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$115+ 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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — SDF
Nov 13 — Nov 201
Thu 11/13
Thu 11/20
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 October 14, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$128
(Frontier)

One-way from

$115
(Kiwi.com)

Popular in

May

Cheapest in

August

Average price

$575
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 ($79 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($21 potential savings vs. average RT price).
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Average for round-trip flights in October 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 October 14, 2025.

This Trip.com deal was found by Cheapflights users on 10/13. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/2612:27 pmSJC - CVG
1 stop10h 12mFrontier
Wed 10/299:30 pmCVG - SJC
2 stops41h 02mFrontier
Deal found 10/13$211
This Southwest deal was found by Cheapflights users on 10/12. 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.
Sun 11/210:45 amSJC - BNA
1 stop5h 30mSouthwest
Wed 11/124:00 pmBNA - SJC
1 stop6h 40mSouthwest
Deal found 10/12$248
This Southwest deal was found by Cheapflights users on 10/12. 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.
Sun 11/210:45 amSJC - BNA
1 stop5h 30mSouthwest
Fri 11/74:00 pmBNA - SJC
1 stop7h 05mSouthwest
Deal found 10/12$252
This Alaska Airlines deal was found by Cheapflights users on 10/12. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/411:51 amSJC - BNA
1 stop10h 26mAlaska Airlines
Thu 11/137:15 amBNA - SJC
1 stop10h 39mAlaska Airlines
Deal found 10/12$256
This American Airlines deal was found by Cheapflights users on 10/12. 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.
Wed 11/52:38 pmSJC - BNA
1 stop6h 29mAmerican Airlines
Tue 11/115:00 amBNA - SJC
1 stop7h 16mAmerican Airlines
Deal found 10/12$257
This American Airlines deal was found by Cheapflights users on 10/13. 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.
Wed 11/126:00 amSJC - BNA
1 stop6h 19mAmerican Airlines
Sat 11/1510:09 amBNA - SJC
2 stops10h 22mAmerican Airlines
Deal found 10/13$262
This Kiwi.com deal was found by Cheapflights users on 10/12. 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.
Mon 11/36:19 pmSJC - BNA
1 stop18h 18mMultiple Airlines
Thu 11/63:32 pmBNA - SJC
1 stop28h 02mMultiple Airlines
Deal found 10/12$263
This American Airlines deal was found by Cheapflights users on 10/14. 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.
Tue 11/112:38 pmSJC - TYS
1 stop6h 30mAmerican Airlines
Sat 11/154:27 pmTYS - SJC
1 stop7h 21mAmerican Airlines
Deal found 10/14$269
This Kiwi.com deal was found by Cheapflights users on 10/12. 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.
Mon 11/36:19 pmSJC - BNA
1 stop18h 18mMultiple Airlines
Thu 11/133:42 pmBNA - SJC
2 stops27h 52mMultiple Airlines
Deal found 10/12$270
This United Airlines deal was found by Cheapflights users on 10/11. 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.
Tue 11/1112:30 pmSJC - TYS
1 stop7h 00mUnited Airlines
Sat 11/155:45 amTYS - SJC
2 stops10h 57mUnited Airlines
Deal found 10/11$274
This Cheapflightsfares deal was found by Cheapflights users on 10/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/142:39 pmSJC - BNA
1 stop7h 38mAlaska Airlines
Tue 11/187:15 amBNA - SJC
1 stop8h 30mAlaska Airlines
Deal found 10/14$274
This Delta deal was found by Cheapflights users on 10/12. 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.
Sun 11/212:40 pmSJC - BNA
1 stop7h 59mDelta
Mon 11/107:23 pmBNA - SJC
1 stop6h 29mDelta
Deal found 10/12$277

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 October 14, 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

Fri 11/14

10:45 am-6:15 pm

1 stop5h 30m

Nashville Intl

Sat 11/15

2:40 pm-7:15 pm

1 stop6h 35m

$252

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Tue 12/2

2:00 pm-11:55 pm

1 stop7h 55m

Nashville Intl

Sun 12/7

5:00 pm-10:40 pm

1 stop7h 40m

$257

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Sun 1/4

10:30 pm-1:38 pm

2 stops13h 08m

Nashville Intl

Tue 1/6

4:00 pm-8:56 pm

1 stop6h 56m

$262

San JoseKnoxville

SJC - TYS

SJCTYS

San Jose

Tue 11/11

2:38 pm-12:08 am

1 stop6h 30m

Knoxville McGhee Tyson

Sat 11/15

4:27 pm-8:48 pm

1 stop7h 21m

$269

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Thu 11/20

7:00 am-6:10 pm

1 stop9h 10m

Nashville Intl

Thu 12/4

12:48 pm-8:41 pm

1 stop9h 53m

$277

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Fri 12/12

1:35 pm-10:02 pm

1 stop6h 27m

Nashville Intl

Sun 12/14

7:10 am-12:31 pm

1 stop7h 21m

$277

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Sun 11/2

11:35 am-11:58 pm

1 stop10h 23m

Nashville Intl

Mon 11/3

5:59 pm-10:58 pm

1 stop6h 59m

$277

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Tue 11/18

5:45 am-2:18 pm

1 stop6h 33m

Nashville Intl

Sat 11/22

7:00 am-2:57 pm

1 stop9h 57m

$277

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Wed 12/10

12:55 pm-10:59 pm

1 stop8h 04m

Nashville Intl

Sun 12/14

7:10 am-12:31 pm

1 stop7h 21m

$277

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Wed 11/5

12:40 pm-10:39 pm

1 stop7h 59m

Nashville Intl

Mon 11/10

7:23 pm-11:52 pm

1 stop6h 29m

$277

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/14

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 October 14, 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 October 14, 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
4,238 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,975 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,976 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
11,042 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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 5h 30m. Fly via Southwest, United Airlines, or American 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 cheapest airlines to fly from San Jose, California to Kentucky one-way?

    The cheapest airline one-way is Southwest, with whom users have recently found tickets for as low as $124. However, be on the lookout for offers from United Airlines and Delta, as they are both options that can get you from San Jose, California to Kentucky for a low price.

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

    While some choose either San Jose - Louisville Intl or San Jose - Cincinnati Cinci./N. Kentucky, 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.

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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 October 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$308Average$404FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$354Average$683FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$376Average$642FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$416Average$583FlexibilityNo cancel feeOn-time63%

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