$81+ 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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — SDF
May 23 — May 301
Round-trip
1 adult, Economy
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Find cheap flights from San Jose to Kentucky with Cheapflights
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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 April 23, 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 April 23, 2026.
This Southwest deal was found by Cheapflights users on 4/21. 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.
Sun 8/99:05 pm
SJC
- BNA
1 stop6h 10m
Southwest
Tue 8/116:20 am
BNA
- SJC
1 stop7h 00m
Southwest
Deal found 4/21![Southwest logo]()
$199
This Southwest deal was found by Cheapflights users on 4/21. 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.
Tue 6/27:00 pm
SJC
- BNA
1 stop7h 30m
Southwest
Sat 6/65:25 am
BNA
- SJC
1 stop6h 00m
Southwest
Deal found 4/21![Southwest logo]()
$206
This Southwest deal was found by Cheapflights users on 4/21. 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.
Fri 6/54:05 pm
SJC
- BNA
1 stop5h 50m
Southwest
Mon 6/85:15 am
BNA
- SJC
1 stop6h 30m
Southwest
Deal found 4/21![Southwest logo]()
$228
This Southwest deal was found by Cheapflights users on 4/21. 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.
Tue 6/26:45 am
SJC
- BNA
1 stop6h 50m
Southwest
Sun 6/75:15 am
BNA
- SJC
1 stop6h 05m
Southwest
Deal found 4/21![Southwest logo]()
$230
This Southwest deal was found by Cheapflights users on 4/18. 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.
Mon 5/42:45 pm
SJC
- BNA
1 stop5h 55m
Southwest
Tue 5/58:15 am
BNA
- SJC
1 stop6h 50m
Southwest
Deal found 4/18![Southwest logo]()
$232
This Delta deal was found by Cheapflights users on 4/20. 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.
Tue 6/99:54 am
SJC
- BNA
1 stop6h 32m
Delta
Sun 6/146:20 am
BNA
- SJC
1 stop6h 23m
Delta
Deal found 4/20![Delta logo]()
$237
This Southwest deal was found by Cheapflights users on 4/19. 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 7/228:55 pm
SJC
- BNA
1 stop6h 05m
Southwest
Tue 7/285:45 am
BNA
- SJC
2 stops7h 40m
Southwest
Deal found 4/19![Southwest logo]()
$242
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 6/34:12 pm
SJC
- BNA
1 stop6h 24m
Delta
Tue 6/97:36 pm
BNA
- SJC
1 stop6h 03m
Delta
Deal found 4/22![Delta logo]()
$258
This Expedia deal was found by Cheapflights users on 4/21. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/112:12 pm
SJC
- CVG
1 stop26h 35m
Frontier
Sun 6/149:00 pm
CVG
- SJC
1 stop19h 17m
Frontier
Deal found 4/21![Frontier logo]()
$290
This Delta deal was found by Cheapflights users on 4/20. 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.
Tue 6/210:00 pm
SJC
- TYS
1 stop8h 34m
Delta
Tue 6/95:40 am
TYS
- SJC
1 stop8h 56m
Delta
Deal found 4/20![Delta logo]()
$293
This Delta deal was found by Cheapflights users on 4/20. 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.
Tue 6/25:59 pm
SJC
- CVG
1 stop8h 57m
Delta
Tue 6/95:34 am
CVG
- SJC
1 stop9h 02m
Delta
Deal found 4/20![Delta logo]()
$311
This Delta deal was found by Cheapflights users on 4/21. 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 5/191:13 pm
SJC
- CVG
1 stop6h 45m
Delta
Tue 5/266:20 am
CVG
- SJC
1 stop8h 58m
Delta
Deal found 4/21![Delta logo]()
$323
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 April 23, 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 April 23, 2026.
This Southwest deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 6/27:00 pm
SJC
- BNA
1 stop7h 30m
Southwest
Tue 6/95:25 am
BNA
- SJC
1 stop6h 40m
Southwest
Deal found 4/22![Southwest logo]()
$230
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 6/34:12 pm
SJC
- BNA
1 stop6h 24m
Delta
Tue 6/97:36 pm
BNA
- SJC
1 stop6h 03m
Delta
Deal found 4/22![Delta logo]()
$258
This United Airlines deal was found by Cheapflights users on 4/20. 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.
