$91+ 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 10/19. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
Sep 19 — Sep 261
Round-trip
1 adult, Economy
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Find cheap flights from Kentucky to San Juan with Cheapflights
1. Tell us where you want to go
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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 August 20, 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 August 20, 2026.
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.
Wed 9/95:40 pm -
1 stop7h 12m
Mon 9/142:57 am -
1 stop6h 51m
Deal found 8/19![Frontier logo]()
$175
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.
Tue 9/155:40 pm -
1 stop7h 12m
Mon 9/212:57 am -
1 stop14h 48m
Deal found 8/18![Frontier logo]()
$178
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.
Thu 9/105:40 pm -
1 stop14h 55m
Tue 9/1510:42 am -
1 stop7h 03m
Deal found 8/19![Frontier logo]()
$179
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/239:43 am -
1 stop15h 09m
Tue 9/2910:42 am -
1 stop7h 03m
Deal found 8/18![Frontier logo]()
$188
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/99:43 am -
1 stop22h 52m
Mon 9/143:55 pm -
1 stop17h 53m
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.
Thu 9/1710:52 am -
1 stop11h 21m
Sat 9/192:57 am -
1 stop6h 51m
Deal found 8/18![Frontier logo]()
$194
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.
Thu 10/297:37 pm -
1 stop11h 21m
Fri 11/63:55 am -
1 stop16h 47m
Deal found 8/18![Frontier logo]()
$197
This Justfly.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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/218:29 pm -
1 stop11h 49m
Sun 10/253:55 pm -
1 stop17h 58m
Deal found 8/19![Frontier logo]()
$198
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.
Sat 8/295:05 pm -
1 stop8h 10m
Sun 9/2710:42 am -
1 stop7h 36m
Deal found 8/19![Frontier logo]()
$201
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.
Sat 9/126:28 pm -
2 stops15h 32m
Wed 9/163:41 pm -
1 stop7h 24m
Deal found 8/19![American Airlines logo]()
$204
This Kiwi.com deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/249:38 am -
1 stop12h 27m
Wed 10/285:12 pm -
1 stop23h 32m
Deal found 8/15![Multiple Airlines logo]()
$212
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.
Mon 10/268:19 pm -
1 stop16h 57m
Thu 10/295:12 pm -
1 stop20h 02m
Deal found 8/18![Frontier logo]()
$227
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 August 20, 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 August 20, 2026.
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.
Tue 9/156:00 am -
2 stops14h 47m
Fri 9/182:22 pm -
1 stop8h 33m
Deal found 8/19![American Airlines logo]()
$232
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 9/244:10 pm -
1 stop6h 45m
Tue 9/295:15 am -
2 stops9h 10m
Deal found 8/19![Southwest logo]()
$271
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/238:45 am -
1 stop10h 53m
Mon 9/281:00 am -
2 stops9h 31m
Deal found 8/18![United Airlines logo]()
$286
This Delta deal was found by Cheapflights users on 8/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:15 am -
1 stop6h 27m
Sun 9/67:00 am -
1 stop5h 35m
Deal found 8/15![Delta logo]()
$302
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.
Sat 9/54:29 pm -
1 stop8h 46m
Sat 9/127:00 am -
1 stop10h 02m
Deal found 8/19![Multiple Airlines logo]()
$354
This Southwest deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/234:35 pm -
1 stop6h 45m
Mon 10/266:30 am -
1 stop6h 00m
Deal found 8/15![Southwest logo]()
$286
This United Airlines deal was found by Cheapflights users on 8/15. 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.
