$102+ 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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SDF
Aug 5 — Aug 121
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 July 6, 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 July 6, 2026.
This American Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 10/303:51 pm
SJU
- SDF
1 stop8h 17m
American Airlines
Sat 11/77:31 pm
SDF
- SJU
1 stop16h 33m
American Airlines
Deal found 7/1![American Airlines logo]()
$226
This Kiwi.com deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 9/245:12 pm
SJU
- CVG
1 stop20h 02m
Frontier
Wed 9/309:22 am
CVG
- SJU
1 stop14h 35m
Frontier
Deal found 7/3![Frontier logo]()
$238
This Kiwi.com deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:15 pm
SJU
- CVG
1 stop16h 50m
Frontier
Mon 8/3111:00 am
CVG
- SJU
1 stop13h 56m
Frontier
Deal found 7/5![Frontier logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 8/136:26 am
SJU
- CVG
2 stops29h 22m
Frontier
Tue 8/1811:00 am
CVG
- SJU
1 stop13h 56m
Frontier
Deal found 7/1![Frontier logo]()
$256
This American Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 10/2112:13 pm
SJU
- SDF
1 stop11h 54m
American Airlines
Sun 10/255:04 am
SDF
- SJU
1 stop6h 16m
American Airlines
Deal found 7/1![American Airlines logo]()
$261
This American Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 9/233:41 pm
SJU
- SDF
1 stop7h 41m
American Airlines
Sat 9/267:27 pm
SDF
- SJU
2 stops13h 57m
American Airlines
Deal found 7/2![American Airlines logo]()
$267
This Delta deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/275:49 pm
SJU
- SDF
1 stop6h 45m
Delta
Fri 9/41:21 pm
SDF
- SJU
1 stop9h 08m
Delta
Deal found 7/2![Delta logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:00 am
SJU
- TYS
1 stop9h 25m
Multiple Airlines
Sat 8/226:56 pm
TYS
- SJU
1 stop21h 15m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$276
This Kiwi.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/36:45 am
SJU
- CVG
2 stops28h 28m
Frontier
Mon 8/1011:00 am
CVG
- SJU
1 stop13h 41m
Frontier
Deal found 7/6![Frontier logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/215:12 pm
SJU
- BNA
1 stop24h 30m
Multiple Airlines
Wed 11/411:10 am
BNA
- SJU
1 stop13h 40m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$284
This Kiwi.com deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 7/156:00 am
SJU
- CVG
1 stop7h 52m
Multiple Airlines
Wed 7/292:42 pm
CVG
- SJU
1 stop9h 59m
Multiple Airlines
Deal found 7/3![Multiple Airlines logo]()
$285
This Kiwi.com deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 8/126:26 am
SJU
- BNA
1 stop28h 35m
Multiple Airlines
Sun 8/166:00 am
BNA
- SJU
1 stop6h 41m
Multiple Airlines
Deal found 7/3![Multiple Airlines logo]()
$285
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 July 6, 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 July 6, 2026.
This United Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/17:20 am
SJU
- CVG
1 stop6h 57m
United Airlines
Sat 8/82:53 pm
CVG
- SJU
1 stop6h 31m
United Airlines
Deal found 7/2![United Airlines logo]()
$298
This Delta deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:00 am
SJU
- SDF
1 stop7h 18m
Delta
Fri 9/43:25 pm
SDF
- SJU
1 stop7h 04m
Delta
Deal found 7/5![Delta logo]()
$316
This Southwest deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 9/166:00 am
SJU
- BNA
2 stops8h 15m
Southwest
Sun 9/203:35 pm
BNA
- SJU
2 stops7h 55m
Southwest
Deal found 7/1![Southwest logo]()
$316
This Kiwi.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/135:22 pm
SJU
- HTS
1 stop22h 51m
Multiple Airlines
Fri 8/2110:59 am
HTS
- SJU
1 stop13h 57m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$360
This JetBlue deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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.
