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$95+ Cheap flights from Chicago (CHI) 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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — LEX
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
1 adult, Economy
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The best prices from Chicago to Lexington Blue Grass are usually found in February or December, booked 76 days in advance, depart on a Saturday or Tuesday and return on a Saturday

Cheap flight deals from Chicago to Lexington

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) 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 November 21, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

June

Cheapest in

February

Round-trip from

$177
(United Airlines)

One-way from

$95
(American Airlines)
Provider with most accurate pricing for Chicago (CHI)-Lexington Blue Grass flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Lexington Blue Grass flights.
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High demand for flights, 19% potential price rise
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Best time to find cheap flights, 24% potential price drop
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From Chicago (CHI) to Lexington Blue Grass
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One-way flight from Chicago (CHI) to Lexington Blue Grass
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Find flight deals from Chicago to Lexington

Cheapest flights from Chicago to Lexington
Explore the most affordable flight options available from Chicago to Lexington. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 21, 2024.

This United Airlines deal was found by Cheapflights users on 11/19. 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.
Wed 12/1810:45 amORD - LEX
Nonstop1h 28mUnited Airlines
Tue 12/245:54 pmLEX - ORD
Nonstop1h 54mUnited Airlines
Deal found 11/19$177
This American Airlines deal was found by Cheapflights users on 11/20. 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.
Wed 12/188:40 pmORD - LEX
Nonstop1h 26mAmerican Airlines
Wed 12/256:25 amLEX - ORD
Nonstop1h 40mAmerican Airlines
Deal found 11/20$192
This Delta deal was found by Cheapflights users on 11/20. 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.
Wed 12/186:00 amMDW - LEX
1 stop5h 29mDelta
Wed 12/256:20 amLEX - MDW
1 stop3h 30mDelta
Deal found 11/20$196
This Delta deal was found by Cheapflights users on 11/20. 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.
Wed 12/1810:10 amORD - LEX
1 stop6h 04mDelta
Wed 1/16:20 amLEX - ORD
1 stop4h 01mDelta
Deal found 11/20$196
This Mytrip deal was found by Cheapflights users on 11/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/115:11 pmORD - LEX
1 stop16h 17mMultiple Airlines
Thu 12/129:50 pmLEX - ORD
2 stops13h 42mMultiple Airlines
Deal found 11/20$298
This Mytrip deal was found by Cheapflights users on 11/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/276:16 pmMDW - LEX
2 stops20h 11mAllegiant Air
Sat 11/309:18 pmLEX - MDW
2 stops23h 07mAllegiant Air
Deal found 11/19$738
This Mytrip deal was found by Cheapflights users on 11/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/232:17 pmMDW - LEX
3 stops26h 48mMultiple Airlines
Mon 11/256:53 pmLEX - MDW
1 stop15h 27mMultiple Airlines
Deal found 11/20$940

Find flights from Chicago to Lexington within your budget

Customize your flight search to find flights from Chicago 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 2,629,791 searches. Data last updated November 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Wed 12/18

10:45 am-1:13 pm

Nonstop1h 28m

Lexington Blue Grass

Tue 12/24

5:54 pm-6:48 pm

Nonstop1h 54m

$177

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Fri 2/7

8:35 pm-11:05 pm

Nonstop1h 30m

Lexington Blue Grass

Sat 2/8

3:38 pm-4:15 pm

Nonstop1h 37m

$188

ChicagoLexington

MDW - LEX

MDWLEX

Chicago Midway

Wed 12/18

6:00 am-12:29 pm

1 stop5h 29m

Lexington Blue Grass

Wed 12/25

6:20 am-8:50 am

1 stop3h 30m

$196

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Wed 12/18

10:10 am-5:14 pm

1 stop6h 04m

Lexington Blue Grass

Wed 1/1

6:20 am-9:21 am

1 stop4h 01m

$196

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Wed 12/11

5:11 pm-10:28 am

1 stop16h 17m

Lexington Blue Grass

Thu 12/12

9:50 pm-10:32 am

2 stops13h 42m

$298

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Tue 1/21

8:35 pm-11:05 pm

Nonstop1h 30m

$95

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Wed 12/18

10:10 am-5:14 pm

1 stop6h 04m

$104

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Wed 12/4

9:10 pm-2:05 pm

1 stop15h 55m

$107

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Wed 12/11

8:00 pm-10:29 pm

Nonstop1h 29m

$125

ChicagoLexington

MDW - LEX

MDWLEX

Chicago Midway

Sun 1/5

6:25 pm-11:00 pm

1 stop3h 35m

$139

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 13 results
1
2

Compare providers for flights from Chicago 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 Chicago to Lexington in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust 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-Lexington flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Lexington flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Lexington flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-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-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 Chicago to Lexington

Have a flexible travel schedule? Discover the best time to fly to Lexington from Chicago 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.