Tue 9/1510:20 am -
2 stops13h 30m
Mon 9/281:00 am -
2 stops12h 21m
Deal found 8/15![United Airlines logo]()
$316
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/227:00 am -
2 stops13h 38m
Tue 10/63:56 pm -
1 stop7h 59m
Deal found 8/17![United Airlines logo]()
$316
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/1912:00 pm -
1 stop10h 55m
Wed 1/273:55 pm -
1 stop9h 29m
Deal found 8/16![Delta logo]()
$356
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2310:05 am -
2 stops10h 05m
Tue 9/295:15 am -
2 stops9h 10m
Deal found 8/18![Southwest logo]()
$328
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/217:00 am -
1 stop7h 44m
Tue 10/61:25 pm -
2 stops10h 30m
Deal found 8/16![United Airlines logo]()
$322
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:05 am -
1 stop7h 52m
Sun 9/274:06 pm -
1 stop5h 47m
Deal found 8/19![American Airlines logo]()
$398
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/711:40 am -
2 stops7h 35m
Sat 11/146:45 am -
2 stops12h 25m
Deal found 8/16![Southwest logo]()
$329
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/275:40 am -
1 stop8h 09m
Tue 11/38:15 am -
1 stop6h 16m
Deal found 8/18![Delta logo]()
$384
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:00 am -
2 stops13h 38m
Tue 9/221:00 am -
2 stops12h 17m
Deal found 8/17![United Airlines logo]()
$323
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.
Fri 11/271:35 pm -
1 stop9h 30m
Sat 12/55:00 pm -
1 stop6h 05m
Deal found 8/19![Southwest logo]()
$343
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 2/55:36 pm -
1 stop16h 12m
Fri 2/128:19 am -
1 stop11h 17m
Deal found 8/19![American Airlines logo]()
$423
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/2112:00 pm -
1 stop10h 55m
Thu 1/282:15 pm -
1 stop7h 23m
Deal found 8/16![Delta logo]()
$396
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/208:41 pm -
1 stop11h 43m
Wed 11/253:55 am -
2 stops37h 01m
Deal found 8/16![Multiple Airlines logo]()
$482
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/298:50 am -
2 stops11h 48m
Wed 10/147:00 am -
2 stops13h 28m
Deal found 8/19![United Airlines logo]()
$334
This Southwest deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/113:10 pm -
1 stop7h 10m
Tue 11/175:40 am -
2 stops10h 35m
Deal found 8/15![Southwest logo]()
$356
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/204:53 pm -
2 stops20h 35m
Fri 10/232:18 pm -
2 stops9h 50m
Deal found 8/17![American Airlines logo]()
$432
This United Airlines deal was found by Cheapflights users on 8/15. 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.
Thu 9/179:45 am -
1 stop10h 53m
Thu 9/243:56 pm -
1 stop8h 03m
Deal found 8/15![United Airlines logo]()
$356
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.
Tue 9/158:45 am -
2 stops9h 25m
Fri 9/185:00 am -
2 stops10h 30m
Deal found 8/19![Southwest logo]()
$356
This American Airlines deal was found by Cheapflights users on 8/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:20 am -
2 stops15h 49m
Tue 11/33:53 pm -
1 stop7h 55m
Deal found 8/15![American Airlines logo]()
$466
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.
Wed 9/166:16 am -
1 stop6h 29m
Sat 9/192:50 pm -
1 stop7h 07m
Deal found 8/20![Delta logo]()
$468
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/227:10 am -
2 stops13h 28m
Sat 9/261:25 pm -
2 stops10h 34m
Deal found 8/19![United Airlines logo]()
$356
This Southwest deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/25:10 pm -
1 stop6h 55m
Fri 10/910:50 pm -
1 stop9h 55m
Deal found 8/15![Southwest logo]()
$356
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.
Fri 10/165:07 am -
1 stop6h 13m
Fri 10/232:18 pm -
2 stops9h 22m
Deal found 8/18![American Airlines logo]()
$474
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.
Fri 1/299:20 am -
1 stop10h 40m
Wed 2/310:45 am -
2 stops10h 30m
Deal found 8/19![Southwest logo]()
$357
Last-minute flights from Kentucky to San JuanDiscover last-minute flight deals from Kentucky to San Juan. Data last updated August 20, 2026 and is based on user searches.
Discover last-minute flight deals from Kentucky to San Juan. Data last updated August 20, 2026 and is based on user searches.
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.
Wed 8/265:05 pm -
1 stop8h 10m
Sun 8/303:10 am -
1 stop8h 07m
Deal found 8/18![Frontier logo]()
$214
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.
