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$160+ 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 13/9. 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
21 Aug — 28 Aug1
1 adult

Find flights from Lexington

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 August 2025.

Thu 4/913:59LEX - ORD
Nonstop1h 45mUnited Airlines
Tue 9/918:15ORD - LEX
Nonstop1h 33mUnited Airlines
Deal found 14/8$319
Tue 2/911:10LEX - ORD
Nonstop1h 43mUnited Airlines
Tue 9/921:05ORD - LEX
Nonstop1h 32mUnited Airlines
Deal found 13/8$327
Wed 3/910:24LEX - ORD
1 stop3h 21mDelta
Sat 6/909:47ORD - LEX
1 stop4h 08mDelta
Deal found 14/8$336
Tue 2/907:45LEX - ORD
1 stop3h 35mDelta
Sat 6/917:45ORD - LEX
1 stop3h 51mDelta
Deal found 14/8$344
Tue 21/1006:00LEX - ORD
1 stop7h 16mDelta
Tue 24/210:35ORD - LEX
1 stop5h 38mDelta
Deal found 16/8$353
Wed 3/907:45LEX - ORD
1 stop6h 00mDelta
Tue 9/911:05ORD - LEX
1 stop6h 04mDelta
Deal found 15/8$361
Wed 10/907:45LEX - ORD
1 stop6h 00mDelta
Sat 13/910:35ORD - LEX
1 stop5h 33mDelta
Deal found 14/8$370
Wed 27/817:48LEX - ORD
Nonstop1h 52mUnited Airlines
Tue 2/914:34ORD - LEX
Nonstop1h 33mUnited Airlines
Deal found 15/8$378
Wed 27/807:45LEX - ORD
1 stop6h 00mDelta
Tue 2/917:00ORD - LEX
1 stop4h 36mDelta
Deal found 15/8$412
Thu 2/1007:05LEX - ORD
Nonstop1h 44mUnited Airlines
Sun 5/1021:25ORD - LEX
Nonstop1h 34mUnited Airlines
Deal found 14/8$420
Thu 11/919:53LEX - ORD
1 stop5h 01mDelta
Mon 15/911:05ORD - LEX
1 stop5h 03mDelta
Deal found 15/8$437

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 August 2025. 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 4/9

13:59-14:44

Nonstop1h 45m

Chicago O'Hare Intl

Tue 9/9

18:15-20:48

Nonstop1h 33m

$319

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Wed 3/9

18:10-22:37

1 stop5h 27m

Chicago O'Hare Intl

Wed 10/9

05:45-12:18

1 stop5h 33m

$319

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Thu 11/9

11:10-11:53

Nonstop1h 43m

Chicago O'Hare Intl

Sat 13/9

10:51-13:24

Nonstop1h 33m

$319

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Fri 12/9

17:56-23:54

1 stop6h 58m

Chicago O'Hare Intl

Sat 13/9

10:35-17:08

1 stop5h 33m

$319

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Thu 4/9

13:59-14:44

Nonstop1h 45m

Chicago O'Hare Intl

Sun 7/9

14:34-17:07

Nonstop1h 33m

$319

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Tue 21/10

06:00-12:16

1 stop7h 16m

Chicago O'Hare Intl

Tue 24/2

07:10-12:40

1 stop4h 30m

$319

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Mon 24/11

15:45-21:12

1 stop6h 27m

Chicago O'Hare Intl

Wed 26/11

10:35-17:10

1 stop5h 35m

$319

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Tue 2/9

11:10-11:53

Nonstop1h 43m

Chicago O'Hare Intl

Tue 9/9

21:05-23:37

Nonstop1h 32m

$327

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Wed 3/9

07:00-07:44

Nonstop1h 44m

Chicago O'Hare Intl

Tue 9/9

10:51-13:24

Nonstop1h 33m

$327

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Wed 3/9

10:24-12:45

1 stop3h 21m

Chicago O'Hare Intl

Sat 6/9

09:47-14:55

1 stop4h 08m

$336

Flights are sorted by cheapest return flights first.

Deals found on 14/8

Showing 1-10 of 24 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 8 August 2025.

To ensure you get the cheapest price possible for a flight from Lexington, you should look to book at least 43 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, November is the cheapest month in which you can book a flight from Lexington (average of $143). Flying from Lexington in July will prove the most costly (average of $277). 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 August 2025.

  • What are the most popular destinations to fly to from Lexington?

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

  • What is the cheapest month to fly from Lexington?

    At the present moment the cheapest month to fly from Lexington is currently November; 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!

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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