$176 Find Cheap Flights from San José to Kentucky

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from San José to Kentucky departing on 5/14. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Kentucky

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San José to Kentucky, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San José to Kentucky, as well as popular online travel agencies
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Cheap Flights from San José to Kentucky

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Louisville
Louisville1 stop$335
Lexington
Lexington1 stop$397
Nashville
Nashville1 stop$255
Louisville
Louisville1 stop$335
Lexington
Lexington1 stop$397
Nashville
Nashville1 stop$255

Book Cheap San José to Kentucky Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from San José to Kentucky that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from San José to Kentucky

Tue, Mar 10 - Tue, Mar 24
Multiple Airlines Logo
7:05 am - 7:57 pm
SJO
-
BNA
11h 52m
1 stop
Multiple Airlines Logo
6:15 am - 3:06 pm
BNA
-
SJO
9h 51m
1 stop
$255Multiple Airlines
Tue, May 5 - Tue, May 12
American Airlines Logo
2:08 pm - 11:47 am
SJO
-
CVG
19h 39m
1 stop
American Airlines Logo
7:15 am - 7:07 pm
CVG
-
SJO
13h 52m
1 stop
$291American Airlines
Tue, May 5 - Tue, May 12
American Airlines Logo
6:30 am - 11:09 pm
SJO
-
CVG
14h 39m
2 stops
American Airlines Logo
7:13 pm - 11:25 am
CVG
-
SJO
18h 12m
1 stop
$295American Airlines
Thu, Apr 23 - Mon, Apr 27
American Airlines Logo
2:22 pm - 11:38 pm
SJO
-
BNA
8h 16m
1 stop
American Airlines Logo
7:14 pm - 11:35 am
BNA
-
SJO
17h 21m
1 stop
$297American Airlines
Thu, Apr 23 - Mon, Apr 27
American Airlines Logo
2:22 pm - 11:38 pm
SJO
-
BNA
8h 16m
1 stop
American Airlines Logo
8:43 am - 7:07 pm
BNA
-
SJO
11h 24m
2 stops
$302American Airlines
Mon, Mar 16 - Sat, Mar 21
Multiple Airlines Logo
11:38 am - 10:41 am
SJO
-
BNA
22h 03m
1 stop
Multiple Airlines Logo
3:23 pm - 10:42 am
BNA
-
SJO
20h 19m
1 stop
$307Multiple Airlines
Tue, Apr 7 - Tue, Apr 21
Delta Logo
7:00 am - 7:02 pm
SJO
-
BNA
11h 02m
1 stop
Delta Logo
5:25 am - 11:56 am
BNA
-
SJO
7h 31m
1 stop
$314Delta
Thu, Apr 16 - Tue, Apr 28
United Airlines Logo
11:13 am - 4:41 pm
SJO
-
SDF
27h 28m
2 stops
United Airlines Logo
9:15 am - 7:37 pm
SDF
-
SJO
12h 22m
1 stop
$341United Airlines
Thu, Apr 30 - Mon, May 4
United Airlines Logo
1:25 pm - 8:19 am
SJO
-
CVG
16h 54m
2 stops
United Airlines Logo
9:27 pm - 12:21 pm
CVG
-
SJO
16h 54m
2 stops
$346United Airlines
Tue, Apr 7 - Thu, Apr 16
Delta Logo
7:00 am - 6:49 pm
SJO
-
SDF
9h 49m
1 stop
Delta Logo
7:05 am - 11:56 am
SDF
-
SJO
6h 51m
1 stop
$405Delta
Booking Insights

KAYAK's insights & trends for San José to Kentucky flights

Get data-powered insights and trends into flights from San José to Kentucky to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from San José to Kentucky?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from San José to Kentucky, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from San José to Kentucky is August, when tickets cost $243 (return) on average. On the other hand, the most expensive months are March and December, when the average cost of round-trip tickets is $505 and $451 respectively.

Good to know

Low seasonFebruary
Cheapest flight$176
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from San José to Nashville

FAQs - booking Kentucky flights

  • How does KAYAK find such low prices on flights from San José to Kentucky?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from San José to Kentucky.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from San José to Kentucky?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from San José to Kentucky is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from San José to Kentucky?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from San José to Kentucky with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from San José to Kentucky?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from San José to Kentucky up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from San José to Kentucky

 
See real verified KAYAK customer reviews for airlines flying from San José to Kentucky. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from San José to Kentucky? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 11313 reviews
7.2Comfort
8.0Crew
6.9Entertainment
6.4Food
7.5Boarding
Airline reviews

Flight was on time and there was an empty seat next to me. That makes for a good flight!

10.0 ExcellentBrian, Feb 2026
DFW - DCA
Read more American Airlines reviews

Flight was on time and there was an empty seat next to me. That makes for a good flight!

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

I like that the flight attendant was very attentive and helpful. The meal menu could have more of an variety of food choices.

Everything was good. Flight was very full so crew was busy. After we boarded and plane pulled away from the gate, we were delayed about 40 minutes- sitting on the runway - due to weather en route or at the destination. While weather is not the fault of the airline- it’s terrible to sit on a plane and not moving.

We missed our flight and got stranded in Miami where we had to rent a hotel we could not afford. they would not work with us because they said it was weather related even though the gate attendant said it was not. I could go on but trying to get satisfaction has wore me down, which I believe is the intent. My only solution is to never fly AA again.

No Snacks or Entertainment. The flight was short, snacks should still be given.

We lost a day of our vacation because AA did not get the plane to the gate on time. Even though the gate attendant was very clear that it was not weather related, AA would do nothing because there was some snow that day. They basically said the gate attendant was wrong even though she was on the front line of the situation and they were not.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

American Airlines was great and worked very hard to change my ticket so I could get an earlier, direct flight back to Dallas. However, I was informed that Kayak made mistakes with my itinerary and classified my ticket as desiring to be on the earlier flight instead of taking the necessary step of calling AA to get me on the standby list. This ended up keeping me from being added to the standby list and delayed me getting home by 6 hours. I am happy to discuss this further with Kayak so they can correct their procedures so this won't happen again.

The flight was fine. It's the satellite terminal that supports American eagle flights is what sucks. There is only one food option and everything there is way overpriced. I mean I know it's airport pricing, but it's even crazier than that. I bought a sandwich in a plastic container for $18.

Everything you need to know for your flight from San José to Kentucky

Information on your arrival and departure airports