$110+ 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 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
Aug 5 — Aug 121
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 July 6, 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 July 6, 2026.
This United Airlines deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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 8/189:00 am
SDF
- SJU
2 stops11h 38m
United Airlines
Fri 8/212:20 pm
SJU
- SDF
1 stop7h 55m
United Airlines
Deal found 6/30![United Airlines logo]()
$226
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.
Mon 8/1012:50 pm
TYS
- SJU
1 stop24h 51m
Multiple Airlines
Fri 8/146:26 am
SJU
- TYS
1 stop15h 58m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$244
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.
Sat 9/197:27 pm
SDF
- SJU
2 stops15h 33m
American Airlines
Wed 9/236:27 am
SJU
- SDF
2 stops16h 55m
American Airlines
Deal found 7/1![American Airlines logo]()
$261
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.
Wed 10/2811:05 am
LEX
- SJU
2 stops12h 31m
United Airlines
Tue 11/38:05 am
SJU
- LEX
2 stops12h 05m
United Airlines
Deal found 7/2![United Airlines logo]()
$266
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.
Mon 7/2712:40 pm
TYS
- SJU
1 stop25h 20m
Multiple Airlines
Fri 7/316:45 am
SJU
- TYS
1 stop15h 15m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$266
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.
Fri 8/1412:50 pm
TYS
- SJU
1 stop24h 51m
Multiple Airlines
Mon 8/176:26 am
SJU
- TYS
1 stop15h 58m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$268
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 9/257:27 pm
SDF
- SJU
2 stops15h 33m
American Airlines
Wed 9/302:22 pm
SJU
- SDF
1 stop8h 33m
American Airlines
Deal found 7/1![American Airlines logo]()
$271
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 9/28:16 am
SDF
- SJU
1 stop6h 35m
American Airlines
Mon 9/77:03 am
SJU
- SDF
1 stop15h 56m
American Airlines
Deal found 7/1![American Airlines logo]()
$276
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.
Sun 9/612:52 pm
TYS
- SJU
1 stop27h 09m
Multiple Airlines
Thu 9/108:30 am
SJU
- TYS
1 stop8h 18m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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 7/2312:18 pm
CVG
- SJU
2 stops25h 42m
Frontier
Tue 8/115:22 pm
SJU
- CVG
1 stop16h 43m
Frontier
Deal found 6/30![Frontier logo]()
$284
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.
Thu 8/138:29 pm
TYS
- SJU
1 stop19h 42m
Multiple Airlines
Sat 8/226:35 am
SJU
- TYS
1 stop27h 29m
Multiple Airlines
Deal found 7/4![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.
Tue 9/811:00 am
CVG
- SJU
1 stop13h 56m
Frontier
Fri 9/184:39 pm
SJU
- CVG
1 stop15h 38m
Frontier
Deal found 7/1![Frontier logo]()
$285
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 July 6, 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 July 6, 2026.
This United Airlines deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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 9/107:10 am
SDF
- SJU
2 stops13h 28m
United Airlines
Mon 9/142:55 pm
SJU
- SDF
1 stop8h 04m
United Airlines
Deal found 6/30![United Airlines logo]()
$226
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.
Wed 8/266:00 am
LEX
- SJU
1 stop7h 42m
Delta
Tue 9/15:49 pm
SJU
- LEX
1 stop6h 10m
Delta
Deal found 7/4![Delta logo]()
$266
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.
Fri 8/2811:50 am
SDF
- SJU
1 stop11h 00m
Southwest
Sun 8/305:30 am
SJU
- SDF
1 stop12h 15m
Southwest
Deal found 7/3![Southwest logo]()
$316
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.
Sat 8/2911:15 am
LEX
- SJU
1 stop12h 28m
American Airlines
Sat 9/1210:16 am
SJU
- LEX
2 stops13h 35m
American Airlines
Deal found 7/5![American Airlines logo]()
$326
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/225:05 pm
BNA
- SJU
1 stop16h 38m
Frontier
Wed 7/294:08 pm
SJU
- BNA
1 stop25h 02m
Frontier
Deal found 7/5![Frontier logo]()
$356
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/222:30 pm
BNA
- SJU
1 stop7h 50m
JetBlue
Wed 8/261:43 pm
SJU
- BNA
1 stop7h 24m
JetBlue
Deal found 7/4![JetBlue logo]()
$405
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.
Wed 7/225:05 pm
BNA
- SJU
1 stop16h 38m
Multiple Airlines
Wed 7/296:44 am
SJU
- BNA
2 stops25h 49m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$419
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.
