$210+ Cheap flights from San Jose, CA (SJC) to Kentucky
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/20. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — SDF
Dec 4 — Dec 111
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 November 4, 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 November 4, 2026.
This United Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/42:11 pm -
1 stop6h 45m
Fri 12/115:00 am -
1 stop9h 59m
Deal found 11/4![United Airlines logo]()
$399
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/3010:40 pm -
1 stop8h 31m
Tue 12/86:00 am -
1 stop8h 55m
Deal found 11/3![Delta logo]()
$409
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/176:30 am -
1 stop9h 40m
Tue 11/247:10 am -
1 stop7h 52m
Deal found 11/3![United Airlines logo]()
$439
This Delta deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/236:30 am -
1 stop7h 24m
Thu 11/266:00 am -
1 stop8h 50m
Deal found 11/2![Delta logo]()
$447
This American Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/712:00 pm -
1 stop8h 55m
Thu 12/105:00 am -
2 stops10h 15m
Deal found 10/31![American Airlines logo]()
$452
This Delta deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/47:20 am -
2 stops13h 44m
Fri 12/116:00 am -
1 stop8h 55m
Deal found 11/4![Delta logo]()
$457
This United Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 11/191:00 pm -
1 stop6h 36m
Mon 11/237:10 am -
1 stop7h 52m
Deal found 10/31![United Airlines logo]()
$458
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/181:00 pm -
1 stop6h 36m
Sun 11/225:25 am -
1 stop9h 37m
Deal found 11/3![United Airlines logo]()
$479
This Delta deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/216:30 am -
1 stop8h 41m
Fri 12/256:03 am -
1 stop8h 20m
Deal found 11/1![Delta logo]()
$483
This American Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1811:56 am -
1 stop7h 40m
Sun 11/225:15 am -
2 stops10h 00m
Deal found 11/3![American Airlines logo]()
$484
This American Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2512:01 pm -
1 stop8h 18m
Fri 1/16:00 am -
1 stop8h 07m
Deal found 11/2![American Airlines logo]()
$493
This Southwest deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/188:05 am -
2 stops8h 50m
Mon 12/2111:40 am -
1 stop11h 35m
Deal found 11/1![Southwest logo]()
$494
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 November 4, 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 November 4, 2026.
This United Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/42:11 pm -
1 stop6h 45m
Fri 12/115:00 am -
1 stop9h 59m
Deal found 11/4![United Airlines logo]()
$399
This Delta deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/410:30 pm -
1 stop8h 41m
Mon 12/73:34 pm -
1 stop9h 39m
Deal found 11/1![Delta logo]()
$399
This Southwest deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 11/1911:55 am -
2 stops8h 00m
Mon 11/235:05 am -
2 stops9h 30m
Deal found 10/31![Southwest logo]()
$578
This American Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/176:00 am -
2 stops9h 24m
Tue 11/245:15 am -
2 stops10h 00m
Deal found 11/3![American Airlines logo]()
$604
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/3010:40 pm -
1 stop8h 31m
Tue 12/86:00 am -
1 stop8h 55m
Deal found 11/3![Delta logo]()
$409
This United Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/176:30 am -
1 stop8h 00m
Tue 11/245:25 am -
1 stop9h 37m
Deal found 10/31![United Airlines logo]()
$439
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/181:00 pm -
1 stop6h 36m
Sun 11/225:25 am -
1 stop9h 37m
Deal found 11/3![United Airlines logo]()
$479
This Delta deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/52:25 pm -
1 stop6h 34m
Sun 1/105:40 am -
1 stop10h 35m
Deal found 10/31![Delta logo]()
$533
This American Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/207:26 pm -
2 stops12h 24m
Sun 11/225:00 am -
2 stops10h 15m
Deal found 11/2![American Airlines logo]()
$617
This Delta deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/126:30 am -
1 stop9h 40m
Mon 1/45:27 pm -
1 stop7h 45m
Deal found 11/1![Delta logo]()
$538
This Southwest deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/2211:00 pm -
