$118+ Cheap flights from Puerto Rico 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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SDF
Jun 15 — Jun 221
Round-trip
1 adult, Economy
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Find cheap flights from Puerto Rico to Kentucky with Cheapflights
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Cheapest flights from Puerto Rico to KentuckyExplore the most affordable flight options available from Puerto Rico to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 16, 2026.
Explore the most affordable flight options available from Puerto Rico to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 16, 2026.
This Frontier deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/76:31 pm
SJU
- CVG
1 stop6h 15m
Frontier
Sat 11/142:19 pm
CVG
- SJU
1 stop11h 31m
Frontier
Deal found 5/12![Frontier logo]()
$276
This Frontier deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/289:24 am
SJU
- BNA
1 stop7h 56m
Frontier
Mon 8/3111:10 am
BNA
- SJU
1 stop11h 19m
Frontier
Deal found 5/12![Frontier logo]()
$276
This Kiwi.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/296:00 am
SJU
- CVG
1 stop14h 27m
Frontier
Mon 8/311:02 am
CVG
- SJU
1 stop13h 39m
Frontier
Deal found 5/13![Frontier logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/55:22 pm
SJU
- CVG
1 stop16h 43m
Frontier
Tue 8/117:15 am
CVG
- SJU
1 stop18h 56m
Frontier
Deal found 5/14![Frontier logo]()
$282
This Kiwi.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/147:00 am
SJU
- TYS
1 stop15h 24m
Multiple Airlines
Mon 8/1712:50 pm
TYS
- SJU
1 stop25h 39m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$283
This OneTravel deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/53:55 am
SJU
- BNA
1 stop16h 47m
Frontier
Wed 11/1111:10 am
BNA
- SJU
1 stop13h 40m
Frontier
Deal found 5/12![Frontier logo]()
$286
This Priceline deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/296:00 am
SJU
- CVG
1 stop14h 27m
Frontier
Tue 8/49:30 pm
CVG
- SJU
1 stop28h 41m
Frontier
Deal found 5/14![Frontier logo]()
$296
This Kiwi.com deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/246:00 am
SJU
- CVG
1 stop30h 25m
Multiple Airlines
Mon 6/2912:54 pm
CVG
- SJU
2 stops25h 35m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/13:06 am
SJU
- CVG
1 stop20h 35m
Frontier
Tue 8/411:02 am
CVG
- SJU
1 stop13h 39m
Frontier
Deal found 5/13![Frontier logo]()
$303
This Frontier deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/262:55 am
SJU
- BNA
1 stop8h 17m
Frontier
Sat 10/317:37 pm
BNA
- SJU
1 stop12h 21m
Frontier
Deal found 5/13![Frontier logo]()
$306
This Kiwi.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/277:00 am
SJU
- CVG
2 stops28h 13m
Frontier
Tue 8/411:02 am
CVG
- SJU
1 stop13h 39m
Frontier
Deal found 5/13![Frontier logo]()
$311
This Kiwi.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/313:03 am
SJU
- CVG
1 stop9h 59m
Frontier
Mon 7/2011:02 am
CVG
- SJU
1 stop13h 39m
Frontier
Deal found 5/13![Frontier logo]()
$312
Best flights from Puerto Rico to KentuckyDiscover carefully curated flight deals from Puerto Rico to Kentucky that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 16, 2026.
Discover carefully curated flight deals from Puerto Rico to Kentucky that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 16, 2026.
This Travelocity deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” 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.
