$107+ Cheap flights from San Jose, CA (SJC) to Kentucky
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — SDF
Sep 20 — Sep 271
Round-trip
1 adult, Economy
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Find cheap flights from San Jose to Kentucky with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from San Jose to KentuckyExplore the most affordable flight options available from San Jose to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 21, 2026.
Explore the most affordable flight options available from San Jose to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 21, 2026.
This Frontier deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/211:38 pm -
1 stop14h 09m
Mon 9/288:45 am -
1 stop6h 58m
Deal found 8/19![Frontier logo]()
$246
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/222:15 pm -
1 stop12h 52m
Fri 10/238:20 am -
1 stop8h 00m
Deal found 8/17![Frontier logo]()
$260
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1010:47 pm -
1 stop12h 17m
Sun 9/131:49 pm -
1 stop10h 03m
Deal found 8/17![Frontier logo]()
$268
This CheapOair deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/222:15 pm -
1 stop28h 40m
Sun 10/259:44 pm -
1 stop17h 36m
Deal found 8/17![Frontier logo]()
$278
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2410:47 pm -
1 stop29h 00m
Mon 9/288:45 am -
1 stop6h 58m
Deal found 8/20![Frontier logo]()
$286
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/241:38 pm -
1 stop21h 26m
Tue 9/295:14 pm -
1 stop17h 48m
Deal found 8/17![Multiple Airlines logo]()
$299
This Frontier deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/162:15 pm -
1 stop12h 52m
Mon 10/198:20 am -
1 stop8h 00m
Deal found 8/21![Frontier logo]()
$299
This CheapOair deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1710:47 pm -
1 stop12h 33m
Sun 9/201:49 pm -
1 stop24h 54m
Deal found 8/18![Frontier logo]()
$306
This Frontier deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/152:15 pm -
1 stop12h 52m
Mon 10/198:20 am -
1 stop8h 00m
Deal found 8/20![Frontier logo]()
$313
This CheapOair deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/231:02 pm -
1 stop22h 44m
Sun 8/302:41 pm -
1 stop24h 41m
Deal found 8/21![Frontier logo]()
$318
This Alaska Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/287:45 pm -
1 stop7h 52m
Tue 9/297:00 am -
1 stop10h 51m
Deal found 8/21![Alaska Airlines logo]()
$321
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1010:47 pm -
1 stop29h 00m
Wed 9/165:16 pm -
2 stops29h 37m
Deal found 8/18![Frontier logo]()
$326
Best flights from San Jose to KentuckyDiscover carefully curated flight deals from San Jose to Kentucky that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 21, 2026.
Discover carefully curated flight deals from San Jose to Kentucky that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 21, 2026.
This Delta deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1912:51 pm -
1 stop6h 36m
Sat 9/265:40 am -
1 stop8h 56m
Deal found 8/20![Delta logo]()
$337
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 9/107:00 am -
Nonstop4h 20m
Wed 9/165:50 pm -
Nonstop4h 45m
Deal found 8/19![Southwest logo]()
$377
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.
Wed 9/212:51 pm -
1 stop6h 38m
Sun 9/67:00 am -
1 stop7h 46m
Deal found 8/19![United Airlines logo]()
$382
This Alaska Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/157:48 am -
1 stop7h 48m
Wed 11/186:39 pm -
1 stop17h 04m
Deal found 8/20![Alaska Airlines logo]()
$397
This American Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:08 pm -
2 stops12h 34m
Mon 9/285:43 pm -
1 stop7h 18m
Deal found 8/16![American Airlines logo]()
$524
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/181:00 pm -
1 stop6h 22m
Thu 12/36:00 am -
1 stop8h 50m
Deal found 8/17![Delta logo]()
$379
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 9/2311:00 pm -
1 stop8h 25m
Wed 11/188:40 am -
2 stops8h 40m
Deal found 8/18![Southwest logo]()
$390
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/181:00 pm -
1 stop6h 22m
Sat 12/55:06 pm -
1 stop8h 02m
Deal found 8/17![Delta logo]()
$379
This Alaska Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/46:15 am -
1 stop8h 38m
Sun 12/67:00 am -
1 stop9h 30m
Deal found 8/21![Alaska Airlines logo]()
$426
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.
Sat 1/306:30 am -
1 stop7h 19m
Wed 2/38:45 am -
1 stop7h 41m
Deal found 8/18![United Airlines logo]()
$442
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.
