$115+ Cheap flights from Kentucky to San Juan
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/8. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
Jun 14 — Jun 211
Round-trip
1 adult, Economy
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Cheapest flights from Kentucky to San JuanExplore the most affordable flight options available from Kentucky to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 15, 2026.
Explore the most affordable flight options available from Kentucky to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 15, 2026.
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.
Wed 8/1211:02 am
CVG
- SJU
1 stop13h 39m
Frontier
Wed 8/196:00 am
SJU
- CVG
1 stop17h 46m
Frontier
Deal found 5/12![Frontier logo]()
$236
This Priceline deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/125:09 pm
BNA
- SJU
1 stop13h 48m
Frontier
Wed 8/196:00 am
SJU
- BNA
1 stop11h 20m
Frontier
Deal found 5/10![Frontier logo]()
$236
This Priceline deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/85:09 pm
BNA
- SJU
1 stop8h 02m
Frontier
Thu 8/136:31 pm
SJU
- BNA
1 stop22h 52m
Frontier
Deal found 5/10![Frontier logo]()
$240
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 8/1011:02 am
CVG
- SJU
1 stop13h 39m
Frontier
Mon 8/174:05 pm
SJU
- CVG
1 stop7h 36m
Frontier
Deal found 5/13![Frontier logo]()
$242
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.
Thu 8/139:30 pm
CVG
- SJU
1 stop10h 27m
Frontier
Wed 8/196:00 am
SJU
- CVG
1 stop17h 46m
Frontier
Deal found 5/13![Frontier logo]()
$245
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/199:30 pm
CVG
- SJU
1 stop10h 39m
Frontier
Sun 8/234:05 pm
SJU
- CVG
1 stop7h 41m
Frontier
Deal found 5/11![Frontier logo]()
$253
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.
Sat 8/2911:02 am
CVG
- SJU
1 stop13h 21m
Frontier
Sat 9/54:05 pm
SJU
- CVG
1 stop7h 41m
Frontier
Deal found 5/12![Frontier logo]()
$255
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/211:02 am
CVG
- SJU
1 stop13h 21m
Frontier
Sat 9/55:01 pm
SJU
- CVG
1 stop17h 06m
Frontier
Deal found 5/11![Frontier logo]()
$256
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/29:30 pm
CVG
- SJU
1 stop15h 46m
Frontier
Mon 9/79:24 am
SJU
- CVG
1 stop14h 22m
Frontier
Deal found 5/11![Frontier logo]()
$258
This Priceline deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/165:09 pm
BNA
- SJU
1 stop19h 11m
Frontier
Sat 8/229:24 am
SJU
- BNA
1 stop7h 56m
Frontier
Deal found 5/10![Frontier logo]()
$258
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3111:02 am
CVG
- SJU
1 stop13h 21m
Frontier
Fri 9/46:00 am
SJU
- CVG
1 stop14h 35m
Frontier
Deal found 5/11![Frontier logo]()
$260
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 8/2011:02 am
CVG
- SJU
1 stop13h 21m
Frontier
Tue 8/255:01 pm
SJU
- CVG
1 stop17h 06m
Frontier
Deal found 5/12![Frontier logo]()
$261
Best flights from Kentucky to San JuanDiscover carefully curated flight deals from Kentucky to San Juan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 15, 2026.
Discover carefully curated flight deals from Kentucky to San Juan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 15, 2026.
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.
Fri 9/186:00 am
SDF
- SJU
1 stop5h 48m
Delta
Fri 10/25:41 pm
SJU
- SDF
1 stop6h 18m
Delta
Deal found 5/13![Delta logo]()
$316
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.
Fri 8/2112:25 pm
BNA
- SJU
2 stops9h 25m
Southwest
Sun 8/239:25 pm
SJU
- BNA
1 stop13h 00m
Southwest
Deal found 5/14![Southwest logo]()
$326
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.
Tue 9/17:00 am
LEX
- SJU
2 stops13h 38m
United Airlines
Wed 9/93:56 pm
SJU
- LEX
1 stop8h 13m
United Airlines
Deal found 5/11![United Airlines logo]()
$336
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.