Wed 10/2811:05 am
LEX
- SJU
2 stops12h 31m
United Airlines
Tue 11/34:55 pm
SJU
- LEX
1 stop7h 47m
United Airlines
Deal found 7/2![United Airlines logo]()
$266
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.
Sat 8/152:39 pm
CVG
- SJU
1 stop7h 50m
Delta
Fri 8/211:19 pm
SJU
- CVG
1 stop7h 47m
Delta
Deal found 7/5![Delta logo]()
$316
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.
Tue 8/189:00 am
SDF
- SJU
2 stops11h 38m
United Airlines
Fri 8/212:20 pm
SJU
- SDF
1 stop7h 55m
United Airlines
Deal found 7/4![United Airlines 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.
Sun 9/66:55 am
BNA
- SJU
2 stops9h 25m
Southwest
Wed 9/96:00 am
SJU
- BNA
1 stop8h 10m
Southwest
Deal found 7/1![Southwest logo]()
$358
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.
Mon 8/175:01 pm
EVV
- SJU
2 stops15h 42m
American Airlines
Fri 8/2112:55 am
SJU
- EVV
1 stop17h 25m
American Airlines
Deal found 7/4![American Airlines logo]()
$366
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.
Sat 8/811:20 am
BNA
- SJU
1 stop5h 45m
Southwest
Sat 8/155:55 am
SJU
- BNA
2 stops8h 25m
Southwest
Deal found 7/1![Southwest logo]()
$360
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.
Sun 9/276:00 am
SDF
- SJU
1 stop5h 45m
Delta
Sat 10/35:59 pm
SJU
- SDF
1 stop6h 00m
Delta
Deal found 7/2![Delta logo]()
$388
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/21:15 pm
BNA
- SJU
1 stop10h 30m
Southwest
Fri 8/148:55 pm
SJU
- BNA
1 stop11h 30m
Southwest
Deal found 7/4![Southwest logo]()
$363
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 10/27:18 pm
LEX
- SJU
2 stops15h 42m
American Airlines
Fri 10/97:30 am
SJU
- LEX
1 stop8h 39m
American Airlines
Deal found 7/5![American Airlines logo]()
$406
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.
Sat 8/14:29 pm
EVV
- SJU
2 stops23h 11m
Multiple Airlines
Sat 8/88:37 pm
SJU
- EVV
1 stop24h 11m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$463
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.
Fri 9/115:25 am
CVG
- SJU
2 stops15h 13m
United Airlines
Wed 9/161:00 am
SJU
- CVG
2 stops10h 06m
United Airlines
Deal found 7/2![United Airlines logo]()
$402
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.
Tue 7/2112:40 pm
SDF
- SJU
1 stop11h 10m
Southwest
Fri 7/3110:20 pm
SJU
- SDF
1 stop12h 55m
Southwest
Deal found 7/1![Southwest logo]()
$371
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.
Sun 9/66:00 am
TYS
- SJU
1 stop5h 46m
Delta
Thu 9/107:00 am
SJU
- TYS
1 stop9h 43m
Delta
Deal found 7/5![Delta logo]()
$416
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.
Sat 8/15:14 pm
EVV
- SJU
1 stop10h 25m
American Airlines
Thu 8/612:55 am
SJU
- EVV
1 stop17h 46m
American Airlines
Deal found 7/5![American Airlines logo]()
$446
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.
Sun 9/276:00 am
SDF
- SJU
1 stop6h 34m
United Airlines
Fri 10/21:00 am
SJU
- SDF
2 stops12h 15m
United Airlines
Deal found 7/2![United Airlines logo]()
$408
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 9/48:25 am
TYS
- SJU
2 stops11h 40m
Southwest
Fri 9/1110:00 am
SJU
- TYS
2 stops9h 55m
Southwest
Deal found 7/1![Southwest logo]()
$378
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 12/17:15 am
CVG
- SJU
1 stop9h 10m
Delta
Fri 12/41:55 pm
SJU
- CVG
1 stop11h 29m
Delta
Deal found 7/4![Delta logo]()
$431
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.