Sat 8/295:05 pm -
1 stop8h 10m
Sun 9/2710:42 am -
1 stop7h 36m
Deal found 8/19![Frontier logo]()
$201
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/25:05 pm -
1 stop8h 10m
Sat 9/58:43 pm -
1 stop14h 34m
Deal found 8/19![Frontier logo]()
$217
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.
Wed 9/95:40 pm -
1 stop7h 12m
Mon 9/142:57 am -
1 stop6h 51m
Deal found 8/19![Frontier logo]()
$175
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/99:43 am -
1 stop22h 52m
Mon 9/143:55 pm -
1 stop17h 53m
Deal found 8/18![Frontier logo]()
$191
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.
Thu 9/105:40 pm -
1 stop14h 55m
Tue 9/1510:42 am -
1 stop7h 03m
Deal found 8/19![Frontier logo]()
$179
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.
Sat 9/126:28 pm -
2 stops15h 32m
Wed 9/163:41 pm -
1 stop7h 24m
Deal found 8/19![American Airlines logo]()
$204
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.
Sat 9/126:21 pm -
2 stops15h 03m
Fri 9/182:22 pm -
1 stop7h 34m
Deal found 8/19![American Airlines logo]()
$232
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.
Tue 9/155:40 pm -
1 stop7h 12m
Mon 9/212:57 am -
1 stop14h 48m
Deal found 8/18![Frontier logo]()
$178
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.
Thu 9/1710:52 am -
1 stop11h 21m
Sat 9/192:57 am -
1 stop6h 51m
Deal found 8/18![Frontier logo]()
$194
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.
Tue 9/226:20 am -
1 stop8h 30m
Sat 9/263:41 pm -
1 stop7h 41m
Deal found 8/19![American Airlines logo]()
$232
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/239:43 am -
1 stop15h 09m
Tue 9/2910:42 am -
1 stop7h 03m
Deal found 8/18![Frontier logo]()
$188
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 August 20, 2026.
Search for one-way flight options from Kentucky to San Juan. Find affordable one-way fares based on user searches. Data last updated August 20, 2026.
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.
Mon 10/198:29 pm -
1 stop11h 49m
Deal found 8/20![Frontier logo]()
$91
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.
Sat 10/179:38 am -
1 stop15h 15m
Deal found 8/19![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.
Wed 9/169:43 am -
1 stop7h 00m
Deal found 8/19![Frontier logo]()
$93
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/175:40 pm -
1 stop7h 12m
Deal found 8/18![Frontier logo]()
$94
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.
Mon 11/167:37 pm -
1 stop16h 39m
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.
Fri 9/189:45 am -
1 stop13h 16m
Deal found 8/18![Frontier logo]()
$97
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.
Sun 11/155:24 am -
1 stop6h 15m
Deal found 8/19![American Airlines logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/158:29 pm -
1 stop11h 49m
Deal found 8/15![Frontier logo]()
$104
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/25:05 pm -
1 stop8h 10m
Deal found 8/18![Frontier logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1410:13 am -
2 stops29h 04m
Deal found 8/15![Multiple Airlines logo]()
$106
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.
Wed 8/265:05 pm -
1 stop8h 10m
Deal found 8/18![Frontier logo]()
$107
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.
Mon 10/191:48 pm -
1 stop25h 30m
Deal found 8/19![Multiple Airlines logo]()
$110
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 August 20, 2026.