Tue 10/136:05 am
SJU
- CVG
1 stop17h 58m
Frontier
Sat 10/172:19 pm
CVG
- SJU
1 stop11h 34m
Frontier
Deal found 5/16![Frontier logo]()
$316
This Delta deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/272:42 pm
SJU
- CVG
1 stop6h 19m
Delta
Tue 8/47:00 am
CVG
- SJU
1 stop9h 33m
Delta
Deal found 5/13![Delta logo]()
$316
This United Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/212:15 am
BQN
- BNA
2 stops10h 14m
United Airlines
Tue 7/141:24 pm
BNA
- BQN
1 stop8h 45m
United Airlines
Deal found 5/13![United Airlines logo]()
$326
This Southwest deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/48:55 pm
SJU
- BNA
1 stop11h 30m
Southwest
Wed 9/95:55 am
BNA
- SJU
1 stop5h 25m
Southwest
Deal found 5/15![Southwest logo]()
$326
This Kiwi.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/297:00 am
SJU
- TYS
1 stop15h 01m
Multiple Airlines
Sun 6/73:46 pm
TYS
- SJU
2 stops25h 28m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$329
This American Airlines deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/276:20 am
SJU
- LEX
1 stop10h 30m
American Airlines
Mon 6/15:40 am
LEX
- SJU
2 stops12h 45m
American Airlines
Deal found 5/12![American Airlines logo]()
$520
This Delta deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/312:42 pm
SJU
- BNA
1 stop7h 01m
Delta
Sun 8/95:11 am
BNA
- SJU
1 stop5h 35m
Delta
Deal found 5/14![Delta logo]()
$326
This JetBlue deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:30 am
BQN
- BNA
1 stop11h 10m
JetBlue
Tue 6/95:35 pm
BNA
- BQN
1 stop8h 22m
JetBlue
Deal found 5/12![JetBlue logo]()
$653
This Booking.com deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/33:00 am
BQN
- BNA
1 stop8h 12m
Frontier
Tue 8/1111:10 am
BNA
- BQN
1 stop13h 55m
Frontier
Deal found 5/16![Frontier logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/37:00 am
SJU
- TYS
1 stop15h 00m
Multiple Airlines
Mon 7/612:40 pm
TYS
- SJU
1 stop25h 54m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$364
This Southwest deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/45:15 am
SJU
- BNA
2 stops9h 10m
Southwest
Tue 8/111:35 pm
BNA
- SJU
1 stop7h 25m
Southwest
Deal found 5/16![Southwest logo]()
$381
This United Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/51:00 am
SJU
- BNA
2 stops9h 31m
United Airlines
Sat 10/1011:10 am
BNA
- SJU
1 stop8h 28m
United Airlines
Deal found 5/13![United Airlines logo]()
$416
This Southwest deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/81:20 pm
SJU
- CVG
2 stops8h 25m
Southwest
Mon 9/146:00 am
CVG
- SJU
2 stops10h 55m
Southwest
Deal found 5/14![Southwest logo]()
$396
This United Airlines deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/316:45 am
SJU
- BNA
1 stop10h 32m
United Airlines
Tue 11/32:23 pm
BNA
- SJU
1 stop8h 13m
United Airlines
Deal found 5/14![United Airlines logo]()
$416
This Frontier deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/163:06 am
SJU
- CVG
1 stop10h 21m
Frontier
Fri 7/319:30 pm
CVG
- SJU
1 stop10h 27m
Frontier
Deal found 5/14![Frontier logo]()
$426
This Southwest deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/65:30 am
SJU
- SDF
1 stop10h 00m
Southwest
Thu 10/223:35 pm
SDF
- SJU
2 stops9h 00m
Southwest
Deal found 5/13![Southwest logo]()
$398
This American Airlines deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/276:20 am
SJU
- LEX
1 stop10h 30m
American Airlines
Sun 5/318:10 pm
LEX
- SJU
2 stops13h 29m
American Airlines
Deal found 5/12![American Airlines logo]()
$520
This Delta deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/216:15 am
SJU
- SDF
1 stop8h 27m
Delta
Tue 5/261:05 pm
SDF
- SJU
1 stop9h 12m
Delta
Deal found 5/12![Delta logo]()
$481
This Priceline deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/133:06 am
SJU
- CVG
1 stop20h 40m
Frontier
Sun 6/217:15 am
CVG
- SJU
1 stop24h 40m
Frontier
Deal found 5/16![Frontier logo]()
$455
This Southwest deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/55:15 am
SJU
- SDF
2 stops10h 00m
Southwest
Wed 10/216:40 am
SDF
- SJU
2 stops8h 10m
Southwest
Deal found 5/14![Southwest logo]()
$421
This United Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/12:05 am
SJU
- BNA
1 stop8h 42m
United Airlines
Tue 6/91:35 pm
BNA
- SJU
1 stop6h 49m
United Airlines
Deal found 5/11![United Airlines logo]()
$474
This American Airlines deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” 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 5/237:00 am
SJU
- LEX
2 stops11h 19m
American Airlines
Mon 5/254:35 pm
LEX
- SJU
1 stop6h 10m
American Airlines
Deal found 5/16![American Airlines logo]()
$529
This Southwest deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/146:30 am
SJU
- TYS
2 stops12h 05m
Southwest
Mon 8/177:10 am
TYS
- SJU
2 stops9h 45m
Southwest
Deal found 5/13![Southwest logo]()
$426
This Frontier deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” 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.
