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Kentucky

$149+ Cheap flights from Oakland, CA (OAK) to Kentucky

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — SDF
ene. 14 — ene. 211
mié. 1/14
mié. 1/21
1 adult, Economy
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Cheap flight deals from Oakland to Kentucky

Cheapest flights from Oakland to Kentucky
Explore the most affordable flight options available from Oakland to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on diciembre 15, 2025.

This Delta deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/245:53 amOAK - CVG
1 stop6h 07mDelta
jue. 12/258:05 amCVG - OAK
1 stop6h 49mDelta
Deal found 12/14$297
This Alaska Airlines deal was found by Cheapflights users on 12/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/132:31 pmOAK - BNA
1 stop22h 24mAlaska Airlines
jue. 2/123:54 pmBNA - OAK
1 stop8h 55mAlaska Airlines
Deal found 12/13$496
This Delta deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/225:53 amOAK - CVG
1 stop6h 07mDelta
jue. 12/258:05 amCVG - OAK
1 stop6h 49mDelta
Deal found 12/14$533
This Southwest deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/318:15 amOAK - BNA
1 stop7h 30mSouthwest
jue. 1/15:05 amBNA - OAK
1 stop8h 10mSouthwest
Deal found 12/14$577
This Southwest deal was found by Cheapflights users on 12/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/268:00 pmOAK - CVG
2 stops15h 00mSouthwest
vie. 1/27:25 pmCVG - OAK
1 stop7h 55mSouthwest
Deal found 12/13$578
This Delta deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/2112:34 pmOAK - CVG
1 stop7h 29mDelta
jue. 12/258:05 amCVG - OAK
1 stop6h 49mDelta
Deal found 12/14$638
This Delta deal was found by Cheapflights users on 12/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/2412:34 pmOAK - TYS
2 stops21h 40mDelta
mar. 1/135:40 amTYS - OAK
2 stops13h 34mDelta
Deal found 12/13$663
This Delta deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/245:53 amOAK - CVG
1 stop6h 07mDelta
vie. 12/266:25 amCVG - OAK
1 stop8h 29mDelta
Deal found 12/14$688
This Delta deal was found by Cheapflights users on 12/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/2412:34 pmOAK - TYS
2 stops18h 57mDelta
vie. 1/94:06 pmTYS - OAK
2 stops22h 51mDelta
Deal found 12/13$693
This Delta deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/255:53 amOAK - CVG
2 stops11h 19mDelta
vie. 12/266:25 amCVG - OAK
1 stop8h 29mDelta
Deal found 12/14$693
This Delta deal was found by Cheapflights users on 12/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/2412:34 pmOAK - TYS
2 stops21h 40mDelta
jue. 1/82:37 pmTYS - OAK
2 stops24h 20mDelta
Deal found 12/13$713
This Delta deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/255:53 amOAK - CVG
1 stop6h 07mDelta
mié. 12/316:06 pmCVG - OAK
2 stops31h 41mDelta
Deal found 12/14$716

Find flight deals from Oakland to Kentucky

Keep the following information in mind while searching for Oakland to Kentucky flight deals. Data was last updated diciembre 15, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$316
(Delta)

One-way from

$149
(Delta)

Popular in

December

Cheapest in

August

Average price

$609
Provider with most accurate pricing for San Francisco-Louisville Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Francisco-Louisville Intl flights.
Search Deals
From Oakland to Kentucky
Search Deals
One-way flight from Oakland to Kentucky
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($40 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oakland to Kentucky that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated diciembre 15, 2025.
Use the filters below to find and compare flights from Oakland to Kentucky that are best for you.

