$132 Find Cheap Flights from San Jose to Kentucky - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Cheap Flights from San Jose to Kentucky

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
Knoxville
6h 14m2 stops
from $266per person
Cincinnati
6h 00m2 stops
from $303per person
Nashville
4h 10mNonstop
from $318per person
Louisville
6h 17m2 stops
from $335per person
Lexington
6h 40m2 stops
from $399per person
Owensboro
6h 51m2 stops
from $470per person
Evansville
7h 10m2 stops
from $499per person
Blountville
7h 39m2 stops
from $539per person
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Booking Insights

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

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

How much is a round-trip flight from San Jose, California to Kentucky?

Flight prices are below average for this route right now.

Flights to Kentucky from San Jose, California usually cost between $450 and $584 in October.
The lowest price found in the past 5 days was $335 on Delta (Oct 7-Oct 10).

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

The cheapest month for flights from San Jose to Kentucky is February, when tickets cost $476 (return) on average. On the other hand, the most expensive months are June and April, when the average cost of round-trip tickets is $904 and $823 respectively.

Good to know

Low season

January

Cheapest flight

$132
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 22% increase in price.
Flight from San Jose to Cincinnati

FAQs - booking Kentucky flights

  • How does KAYAK find such low prices on flights from San Jose 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 Jose to Kentucky.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from San Jose 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 Jose 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 Jose 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 Jose 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 Jose to Kentucky up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Kentucky

  • Looking for a cheap flight? 25% of our users found tickets from San Jose to the following destinations at these prices or less: Nashville $281 one-way - $440 round-trip

Reviews of the top 3 airlines serving from San Jose to Kentucky

 
Need help choosing which airline to fly with from San Jose 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.
8.0
SouthwestOverall score based on 4189 reviews
7.0Food
8.0Comfort
8.6Crew
7.5Entertainment
8.1Boarding
Airline reviews

had to check bag at gate when there was still overhead bin space. As usual the WIFI didn't really work.

6.0 GoodAnonymous, Sep 2026
Read more Southwest reviews

had to check bag at gate when there was still overhead bin space. As usual the WIFI didn't really work.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

The seats were a bit cramped and worn, but otherwise okay.

I recently flew Southwest from San Jose to Honolulu. I was very impressed with the flight crew, especially the flight attendant in charge of the front of the plane. She came through the aisle at least five times for drinks and water, and two times for snacks. I have not seen such service since I flew first class. Also, for the first time, they gave us the correct baggage claim number, and the luggage came out quickly. I can't wait for Southwest to have assigned seating! I absolutely hate the Cattle Call boarding procedure and the mad dash to get seats and overhead bins. However, the boarding was efficient.

Forget beverage, they didn't even have water for half the passangers?

Flight was not full! Had a whole row to myself.

Since the flight wasn’t full, we had some extra room. Crew was great

Wifi didn’t work, no service, seats are hard as rocks

Carmen was an absolute delight on the flight staff! Everyone was lovely and made it a very pleasant flight.

Flight was delayed at airport with large backlog and WiFi was spotty

Flight was delayed from San Diego due to being overweight for weather conditions. We missed our connecting flight to our final destination due to the delay, as well as the connecting flight leaving before the scheduled departure time. We missed the connection within 10 - 15 minutes. We were booked on a later flight arriving 7 hours later. There were 7 passengers sharing the same originating and connecting flight.

Horrible, mismanaged ground issue resulting in a long delayed, next flight left early, waiting extra 7 hours in the airport, screen did not work

DL482 did not wait for about 10 of us including a mother and 3 children when we were in the same terminal on DL486, where we were switching from waiting for a jet bridge fix, to moving to a neighboring gate. I understand taxiing delays are ok either but man. We only needed 5 more minutes. DL482 did not adjust from their times at all. This was my first time with Delta.

Delta is getting worst by the minute. Where this was at one point my only go to airline, it has become like a budget airline

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Plane was turned around due to fog half way into the flight, Delta did not properly direct passengers to stay on same flight and instead failed to properly rebook on Alaska

Flight was on time, clean, etc. Despite connecting to your wi fi I was unable to use your app to watch entertainment.

Boarding, time to take off, in flight offerings, and staff were all great. I recommend using UA for this short flight.

This was an auto-rebook due to being delayed from an earlier UA connecting flight. The boarding was fine, but they sat me in a middle seat when my original booking was a window seat. Overall, the flight was fine as it still got me to my final destination.

The flight out of Fresno boarded 1.5 hour past scheduled and made me miss my connecting flight from SFO to SEA.

I missed the flight due to maintenance issues. This is the second flight I’ve missed in four days because United allows such little time between layovers. Very disappointing

My return flight to Honolulu (UA 1170) was on a 777-200. I’d forgotten the weird seating arrangement in first-class (2-2-2); I was in 1B, so I faced the passenger in 1C. Unfortunately, there was a problem with the flight computer, so we left LA an hour late (6:05pm). The meal I chose was Korean BBQ Glazed short rib. It was served with a nice salad and fried rice. This meal was better than breakfast on the outgoing leg. All in all, a decent flying experience. Ratings: 777: 3.75, food: 3.5, service: 5 (out of 5).

It was hot and not as comfortable as the flight to Chicago. Must have been a different plane that needs to be worked on or replaced.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

I understand stuff happens, but plane failures are likely due to lack of maintenance. Additionally, air conditioning wasn't working, no snack/drink service, no WiFi. Fortunately, the crew was communicative and light-hearted. United grabbed another plane and we were able to get to our destination.

A good, solid, no frills experience. Departed and arrived on time, staff were pleasant and attentive. Loved the Bluetooth connectivity on the SJC to IAH leg. Being able to watch movies and listen to them with my noise cancelling headphones was lovely. Missed that on the IAH to LHR leg (so I put the wired buds on and my over ear Quiet Comforts over those).

More options for your flight from San Jose to Kentucky

Complete your trip to Kentucky with a hotel stay or car rental