$124+ 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 6/9. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — SDF
Jun 15 — Jun 221
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 May 16, 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 May 16, 2026.
This Southwest deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/910:40 am
SJC
- BNA
1 stop6h 10m
Southwest
Fri 6/125:20 am
BNA
- SJC
1 stop6h 20m
Southwest
Deal found 5/13![Southwest logo]()
$252
This Southwest deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/77:00 am
SJC
- BNA
Nonstop4h 20m
Southwest
Mon 8/106:40 pm
BNA
- SJC
1 stop6h 40m
Southwest
Deal found 5/13![Southwest logo]()
$253
This Delta deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/72:59 pm
SJC
- BNA
1 stop7h 33m
Delta
Wed 6/107:36 pm
BNA
- SJC
1 stop6h 03m
Delta
Deal found 5/13![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/147:35 pm
SJC
- BNA
1 stop7h 10m
Southwest
Wed 7/155:45 am
BNA
- SJC
2 stops7h 40m
Southwest
Deal found 5/13![Southwest logo]()
$262
This Southwest deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/188:55 am
SJC
- BNA
2 stops8h 10m
Southwest
Wed 8/266:35 am
BNA
- SJC
2 stops8h 15m
Southwest
Deal found 5/15![Southwest logo]()
$267
This Delta deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/310:00 pm
SJC
- BNA
1 stop7h 37m
Delta
Tue 6/96:00 am
BNA
- SJC
1 stop8h 05m
Delta
Deal found 5/13![Delta logo]()
$278
This Southwest deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/107:00 am
SJC
- BNA
Nonstop4h 20m
Southwest
Fri 8/146:40 pm
BNA
- SJC
1 stop6h 40m
Southwest
Deal found 5/14![Southwest logo]()
$298
This Southwest deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/237:35 pm
SJC
- BNA
1 stop7h 10m
Southwest
Sun 6/285:15 am
BNA
- SJC
1 stop6h 05m
Southwest
Deal found 5/13![Southwest logo]()
$302
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/910:40 am
SJC
- BNA
1 stop6h 10m
Southwest
Tue 6/165:45 am
BNA
- SJC
2 stops7h 40m
Southwest
Deal found 5/12![Southwest logo]()
$303
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/254:20 pm
SJC
- BNA
1 stop6h 25m
Southwest
Wed 7/295:45 am
BNA
- SJC
2 stops7h 40m
Southwest
Deal found 5/12![Southwest logo]()
$307
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/27:45 am
SJC
- BNA
2 stops8h 10m
Southwest
Fri 6/58:00 am
BNA
- SJC
2 stops7h 50m
Southwest
Deal found 5/12![Southwest logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/202:12 pm
SJC
- CVG
1 stop26h 36m
Frontier
Thu 7/3012:27 pm
CVG
- SJC
2 stops27h 50m
Frontier
Deal found 5/13![Frontier logo]()
$315
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 May 16, 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 May 16, 2026.
This Southwest deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/319:20 pm
SJC
- BNA
1 stop5h 40m
Southwest
Thu 6/45:20 am
BNA
- SJC
1 stop6h 20m
Southwest
Deal found 5/11![Southwest logo]()
$257
This Delta deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/2410:00 pm
SJC
- BNA
1 stop8h 41m
Delta
Sat 8/16:15 am
BNA
- SJC
1 stop7h 15m
Delta
Deal found 5/12![Delta logo]()
$257
This United Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:20 am
SJC
- BNA
1 stop7h 37m
United Airlines
Thu 8/2710:40 am
BNA
- SJC
1 stop8h 51m
United Airlines
Deal found 5/13![United Airlines logo]()
$257
This Alaska Airlines deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:15 am
SJC
- CVG
1 stop7h 43m
Alaska Airlines
Wed 9/25:58 pm
CVG
- SJC
1 stop7h 59m
Alaska Airlines
Deal found 5/15![Alaska Airlines logo]()
$417
This American Airlines deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2911:48 am
SJC
- TRI
1 stop8h 38m
American Airlines
Tue 6/25:26 pm
TRI
- SJC
1 stop8h 47m
American Airlines
Deal found 5/14![American Airlines logo]()
$434
This Southwest deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/188:55 am
SJC
- BNA
1 stop6h 55m
Southwest
Wed 8/265:50 pm
BNA
