$88+ 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 9/21. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SDF
Sep 20 — Sep 271
Round-trip
1 adult, Economy
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Find cheap flights from Puerto Rico to Kentucky with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Puerto Rico to Kentucky
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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 August 21, 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 August 21, 2026.
This Frontier deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 10/226:15 am -
1 stop11h 17m
Thu 10/228:29 pm -
1 stop11h 49m
Deal found 8/19![Frontier logo]()
$183
This Frontier deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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.
Tue 9/2910:42 am -
1 stop7h 03m
Tue 10/65:40 pm -
1 stop7h 12m
Deal found 8/18![Frontier logo]()
$188
This Frontier deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 -
1 stop8h 17m
Sat 10/317:37 pm -
1 stop12h 21m
Deal found 8/18![Frontier logo]()
$191
This Frontier deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 10/116:15 am -
1 stop11h 17m
Fri 10/168:29 pm -
1 stop11h 49m
Deal found 8/18![Frontier logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 9/152:57 am -
1 stop14h 48m
Tue 9/225:40 pm -
1 stop7h 12m
Deal found 8/20![Frontier logo]()
$203
This American Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 10/276:00 am -
1 stop16h 49m
Sat 10/316:46 pm -
1 stop14h 58m
Deal found 8/21![American Airlines logo]()
$204
This American Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/163:41 pm -
1 stop6h 23m
Mon 9/215:00 am -
1 stop8h 45m
Deal found 8/18![American Airlines logo]()
$208
This American Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 11/134:45 pm -
1 stop9h 06m
Sun 11/155:24 am -
1 stop6h 15m
Deal found 8/20![American Airlines logo]()
$209
This American Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 11/1012:59 pm -
1 stop11h 05m
Fri 11/136:35 pm -
1 stop14h 09m
Deal found 8/20![American Airlines logo]()
$210
This Travelocity deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/193:10 am -
1 stop13h 55m
Sun 8/2311:12 am -
1 stop22h 54m
Deal found 8/18![Frontier logo]()
$214
This American Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 11/63:17 pm -
1 stop6h 45m
Wed 11/118:30 am -
1 stop13h 46m
Deal found 8/20![American Airlines logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 11/47:05 am -
1 stop10h 41m
Mon 11/92:10 pm -
1 stop9h 28m
Deal found 8/18![Multiple Airlines logo]()
$216
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 August 21, 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 August 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 9/2910:42 am -
2 stops24h 56m
Mon 10/511:40 am -
1 stop27h 37m
Deal found 8/21![Frontier logo]()
$216
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 11/131:55 pm -
1 stop11h 30m
Sun 11/156:00 am -
1 stop7h 20m
Deal found 8/21![Delta logo]()
$232
This Faresmojo deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/12:59 pm -
1 stop6h 12m
Sun 10/47:05 am -
1 stop6h 40m
Deal found 8/21![JetBlue logo]()
$232
This United Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 11/232:35 pm -
1 stop9h 55m
Tue 12/110:45 am -
1 stop9h 15m
Deal found 8/21![United Airlines logo]()
$322
This Southwest deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 10/155:00 am -
2 stops9h 10m
Sun 10/186:05 am -
1 stop7h 10m
Deal found 8/21![Southwest logo]()
$326
This Kiwi.com deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 10/297:00 am -
1 stop13h 23m
Sun 11/17:22 pm -
1 stop17h 03m
Deal found 8/21![Multiple Airlines logo]()
$334
This American Airlines deal was found by Cheapflights users on 8/16. 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.
