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Lexington

$108+ Cheap flights from O'Hare Intl (ORD) to Lexington (LEX)

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 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — LEX
Oct 25 — Nov 11
Sat 10/25
Sat 11/1
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Lexington

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Lexington (LEX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$189
(American Airlines)

One-way from

$108
(Kiwi.com)

Popular in

April

Cheapest in

August

Average price

$303

Good round-trip deal

$232 or less

Good one-way deal

$218 or less
Provider with most accurate pricing for Chicago O'Hare Intl-Lexington Blue Grass flight deals.
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Provider most trusted by Cheapflights users for Chicago O'Hare Intl-Lexington Blue Grass flights.
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From Chicago O'Hare Intl to Lexington Blue Grass
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One-way flight from Chicago O'Hare Intl to Lexington Blue Grass
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Highest demand for flights based on searches. 9% potential increase in price ($31 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Chicago O'Hare Intl to Lexington Blue Grass.
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Price to beat on a one-way flight from Chicago O'Hare Intl to Lexington Blue Grass.
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Find flight deals from O'Hare Intl to Lexington

Cheapest flights from O'Hare Intl to Lexington
Explore the most affordable flight options available from O'Hare Intl to Lexington. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 25, 2025.

This American Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/149:00 pmORD - LEX
Nonstop1h 38mAmerican Airlines
Mon 11/176:00 amLEX - ORD
Nonstop1h 44mAmerican Airlines
Deal found 9/24$189
This American Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/84:40 pmORD - LEX
Nonstop1h 27mAmerican Airlines
Sat 11/157:37 pmLEX - ORD
Nonstop1h 53mAmerican Airlines
Deal found 9/24$190
This United Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/116:15 pmORD - LEX
Nonstop1h 46mUnited Airlines
Mon 10/136:01 pmLEX - ORD
Nonstop1h 52mUnited Airlines
Deal found 9/24$199
This Delta deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/84:09 pmORD - LEX
1 stop6h 56mDelta
Sat 11/156:00 amLEX - ORD
1 stop7h 06mDelta
Deal found 9/24$209
This American Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:35 pmORD - LEX
1 stop22h 03mAmerican Airlines
Sat 11/157:37 pmLEX - ORD
Nonstop1h 53mAmerican Airlines
Deal found 9/23$215
This Delta deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/116:10 pmORD - LEX
1 stop4h 54mDelta
Tue 10/145:57 pmLEX - ORD
1 stop7h 01mDelta
Deal found 9/24$219
This American Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/188:44 pmORD - LEX
Nonstop1h 36mAmerican Airlines
Mon 10/207:19 pmLEX - ORD
Nonstop1h 43mAmerican Airlines
Deal found 9/24$220
This American Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/79:00 pmORD - LEX
Nonstop1h 38mAmerican Airlines
Fri 11/146:58 pmLEX - ORD
Nonstop1h 51mAmerican Airlines
Deal found 9/23$221
This United Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/69:25 pmORD - LEX
Nonstop1h 34mUnited Airlines
Mon 10/137:33 pmLEX - ORD
Nonstop1h 52mUnited Airlines
Deal found 9/23$224
This American Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/118:17 amORD - LEX
Nonstop1h 25mAmerican Airlines
Tue 10/143:52 pmLEX - ORD
1 stop6h 18mAmerican Airlines
Deal found 9/24$234

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to Lexington that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 25, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Lexington that are best for you.

