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Lexington

$530+ Cheap flights from Oakland, CA to Lexington (OAK - LEX)

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 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — LEX
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Oakland to Lexington

Discover tips and strategies to find the most affordable flight options for your journey from Oakland (OAK) to Lexington (LEX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 16, 2025.

Round-trip from

$577
(Delta)

One-way from

$530
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$388
From Oakland to Lexington Blue Grass
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One-way flight from Oakland to Lexington Blue Grass
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Highest demand for flights based on searches. 14% potential increase in price ($81 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($32 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Oakland to Lexington

Cheapest flights from Oakland to Lexington
Explore the most affordable flight options available from Oakland to Lexington. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This Delta deal was found by Cheapflights users on 9/14. 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.
Tue 10/712:30 pmOAK - LEX
2 stops18h 15mDelta
Mon 11/37:45 amLEX - OAK
2 stops31h 05mDelta
Deal found 9/14$577
This Delta deal was found by Cheapflights users on 9/14. 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.
Tue 10/712:30 pmOAK - LEX
2 stops18h 15mDelta
Fri 11/77:45 amLEX - OAK
2 stops31h 05mDelta
Deal found 9/14$583
This Delta deal was found by Cheapflights users on 9/14. 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.
Tue 10/712:30 pmOAK - LEX
2 stops18h 15mDelta
Sat 11/110:25 amLEX - OAK
2 stops8h 46mDelta
Deal found 9/14$597
This Delta deal was found by Cheapflights users on 9/14. 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.
Tue 10/712:30 pmOAK - LEX
2 stops18h 15mDelta
Wed 11/57:45 amLEX - OAK
2 stops19h 08mDelta
Deal found 9/14$608
This Delta deal was found by Cheapflights users on 9/14. 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.
Mon 10/612:30 pmOAK - LEX
2 stops18h 15mDelta
Mon 11/37:45 amLEX - OAK
2 stops31h 05mDelta
Deal found 9/14$627
This Delta deal was found by Cheapflights users on 9/14. 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.
Mon 10/612:30 pmOAK - LEX
2 stops18h 15mDelta
Fri 11/77:45 amLEX - OAK
2 stops31h 05mDelta
Deal found 9/14$633
This Delta deal was found by Cheapflights users on 9/14. 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.
Mon 10/612:30 pmOAK - LEX
2 stops18h 15mDelta
Sat 11/17:17 amLEX - OAK
2 stops11h 54mDelta
Deal found 9/14$647
This Delta deal was found by Cheapflights users on 9/14. 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.
Tue 10/712:30 pmOAK - LEX
2 stops18h 15mDelta
Thu 11/67:45 amLEX - OAK
2 stops19h 08mDelta
Deal found 9/14$648
This Delta deal was found by Cheapflights users on 9/14. 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.
Mon 10/612:30 pmOAK - LEX
2 stops18h 15mDelta
Wed 11/510:25 amLEX - OAK
2 stops16h 28mDelta
Deal found 9/14$658
This Delta deal was found by Cheapflights users on 9/14. 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.
Mon 10/612:30 pmOAK - LEX
2 stops18h 15mDelta
Tue 11/45:54 pmLEX - OAK
2 stops8h 59mDelta
Deal found 9/14$677
This Delta deal was found by Cheapflights users on 9/14. 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.
Mon 10/612:30 pmOAK - LEX
2 stops18h 15mDelta
Thu 11/67:45 amLEX - OAK
2 stops19h 08mDelta
Deal found 9/14$698
This Delta deal was found by Cheapflights users on 9/14. 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.
Tue 10/74:51 pmOAK - LEX
2 stops13h 29mDelta
Sun 11/23:46 pmLEX - OAK
2 stops11h 07mDelta
Deal found 9/14$913

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oakland to Lexington 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 September 16, 2025.
Use the filters below to find and compare flights from Oakland to Lexington that are best for you.

Fly from

Oakland

Fly to

Lexington

Route

Depart

Return

Price

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Fri 11/14

4:51 pm-9:27 am

2 stops13h 36m

Lexington Blue Grass

Mon 11/17

6:12 pm-12:03 am

2 stops8h 51m

$577

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Tue 10/7

12:30 pm-9:45 am

2 stops18h 15m

Lexington Blue Grass

Mon 11/3

7:45 am-11:50 am

2 stops31h 05m

$577

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Tue 10/7

12:30 pm-9:45 am

2 stops18h 15m

Lexington Blue Grass

Fri 11/7

7:45 am-11:50 am

2 stops31h 05m

$583

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Tue 10/7

12:30 pm-9:45 am

2 stops18h 15m

Lexington Blue Grass

Sat 11/1

10:25 am-4:11 pm

2 stops8h 46m

$597

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Tue 10/7

12:30 pm-9:45 am

2 stops18h 15m

Lexington Blue Grass

Wed 11/5

7:45 am-11:53 pm

2 stops19h 08m

$608

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Mon 10/6

12:30 pm-9:45 am

2 stops18h 15m

Lexington Blue Grass

Fri 11/7

7:45 am-11:50 am

2 stops31h 05m

$633

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Mon 10/6

12:30 pm-9:45 am

2 stops18h 15m

Lexington Blue Grass

Sat 11/1

7:17 am-4:11 pm

2 stops11h 54m

$647

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Tue 10/7

12:30 pm-9:45 am

2 stops18h 15m

Lexington Blue Grass

Thu 11/6

7:45 am-11:53 pm

2 stops19h 08m

$648

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Mon 10/6

12:30 pm-9:45 am

2 stops18h 15m

Lexington Blue Grass

Wed 11/5

10:25 am-11:53 pm

2 stops16h 28m

$658

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Tue 10/7

4:51 pm-9:20 am

2 stops13h 29m

Lexington Blue Grass

Sun 11/2

3:46 pm-11:53 pm

2 stops11h 07m

$913

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 17 results
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Best time to book a flight from Oakland to Lexington

Have a flexible travel schedule? Discover the best time to fly to Lexington 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 Lexington

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

Currently, August is the cheapest month in which you can book a flight from Oakland, California to Lexington (average of $303). Flying from Oakland, California to Lexington in April is currently the most expensive (average of $390). 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 LEX?

Find hourly flight availability from Oakland to Lexington. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 16, 2025.

When flying from Oakland, California to Lexington, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Related info for your journey

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

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

    A quick flight from Oakland, California to Lexington can take about 13h 36m. Delta provides one of the quickest options available for as low as $577. The distance from Oakland, California to Lexington is about 2036 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Oakland to Lexington 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 Lexington?

    Currently, August is the cheapest month in which you can book a flight from Oakland, California to Lexington (average of $303). Flying from Oakland, California to Lexington in April is currently the most expensive (average of $390). 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

Traveling to a place near Lexington?

Book flights to Lexington if you plan to visit one of these locations
Georgetown
Berea
Frankfort

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