$418+ Cheap flights from Lexington

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 20/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
LEX — ORD
22 Apr — 29 Apr1
1 adult
1 adult, Economy, 0 bags

Find flights from Lexington within your budget

 
Find flights departing from Lexington that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on 23 March 2026. In the last 7 days, Cheapflights users made a total of 134,765 searches

Fly to

Route

Departure

Return

Price

Cheapest return flight

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Thu 7/5

10:10-11:02

Nonstop1h 52m

Chicago O'Hare Intl

Sun 10/5

06:55-09:20

Nonstop1h 25m

$427

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Fri 8/5

07:00-07:50

Nonstop1h 50m

Chicago O'Hare Intl

Sun 10/5

16:20-18:49

Nonstop1h 29m

$427

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Tue 28/4

05:30-06:19

Nonstop1h 49m

Chicago O'Hare Intl

Tue 5/5

21:20-23:49

Nonstop1h 29m

$427

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Thu 30/7

08:50-09:35

Nonstop1h 45m

Chicago O'Hare Intl

Thu 6/8

19:54-22:35

Nonstop1h 41m

$427
Fastest return journey

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Mon 20/4

21:00-21:47

Nonstop1h 47m

Chicago O'Hare Intl

Mon 27/4

06:55-09:20

Nonstop1h 25m

$427

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Fri 5/6

19:44-20:35

Nonstop1h 51m

Chicago O'Hare Intl

Sun 7/6

16:32-19:09

Nonstop1h 37m

$427

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Thu 16/4

21:00-21:47

Nonstop1h 47m

Chicago O'Hare Intl

Thu 23/4

21:30-23:59

Nonstop1h 29m

$427

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Thu 14/5

19:50-20:40

Nonstop1h 50m

Chicago O'Hare Intl

Sun 17/5

17:45-20:14

Nonstop1h 29m

$427

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Thu 2/7

19:44-20:35

Nonstop1h 51m

Chicago O'Hare Intl

Sat 4/7

19:54-22:35

Nonstop1h 41m

$427

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Wed 8/7

08:50-09:35

Nonstop1h 45m

Chicago O'Hare Intl

Sun 12/7

06:45-09:16

Nonstop1h 31m

$427

Flights are sorted by cheapest return flights first.

Deals found on 18/3

Showing 1-10 of 19 resultsSorted by cheapest first
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Best time to book a flight from Lexington

Have a flexible travel schedule? Discover the best time to fly from Lexington with our price prediction graph.
Estimated return 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.

Travel insights for flights from Lexington

Get recent, data-driven insights about flights from Lexington including ideal travel times, pricing trends, and more.

When is the best time to book a flight from Lexington?

Use this chart to determine the optimal time to book a return flight from Lexington to O'Hare Intl. Price data was last updated on 13 March 2026.

To ensure you get the cheapest price possible for a flight from Lexington, you should look to book at least 27 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, December is the cheapest month in which you can book a flight from Lexington (average of $149). Flying from Lexington in February will prove the most costly (average of $350). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

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Related info for your journey

Access useful and relevant information related to your journey from Lexington. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated 23 March 2026.
  • What are the most popular destinations to fly to from Lexington?

    The most popular destinations from Lexington this month are Las Vegas, Fort Lauderdale, Orlando. The top year-round destinations include Las Vegas, Orlando, Denver.

  • What is the cheapest flight from Lexington to anywhere?

    Users have flown out of Lexington for as low as $1,547 to Dallas/Fort Worth Airport (prices may vary depending on the airline and departure time). On average, users have booked flights for $1,890 to fly from Lexington.

  • What is the cheapest month to fly from Lexington?

    At the present moment the cheapest month to fly from Lexington is currently December; with February being the most expensive. Prices will vary depending on multiple factors such as booking in advance, airline and departure airports and times.

  • How does Cheapflights help users find flights from Lexington?

    Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Lexington. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

  • Why should you use Cheapflights to find cheap flight tickets from Lexington?

    Cheapflights simply makes it quick and affordable to book flights from Lexington by bringing together all flight options from hundreds of airlines and agencies online — and we put them in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

  • Can Cheapflights find flights from Lexington with no change fees?

    Yes! Cheapflights helps users easily find flights from Lexington with no change fees.

  • Can Cheapflights notify me if prices for flights from Lexington become cheaper?

    Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and use a valid email address to enable the Price Alerts feature. That’s it!

See more FAQs

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Lexington?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Lexington. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Lexington?

Cheapflights simply makes it quick and affordable to book flights from Lexington by bringing together all flight options from hundreds of airlines and agencies online — and we put them in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Lexington with no change fees?

Yes! Cheapflights helps users easily find flights from Lexington with no change fees.

Can Cheapflights notify me if prices for flights from Lexington become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and use a valid email address to enable the Price Alerts feature. That’s it!

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