$89 Find Cheap Flights from San Jose 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 Jose to Kentucky departing on 3/1. 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 Jose 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 Jose to Kentucky, as well as popular online travel agencies
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Cheap Flights from San Jose to Kentucky

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Louisville
Louisville2 stops$320
Lexington
Lexington1 stop$329
Paducah
Paducah2 stops$764
Nashville
Nashville1 stop$180
Louisville
Louisville2 stops$320
Lexington
Lexington1 stop$329
Paducah
Paducah2 stops$764
Nashville
Nashville1 stop$180

Book Cheap San Jose 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 Jose 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 Jose to Kentucky

Mon, Mar 2 - Wed, Mar 11
Multiple Airlines Logo
9:35 am - 5:08 am
SJC
-
BNA
17h 33m
1 stop
Multiple Airlines Logo
8:45 pm - 6:07 pm
BNA
-
SJC
23h 22m
1 stop
$180Multiple Airlines
Thu, Mar 5 - Wed, Mar 11
Multiple Airlines Logo
10:34 am - 5:08 am
SJC
-
BNA
16h 34m
1 stop
Multiple Airlines Logo
8:45 pm - 6:07 pm
BNA
-
SJC
23h 22m
1 stop
$190Multiple Airlines
Sat, Feb 21 - Sat, Feb 28
American Airlines Logo
6:00 am - 2:58 pm
SJC
-
BNA
6h 58m
1 stop
American Airlines Logo
10:25 am - 6:45 pm
BNA
-
SJC
10h 20m
2 stops
$248American Airlines
Fri, Feb 27 - Mon, Mar 2
Delta Logo
10:35 pm - 8:17 am
SJC
-
BNA
7h 42m
1 stop
Delta Logo
7:35 am - 1:37 pm
BNA
-
SJC
8h 02m
1 stop
$249Delta
Tue, Mar 3 - Mon, Mar 9
Delta Logo
9:10 pm - 8:17 am
SJC
-
BNA
9h 07m
2 stops
Delta Logo
7:22 pm - 11:58 pm
BNA
-
SJC
6h 36m
1 stop
$254Delta
Wed, Apr 15 - Fri, Apr 17
American Airlines Logo
6:00 am - 4:01 pm
SJC
-
CVG
7h 01m
1 stop
American Airlines Logo
7:00 am - 12:06 pm
CVG
-
SJC
8h 06m
1 stop
$316American Airlines
Tue, Mar 10 - Sat, Mar 14
United Airlines Logo
10:55 pm - 9:48 am
SJC
-
CVG
7h 53m
1 stop
United Airlines Logo
3:25 pm - 9:16 pm
CVG
-
SJC
8h 51m
1 stop
$322United Airlines
Fri, Apr 24 - Sun, Apr 26
Southwest Logo
10:55 pm - 10:05 am
SJC
-
SDF
8h 10m
1 stop
Southwest Logo
8:20 pm - 11:55 pm
SDF
-
SJC
6h 35m
1 stop
$367Southwest
Thu, Feb 26 - Mon, Mar 2
Southwest Logo
12:20 pm - 11:30 pm
SJC
-
SDF
8h 10m
1 stop
Southwest Logo
1:30 pm - 8:00 pm
SDF
-
SJC
9h 30m
2 stops
$384Southwest
Mon, Jun 1 - Wed, Jun 24
United Airlines Logo
6:37 pm - 1:29 pm
SJC
-
PAH
16h 52m
2 stops
United Airlines Logo
2:05 pm - 12:08 pm
PAH
-
SJC
24h 03m
1 stop
$764United Airlines
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?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from San Jose 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 Jose to Kentucky is February, when tickets cost $379 (return) on average. On the other hand, the most expensive months are May and April, when the average cost of round-trip tickets is $842 and $841 respectively.

Good to know

Low seasonJanuary
Cheapest flight$89
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 4% increase in price.
Flight from San Jose to Nashville

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 4 airlines serving from San Jose to Kentucky

 
See real verified KAYAK customer reviews for airlines flying from San Jose 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 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 4273 reviews
8.1Boarding
8.6Crew
7.0Food
7.5Entertainment
8.0Comfort
Airline reviews

The wifi on the plane is great. The only issue that I have is that I prefer an aisle seat and on my trips this week, I was either in the middle or window. If we can work to secure aisle seating, I will be thrilled. Nice trip.

8.0 ExcellentJoseph, Jan 2026
LGB - PHX
Read more Southwest reviews

The wifi on the plane is great. The only issue that I have is that I prefer an aisle seat and on my trips this week, I was either in the middle or window. If we can work to secure aisle seating, I will be thrilled. Nice trip.

Great flight but super high price. Glad it was a business trip and not personal

3 hour delay. Had to change plans and was still delayed.

