$163 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 4/25. 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$408
Lexington
Lexington2 stops$993
Nashville
Nashville1 stop$337
Louisville
Louisville1 stop$408
Lexington
Lexington2 stops$993
Nashville
Nashville1 stop$337

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, Apr 28 - Wed, Apr 29
Alaska Airlines Logo
6:20 am - 5:58 pm
OAK
-
CVG
8h 38m
1 stop
Alaska Airlines Logo
6:58 pm - 10:32 pm
CVG
-
OAK
30h 34m
1 stop
$323Alaska Airlines
Sat, Apr 18 - Wed, Apr 22
Alaska Airlines Logo
8:10 pm - 5:41 pm
OAK
-
BNA
19h 31m
1 stop
Alaska Airlines Logo
7:05 am - 1:15 pm
BNA
-
OAK
8h 10m
1 stop
$337Alaska Airlines
Tue, May 19 - Tue, May 26
Delta Logo
6:00 am - 6:57 pm
OAK
-
CVG
9h 57m
2 stops
Delta Logo
7:55 pm - 11:57 pm
CVG
-
OAK
7h 02m
1 stop
$340Delta
Tue, May 19 - Wed, May 27
Southwest Logo
11:55 pm - 3:00 pm
OAK
-
CVG
12h 05m
1 stop
Southwest Logo
7:35 pm - 11:25 pm
CVG
-
OAK
6h 50m
1 stop
$351Southwest
Wed, Apr 15 - Tue, Apr 21
Alaska Airlines Logo
6:40 pm - 6:29 pm
OAK
-
CVG
20h 49m
1 stop
Alaska Airlines Logo
7:29 pm - 9:13 am
CVG
-
OAK
16h 44m
1 stop
$355Alaska Airlines
Tue, May 19 - Thu, May 28
Delta Logo
6:00 am - 9:20 pm
OAK
-
CVG
12h 20m
2 stops
Delta Logo
7:55 pm - 11:57 pm
CVG
-
OAK
7h 02m
1 stop
$360Delta
Tue, Apr 21 - Thu, Apr 23
Delta Logo
5:55 am - 2:50 pm
OAK
-
CVG
5h 55m
1 stop
Delta Logo
7:59 pm - 11:54 pm
CVG
-
OAK
6h 55m
1 stop
$370Delta
Tue, May 19 - Wed, May 27
Southwest Logo
7:25 am - 6:55 pm
OAK
-
CVG
8h 30m
2 stops
Southwest Logo
7:35 pm - 11:25 pm
CVG
-
OAK
6h 50m
1 stop
$371Southwest
Wed, May 6 - Sat, Jun 20
Southwest Logo
8:15 am - 6:35 pm
OAK
-
SDF
7h 20m
1 stop
Southwest Logo
7:55 pm - 11:10 pm
SDF
-
OAK
6h 15m
1 stop
$408Southwest
Wed, May 6 - Sat, Jun 20
Southwest Logo
9:30 am - 6:35 pm
OAK
-
SDF
6h 05m
1 stop
Southwest Logo
2:15 pm - 9:30 pm
SDF
-
OAK
10h 15m
2 stops
$413Southwest
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 August, when tickets cost $358 (return) on average. On the other hand, the most expensive months are February and December, when the average cost of round-trip tickets is $822 and $776 respectively.

Find deals

Good to know

Low seasonFebruary
Cheapest flight$163
Best time to beat the crowds but there is an average 40% increase in price.
Most popular time to fly and prices are also 5% 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.

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 4320 reviews
7.5Entertainment
7.0Food
8.6Crew
8.1Boarding
8.0Comfort
Airline reviews

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

8.0 ExcellentTobin, Mar 2026
SJC - BUR
Read more Southwest reviews

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

Flight boarded late after announcing on time boarding. Flight arrived only a little late despite late departure. Had trouble connecting to WiFi

The Southwest experience has definitely taken a dive from its early days. You can no longer deferentiate from other airlines. Air travel is too expensive. Southwest is no longer budget friendly. They have lost me as a loyal customer.

The charges were ridiculous for an hour flight and the turbulence was very scary.

The seats are now more narrow. I paid for front row the seats in the front are even more narrow than before.

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

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

Information on your arrival and departure airports

Oakland (OAK)