$126 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 1/14. 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 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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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$334
Lexington
Lexington2 stops$488
Nashville
Nashville1 stop$251
Louisville
Louisville1 stop$334
Lexington
Lexington2 stops$488
Nashville
Nashville1 stop$251

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

Wed, Feb 18 - Mon, Feb 23
Southwest Logo
10:45 am - 8:35 pm
OAK
-
BNA
7h 50m1 stop
Southwest Logo
6:20 am - 11:30 am
BNA
-
OAK
7h 10m1 stop
$251Southwest
Wed, Feb 18 - Mon, Feb 23
Southwest Logo
6:15 am - 3:50 pm
OAK
-
BNA
7h 35m2 stops
Southwest Logo
6:20 am - 11:30 am
BNA
-
OAK
7h 10m1 stop
$279Southwest
Wed, Jan 14 - Wed, Jan 21
Delta Logo
5:55 am - 3:18 pm
OAK
-
CVG
6h 23m1 stop
Delta Logo
6:45 am - 4:14 pm
CVG
-
OAK
12h 29m2 stops
$285Delta
Sat, Jan 17 - Tue, Jan 27
Alaska Airlines Logo
8:10 am - 7:49 pm
OAK
-
CVG
8h 39m1 stop
Alaska Airlines Logo
8:00 am - 10:28 am
CVG
-
OAK
29h 28m1 stop
$286Alaska Airlines
Wed, Jan 14 - Wed, Jan 21
Alaska Airlines Logo
8:10 am - 7:49 pm
OAK
-
CVG
8h 39m1 stop
Alaska Airlines Logo
8:00 am - 4:23 pm
CVG
-
OAK
11h 23m1 stop
$287Alaska Airlines
Mon, Jan 26 - Fri, Jan 30
Southwest Logo
11:10 am - 9:15 pm
OAK
-
BNA
8h 05m1 stop
Southwest Logo
5:30 am - 12:55 pm
BNA
-
OAK
9h 25m1 stop
$291Southwest
Thu, Jan 8 - Thu, Jan 22
Alaska Airlines Logo
11:43 am - 11:57 pm
OAK
-
BNA
10h 14m1 stop
Alaska Airlines Logo
7:00 am - 4:23 pm
BNA
-
OAK
11h 23m1 stop
$294Alaska Airlines
Sat, Jan 10 - Thu, Jan 22
Delta Logo
5:55 am - 2:07 pm
OAK
-
BNA
6h 12m1 stop
Delta Logo
7:15 am - 11:52 am
BNA
-
OAK
6h 37m1 stop
$297Delta
Wed, Jan 28 - Wed, Feb 11
Southwest Logo
6:15 am - 3:10 pm
OAK
-
CVG
5h 55m1 stop
Southwest Logo
7:00 am - 2:05 pm
CVG
-
OAK
10h 05m1 stop
$297Southwest
Thu, Jan 8 - Thu, Jan 22
Delta Logo
12:38 pm - 10:30 pm
OAK
-
BNA
7h 52m1 stop
Delta Logo
7:35 am - 11:53 pm
BNA
-
OAK
18h 18m2 stops
$306Delta
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.

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

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Oakland, California to Kentucky departing in January.

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 June, when tickets cost $348 (return) on average. On the other hand, the most expensive months are December and January, when the average cost of round-trip tickets is $776 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 seasonNovember
Cheapest flight$126
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly with an average 2% increase in price.
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.
7.9
SouthwestOverall score based on 4252 reviews
8.1Boarding
7.5Entertainment
8.6Crew
8.0Comfort
7.0Food
Airline reviews

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.

8.0 ExcellentRussell, Dec 2025
SAN - OAK
Read more Southwest reviews

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.

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.

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

Information on your arrival and departure airports

Oakland (OAK)