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Lexington

$250+ 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 11/24. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — LEX
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
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 August 18, 2025.

Round-trip from

$320
(Mytrip)

One-way from

$250
(Kiwi.com)

Popular in

December

Cheapest in

November

Average price

$408
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. 11% potential increase in price ($64 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($29 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 18, 2025.

This Mytrip deal was found by Cheapflights users on 8/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/86:00 amOAK - LEX
3 stops33h 45mMultiple Airlines
Sun 10/1210:33 pmLEX - OAK
1 stop12h 16mMultiple Airlines
Deal found 8/17$320
This Delta deal was found by Cheapflights users on 8/17. 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.
Mon 9/16:00 amOAK - LEX
2 stops9h 07mDelta
Fri 9/57:45 amLEX - OAK
2 stops11h 31mDelta
Deal found 8/17$1,038
This Delta deal was found by Cheapflights users on 8/17. 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.
Fri 9/54:58 pmOAK - LEX
2 stops13h 36mDelta
Sun 9/76:00 amLEX - OAK
2 stops8h 55mDelta
Deal found 8/17$1,249

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 August 18, 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

Wed 10/8

6:00 am-6:45 pm

3 stops33h 45m

Lexington Blue Grass

Sun 10/12

10:33 pm-7:49 am

1 stop12h 16m

$320

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Mon 9/1

6:00 am-6:07 pm

2 stops9h 07m

Lexington Blue Grass

Fri 9/5

7:45 am-4:16 pm

2 stops11h 31m

$1,038

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Fri 9/5

4:58 pm-9:34 am

2 stops13h 36m

Lexington Blue Grass

Sun 9/7

6:00 am-11:55 am

2 stops8h 55m

$1,249

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Mon 11/24

5:26 pm-1:15 pm

1 stop16h 49m

$250

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Sat 11/22

5:26 pm-9:31 pm

1 stop25h 05m

$257

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Fri 11/28

5:26 pm-1:15 pm

1 stop16h 49m

$285

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Fri 8/29

6:00 am-8:29 am

3 stops47h 29m

$306

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Thu 8/28

8:13 am-12:59 pm

3 stops49h 46m

$316

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Sun 8/31

8:13 am-11:40 am

3 stops48h 27m

$385

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Mon 11/24

5:55 am-7:45 pm

2 stops10h 50m

$404

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/17

Showing 1-10 of 12 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 August 18, 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 9h 07m. Delta provides one of the quickest options available for as low as $1,038. 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

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