Kentucky

$102+ 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 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — SDF
Jan 29 — Feb 51
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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 December 30, 2025.

This American Airlines deal was found by Cheapflights users on 12/28. Clicking the “Pick Dates” 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 12/292:06 pmSJC - BNA
1 stop6h 52mAmerican Airlines
Sun 2/16:36 amBNA - SJC
1 stop9h 06mAmerican Airlines
Deal found 12/28$333
This Delta deal was found by Cheapflights users on 12/29. Clicking the “Pick Dates” 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 12/296:35 amSJC - BNA
1 stop8h 54mDelta
Mon 1/51:01 pmBNA - SJC
1 stop10h 27mDelta
Deal found 12/29$392
This Delta deal was found by Cheapflights users on 12/28. Clicking the “Pick Dates” 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 12/295:55 amSJC - BNA
2 stops9h 34mDelta
Sun 2/18:25 amBNA - SJC
2 stops12h 47mDelta
Deal found 12/28$408
This Delta deal was found by Cheapflights users on 12/28. Clicking the “Pick Dates” 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 12/295:55 amSJC - BNA
1 stop5h 51mDelta
Thu 1/12:10 pmBNA - SJC
1 stop8h 54mDelta
Deal found 12/28$417
This Delta deal was found by Cheapflights users on 12/29. Clicking the “Pick Dates” 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 12/3112:31 pmSJC - BNA
1 stop8h 13mDelta
Sun 1/42:51 pmBNA - SJC
1 stop9h 45mDelta
Deal found 12/29$437
This Delta deal was found by Cheapflights users on 12/29. Clicking the “Pick Dates” 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 12/305:55 amSJC - BNA
1 stop5h 51mDelta
Tue 1/67:37 amBNA - SJC
1 stop9h 15mDelta
Deal found 12/29$478
This Delta deal was found by Cheapflights users on 12/28. Clicking the “Pick Dates” 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 12/316:35 amSJC - LEX
1 stop9h 28mDelta
Sun 1/46:05 amLEX - SJC
1 stop8h 09mDelta
Deal found 12/28$479
This Delta deal was found by Cheapflights users on 12/29. Clicking the “Pick Dates” 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 12/3112:31 pmSJC - LEX
1 stop7h 14mDelta
Fri 1/23:36 pmLEX - SJC
1 stop8h 58mDelta
Deal found 12/29$499
This Delta deal was found by Cheapflights users on 12/28. Clicking the “Pick Dates” 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 12/295:55 amSJC - BNA
1 stop5h 51mDelta
Sun 1/45:15 amBNA - SJC
1 stop7h 59mDelta
Deal found 12/28$508
This Delta deal was found by Cheapflights users on 12/29. Clicking the “Pick Dates” 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 12/2910:55 pmSJC - LEX
1 stop8h 02mDelta
Fri 1/23:36 pmLEX - SJC
1 stop8h 58mDelta
Deal found 12/29$589
This Delta deal was found by Cheapflights users on 12/29. Clicking the “Pick Dates” 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 12/3112:31 pmSJC - LEX
1 stop7h 14mDelta
Sat 1/33:36 pmLEX - SJC
1 stop8h 58mDelta
Deal found 12/29$694
This Delta deal was found by Cheapflights users on 12/29. Clicking the “Pick Dates” 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 12/306:35 amSJC - LEX
1 stop9h 28mDelta
Sat 1/33:36 pmLEX - SJC
1 stop8h 58mDelta
Deal found 12/29$752

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 December 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$229
(American Airlines)

One-way from

$102
(Trip.com)

Popular in

May

Cheapest in

September

Average price

$662
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. 14% potential increase in price ($97 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 December 2025

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 December 30, 2025.
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 2/25

11:01 am-7:48 pm

1 stop6h 47m

Nashville Intl

Sat 2/28

1:25 pm-9:30 pm

1 stop10h 05m

$229

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Sat 1/10

6:00 am-3:28 pm

1 stop7h 28m

Nashville Intl

Tue 1/20

6:36 am-1:42 pm

1 stop9h 06m

$229

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Tue 2/24

7:40 am-4:53 pm

1 stop7h 13m

Nashville Intl

Mon 3/2

5:53 pm-10:54 am

1 stop19h 01m

$248

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Wed 3/18

8:10 pm-5:25 am

1 stop7h 15m

Nashville Intl

Mon 3/23

5:00 am-10:15 am

1 stop7h 15m

$249

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Sat 2/21

1:20 pm-10:00 pm

1 stop6h 40m

Nashville Intl

Wed 2/25

7:35 am-2:56 pm

1 stop9h 21m

$249

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Sat 2/14

7:15 am-2:55 pm

1 stop5h 40m

Nashville Intl

Sat 2/21

4:30 pm-9:30 pm

1 stop7h 00m

$249

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Sat 4/11

10:45 pm-7:40 am

1 stop6h 55m

Nashville Intl

Tue 4/14

2:31 pm-9:34 pm

1 stop9h 03m

$249

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Tue 3/10

1:55 pm-10:00 pm

1 stop6h 05m

Nashville Intl

Mon 3/16

4:00 pm-10:40 pm

1 stop8h 40m

$249

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Sat 4/11

10:55 pm-10:30 am

1 stop9h 35m

Nashville Intl

Sat 4/18

1:05 pm-7:55 pm

1 stop8h 50m

$249

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Thu 5/14

9:05 pm-5:00 am

1 stop5h 55m

Nashville Intl

Mon 5/18

6:45 am-12:05 pm

1 stop7h 20m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/30

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 February is currently the most expensive (average of $327). 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 December 30, 2025.
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.

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

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.

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

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.

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

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.

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

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.

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

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 6h 47m. Fly via American Airlines, Alaska Airlines, or Delta 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 February is currently the most expensive (average of $327). 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 December 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$308Average$490FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$354Average$688FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$376Average$568FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$412Average$585FlexibilityNo cancel feeOn-time63%

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