$66 Find Cheap Flights from Oakland 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 Oakland to Kentucky departing on 6/2. 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.
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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 Oakland 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 Oakland to Kentucky, as well as popular online travel agencies
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Best Kentucky Flight Deals from Oakland

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Louisville
Louisville2 stops$228
Lexington
Lexington2 stops$589
Owensboro
Owensboro2 stops$565
Nashville
Nashville1 stop$151
Louisville
Louisville2 stops$228
Lexington
Lexington2 stops$589
Owensboro
Owensboro2 stops$565
Nashville
Nashville1 stop$151

Cheap Flights from Oakland to Kentucky

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Oakland 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.

Recent round-trip flight deals from Oakland to Kentucky

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Oakland to Kentucky.
Discover the best prices for you by selecting your travel dates on KAYAK.
Spirit Airlines Logo
9:09 pm - 5:55 amOAK-BNA
6h 46m1 stop
Spirit Airlines Logo
8:35 am - 10:56 amBNA-OAK
28h 21m1 stop
$151Spirit Airlines
Find Deal
Mon, May 19 - Tue, May 20
Spirit Airlines Logo
10:36 am - 5:55 amOAK-BNA
17h 19m2 stops
Spirit Airlines Logo
8:35 am - 10:56 amBNA-OAK
28h 21m1 stop
$159Spirit Airlines
Find Deal
Mon, May 19 - Tue, May 20
Alaska Airlines Logo
7:00 am - 5:40 pmOAK-CVG
7h 40m1 stop
Alaska Airlines Logo
6:40 pm - 11:46 pmCVG-OAK
8h 06m1 stop
$269Alaska Airlines
Find Deal
Thu, May 29 - Tue, Jun 3
 Logo
5:21 pm - 10:39 amOAK-SDF
14h 18m1 stop
 Logo
1:55 pm - 8:43 pmSDF-OAK
33h 48m2 stops
Sun, Jun 15 - Mon, Jun 16
Hawaiian Airlines Logo
7:58 pm - 7:07 amOAK-CVG
8h 09m1 stop
Hawaiian Airlines Logo
6:37 pm - 11:59 pmCVG-OAK
8h 22m1 stop
$277Hawaiian Airlines
Find Deal
Wed, Jul 30 - Sat, Aug 2
Alaska Airlines Logo
2:38 pm - 7:07 amOAK-CVG
13h 29m1 stop
Alaska Airlines Logo
6:37 pm - 11:59 pmCVG-OAK
8h 22m1 stop
$285Alaska Airlines
Find Deal
Sat, Aug 16 - Tue, Aug 19
 Logo
5:21 pm - 10:39 amOAK-SDF
14h 18m1 stop
 Logo
3:05 pm - 11:26 pmSDF-OAK
35h 21m3 stops
Sun, Jun 15 - Mon, Jun 16
Hawaiian Airlines Logo
7:58 pm - 7:07 amOAK-CVG
8h 09m1 stop
Hawaiian Airlines Logo
6:37 pm - 11:59 pmCVG-OAK
8h 22m1 stop
$317Hawaiian Airlines
Find Deal
Mon, Jun 16 - Tue, Jun 17
Southwest Logo
5:15 am - 3:40 pmOAK-CVG
7h 25m1 stop
Southwest Logo
2:50 pm - 9:25 pmCVG-OAK
9h 35m2 stops
$330Southwest
Find Deal
Sat, Aug 16 - Tue, Aug 19
Southwest Logo
5:15 am - 6:30 pmOAK-CVG
10h 15m2 stops
Southwest Logo
2:50 pm - 9:25 pmCVG-OAK
9h 35m2 stops
$335Southwest
Find Deal
Sat, Aug 16 - Tue, Aug 19
Useful Info

KAYAK's insights & trends for Oakland to Kentucky flights

Get data-powered insights and trends into flights from Oakland 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 Oakland to Kentucky?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Oakland 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 Oakland to Kentucky is September, when tickets cost $327 (return) on average. On the other hand, the most expensive months are December and January, when the average cost of round-trip tickets is $601 and $556 respectively.