Mon 6/17:24 pm
TYS
- SJU
2 stops20h 26m
Multiple Airlines
Thu 6/46:30 am
SJU
- TYS
1 stop14h 00m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$420
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/16:25 am
TRI
- SJU
1 stop5h 39m
American Airlines
Sun 11/86:00 am
SJU
- TRI
2 stops15h 00m
American Airlines
Deal found 5/14![American Airlines logo]()
$466
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:00 am
SDF
- SJU
1 stop7h 16m
Delta
Fri 9/1812:58 pm
SJU
- SDF
1 stop9h 38m
Delta
Deal found 5/11![Delta logo]()
$316
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 8/278:55 pm
BNA
- SJU
1 stop11h 15m
Southwest
Mon 8/3111:35 am
SJU
- BNA
2 stops7h 10m
Southwest
Deal found 5/13![Southwest logo]()
$336
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 9/146:00 am
SDF
- SJU
1 stop5h 48m
Delta
Thu 9/175:41 pm
SJU
- SDF
1 stop6h 18m
Delta
Deal found 5/13![Delta logo]()
$316
This Southwest deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/225:15 pm
BNA
- SJU
1 stop5h 30m
Southwest
Thu 7/3010:20 pm
SJU
- BNA
1 stop11h 15m
Southwest
Deal found 5/10![Southwest logo]()
$355
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.
Tue 7/216:00 am
SDF
- SJU
1 stop5h 46m
Delta
Sat 8/85:49 pm
SJU
- SDF
1 stop6h 20m
Delta
Deal found 5/14![Delta logo]()
$366
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/112:15 pm
SDF
- SJU
2 stops8h 50m
Southwest
Fri 9/186:00 am
SJU
- SDF
1 stop7h 35m
Southwest
Deal found 5/11![Southwest logo]()
$376
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.
Tue 8/257:00 am
CVG
- SJU
2 stops13h 38m
United Airlines
Sat 8/292:55 pm
SJU
- CVG
1 stop9h 04m
United Airlines
Deal found 5/14![United Airlines logo]()
$456
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 9/186:00 am
SDF
- SJU
1 stop5h 48m
Delta
Sat 9/267:30 am
SJU
- SDF
1 stop6h 18m
Delta
Deal found 5/14![Delta logo]()
$366
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/134:34 pm
EVV
- SJU
2 stops17h 28m
American Airlines
Thu 6/1812:57 am
SJU
- EVV
1 stop18h 08m
American Airlines
Deal found 5/13![American Airlines logo]()
$499
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 10/229:50 pm
BNA
- SJU
1 stop10h 30m
Southwest
Sun 10/255:00 am
SJU
- BNA
2 stops10h 10m
Southwest
Deal found 5/13![Southwest logo]()
$401
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:00 am
LEX
- SJU
1 stop10h 35m
Delta
Thu 9/31:06 pm
SJU
- LEX
1 stop8h 17m
Delta
Deal found 5/11![Delta logo]()
$378
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.
Mon 5/255:40 am
LEX
- SJU
1 stop17h 21m
American Airlines
Thu 5/286:20 am
SJU
- LEX
1 stop9h 45m
American Airlines
Deal found 5/12![American Airlines logo]()
$510
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.
Sun 6/216:30 am
CVG
- SJU
1 stop8h 14m
United Airlines
Mon 6/291:00 am
SJU
- CVG
1 stop9h 36m
United Airlines
Deal found 5/11![United Airlines logo]()
$537
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.
Fri 8/287:05 am
CVG
- SJU
2 stops9h 50m
Southwest
Sat 9/55:05 am
SJU
- CVG
2 stops8h 50m
Southwest
Deal found 5/12![Southwest logo]()
$408
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.