Fri 10/168:45 pm -
1 stop6h 15m
Wed 10/218:05 am -
1 stop6h 25m
Deal found 8/16![Southwest logo]()
$403
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:10 am -
1 stop9h 31m
Sat 10/34:30 pm -
1 stop7h 52m
Deal found 8/19![Delta logo]()
$379
This Southwest deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/18:25 am -
2 stops7h 35m
Mon 10/57:30 am -
1 stop6h 55m
Deal found 8/20![Southwest logo]()
$407
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/161:23 pm -
1 stop7h 28m
Tue 9/227:00 am -
1 stop6h 45m
Deal found 8/17![Delta logo]()
$385
This American Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/112:03 pm -
1 stop9h 24m
Sat 9/56:00 am -
1 stop6h 50m
Deal found 8/17![American Airlines logo]()
$531
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 9/2312:51 pm -
1 stop6h 47m
Wed 11/186:15 pm -
1 stop7h 44m
Deal found 8/18![United Airlines logo]()
$489
This Southwest deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/85:15 pm -
2 stops13h 40m
Sat 10/103:50 pm -
1 stop7h 15m
Deal found 8/20![Southwest logo]()
$410
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/912:51 pm -
1 stop8h 32m
Sat 9/125:00 pm -
1 stop7h 22m
Deal found 8/19![Delta logo]()
$385
This United Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/66:30 am -
1 stop7h 25m
Tue 2/95:50 pm -
1 stop7h 46m
Deal found 8/20![United Airlines logo]()
$489
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.
Wed 9/26:40 am -
2 stops9h 15m
Sun 9/68:00 am -
2 stops9h 10m
Deal found 8/19![Southwest logo]()
$421
This Delta deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:46 pm -
1 stop8h 20m
Tue 9/156:35 am -
1 stop10h 26m
Deal found 8/20![Delta logo]()
$385
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 9/112:51 pm -
1 stop6h 38m
Sat 9/59:00 am -
1 stop7h 08m
Deal found 8/17![United Airlines logo]()
$492
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 9/42:30 pm -
1 stop6h 57m
Sun 9/66:00 am -
1 stop6h 50m
Deal found 8/18![American Airlines logo]()
$619
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1410:50 pm -
1 stop7h 05m
Wed 9/165:00 pm -
1 stop7h 22m
Deal found 8/17![Delta logo]()
$385
This Southwest deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/217:30 pm -
2 stops7h 30m
Thu 12/319:15 am -
2 stops9h 05m
Deal found 8/20![Southwest logo]()
$429
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.
Fri 11/62:14 pm -
1 stop6h 51m
Thu 11/122:25 pm -
1 stop10h 34m
Deal found 8/16![United Airlines logo]()
$515
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 9/2410:50 pm -
1 stop7h 35m
Tue 10/64:10 pm -
1 stop7h 15m
Deal found 8/16![Delta logo]()
$387
This Southwest deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/158:10 pm -
1 stop6h 50m
Mon 10/1912:35 pm -
Nonstop4h 50m
Deal found 8/21![Southwest logo]()
$432
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.
Sat 10/246:20 am -
1 stop7h 10m
Mon 10/266:43 am -
1 stop9h 30m
Deal found 8/16![Delta logo]()
$387
This United Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/66:30 am -
1 stop29h 08m
Tue 2/95:00 am -
1 stop19h 36m
Deal found 8/20![United Airlines logo]()
$560
Last-minute flights from San Jose to KentuckyDiscover last-minute flight deals from San Jose to Kentucky. Data last updated August 21, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Kentucky. Data last updated August 21, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/231:02 pm -
1 stop22h 44m
Sun 8/302:41 pm -
1 stop24h 41m
Deal found 8/21![Frontier logo]()
$318
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1010:47 pm -
1 stop12h 17m
Sun 9/131:49 pm -
1 stop10h 03m
Deal found 8/16![Frontier logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1010:47 pm -
1 stop29h 00m
Wed 9/165:16 pm -
2 stops29h 37m
Deal found 8/18![Frontier logo]()
$326
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/101:38 pm -
1 stop21h 26m
Mon 9/146:34 pm -
1 stop20h 43m
Deal found 8/19![Multiple Airlines logo]()
$334
This CheapOair deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1710:47 pm -
1 stop12h 33m
Sun 9/201:49 pm -
1 stop24h 54m
Deal found 8/18![Frontier logo]()
$306
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1710:47 pm -
1 stop29h 00m
Wed 9/235:16 pm -
2 stops29h 37m
Deal found 8/18![Frontier logo]()
$336
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.