What’s the cheapest day of the week to fly from Oakland to Kentucky?

The average price of all round-trip flights from Oakland to Kentucky clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Kentucky on a Wednesday and more expensive on a Sunday. On your return trip to Oakland, you should consider flying back on a Tuesday, and avoid Wednesdays for better deals.


Good to know

Low seasonJanuary
High seasonOctober
Cheapest flight$66
Best time to beat the crowds but there is an average 6% increase in price.
Most popular time to fly and prices are also 18% lower on average.
Flight from Oakland to Nashville

FAQs - booking Kentucky flights

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

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

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

  • What is the cheapest time of day to fly to Kentucky?

    The cheapest time of day to fly to Kentucky is generally in the morning, when round-trip flights cost $396 on average. The most expensive time of day to fly to Kentucky is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $435.

Top airlines flying from Oakland to Kentucky

 
See real verified KAYAK customer reviews for airlines flying from Oakland 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 Oakland 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 4294 reviews
8.2Boarding
7.6Entertainment
8.0Comfort
7.1Food
8.6Crew
Airline reviews

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

6.0 GoodDonald, Apr 2025BWI - SDF
Read more Southwest reviews

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

It was a perfect flight in all aspects! Both legs!

Great flight, 47 passengers on a 180 seat plane. Stewardess was pleasant and cheerful.

I liked the crew member who gave flight instructions on "in case of a problem:. The seats are so small that only a young teenager could sit in middle seat.

Great flight staff. Ease of boarding. Overall, very uneventful and easy trip.

Employees were kind and funny, as always! Flight was late but no announcements were made for people with tight connections to help them transition quickly. No service due to turbulence.

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.

We had a nice flight. Boarding was easy, our seats were comfortable and the on board service was pleasant.

Service was great, boarding and exiting went smoothly, and the flight was very pleasant.

Was as expected. Crowed planes. Too many carryons delaying takeoff. But the ride only took an hour and saved me a lot of time SFO is a not a great airport.

I mean, it’s Spirit. But it was frustrating to have our flight canceled, get bumped to a later flight, and then Spirit was unwilling to check our bag until 4 hours before our flight… tell us we could not sit in the waiting area’s chairs… and really negative experience getting checked in and dropping the bag.

terrible service, no room for a dog underfoot, a broken chair that is impossible to sit on and all this costs a lot of money

It was fast but uncomfortable seats. Had to pay a bit extra not sure why? Maybe in selection of all my 4 tix together ? Just knew I had a balance before getting boarding pass online when departing from satx ? And flight was delayed..

Last minute 2-3 hr delay in flight schedule; no explanation Unexpected extra $52 charge What's the benefit of choosing a cheap airline if you trick people last minute and force them to pay extra last minute? Did not appreciate being cornered.

Seats are uncomfortable and too close together. Also, you missed my connection in Vegas on the way back and I ended up sleeping in the airport, flying back to Burbank instead of LAX and I got home 12 hours late.

Surprising everything went well. Nice attendants and fast getting on and off the plane. Overall, was happy with the experience.

Non-professional acting crew, Very uncomfortable seats…!! Very bad pricing with all the add-ons for seat choice, luggage fees, etc….soon you’ll charge extra for oxygen. The ticket price means Nothing because in the end, the actual amount i paid, i could have and will in the future continue to fly on a real airline…

With this price, I shouldn't complain on anything. I understand I have to pay for every services they provide. The plane could smell a little better. Advise them to use frebeeze to freshen up the interior a little bit.

Terrible. 1st and last flight on Spirit. Check in process was a nightmare. Despite arriving 1.6 hours before flight we had to be pulled from the ridiculously long line to “self check” our bags which took 10 min and required assistance. Seats are very uncomfortable , don’t move, no pockets, no entertainment, no wifi Basically like taking a time capsule back to the 70s. No thank you.

They kept delaying us and not providing any information which cost us hundreds of dollars . We had an event to get to and missed our even that we had paid for along with lots of wasted time and money booking nee flights.

Everything you need to know for your flight from Oakland to Kentucky

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