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Lexington

$404+ 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 5/27. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — LEX
May 11 — May 181
Mon 5/11
Mon 5/18
1 adult, Economy
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Cheap 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 April 11, 2026.

This Delta deal was found by Cheapflights users on 4/8. 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 9/285:55 am
OAK
-
LEX
2 stops24h 29m
Delta
Wed 10/75:48 pm
LEX
-
OAK
2 stops9h 08m
Delta
Deal found 4/8$596
This Delta deal was found by Cheapflights users on 4/9. 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 5/25:55 am
OAK
-
LEX
2 stops8h 15m
Delta
Tue 5/55:50 pm
LEX
-
OAK
2 stops9h 04m
Delta
Deal found 4/9$597
This Delta deal was found by Cheapflights users on 4/8. 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 9/285:55 am
OAK
-
LEX
2 stops24h 29m
Delta
Sat 10/105:48 pm
LEX
-
OAK
2 stops9h 08m
Delta
Deal found 4/8$605
This Delta deal was found by Cheapflights users on 4/9. 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 4/285:55 am
OAK
-
LEX
2 stops8h 15m
Delta
Wed 5/64:53 pm
LEX
-
OAK
2 stops10h 01m
Delta
Deal found 4/9$617
This Delta deal was found by Cheapflights users on 4/8. 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 10/31:15 pm
OAK
-
LEX
2 stops17h 09m
Delta
Tue 10/63:45 pm
LEX
-
OAK
2 stops11h 11m
Delta
Deal found 4/8$621
This Delta deal was found by Cheapflights users on 4/9. 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 5/25:55 am
OAK
-
LEX
2 stops8h 15m
Delta
Mon 5/47:56 pm
LEX
-
OAK
2 stops30h 58m
Delta
Deal found 4/9$628
This Delta deal was found by Cheapflights users on 4/8. 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 10/31:15 pm
OAK
-
LEX
2 stops17h 09m
Delta
Sat 10/105:48 pm
LEX
-
OAK
2 stops9h 08m
Delta
Deal found 4/8$631
This Delta deal was found by Cheapflights users on 4/8. 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 9/301:15 pm
OAK
-
LEX
2 stops18h 01m
Delta
Wed 10/75:48 pm
LEX
-
OAK
2 stops9h 08m
Delta
Deal found 4/8$643
This Delta deal was found by Cheapflights users on 4/9. 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 4/285:55 am
OAK
-
LEX
2 stops8h 15m
Delta
Mon 5/47:56 pm
LEX
-
OAK
2 stops30h 58m
Delta
Deal found 4/9$648
This Delta deal was found by Cheapflights users on 4/8. 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 9/301:15 pm
OAK
-
LEX
2 stops18h 01m
Delta
Sat 10/105:48 pm
LEX
-
OAK
2 stops9h 08m
Delta
Deal found 4/8$652
This Delta deal was found by Cheapflights users on 4/8. 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 9/285:55 am
OAK
-
LEX
2 stops24h 29m
Delta
Mon 10/57:45 pm
LEX
-
OAK
2 stops23h 47m
Delta
Deal found 4/8$658
This Delta deal was found by Cheapflights users on 4/9. 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 4/285:55 am
OAK
-
LEX
2 stops8h 15m
Delta
Fri 5/12:19 pm
LEX
-
OAK
2 stops24h 34m
Delta
Deal found 4/9$669

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 April 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$596
(Delta)

One-way from

$404
(Delta)

Popular in

December

Cheapest in

August

Average price

$478
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
One-way flight from Oakland to Lexington Blue Grass
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($88 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
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 April 11, 2026.
Use the filters below to find and compare flights from Oakland to Lexington that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Sat 5/2

5:55 am-5:10 pm

2 stops8h 15m

Lexington Blue Grass

Mon 5/4

7:56 pm-11:54 pm

2 stops30h 58m

$628

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Fri 10/2

1:15 pm-10:16 am

2 stops18h 01m

Lexington Blue Grass

Wed 10/7

5:48 pm-11:56 pm

2 stops9h 08m

$643

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Wed 9/30

1:15 pm-10:16 am

2 stops18h 01m

Lexington Blue Grass

Tue 10/6

3:45 pm-11:56 pm

2 stops11h 11m

$643

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Fri 10/2

5:55 am-9:24 am

2 stops24h 29m

Lexington Blue Grass

Mon 10/5

7:45 pm-4:32 pm

2 stops23h 47m

$743

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Wed 4/29

12:34 pm-9:35 am

2 stops18h 01m

Lexington Blue Grass

Mon 5/4

7:56 pm-11:54 pm

2 stops30h 58m

$753
Quickest round-trip

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Wed 9/30

5:55 am-5:10 pm

2 stops8h 15m

Lexington Blue Grass

Sun 10/4

5:50 pm-11:49 pm

2 stops8h 59m

$989

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Fri 6/19

5:03 pm-9:49 am

2 stops13h 46m

Lexington Blue Grass

Sun 6/21

6:00 am-4:23 pm

2 stops13h 23m

$1,409

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Fri 6/19

5:03 pm-9:49 am

2 stops13h 46m

Lexington Blue Grass

Mon 6/22

7:05 am-4:23 pm

2 stops12h 18m

$1,409

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Wed 6/3

6:00 am-5:12 pm

2 stops8h 12m

Lexington Blue Grass

Fri 6/5

5:52 pm-11:57 pm

2 stops9h 05m

$1,927

OaklandLexington

OAK - LEX

OAKLEX

Oakland

Fri 5/1

5:04 pm-9:35 am

2 stops13h 31m

Lexington Blue Grass

Sun 5/3

6:00 am-4:24 pm

2 stops13h 24m

$2,203

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/9

Showing 1-10 of 23 resultsSorted by cheapest first
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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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Oakland, California-Lexington flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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 March is currently the most expensive (average of $292). 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 8h 15m. Delta provides one of the quickest options available for as low as $628. 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 March is currently the most expensive (average of $292). 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
Danville
Berea
Georgetown
Frankfort

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