Tue 8/181:00 pm
SJC
- TYS
1 stop6h 38m
United Airlines
Wed 8/198:48 am
TYS
- SJC
1 stop7h 15m
United Airlines
Deal found 4/20![United Airlines logo]()
$398
This American Airlines deal was found by Cheapflights users on 4/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2212:39 pm
SJC
- EVV
2 stops9h 20m
American Airlines
Wed 7/2912:26 pm
EVV
- SJC
2 stops8h 11m
American Airlines
Deal found 4/20![American Airlines logo]()
$429
This Southwest deal was found by Cheapflights users on 4/19. 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.
Mon 5/256:50 am
SJC
- BNA
1 stop6h 30m
Southwest
Mon 6/15:35 am
BNA
- SJC
1 stop6h 45m
Southwest
Deal found 4/19![Southwest logo]()
$232
This Alaska Airlines deal was found by Cheapflights users on 4/19. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2810:22 am
SJC
- LEX
2 stops10h 11m
Alaska Airlines
Tue 6/25:19 am
LEX
- SJC
2 stops11h 54m
Alaska Airlines
Deal found 4/19![Alaska Airlines logo]()
$509
This Southwest deal was found by Cheapflights users on 4/18. 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.
Sat 6/66:45 pm
SJC
- BNA
1 stop8h 00m
Southwest
Sat 6/134:40 pm
BNA
- SJC
1 stop6h 20m
Southwest
Deal found 4/18![Southwest logo]()
$237
This Delta deal was found by Cheapflights users on 4/20. 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.
Mon 6/151:43 pm
SJC
- BNA
1 stop7h 24m
Delta
Tue 6/236:20 am
BNA
- SJC
1 stop6h 23m
Delta
Deal found 4/20![Delta logo]()
$268
This Southwest deal was found by Cheapflights users on 4/19. 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.
Mon 6/13:25 pm
SJC
- BNA
1 stop6h 25m
Southwest
Sat 6/61:55 pm
BNA
- SJC
2 stops8h 00m
Southwest
Deal found 4/19![Southwest logo]()
$242
This Delta deal was found by Cheapflights users on 4/19. 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 5/239:53 am
SJC
- BNA
1 stop9h 04m
Delta
Fri 5/297:29 am
BNA
- SJC
1 stop8h 40m
Delta
Deal found 4/19![Delta logo]()
$268
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 6/217:00 am
SJC
- BNA
1 stop9h 26m
Delta
Wed 6/242:59 pm
BNA
- SJC
1 stop6h 36m
Delta
Deal found 4/22![Delta logo]()
$288
This Southwest deal was found by Cheapflights users on 4/20. 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.
Fri 6/54:05 pm
SJC
- BNA
1 stop5h 50m
Southwest
Mon 6/85:15 am
BNA
- SJC
1 stop6h 30m
Southwest
Deal found 4/20![Southwest logo]()
$285
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 5/195:59 pm
SJC
- CVG
1 stop8h 57m
Delta
Tue 5/266:15 am
CVG
- SJC
1 stop7h 30m
Delta
Deal found 4/22![Delta logo]()
$323
This American Airlines deal was found by Cheapflights users on 4/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:00 am
SJC
- TRI
1 stop7h 38m
American Airlines
Sat 5/95:08 pm
TRI
- SJC
1 stop7h 48m
American Airlines
Deal found 4/20![American Airlines logo]()
$439
This United Airlines deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 9/21:00 pm
SJC
- LEX
1 stop6h 33m
United Airlines
Sun 9/65:20 am
LEX
- SJC
1 stop9h 05m
United Airlines
Deal found 4/22![United Airlines logo]()
$499
This Delta deal was found by Cheapflights users on 4/19. 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.
