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Kentucky

$90+ 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 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — SDF
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
1 adult, Economy
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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 January 28, 2026.

This Vliegwinkel deal was found by Cheapflights users on 1/26. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2610:34 am
SJC
-
CVG
1 stop10h 25m
Multiple Airlines
Wed 3/48:09 am
CVG
-
SJC
1 stop8h 33m
Multiple Airlines
Deal found 1/26$209
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 2/2610:34 am
SJC
-
BNA
1 stop16h 34m
Multiple Airlines
Sat 2/288:45 pm
BNA
-
SJC
2 stops25h 17m
Multiple Airlines
Deal found 1/25$218
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 2/2610:34 am
SJC
-
CVG
1 stop10h 25m
Frontier
Sun 3/88:40 pm
CVG
-
SJC
1 stop24h 27m
Frontier
Deal found 1/25$218
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 2/2610:34 am
SJC
-
CVG
1 stop10h 25m
Frontier
Wed 3/43:20 pm
CVG
-
SJC
2 stops29h 24m
Frontier
Deal found 1/26$233
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 3/18:57 pm
SJC
-
CVG
2 stops23h 45m
Frontier
Sun 3/88:40 pm
CVG
-
SJC
1 stop24h 27m
Frontier
Deal found 1/25$241
This Southwest deal was found by Cheapflights users on 1/27. 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.
Tue 4/147:45 am
SJC
-
BNA
1 stop7h 15m
Southwest
Tue 4/218:15 am
BNA
-
SJC
1 stop6h 50m
Southwest
Deal found 1/27$244
This Delta deal was found by Cheapflights users on 1/28. 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.
Tue 4/211:57 pm
SJC
-
BNA
1 stop8h 02m
Delta
Sat 4/251:54 pm
BNA
-
SJC
1 stop9h 27m
Delta
Deal found 1/28$249
This Delta deal was found by Cheapflights users on 1/28. 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.
Tue 4/218:05 pm
SJC
-
BNA
2 stops10h 47m
Delta
Wed 4/293:02 pm
BNA
-
SJC
1 stop9h 35m
Delta
Deal found 1/28$254
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 3/29:35 am
SJC
-
CVG
2 stops25h 35m
Frontier
Sun 3/88:40 pm
CVG
-
SJC
1 stop24h 27m
Frontier
Deal found 1/25$254
This Delta deal was found by Cheapflights users on 1/25. 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 2/287:15 am
SJC
-
CVG
1 stop8h 47m
Delta
Tue 3/108:05 am
CVG
-
SJC
1 stop7h 26m
Delta
Deal found 1/25$257
This Southwest deal was found by Cheapflights users on 1/27. 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.
Tue 2/247:05 am
SJC
-
BNA
2 stops8h 25m
Southwest
Tue 3/35:40 am
BNA
-
SJC
2 stops8h 50m
Southwest
Deal found 1/27$259
This Delta deal was found by Cheapflights users on 1/28. 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.
Tue 2/246:30 pm
SJC
-
BNA
2 stops11h 47m
Delta
Mon 3/22:03 pm
BNA
-
SJC
2 stops11h 56m
Delta
Deal found 1/28$260

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 January 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$209
(Vliegwinkel)

One-way from

$90
(Kiwi.com)

Popular in

May

Cheapest in

February

Average price

$683
Provider with most accurate pricing for San Jose-Louisville Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Jose-Louisville Intl flights.
Search Deals
From San Jose to Kentucky
Search Deals
One-way flight from San Jose to Kentucky
Search Deals
Highest demand for flights based on searches. 24% potential increase in price ($196 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($22 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 January 28, 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

Tue 4/14

7:45 am-5:00 pm

1 stop7h 15m

Nashville Intl

Tue 4/21

8:15 am-1:05 pm

1 stop6h 50m

$244

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Wed 4/22

1:57 pm-11:59 pm

1 stop8h 02m

Nashville Intl

Fri 4/24

7:20 pm-11:41 pm

1 stop6h 21m

$249

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Mon 5/11

1:50 pm-11:44 pm

1 stop7h 54m

Nashville Intl

Fri 5/15

7:16 pm-11:49 pm

1 stop6h 33m

$249

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Mon 3/9

3:35 pm-11:55 pm

1 stop6h 20m

Nashville Intl

Sat 3/14

6:10 pm-10:50 pm

1 stop6h 40m

$249

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Wed 4/29

6:45 am-5:20 pm

1 stop8h 35m

Nashville Intl

Sat 5/2

2:31 pm-9:45 pm

1 stop9h 14m

$249

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Sat 4/25

11:35 am-11:59 pm

1 stop10h 24m

Nashville Intl

Tue 4/28

4:13 pm-9:45 pm

1 stop7h 32m

$249

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Wed 4/22

11:35 am-11:59 pm

1 stop10h 24m

Nashville Intl

Thu 4/23

7:05 am-1:17 pm

1 stop8h 12m

$249

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Wed 2/11

1:55 pm-11:50 pm

1 stop7h 55m

Nashville Intl

Fri 2/13

4:08 pm-9:18 pm

1 stop7h 10m

$249

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Tue 4/21

1:21 pm-9:47 pm

1 stop6h 26m

Nashville Intl

Wed 4/29

7:05 am-1:17 pm

1 stop8h 12m

$249

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Tue 4/21

1:57 pm-11:59 pm

1 stop8h 02m

Nashville Intl

Sat 4/25

1:54 pm-9:21 pm

1 stop9h 27m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

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 $358). 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 January 28, 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.
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

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
4,267 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

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
8,124 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

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
9,212 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

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
11,201 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

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 6h 46m. Fly via Southwest, Delta, or American Airlines to get the fastest option. The distance between San Jose, California and Kentucky is about 2166 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 - Cincinnati Cinci./N. Kentucky or San Jose - Louisville Intl, 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 January is currently the most expensive (average of $358). 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.
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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 January 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$195Average$440FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$354Average$604FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$376Average$568FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$412Average$599FlexibilityNo cancel feeOn-time63%

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