Sat 11/711:15 am
CVG
- SJU
2 stops12h 21m
United Airlines
Fri 11/132:05 am
SJU
- CVG
2 stops12h 04m
United Airlines
Deal found 7/3![United Airlines logo]()
$411
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 10/165:07 am
TRI
- SJU
1 stop6h 13m
American Airlines
Fri 10/2312:13 pm
SJU
- TRI
1 stop11h 42m
American Airlines
Deal found 7/4![American Airlines logo]()
$454
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/187:05 am
SDF
- SJU
2 stops11h 05m
Southwest
Fri 8/215:00 am
SJU
- SDF
2 stops8h 05m
Southwest
Deal found 7/4![Southwest logo]()
$386
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 11/16:00 am
TRI
- SJU
1 stop8h 40m
United Airlines
Thu 12/34:52 pm
SJU
- TRI
1 stop8h 22m
United Airlines
Deal found 7/1![United Airlines logo]()
$416
This Delta deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/183:15 pm
CVG
- SJU
1 stop7h 14m
Delta
Thu 8/67:30 am
SJU
- CVG
1 stop9h 21m
Delta
Deal found 6/30![Delta logo]()
$475
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 10/31:15 pm
BNA
- SJU
1 stop5h 50m
Southwest
Sat 10/106:25 am
SJU
- BNA
2 stops10h 05m
Southwest
Deal found 7/3![Southwest logo]()
$400
Last-minute flights from Kentucky to San JuanDiscover last-minute flight deals from Kentucky to San Juan. Data last updated July 6, 2026 and is based on user searches.
Discover last-minute flight deals from Kentucky to San Juan. Data last updated July 6, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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 7/2312:18 pm
CVG
- SJU
2 stops25h 42m
Frontier
Tue 8/115:22 pm
SJU
- CVG
1 stop16h 43m
Frontier
Deal found 6/30![Frontier logo]()
$284
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.
Mon 7/2712:40 pm
TYS
- SJU
1 stop25h 20m
Multiple Airlines
Fri 7/316:45 am
SJU
- TYS
1 stop15h 15m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$266
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.
Mon 7/2712:53 pm
CVG
- SJU
2 stops25h 07m
Multiple Airlines
Fri 8/146:26 am
SJU
- CVG
1 stop11h 20m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$293
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 7/2812:18 pm
CVG
- SJU
2 stops25h 42m
Multiple Airlines
Fri 8/146:26 am
SJU
- CVG
1 stop11h 20m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$294
This Kiwi.com deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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 8/412:18 pm
CVG
- SJU
2 stops12h 23m
Frontier
Tue 8/188:57 pm
SJU
- CVG
1 stop16h 28m
Frontier
Deal found 6/30![Frontier logo]()
$286
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.
Mon 8/1012:50 pm
TYS
- SJU
1 stop24h 51m
Multiple Airlines
Fri 8/146:26 am
SJU
- TYS
1 stop15h 58m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$244
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.
Thu 8/138:29 pm
TYS
- SJU
1 stop19h 42m
Multiple Airlines
Sat 8/226:35 am
SJU
- TYS
1 stop27h 29m
Multiple Airlines
Deal found 7/4![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.
Thu 8/138:29 pm
TYS
- SJU
1 stop19h 42m
Multiple Airlines
Tue 8/186:35 am
SJU
- TYS
1 stop27h 29m
Multiple Airlines
Deal found 7/3![Multiple Airlines logo]()
$288
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.
Fri 8/1412:50 pm
TYS
- SJU
1 stop24h 51m
Multiple Airlines
Mon 8/176:26 am
SJU
- TYS
1 stop15h 58m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$268
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 8/1411:00 am
CVG
- SJU
1 stop13h 41m
Frontier
Sat 8/227:30 am
SJU
- CVG
2 stops27h 51m
Frontier
Deal found 7/5![Frontier logo]()
$295
This United Airlines deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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 8/189:00 am
SDF
- SJU
2 stops11h 38m
United Airlines
Fri 8/212:20 pm
SJU
- SDF
1 stop7h 55m
United Airlines
Deal found 6/30![United Airlines logo]()
$226
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.
Wed 8/266:00 am
LEX
- SJU
1 stop7h 42m
Delta
Tue 9/15:49 pm
SJU
- LEX
1 stop6h 10m
Delta
Deal found 7/4![Delta logo]()
$266
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 July 6, 2026.
Search for one-way flight options from Kentucky to San Juan. Find affordable one-way fares based on user searches. Data last updated July 6, 2026.
This United Airlines deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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 8/116:00 am
CVG
- SJU
1 stop6h 54m
United Airlines
Deal found 6/30![United Airlines logo]()
$110
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.
Mon 8/311:00 am
CVG
- SJU
1 stop13h 41m
Frontier
Deal found 7/1![Frontier logo]()
$112
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 8/411:00 am
CVG
- SJU
1 stop13h 41m
Frontier
Deal found 7/5![Frontier logo]()
$125
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 8/2012:55 pm
TYS
- SJU
1 stop27h 06m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$126
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 8/1111:00 am
CVG
- SJU
1 stop13h 41m
Frontier
Deal found 7/5![Frontier logo]()
$126
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.