Wed 10/2112:21 pm -
1 stop11h 18m
Sun 10/258:18 pm -
2 stops13h 28m
Deal found 8/16![American Airlines logo]()
$356
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/112:59 pm -
1 stop6h 36m
Sun 9/136:15 am -
1 stop9h 34m
Deal found 8/17![Delta logo]()
$284
This United Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 10/307:05 am -
2 stops13h 47m
Mon 11/25:10 am -
1 stop9h 30m
Deal found 8/20![United Airlines logo]()
$322
This Southwest deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/315:45 am -
1 stop9h 05m
Sat 11/71:20 pm -
Nonstop3h 55m
Deal found 8/21![Southwest logo]()
$352
This United Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 10/231:25 pm -
1 stop9h 54m
Sun 10/256:00 am -
1 stop6h 15m
Deal found 8/21![United Airlines logo]()
$322
This American Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 10/1612:41 pm -
1 stop11h 27m
Sun 10/186:00 am -
1 stop9h 23m
Deal found 8/17![American Airlines logo]()
$356
This Faresmojo deal was found by Cheapflights users on 8/16. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/110:45 am -
1 stop12h 05m
Mon 12/711:10 am -
1 stop10h 10m
Deal found 8/16![JetBlue logo]()
$382
This United Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 9/112:20 pm -
1 stop7h 55m
Sat 9/197:25 am -
1 stop8h 17m
Deal found 8/20![United Airlines logo]()
$323
This Southwest deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 11/106:40 am -
2 stops10h 30m
Fri 11/139:50 pm -
1 stop10h 10m
Deal found 8/20![Southwest logo]()
$356
This Delta deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 12/194:50 pm -
1 stop6h 51m
Tue 1/512:00 pm -
1 stop10h 50m
Deal found 8/20![Delta logo]()
$369
This American Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 10/293:51 pm -
1 stop5h 49m
Sun 11/18:11 pm -
2 stops13h 33m
Deal found 8/19![American Airlines logo]()
$372
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/39:16 am -
1 stop26h 51m
Mon 9/75:02 pm -
1 stop18h 04m
Deal found 8/18![Multiple Airlines logo]()
$457
This JetBlue deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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.
Wed 9/234:23 pm -
1 stop6h 30m
Sat 9/267:00 am -
1 stop5h 56m
Deal found 8/19![JetBlue logo]()
$428
This Southwest deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 10/2110:00 am -
2 stops10h 05m
Tue 10/271:00 pm -
2 stops10h 05m
Deal found 8/21![Southwest logo]()
$395
This Delta deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 12/194:50 pm -
1 stop6h 51m
Sat 1/26:15 am -
1 stop8h 35m
Deal found 8/20![Delta logo]()
$410
This United Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 11/138:05 am -
2 stops12h 18m
Sun 11/1511:10 am -
1 stop8h 50m
Deal found 8/21![United Airlines logo]()
$384
This American Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 10/110:16 am -
2 stops12h 41m
Sun 10/45:50 am -
2 stops9h 17m
Deal found 8/21![American Airlines logo]()
$434
This Southwest deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 10/110:10 am -
2 stops10h 55m
Sun 10/43:25 pm -
2 stops10h 00m
Deal found 8/19![Southwest logo]()
$396
This Southwest deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 11/175:40 am -
2 stops9h 35m
Fri 11/272:30 pm -
2 stops8h 35m
Deal found 8/20![Southwest logo]()
$396
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 11/137:00 am -
1 stop9h 18m
Tue 11/177:10 am -
1 stop9h 15m
Deal found 8/17![Delta logo]()
$436
This United Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 12/27:40 am -
2 stops15h 52m
Sun 12/65:00 am -
1 stop9h 40m
Deal found 8/21![United Airlines logo]()
$406
This CheapOair deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/38:39 am -
2 stops14h 58m
Sun 9/611:12 am -
1 stop13h 58m
Deal found 8/17![Multiple Airlines logo]()
$546
This JetBlue deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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.
Wed 11/255:18 pm -
1 stop8h 09m
Wed 12/22:27 pm -
1 stop7h 01m
Deal found 8/21![JetBlue logo]()
$509
This American Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 11/52:29 pm -
1 stop10h 26m
Mon 11/95:40 am -
1 stop6h 23m
Deal found 8/19![American Airlines logo]()
$473
Last-minute flights from Puerto Rico to KentuckyDiscover last-minute flight deals from Puerto Rico to Kentucky. Data last updated August 21, 2026 and is based on user searches.
Discover last-minute flight deals from Puerto Rico to Kentucky. Data last updated August 21, 2026 and is based on user searches.
This Travelocity deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/193:10 am -
1 stop13h 55m
Sun 8/2311:12 am -
1 stop22h 54m
Deal found 8/18![Frontier logo]()
$214
This CheapOair deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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.
