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Kentucky

$66+ 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 10/2. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — SDF
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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Cheap flight deals from Oakland to Kentucky

Keep the following information in mind while searching for Oakland to Kentucky flight deals. Data was last updated July 29, 2025.

Round-trip from

$131
(CheapOair)

One-way from

$66
(CheapOair)

Popular in

December

Cheapest in

August

Average price

$419
From Oakland to Kentucky
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One-way flight from Oakland to Kentucky
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Highest demand for flights based on searches. 8% potential increase in price ($40 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find 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 July 29, 2025.

This CheapOair deal was found by Cheapflights users on 7/28. 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 11/512:15 pmOAK - BNA
1 stop10h 44mSpirit Airlines
Tue 11/1110:07 pmBNA - OAK
1 stop15h 03mSpirit Airlines
Deal found 7/28$131
This CheapOair deal was found by Cheapflights users on 7/29. 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.
Mon 9/226:00 amOAK - SDF
1 stop6h 30mSpirit Airlines
Fri 9/264:25 pmSDF - OAK
1 stop10h 07mSpirit Airlines
Deal found 7/29$153
This Mytrip deal was found by Cheapflights users on 7/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/206:00 amOAK - CVG
3 stops25h 36mMultiple Airlines
Sun 8/249:49 pmCVG - OAK
1 stop12h 29mMultiple Airlines
Deal found 7/28$239
This Alaska Airlines deal was found by Cheapflights users on 7/27. 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 10/286:30 amOAK - CVG
1 stop8h 00mAlaska Airlines
Wed 10/296:30 pmCVG - OAK
1 stop8h 29mAlaska Airlines
Deal found 7/27$300
This Delta deal was found by Cheapflights users on 7/27. 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 10/285:55 amOAK - CVG
1 stop6h 03mDelta
Wed 10/297:59 pmCVG - OAK
1 stop6h 54mDelta
Deal found 7/27$301
This Hawaiian Airlines deal was found by Cheapflights users on 7/29. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/36:15 amOAK - CVG
1 stop8h 25mHawaiian Airlines
Sun 9/76:40 pmCVG - OAK
1 stop8h 24mHawaiian Airlines
Deal found 7/29$332
This Southwest deal was found by Cheapflights users on 7/29. 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.
Thu 8/211:45 pmOAK - SDF
1 stop7h 40mSouthwest
Mon 8/255:20 pmSDF - OAK
1 stop9h 00mSouthwest
Deal found 7/29$337
This Southwest deal was found by Cheapflights users on 7/27. 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.
Thu 11/65:45 amOAK - CVG
2 stops11h 10mSouthwest
Sun 11/96:35 amCVG - OAK
1 stop6h 50mSouthwest
Deal found 7/27$349
This Mytrip deal was found by Cheapflights users on 7/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/216:00 amOAK - SDF
3 stops24h 34mMultiple Airlines
Mon 8/2510:24 amSDF - OAK
2 stops16h 03mMultiple Airlines
Deal found 7/29$350
This Mytrip deal was found by Cheapflights users on 7/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/56:00 amOAK - TYS
1 stop13h 30mMultiple Airlines
Wed 9/104:31 pmTYS - OAK
3 stops34h 01mMultiple Airlines
Deal found 7/28$372
This Delta deal was found by Cheapflights users on 7/27. 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 11/15:55 amOAK - TRI
2 stops13h 29mDelta
Wed 11/56:10 amTRI - OAK
2 stops8h 40mDelta
Deal found 7/27$492
This Delta deal was found by Cheapflights users on 7/27. 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.
Wed 10/15:05 pmOAK - TYS
2 stops13h 39mDelta
Tue 10/73:48 pmTYS - OAK
2 stops11h 05mDelta
Deal found 7/27$657

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 July 29, 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

Wed 11/5

12:15 pm-12:59 am

1 stop10h 44m

Nashville Intl

Tue 11/11

10:07 pm-11:10 am

1 stop15h 03m

$131

OaklandLouisville

OAK - SDF

OAKSDF

Oakland

Mon 9/22

6:00 am-3:30 pm

1 stop6h 30m

Louisville Intl

Fri 9/26

4:25 pm-11:32 pm

1 stop10h 07m

$153

OaklandCincinnati

OAK - CVG

OAKCVG

Oakland

Wed 8/20

6:00 am-10:36 am

3 stops25h 36m

Cincinnati Cinci./N. Kentucky

Sun 8/24

9:49 pm-7:18 am

1 stop12h 29m

$239

OaklandCincinnati

OAK - CVG

OAKCVG

Oakland

Tue 9/16

12:37 pm-11:03 pm

1 stop7h 26m

Cincinnati Cinci./N. Kentucky

Tue 9/23

5:55 pm-11:50 pm

2 stops8h 55m

$306

OaklandCincinnati

OAK - CVG

OAKCVG

Oakland

Wed 9/3

6:15 am-5:40 pm

1 stop8h 25m

Cincinnati Cinci./N. Kentucky

Sun 9/7

6:40 pm-12:04 am

1 stop8h 24m

$332

OaklandLouisville

OAK - SDF

OAKSDF

Oakland

Thu 8/21

1:45 pm-12:25 am

1 stop7h 40m

Louisville Intl

Mon 8/25

5:20 pm-11:20 pm

1 stop9h 00m

$337

OaklandLouisville

OAK - SDF

OAKSDF

Oakland

Thu 8/21

6:00 am-9:34 am

3 stops24h 34m

Louisville Intl

Mon 8/25

10:24 am-11:27 pm

2 stops16h 03m

$350

OaklandCincinnati

OAK - CVG

OAKCVG

Oakland

Wed 8/27

6:15 am-5:37 pm

1 stop8h 22m

Cincinnati Cinci./N. Kentucky

Thu 9/4

6:40 pm-12:04 am

1 stop8h 24m

$351

OaklandCincinnati

OAK - CVG

OAKCVG

Oakland

Wed 8/20

12:30 pm-9:25 pm

1 stop5h 55m

Cincinnati Cinci./N. Kentucky

Sun 8/24

6:40 am-10:50 am

1 stop7h 10m

$364

OaklandKnoxville

OAK - TYS

OAKTYS

Oakland

Fri 9/5

6:00 am-10:30 pm

1 stop13h 30m

Knoxville McGhee Tyson

Wed 9/10

4:31 pm-11:32 pm

3 stops34h 01m

$372

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 29 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, January is the cheapest month in which you can book a flight from Oakland, California to Kentucky (average of $299). Flying from Oakland, California to Kentucky in April is currently the most expensive (average of $369). 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 July 29, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Oakland, California to Kentucky as you normally would.

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 July 29, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Southwest, and Delta 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.
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Comfort

7.8

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Comfort

7.8

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,238 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Comfort

7.8

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,979 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Comfort

7.8

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.8
Good
2,605 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Comfort

7.8

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Spirit Airlines
6.3
Okay
8,044 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Comfort

7.8

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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.

  • What are the cheapest airlines to fly from Oakland, California to Kentucky one-way?

    The cheapest airlines for a one-way flight from Oakland, California to Kentucky are Spirit Airlines ($66), Hawaiian Airlines ($150), and Delta ($151).

  • 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, January is the cheapest month in which you can book a flight from Oakland, California to Kentucky (average of $299). Flying from Oakland, California to Kentucky in April is currently the most expensive (average of $369). 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 July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$304Average$468FlexibilityNo cancel feeOn-time63%

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