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$225+ 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 13/2. 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
2 Dec — 9 Dec1
1 adult
1 adult, Economy, 0 bags

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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 2 November 2025.

Tue 25/1113:59LEX - ORD
Nonstop1h 43mUnited Airlines
Sat 29/1114:40ORD - LEX
Nonstop1h 30mUnited Airlines
Deal found 31/10$330
Tue 23/1219:43LEX - ORD
1 stop5h 19mDelta
Tue 30/1209:41ORD - LEX
1 stop6h 29mDelta
Deal found 2/11$365
Sat 15/1107:05LEX - ORD
Nonstop1h 49mUnited Airlines
Wed 19/1110:45ORD - LEX
Nonstop1h 32mUnited Airlines
Deal found 31/10$382
Thu 26/307:30LEX - ORD
Nonstop1h 33mUnited Airlines
Sun 29/318:00ORD - LEX
Nonstop1h 23mUnited Airlines
Deal found 31/10$388
Fri 21/1119:59LEX - ORD
1 stop5h 03mDelta
Mon 24/1117:08ORD - LEX
1 stop4h 39mDelta
Deal found 1/11$391
Fri 21/1119:59LEX - ORD
1 stop5h 03mDelta
Sat 22/1118:27ORD - LEX
1 stop4h 29mDelta
Deal found 2/11$417
Fri 5/1217:15LEX - ORD
1 stop5h 41mDelta
Sun 7/1210:45ORD - LEX
1 stop5h 36mDelta
Deal found 1/11$422
Fri 19/1206:00LEX - ORD
Nonstop1h 55mUnited Airlines
Sun 11/117:59ORD - LEX
Nonstop1h 32mUnited Airlines
Deal found 31/10$435
Sun 16/1113:05LEX - ORD
1 stop4h 41mDelta
Tue 16/1209:49ORD - LEX
1 stop4h 07mDelta
Deal found 1/11$443
Sun 16/1107:05LEX - ORD
Nonstop1h 49mUnited Airlines
Mon 15/1218:00ORD - LEX
Nonstop1h 39mUnited Airlines
Deal found 31/10$461
Thu 5/217:35LEX - ORD
1 stop4h 29mDelta
Mon 9/209:52ORD - LEX
1 stop4h 59mDelta
Deal found 2/11$480
Fri 19/1217:15LEX - ORD
1 stop6h 28mDelta
Mon 22/1205:30ORD - LEX
1 stop6h 06mDelta
Deal found 31/10$496

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 2 November 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

Tue 25/11

13:59-14:42

Nonstop1h 43m

Chicago O'Hare Intl

Sat 29/11

14:40-17:10

Nonstop1h 30m

$330

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Fri 5/12

07:00-07:49

Nonstop1h 49m

Chicago O'Hare Intl

Sun 7/12

19:59-22:30

Nonstop1h 31m

$330

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Wed 17/12

06:05-10:14

1 stop5h 09m

Chicago O'Hare Intl

Wed 24/12

17:31-22:45

1 stop4h 14m

$365

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Sat 20/12

17:52-00:02

1 stop7h 10m

Chicago O'Hare Intl

Sat 27/12

06:45-12:36

1 stop4h 51m

$365

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Tue 23/12

19:43-00:02

1 stop5h 19m

Chicago O'Hare Intl

Mon 29/12

18:02-23:07

1 stop4h 05m

$365

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Fri 20/2

19:45-23:54

1 stop5h 09m

Chicago O'Hare Intl

Tue 24/2

07:10-12:40

1 stop4h 30m

$365

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Thu 26/3

07:30-08:03

Nonstop1h 33m

Chicago O'Hare Intl

Sun 29/3

18:00-20:23

Nonstop1h 23m

$388

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Fri 27/3

17:50-18:23

Nonstop1h 33m

Chicago O'Hare Intl

Sun 29/3

14:24-16:55

Nonstop1h 31m

$388

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Fri 21/11

19:59-00:02

1 stop5h 03m

Chicago O'Hare Intl

Mon 24/11

17:08-22:47

1 stop4h 39m

$391

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Fri 5/12

17:15-21:56

1 stop5h 41m

Chicago O'Hare Intl

Sun 7/12

10:45-17:21

1 stop5h 36m

$422

Flights are sorted by cheapest return flights first.

Deals found on 1/11

Showing 1-10 of 22 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 31 October 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, April is the cheapest month in which you can book a flight from Lexington (average of $161). Flying from Lexington in July will prove the most costly (average of $292). 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 2 November 2025.

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

    The most popular destinations from Lexington this month are Las Vegas, Fort Lauderdale, Denver. 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 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!

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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