Mon 9/211:38 pm -
1 stop14h 09m
Mon 9/288:45 am -
1 stop6h 58m
Deal found 8/19![Frontier logo]()
$246
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2410:47 pm -
1 stop29h 00m
Mon 9/288:45 am -
1 stop6h 58m
Deal found 8/20![Frontier logo]()
$286
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/241:38 pm -
1 stop21h 26m
Tue 9/295:14 pm -
1 stop17h 48m
Deal found 8/17![Multiple Airlines logo]()
$299
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2410:47 pm -
1 stop12h 17m
Thu 10/11:49 pm -
1 stop10h 03m
Deal found 8/16![Frontier logo]()
$333
This Alaska Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/287:45 pm -
1 stop7h 52m
Tue 9/297:00 am -
1 stop10h 51m
Deal found 8/21![Alaska Airlines logo]()
$321
This Alaska Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/292:13 pm -
1 stop7h 46m
Wed 10/77:00 am -
1 stop9h 18m
Deal found 8/20![Alaska Airlines logo]()
$327
One-way flights from San Jose to KentuckySearch for one-way flight options from San Jose to Kentucky. Find affordable one-way fares based on user searches. Data last updated August 21, 2026.
Search for one-way flight options from San Jose to Kentucky. Find affordable one-way fares based on user searches. Data last updated August 21, 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 11/169:07 pm -
2 stops39h 09m
Deal found 8/20![Frontier logo]()
$107
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.
Thu 11/122:22 pm -
2 stops18h 15m
Deal found 8/16![Frontier logo]()
$126
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/179:03 pm -
2 stops39h 15m
Deal found 8/17![Frontier logo]()
$129
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1010:47 pm -
1 stop29h 00m
Deal found 8/19![Frontier logo]()
$129
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/172:22 pm -
2 stops26h 25m
Deal found 8/17![Frontier logo]()
$133
This CheapOair deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/222:15 pm -
1 stop28h 40m
Deal found 8/17![Frontier logo]()
$135
This CheapOair deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/152:15 pm -
1 stop28h 40m
Deal found 8/21![Frontier logo]()
$146
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.
Thu 9/109:03 pm -
2 stops39h 15m
Deal found 8/20![Frontier logo]()
$147
This Frontier deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/192:15 pm -
1 stop12h 52m
Deal found 8/20![Frontier logo]()
$149
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/229:03 pm -
2 stops30h 04m
Deal found 8/17![Frontier logo]()
$158
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/131:34 pm -
1 stop6h 28m
Deal found 8/21![Delta logo]()
$169
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/82:15 pm -
1 stop12h 52m
Deal found 8/17![Frontier logo]()
$169
Find flight deals from San Jose to Kentucky
Keep the following information in mind while searching for San Jose to Kentucky flight deals. Data was last updated August 21, 2026.
Round-trip from | $246 (Frontier) |
|---|---|
One-way from | $107 (Kiwi.com) |
Popular in | June |
Cheapest in | November |
Average price | $616 |
Cheapflights Fare Finder
Customize your flight search to find flights from San Jose to Kentucky that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated August 21, 2026.
