$76 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 7/28. 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
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Flights Deals

Best Kentucky Flight Deals from Oakland

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Louisville
Louisville1 stop$265
Lexington
Lexington2 stops$1,108
Owensboro
Owensboro2 stops$638
Nashville
Nashville1 stop$177
Louisville
Louisville1 stop$265
Lexington
Lexington2 stops$1,108
Owensboro
Owensboro2 stops$638
Nashville
Nashville1 stop$177

Cheap Flights from Oakland to Kentucky

 
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 4 - Mon, Sep 8
Spirit Airlines Logo
7:30 am - 5:49 pmOAK-BNA
8h 19m1 stop
Spirit Airlines Logo
3:58 pm - 11:39 pmBNA-OAK
9h 41m1 stop
$177Spirit Airlines
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Thu, Jul 17 - Mon, Jul 21
Spirit Airlines Logo
6:00 am - 3:29 pmOAK-BNA
7h 29m1 stop
Spirit Airlines Logo
9:55 pm - 8:28 amBNA-OAK
12h 33m1 stop
$186Spirit Airlines
Find Deal
Thu, Jul 17 - Mon, Jul 21
Spirit Airlines Logo
6:00 am - 3:29 pmOAK-BNA
7h 29m1 stop
Spirit Airlines Logo
9:55 pm - 8:28 amBNA-OAK
12h 33m1 stop
$187Spirit Airlines
Find Deal
Sun, Aug 3 - Sat, Aug 9
Sun Country Air Logo
5:39 pm - 4:19 pmOAK-BNA
20h 40m1 stop
Sun Country Air Logo
7:40 pm - 4:39 pmBNA-OAK
22h 59m1 stop
$225Sun Country Air
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Thu, Jul 31 - Thu, Aug 7
 Logo
6:00 am - 9:40 pmOAK-CVG
12h 40m1 stop
 Logo
10:25 pm - 8:28 amCVG-OAK
13h 03m1 stop
Thu, Aug 7 - Mon, Aug 11
 Logo
6:00 am - 9:40 pmOAK-CVG
12h 40m1 stop
 Logo
11:00 am - 8:28 amCVG-OAK
24h 28m2 stops
Tue, Jul 15 - Tue, Jul 22
Alaska Airlines Logo
7:58 pm - 7:07 amOAK-CVG
8h 09m1 stop
Alaska Airlines Logo
6:37 pm - 11:59 pmCVG-OAK
8h 22m1 stop
$257Alaska Airlines
Find Deal
Wed, Jul 16 - Tue, Jul 22
Alaska Airlines Logo
7:58 pm - 7:07 amOAK-CVG
8h 09m1 stop
Alaska Airlines Logo
6:37 pm - 11:59 pmCVG-OAK
8h 22m1 stop
$267Alaska Airlines
Find Deal
Tue, Aug 19 - Sat, Aug 23
Southwest Logo
9:45 am - 7:55 pmOAK-BNA
8h 10m2 stops
Southwest Logo
6:00 am - 12:25 pmBNA-OAK
8h 25m2 stops
$330Southwest
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Mon, Aug 25 - Fri, Aug 29
Southwest Logo
12:30 pm - 11:40 pmOAK-SDF
8h 10m1 stop
Southwest Logo
5:20 pm - 11:20 pmSDF-OAK
9h 00m1 stop
$347Southwest
Find Deal
Useful Info

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 $343 (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.


Good to know

Low seasonJanuary
High seasonOctober
Cheapest flight$76
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly and prices are also 21% 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 4280 reviews
8.6Crew
7.6Entertainment
8.2Boarding
8.0Comfort
7.1Food
Airline reviews

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

10.0 ExcellentMichael, Jun 2025SMF - SEA
Read more Southwest reviews

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.

I liked the crew member who gave flight instructions on "in case of a problem:. The seats are so small that only a young teenager could sit in middle seat.

Great flight staff. Ease of boarding. Overall, very uneventful and easy trip.

Employees were kind and funny, as always! Flight was late but no announcements were made for people with tight connections to help them transition quickly. No service due to turbulence.

I recently flew Southwest from San Jose to Honolulu. I was very impressed with the flight crew, especially the flight attendant in charge of the front of the plane. She came through the aisle at least five times for drinks and water, and two times for snacks. I have not seen such service since I flew first class. Also, for the first time, they gave us the correct baggage claim number, and the luggage came out quickly. I can't wait for Southwest to have assigned seating! I absolutely hate the Cattle Call boarding procedure and the mad dash to get seats and overhead bins. However, the boarding was efficient.

We had a nice flight. Boarding was easy, our seats were comfortable and the on board service was pleasant.

Service was great, boarding and exiting went smoothly, and the flight was very pleasant.

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

Information on your arrival and departure airports

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