1 stop8h 05m
Mon 11/302:10 pm -
1 stop12h 20m
Deal found 11/2![Southwest logo]()
$667
This Delta deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2110:40 pm -
1 stop7h 58m
Sun 11/223:38 pm -
1 stop9h 34m
Deal found 11/2![Delta logo]()
$539
This Southwest deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2011:55 am -
2 stops8h 50m
Sun 11/225:05 am -
1 stop9h 10m
Deal found 11/2![Southwest logo]()
$694
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/64:05 pm -
2 stops18h 10m
Sat 1/98:20 am -
1 stop8h 01m
Deal found 11/3![United Airlines logo]()
$637
This American Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/197:26 pm -
2 stops11h 02m
Mon 11/237:00 am -
1 stop10h 05m
Deal found 11/4![American Airlines logo]()
$704
This Delta deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2110:40 pm -
1 stop7h 26m
Thu 11/266:00 am -
1 stop8h 50m
Deal found 11/2![Delta logo]()
$568
This Southwest deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/167:20 am -
2 stops8h 35m
Fri 11/205:40 am -
1 stop11h 15m
Deal found 11/1![Southwest logo]()
$694
This United Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/191:00 pm -
1 stop6h 24m
Mon 11/233:24 pm -
1 stop8h 44m
Deal found 11/4![United Airlines logo]()
$689
This Delta deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2010:40 pm -
1 stop8h 32m
Sun 11/226:00 am -
1 stop8h 50m
Deal found 11/1![Delta logo]()
$578
This United Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/166:30 am -
1 stop9h 02m
Fri 11/207:00 am -
1 stop8h 02m
Deal found 11/1![United Airlines logo]()
$689
This United Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 1/54:05 pm -
2 stops19h 43m
Sun 1/107:00 am -
1 stop8h 09m
Deal found 10/31![United Airlines logo]()
$691
This Delta deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/221:00 pm -
1 stop8h 10m
Fri 11/276:00 am -
1 stop8h 50m
Deal found 11/2![Delta logo]()
$704
Last-minute flights from San Jose to KentuckyDiscover last-minute flight deals from San Jose to Kentucky. Data last updated November 4, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Kentucky. Data last updated November 4, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/176:30 am -
1 stop9h 40m
Tue 11/247:10 am -
1 stop7h 52m
Deal found 11/3![United Airlines logo]()
$439
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/181:00 pm -
1 stop6h 36m
Sun 11/225:25 am -
1 stop9h 37m
Deal found 11/3![United Airlines logo]()
$479
This American Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1811:56 am -
1 stop7h 40m
Sun 11/225:15 am -
2 stops10h 00m
Deal found 11/3![American Airlines logo]()
$484
This United Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 11/191:00 pm -
1 stop6h 36m
Mon 11/237:10 am -
1 stop7h 52m
Deal found 10/31![United Airlines logo]()
$458
This Delta deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/236:30 am -
1 stop7h 24m
Thu 11/266:00 am -
1 stop8h 50m
Deal found 11/2![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/3010:40 pm -
1 stop8h 31m
Tue 12/86:00 am -
1 stop8h 55m
Deal found 11/3![Delta logo]()
$409
This United Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/42:11 pm -
1 stop6h 45m
Fri 12/115:00 am -
1 stop9h 59m
Deal found 11/4![United Airlines logo]()
$399
This Delta deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/47:20 am -
2 stops13h 44m
Fri 12/116:00 am -
1 stop8h 55m
Deal found 11/4![Delta logo]()
$457
This American Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/712:00 pm -
1 stop8h 55m
Thu 12/105:00 am -
2 stops10h 15m
Deal found 10/31![American Airlines logo]()
$452
This Southwest deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/188:05 am -
2 stops8h 50m
Mon 12/2111:40 am -
1 stop11h 35m
Deal found 11/1![Southwest logo]()
$494
This Delta deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/216:30 am -
1 stop8h 41m
Fri 12/256:03 am -
1 stop8h 20m
Deal found 11/1![Delta logo]()
$483
This American Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2512:01 pm -
1 stop8h 18m
Fri 1/16:00 am -
1 stop8h 07m
Deal found 11/2![American Airlines logo]()
$493
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 November 4, 2026.