Thu 8/202:10 pm
CVG
- SJU
2 stops8h 55m
Southwest
Tue 8/255:15 am
SJU
- CVG
2 stops9h 40m
Southwest
Deal found 5/12![Southwest logo]()
$422
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 8/245:57 pm
LEX
- SJU
2 stops21h 45m
United Airlines
Tue 8/251:00 am
SJU
- LEX
2 stops12h 17m
United Airlines
Deal found 5/13![United Airlines logo]()
$566
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/276:50 am
EVV
- SJU
1 stop16h 09m
American Airlines
Wed 6/37:00 am
SJU
- EVV
1 stop10h 08m
American Airlines
Deal found 5/11![American Airlines logo]()
$566
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/34:38 pm
TYS
- SJU
1 stop5h 51m
Delta
Mon 8/1012:56 pm
SJU
- TYS
1 stop7h 14m
Delta
Deal found 5/11![Delta logo]()
$436
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.
Tue 8/1112:45 pm
TYS
- SJU
1 stop5h 25m
Southwest
Fri 8/146:30 am
SJU
- TYS
2 stops12h 05m
Southwest
Deal found 5/13![Southwest logo]()
$426
This United Airlines deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/147:00 am
CVG
- SJU
2 stops13h 38m
United Airlines
Sun 8/167:00 am
SJU
- CVG
1 stop16h 59m
United Airlines
Deal found 5/10![United Airlines logo]()
$576
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.
Tue 7/1411:17 am
SDF
- SJU
1 stop11h 13m
Delta
Tue 7/217:30 am
SJU
- SDF
1 stop8h 12m
Delta
Deal found 5/12![Delta logo]()
$454
This American Airlines deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/78:27 pm
TRI
- SJU
2 stops13h 12m
American Airlines
Sun 6/147:00 am
SJU
- TRI
1 stop16h 47m
American Airlines
Deal found 5/10![American Airlines logo]()
$606
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/36:42 pm
BNA
- SJU
1 stop9h 47m
United Airlines
Wed 8/51:00 am
SJU
- BNA
2 stops9h 29m
United Airlines
Deal found 5/15![United Airlines logo]()
$581
This Southwest deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/186:45 am
SDF
- SJU
2 stops10h 10m
Southwest
Sat 9/2610:25 am
SJU
- SDF
2 stops10h 55m
Southwest
Deal found 5/10![Southwest logo]()
$441
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.
Tue 8/45:45 am
TYS
- SJU
1 stop6h 01m
Delta
Sun 8/92:59 pm
SJU
- TYS
1 stop8h 53m
Delta
Deal found 5/14![Delta logo]()
$461
Last-minute flights from Kentucky to San JuanDiscover last-minute flight deals from Kentucky to San Juan. Data last updated May 15, 2026 and is based on user searches.
Discover last-minute flight deals from Kentucky to San Juan. Data last updated May 15, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2912:27 pm
TYS
- SJU
1 stop26h 06m
Multiple Airlines
Mon 6/17:00 am
SJU
- TYS
1 stop15h 01m
Multiple Airlines
Deal found 5/10![Multiple Airlines logo]()
$346
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.
Sun 5/318:40 pm
CVG
- SJU
1 stop21h 12m
Multiple Airlines
Thu 6/47:00 am
SJU
- CVG
2 stops28h 41m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$316
This Priceline deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/12:12 pm
CVG
- SJU
1 stop25h 58m
Frontier
Wed 6/36:00 am
SJU
- CVG
1 stop14h 35m
Frontier
Deal found 5/10![Frontier 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.
Mon 6/111:11 am
CVG
- SJU
1 stop12h 48m
Multiple Airlines
Fri 6/57:00 am
SJU
- CVG
1 stop16h 37m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$308
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/85:35 am
CVG
- SJU
1 stop17h 25m
American Airlines
Wed 6/101:47 pm
SJU
- CVG
1 stop8h 06m
American Airlines
Deal found 5/14![American Airlines logo]()
$326
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1111:12 am
CVG
- SJU
1 stop13h 25m
Frontier
Wed 6/176:00 am
SJU
- CVG
1 stop14h 35m
Frontier
Deal found 5/12![Frontier logo]()
$268
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 6/1111:12 am
CVG
- SJU
1 stop13h 25m
Frontier
Thu 6/187:00 am
SJU
- CVG
2 stops28h 49m
Frontier
Deal found 5/12![Frontier logo]()
$315
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.