Travel insights for flights from Chicago to Lexington

Get recent, data-driven insights about flights from Chicago to Lexington including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Chicago to Lexington?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Lexington. Price data was last updated on November 15, 2024.

The price you pay for your flight from Chicago to Lexington may vary depending on when you book. For the best chance of a lower fare, look to book 75 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago to Lexington?

Currently, August is the cheapest month in which you can book a flight from Chicago to Lexington (average of $303). Flying from Chicago to Lexington in May is currently the most expensive (average of $397). 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 CHI to LEX?

Find hourly flight availability from Chicago 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 November 21, 2024.

When flying from Chicago to Lexington, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 12% versus a flight in the afternoon.

What is the cheapest day to fly from Chicago to Lexington?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Lexington. Price data was last updated on November 18, 2024.

Travelers seeking maximum savings on their Chicago to Lexington flight should consider departing on Saturday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Lexington

Explore weekly flight availability from Chicago to Lexington. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated November 21, 2024.

The most flights from CHI to LEX are scheduled on a Wednesday (27 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (12 on average).

Rainfall in Lexington by month

Plan your trip to Lexington by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Lexington ranges from 2.9 - 5.3 inches per month. May is typically the wettest month, when rainfall can reach 5.3 in. September is typically the driest time to visit Lexington when rainfall is around 2.9 in.

Temperature in Lexington by month

Plan your trip to Lexington by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Lexington, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 77.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 33.8 F).

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 November 21, 2024.
Get a feel of what it's like to fly with United Airlines, American Airlines and Delta from Chicago to Lexington by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,758 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,758 reviews
Delta
8.0
Very good
8,758 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

United Airlines
7.4
Good
9,172 reviews
Delta
8.0
Very good
8,758 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Allegiant Air
7.4
Good
850 reviews
Delta
8.0
Very good
8,758 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

WestJet
7.3
Good
2,810 reviews
Delta
8.0
Very good
8,758 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,758 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Chicago 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?

    Most people fly into Lexington Blue Grass (LEX) if they book a flight to Lexington from Chicago. On average, Blue Grass has 19 inbound flights from Chicago per day from 2 airlines. Lexington Blue Grass is conveniently located just 5.6 mi from Lexington’s city center.

  • What are the cheapest airlines flying from Chicago to Lexington round-trip?

    Currently priced at $177, United Airlines will fly you from Chicago to Lexington and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from American Airlines and Delta - these airlines can fly you to your destination from $188 and $196, respectively. United Airlines is priced at 37% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Chicago to Lexington one-way?

    $95 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Delta and United Airlines, with prices starting from $104 and $125, respectively.

  • What are the most reliable airlines from Chicago 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 to Lexington on time: SkyWest Airlines (92%), Air Canada (92%), Envoy Air (91%).

  • What are the cheapest flights from Chicago to Lexington?

    While on average a flight from Chicago to Lexington is generally $271, our data shows the cheapest flight currently is $120. When looking at the most popular route, (Chicago O'Hare Intl - Lexington Blue Grass), you can expect to pay $177 for that flight.

  • Can I find deals for flights from Chicago to Lexington that include hotel bookings?

    Yes. In addition to deals on Chicago to Lexington flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Lexington?

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

  • Can I find deals for business class flights from Chicago to Lexington?

    Yes. Cheapflights offers flight deals from Chicago 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 to Lexington?

    Currently, August is the cheapest month in which you can book a flight from Chicago to Lexington (average of $303). Flying from Chicago to Lexington in May is currently the most expensive (average of $397). 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.

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Top 2 airlines flying from Chicago to Lexington

Discover the top 2 airlines that operate flights from Chicago 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 2,629,791 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$152Average$250FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$154Average$291FlexibilityNo cancel feeOn-time69%
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