$327+ Cheap flights from Lexington

This is the cheapest return flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/2. 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
7 Feb — 14 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 8 January 2026.

Good round-trip deal

$1,906 or less
Price to beat on a round-trip flight from Lexington Blue Grass.

Find flights from Lexington

Enter your travel dates to find the best prices.

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 8 January 2026.

Sat 7/210:30LEX - ORD
Nonstop1h 55mUnited Airlines
Sat 14/217:45ORD - LEX
Nonstop1h 24mUnited Airlines
Deal found 5/1$327
Wed 4/317:45LEX - ORD
Nonstop1h 46mUnited Airlines
Sun 8/321:20ORD - LEX
Nonstop1h 24mUnited Airlines
Deal found 7/1$348
Fri 30/117:32LEX - ORD
Nonstop1h 57mUnited Airlines
Sun 1/220:05ORD - LEX
Nonstop1h 35mUnited Airlines
Deal found 7/1$349
Thu 29/110:37LEX - ORD
1 stop3h 41mDelta
Mon 2/207:05ORD - LEX
1 stop5h 42mDelta
Deal found 8/1$361
Wed 21/108:35LEX - ORD
Nonstop1h 55mUnited Airlines
Sat 24/110:45ORD - LEX
Nonstop1h 40mUnited Airlines
Deal found 6/1$379
Thu 2/407:00LEX - ORD
Nonstop1h 49mUnited Airlines
Mon 6/421:15ORD - LEX
Nonstop1h 29mUnited Airlines
Deal found 7/1$384
Thu 22/118:40LEX - ORD
1 stop6h 16mDelta
Mon 26/111:10ORD - LEX
1 stop5h 41mDelta
Deal found 7/1$413
Sat 7/214:36LEX - ORD
1 stop5h 45mDelta
Sat 14/210:35ORD - LEX
1 stop5h 18mDelta
Deal found 5/1$418
Thu 16/407:00LEX - ORD
Nonstop1h 49mUnited Airlines
Sun 19/421:15ORD - LEX
Nonstop1h 29mUnited Airlines
Deal found 6/1$422
Sat 14/210:35LEX - ORD
Nonstop1h 44mUnited Airlines
Wed 18/210:45ORD - LEX
Nonstop1h 30mUnited Airlines
Deal found 6/1$431
Wed 21/110:37LEX - ORD
1 stop3h 41mDelta
Sun 25/110:35ORD - LEX
1 stop5h 20mDelta
Deal found 5/1$465
Thu 5/217:35LEX - ORD
1 stop4h 30mDelta
Mon 13/417:03ORD - LEX
1 stop3h 39mDelta
Deal found 6/1$474

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 8 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 4/6

07:25-07:58

Nonstop1h 33m

Chicago O'Hare Intl

Sun 7/6

18:00-20:23

Nonstop1h 23m

$327

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Sat 7/2

08:35-09:30

Nonstop1h 55m

Chicago O'Hare Intl

Sat 14/2

17:45-20:09

Nonstop1h 24m

$327

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Wed 28/1

10:30-11:25

Nonstop1h 55m

Chicago O'Hare Intl

Sat 31/1

10:45-13:25

Nonstop1h 40m

$327

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Sat 28/2

17:45-18:31

Nonstop1h 46m

Chicago O'Hare Intl

Sun 1/3

21:25-23:49

Nonstop1h 24m

$327

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Wed 3/6

07:25-07:58

Nonstop1h 33m

Chicago O'Hare Intl

Sun 7/6

18:00-20:23

Nonstop1h 23m

$327

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Fri 1/5

07:25-07:58

Nonstop1h 33m

Chicago O'Hare Intl

Mon 4/5

14:24-16:55

Nonstop1h 31m

$327

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Sat 14/2

10:35-11:19

Nonstop1h 44m

Chicago O'Hare Intl

Tue 17/2

14:15-16:50

Nonstop1h 35m

$327

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Fri 29/5

17:50-18:23

Nonstop1h 33m

Chicago O'Hare Intl

Sat 6/6

18:00-20:23

Nonstop1h 23m

$327

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Fri 30/1

17:32-18:29

Nonstop1h 57m

Chicago O'Hare Intl

Sun 1/2

20:05-22:40

Nonstop1h 35m

$349

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Fri 30/1

17:35-21:05

1 stop4h 30m

Chicago O'Hare Intl

Sun 1/2

07:05-13:47

1 stop5h 42m

$361

Flights are sorted by cheapest return flights first.

Deals found on 6/1

Showing 1-10 of 21 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 2 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 $150). Flying from Lexington in July will prove the most costly (average of $289). 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 8 January 2026.
  • What are the most popular destinations to fly to from Lexington?

    The most popular destinations from Lexington this month are Orlando, Las Vegas, 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 $1,560 to Dallas/Fort Worth Airport (prices may vary depending on the airline and departure time). On average, users have booked flights for $1,906 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!

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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