Fly from

O'Hare Intl

Fly to

Lexington

Route

Depart

Return

Price

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Fri 11/14

9:00 pm-11:38 pm

Nonstop1h 38m

Lexington Blue Grass

Mon 11/17

6:00 am-6:44 am

Nonstop1h 44m

$189

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Wed 11/19

8:01 am-10:33 am

Nonstop1h 32m

Lexington Blue Grass

Sun 11/23

6:58 pm-7:49 pm

Nonstop1h 51m

$189

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Fri 10/10

6:15 pm-9:01 pm

Nonstop1h 46m

Lexington Blue Grass

Sun 10/12

7:33 pm-8:25 pm

Nonstop1h 52m

$199

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Wed 10/8

2:47 pm-5:20 pm

Nonstop1h 33m

Lexington Blue Grass

Sun 10/12

7:33 pm-8:25 pm

Nonstop1h 52m

$199

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Mon 10/6

9:25 pm-11:59 pm

Nonstop1h 34m

Lexington Blue Grass

Mon 10/13

7:33 pm-8:25 pm

Nonstop1h 52m

$224

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Fri 11/14

9:00 pm-11:38 pm

Nonstop1h 38m

Lexington Blue Grass

Sun 11/16

8:10 pm-11:40 pm

1 stop4h 30m

$229

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Sat 11/8

5:30 pm-11:59 pm

1 stop5h 29m

Lexington Blue Grass

Sat 11/15

7:37 pm-8:30 pm

Nonstop1h 53m

$230

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Wed 10/8

8:35 am-4:51 pm

1 stop7h 16m

Lexington Blue Grass

Wed 10/8

7:19 pm-8:02 pm

Nonstop1h 43m

$238

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Tue 9/30

5:30 am-12:15 pm

1 stop5h 45m

Lexington Blue Grass

Sat 10/11

5:57 pm-11:58 pm

1 stop7h 01m

$247

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Wed 10/15

8:17 am-10:42 am

Nonstop1h 25m

Lexington Blue Grass

Mon 10/20

7:19 pm-8:02 pm

Nonstop1h 43m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/23

Showing 1-10 of 18 results
1
2

Compare providers for flights from O'Hare Intl to Lexington

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from O'Hare Intl to Lexington in September.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-Lexington flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago O'Hare Intl Airport-Lexington flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-Lexington flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-Lexington flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago O'Hare Intl Airport-Lexington flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from O'Hare Intl to Lexington

Have a flexible travel schedule? Discover the best time to fly to Lexington from O'Hare Intl with our price prediction graph.
Estimated round-trip 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago O'Hare Intl Airport to Lexington

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Lexington?

Currently, August is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Lexington (average of $303). Flying from Chicago O'Hare Intl Airport to Lexington in April is currently the most expensive (average of $390). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ORD to LEX?

Find hourly flight availability from O'Hare Intl to Lexington. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 25, 2025.

It’s optimal to fly from Chicago O'Hare Intl Airport to Lexington in the afternoon. By choosing this option you can save up to 12% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from Chicago O'Hare Intl Airport to Lexington?

Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to Lexington. Price data was last updated on September 21, 2025.

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Lexington flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Lexington

Get insights into the airlines that provide service to Lexington. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Lexington. Reviews last updated September 25, 2025.
Peruse reviews from past customers who have flown with United Airlines and American Airlines from Chicago O'Hare Intl Airport to Lexington to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,926 reviews

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.
United Airlines
7.4
Good
8,926 reviews
United Airlines
7.4
Good
8,926 reviews

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,926 reviews

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Lexington. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Lexington from Chicago O'Hare Intl?

    Lexington Blue Grass (LEX) is the airport you will fly into if you book a flight from Chicago O'Hare Intl to Lexington. You should not have trouble finding flights to Blue Grass from Chicago O'Hare Intl; the airport handles an average of 24 inbound flights from Chicago O'Hare Intl per day. You should also have plenty of airline options to choose from since 2 airlines have flights to the Lexington airport from Chicago O'Hare Intl. It is only a 5.6 mi journey from Blue Grass (LEX) to Lexington’s city center.

  • How long is the flight from Chicago O'Hare Intl Airport to Lexington?

    For as low as $189, American Airlines can have you in Lexington from Chicago O'Hare Intl Airport in 1h 38m. Airlines will cover a distance of 323 mi. Most flights are nonstop.

  • What are the cheapest airlines flying from Chicago O'Hare Intl Airport to Lexington round-trip?

    Cheapflights users have booked flights from Chicago O'Hare Intl Airport to Lexington round-trip from $189. Another airline that can offer you cheap pricing is United Airlines. American Airlines is 35% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the most reliable airlines from Chicago O'Hare Intl Airport to Lexington?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago O'Hare Intl Airport to Lexington on time: Emirates (100%), GoJet (76%), Air Canada (75%).

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Lexington?

    On average you can expect to pay $284 for a flight from Chicago O'Hare Intl Airport to Lexington. The cheapest flight overall is $128 while the most popular route, (Chicago O'Hare Intl - Lexington Blue Grass) is currently priced at $199.

  • Can I find deals for flights from O'Hare Intl to Lexington that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Lexington flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Lexington?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Lexington.

  • Can I find deals for business class flights from O'Hare Intl to Lexington?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Lexington by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Lexington?

    Currently, August is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Lexington (average of $303). Flying from Chicago O'Hare Intl Airport to Lexington in April is currently the most expensive (average of $390). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Lexington?

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Georgetown
Berea
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Top 2 airlines flying from O'Hare Intl to Lexington

Discover the top 2 airlines that operate flights from O'Hare Intl to Lexington. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$189Average$357FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$189Average$273FlexibilityNo cancel feeOn-time71%

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