Tue 9/11:48 pm
SJU
- BNA
1 stop7h 19m
JetBlue
Wed 9/210:36 am
BNA
- SJU
1 stop10h 04m
JetBlue
Deal found 7/2![JetBlue logo]()
$379
This American Airlines deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/157:05 am
SJU
- HTS
1 stop9h 41m
American Airlines
Tue 8/181:16 pm
HTS
- SJU
1 stop10h 43m
American Airlines
Deal found 7/3![American Airlines logo]()
$422
This United Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/12:20 pm
SJU
- CVG
1 stop9h 39m
United Airlines
Wed 9/26:00 am
CVG
- SJU
1 stop7h 45m
United Airlines
Deal found 7/1![United Airlines logo]()
$310
This Delta deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 9/35:49 pm
SJU
- CVG
1 stop6h 36m
Delta
Tue 9/81:30 pm
CVG
- SJU
1 stop8h 49m
Delta
Deal found 7/1![Delta logo]()
$316
This Southwest deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/148:55 pm
SJU
- BNA
1 stop11h 30m
Southwest
Mon 8/175:25 am
BNA
- SJU
1 stop8h 05m
Southwest
Deal found 7/2![Southwest logo]()
$316
This United Airlines deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/281:05 am
SJU
- CVG
2 stops12h 04m
United Airlines
Sun 11/16:00 am
CVG
- SJU
1 stop6h 15m
United Airlines
Deal found 7/6![United Airlines logo]()
$316
This Delta deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/112:56 pm
SJU
- CVG
1 stop7h 57m
Delta
Wed 9/911:40 am
CVG
- SJU
1 stop12h 08m
Delta
Deal found 7/6![Delta logo]()
$316
This Southwest deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1511:50 am
SJU
- BNA
1 stop8h 45m
Southwest
Sun 9/2012:25 pm
BNA
- SJU
1 stop7h 15m
Southwest
Deal found 7/6![Southwest logo]()
$326
This United Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/271:00 am
SJU
- BNA
2 stops9h 31m
United Airlines
Mon 10/56:00 am
BNA
- SJU
1 stop7h 44m
United Airlines
Deal found 7/1![United Airlines logo]()
$316
This Delta deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 8/137:00 am
SJU
- SDF
1 stop7h 18m
Delta
Tue 8/1811:17 am
SDF
- SJU
1 stop11h 12m
Delta
Deal found 7/1![Delta logo]()
$318
This JetBlue deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 8/55:01 am
BQN
- BNA
1 stop9h 36m
JetBlue
Thu 8/62:30 pm
BNA
- BQN
1 stop9h 03m
JetBlue
Deal found 7/3![JetBlue logo]()
$390
This United Airlines deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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
SJU
- SDF
2 stops11h 56m
United Airlines
Fri 11/610:25 am
SDF
- SJU
1 stop9h 35m
United Airlines
Deal found 7/4![United Airlines logo]()
$319
This Southwest deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 8/16:30 am
SJU
- SDF
1 stop11h 40m
Southwest
Sun 8/93:35 pm
SDF
- SJU
1 stop7h 10m
Southwest
Deal found 7/3![Southwest logo]()
$351
This American Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/247:00 am
SJU
- LEX
2 stops9h 04m
American Airlines
Fri 7/316:20 am
LEX
- SJU
2 stops12h 04m
American Airlines
Deal found 7/2![American Airlines logo]()
$426
This American Airlines deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/247:00 am
SJU
- LEX
1 stop15h 35m
American Airlines
Wed 7/294:35 pm
LEX
- SJU
1 stop6h 24m
American Airlines
Deal found 7/4![American Airlines logo]()
$437
This Southwest deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 9/285:30 am
SJU
- BNA
2 stops10h 35m
Southwest
Mon 10/55:00 am
BNA
- SJU
2 stops9h 20m
Southwest
Deal found 7/1![Southwest logo]()
$362
This Delta deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/237:00 am
SJU
- BNA
1 stop8h 48m
Delta
Sun 9/69:37 am
BNA
- SJU
1 stop6h 01m
Delta
Deal found 7/4![Delta logo]()
$363
This United Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 11/78:05 am
SJU
- CVG
2 stops13h 41m
United Airlines
Sat 11/149:05 am
CVG
- SJU
2 stops14h 31m
United Airlines
Deal found 7/2![United Airlines logo]()
$350
This Southwest deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/126:00 am
SJU
- SDF
1 stop6h 40m
Southwest
Tue 8/1812:50 pm
SDF
- SJU
1 stop6h 10m
Southwest
Deal found 7/5![Southwest logo]()
$368
This American Airlines deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/114:38 pm
SJU
- TYS
1 stop6h 29m
American Airlines
Fri 9/186:05 am
TYS
- SJU
1 stop9h 35m
American Airlines
Deal found 7/5![American Airlines logo]()
$446
This Delta deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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 8/115:49 pm
SJU
- SDF
1 stop6h 45m
Delta
Tue 8/186:00 am
SDF
- SJU
1 stop10h 38m
Delta
Deal found 7/4![Delta logo]()
$393
This American Airlines deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/247:00 am
SJU
- LEX
1 stop9h 31m
American Airlines
Thu 7/306:20 am
LEX
- SJU
2 stops12h 04m
American Airlines
Deal found 7/6![American Airlines logo]()
$463
This Southwest deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 8/285:30 am
SJU
- TYS
2 stops11h 40m
Southwest
Mon 8/317:10 am
TYS
- SJU
2 stops9h 45m
Southwest
Deal found 7/1![Southwest logo]()
$389
This United Airlines deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 8/201:00 am
SJU
- CVG
2 stops10h 26m
United Airlines
Sun 8/235:25 am
CVG
- SJU
2 stops10h 17m
United Airlines
Deal found 7/3![United Airlines logo]()
$405
This Southwest deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/125:15 am
SJU
- BNA
2 stops9h 10m
Southwest
Fri 8/141:45 pm
BNA
- SJU
2 stops7h 25m
Southwest
Deal found 7/6![Southwest logo]()
$392
This American Airlines deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/207:00 am
SJU
- LEX
1 stop9h 43m
American Airlines
Mon 7/276:20 am
LEX
- SJU
2 stops12h 04m
American Airlines
Deal found 7/3![American Airlines logo]()
$483
Last-minute flights from Puerto Rico to KentuckyDiscover last-minute flight deals from Puerto Rico to Kentucky. Data last updated July 6, 2026 and is based on user searches.
