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Cheap flights from San Jose, California to Kentucky from $100

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San Jose, California to Kentucky departing on 2/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from San Jose, California to Kentucky

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
10:37 am - 11:58 pm
SJC
-
CVG
10h 21m1 stop
Frontier Logo
2:10 pm - 9:42 am
CVG
-
SJC
22h 32m1 stop
$149Frontier
Mon, Jan 26 - Sun, Feb 1
Frontier Logo
12:34 pm - 11:58 pm
SJC
-
CVG
8h 24m1 stop
Frontier Logo
2:10 pm - 9:42 am
CVG
-
SJC
22h 32m1 stop
$163Frontier
Thu, Feb 5 - Sun, Feb 8
Frontier Logo
12:34 pm - 8:53 pm
SJC
-
CVG
29h 19m2 stops
Frontier Logo
2:10 pm - 9:42 am
CVG
-
SJC
22h 32m1 stop
$210Frontier
Thu, Feb 5 - Sun, Feb 8
American Airlines Logo
2:26 pm - 11:11 pm
SJC
-
BNA
6h 45m1 stop
American Airlines Logo
5:00 am - 10:11 am
BNA
-
SJC
7h 11m1 stop
$224American Airlines
Tue, Feb 17 - Fri, Feb 20
American Airlines Logo
2:32 pm - 11:14 pm
SJC
-
BNA
6h 42m1 stop
American Airlines Logo
5:15 am - 10:57 am
BNA
-
SJC
7h 42m1 stop
$249American Airlines
Mon, Jan 12 - Wed, Jan 14
United Airlines Logo
8:40 am - 5:03 pm
SJC
-
BNA
6h 23m1 stop
United Airlines Logo
8:30 am - 8:56 pm
BNA
-
SJC
14h 26m2 stops
$254United Airlines
Thu, Jan 22 - Sat, Jan 24
Delta Logo
5:05 pm - 5:13 am
SJC
-
CVG
9h 08m1 stop
Delta Logo
6:45 am - 1:34 pm
CVG
-
SJC
9h 49m1 stop
$257Delta
Mon, Jan 5 - Thu, Jan 15
Delta Logo
9:15 am - 8:30 pm
SJC
-
BNA
9h 15m2 stops
Delta Logo
5:15 am - 1:05 pm
BNA
-
SJC
9h 50m2 stops
$259Delta
Thu, Jan 22 - Sun, Jan 25
Southwest Logo
1:05 pm - 9:00 pm
SJC
-
BNA
5h 55m1 stop
Southwest Logo
5:15 pm - 10:10 pm
BNA
-
SJC
6h 55m1 stop
$274Southwest
Sat, Jan 10 - Mon, Jan 12
United Airlines Logo
8:40 am - 10:30 pm
SJC
-
LEX
10h 50m1 stop
United Airlines Logo
9:00 am - 1:39 pm
LEX
-
SJC
7h 39m1 stop
$558United Airlines
Sat, Jan 17 - Wed, Jan 21

Alaska Airlines flights from San Jose, California to Kentucky

Our best Alaska Airlines deals on San Jose, California to Kentucky flight tickets
Alaska Airlines
Jan 26
SJC9:05 amSan Jose
12h 52m
1 stop
BNA11:57 pmNashville Intl
Jan 29
BNA7:00 amNashville Intl
9h 42m
1 stop
SJC2:42 pmSan Jose
$248
Find similar
Alaska Airlines
Jan 26
SJC3:36 pmSan Jose
25h 13m
1 stop
CVG7:49 pmCincinnati Cinci./N. Kentucky
Jan 29
CVG8:00 amCincinnati Cinci./N. Kentucky
9h 42m
1 stop
SJC2:42 pmSan Jose
$256
Find similar
Alaska Airlines
Jan 31
SJC3:36 pmSan Jose
21h 45m
1 stop
BNA3:21 pmNashville Intl
Feb 3
BNA7:00 amNashville Intl
8h 08m
1 stop
SJC1:08 pmSan Jose
$286
Find similar

United Airlines flights from San Jose, California to Kentucky

Our best United Airlines deals on San Jose, California to Kentucky flight tickets
United Airlines
Jan 22
SJC8:40 amSan Jose
6h 23m
1 stop
BNA5:03 pmNashville Intl
Jan 24
BNA8:30 amNashville Intl
14h 26m
2 stops
SJC8:56 pmSan Jose
$254
Find similar
United Airlines
Feb 10
SJC8:40 amSan Jose
11h 02m
2 stops
BNA9:42 pmNashville Intl
Feb 14
BNA12:50 pmNashville Intl
10h 22m
2 stops
SJC9:12 pmSan Jose
$300
Find similar
United Airlines
Jan 31
SJC8:40 amSan Jose
11h 02m
2 stops
BNA9:42 pmNashville Intl
Feb 3
BNA8:22 amNashville Intl
7h 17m
1 stop
SJC1:39 pmSan Jose
$344
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from San Jose, California 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, momondo users made 832,500 searches. Data last updated December 11, 2025.
Use the filters below to find and compare flights from San Jose, California to Kentucky that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