Sun 8/26:32 am
SJU
- CVG
1 stop12h 10m
Frontier
Sun 8/29:30 pm
CVG
- SJU
1 stop10h 27m
Frontier
Deal found 5/16![Frontier logo]()
$486
This Southwest deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/125:20 pm
SJU
- CVG
1 stop6h 45m
Southwest
Fri 10/166:00 am
CVG
- SJU
2 stops10h 30m
Southwest
Deal found 5/16![Southwest logo]()
$438
This Frontier deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/253:00 am
BQN
- BNA
1 stop8h 12m
Frontier
Sun 7/265:09 pm
BNA
- BQN
1 stop7h 56m
Frontier
Deal found 5/15![Frontier logo]()
$496
This United Airlines deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/107:40 am
SJU
- CVG
1 stop9h 09m
United Airlines
Tue 7/149:08 am
CVG
- SJU
2 stops12h 16m
United Airlines
Deal found 5/12![United Airlines logo]()
$561
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/146:00 am
SJU
- SDF
2 stops9h 35m
Southwest
Tue 7/284:15 pm
SDF
- SJU
1 stop6h 30m
Southwest
Deal found 5/12![Southwest logo]()
$446
This Priceline deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/53:06 am
SJU
- BNA
1 stop8h 06m
Frontier
Sun 7/125:09 pm
BNA
- SJU
1 stop8h 02m
Frontier
Deal found 5/16![Frontier logo]()
$496
This American Airlines deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” 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 5/2211:55 am
SJU
- TYS
1 stop12h 04m
American Airlines
Sat 5/307:49 pm
TYS
- SJU
1 stop15h 14m
American Airlines
Deal found 5/16![American Airlines logo]()
$676
Last-minute flights from Puerto Rico to KentuckyDiscover last-minute flight deals from Puerto Rico to Kentucky. Data last updated May 16, 2026 and is based on user searches.
Discover last-minute flight deals from Puerto Rico to Kentucky. Data last updated May 16, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/267:00 am
SJU
- SDF
2 stops25h 36m
Multiple Airlines
Sun 7/511:12 am
SDF
- SJU
1 stop13h 29m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$356
This Kiwi.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/297:00 am
SJU
- TYS
1 stop15h 01m
Multiple Airlines
Sun 6/73:46 pm
TYS
- SJU
2 stops25h 28m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$329
This Kiwi.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:24 pm
SJU
- CVG
1 stop14h 42m
Frontier
Sun 6/79:30 pm
CVG
- SJU
1 stop10h 34m
Frontier
Deal found 5/13![Frontier logo]()
$373
This Kiwi.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/313:03 am
SJU
- CVG
1 stop9h 59m
Frontier
Mon 7/2011:02 am
CVG
- SJU
1 stop13h 39m
Frontier
Deal found 5/13![Frontier logo]()
$312
This United Airlines deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” 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 6/67:20 am
SJU
- BNA
1 stop7h 32m
United Airlines
Sat 8/811:10 am
BNA
- SJU
1 stop8h 28m
United Airlines
Deal found 5/16![United Airlines logo]()
$326
This Kiwi.com deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” 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 6/67:00 am
SJU
- BNA
2 stops37h 45m
Multiple Airlines
Sun 8/96:00 am
BNA
- SJU
1 stop7h 34m
Multiple Airlines
Deal found 5/16![Multiple Airlines logo]()
$359
This Kiwi.com deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” 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 6/67:00 am
SJU
- BNA
2 stops37h 45m
Multiple Airlines
Thu 8/66:00 am
BNA
- SJU
1 stop7h 34m
Multiple Airlines
Deal found 5/16![Multiple Airlines logo]()
$366
This Priceline deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/95:15 pm
SJU
- CVG
1 stop17h 02m
Frontier
Tue 6/167:15 am
CVG
- SJU
1 stop6h 01m
Frontier
Deal found 5/12![Frontier logo]()