Wed 6/249:30 pm
CVG
- SJU
1 stop28h 39m
Frontier
Wed 7/17:00 am
SJU
- CVG
2 stops28h 14m
Frontier
Deal found 5/12![Frontier logo]()
$321
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/255:19 pm
BNA
- SJU
1 stop7h 50m
Multiple Airlines
Mon 6/299:04 pm
SJU
- BNA
1 stop13h 58m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$341
This Kiwi.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/297:15 am
CVG
- SJU
1 stop18h 54m
Frontier
Fri 7/106:31 pm
SJU
- CVG
1 stop13h 47m
Frontier
Deal found 5/10![Frontier logo]()
$283
This Kiwi.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/3011:12 am
CVG
- SJU
1 stop13h 25m
Frontier
Fri 7/106:31 pm
SJU
- CVG
1 stop13h 47m
Frontier
Deal found 5/10![Frontier logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/3011:12 am
CVG
- SJU
1 stop13h 25m
Frontier
Thu 7/94:05 pm
SJU
- CVG
1 stop7h 36m
Frontier
Deal found 5/10![Frontier logo]()
$323
One-way flights from Kentucky to San JuanSearch for one-way flight options from Kentucky to San Juan. Find affordable one-way fares based on user searches. Data last updated May 15, 2026.
Search for one-way flight options from Kentucky to San Juan. Find affordable one-way fares based on user searches. Data last updated May 15, 2026.
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/85:09 pm
BNA
- SJU
1 stop8h 02m
Frontier
Deal found 5/13![Frontier logo]()
$115
This Priceline deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/55:09 pm
BNA
- SJU
1 stop13h 48m
Frontier
Deal found 5/10![Frontier logo]()
$118
This Priceline deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/211:02 am
CVG
- SJU
1 stop13h 21m
Frontier
Deal found 5/10![Frontier logo]()
$118
This Super.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/19:30 pm
CVG
- SJU
1 stop28h 39m
Frontier
Deal found 5/10![Frontier logo]()
$125
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/65:09 pm
BNA
- SJU
1 stop8h 02m
Frontier
Deal found 5/12![Frontier logo]()
$132
This Super.com 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/25:09 pm
BNA
- SJU
1 stop8h 00m
Frontier
Deal found 5/11![Frontier logo]()
$137
This Super.com 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/149:30 pm
CVG
- SJU
1 stop10h 25m
Frontier
Deal found 5/11![Frontier logo]()
$137
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 8/155:09 pm
BNA
- SJU
1 stop8h 02m
Frontier
Deal found 5/12![Frontier logo]()
$138
This Priceline deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/1511:12 am
CVG
- SJU
1 stop13h 25m
Frontier
Deal found 5/10![Frontier logo]()
$138
This Super.com 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/249:30 pm
CVG
- SJU
1 stop28h 39m
Frontier
Deal found 5/11![Frontier logo]()
$142
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.
Mon 7/612:40 pm
TYS
- SJU
1 stop25h 54m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$143
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/87:15 am
CVG
- SJU
1 stop18h 56m
Frontier
Deal found 5/11![Frontier logo]()
$144
Find flight deals from Kentucky to San Juan
Keep the following information in mind while searching for Kentucky to San Juan flight deals. Data was last updated May 15, 2026.
Round-trip from | $236 (Priceline) |
|---|---|
One-way from | $115 (Super.com) |
Popular in | December |
Cheapest in | October |
Average price | $479 |
Cheapflights Fare Finder
Customize your flight search to find flights from Kentucky to San Juan 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 15, 2026.