Tue 5/198:05 pm
SJC
- CVG
1 stop6h 51m
Delta
Sat 5/235:44 pm
CVG
- SJC
1 stop8h 11m
Delta
Deal found 4/19![Delta logo]()
$347
This Alaska Airlines deal was found by Cheapflights users on 4/19. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2811:48 am
SJC
- TYS
1 stop7h 09m
Alaska Airlines
Mon 6/15:36 am
TYS
- SJC
1 stop8h 20m
Alaska Airlines
Deal found 4/19![Alaska Airlines logo]()
$567
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 6/47:36 am
SJC
- CVG
1 stop8h 40m
Delta
Wed 6/107:59 pm
CVG
- SJC
1 stop6h 40m
Delta
Deal found 4/22![Delta logo]()
$359
This United Airlines deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 9/21:00 pm
SJC
- SDF
1 stop6h 51m
United Airlines
Sun 9/67:22 am
SDF
- SJC
1 stop7h 03m
United Airlines
Deal found 4/22![United Airlines logo]()
$581
This Alaska Airlines deal was found by Cheapflights users on 4/20. 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 8/187:13 am
SJC
- TYS
2 stops11h 40m
Alaska Airlines
Wed 8/1912:55 pm
TYS
- SJC
2 stops13h 02m
Alaska Airlines
Deal found 4/20![Alaska Airlines logo]()
$587
This American Airlines deal was found by Cheapflights users on 4/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/62:02 pm
SJC
- EVV
1 stop7h 08m
American Airlines
Sun 5/106:41 am
EVV
- SJC
1 stop8h 31m
American Airlines
Deal found 4/21![American Airlines logo]()
$609
This Delta deal was found by Cheapflights users on 4/21. 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 5/1210:00 pm
SJC
- SDF
1 stop9h 25m
Delta
Wed 5/206:05 am
SDF
- SJC
2 stops11h 04m
Delta
Deal found 4/21![Delta logo]()
$392
This Alaska Airlines deal was found by Cheapflights users on 4/21. 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.
Tue 6/98:01 pm
SJC
- TYS
2 stops11h 57m
Alaska Airlines
Tue 6/231:53 pm
TYS
- SJC
2 stops13h 01m
Alaska Airlines
Deal found 4/21![Alaska Airlines logo]()
$587
This Southwest deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 5/810:55 pm
SJC
- SDF
1 stop8h 10m
Southwest
Tue 5/128:25 am
SDF
- SJC
1 stop9h 05m
Southwest
Deal found 4/22![Southwest logo]()
$521
This Delta deal was found by Cheapflights users on 4/21. 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.
Thu 7/96:12 pm
SJC
- LEX
2 stops12h 12m
Delta
Wed 7/296:00 am
LEX
- SJC
1 stop8h 30m
Delta
Deal found 4/21![Delta logo]()
$394
This Southwest deal was found by Cheapflights users on 4/20. 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.
Tue 6/231:15 pm
SJC
- SDF
2 stops8h 00m
Southwest
Tue 6/305:25 pm
SDF
- SJC
2 stops8h 35m
Southwest
Deal found 4/20![Southwest logo]()
$527
This United Airlines deal was found by Cheapflights users on 4/20. 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.
Tue 5/56:30 am
SJC
- PAH
1 stop9h 49m
United Airlines
Sat 5/95:00 am
PAH
- SJC
2 stops33h 00m
United Airlines
Deal found 4/20![United Airlines logo]()
$702
This Delta deal was found by Cheapflights users on 4/21. 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 7/76:35 am
SJC
- LEX
2 stops11h 43m
Delta
Tue 7/287:05 am
LEX
- SJC
2 stops10h 08m
Delta
Deal found 4/21![Delta logo]()
$399
This Southwest deal was found by Cheapflights users on 4/19. 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 7/317:00 am
SJC
- TYS
2 stops9h 10m
Southwest
Tue 8/43:00 pm
TYS
- SJC
1 stop10h 15m
Southwest
Deal found 4/19![Southwest logo]()
$528
This Delta deal was found by Cheapflights users on 4/21. 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.
Mon 9/77:15 am
SJC
- TYS
1 stop8h 02m
Delta
Sat 9/194:00 pm
TYS
- SJC
1 stop9h 41m
Delta
Deal found 4/21![Delta logo]()
$406
Last-minute flights from San Jose to KentuckyDiscover last-minute flight deals from San Jose to Kentucky. Data last updated April 23, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Kentucky. Data last updated April 23, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 4/19. 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 4/286:00 am
SJC
- BNA
1 stop6h 40m
American Airlines
Sat 5/25:00 am
BNA
- SJC
1 stop7h 07m
American Airlines
Deal found 4/19![American Airlines logo]()
$310
This American Airlines deal was found by Cheapflights users on 4/19. 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.
Wed 4/296:00 am
SJC
- BNA
1 stop9h 15m
American Airlines
Sat 5/25:00 am
BNA
- SJC
1 stop7h 07m
American Airlines
Deal found 4/19![American Airlines logo]()
$269
This Delta deal was found by Cheapflights users on 4/18. 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.
Wed 4/294:00 pm
SJC
- BNA
1 stop5h 59m
Delta
Sat 5/26:29 am
BNA
- SJC
1 stop7h 52m
Delta
Deal found 4/18![Delta logo]()
$288
This Southwest deal was found by Cheapflights users on 4/18. 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.