$366
This Expedia deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/106:00 am
SJU
- CVG
1 stop14h 35m
Frontier
Sun 6/287:15 am
CVG
- SJU
1 stop6h 01m
Frontier
Deal found 5/15![Frontier logo]()
$336
This Kiwi.com deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/115:15 pm
SJU
- CVG
1 stop17h 02m
Frontier
Wed 6/179:30 pm
CVG
- SJU
1 stop10h 25m
Frontier
Deal found 5/12![Frontier logo]()
$356
This Kiwi.com deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/157:00 am
SJU
- TYS
1 stop14h 50m
Multiple Airlines
Mon 6/298:00 am
TYS
- SJU
1 stop16h 37m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$360
This Kiwi.com deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/246:00 am
SJU
- CVG
1 stop30h 25m
Multiple Airlines
Mon 6/2912:54 pm
CVG
- SJU
2 stops25h 35m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$301
One-way flights from Puerto Rico to KentuckySearch for one-way flight options from Puerto Rico to Kentucky. Find affordable one-way fares based on user searches. Data last updated May 16, 2026.
Search for one-way flight options from Puerto Rico to Kentucky. Find affordable one-way fares based on user searches. Data last updated May 16, 2026.
This CheapOair deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/94:39 pm
SJU
- CVG
1 stop15h 38m
Frontier
Deal found 5/13![Frontier logo]()
$118
This CheapOair deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/104:39 pm
SJU
- CVG
1 stop15h 38m
Frontier
Deal found 5/12![Frontier logo]()
$125
This Frontier deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/79:24 am
SJU
- BNA
1 stop7h 59m
Frontier
Deal found 5/12![Frontier logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/265:22 pm
SJU
- CVG
1 stop16h 43m
Frontier
Deal found 5/13![Frontier logo]()
$140
This CheapOair deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/44:46 pm
SJU
- CVG
1 stop17h 20m
Frontier
Deal found 5/12![Frontier logo]()
$143
This CheapOair deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/119:49 pm
SJU
- BNA
1 stop13h 23m
Frontier
Deal found 5/12![Frontier logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” 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 6/47:00 am
SJU
- BNA
2 stops35h 02m
Multiple Airlines
Deal found 5/16![Multiple Airlines logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” 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 6/57:00 am
SJU
- BNA
2 stops11h 02m
Multiple Airlines
Deal found 5/16![Multiple Airlines logo]()
$145
This Super.com deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/246:00 am
SJU
- CVG
1 stop14h 35m
Frontier
Deal found 5/16![Frontier logo]()
$147
This Frontier deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:05 am
SJU
- CVG
1 stop10h 41m
Frontier
Deal found 5/15![Frontier logo]()
$148
This Frontier deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/93:55 am
SJU
- BNA
1 stop8h 17m
Frontier
Deal found 5/13![Frontier logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/267:00 am
SJU
- SDF
2 stops25h 36m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$149
Find flight deals from Puerto Rico to Kentucky
Keep the following information in mind while searching for Puerto Rico to Kentucky flight deals. Data was last updated May 16, 2026.
Round-trip from | $276 (Expedia) |
|---|---|
One-way from | $118 (CheapOair) |
Popular in | April |
Cheapest in | February |
Average price | $466 |
Cheapflights Fare Finder
Customize your flight search to find flights from Puerto Rico 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 May 16, 2026.