Use the filters below to find and compare flights from Kentucky to San Juan that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
LouisvilleSan Juan
SDF - SJU
SDFSJU
Louisville Intl
Fri 9/18
6:00 am-11:48 am
1 stop5h 48m
San Juan Luis Munoz Marin Intl
Fri 10/2
5:41 pm-11:59 pm
1 stop6h 18m
$316
LouisvilleSan Juan
SDF - SJU
SDFSJU
Louisville Intl
Fri 9/11
6:00 am-1:16 pm
1 stop7h 16m
San Juan Luis Munoz Marin Intl
Fri 9/18
12:58 pm-10:36 pm
1 stop9h 38m
$316
LouisvilleSan Juan
SDF - SJU
SDFSJU
Louisville Intl
Mon 9/14
6:00 am-11:48 am
1 stop5h 48m
San Juan Luis Munoz Marin Intl
Thu 9/17
5:41 pm-11:59 pm
1 stop6h 18m
$316
NashvilleSan Juan
BNA - SJU
BNASJU
Nashville Intl
Fri 8/21
12:25 pm-10:50 pm
2 stops9h 25m
San Juan Luis Munoz Marin Intl
Sun 8/23
9:25 pm-9:25 am
1 stop13h 00m
$326
LexingtonSan Juan
LEX - SJU
LEXSJU
Lexington Blue Grass
Tue 9/1
7:00 am-8:38 pm
2 stops13h 38m
San Juan Luis Munoz Marin Intl
Wed 9/9
3:56 pm-12:09 am
1 stop8h 13m
$336
NashvilleSan Juan
BNA - SJU
BNASJU
Nashville Intl
Thu 8/27
8:55 pm-9:10 am
1 stop11h 15m
San Juan Luis Munoz Marin Intl
Mon 8/31
11:35 am-5:45 pm
2 stops7h 10m
$336
NashvilleSan Juan
BNA - SJU
BNASJU
Nashville Intl
Wed 7/22
5:15 pm-11:45 pm
1 stop5h 30m
San Juan Luis Munoz Marin Intl
Thu 7/30
10:20 pm-8:35 am
1 stop11h 15m
$355
LouisvilleSan Juan
SDF - SJU
SDFSJU
Louisville Intl
Tue 7/21
6:00 am-11:46 am
1 stop5h 46m
San Juan Luis Munoz Marin Intl
Sat 8/8
5:49 pm-12:09 am
1 stop6h 20m
$366
LouisvilleSan Juan
SDF - SJU
SDFSJU
Louisville Intl
Fri 9/18
6:00 am-11:48 am
1 stop5h 48m
San Juan Luis Munoz Marin Intl
Sat 9/26
7:30 am-1:48 pm
1 stop6h 18m
$366
LouisvilleSan Juan
SDF - SJU
SDFSJU
Louisville Intl
Fri 9/11
2:15 pm-11:05 pm
2 stops8h 50m
San Juan Luis Munoz Marin Intl
Fri 9/18
6:00 am-1:35 pm
1 stop7h 35m
$376
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Kentucky to San Juan
Have a flexible travel schedule? Discover the best time to fly to San Juan from Kentucky with our price prediction graph.
CVG-SJU
SDF-SJU
LEX-SJU
BNA-SJU
TRI-SJU
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Kentucky to San Juan
USKY-PR1
CVG-SJU
SDF-SJU
LEX-SJU
BNA-SJU
How far ahead should I book a flight from Kentucky to San Juan?
The best time to book flights from Kentucky to San Juan is 58 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest month to book a flight from Kentucky to San Juan?
Currently, January is the cheapest month in which you can book a flight from Kentucky to San Juan (average of $113). Flying from Kentucky to San Juan in March is currently the most expensive (average of $225). 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.
How much does it cost to fly round-trip from Kentucky to San Juan?
Related info for your journey
Find useful and relevant information for your journey from Kentucky to San Juan. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Kentucky to San Juan
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to San Juan by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Kentucky to San Juan by cabin class
Find flights from Kentucky to San Juan, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Kentucky and San Juan flights
Browse other Kentucky and San Juan flight options. Last updated on May 15, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Kentucky to San Juan flights
Consider these flights traveling from Kentucky to San Juan.
Top 5 airlines flying from Kentucky to San Juan
Discover the top 5 airlines that operate flights from Kentucky to San Juan. 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 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$176 | Average$393 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$198 | Average$482 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$225 | Average$425 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$238 | Average$472 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$259 | Average$492 | FlexibilityNo cancel fee | On-time69% |