- SJC
Nonstop4h 40m
Southwest
Deal found 5/15![Southwest logo]()
$257
This Delta deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/49:35 am
SJC
- BNA
1 stop9h 29m
Delta
Sun 8/166:20 am
BNA
- SJC
1 stop6h 18m
Delta
Deal found 5/14![Delta logo]()
$257
This Delta deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/102:45 pm
SJC
- BNA
1 stop7h 10m
Delta
Fri 8/146:20 am
BNA
- SJC
1 stop6h 18m
Delta
Deal found 5/14![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/910:40 am
SJC
- BNA
1 stop6h 10m
Southwest
Tue 6/165:45 am
BNA
- SJC
2 stops7h 40m
Southwest
Deal found 5/12![Southwest logo]()
$303
This Southwest deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/317:35 pm
SJC
- BNA
1 stop7h 25m
Southwest
Tue 8/45:50 pm
BNA
- SJC
Nonstop4h 40m
Southwest
Deal found 5/14![Southwest logo]()
$318
This Alaska Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/186:45 pm
SJC
- CVG
1 stop7h 45m
Alaska Airlines
Wed 8/195:58 pm
CVG
- SJC
1 stop7h 59m
Alaska Airlines
Deal found 5/13![Alaska Airlines logo]()
$430
This Delta deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1110:00 pm
SJC
- LEX
1 stop8h 25m
Delta
Wed 6/171:04 pm
LEX
- SJC
1 stop9h 03m
Delta
Deal found 5/12![Delta logo]()
$369
This Southwest deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/127:35 pm
SJC
- BNA
1 stop7h 25m
Southwest
Fri 6/193:50 pm
BNA
- SJC
1 stop7h 20m
Southwest
Deal found 5/15![Southwest logo]()
$348
This KAYAK deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/38:00 am
SJC
- OWB
2 stops26h 55m
Multiple Airlines
Mon 7/69:00 am
OWB
- SJC
2 stops30h 23m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$944
This United Airlines deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/186:20 am
SJC
- TYS
1 stop7h 38m
United Airlines
Wed 8/199:00 am
TYS
- SJC
1 stop7h 08m
United Airlines
Deal found 5/12![United Airlines logo]()
$500
This Delta deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1110:00 pm
SJC
- LEX
1 stop8h 25m
Delta
Thu 6/185:56 pm
LEX
- SJC
1 stop8h 01m
Delta
Deal found 5/12![Delta logo]()
$379
This American Airlines deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/182:23 pm
SJC
- EVV
1 stop7h 08m
American Airlines
Mon 7/275:19 am
EVV
- SJC
1 stop7h 31m
American Airlines
Deal found 5/15![American Airlines logo]()
$520
This United Airlines deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/112:51 pm
SJC
- TYS
1 stop6h 53m
United Airlines
Wed 9/27:00 am
TYS
- SJC
2 stops13h 31m
United Airlines
Deal found 5/15![United Airlines logo]()
$510
This Alaska Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/297:43 pm
SJC
- LEX
2 stops12h 32m
Alaska Airlines
Wed 9/211:46 am
LEX
- SJC
2 stops10h 54m
Alaska Airlines
Deal found 5/13![Alaska Airlines logo]()
$556
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:40 am
SJC
- TYS
2 stops9h 15m
Southwest
Sat 9/261:55 pm
TYS
- SJC
1 stop6h 45m
Southwest
Deal found 5/12![Southwest logo]()
$424
This Delta deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/312:40 pm
SJC
- TYS
1 stop8h 12m
Delta
Wed 8/57:30 am
TYS
- SJC
1 stop6h 58m
Delta
Deal found 5/11![Delta logo]()
$424
This United Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/101:10 pm
SJC
- TYS
1 stop7h 02m
United Airlines
Wed 6/174:56 pm
TYS
- SJC
1 stop7h 13m
United Airlines
Deal found 5/13![United Airlines logo]()
$516
This Delta deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/256:20 am
SJC
- CVG
1 stop9h 18m
Delta
Tue 6/306:30 am
CVG
- SJC
1 stop7h 13m
Delta
Deal found 5/14![Delta logo]()
$430
This Southwest deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/158:50 am
SJC
- CVG
2 stops9h 05m
Southwest
Tue 10/201:05 pm
CVG
- SJC
1 stop8h 20m
Southwest
Deal found 5/15![Southwest logo]()
$435
This American Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/266:00 am
SJC
- HTS
2 stops13h 09m
American Airlines
Sat 5/3012:21 pm
HTS
- SJC
2 stops13h 22m
American Airlines