San JoseCincinnati

SJC - CVG

SJCCVG

San Jose

Mon 1/26

10:37 am-11:58 pm

1 stop10h 21m

Cincinnati Cinci./N. Kentucky

Sun 2/1

2:10 pm-9:42 am

1 stop22h 32m

$149

San JoseCincinnati

SJC - CVG

SJCCVG

San Jose

Thu 2/5

12:34 pm-11:58 pm

1 stop8h 24m

Cincinnati Cinci./N. Kentucky

Sun 2/8

2:10 pm-9:42 am

1 stop22h 32m

$163

San JoseCincinnati

SJC - CVG

SJCCVG

San Jose

Thu 2/5

12:34 pm-8:53 pm

2 stops29h 19m

Cincinnati Cinci./N. Kentucky

Sun 2/8

2:10 pm-9:42 am

1 stop22h 32m

$210

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Tue 2/17

2:26 pm-11:11 pm

1 stop6h 45m

Nashville Intl

Fri 2/20

5:00 am-10:11 am

1 stop7h 11m

$224

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Mon 1/12

2:32 pm-11:14 pm

1 stop6h 42m

Nashville Intl

Wed 1/14

5:15 am-10:57 am

1 stop7h 42m

$249

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Thu 1/22

8:40 am-5:03 pm

1 stop6h 23m

Nashville Intl

Sat 1/24

8:30 am-8:56 pm

2 stops14h 26m

$254

San JoseCincinnati

SJC - CVG

SJCCVG

San Jose

Mon 1/5

5:05 pm-5:13 am

1 stop9h 08m

Cincinnati Cinci./N. Kentucky

Thu 1/15

6:45 am-1:34 pm

1 stop9h 49m

$257

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Thu 1/22

9:15 am-8:30 pm

2 stops9h 15m

Nashville Intl

Sun 1/25

5:15 am-1:05 pm

2 stops9h 50m

$259

San JoseNashville

SJC - BNA

SJCBNA

San Jose

Sat 1/10

1:05 pm-9:00 pm

1 stop5h 55m

Nashville Intl

Mon 1/12

5:15 pm-10:10 pm

1 stop6h 55m

$274

San JoseLexington

SJC - LEX

SJCLEX

San Jose

Sat 1/17

8:40 am-10:30 pm

1 stop10h 50m

Lexington Blue Grass

Wed 1/21

9:00 am-1:39 pm

1 stop7h 39m

$558

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Kentucky from

How to get the cheapest flight ticket from San Jose, California to Kentucky

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Kentucky?

If you’re not able to fly to Kentucky in August, then September is your next best option. Flight prices from San Jose, California to Kentucky during September average around $453.

What is the cheapest day to depart on your flight to Kentucky?

Our data shows that Friday is the least expensive day to fly to Kentucky. Tickets to fly out on this day can be as low as $377. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around $670. These prices are subject to change though, so be sure to set up a Price Alert for flights to Kentucky.

What is the cheapest time of day to depart on your flight to Kentucky?

According to our data, the cheapest time of day to fly to Kentucky is in the evening. momondo users have found flights departing from San Jose, California to Kentucky in the evening for as low as $502. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Kentucky is at noon when prices are around $543.

Can stopping save me money on San Jose, California to Kentucky flights?

You could potentially save up to 67% on your flight if you consider stops on a San Jose, California to Kentucky flight.

Cheap San Jose, California to Kentucky flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from San Jose, California to Kentucky

Fastest flight time

4h 10m

Direct flights

Every day

Airports in Kentucky

43 airports
The fastest flight from San Jose, California to Kentucky takes 4h 10m
Direct flights go from San Jose, California to Kentucky every day.
There are 43 airports in Kentucky. From San Jose, California there are direct flights to Nashville Intl (BNA).
Search flight deals

  • When did momondo last update prices for flights from San Jose Airport to Kentucky?

    Prices for flights from San Jose Airport to Kentucky are updated daily.

  • How many operators does momondo search for flights from San Jose Airport to Kentucky?

  • How old do you have to be to fly from San Jose Airport to Kentucky?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from San Jose Airport to Kentucky.

  • What documentation or ID do you need to fly to Kentucky?

    The travel and health documents required for your trip to Kentucky can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Kentucky. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from San Jose, California to Kentucky

Compare and see reviews for airlines that fly from San Jose, California to Kentucky with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $308Free CancellationRating
7.9
8,008 reviews
Search Delta flights
American AirlinesPriceFrom $354Free CancellationRating
7.2
11,050 reviews
Search American Airlines flights
United AirlinesPriceFrom $376Free CancellationRating
7.4
9,095 reviews
Search United Airlines flights
SouthwestPriceFrom $416Free CancellationRating
7.9
4,253 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from San Jose to Kentucky?

Finding the right flight to Kentucky from San Jose is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Kentucky quick and easy, saving you time and money.

Can I find flights from San Jose to Kentucky with flexible booking policies on momondo?

Yes. All flights to Kentucky from San Jose on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from San Jose to Kentucky?

momondo helps you find the best flight between San Jose and Kentucky by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from San Jose to Kentucky right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Kentucky from San Jose. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Kentucky trip

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