Mon 5/42:45 pm
SJC
- BNA
1 stop5h 55m
Southwest
Tue 5/58:15 am
BNA
- SJC
1 stop6h 50m
Southwest
Deal found 4/18![Southwest logo]()
$232
This Delta deal was found by Cheapflights users on 4/20. 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.
Fri 5/87:00 am
SJC
- BNA
1 stop9h 15m
Delta
Tue 5/127:29 am
BNA
- SJC
1 stop8h 40m
Delta
Deal found 4/20![Delta logo]()
$237
This Delta deal was found by Cheapflights users on 4/18. 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.
Fri 5/87:00 am
SJC
- BNA
1 stop9h 15m
Delta
Mon 5/112:50 pm
BNA
- SJC
1 stop9h 24m
Delta
Deal found 4/18![Delta logo]()
$268
This Southwest deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 5/82:50 pm
SJC
- BNA
1 stop6h 05m
Southwest
Mon 5/117:20 pm
BNA
- SJC
1 stop6h 35m
Southwest
Deal found 4/22![Southwest logo]()
$313
This Delta deal was found by Cheapflights users on 4/21. 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 5/127:10 am
SJC
- BNA
1 stop6h 55m
Delta
Thu 5/146:00 am
BNA
- SJC
1 stop8h 18m
Delta
Deal found 4/21![Delta logo]()
$308
This Southwest deal was found by Cheapflights users on 4/21. 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.
Sat 5/234:25 pm
SJC
- BNA
1 stop5h 45m
Southwest
Wed 5/275:25 pm
BNA
- SJC
1 stop6h 45m
Southwest
Deal found 4/21![Southwest logo]()
$267
This Southwest deal was found by Cheapflights users on 4/19. 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.
Sat 5/234:25 pm
SJC
- BNA
1 stop5h 45m
Southwest
Fri 5/295:40 am
BNA
- SJC
2 stops8h 05m
Southwest
Deal found 4/19![Southwest logo]()
$306
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 5/278:50 pm
SJC
- BNA
2 stops10h 05m
Delta
Thu 6/42:50 pm
BNA
- SJC
1 stop9h 24m
Delta
Deal found 4/22![Delta logo]()
$315
This Southwest deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 5/292:50 pm
SJC
- BNA
1 stop6h 05m
Southwest
Fri 6/58:00 am
BNA
- SJC
2 stops7h 50m
Southwest
Deal found 4/22![Southwest logo]()
$297
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 April 23, 2026.
Search for one-way flight options from San Jose to Kentucky. Find affordable one-way fares based on user searches. Data last updated April 23, 2026.
This American Airlines deal was found by Cheapflights users on 4/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/122:02 pm
SJC
- BNA
1 stop7h 31m
American Airlines
Deal found 4/20![American Airlines logo]()
$81
This American Airlines deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 5/302:34 pm
SJC
- BNA
1 stop6h 52m
American Airlines
Deal found 4/22![American Airlines logo]()
$95
This American Airlines deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 5/292:34 pm
SJC
- BNA
1 stop6h 52m
American Airlines
Deal found 4/22![American Airlines logo]()
$109
This Frontier deal was found by Cheapflights users on 4/21. 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.
Thu 5/288:21 am
SJC
- CVG
1 stop8h 14m
Frontier
Deal found 4/21![Frontier logo]()
$110
This Southwest deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 5/199:00 pm
SJC
- BNA
1 stop6h 20m
Southwest
Deal found 4/22![Southwest logo]()
$111
This Southwest deal was found by Cheapflights users on 4/20. 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.
Wed 9/911:35 am
SJC
- BNA
2 stops7h 40m
Southwest
Deal found 4/20![Southwest logo]()
$117
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 5/106:20 am
SJC
- BNA
1 stop6h 54m
Delta
Deal found 4/22![Delta logo]()
$119
This United Airlines deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 5/128:45 am
SJC
- BNA
2 stops9h 31m
United Airlines
Deal found 4/22![United Airlines logo]()
$122
This United Airlines deal was found by Cheapflights users on 4/20. 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.
Fri 5/86:19 pm
SJC
- BNA
2 stops15h 00m
United Airlines
Deal found 4/20![United Airlines logo]()
$124
This Southwest deal was found by Cheapflights users on 4/19. 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.
Sat 5/234:25 pm
SJC
- BNA
1 stop5h 45m
Southwest
Deal found 4/19![Southwest logo]()
$133
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 6/34:12 pm
SJC
- BNA
1 stop6h 24m
Delta
Deal found 4/22![Delta logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2312:57 pm
SJC
- BNA
2 stops18h 48m
Frontier
Deal found 4/21![Frontier logo]()
$143
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 April 23, 2026.