Fri 8/288:57 pm -
1 stop20h 08m
Mon 8/3111:12 am -
1 stop14h 03m
Deal found 8/18![Frontier logo]()
$225
This American Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 9/113:41 pm -
1 stop6h 23m
Sun 9/135:24 am -
1 stop8h 43m
Deal found 8/19![American Airlines logo]()
$204
This Kiwi.com deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 9/152:57 am -
1 stop14h 48m
Tue 9/225:40 pm -
1 stop7h 12m
Deal found 8/20![Frontier logo]()
$203
This American Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/163:41 pm -
1 stop6h 23m
Mon 9/215:00 am -
1 stop8h 45m
Deal found 8/18![American Airlines logo]()
$208
This American Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/163:41 pm -
1 stop7h 41m
Sun 9/206:00 am -
1 stop9h 29m
Deal found 8/18![American Airlines logo]()
$236
This Faresmojo deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/175:00 am -
1 stop6h 30m
Fri 9/187:50 pm -
1 stop12h 35m
Deal found 8/17![JetBlue logo]()
$238
This Faresmojo deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/188:55 pm -
1 stop11h 30m
Wed 9/231:35 pm -
1 stop6h 35m
Deal found 8/19![JetBlue logo]()
$220
This Frontier deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 9/2310:42 am -
1 stop7h 03m
Thu 9/245:40 pm -
1 stop7h 12m
Deal found 8/20![Frontier logo]()
$228
This Southwest deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 9/231:45 pm -
1 stop8h 30m
Fri 9/251:45 pm -
2 stops7h 30m
Deal found 8/20![Southwest logo]()
$244
This Frontier deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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.
Tue 9/2910:42 am -
1 stop7h 03m
Tue 10/65:40 pm -
1 stop7h 12m
Deal found 8/18![Frontier logo]()
$188
This Kiwi.com deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 9/2910:42 am -
2 stops24h 56m
Mon 10/511:40 am -
1 stop27h 37m
Deal found 8/21![Frontier logo]()
$216
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 August 21, 2026.
Search for one-way flight options from Puerto Rico to Kentucky. Find affordable one-way fares based on user searches. Data last updated August 21, 2026.
This Trip.com deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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.
Mon 9/212:57 am -
1 stop14h 48m
Deal found 8/19![Frontier logo]()
$88
This Trip.com deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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.
Sun 10/42:57 am -
1 stop14h 48m
Deal found 8/21![Frontier logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 9/236:42 pm -
1 stop15h 06m
Deal found 8/21![Frontier logo]()
$92
This Kiwi.com deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 9/156:42 pm -
1 stop15h 06m
Deal found 8/19![Frontier logo]()
$93
This Frontier deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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.
Tue 10/2010:39 am -
1 stop10h 04m
Deal found 8/18![Frontier logo]()
$94
This CheapOair deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 10/183:00 am -
1 stop6h 53m
Deal found 8/20![Frontier logo]()
$95
This FlightHub deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/186:42 pm -
1 stop15h 06m
Deal found 8/18![Frontier logo]()
$96
This Frontier deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/132:57 am -
1 stop6h 45m
Deal found 8/18![Frontier logo]()
$97
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 9/225:59 pm -
1 stop6h 10m
Deal found 8/21![Delta logo]()
$102
This Super.com deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 8/268:57 pm -
1 stop14h 20m
Deal found 8/19![Frontier logo]()
$106
This Orbitz deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 8/299:16 am -
1 stop7h 49m
Deal found 8/18![Frontier logo]()
$107
This American Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 9/274:06 pm -
1 stop6h 57m
Deal found 8/21![American Airlines logo]()
$116
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 August 21, 2026.
