luis Munoz Marin Intl
ج 9/18
7:00 am-4:42 pm
1 stop9h 42m
Cincinnati Cinci./N. Kentucky
ح 9/20
7:10 am-1:16 pm
1 stop6h 06m
$316
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Caribbean to Kentucky
Have a flexible travel schedule? Discover the best time to fly to Kentucky from Caribbean with our price prediction graph.
SJU-BNA
SJU-CVG
SJU-SDF
NAS-BNA
SJU-TYS
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 Caribbean to Kentucky
0CB-USKY
SJU-BNA
SJU-CVG
SJU-SDF
NAS-BNA
What is the cheapest month to book a flight from Caribbean to Kentucky?
Currently, March is the cheapest month in which you can book a flight from Caribbean to Kentucky (average of $108). Flying from Caribbean to Kentucky in April is currently the most expensive (average of $365). 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.
Reviews of airlines servicing Kentucky
Get insights into the airlines that provide service to Kentucky. 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 Kentucky. Reviews last updated مايو 30, 2026.
See what other customers who have flown with Southwest,Delta, andAmerican Airlines from Caribbean to Kentucky have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Overall
8.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Overall
8.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Overall
8.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Related info for your journey
Find useful and relevant information for your journey from Caribbean to Kentucky. 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 Caribbean to Kentucky
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Kentucky by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Caribbean to Kentucky by cabin class
Find flights from Caribbean to Kentucky, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Caribbean and Kentucky flights
Browse other Caribbean and Kentucky flight options. Last updated on مايو 30, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Kentucky
Find the right flight back to Caribbean after your stay in Kentucky
Caribbean to Kentucky flights
Consider these flights traveling from Caribbean to Kentucky.
Top 3 airlines flying from Caribbean to Kentucky
Discover the top 3 airlines that operate flights from Caribbean to Kentucky. 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 مايو 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$199 | Average$455 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$205 | Average$405 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$226 | Average$521 | FlexibilityNo cancel fee | On-time71% |