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$105+ 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 1/29. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — SDF
Dec 30 — Jan 61
Tue 12/30
Tue 1/6
1 adult, Economy
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Cheap 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 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$220
(Kiwi.com)

One-way from

$105
(Kiwi.com)

Popular in

May

Cheapest in

August

Average price

$786
Provider with most accurate pricing for San Jose-Louisville Intl flight deals.
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Provider most trusted by Cheapflights users for San Jose-Louisville Intl flights.
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From San Jose to Kentucky
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One-way flight from San Jose to Kentucky
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Highest demand for flights based on searches. 11% potential increase in price ($76 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find 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 November 30, 2025.

This United Airlines deal was found by Cheapflights users on 11/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/1412:40 pmSJC - BNA
1 stop6h 53mUnited Airlines
Tue 12/168:28 amBNA - SJC
1 stop7h 04mUnited Airlines
Deal found 11/29$249
This Southwest deal was found by Cheapflights users on 11/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1210:45 amSJC - BNA
1 stop5h 30mSouthwest
Sun 12/145:30 amBNA - SJC
1 stop7h 05mSouthwest
Deal found 11/29$283
This Delta deal was found by Cheapflights users on 11/28. 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 12/1010:25 pmSJC - BNA
1 stop7h 57mDelta
Mon 12/1512:48 pmBNA - SJC
1 stop9h 53mDelta
Deal found 11/28$288
This Delta deal was found by Cheapflights users on 11/29. 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.
Thu 12/119:04 amSJC - BNA
2 stops10h 58mDelta
Sun 12/145:15 amBNA - SJC
1 stop8h 25mDelta
Deal found 11/29$319
This Alaska Airlines deal was found by Cheapflights users on 11/28. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/67:40 amSJC - BNA
1 stop7h 05mAlaska Airlines
Wed 12/107:00 amBNA - SJC
1 stop10h 54mAlaska Airlines
Deal found 11/28$326
This Delta deal was found by Cheapflights users on 11/28. 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.
Sat 12/61:35 pmSJC - BNA
1 stop6h 27mDelta
Thu 12/117:23 pmBNA - SJC
1 stop6h 30mDelta
Deal found 11/28$327
This Delta deal was found by Cheapflights users on 11/30. 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 12/66:35 amSJC - BNA
1 stop9h 46mDelta
Sun 12/75:15 amBNA - SJC
2 stops10h 01mDelta
Deal found 11/30$332
This Delta deal was found by Cheapflights users on 11/28. 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.
Fri 12/1210:25 pmSJC - LEX
1 stop8h 03mDelta
Sun 12/143:41 pmLEX - SJC
1 stop8h 00mDelta
Deal found 11/28$389
This Delta deal was found by Cheapflights users on 11/28. 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.
Fri 12/266:35 amSJC - CVG
1 stop7h 26mDelta
Fri 1/96:45 amCVG - SJC
1 stop9h 45mDelta
Deal found 11/28$411
This Kiwi.com deal was found by Cheapflights users on 11/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/53:27 pmSJC - CVG
2 stops16h 25mMultiple Airlines
Sun 12/77:44 amCVG - SJC
1 stop9h 48mMultiple Airlines
Deal found 11/28$417
This Kiwi.com deal was found by Cheapflights users on 11/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/58:08 pmSJC - CVG
2 stops36h 24mFrontier
Sun 12/72:23 pmCVG - SJC
1 stop7h 50mFrontier
Deal found 11/28$425
This American Airlines deal was found by Cheapflights users on 11/28. 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.
Wed 12/176:00 amSJC - TYS
1 stop6h 32mAmerican Airlines
Tue 1/64:41 pmTYS - SJC
1 stop7h 48mAmerican Airlines
Deal found 11/28$462

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 November 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

Mon 1/26

10:37 am-5:23 am

1 stop16h 46m

Nashville Intl

Sat 1/31

11:30 am-9:42 am

2 stops48h 12m

$220

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Fri 1/30

9:05 am-11:57 pm

1 stop12h 52m

Nashville Intl

Mon 2/2

4:23 pm-9:48 am

1 stop19h 25m

$248

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Tue 2/24

2:36 pm-11:59 pm

1 stop7h 23m

Nashville Intl

Wed 2/25

7:00 am-1:42 pm

1 stop8h 42m

$248

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Mon 3/16

2:36 pm-11:59 pm

1 stop7h 23m

Nashville Intl

Tue 3/17

3:54 pm-12:08 pm

1 stop22h 14m

$248

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Thu 2/5

6:00 am-3:42 pm

1 stop7h 42m

Nashville Intl

Sun 2/8

12:06 pm-8:58 pm

1 stop10h 52m

$249

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Mon 1/19

3:32 pm-11:50 pm

1 stop6h 18m

Nashville Intl

Sat 1/24

7:15 am-12:26 pm

1 stop7h 11m

$249

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Wed 4/1

7:00 am-5:25 pm

1 stop8h 25m

Nashville Intl

Thu 4/2

7:22 pm-11:55 pm

1 stop6h 33m

$249

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Wed 1/21

10:45 pm-8:19 am

1 stop7h 34m

Nashville Intl

Sun 1/25

7:37 am-1:05 pm

1 stop7h 28m

$249

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Sat 1/24

10:45 pm-9:59 am

1 stop9h 14m

Nashville Intl

Mon 1/26

12:58 pm-9:20 pm

1 stop10h 22m

$249

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Sat 1/24

1:20 pm-10:30 pm

1 stop7h 10m

Nashville Intl

Sun 1/25

7:37 am-1:05 pm

1 stop7h 28m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/29

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 $328). 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.

What is the cheapest time of day to fly from SJC to KY?

Find hourly flight availability from San Jose to Kentucky. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 30, 2025.

When flying from San Jose, California to Kentucky, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 34% versus a flight at noon.

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 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.
Southwest
8.0
Very good
4,251 reviews

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

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.
Southwest
8.0
Very good
4,251 reviews
Southwest
8.0
Very good
4,251 reviews

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

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.
Delta
7.9
Good
8,011 reviews
Southwest
8.0
Very good
4,251 reviews

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

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.
United Airlines
7.4
Good
9,056 reviews
Southwest
8.0
Very good
4,251 reviews

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

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.
American Airlines
7.2
Good
11,042 reviews
Southwest
8.0
Very good
4,251 reviews

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

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 23m. Fly via Alaska Airlines, Hawaiian 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?

    While some choose either San Jose - Louisville Intl or San Jose - Lexington Blue Grass, San Jose - Nashville Intl is the most popular route 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 $328). 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

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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 November 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$308Average$419FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$354Average$688FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$376Average$539FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$416Average$592FlexibilityNo cancel feeOn-time63%

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