$260 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
Louisville
Louisville1 stop$375
Lexington
Lexington1 stop$399
Paducah
Paducah2 stops$655
Owensboro
Owensboro1 stop$580
Nashville
Nashville2 stops$224
Louisville
Louisville1 stop$375
Lexington
Lexington1 stop$399
Paducah
Paducah2 stops$655
Owensboro
Owensboro1 stop$580
Nashville
Nashville2 stops$224
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.

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

The cheapest month for flights from San Jose to Kentucky is October, when tickets cost $438 (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 $862 respectively.

Good to know

Low season

January

Cheapest flight

$260
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly with an average 24% increase in price.
Flight from San Jose to Louisville

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.

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 4219 reviews
8.6Crew
7.0Food
8.0Comfort
8.1Boarding
7.5Entertainment
Airline reviews

Despite paying for an ‘upgraded’ seat in row 1, I had to put my luggage in the middle of the plane. Snacks were bleh and seat was small and uncomfortable and I am not large. Attendants were fine but not super helpful. Plane just seemed outdated.

4.0 OkayHeather, Sep 2026
Read more Southwest reviews

Despite paying for an ‘upgraded’ seat in row 1, I had to put my luggage in the middle of the plane. Snacks were bleh and seat was small and uncomfortable and I am not large. Attendants were fine but not super helpful. Plane just seemed outdated.

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

Chairs don’t recline and the ones that do recline, barely do recline. It was most uncomfortable flight i ever been on.

Rude staff from baggage check to gate crew. Poor instructions. Inconsistent application of baggage rules.

Requested an aisle seat at the gate and got it. The staff so friendly

Had to deplane 2 x due to problems with plane. Delayed over 6 hours ans was given a $12 food credit which barely oaud for anything and limited to wear incoukd redeem.

more room in seats, larger snacks, more comms with delays

Gate agent and flight attendants were efficient, but more stern than warm.

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

New Max 10, first class seats have been shrunk. End of a 20 hour journey, it was United not Lufthansa, just glad to get home

One of my checked luggage was damaged. Cracked on the top by the handle.

I have been flying united for a long time but now I’m done

Delayed - leaving, delayed getting to the gate at destination. What should have been a very easy flight and experience was not.

It was great. The staff is always helpful and polite. The app is great and makes the whole trip and process so easy. They even offer a step to step guide to your correct terminal. And they keep all the information you'll need updated. Anything you can think of! Great experience.

Better management of the boarding process. Is there any way you could forward all the window seats first? That's the Way Reno Air used to do it, and they had the fastest boarding in the industry!

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