$297+ 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 17/1. 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
16 Jan — 23 Jan1
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 17 December 2025.

Good round-trip deal

$2,250 or less
Price to beat on a round-trip flight from Lexington Blue Grass.

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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 17 December 2025.

Sat 17/114:00LEX - ORD
Nonstop1h 55mUnited Airlines
Mon 19/117:59ORD - LEX
Nonstop1h 32mUnited Airlines
Deal found 16/12$327
Sun 17/506:00LEX - ORD
1 stop5h 04mDelta
Fri 14/813:15ORD - LEX
1 stop4h 39mDelta
Deal found 15/12$361
Wed 31/1206:00LEX - ORD
Nonstop1h 55mUnited Airlines
Thu 1/110:35ORD - LEX
Nonstop1h 41mUnited Airlines
Deal found 16/12$372
Tue 30/1206:00LEX - ORD
Nonstop1h 55mUnited Airlines
Sat 3/118:20ORD - LEX
Nonstop1h 44mUnited Airlines
Deal found 15/12$379
Wed 13/515:45LEX - ORD
1 stop6h 31mDelta
Fri 14/813:15ORD - LEX
1 stop4h 39mDelta
Deal found 15/12$384
Sat 17/117:18LEX - ORD
1 stop7h 41mDelta
Mon 19/113:58ORD - LEX
1 stop6h 43mDelta
Deal found 16/12$387
Fri 2/106:00LEX - ORD
Nonstop1h 55mUnited Airlines
Sun 4/114:33ORD - LEX
Nonstop1h 32mUnited Airlines
Deal found 15/12$406
Tue 19/507:30LEX - ORD
1 stop6h 09mDelta
Thu 20/813:15ORD - LEX
1 stop4h 39mDelta
Deal found 15/12$418
Wed 13/507:25LEX - ORD
Nonstop1h 33mUnited Airlines
Sat 15/818:00ORD - LEX
Nonstop1h 23mUnited Airlines
Deal found 15/12$430
Thu 8/117:35LEX - ORD
1 stop4h 30mDelta
Mon 12/111:05ORD - LEX
1 stop4h 49mDelta
Deal found 16/12$439
Wed 31/1217:47LEX - ORD
1 stop3h 49mDelta
Thu 1/118:02ORD - LEX
1 stop4h 05mDelta
Deal found 16/12$462
Sat 10/111:16LEX - ORD
1 stop6h 28mDelta
Sat 17/111:25ORD - LEX
1 stop4h 01mDelta
Deal found 15/12$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 17 December 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

Sat 17/1

14:00-14:55

Nonstop1h 55m

Chicago O'Hare Intl

Mon 19/1

17:59-20:31

Nonstop1h 32m

$327

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Sun 17/5

06:00-10:04

1 stop5h 04m

Chicago O'Hare Intl

Tue 18/8

09:30-17:12

1 stop6h 42m

$361

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Sun 17/5

06:00-10:04

1 stop5h 04m

Chicago O'Hare Intl

Wed 19/8

06:00-12:35

1 stop5h 35m

$361

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Sat 14/3

10:25-13:19

1 stop3h 54m

Chicago O'Hare Intl

Wed 18/3

05:40-13:36

1 stop6h 56m

$361

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Thu 29/1

10:37-13:18

1 stop3h 41m

Chicago O'Hare Intl

Mon 2/2

13:58-21:41

1 stop6h 43m

$361

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Sun 17/5

06:00-10:04

1 stop5h 04m

Chicago O'Hare Intl

Sat 15/8

10:35-17:10

1 stop5h 35m

$361

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Thu 8/1

17:35-21:05

1 stop4h 30m

Chicago O'Hare Intl

Mon 12/1

05:30-13:30

1 stop7h 00m

$361

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Sun 17/5

06:00-10:04

1 stop5h 04m

Chicago O'Hare Intl

Thu 20/8

13:15-18:54

1 stop4h 39m

$361

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Wed 31/12

06:00-06:55

Nonstop1h 55m

Chicago O'Hare Intl

Thu 1/1

10:35-13:16

Nonstop1h 41m

$372

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Tue 30/12

06:00-06:55

Nonstop1h 55m

Chicago O'Hare Intl

Fri 2/1

14:33-17:05

Nonstop1h 32m

$379

Flights are sorted by cheapest return flights first.

Deals found on 15/12

Showing 1-10 of 20 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 12 December 2025.

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, April is the cheapest month in which you can book a flight from Lexington (average of $156). 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 17 December 2025.
  • What are the most popular destinations to fly to from Lexington?

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

  • What is the cheapest flight from Lexington to anywhere?

    Users have flown out of Lexington for as low as $2,250 to Dallas/Fort Worth Airport (prices may vary depending on the airline and departure time). On average, users have booked flights for $2,250 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 April; 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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