Discover last-minute flight deals from Puerto Rico to Kentucky. Data last updated July 6, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 7/156:00 am
SJU
- CVG
1 stop7h 52m
Multiple Airlines
Wed 7/292:42 pm
CVG
- SJU
1 stop9h 59m
Multiple Airlines
Deal found 7/3![Multiple Airlines logo]()
$285
This Kiwi.com deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 7/206:30 am
SJU
- CVG
1 stop17h 01m
Multiple Airlines
Wed 7/292:42 pm
CVG
- SJU
1 stop9h 59m
Multiple Airlines
Deal found 7/3![Multiple Airlines logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/16:45 am
SJU
- CVG
2 stops28h 28m
Multiple Airlines
Sat 8/86:25 pm
CVG
- SJU
1 stop30h 16m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$287
This United Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/17:20 am
SJU
- CVG
1 stop6h 57m
United Airlines
Sat 8/82:53 pm
CVG
- SJU
1 stop6h 31m
United Airlines
Deal found 7/2![United Airlines logo]()
$298
This Kiwi.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/36:45 am
SJU
- CVG
2 stops28h 28m
Frontier
Mon 8/1011:00 am
CVG
- SJU
1 stop13h 41m
Frontier
Deal found 7/6![Frontier logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/36:45 am
SJU
- CVG
1 stop16h 46m
Multiple Airlines
Mon 8/1011:00 am
CVG
- SJU
1 stop13h 41m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 8/126:26 am
SJU
- BNA
1 stop28h 35m
Multiple Airlines
Sun 8/166:00 am
BNA
- SJU
1 stop6h 41m
Multiple Airlines
Deal found 7/3![Multiple Airlines logo]()
$285
This Kiwi.com deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 8/136:26 am
SJU
- CVG
2 stops29h 22m
Frontier
Tue 8/1811:00 am
CVG
- SJU
1 stop13h 56m
Frontier
Deal found 7/1![Frontier logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/136:00 am
SJU
- TYS
1 stop8h 06m
Multiple Airlines
Sat 8/155:03 pm
TYS
- SJU
1 stop23h 08m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$294
This Kiwi.com deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:00 am
SJU
- TYS
1 stop9h 25m
Multiple Airlines
Sat 8/226:56 pm
TYS
- SJU
1 stop21h 15m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$276
This Kiwi.com deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:15 pm
SJU
- CVG
1 stop16h 50m
Frontier
Mon 8/3111:00 am
CVG
- SJU
1 stop13h 56m
Frontier
Deal found 7/5![Frontier logo]()
$239
This Delta deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/275:49 pm
SJU
- SDF
1 stop6h 45m
Delta
Fri 9/41:21 pm
SDF
- SJU
1 stop9h 08m
Delta
Deal found 7/2![Delta logo]()
$271
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 July 6, 2026.