Use the filters below to find and compare flights from San Jose to Kentucky that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San JoseKnoxville
SJC San Jose - TYS Knoxville McGhee Tyson
SJCTYS
San Jose
Sat 9/19
12:51 pm-10:27 pm
1 stop6h 36m
Knoxville McGhee Tyson
Sat 9/26
5:40 am-11:36 am
1 stop8h 56m
$337
Quickest round-trip
San JoseNashville
SJC San Jose - BNA Nashville Intl
SJCBNA
San Jose
Thu 9/10
7:00 am-1:20 pm
Nonstop4h 20m
Nashville Intl
Wed 9/16
5:50 pm-8:35 pm
Nonstop4h 45m
$377
San JoseBlountville
SJC San Jose - TRI Blountville Tri Cities TN/VA
SJCTRI
San Jose
Wed 11/18
1:00 pm-10:22 pm
1 stop6h 22m
Blountville Tri Cities TN/VA
Thu 12/3
6:00 am-11:50 am
1 stop8h 50m
$379
San JoseBlountville
SJC San Jose - TRI Blountville Tri Cities TN/VA
SJCTRI
San Jose
Wed 11/18
1:00 pm-10:22 pm
1 stop6h 22m
Blountville Tri Cities TN/VA
Sat 12/5
5:06 pm-10:08 pm
1 stop8h 02m
$379
San JoseLexington
SJC San Jose - LEX Lexington Blue Grass
SJCLEX
San Jose
Sat 9/26
6:10 am-6:41 pm
1 stop9h 31m
Lexington Blue Grass
Sat 10/3
4:30 pm-9:22 pm
1 stop7h 52m
$379
San JoseKnoxville
SJC San Jose - TYS Knoxville McGhee Tyson
SJCTYS
San Jose
Wed 9/2
12:51 pm-10:29 pm
1 stop6h 38m
Knoxville McGhee Tyson
Sun 9/6
7:00 am-11:46 am
1 stop7h 46m
$382
San JoseCincinnati
SJC San Jose - CVG Cincinnati Cinci./N. Kentucky
SJCCVG
San Jose
Wed 9/16
1:23 pm-11:51 pm
1 stop7h 28m
Cincinnati Cinci./N. Kentucky
Tue 9/22
7:00 am-10:45 am
1 stop6h 45m
$385
San JoseCincinnati
SJC San Jose - CVG Cincinnati Cinci./N. Kentucky
SJCCVG
San Jose
Wed 9/9
12:51 pm-12:23 am
1 stop8h 32m
Cincinnati Cinci./N. Kentucky
Sat 9/12
5:00 pm-9:22 pm
1 stop7h 22m
$385
San JoseCincinnati
SJC San Jose - CVG Cincinnati Cinci./N. Kentucky
SJCCVG
San Jose
Sat 9/5
12:46 pm-12:06 am
1 stop8h 20m
Cincinnati Cinci./N. Kentucky
Tue 9/15
6:35 am-2:01 pm
1 stop10h 26m
$385
San JoseCincinnati
SJC San Jose - CVG Cincinnati Cinci./N. Kentucky
SJCCVG
San Jose
Mon 9/14
10:50 pm-8:55 am
1 stop7h 05m
Cincinnati Cinci./N. Kentucky
Wed 9/16
5:00 pm-9:22 pm
1 stop7h 22m
$385
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from San Jose to Kentucky
Have a flexible travel schedule? Discover the best time to fly to Kentucky from San Jose with our price prediction graph.
SJC-BNA
SJC-TYS
SJC-SDF
SJC-CVG
SJC-OWB
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 San Jose to Kentucky
SJC-USKY
SJC-BNA
SJC-TYS
SJC-SDF
SJC-CVG
What is the cheapest month to book a flight from San Jose, California to Kentucky?
Currently, February is the cheapest month in which you can book a flight from San Jose, California to Kentucky (average of $476). Flying from San Jose, California to Kentucky in June is currently the most expensive (average of $904). 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 San Jose, California to Kentucky?
Airfare is below average for this route at the moment.
San Jose, California to Kentucky flights typically cost between $540 and $607 in September.The cheapest round-trip price found within the last 5 days was $435 on Delta (Sep 14-Sep 19).
Reviews of airlines servicing Kentucky
Get insights into the airlines that provide service to Kentucky. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kentucky. Reviews last updated August 21, 2026.
Read through reviews of airlines operating flights from San Jose to Kentucky, such as Southwest,Delta, andUnited Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Related info for your journey
Find useful and relevant information for your journey from San Jose to Kentucky. 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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Complete your trip
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Search flights from San Jose to Kentucky by cabin class
Find flights from San Jose to Kentucky, based on your preferred cabin class, be it economy, premium economy, business, or first class.
San Jose and Kentucky flights
Browse other San Jose and Kentucky flight options. Last updated on August 21, 2026.
Popular flight searches
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San Jose to Kentucky flights
Consider these flights traveling from San Jose to Kentucky.
Top 3 airlines flying from San Jose to Kentucky
Discover the top 3 airlines that operate flights from San Jose to Kentucky. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated August 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$373 | Average$563 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$460 | Average$585 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$475 | Average$610 | FlexibilityNo cancel fee | On-time69% |