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Lexington

$446+ Cheap flights from Oakland, CA to Lexington (OAK - LEX)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — LEX
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
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Cheap flight deals from Oakland to Lexington

Best flights from Oakland to Lexington
Discover carefully curated flight deals from Oakland to Lexington that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 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.
Tue 2/244:54 pmOAK - LEX
2 stops20h 59mDelta
Mon 3/25:35 pmLEX - OAK
2 stops25h 37mDelta
Deal found 12/14$446
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.
Wed 2/255:55 amOAK - LEX
2 stops12h 44mDelta
Mon 3/25:35 pmLEX - OAK
2 stops21h 20mDelta
Deal found 12/14$446
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.
Wed 2/255:55 amOAK - LEX
2 stops12h 44mDelta
Tue 3/36:00 amLEX - OAK
2 stops20h 51mDelta
Deal found 12/14$446
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.
Tue 2/2412:37 pmOAK - LEX
2 stops17h 52mDelta
Tue 3/35:35 pmLEX - OAK
2 stops21h 20mDelta
Deal found 12/14$446
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.
Mon 2/234:54 pmOAK - LEX
2 stops20h 59mDelta
Tue 3/36:00 amLEX - OAK
2 stops20h 51mDelta
Deal found 12/14$456
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.
Mon 2/2312:37 pmOAK - LEX
2 stops25h 16mDelta
Mon 3/25:35 pmLEX - OAK
2 stops21h 20mDelta
Deal found 12/14$456
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.
Sat 1/105:55 amOAK - LEX
2 stops11h 06mDelta
Sat 1/1711:16 amLEX - OAK
2 stops13h 22mDelta
Deal found 12/13$1,119
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.
Tue 2/245:55 amOAK - LEX
2 stops9h 56mDelta
Wed 3/46:00 amLEX - OAK
2 stops13h 12mDelta
Deal found 12/14$1,279
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.
Wed 2/255:55 amOAK - LEX
2 stops9h 56mDelta
Wed 3/43:46 pmLEX - OAK
2 stops11h 05mDelta
Deal found 12/14$1,359
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.
Mon 2/235:55 amOAK - LEX
2 stops9h 56mDelta
Wed 3/46:00 amLEX - OAK
2 stops13h 12mDelta
Deal found 12/14$1,699
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.
Mon 3/165:00 pmOAK - LEX
2 stops13h 36mDelta
Mon 3/235:47 pmLEX - OAK
2 stops8h 59mDelta
Deal found 12/14$1,729
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.
Sun 1/115:55 amOAK - LEX
2 stops11h 06mDelta
Sun 1/1811:16 amLEX - OAK
2 stops13h 22mDelta
Deal found 12/14$2,509

Find 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 December 15, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$446
(Delta)

Popular in

December

Cheapest in

August

Average price

$622
Provider with most accurate pricing for Oakland-Lexington Blue Grass flight deals.
Search Deals
Provider most trusted by Cheapflights users for Oakland-Lexington Blue Grass flights.
Search Deals
From Oakland to Lexington Blue Grass
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($56 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 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 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 December 15, 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

Tue 2/24

4:54 pm-4:53 pm

2 stops20h 59m

Lexington Blue Grass

Mon 3/2

5:35 pm-4:12 pm

2 stops25h 37m

$446

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Wed 2/25

5:55 am-9:39 pm

2 stops12h 44m

Lexington Blue Grass

Mon 3/2

5:35 pm-11:55 am

2 stops21h 20m

$446

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Wed 2/25

5:55 am-9:39 pm

2 stops12h 44m

Lexington Blue Grass

Tue 3/3

6:00 am-11:51 pm

2 stops20h 51m

$446

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Tue 2/24

12:37 pm-9:29 am

2 stops17h 52m

Lexington Blue Grass

Tue 3/3

5:35 pm-11:55 am

2 stops21h 20m

$446

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Mon 2/23

4:54 pm-4:53 pm

2 stops20h 59m

Lexington Blue Grass

Tue 3/3

6:00 am-11:51 pm

2 stops20h 51m

$456

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Mon 2/23

12:37 pm-4:53 pm

2 stops25h 16m

Lexington Blue Grass

Mon 3/2

5:35 pm-11:55 am

2 stops21h 20m

$456

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Sat 1/10

5:55 am-8:01 pm

2 stops11h 06m

Lexington Blue Grass

Sat 1/17

11:16 am-9:38 pm

2 stops13h 22m

$1,119

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Tue 2/24

5:55 am-6:51 pm

2 stops9h 56m

Lexington Blue Grass

Wed 3/4

6:00 am-4:12 pm

2 stops13h 12m

$1,279

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Wed 2/25

5:55 am-6:51 pm

2 stops9h 56m

Lexington Blue Grass

Wed 3/4

3:46 pm-11:51 pm

2 stops11h 05m

$1,359

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Mon 2/23

5:55 am-6:51 pm

2 stops9h 56m

Lexington Blue Grass

Wed 3/4

6:00 am-4:12 pm

2 stops13h 12m

$1,699

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/12

Showing 1-10 of 21 results
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Compare providers for flights from Oakland to Lexington

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Oakland to Lexington in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Oakland, California-Lexington flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Oakland, California-Lexington flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Oakland, California-Lexington flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Oakland, California-Lexington flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Oakland, California-Lexington flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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, September is the cheapest month in which you can book a flight from Oakland, California to Lexington (average of $112). Flying from Oakland, California to Lexington in June is currently the most expensive (average of $252). 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.

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 20h 59m. Delta provides one of the quickest options available for as low as $446. 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, September is the cheapest month in which you can book a flight from Oakland, California to Lexington (average of $112). Flying from Oakland, California to Lexington in June is currently the most expensive (average of $252). 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
Somerset
Berea
Georgetown
Frankfort

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