Fly from

Oakland

Fly to

Kentucky

Route

Depart

Return

Price

OaklandNashville

OAK - BNA

OAKBNA

Oakland

mié. 2/4

5:00 pm-12:13 am

2 stops29h 13m

Nashville Intl

mié. 2/11

7:15 am-11:52 am

1 stop6h 37m

$323

OaklandNashville

OAK - BNA

OAKBNA

Oakland

mié. 2/4

5:00 pm-12:13 am

2 stops29h 13m

Nashville Intl

lun. 2/9

4:55 pm-11:53 pm

1 stop8h 58m

$323

OaklandNashville

OAK - BNA

OAKBNA

Oakland

sáb. 2/7

5:55 am-2:07 pm

1 stop6h 12m

Nashville Intl

mar. 2/10

7:35 am-4:14 pm

2 stops10h 39m

$323

OaklandNashville

OAK - BNA

OAKBNA

Oakland

mié. 2/4

12:33 pm-10:30 pm

1 stop7h 57m

Nashville Intl

mar. 2/10

7:35 am-11:53 pm

2 stops18h 18m

$323

OaklandNashville

OAK - BNA

OAKBNA

Oakland

jue. 2/5

12:33 pm-10:30 pm

1 stop7h 57m

Nashville Intl

mar. 2/10

7:35 am-11:53 pm

2 stops18h 18m

$323

OaklandCincinnati

OAK - CVG

OAKCVG

Oakland

sáb. 1/31

8:10 am-7:49 pm

1 stop8h 39m

Cincinnati Cinci./N. Kentucky

mar. 2/3

8:00 am-9:46 am

2 stops28h 46m

$328

OaklandCincinnati

OAK - CVG

OAKCVG

Oakland

mié. 1/28

8:10 am-7:49 pm

1 stop8h 39m

Cincinnati Cinci./N. Kentucky

mié. 2/11

8:00 am-4:23 pm

1 stop11h 23m

$329

OaklandNashville

OAK - BNA

OAKBNA

Oakland

sáb. 2/7

5:55 am-2:07 pm

1 stop6h 12m

Nashville Intl

lun. 2/9

4:55 pm-11:53 pm

1 stop8h 58m

$331

OaklandNashville

OAK - BNA

OAKBNA

Oakland

sáb. 2/7

5:55 am-2:07 pm

1 stop6h 12m

Nashville Intl

mié. 2/11

7:15 am-11:52 am

1 stop6h 37m

$331

OaklandNashville

OAK - BNA

OAKBNA

Oakland

mar. 1/6

12:38 pm-10:30 pm

1 stop7h 52m

Nashville Intl

lun. 1/12

4:55 pm-10:53 pm

1 stop7h 58m

$331

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/13

Showing 1-10 of 60 results
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Best time to book a flight from Oakland to Kentucky

Have a flexible travel schedule? Discover the best time to fly to Kentucky from Oakland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Oakland, California to Kentucky?

Currently, September is the cheapest month in which you can book a flight from Oakland, California to Kentucky (average of $112). Flying from Oakland, California to Kentucky in February is currently the most expensive (average of $327). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from OAK to KY?

Find hourly flight availability from Oakland to Kentucky. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated diciembre 15, 2025.

A simple way to save on the total cost of your ticket is to fly from Oakland, California to Kentucky in the afternoon. If you’re flexible enough to do this you can expect to save up to 34% on your trip compared to booking a flight in the evening.

Reviews of airlines servicing Kentucky

Get insights into the airlines that provide service to Kentucky. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kentucky. Reviews last updated diciembre 15, 2025.
Get a feel of what it's like to fly with Southwest from Oakland to Kentucky by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,250 reviews

Crew

8.6

Overall

7.9

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Southwest
7.9
Good
4,250 reviews
Southwest
7.9
Good
4,250 reviews

Crew

8.6

Overall

7.9

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

Related info for your journey

Find useful and relevant information for your journey from Oakland to Kentucky. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Oakland to Kentucky?

    Oakland (OAK) is the airport you will fly out of if you book a flight from Oakland to Kentucky. It is only a 7.0 mi journey to Oakland (OAK) from Oakland’s city center.

  • How long is the flight from Oakland, California to Kentucky?

    Delta, Alaska Airlines, and Southwest can get you from Oakland, California to Kentucky in just under 5h 55m. Your travel time can differ by up to 23h 18m. The distance from Oakland, California to Kentucky is about 2020 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Oakland, California to Kentucky?

    Most travelers choose Oakland - Nashville Intl, Oakland - Cincinnati Cinci./N. Kentucky or Oakland - Louisville Intl when deciding on the best route from Oakland, California to Kentucky.

  • Can I find deals for flights from Oakland to Kentucky that include hotel bookings?

    Yes. In addition to deals on Oakland to Kentucky flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Oakland to Kentucky?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oakland to Kentucky.

  • Can I find deals for business class flights from Oakland to Kentucky?

    Yes. Cheapflights offers flight deals from Oakland to Kentucky by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Oakland, California to Kentucky?

    Currently, September is the cheapest month in which you can book a flight from Oakland, California to Kentucky (average of $112). Flying from Oakland, California to Kentucky in February is currently the most expensive (average of $327). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Oakland to Kentucky

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Top airline flying from Oakland to Kentucky

Discover the top airline that operate flights from Oakland to Kentucky. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated diciembre 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$348Average$463FlexibilityNo cancel feeOn-time63%

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