Round-trip from | $183 (Frontier) |
|---|---|
One-way from | $88 (Trip.com) |
Popular in | June |
Cheapest in | February |
Average price | $369 |
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 7,457,451 searches. Data last updated August 21, 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 San Juan Luis Munoz Marin Intl - CVG Cincinnati Cinci./N. Kentucky
SJUCVG
San Juan Luis Munoz Marin Intl
Tue 9/29
10:42 am-11:38 am
2 stops24h 56m
Cincinnati Cinci./N. Kentucky
Mon 10/5
11:40 am-3:17 pm
1 stop27h 37m
$216
San JuanCincinnati
SJU San Juan Luis Munoz Marin Intl - CVG Cincinnati Cinci./N. Kentucky
SJUCVG
San Juan Luis Munoz Marin Intl
Fri 11/13
1:55 pm-12:25 am
1 stop11h 30m
Cincinnati Cinci./N. Kentucky
Sun 11/15
6:00 am-2:20 pm
1 stop7h 20m
$232
San JuanCincinnati
SJU San Juan Luis Munoz Marin Intl - CVG Cincinnati Cinci./N. Kentucky
SJUCVG
San Juan Luis Munoz Marin Intl
Thu 10/1
2:59 pm-9:11 pm
1 stop6h 12m
Cincinnati Cinci./N. Kentucky
Sun 10/4
7:05 am-1:45 pm
1 stop6h 40m
$232
San JuanNashville
SJU San Juan Luis Munoz Marin Intl - BNA Nashville Intl
SJUBNA
San Juan Luis Munoz Marin Intl
Fri 9/11
2:59 pm-8:35 pm
1 stop6h 36m
Nashville Intl
Sun 9/13
6:15 am-4:49 pm
1 stop9h 34m
$284
San JuanLouisville
SJU San Juan Luis Munoz Marin Intl - SDF Louisville Intl
SJUSDF
San Juan Luis Munoz Marin Intl
Mon 11/23
2:35 pm-11:30 pm
1 stop9h 55m
Louisville Intl
Tue 12/1
10:45 am-9:00 pm
1 stop9h 15m
$322
San JuanLouisville
SJU San Juan Luis Munoz Marin Intl - SDF Louisville Intl
SJUSDF
San Juan Luis Munoz Marin Intl
Fri 10/30
7:05 am-8:52 pm
2 stops13h 47m
Louisville Intl
Mon 11/2
5:10 am-3:40 pm
1 stop9h 30m
$322
San JuanCincinnati
SJU San Juan Luis Munoz Marin Intl - CVG Cincinnati Cinci./N. Kentucky
SJUCVG
San Juan Luis Munoz Marin Intl
Fri 10/23
1:25 pm-11:19 pm
1 stop9h 54m
Cincinnati Cinci./N. Kentucky
Sun 10/25
6:00 am-12:15 pm
1 stop6h 15m
$322
San JuanLouisville
SJU San Juan Luis Munoz Marin Intl - SDF Louisville Intl
SJUSDF
San Juan Luis Munoz Marin Intl
Fri 9/11
2:20 pm-10:15 pm
1 stop7h 55m
Louisville Intl
Sat 9/19
7:25 am-3:42 pm
1 stop8h 17m
$323
San JuanNashville
SJU San Juan Luis Munoz Marin Intl - BNA Nashville Intl
SJUBNA
San Juan Luis Munoz Marin Intl
Thu 10/15
5:00 am-1:10 pm
2 stops9h 10m
Nashville Intl
Sun 10/18
6:05 am-2:15 pm
1 stop7h 10m
$326
San JuanLexington
SJU San Juan Luis Munoz Marin Intl - LEX Lexington Blue Grass
SJULEX
San Juan Luis Munoz Marin Intl
Thu 10/29
7:00 am-8:23 pm
1 stop13h 23m
Lexington Blue Grass
Sun 11/1
7:22 pm-1:25 pm
1 stop17h 03m
$334
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-BNA
SJU-SDF
SJU-CVG
SJU-TYS
SJU-TRI
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-BNA
SJU-SDF
SJU-CVG
SJU-TYS
What is the cheapest month to book a flight from Puerto Rico to Kentucky?
Currently, September is the cheapest month in which you can book a flight from Puerto Rico to Kentucky (average of $331). Flying from Puerto Rico to Kentucky in April is currently the most expensive (average of $621). 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 August 21, 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.
Boarding
8.1
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
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
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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 August 21, 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 7,457,451 searches. Data last updated August 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$199 | Average$389 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$226 | Average$535 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$318 | Average$496 | FlexibilityNo cancel fee | On-time63% |