Deal found 5/13![American Airlines logo]()
$639
This United Airlines deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2212:51 pm
SJC
- SDF
1 stop6h 38m
United Airlines
Wed 9/235:15 am
SDF
- SJC
1 stop9h 31m
United Airlines
Deal found 5/15![United Airlines logo]()
$539
This Alaska Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2810:12 am
SJC
- LEX
2 stops10h 34m
Alaska Airlines
Sat 8/2911:46 am
LEX
- SJC
2 stops10h 23m
Alaska Airlines
Deal found 5/11![Alaska Airlines logo]()
$596
This Delta deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/76:35 am
SJC
- SDF
1 stop8h 14m
Delta
Wed 7/156:49 am
SDF
- SJC
1 stop8h 12m
Delta
Deal found 5/11![Delta logo]()
$439
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/226:00 am
SJC
- CVG
1 stop9h 00m
Southwest
Thu 7/2312:55 pm
CVG
- SJC
1 stop13h 30m
Southwest
Deal found 5/12![Southwest logo]()
$440
This United Airlines deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2912:51 pm
SJC
- LEX
1 stop6h 47m
United Airlines
Wed 9/25:57 pm
LEX
- SJC
1 stop7h 53m
United Airlines
Deal found 5/15![United Airlines logo]()
$558
Last-minute flights from San Jose to KentuckyDiscover last-minute flight deals from San Jose to Kentucky. Data last updated May 16, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Kentucky. Data last updated May 16, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2711:48 am
SJC
- BNA
1 stop7h 23m
American Airlines
Thu 6/43:21 pm
BNA
- SJC
1 stop9h 51m
American Airlines
Deal found 5/14![American Airlines logo]()
$328
This Southwest deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/317:45 pm
SJC
- BNA
1 stop6h 45m
Southwest
Fri 6/58:00 am
BNA
- SJC
2 stops7h 50m
Southwest
Deal found 5/13![Southwest logo]()
$262
This CheapOair deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/18:00 am
SJC
- BNA
1 stop8h 03m
Alaska Airlines
Tue 6/164:43 pm
BNA
- SJC
1 stop8h 38m
Alaska Airlines
Deal found 5/12![Alaska Airlines logo]()
$313
This KAYAK deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/14:12 pm
SJC
- BNA
1 stop6h 24m
Delta
Fri 6/52:50 pm
BNA
- SJC
1 stop6h 29m
Delta
Deal found 5/11![Delta logo]()
$320
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/27:45 am
SJC
- BNA
2 stops8h 10m
Southwest
Fri 6/58:00 am
BNA
- SJC
2 stops7h 50m
Southwest
Deal found 5/12![Southwest logo]()
$312
This Delta deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/310:00 pm
SJC
- BNA
1 stop7h 37m
Delta
Wed 6/107:36 pm
BNA
- SJC
1 stop6h 03m
Delta
Deal found 5/13![Delta logo]()
$278
This American Airlines deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/62:35 pm
SJC
- BNA
1 stop6h 50m
American Airlines
Wed 6/104:49 pm
BNA
- SJC
1 stop8h 23m
American Airlines
Deal found 5/12![American Airlines logo]()
$323
This Delta deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/72:59 pm
SJC
- BNA
1 stop7h 33m
Delta
Tue 6/96:00 am
BNA
- SJC
1 stop8h 05m
Delta
Deal found 5/13![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/910:40 am
SJC
- BNA
1 stop6h 10m
Southwest
Tue 6/165:30 am
BNA
- SJC
1 stop6h 10m
Southwest
Deal found 5/12![Southwest logo]()
$252
This Delta deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/112:59 pm
SJC
- BNA
1 stop7h 33m
Delta
Fri 6/122:59 pm
BNA
- SJC
1 stop6h 36m
Delta
Deal found 5/13![Delta logo]()
$318
This Delta deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1110:00 pm
SJC
- LEX
1 stop8h 25m
Delta
Wed 6/171:04 pm
LEX
- SJC
1 stop9h 03m
Delta
Deal found 5/12![Delta logo]()
$369
This Southwest deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/237:35 pm
SJC
- BNA
1 stop7h 10m
Southwest
Sun 6/285:15 am
BNA
- SJC
1 stop6h 05m
Southwest
Deal found 5/13![Southwest logo]()
$302
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 May 16, 2026.
Search for one-way flight options from San Jose to Kentucky. Find affordable one-way fares based on user searches. Data last updated May 16, 2026.
