HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Kentucky

$82+ Cheap flights from San Jose (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 10/14. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — SDF
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from San Jose to Kentucky with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 September 15, 2025.

Round-trip from

$155
(Priceline)

One-way from

$82
(Southwest)

Popular in

May

Cheapest in

August

Average price

$547
From San Jose to Kentucky
Search Deals
One-way flight from San Jose to Kentucky
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($80 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

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 September 15, 2025.

This Priceline deal was found by Cheapflights users on 9/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2812:26 pmSJC - BNA
1 stop10h 14mFrontier
Thu 10/26:15 amBNA - SJC
1 stop8h 59mFrontier
Deal found 9/13$155
This Priceline deal was found by Cheapflights users on 9/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2412:27 pmSJC - CVG
1 stop10h 22mFrontier
Sun 10/266:05 amCVG - SJC
1 stop8h 27mFrontier
Deal found 9/13$160
This Frontier deal was found by Cheapflights users on 9/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2412:27 pmSJC - BNA
1 stop9h 32mFrontier
Sun 10/266:12 amBNA - SJC
1 stop7h 20mFrontier
Deal found 9/14$165
This Frontier deal was found by Cheapflights users on 9/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2212:30 pmSJC - CVG
1 stop10h 10mFrontier
Thu 10/26:18 amCVG - SJC
1 stop9h 56mFrontier
Deal found 9/14$170
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 11/52:38 pmSJC - BNA
1 stop6h 29mAmerican Airlines
Thu 11/65:00 amBNA - SJC
1 stop7h 16mAmerican Airlines
Deal found 9/14$183
This Frontier deal was found by Cheapflights users on 9/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2612:25 pmSJC - CVG
1 stop10h 15mFrontier
Mon 9/298:00 amCVG - SJC
1 stop12h 45mFrontier
Deal found 9/12$187
This United Airlines deal was found by Cheapflights users on 9/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/88:45 amSJC - BNA
2 stops10h 39mUnited Airlines
Sat 11/156:25 amBNA - SJC
1 stop7h 53mUnited Airlines
Deal found 9/13$188
This Frontier deal was found by Cheapflights users on 9/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2012:35 pmSJC - BNA
1 stop9h 24mFrontier
Fri 10/246:12 amBNA - SJC
1 stop7h 20mFrontier
Deal found 9/15$195
This Frontier deal was found by Cheapflights users on 9/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2412:27 pmSJC - BNA
1 stop9h 32mFrontier
Thu 10/309:45 pmBNA - SJC
2 stops15h 47mFrontier
Deal found 9/14$200
This Priceline deal was found by Cheapflights users on 9/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/312:25 pmSJC - CVG
1 stop10h 15mFrontier
Sun 10/56:18 amCVG - SJC
1 stop8h 08mFrontier
Deal found 9/15$200
This Frontier deal was found by Cheapflights users on 9/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1312:35 pmSJC - BNA
1 stop9h 24mFrontier
Mon 10/206:12 amBNA - SJC
1 stop7h 20mFrontier
Deal found 9/14$201
This United Airlines deal was found by Cheapflights users on 9/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/186:30 amSJC - BNA
1 stop7h 25mUnited Airlines
Tue 10/219:51 amBNA - SJC
1 stop10h 23mUnited Airlines
Deal found 9/13$209

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 September 15, 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 JoseCincinnati

