$129 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 3/25. 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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Cheap Flights from Oakland to Kentucky

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Louisville
Louisville1 stop$402
Lexington
Lexington2 stops$2,061
Nashville
Nashville1 stop$311
Louisville
Louisville1 stop$402
Lexington
Lexington2 stops$2,061
Nashville
Nashville1 stop$311

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, Mar 4 - Wed, Mar 11
Alaska Airlines Logo
9:54 am - 8:39 pm
OAK
-
CVG
7h 45m
1 stop
Alaska Airlines Logo
8:09 am - 4:37 pm
CVG
-
OAK
11h 28m
1 stop
$257Alaska Airlines
Tue, Mar 17 - Tue, Mar 24
Alaska Airlines Logo
6:15 am - 11:59 pm
OAK
-
BNA
15h 44m
1 stop
Alaska Airlines Logo
5:21 pm - 9:03 am
BNA
-
OAK
17h 42m
1 stop
$311Alaska Airlines
Tue, Feb 24 - Fri, Feb 27
Alaska Airlines Logo
6:15 am - 8:39 pm
OAK
-
CVG
11h 24m
1 stop
Alaska Airlines Logo
8:09 am - 4:37 pm
CVG
-
OAK
11h 28m
1 stop
$316Alaska Airlines
Tue, Feb 24 - Fri, Feb 27
Delta Logo
5:55 am - 3:11 pm
OAK
-
CVG
6h 16m
1 stop
Delta Logo
7:59 pm - 11:51 pm
CVG
-
OAK
6h 52m
1 stop
$320Delta
Tue, Mar 24 - Sat, Mar 28
Southwest Logo
9:25 am - 6:55 pm
OAK
-
CVG
6h 30m
1 stop
Southwest Logo
8:25 pm - 12:20 am
CVG
-
OAK
6h 55m
1 stop
$336Southwest
Sat, May 9 - Mon, May 11
Southwest Logo
5:40 am - 4:20 pm
OAK
-
CVG
7h 40m
1 stop
Southwest Logo
8:20 pm - 12:25 am
CVG
-
OAK
7h 05m
1 stop
$343Southwest
Tue, Feb 24 - Tue, Mar 3
Delta Logo
12:40 pm - 10:00 pm
OAK
-
BNA
7h 20m
1 stop
Delta Logo
4:55 pm - 11:51 pm
BNA
-
OAK
8h 56m
1 stop
$345Delta
Sat, May 9 - Mon, May 11
Southwest Logo
6:15 am - 5:45 pm
OAK
-
CVG
8h 30m
2 stops
Southwest Logo
8:20 pm - 12:25 am
CVG
-
OAK
7h 05m
1 stop
$348Southwest
Tue, Feb 24 - Tue, Mar 3
Delta Logo
12:40 pm - 10:00 pm
OAK
-
BNA
7h 20m
1 stop
Delta Logo
7:05 am - 11:51 pm
BNA
-
OAK
18h 46m
2 stops
$349Delta
Sat, May 9 - Mon, May 11
Southwest Logo
6:15 am - 5:45 pm
OAK
-
CVG
8h 30m
2 stops
Southwest Logo
6:35 am - 1:20 pm
CVG
-
OAK
9h 45m
2 stops
$353Southwest
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 June, when tickets cost $348 (return) on average. On the other hand, the most expensive months are December and February, when the average cost of round-trip tickets is $776 and $663 respectively.

Find deals

Good to know

Low seasonJanuary
Cheapest flight$129
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from Oakland to Cincinnati

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.

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 4273 reviews
7.5Entertainment
7.0Food
8.1Boarding
8.6Crew
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.

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

Information on your arrival and departure airports

Oakland (OAK)