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Kentucky

$163+ 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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — SDF
Apr 16 — Apr 231
Thu 4/16
Thu 4/23
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 March 17, 2026.

This Alaska Airlines deal was found by Cheapflights users on 3/12. 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.
Tue 4/286:20 am
OAK
-
CVG
1 stop8h 38m
Alaska Airlines
Wed 4/296:58 pm
CVG
-
OAK
1 stop30h 34m
Alaska Airlines
Deal found 3/12$323
This CheapOair deal was found by Cheapflights users on 3/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/188:10 pm
OAK
-
BNA
1 stop19h 31m
Alaska Airlines
Wed 4/227:05 am
BNA
-
OAK
1 stop8h 10m
Alaska Airlines
Deal found 3/15$337
This Delta deal was found by Cheapflights users on 3/16. 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.
Tue 5/196:00 am
OAK
-
CVG
2 stops9h 57m
Delta
Tue 5/267:55 pm
CVG
-
OAK
1 stop7h 02m
Delta
Deal found 3/16$340
This Southwest deal was found by Cheapflights users on 3/17. 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.
Tue 5/1911:55 pm
OAK
-
CVG
1 stop12h 05m
Southwest
Wed 5/277:35 pm
CVG
-
OAK
1 stop6h 50m
Southwest
Deal found 3/17$351
This CheapOair deal was found by Cheapflights users on 3/13. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/156:40 pm
OAK
-
CVG
1 stop20h 49m
Alaska Airlines
Tue 4/217:29 pm
CVG
-
OAK
1 stop16h 44m
Alaska Airlines
Deal found 3/13$355
This Delta deal was found by Cheapflights users on 3/11. 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.
Tue 5/266:00 am
OAK
-
TYS
2 stops12h 25m
Delta
Tue 6/93:20 pm
TYS
-
OAK
2 stops11h 29m
Delta
Deal found 3/11$359
This Delta deal was found by Cheapflights users on 3/13. 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.
Tue 5/196:00 am
OAK
-
CVG
2 stops12h 20m
Delta
Thu 5/287:55 pm
CVG
-
OAK
1 stop7h 02m
Delta
Deal found 3/13$360
This Delta deal was found by Cheapflights users on 3/11. 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.
Tue 5/266:00 am
OAK
-
TYS
2 stops12h 25m
Delta
Sat 6/611:44 am
TYS
-
OAK
2 stops13h 50m
Delta
Deal found 3/11$369
This Delta deal was found by Cheapflights users on 3/17. 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.
Tue 4/215:55 am
OAK
-
CVG
1 stop5h 55m
Delta
Thu 4/237:59 pm
CVG
-
OAK
1 stop6h 55m
Delta
Deal found 3/17$370
This Southwest deal was found by Cheapflights users on 3/16. 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.
Wed 5/205:50 am
OAK
-
CVG
1 stop6h 10m
Southwest
Wed 5/277:35 pm
CVG
-
OAK
1 stop6h 50m
Southwest
Deal found 3/16$376
This Delta deal was found by Cheapflights users on 3/17. 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.
Sat 4/1812:34 pm
OAK
-
CVG
1 stop7h 14m
Delta
Thu 4/237:59 pm
CVG
-
OAK
1 stop6h 55m
Delta
Deal found 3/17$377
This Alaska Airlines deal was found by Cheapflights users on 3/12. 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.
Tue 4/147:00 am
OAK
-
BNA
1 stop20h 40m
Alaska Airlines
Wed 4/155:21 pm
BNA
-
OAK
1 stop17h 42m
Alaska Airlines
Deal found 3/12$379

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 March 17, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$323
(Alaska Airlines)

One-way from

$163
(CheapOair)

Popular in

January

Cheapest in

August

Average price

$525
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. 22% potential increase in price ($131 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
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 March 17, 2026.
Use the filters below to find and compare flights from Oakland to Kentucky that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OaklandCincinnati

OAK - CVG

OAKCVG

Oakland

Tue 4/28

6:20 am-5:58 pm

1 stop8h 38m

Cincinnati Cinci./N. Kentucky

Wed 4/29

6:58 pm-10:32 pm

1 stop30h 34m

$323

OaklandCincinnati

OAK - CVG

OAKCVG

Oakland

Tue 5/26

6:00 am-2:44 pm

1 stop5h 44m

Cincinnati Cinci./N. Kentucky

Tue 6/2

7:55 pm-11:57 pm

1 stop7h 02m

$355

OaklandNashville

OAK - BNA

OAKBNA

Oakland

Tue 4/14

7:00 am-5:40 am

1 stop20h 40m

Nashville Intl

Wed 4/15

5:21 pm-9:03 am

1 stop17h 42m

$379

OaklandLouisville

OAK - SDF

OAKSDF

Oakland

Wed 5/6

8:15 am-6:35 pm

1 stop7h 20m

Louisville Intl

Sat 6/20

7:55 pm-11:10 pm

1 stop6h 15m

$408

OaklandLouisville

OAK - SDF

OAKSDF

Oakland

Sat 5/2

12:34 pm-10:34 pm

1 stop7h 00m

Louisville Intl

Tue 5/5

6:04 am-11:53 am

2 stops8h 49m

$412

OaklandLouisville

OAK - SDF

OAKSDF

Oakland

Mon 5/25

11:55 pm-9:50 am

1 stop6h 55m

Louisville Intl

Tue 5/26

7:15 pm-11:25 pm

1 stop7h 10m

$427

OaklandLouisville

OAK - SDF

OAKSDF

Oakland

Sat 7/25

5:10 am-2:15 pm

1 stop6h 05m

Louisville Intl

Wed 7/29

11:45 am-3:40 pm

1 stop6h 55m

$427

OaklandNashville

OAK - BNA

OAKBNA

Oakland

Thu 5/7

8:10 pm-5:05 pm

1 stop18h 55m

Nashville Intl

Tue 5/12

4:45 pm-8:55 am

1 stop18h 10m

$431

OaklandLouisville

OAK - SDF

OAKSDF

Oakland

Wed 6/10

1:10 pm-12:15 am

2 stops8h 05m

Louisville Intl

Sun 6/14

6:25 pm-12:25 am

2 stops9h 00m

$437

OaklandLouisville

OAK - SDF

OAKSDF

Oakland

Thu 5/28

9:30 pm-9:55 am

2 stops9h 25m

Louisville Intl

Mon 6/1

3:40 pm-9:35 pm

2 stops8h 55m

$438

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/17

Showing 1-10 of 60 resultsSorted by cheapest first
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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 March is currently the most expensive (average of $358). 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.

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 March 17, 2026.
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
8.0
Very good
4,320 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Entertainment

7.5

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
8.0
Very good
4,320 reviews
Southwest
8.0
Very good
4,320 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Entertainment

7.5

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?

    Alaska Airlines, Delta, and Southwest can get you from Oakland, California to Kentucky in just under 7h 20m. Your travel time can differ by up to 2h 37m. The distance from Oakland, California to Kentucky is about 1974 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 - Knoxville McGhee Tyson 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 March is currently the most expensive (average of $358). 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

See prices for flight routes from nearby airports that may be better suited for you.
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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 March 17, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$306Average$496FlexibilityNo cancel feeOn-time63%

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