SJC - CVG

SJCCVG

San Jose

Fri 10/24

12:27 pm-1:49 am

1 stop10h 22m

Cincinnati Cinci./N. Kentucky

Sun 10/26

6:05 am-11:32 am

1 stop8h 27m

$160

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Tue 11/11

2:38 pm-11:07 pm

1 stop6h 29m

Nashville Intl

Wed 11/19

5:00 am-10:16 am

1 stop7h 16m

$183

San JoseCincinnati

SJC - CVG

SJCCVG

San Jose

Mon 10/20

12:35 pm-1:39 am

1 stop10h 04m

Cincinnati Cinci./N. Kentucky

Sun 10/26

6:05 am-11:32 am

1 stop8h 27m

$187

San JoseCincinnati

SJC - CVG

SJCCVG

San Jose

Fri 10/3

12:25 pm-1:40 am

1 stop10h 15m

Cincinnati Cinci./N. Kentucky

Sun 10/5

6:18 am-11:26 am

1 stop8h 08m

$200

San JoseCincinnati

SJC - CVG

SJCCVG

San Jose

Sun 9/28

12:26 pm-1:40 am

1 stop10h 14m

Cincinnati Cinci./N. Kentucky

Thu 10/2

4:48 pm-11:30 am

2 stops21h 42m

$211

San JoseCincinnati

SJC - CVG

SJCCVG

San Jose

Fri 9/26

12:25 pm-1:40 am

1 stop10h 15m

Cincinnati Cinci./N. Kentucky

Mon 9/29

6:18 am-5:45 pm

2 stops14h 27m

$238

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Sat 10/18

6:30 am-9:30 pm

2 stops13h 00m

Nashville Intl

Wed 10/22

6:10 am-12:01 pm

1 stop7h 51m

$242

San JoseCincinnati

SJC - CVG

SJCCVG

San Jose

Fri 11/7

12:27 pm-1:39 am

1 stop10h 12m

Cincinnati Cinci./N. Kentucky

Tue 11/18

6:30 pm-2:23 pm

2 stops22h 53m

$252

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Tue 3/3

1:35 pm-10:20 pm

1 stop6h 45m

Nashville Intl

Wed 3/4

7:00 am-1:01 pm

1 stop8h 01m

$257

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Mon 10/20

8:10 pm-8:14 am

2 stops10h 04m

Nashville Intl

Fri 10/24

2:00 pm-10:08 pm

2 stops10h 08m

$267

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Showing 1-10 of 60 results
1
2
3
...
6

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 to Kentucky?

Currently, January is the cheapest month in which you can book a flight from San Jose to Kentucky (average of $299). Flying from San Jose to Kentucky in April is currently the most expensive (average of $369). 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 September 15, 2025.

When flying from San Jose to Kentucky, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 15, 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
4,242 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

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
7,954 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

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
8,929 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

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
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

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 to Kentucky?

    Frontier, American Airlines, and United Airlines can get you from San Jose to Kentucky in just under 6h 29m. Your travel time can differ by up to 6h 31m. The distance from San Jose to 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 to Kentucky one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $91. However, be on the lookout for offers from United Airlines and Delta, as they are both options that can get you from San Jose to Kentucky for a low price.

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

    While some choose either San Jose - Cincinnati Cinci./N. Kentucky or San Jose - Knoxville McGhee Tyson, San Jose - Nashville Intl is the most popular route from San Jose 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 to Kentucky?

    Currently, January is the cheapest month in which you can book a flight from San Jose to Kentucky (average of $299). Flying from San Jose to Kentucky in April is currently the most expensive (average of $369). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for San Jose to Kentucky

See prices for flight routes from nearby airports that may be better suited for you.
Los Angeles to John F Kennedy Intl flights
San Francisco to John F Kennedy Intl flights
Los Angeles to Seattle flights
Los Angeles to Newark flights
San Francisco to Las Vegas flights
Los Angeles to Honolulu flights
Los Angeles to Dallas/Fort Worth flights
Los Angeles to LaGuardia flights
San Francisco to Newark flights
Los Angeles to O'Hare Intl flights
San Francisco to Los Angeles flights
Los Angeles to San Francisco flights
Los Angeles to Las Vegas flights
Ontario to Seattle flights
Los Angeles to Boston flights
San Francisco to Honolulu flights
San Francisco to O'Hare Intl flights
Santa Ana to Las Vegas flights
Ontario to John F Kennedy Intl flights
San Francisco to LaGuardia flights
San Francisco to Seattle flights
San Francisco to Santa Ana flights
San Francisco to Ontario flights
San Francisco to Dallas/Fort Worth flights
Ontario to San Francisco flights
Los Angeles to Miami flights
Santa Ana to San Francisco flights
Los Angeles to Orlando flights
Oakland to Las Vegas flights
Burbank to Las Vegas flights
Los Angeles to San Jose flights
San Francisco to Boston flights
Santa Ana to Seattle flights
Los Angeles to Reagan-National flights
San Jose to Las Vegas flights
Los Angeles to Dulles Intl flights
Los Angeles to Hobby flights
Burbank to Newark flights
San Jose to Seattle flights
San Diego to John F Kennedy Intl flights
Los Angeles to Portland flights
San Jose to Los Angeles flights
Ontario to O'Hare Intl flights
Los Angeles to Austin flights
San Francisco to Denver flights
Ontario to Newark flights
Los Angeles to Denver flights
Santa Ana to Newark flights
Los Angeles to Kahului flights
San Diego to Seattle flights

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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$308Average$455FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$354Average$646FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$376Average$642FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$416Average$585FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.