$242+ 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 19/3. 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
15 Feb — 22 Feb1
1 adult
1 adult, Economy, 0 bags

What to know about flights from Lexington

Discover essential information about flights departing from Lexington, including flight schedules, destinations, airlines operating at the Lexington airport, and any specific guidelines or requirements for travellers. Please note that the information is based on the most recent updates available. Data last updated 16 January 2026.

Good round-trip deal

$1,920 or less
Price to beat on a round-trip flight from Lexington Blue Grass.

Find flights from Lexington

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Cheapest flights from Lexington
Explore the most affordable flight options available from Lexington. Find the lowest fares based on data from user searches, with prices last updated on 16 January 2026.

Thu 12/207:00
LEX
-
ORD
Nonstop1h 44m
United Airlines
Wed 18/221:25
ORD
-
LEX
Nonstop1h 24m
United Airlines
Deal found 14/1$329
Thu 19/219:55
LEX
-
ORD
1 stop5h 01m
Delta
Sat 21/210:35
ORD
-
LEX
1 stop5h 18m
Delta
Deal found 14/1$364
Fri 27/317:39
LEX
-
ORD
Nonstop1h 46m
United Airlines
Sun 29/317:55
ORD
-
LEX
Nonstop1h 29m
United Airlines
Deal found 14/1$373
Wed 28/108:35
LEX
-
ORD
Nonstop1h 55m
United Airlines
Sat 31/110:45
ORD
-
LEX
Nonstop1h 40m
United Airlines
Deal found 14/1$381
Thu 12/319:55
LEX
-
ORD
1 stop5h 04m
Delta
Sat 14/309:50
ORD
-
LEX
1 stop5h 37m
Delta
Deal found 14/1$387
Wed 4/217:35
LEX
-
ORD
1 stop4h 30m
Delta
Mon 9/309:50
ORD
-
LEX
1 stop6h 17m
Delta
Deal found 15/1$390
Thu 29/117:35
LEX
-
ORD
1 stop4h 30m
Delta
Mon 2/205:30
ORD
-
LEX
1 stop7h 17m
Delta
Deal found 15/1$416
Sun 22/317:49
LEX
-
ORD
1 stop3h 25m
Delta
Sat 28/309:50
ORD
-
LEX
1 stop6h 17m
Delta
Deal found 14/1$421
Sat 14/210:35
LEX
-
ORD
Nonstop1h 44m
United Airlines
Wed 18/210:45
ORD
-
LEX
Nonstop1h 30m
United Airlines
Deal found 13/1$434
Thu 19/210:35
LEX
-
ORD
Nonstop1h 44m
United Airlines
Sat 21/221:25
ORD
-
LEX
Nonstop1h 24m
United Airlines
Deal found 14/1$460
Wed 25/217:47
LEX
-
ORD
1 stop7h 09m
Delta
Sat 28/205:25
ORD
-
LEX
1 stop7h 00m
Delta
Deal found 15/1$465
Wed 28/107:26
LEX
-
ORD
1 stop6h 52m
Delta
Sun 1/213:58
ORD
-
LEX
1 stop6h 43m
Delta
Deal found 15/1$469

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 16 January 2026. In the last 7 days, Cheapflights users made a total of 134,765 searches

Fly to

O'Hare Intl

Route

Departure

Return

Price

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Thu 12/2

07:00-07:44

Nonstop1h 44m

Chicago O'Hare Intl

Wed 18/2

21:25-23:49

Nonstop1h 24m

$329

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Wed 25/2

17:45-18:31

Nonstop1h 46m

Chicago O'Hare Intl

Sat 28/2

10:45-13:15

Nonstop1h 30m

$329

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Fri 6/2

17:32-18:29

Nonstop1h 57m

Chicago O'Hare Intl

Sat 7/2

10:45-13:25

Nonstop1h 40m

$329

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Fri 20/2

19:55-23:56

1 stop5h 01m

Chicago O'Hare Intl

Tue 24/2

10:35-16:51

1 stop5h 16m

$364

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Thu 12/2

07:26-13:20

1 stop6h 54m

Chicago O'Hare Intl

Wed 18/2

11:18-18:51

1 stop6h 33m

$364

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Thu 19/2

19:55-23:56

1 stop5h 01m

Chicago O'Hare Intl

Sat 21/2

10:35-16:53

1 stop5h 18m

$364

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Sat 28/2

07:26-13:20

1 stop6h 54m

Chicago O'Hare Intl

Tue 10/3

11:10-19:10

1 stop7h 00m

$364

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Thu 19/2

19:55-23:56

1 stop5h 01m

Chicago O'Hare Intl

Wed 25/2

10:35-16:51

1 stop5h 16m

$364

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Fri 6/2

17:35-21:05

1 stop4h 30m

Chicago O'Hare Intl

Sat 7/2

05:30-13:47

1 stop7h 17m

$364

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Thu 16/4

07:30-10:01

1 stop3h 31m

Chicago O'Hare Intl

Sun 19/4

10:45-17:08

1 stop5h 23m

$364

Flights are sorted by cheapest return flights first.

Deals found on 14/1

Showing 1-10 of 19 results
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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 9 January 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 $152). Flying from Lexington in July will prove the most costly (average of $291). 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 16 January 2026.
  • What are the most popular destinations to fly to from Lexington?

    The most popular destinations from Lexington this month are Las Vegas, Orlando, Kathmandu. 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 $1,572 to Dallas/Fort Worth Airport (prices may vary depending on the airline and departure time). On average, users have booked flights for $1,920 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 July 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!

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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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