We got exit row seats both flights. Everything was running on time

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Delta One is extraordinary. I fly business when somebody hires me. I just wonder why there is such a chasm between business class and the insanely inhumane and nonsensical coach. The seats are not large enough to fit even my tiny wife. We fly 10% of what we did because we don’t want to pay 5-10 k but for $400 it’s unbearable. It seems like the accountants took over and made stupid decisions. Screw in 20 extra seats and make it so unbearable that people fly 90% less. Just put the damn price up and put some proper chairs in. But business, yay.

Delta’s staff is unmatched. From the gate agents, to the pilots, to the flight attendants… all top of the industry.

The flight was delayed for about 2 hrs. Other than it, it was good.

I am extremely disappointed that delta internal pilot manuals now refer to the Gulf of Mexico as the “gulf of America”. You can bow down to the Orange turd on your own. I will never fly delta again

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!!

No lunch on a x-country flight scheduled for 10:50 am departure, arrived 5+ hrs later. That requires a black box label before you pay for the tickets. Worst, when I checked in online, it's specifically said that lunch was served on his flight for economy Plus passengers.

Our flight from SFO to MSP was right on time on 11/15/2025. No delays. As we approached MSP at about 8 pm, we circled in the air until 8:40 pm so I don't call that efficient for MSP. I think the captain should announce the delay and why. (as if we all don't know that we are just circling around the area, slowing down, speeding up, slowing down.) Thank you. Marilyn Fischer

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

The flight crew where really good. Better then the crew from BNE to SFO

left on time, reasonable boarding process arrived early luggage came out quickly

I’m so sorry, I can’t remember her name, I believe it was Dimpti. She was stellar, also a mature Asian flight attendant, lots of flowers in her hair, just as amazing! But literally the crew was AWESOME . Only downside is there weren’t any charging outlets. Maybe I needed to ask a flight attendant , but it would’ve been nice to have one easily accessible.

I boarded flight UA#1318 at Sacramento International Airport going back to Houston TX. The flight was scheduled at 5:10am. I was able to check in virtually using the United Airlines app. When I entered the airport, there was no one outside assisting with checked bags as it was for Delta Airlines. Immediately upon entering, there was a LONG, EXTREMELY LONG line to the kiosks to get boarding passes. I stand in line to get boarding passes then had to move to ANOTHER EXTREMELY LONG line to get my bags checked in. While standing in this line, we noticed an agent taking customers to 3 at a time to her station to check their bags in. Lucky for me, she called me back, checked my bags for me and I was on my way. I then encountered another long line at the TSA check and to avoid I ending up having to sign up for CLEAR to bypass it. So glad, I did.,...Both of my flights were great with no issues, butthe check in progress at Bush Airport was so much smoother. Check-in at SMF airport needs to be anaylzed and corrected. Do better United, I know you can....thanks

Pushed back only to get deplaned due to a tire damaged by ground crew. They did at least go pretty fast. The bathrooms should be banned under the Geneva convention. No room to even sit straight on the toilet. The under-seat entertainment units block what little leg room there is.

United airlines has the best customer experience from booking to arrival. I always fly United airlines. The mileage program is excellent

Older aircraft, no meal, only food was for purchase. Not impressed United.

Not pleasant trip cross country when the entertainment and WiFi system not working. No entertainment for entirety of route. Staff was rather nonchalant in that they dismissed the problem due to age of plane. It would have been nice to know this up front so I could have come prepared to read or download movies before boarding Coincidentally or not, there was a similar issue with the entertainment system on my previous flight I took on my fist leg of the trip. There are no seat TVs, so you must rely on the app when it works. United can do better. Also, what use it it to pay for boarding group 2 when half of the passengers are in the same line as you?

Premium Plus is a really good idea for longer flights

It would be nice to have some low carb options in the snacks.

The entertainment options were at best, fair. It was exactly the same as my outbound flight. It would have been more entertaining if there were some series from Apple TV, HBO, Showtime or other carriers for me to catch up with.

The flight was on time and arrived early. The crew were friendly and helpful.

Overall experience was great. Flights were almost on time in departing and we arrived at our destination as scheduled. No issues with amenities or flight crew. Everything went well as as expected. Will fly again with American Airlines in the future!

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

Horrible. Both legs of my flight were delayed more than 6 hours. No compensation, no screens on the plane, and the plane was not clean.

The flight was smooth, the pilot kept us informed about delays and we arrived more of less on time

The flight was flawless and we even arrived between 20 and 25 minutes early!

Always seated jammed in rear of aircraft Admirals Club food at DFW terminal D was absolute worst food experience and I pay $600/year to eat this dried out junk

Mostly good. Flight was crowded but Airline personnel were very friendly & accommodating. It would be good to have savory snacks rather than just sweet Biscoff cookies.

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

Information on your arrival and departure airports