Kentucky

$100+ 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 5/17. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — SDF
Mar 25 — Apr 11
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Cheap flight deals from San Jose to Kentucky

Cheapest flights from San Jose to Kentucky
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 February 23, 2026.

This Southwest deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” 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 5/68:00 am
SJC
-
BNA
1 stop8h 00m
Southwest
Sat 5/95:25 am
BNA
-
SJC
1 stop6h 55m
Southwest
Deal found 2/23$212
This American Airlines deal was found by Cheapflights users on 2/20. 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 5/62:02 pm
SJC
-
BNA
1 stop7h 31m
American Airlines
Sat 5/95:00 am
BNA
-
SJC
1 stop7h 07m
American Airlines
Deal found 2/20$219
This Southwest deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/138:35 pm
SJC
-
BNA
1 stop6h 45m
Southwest
Wed 4/154:35 pm
BNA
-
SJC
2 stops8h 25m
Southwest
Deal found 2/20$224
This Southwest deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/238:30 pm
SJC
-
BNA
1 stop6h 55m
Southwest
Fri 3/277:35 am
BNA
-
SJC
1 stop7h 55m
Southwest
Deal found 2/20$231
This Southwest deal was found by Cheapflights users on 2/20. 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 4/249:05 pm
SJC
-
BNA
1 stop5h 55m
Southwest
Mon 4/277:00 pm
BNA
-
SJC
1 stop6h 25m
Southwest
Deal found 2/20$232
This Delta deal was found by Cheapflights users on 2/20. 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.
Wed 4/111:40 am
SJC
-
BNA
1 stop10h 12m
Delta
Thu 4/23:02 pm
BNA
-
SJC
1 stop9h 00m
Delta
Deal found 2/20$237
This Delta deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” 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 4/33:37 pm
SJC
-
BNA
1 stop6h 19m
Delta
Mon 4/67:03 am
BNA
-
SJC
1 stop9h 41m
Delta
Deal found 2/23$238
This Delta deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” 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 4/121:50 pm
SJC
-
BNA
1 stop8h 06m
Delta
Fri 4/177:05 am
BNA
-
SJC
1 stop8h 13m
Delta
Deal found 2/23$239
This Delta deal was found by Cheapflights users on 2/21. 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 3/231:50 pm
SJC
-
BNA
1 stop8h 06m
Delta
Fri 3/273:02 pm
BNA
-
SJC
1 stop9h 00m
Delta
Deal found 2/21$240
This Delta deal was found by Cheapflights users on 2/20. 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 3/303:37 pm
SJC
-
BNA
1 stop6h 19m
Delta
Fri 4/33:02 pm
BNA
-
SJC
1 stop9h 00m
Delta
Deal found 2/20$241
This Delta deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” 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 3/317:00 am
SJC
-
BNA
2 stops9h 10m
Delta
Mon 4/67:22 pm
BNA
-
SJC
1 stop6h 36m
Delta
Deal found 2/23$242
This Delta deal was found by Cheapflights users on 2/20. 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 10/62:35 pm
SJC
-
BNA
1 stop7h 23m
Delta
Tue 10/134:25 pm
BNA
-
SJC
1 stop8h 33m
Delta
Deal found 2/20$243

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 February 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$219
(American Airlines)

One-way from

$100
(Priceline)

Popular in

May

Cheapest in

February

Average price

$379
Provider with most accurate pricing for San Jose-Louisville Intl flight deals.
Provider most trusted by Cheapflights users for San Jose-Louisville Intl flights.
From San Jose to Kentucky
One-way flight from San Jose to Kentucky
Highest demand for flights based on searches. 26% potential increase in price ($223 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($22 potential savings vs. average RT price).
Average for round-trip flights in February 2026

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 February 23, 2026.
Use the filters below to find and compare flights from San Jose to Kentucky that are best for you.