Tue 11/37:10 am
LEX
- SJU
1 stop7h 30m
United Airlines
Deal found 7/2![United Airlines logo]()
$133
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.
Mon 8/1712:53 pm
CVG
- SJU
2 stops36h 03m
Frontier
Deal found 7/2![Frontier logo]()
$134
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 9/1010:54 am
TYS
- SJU
1 stop12h 44m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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 7/2111:00 am
CVG
- SJU
1 stop13h 41m
Frontier
Deal found 6/30![Frontier logo]()
$139
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 8/68:27 pm
BNA
- SJU
1 stop18h 44m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$146
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.
Mon 8/315:05 pm
BNA
- SJU
1 stop17h 01m
Frontier
Deal found 7/1![Frontier logo]()
$148
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 8/611:00 am
CVG
- SJU
1 stop13h 41m
Frontier
Deal found 7/5![Frontier logo]()
$149
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 July 6, 2026.
Round-trip from | $226 (United Airlines) |
|---|---|
One-way from | $110 (United Airlines) |
Popular in | December |
Cheapest in | October |
Average price | $496 |
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 July 6, 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 - SJU
SDFSJU
Louisville Intl
Thu 9/10
7:10 am-8:38 pm
2 stops13h 28m
San Juan Luis Munoz Marin Intl
Mon 9/14
2:55 pm-10:59 pm
1 stop8h 04m
$226
LexingtonSan Juan
LEX - SJU
LEXSJU
Lexington Blue Grass
Wed 8/26
6:00 am-1:42 pm
1 stop7h 42m
San Juan Luis Munoz Marin Intl
Tue 9/1
5:49 pm-11:59 pm
1 stop6h 10m
$266
LexingtonSan Juan
LEX - SJU
LEXSJU
Lexington Blue Grass
Wed 10/28
11:05 am-11:36 pm
2 stops12h 31m
San Juan Luis Munoz Marin Intl
Tue 11/3
4:55 pm-11:42 pm
1 stop7h 47m
$266
LouisvilleSan Juan
SDF - SJU
SDFSJU
Louisville Intl
Fri 8/28
11:50 am-10:50 pm
1 stop11h 00m
San Juan Luis Munoz Marin Intl
Sun 8/30
5:30 am-5:45 pm
1 stop12h 15m
$316
CincinnatiSan Juan
CVG - SJU
CVGSJU
Cincinnati Cinci./N. Kentucky
Sat 8/15
2:39 pm-10:29 pm
1 stop7h 50m
San Juan Luis Munoz Marin Intl
Fri 8/21
1:19 pm-9:06 pm
1 stop7h 47m
$316
LouisvilleSan Juan
SDF - SJU
SDFSJU
Louisville Intl
Tue 8/18
9:00 am-8:38 pm
2 stops11h 38m
San Juan Luis Munoz Marin Intl
Fri 8/21
2:20 pm-10:15 pm
1 stop7h 55m
$316
LexingtonSan Juan
LEX - SJU
LEXSJU
Lexington Blue Grass
Sat 8/29
11:15 am-11:43 pm
1 stop12h 28m
San Juan Luis Munoz Marin Intl
Sat 9/12
10:16 am-11:51 pm
2 stops13h 35m
$326
NashvilleSan Juan
BNA - SJU
BNASJU
Nashville Intl
Wed 7/22
5:05 pm-10:43 am
1 stop16h 38m
San Juan Luis Munoz Marin Intl
Wed 7/29
4:08 pm-4:10 pm
1 stop25h 02m
$356
NashvilleSan Juan
BNA - SJU
BNASJU
Nashville Intl
Sun 9/6
6:55 am-5:20 pm
2 stops9h 25m
San Juan Luis Munoz Marin Intl
Wed 9/9
6:00 am-1:10 pm
1 stop8h 10m
$358
NashvilleSan Juan
BNA - SJU
BNASJU
Nashville Intl
Sat 8/8
11:20 am-6:05 pm
1 stop5h 45m
San Juan Luis Munoz Marin Intl
Sat 8/15
5:55 am-1:20 pm
2 stops8h 25m
$360
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.
SDF-SJU
TYS-SJU
LEX-SJU
CVG-SJU
BNA-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
SDF-SJU
TYS-SJU
LEX-SJU
CVG-SJU
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 August is currently the most expensive (average of $226). 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?
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 83 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.
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 July 6, 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 2,558,603 searches. Data last updated July 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$205 | Average$488 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$225 | Average$472 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$226 | Average$474 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$259 | Average$472 | FlexibilityNo cancel fee | On-time69% |