Round-trip from | $175 (Kiwi.com) |
|---|---|
One-way from | $91 (Kiwi.com) |
Popular in | December |
Cheapest in | February |
Average price | $454 |
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 7,457,451 searches. Data last updated August 20, 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
LouisvilleSan Juan
SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl
SDFSJU
Louisville Intl
Tue 9/15
6:00 am-8:47 pm
2 stops14h 47m
San Juan Luis Munoz Marin Intl
Fri 9/18
2:22 pm-10:55 pm
1 stop8h 33m
$232
NashvilleSan Juan
BNA Nashville Intl - SJU San Juan Luis Munoz Marin Intl
BNASJU
Nashville Intl
Thu 9/24
4:10 pm-11:55 pm
1 stop6h 45m
San Juan Luis Munoz Marin Intl
Tue 9/29
5:15 am-1:25 pm
2 stops9h 10m
$271
NashvilleSan Juan
BNA Nashville Intl - SJU San Juan Luis Munoz Marin Intl
BNASJU
Nashville Intl
Wed 9/23
8:45 am-8:38 pm
1 stop10h 53m
San Juan Luis Munoz Marin Intl
Mon 9/28
1:00 am-9:31 am
2 stops9h 31m
$286
NashvilleSan Juan
BNA Nashville Intl - SJU San Juan Luis Munoz Marin Intl
BNASJU
Nashville Intl
Fri 10/23
4:35 pm-12:20 am
1 stop6h 45m
San Juan Luis Munoz Marin Intl
Mon 10/26
6:30 am-11:30 am
1 stop6h 00m
$286
Quickest round-trip
NashvilleSan Juan
BNA Nashville Intl - SJU San Juan Luis Munoz Marin Intl
BNASJU
Nashville Intl
Mon 8/31
6:15 am-1:42 pm
1 stop6h 27m
San Juan Luis Munoz Marin Intl
Sun 9/6
7:00 am-11:35 am
1 stop5h 35m
$302
LexingtonSan Juan
LEX Lexington Blue Grass - SJU San Juan Luis Munoz Marin Intl
LEXSJU
Lexington Blue Grass
Tue 9/15
10:20 am-11:50 pm
2 stops13h 30m
San Juan Luis Munoz Marin Intl
Mon 9/28
1:00 am-1:21 pm
2 stops12h 21m
$316
LexingtonSan Juan
LEX Lexington Blue Grass - SJU San Juan Luis Munoz Marin Intl
LEXSJU
Lexington Blue Grass
Tue 9/22
7:00 am-8:38 pm
2 stops13h 38m
San Juan Luis Munoz Marin Intl
Tue 10/6
3:56 pm-11:55 pm
1 stop7h 59m
$316
LexingtonSan Juan
LEX Lexington Blue Grass - SJU San Juan Luis Munoz Marin Intl
LEXSJU
Lexington Blue Grass
Mon 9/21
7:00 am-2:44 pm
1 stop7h 44m
San Juan Luis Munoz Marin Intl
Tue 10/6
1:25 pm-11:55 pm
2 stops10h 30m
$322
LexingtonSan Juan
LEX Lexington Blue Grass - SJU San Juan Luis Munoz Marin Intl
LEXSJU
Lexington Blue Grass
Wed 9/16
7:00 am-8:38 pm
2 stops13h 38m
San Juan Luis Munoz Marin Intl
Tue 9/22
1:00 am-1:17 pm
2 stops12h 17m
$323
NashvilleSan Juan
BNA Nashville Intl - SJU San Juan Luis Munoz Marin Intl
BNASJU
Nashville Intl
Wed 9/23
10:05 am-9:10 pm
2 stops10h 05m
San Juan Luis Munoz Marin Intl
Tue 9/29
5:15 am-1:25 pm
2 stops9h 10m
$328
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.
BNA-SJU
CVG-SJU
SDF-SJU
LEX-SJU
TYS-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
BNA-SJU
CVG-SJU
SDF-SJU
LEX-SJU
What is the cheapest month to book a flight from Kentucky to San Juan?
Currently, October is the cheapest month in which you can book a flight from Kentucky to San Juan (average of $363). Flying from Kentucky to San Juan in December is currently the most expensive (average of $620). 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?
Airfare is below average for this route at the moment.
Kentucky to San Juan flights typically cost between $316 and $468 in September.The cheapest round-trip price found within the last 5 days was $232 on American Airlines (Sep 22-Sep 26).
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 69 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.
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.
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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 August 20, 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 4 airlines flying from Kentucky to San Juan
Discover the top 4 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 7,457,451 searches. Data last updated August 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$205 | Average$478 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$238 | Average$473 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$259 | Average$472 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$285 | Average$495 | FlexibilityNo cancel fee | On-time63% |