Fly from

San Jose

Fly to

Kentucky

Route

Depart

Return

Price

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Wed 4/29

11:35 am-11:59 pm

1 stop10h 24m

Nashville Intl

Sat 5/2

7:00 am-3:00 pm

1 stop10h 00m

$237

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Sat 4/18

1:30 pm-9:47 pm

1 stop6h 17m

Nashville Intl

Mon 4/20

7:20 pm-11:42 pm

1 stop6h 22m

$237

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Fri 4/17

4:00 pm-11:59 pm

1 stop5h 59m

Nashville Intl

Mon 4/20

7:20 pm-11:42 pm

1 stop6h 22m

$240

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Tue 5/12

7:00 am-5:36 pm

2 stops8h 36m

Nashville Intl

Tue 5/19

7:15 am-2:11 pm

1 stop8h 56m

$242

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Wed 3/11

6:25 pm-8:35 am

2 stops12h 10m

Nashville Intl

Mon 3/16

2:01 pm-11:58 pm

2 stops11h 57m

$253

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Sun 4/12

1:50 pm-11:56 pm

1 stop8h 06m

Nashville Intl

Fri 4/17

3:55 pm-11:42 pm

2 stops9h 47m

$274

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Wed 3/18

1:50 pm-11:56 pm

1 stop8h 06m

Nashville Intl

Mon 3/23

1:50 pm-10:02 pm

2 stops10h 12m

$313

San JoseCincinnati

SJC - CVG

SJCCVG

San Jose

Tue 4/14

8:20 pm-8:54 am

2 stops9h 34m

Cincinnati Cinci./N. Kentucky

Thu 4/16

7:59 pm-11:42 pm

1 stop6h 43m

$318

San JoseLexington

SJC - LEX

SJCLEX

San Jose

Wed 6/3

10:00 pm-9:21 am

1 stop8h 21m

Lexington Blue Grass

Tue 6/9

5:55 pm-10:53 pm

1 stop7h 58m

$329

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Thu 4/2

2:05 pm-11:25 pm

2 stops7h 20m

Nashville Intl

Mon 4/6

5:20 pm-11:30 pm

1 stop8h 10m

$337

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/22

Showing 1-10 of 60 results
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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.
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

What is the cheapest month to book a flight from San Jose, California to Kentucky?

Currently, September is the cheapest month in which you can book a flight from San Jose, California to Kentucky (average of $112). Flying from San Jose, California to Kentucky in January is currently the most expensive (average of $351). 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 February 23, 2026.
Read through reviews of airlines operating flights from San Jose to Kentucky, such as Southwest, Delta, and United Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

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.
  • What airport do you fly from for flights from San Jose to Kentucky?

    San Jose (SJC), located 2.9 mi from the city center, is the airport you fly out of when you book flights from San Jose to Kentucky.

  • How long is the flight from San Jose, California to Kentucky?

    There are many flights that can get you from San Jose, California to Kentucky in 7h 20m. Fly via Delta, Southwest, or Alaska Airlines to get the fastest option. The distance between San Jose, California and Kentucky is about 1941 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from San Jose, California to Kentucky?

  • Can I find deals for flights from San Jose to Kentucky that include hotel bookings?

    Yes. In addition to deals on San Jose to Kentucky flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San Jose to Kentucky?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Jose to Kentucky.

  • Can I find deals for business class flights from San Jose to Kentucky?

    Yes. Cheapflights offers flight deals from San Jose to Kentucky by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from San Jose, California to Kentucky?

    Currently, September is the cheapest month in which you can book a flight from San Jose, California to Kentucky (average of $112). Flying from San Jose, California to Kentucky in January is currently the most expensive (average of $351). 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.

See more FAQs

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Alternative routes for San Jose to Kentucky

See prices for flight routes from nearby airports that may be better suited for you.

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 February 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$195Average$440FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$354Average$563FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$376Average$539FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$412Average$585FlexibilityNo cancel feeOn-time63%

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