$130 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 10/4. 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

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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Oakland to Kentucky

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Louisville
Louisville1 stop$393
Lexington
Lexington2 stops$577
Owensboro
Owensboro2 stops$635
Nashville
Nashville1 stop$317
Louisville
Louisville1 stop$393
Lexington
Lexington2 stops$577
Owensboro
Owensboro2 stops$635
Nashville
Nashville1 stop$317

Book Cheap Oakland 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 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Oakland to Kentucky

Tue, Nov 4 - Tue, Nov 18
Alaska Airlines Logo
6:30 am - 5:30 pmOAK-CVG
8h 00m1 stop
Alaska Airlines Logo
6:30 pm - 11:59 pmCVG-OAK
8h 29m1 stop
$269Alaska Airlines
Find Deal
Sat, Nov 8 - Tue, Nov 18
Alaska Airlines Logo
6:30 am - 5:30 pmOAK-CVG
8h 00m1 stop
Alaska Airlines Logo
6:30 pm - 11:59 pmCVG-OAK
8h 29m1 stop
$281Alaska Airlines
Find Deal
Tue, Oct 21 - Tue, Oct 28
Hawaiian Airlines Logo
6:40 am - 5:49 pmOAK-CVG
8h 09m1 stop
Hawaiian Airlines Logo
6:30 pm - 11:59 pmCVG-OAK
8h 29m1 stop
$291Hawaiian Airlines
Find Deal
Wed, Nov 5 - Wed, Nov 19
Southwest Logo
5:45 am - 2:55 pmOAK-CVG
6h 10m1 stop
Southwest Logo
7:00 am - 2:40 pmCVG-OAK
10h 40m2 stops
$295Southwest
Find Deal
Tue, Oct 21 - Tue, Oct 28
Delta Logo
12:30 pm - 11:59 pmOAK-CVG
8h 29m2 stops
Delta Logo
7:59 pm - 11:53 pmCVG-OAK
6h 54m1 stop
$302Delta
Find Deal
Tue, Oct 21 - Tue, Oct 28
Delta Logo
12:30 pm - 11:59 pmOAK-CVG
8h 29m2 stops
Delta Logo
7:10 am - 4:11 pmCVG-OAK
12h 01m2 stops
$307Delta
Find Deal
Mon, Sep 29 - Tue, Sep 30
Spirit Airlines Logo
6:30 am - 7:47 pmOAK-BNA
11h 17m1 stop
Spirit Airlines Logo
3:26 pm - 11:32 pmBNA-OAK
10h 06m1 stop
$317Spirit Airlines
Find Deal
Sat, Sep 27 - Wed, Oct 1
Spirit Airlines Logo
6:30 am - 2:31 pmOAK-BNA
6h 01m1 stop
Spirit Airlines Logo
3:26 pm - 11:32 pmBNA-OAK
10h 06m1 stop
$318Spirit Airlines
Find Deal
Sat, Oct 25 - Mon, Oct 27
Southwest Logo
9:05 am - 7:35 pmOAK-CVG
7h 30m1 stop
Southwest Logo
8:45 pm - 12:05 amCVG-OAK
6h 20m1 stop
$330Southwest
Find Deal
Fri, Oct 24 - Mon, Oct 27
Hawaiian Airlines Logo
6:40 am - 5:49 pmOAK-CVG
8h 09m1 stop
Hawaiian Airlines Logo
6:30 pm - 11:59 pmCVG-OAK
8h 29m1 stop
$368Hawaiian Airlines
Find Deal
Booking Insights

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 October, when tickets cost $323 (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.

Find deals

Good to know

Low seasonJanuary
Cheapest flight$130
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly and prices are also 17% 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.

Reviews of the top airline 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 4242 reviews
8.0Comfort
8.6Crew
7.0Food
8.1Boarding
7.5Entertainment
Airline reviews

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

10.0 ExcellentRobert, Sep 2025SFO - LAS
Read more Southwest reviews

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

No trays in our seats, we sat in first row, purchased a business class fare. Had to hold our drinks and snack in our hands. No plugs for our cell phones. Had to pay for it a drink cocktail each. Seats so uncomfortable.

Flight wasn’t even full, but too many carry-ons caused us to run out of bin space. New bag fee has folks who would usually check their bags carrying on. Watching Southwest morph into Spirit/Frontier is so sad to watch

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

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.

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

Information on your arrival and departure airports

Oakland (OAK)

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.