Search for one-way flight options from Puerto Rico to Kentucky. Find affordable one-way fares based on user searches. Data last updated July 6, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/15:12 pm
SJU
- TYS
1 stop15h 03m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/15:37 pm
SJU
- CVG
1 stop16h 28m
Frontier
Deal found 7/5![Frontier logo]()
$106
This American Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 9/97:00 am
SJU
- CVG
2 stops11h 20m
American Airlines
Deal found 7/2![American Airlines logo]()
$110
This United Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 10/91:25 pm
SJU
- SDF
1 stop10h 24m
United Airlines
Deal found 7/1![United Airlines logo]()
$113
This Delta deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 9/105:59 pm
SJU
- CVG
1 stop6h 24m
Delta
Deal found 7/3![Delta logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/146:26 am
SJU
- CVG
1 stop11h 20m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$128
This United Airlines deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/93:56 pm
SJU
- LEX
1 stop7h 59m
United Airlines
Deal found 7/5![United Airlines logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:14 pm
SJU
- BNA
1 stop23h 09m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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 9/305:12 pm
SJU
- BNA
1 stop24h 25m
Multiple Airlines
Deal found 7/4![Multiple Airlines logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:35 am
SJU
- SDF
1 stop27h 14m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 10/35:12 pm
SJU
- BNA
1 stop20h 54m
Multiple Airlines
Deal found 7/3![Multiple Airlines logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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 8/126:00 am
SJU
- SDF
2 stops28h 32m
Multiple Airlines
Deal found 7/4![Multiple Airlines logo]()
$142
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 July 6, 2026.
Round-trip from | $226 (American Airlines) |
|---|---|
One-way from | $102 (Kiwi.com) |
Popular in | June |
Cheapest in | October |
Average price | $443 |
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 July 6, 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
Sat 8/1
7:20 am-2:17 pm
1 stop6h 57m
Cincinnati Cinci./N. Kentucky
Sat 8/8
2:53 pm-9:24 pm
1 stop6h 31m
$298
San JuanCincinnati
SJU - CVG
SJUCVG
San Juan Luis Munoz Marin Intl
Tue 9/1
2:20 pm-11:59 pm
1 stop9h 39m
Cincinnati Cinci./N. Kentucky
Wed 9/2
6:00 am-1:45 pm
1 stop7h 45m
$310
San JuanLouisville
SJU - SDF
SJUSDF
San Juan Luis Munoz Marin Intl
Thu 8/27
7:00 am-2:18 pm
1 stop7h 18m
Louisville Intl
Fri 9/4
3:25 pm-10:29 pm
1 stop7h 04m
$316
San JuanNashville
SJU - BNA
SJUBNA
San Juan Luis Munoz Marin Intl
Wed 9/16
6:00 am-1:15 pm
2 stops8h 15m
Nashville Intl
Sun 9/20
3:35 pm-12:30 am
2 stops7h 55m
$316
San JuanCincinnati
SJU - CVG
SJUCVG
San Juan Luis Munoz Marin Intl
Thu 9/3
5:49 pm-12:25 am
1 stop6h 36m
Cincinnati Cinci./N. Kentucky
Tue 9/8
1:30 pm-10:19 pm
1 stop8h 49m
$316
San JuanNashville
SJU - BNA
SJUBNA
San Juan Luis Munoz Marin Intl
Fri 8/14
8:55 pm-7:25 am
1 stop11h 30m
Nashville Intl
Mon 8/17
5:25 am-2:30 pm
1 stop8h 05m
$316
San JuanCincinnati
SJU - CVG
SJUCVG
San Juan Luis Munoz Marin Intl
Wed 10/28
1:05 am-1:09 pm
2 stops12h 04m
Cincinnati Cinci./N. Kentucky
Sun 11/1
6:00 am-1:15 pm
1 stop6h 15m
$316
San JuanCincinnati
SJU - CVG
SJUCVG
San Juan Luis Munoz Marin Intl
Tue 9/1
12:56 pm-8:53 pm
1 stop7h 57m
Cincinnati Cinci./N. Kentucky
Wed 9/9
11:40 am-11:48 pm
1 stop12h 08m
$316
San JuanNashville
SJU - BNA
SJUBNA
San Juan Luis Munoz Marin Intl
Sun 9/27
1:00 am-9:31 am
2 stops9h 31m
Nashville Intl
Mon 10/5
6:00 am-2:44 pm
1 stop7h 44m
$316
San JuanLouisville
SJU - SDF
SJUSDF
San Juan Luis Munoz Marin Intl
Thu 8/13
7:00 am-2:18 pm
1 stop7h 18m
Louisville Intl
Tue 8/18
11:17 am-10:29 pm
1 stop11h 12m
$318
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
SJU-SDF
SJU-TYS
SJU-BNA
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
SJU-SDF
SJU-TYS
SJU-BNA
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 July 6, 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.
Overall
7.9
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Overall
7.9
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Overall
7.9
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Overall
7.9
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
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
Toggle through the tabs below to find thousands of 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 July 6, 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 July 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$199 | Average$389 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$205 | Average$450 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$226 | Average$543 | FlexibilityNo cancel fee | On-time71% |