This Southwest deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/910:40 am
SJC
- BNA
1 stop6h 10m
Southwest
Deal found 5/13![Southwest logo]()
$124
This Delta deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/242:59 pm
SJC
- BNA
1 stop7h 33m
Delta
Deal found 5/13![Delta logo]()
$129
This United Airlines deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/306:37 pm
SJC
- BNA
2 stops12h 52m
United Airlines
Deal found 5/14![United Airlines logo]()
$134
This Delta deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/127:00 am
SJC
- BNA
1 stop8h 41m
Delta
Deal found 5/14![Delta logo]()
$150
This CheapOair deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/36:45 pm
SJC
- BNA
1 stop8h 55m
Alaska Airlines
Deal found 5/13![Alaska Airlines logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2012:57 pm
SJC
- CVG
2 stops19h 52m
Frontier
Deal found 5/12![Frontier logo]()
$168
This Southwest deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/107:00 am
SJC
- BNA
Nonstop4h 20m
Southwest
Deal found 5/14![Southwest logo]()
$174
This United Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/66:37 pm
SJC
- BNA
2 stops12h 52m
United Airlines
Deal found 5/11![United Airlines logo]()
$179
This Alaska Airlines deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/91:24 pm
SJC
- BNA
1 stop8h 35m
Alaska Airlines
Deal found 5/15![Alaska Airlines logo]()
$182
This United Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:30 pm
SJC
- BNA
2 stops12h 35m
United Airlines
Deal found 5/13![United Airlines logo]()
$184
This Alaska Airlines deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/218:00 am
SJC
- BNA
1 stop8h 03m
Alaska Airlines
Deal found 5/11![Alaska Airlines logo]()
$185
This CheapOair deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/268:01 pm
SJC
- BNA
1 stop20h 02m
Alaska Airlines
Deal found 5/13![Alaska Airlines logo]()
$190
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 May 16, 2026.
Round-trip from | $252 (Southwest) |
|---|---|
One-way from | $124 (Southwest) |
Popular in | April |
Cheapest in | February |
Average price | $768 |
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 May 16, 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
Sun 5/31
9:20 pm-5:00 am
1 stop5h 40m
Nashville Intl
Thu 6/4
5:20 am-9:40 am
1 stop6h 20m
$257
San JoseNashville
SJC - BNA
SJCBNA
San Jose
Fri 7/24
10:00 pm-8:41 am
1 stop8h 41m
Nashville Intl
Sat 8/1
6:15 am-11:30 am
1 stop7h 15m
$257
San JoseNashville
SJC - BNA
SJCBNA
San Jose
Tue 8/25
6:20 am-3:57 pm
1 stop7h 37m
Nashville Intl
Thu 8/27
10:40 am-5:31 pm
1 stop8h 51m
$257
Quickest round-trip
San JoseNashville
SJC - BNA
SJCBNA
San Jose
Tue 8/18
8:55 am-5:50 pm
1 stop6h 55m
Nashville Intl
Wed 8/26
5:50 pm-8:30 pm
Nonstop4h 40m
$257
San JoseNashville
SJC - BNA
SJCBNA
San Jose
Tue 8/4
9:35 am-9:04 pm
1 stop9h 29m
Nashville Intl
Sun 8/16
6:20 am-10:38 am
1 stop6h 18m
$257
San JoseNashville
SJC - BNA
SJCBNA
San Jose
Mon 8/10
2:45 pm-11:55 pm
1 stop7h 10m
Nashville Intl
Fri 8/14
6:20 am-10:38 am
1 stop6h 18m
$257
San JoseNashville
SJC - BNA
SJCBNA
San Jose
Tue 6/9
10:40 am-6:50 pm
1 stop6h 10m
Nashville Intl
Tue 6/16
5:45 am-11:25 am
2 stops7h 40m
$303
San JoseNashville
SJC - BNA
SJCBNA
San Jose
Fri 7/31
7:35 pm-5:00 am
1 stop7h 25m
Nashville Intl
Tue 8/4
5:50 pm-8:30 pm
Nonstop4h 40m
$318
San JoseNashville
SJC - BNA
SJCBNA
San Jose
Fri 6/12
7:35 pm-5:00 am
1 stop7h 25m
Nashville Intl
Fri 6/19
3:50 pm-9:10 pm
1 stop7h 20m
$348
San JoseLexington
SJC - LEX
SJCLEX
San Jose
Thu 6/11
10:00 pm-9:25 am
1 stop8h 25m
Lexington Blue Grass
Wed 6/17
1:04 pm-7:07 pm
1 stop9h 03m
$369
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-LEX
SJC-TYS
SJC-SDF
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-LEX
SJC-TYS
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 May 16, 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.
Food
7.0
Overall
8.0
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Food
7.0
Overall
8.0
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Food
7.0
Overall
8.0
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Food
7.0
Overall
8.0
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Food
7.0
Overall
8.0
Entertainment
7.5
Comfort
8.0
Boarding
8.1
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 May 16, 2026.
Popular flight searches
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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 May 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$308 | Average$524 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$354 | Average$534 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$412 | Average$585 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$475 | Average$595 | FlexibilityNo cancel fee | On-time69% |