Round-trip from | $199 (Southwest) |
|---|---|
One-way from | $81 (American Airlines) |
Popular in | June |
Cheapest in | February |
Average price | $862 |
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 2,558,603 searches. Data last updated April 23, 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 JoseNashville
SJC - BNA
SJCBNA
San Jose
Tue 6/2
7:00 pm-4:30 am
1 stop7h 30m
Nashville Intl
Tue 6/9
5:25 am-10:05 am
1 stop6h 40m
$230
San JoseNashville
SJC - BNA
SJCBNA
San Jose
Mon 5/25
6:50 am-3:20 pm
1 stop6h 30m
Nashville Intl
Mon 6/1
5:35 am-10:20 am
1 stop6h 45m
$232
San JoseNashville
SJC - BNA
SJCBNA
San Jose
Sat 6/6
6:45 pm-4:45 am
1 stop8h 00m
Nashville Intl
Sat 6/13
4:40 pm-9:00 pm
1 stop6h 20m
$237
San JoseNashville
SJC - BNA
SJCBNA
San Jose
Mon 6/1
3:25 pm-11:50 pm
1 stop6h 25m
Nashville Intl
Sat 6/6
1:55 pm-7:55 pm
2 stops8h 00m
$242
San JoseNashville
SJC - BNA
SJCBNA
San Jose
Wed 6/3
4:12 pm-12:36 am
1 stop6h 24m
Nashville Intl
Tue 6/9
7:36 pm-11:39 pm
1 stop6h 03m
$258
San JoseNashville
SJC - BNA
SJCBNA
San Jose
Mon 6/15
1:43 pm-11:07 pm
1 stop7h 24m
Nashville Intl
Tue 6/23
6:20 am-10:43 am
1 stop6h 23m
$268
San JoseNashville
SJC - BNA
SJCBNA
San Jose
Sat 5/23
9:53 am-8:57 pm
1 stop9h 04m
Nashville Intl
Fri 5/29
7:29 am-2:09 pm
1 stop8h 40m
$268
Quickest round-trip
San JoseNashville
SJC - BNA
SJCBNA
San Jose
Fri 6/5
4:05 pm-11:55 pm
1 stop5h 50m
Nashville Intl
Mon 6/8
5:15 am-9:45 am
1 stop6h 30m
$285
San JoseNashville
SJC - BNA
SJCBNA
San Jose
Sun 6/21
7:00 am-6:26 pm
1 stop9h 26m
Nashville Intl
Wed 6/24
2:59 pm-7:35 pm
1 stop6h 36m
$288
San JoseCincinnati
SJC - CVG
SJCCVG
San Jose
Tue 5/19
5:59 pm-5:56 am
1 stop8h 57m
Cincinnati Cinci./N. Kentucky
Tue 5/26
6:15 am-10:45 am
1 stop7h 30m
$323
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-CVG
SJC-TYS
SJC-EVV
SJC-LEX
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from San Jose to Kentucky
SJC-USKY
SJC-BNA
SJC-CVG
SJC-TYS
SJC-EVV
What is the cheapest month to book a flight from San Jose, California to Kentucky?
Currently, August is the cheapest month in which you can book a flight from San Jose, California to Kentucky (average of $195). Flying from San Jose, California to Kentucky in October is currently the most expensive (average of $490). 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?
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 April 23, 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.
Entertainment
7.5
Comfort
8.0
Food
7.0
Boarding
8.1
Overall
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Entertainment
7.5
Comfort
8.0
Food
7.0
Boarding
8.1
Overall
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Entertainment
7.5
Comfort
8.0
Food
7.0
Boarding
8.1
Overall
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Entertainment
7.5
Comfort
8.0
Food
7.0
Boarding
8.1
Overall
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Entertainment
7.5
Comfort
8.0
Food
7.0
Boarding
8.1
Overall
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
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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San Jose and Kentucky flights
Browse other San Jose and Kentucky flight options. Last updated on April 23, 2026.
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San Jose to Kentucky flights
Consider these flights traveling from San Jose to Kentucky.
Top 4 airlines flying from San Jose to Kentucky
Discover the top 4 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 2,558,603 searches. Data last updated April 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$195 | Average$480 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$354 | Average$568 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$412 | Average$585 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$475 | Average$595 | FlexibilityNo cancel fee | On-time69% |