$88 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 9/2. 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.
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$358
Lexington
Lexington2 stops$638
Owensboro
Owensboro2 stops$766
Nashville
Nashville1 stop$282
Louisville
Louisville1 stop$358
Lexington
Lexington2 stops$638
Owensboro
Owensboro2 stops$766
Nashville
Nashville1 stop$282

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

Thu, Sep 17 - Thu, Sep 24
Southwest Logo
8:30 pm - 4:35 am
OAK
-
BNA
6h 05m
1 stop
Southwest Logo
6:10 pm - 10:25 pm
BNA
-
OAK
6h 15m
1 stop
$282Southwest
Thu, Aug 6 - Mon, Aug 10
Southwest Logo
10:00 am - 7:05 pm
OAK
-
BNA
7h 05m
1 stop
Southwest Logo
6:00 am - 11:50 am
BNA
-
OAK
7h 50m
2 stops
$287Southwest
Wed, Oct 21 - Tue, Oct 27
Delta Logo
1:15 pm - 10:15 pm
OAK
-
BNA
7h 00m
1 stop
Delta Logo
7:16 pm - 11:56 pm
BNA
-
OAK
6h 40m
1 stop
$297Delta
Wed, Oct 21 - Tue, Oct 27
Delta Logo
5:55 am - 4:42 pm
OAK
-
BNA
8h 47m
2 stops
Delta Logo
7:16 pm - 11:56 pm
BNA
-
OAK
6h 40m
1 stop
$302Delta
Wed, Oct 21 - Mon, Oct 26
Delta Logo
5:55 am - 6:39 pm
OAK
-
BNA
10h 44m
2 stops
Delta Logo
7:16 pm - 11:56 pm
BNA
-
OAK
6h 40m
1 stop
$307Delta
Tue, Aug 18 - Tue, Aug 25
Alaska Airlines Logo
7:52 am - 5:00 pm
OAK
-
BNA
7h 08m
1 stop
Alaska Airlines Logo
5:07 pm - 12:49 pm
BNA
-
OAK
21h 42m
1 stop
$308Alaska Airlines
Thu, Oct 22 - Mon, Oct 26
Delta Logo
5:55 am - 6:39 pm
OAK
-
BNA
10h 44m
2 stops
Delta Logo
7:16 pm - 11:56 pm
BNA
-
OAK
6h 40m
1 stop
$312Delta
Fri, Aug 14 - Tue, Aug 18
Alaska Airlines Logo
7:13 pm - 5:00 pm
OAK
-
BNA
19h 47m
1 stop
Alaska Airlines Logo
6:03 pm - 9:23 am
BNA
-
OAK
17h 20m
1 stop
$334Alaska Airlines
Wed, Aug 19 - Mon, Aug 24
Multiple Airlines Logo
7:51 pm - 12:55 pm
OAK
-
OWB
15h 04m
2 stops
Multiple Airlines Logo
9:00 am - 10:54 pm
OWB
-
OAK
15h 54m
2 stops
$766Multiple Airlines
Sat, Jul 18 - Mon, Jul 27
Multiple Airlines Logo
5:35 pm - 12:55 pm
OAK
-
OWB
17h 20m
2 stops
Multiple Airlines Logo
9:00 am - 1:59 pm
OWB
-
OAK
30h 59m
2 stops
$767Multiple Airlines
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 July.

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 November, when tickets cost $0 (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 $766 respectively.

Find deals

Good to know

Low seasonFebruary
Cheapest flight$88
Best time to beat the crowds but there is an average 28% increase in price.
Most popular time to fly and prices are also 26% 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.
7.9
SouthwestOverall score based on 4235 reviews
7.0Food
8.1Boarding
8.6Crew
7.5Entertainment
8.0Comfort
Airline reviews

Was fine, delayed and feels like southwest is always late

6.0 GoodAnonymous, Jun 2026
SMF - LAS
Read more Southwest reviews

Was fine, delayed and feels like southwest is always late

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

It was good from LAX to Phoenix, But the connection in Phoenix to Tulsa was not that great. The staff on both flights were great. The choice of free entertainment was ok nothing to brag about. The 45 min delay because of some electrical issue wasn't great from Phoenix to Tulsa. We sat there with hardly any air, The seat I had was between windows so the side of the plane pushed in on you. My being a bigger man it then made the seating area uncomfortable. The seats on the plane had no power to connect to recharge your phone or anything. I would recommend that they should look into a slot or clamp to hold your phone to enjoy while watching the entertainment choices hands-free. Also make it possible to raise the inner seat by the window be able to raise the arm rest up to make more room for larger people to set more comfortably. I would also say other then that stop price gouging the airfare or nickel and diming everything. Not fair for people having to fly for emergencies and be paying for higher prices due to the season or holidays. Your making your money either way and the cost of flying is still going to be the same regardless if there's 100 people or 200 people.

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

Boarding was easy. The seats are small and fairly uncomfortable

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.

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

Information on your arrival and departure airports

Oakland (OAK)