Search for one-way flight options from San Jose to Kentucky. Find affordable one-way fares based on user searches. Data last updated November 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/205:59 pm -
2 stops14h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Multiple Airlines logo]()
$210
This American Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/46:00 am -
1 stop9h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![American Airlines logo]()
$224
This Southwest deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/411:00 am -
2 stops8h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Southwest logo]()
$229
This Kiwi.com deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/42:47 pm -
3 stops22h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Multiple Airlines logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/193:25 pm -
3 stops40h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Multiple Airlines logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/192:41 pm -
2 stops17h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Multiple Airlines logo]()
$252
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1910:30 pm -
1 stop8h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Delta logo]()
$260
This Southwest deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/188:05 am -
2 stops8h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Southwest logo]()
$265
This Southwest deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/222:55 pm -
1 stop5h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Southwest logo]()
$270
This American Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/217:15 pm -
2 stops12h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![American Airlines logo]()
$275
This American Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/217:15 pm -
2 stops12h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![American Airlines logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/122:41 pm -
2 stops17h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Multiple Airlines logo]()
$296
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 November 4, 2026.
Round-trip from | $399 (Delta) |
|---|---|
One-way from | $210 (Kiwi.com) |
Popular in | June |
Cheapest in | February |
Average price | $603 |
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 November 4, 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 JoseLouisville
SJC San Jose - SDF Louisville Intl
SJCSDF
San Jose
Fri 12/4
6:00 am-6:12 pm
1 stop9h 12m
Louisville Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$224
San JoseLouisville
SJC San Jose - SDF Louisville Intl
SJCSDF
San Jose
Fri 12/4
11:00 am-10:55 pm
2 stops8h 55m
Louisville Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$229
San JoseLouisville
SJC San Jose - SDF Louisville Intl
SJCSDF
San Jose
Fri 12/4
2:47 pm-4:32 pm
3 stops22h 45m
Louisville Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$239
San JoseLouisville
SJC San Jose - SDF Louisville Intl
SJCSDF
San Jose
Sat 12/19
10:30 pm-9:35 am
1 stop8h 05m
Louisville Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$260
San JoseLouisville
SJC San Jose - SDF Louisville Intl
SJCSDF
San Jose
Fri 12/18
8:05 am-7:55 pm
2 stops8h 50m
Louisville Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$265
Quickest round-trip
San JoseLouisville
SJC San Jose - SDF Louisville Intl
SJCSDF
San Jose
Sun 11/22
2:55 pm-11:45 pm
1 stop5h 50m
Louisville Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$270
San JoseLouisville
SJC San Jose - SDF Louisville Intl
SJCSDF
San Jose
Tue 12/22
8:05 am-7:55 pm
2 stops8h 50m
Louisville Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$334
San JoseLouisville
SJC San Jose - SDF Louisville Intl
SJCSDF
San Jose
Sat 11/14
6:20 am-6:20 pm
1 stop9h 00m
Louisville Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$345
San JoseLouisville
SJC San Jose - SDF Louisville Intl
SJCSDF
San Jose
Mon 11/16
11:56 am-11:34 pm
1 stop8h 38m
Louisville Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$345
San JoseLouisville
SJC San Jose - SDF Louisville Intl
SJCSDF
San Jose
Wed 11/18
6:20 am-6:11 pm
1 stop8h 51m
Louisville Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$345
Showing 1-10 of 41 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-SDF
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-SDF
SJC-LEX
What is the cheapest month to book a flight from San Jose, California to Kentucky?
Currently, October is the cheapest month in which you can book a flight from San Jose, California to Kentucky (average of $438). 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.
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 November 4, 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
Entertainment
7.5
Overall
8.0
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Entertainment
7.5
Overall
8.0
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Entertainment
7.5
Overall
8.0
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Entertainment
7.5
Overall
8.0
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Related info for your journey
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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 November 4, 2026.
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San Jose to Kentucky flights
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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 November 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$374 | Average$563 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$398 | Average$595 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$460 | Average$599 | FlexibilityNo cancel fee | On-time63% |