Use the filters below to find and compare flights from Puerto Rico to Kentucky that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San JuanCincinnati
SJU - CVG
SJUCVG
San Juan Luis Munoz Marin Intl
Tue 10/13
6:05 am-12:03 am
1 stop17h 58m
Cincinnati Cinci./N. Kentucky
Sat 10/17
2:19 pm-1:53 am
1 stop11h 34m
$316
San JuanCincinnati
SJU - CVG
SJUCVG
San Juan Luis Munoz Marin Intl
Mon 7/27
2:42 pm-9:01 pm
1 stop6h 19m
Cincinnati Cinci./N. Kentucky
Tue 8/4
7:00 am-4:33 pm
1 stop9h 33m
$316
AguadillaNashville
BQN - BNA
BQNBNA
Aguadilla Borinquen
Thu 7/2
12:15 am-9:29 am
2 stops10h 14m
Nashville Intl
Tue 7/14
1:24 pm-11:09 pm
1 stop8h 45m
$326
San JuanNashville
SJU - BNA
SJUBNA
San Juan Luis Munoz Marin Intl
Fri 9/4
8:55 pm-7:25 am
1 stop11h 30m
Nashville Intl
Wed 9/9
5:55 am-12:20 pm
1 stop5h 25m
$326
Quickest round-trip
San JuanNashville
SJU - BNA
SJUBNA
San Juan Luis Munoz Marin Intl
Fri 7/31
2:42 pm-8:43 pm
1 stop7h 01m
Nashville Intl
Sun 8/9
5:11 am-11:46 am
1 stop5h 35m
$326
San JuanKnoxville
SJU - TYS
SJUTYS
San Juan Luis Munoz Marin Intl
Fri 5/29
7:00 am-10:01 pm
1 stop15h 01m
Knoxville McGhee Tyson
Sun 6/7
3:46 pm-5:14 pm
2 stops25h 28m
$329
AguadillaNashville
BQN - BNA
BQNBNA
Aguadilla Borinquen
Mon 8/3
3:00 am-10:12 am
1 stop8h 12m
Nashville Intl
Tue 8/11
11:10 am-2:05 am
1 stop13h 55m
$349
San JuanKnoxville
SJU - TYS
SJUTYS
San Juan Luis Munoz Marin Intl
Fri 7/3
7:00 am-10:00 pm
1 stop15h 00m
Knoxville McGhee Tyson
Mon 7/6
12:40 pm-2:34 pm
1 stop25h 54m
$364
San JuanNashville
SJU - BNA
SJUBNA
San Juan Luis Munoz Marin Intl
Tue 8/4
5:15 am-1:25 pm
2 stops9h 10m
Nashville Intl
Tue 8/11
1:35 pm-10:00 pm
1 stop7h 25m
$381
San JuanCincinnati
SJU - CVG
SJUCVG
San Juan Luis Munoz Marin Intl
Tue 9/8
1:20 pm-9:45 pm
2 stops8h 25m
Cincinnati Cinci./N. Kentucky
Mon 9/14
6:00 am-4:55 pm
2 stops10h 55m
$396
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Puerto Rico to Kentucky
Have a flexible travel schedule? Discover the best time to fly to Kentucky from Puerto Rico with our price prediction graph.
SJU-CVG
BQN-BNA
SJU-BNA
SJU-TYS
SJU-LEX
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 Puerto Rico to Kentucky
PR0-USKY
SJU-CVG
BQN-BNA
SJU-BNA
SJU-TYS
What is the cheapest month to book a flight from Puerto Rico to Kentucky?
Currently, March is the cheapest month in which you can book a flight from Puerto Rico to Kentucky (average of $108). Flying from Puerto Rico 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 May 16, 2026.
Read through reviews of airlines operating flights from Puerto Rico to Kentucky, such as Southwest,Delta, andAmerican Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Puerto Rico 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.
Alternative routes
Complete your trip
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Popular flights
Return Flight Options
Top destinations
Alternative routes for Puerto Rico 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 Puerto Rico to Kentucky by cabin class
Find flights from Puerto Rico to Kentucky, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Puerto Rico and Kentucky flights
Browse other Puerto Rico and Kentucky flight options. Last updated on May 16, 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 Puerto Rico after your stay in Kentucky
Puerto Rico to Kentucky flights
Consider these flights traveling from Puerto Rico to Kentucky.
Top 3 airlines flying from Puerto Rico to Kentucky
Discover the top 3 airlines that operate flights from Puerto Rico 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 May 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$199 | Average$440 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$205 | Average$398 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$226 | Average$521 | FlexibilityNo cancel fee | On-time71% |