Cheap flights from Lexington (LEX) to Chicago (CHI) from $84

This is the cheapest one-way flight price, found on 5/29. Prices may vary by date and flight preferences.
LEX — CHI
Jun 4 — Jun 111

The best prices from Lexington Blue Grass to Chicago are usually found in February or January, booked 31 days in advance, depart on a Tuesday or Thursday and return on a Tuesday

How to find the cheapest flight from Lexington (LEX) to Chicago (CHI)

All the information you need to plan the best LEX to CHI flight in 2023: compare Lexington to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

Popular in

June

Cheapest in

February

Round-trip from

$216

One-way from

$207
High demand for flights, 27% potential price rise
Best time to find cheap flights, 28% potential price drop
From Lexington Blue Grass to Chicago (CHI)
One-way flight from Lexington Blue Grass to Chicago (CHI)

LEX - CHI

Price

$216 - $415

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

Cheap flights from Lexington to Chicago in May, June 2023

The best prices found for LEX to CHI flights for May, June
The lowest fares we've come across on flights traveling from Lexington to Chicago in May and June 2023. Check back soon for alternative fares.

Lexington to Chicago 2023 flight deals

Cheap flights to Chicago from Lexington found for this year
The lowest fares we've come across on flights traveling from Lexington to Chicago in May and June 2023. Check back soon for alternative fares.

Cheap United Airlines flights from Lexington to Chicago

Peruse some of the lowest-priced United Airlines flights we've found from Lexington to Chicago. Be sure to come back soon if the deals available don't appeal to you at this time.

Cheap American Airlines flights from Lexington to Chicago

Some of the best deals we've found on American Airlines flights traveling from Lexington to Chicago. Deals frequently update to provide users with more options.

Non-stop flights to Chicago from Lexington

Save time with Lexington to Chicago direct flight deals
If you're seeking options on non-stop flights from Lexington to Chicago, check out these fares. Those looking to potentially save on 1 or 2-stop flights from Lexington to Chicago should utilize the search form at the the top of the page.

Last minute flights from Lexington to Chicago

Late deals on return flights to Chicago from Lexington, departing today and this week
Book one of these great deals on flights from Lexington to Chicago. Tip: verify your flight details before completing your reservation.

One-way flights to Chicago from Lexington

The cheapest one-way flights from Lexington to Chicago
Take a look at some of the one-way flights we've detected from Lexington to Chicago. Those seeking round-trip flights from Lexington to Chicago should utilize the search form at the the top of the page.

Find flights from Lexington to Chicago within your budget

Use the slider to find flights from Lexington to Chicago that fit your budget.

Fly from

Any airport

Fly to

Any airport

Budget

$148 - $245

Route

Depart

Return

Price

Lexington Blue GrassChicago O'Hare Intl

LEX - ORD

LEXORD

Lexington Blue Grass

Wed 7/12

Nonstop1h 37m

Chicago O'Hare Intl

Wed 7/19

Nonstop1h 24m

Lexington Blue GrassChicago Midway

LEX - MDW

LEXMDW

Lexington Blue Grass

Wed 11/1

1 stop3h 59m

Chicago Midway

Sat 11/4

1 stop4h 48m

Lexington Blue GrassChicago O'Hare Intl

LEX - ORD

LEXORD

Lexington Blue Grass

Tue 9/19

1 stop5h 15m

Chicago O'Hare Intl

Tue 9/26

1 stop5h 35m

Lexington Blue GrassChicago O'Hare Intl

LEX - ORD

LEXORD

Lexington Blue Grass

Sat 7/1

Nonstop1h 37m

Chicago O'Hare Intl

Wed 7/5

Nonstop1h 24m

Lexington Blue GrassChicago O'Hare Intl

LEX - ORD

LEXORD

Lexington Blue Grass

Sat 6/10

Nonstop1h 36m

Chicago O'Hare Intl

Wed 8/2

Nonstop1h 23m

Lexington Blue GrassChicago O'Hare Intl

LEX - ORD

LEXORD

Lexington Blue Grass

Fri 8/11

1 stop6h 45m

Chicago O'Hare Intl

Mon 8/14

Nonstop1h 26m

Lexington Blue GrassChicago Midway

LEX - MDW

LEXMDW

Lexington Blue Grass

Fri 7/21

1 stop4h 41m

Chicago Midway

Mon 7/24

1 stop6h 34m

Lexington Blue GrassChicago O'Hare Intl

LEX - ORD

LEXORD

Lexington Blue Grass

Sat 7/1

1 stop6h 50m

Chicago O'Hare Intl

Wed 7/5

1 stop4h 23m

Lexington Blue GrassChicago Midway

LEX - MDW

LEXMDW

Lexington Blue Grass

Mon 6/12

1 stop20h 55m

Chicago Midway

Thu 6/15

2 stops38h 16m

Flights are sorted by cheapest first

Deals found on 5/28

Reviews of Airlines Servicing Chicago

To help decide which airline to fly from Lexington to Chicago, see what other customers have to say about United Airlines, American Airlines and Delta. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
2,359 reviews

Comfort

7.9

Crew

8.5

Boarding

8.1

Food

7.2

Overall

8.0

Entertainment

7.8

Reviews

1 / 10

My middle seat did not recline. When I asked the flight attendant for help she said it would be a quick flight and we'd be there soon. Given that it was an evening flight that I had to reschedule after two flight cancellations from a different airport, that required a bus ride to a different city, I was really hoping for a quick nap.

Delta
8.0
Very good
2,359 reviews
Delta
8.0
Very good
2,359 reviews

Comfort

7.9

Crew

8.5

Boarding

8.1

Food

7.2

Overall

8.0

Entertainment

7.8

Reviews

1 / 10

My middle seat did not recline. When I asked the flight attendant for help she said it would be a quick flight and we'd be there soon. Given that it was an evening flight that I had to reschedule after two flight cancellations from a different airport, that required a bus ride to a different city, I was really hoping for a quick nap.

United Airlines
7.6
Good
1,521 reviews
Delta
8.0
Very good
2,359 reviews

Comfort

7.9

Crew

8.5

Boarding

8.1

Food

7.2

Overall

8.0

Entertainment

7.8

Reviews

1 / 10

My middle seat did not recline. When I asked the flight attendant for help she said it would be a quick flight and we'd be there soon. Given that it was an evening flight that I had to reschedule after two flight cancellations from a different airport, that required a bus ride to a different city, I was really hoping for a quick nap.

Allegiant Air
7.6
Good
101 reviews
Delta
8.0
Very good
2,359 reviews

Comfort

7.9

Crew

8.5

Boarding

8.1

Food

7.2

Overall

8.0

Entertainment

7.8

Reviews

1 / 10

My middle seat did not recline. When I asked the flight attendant for help she said it would be a quick flight and we'd be there soon. Given that it was an evening flight that I had to reschedule after two flight cancellations from a different airport, that required a bus ride to a different city, I was really hoping for a quick nap.

American Airlines
7.4
Good
2,147 reviews
Delta
8.0
Very good
2,359 reviews

Comfort

7.9

Crew

8.5

Boarding

8.1

Food

7.2

Overall

8.0

Entertainment

7.8

Reviews

1 / 10

My middle seat did not recline. When I asked the flight attendant for help she said it would be a quick flight and we'd be there soon. Given that it was an evening flight that I had to reschedule after two flight cancellations from a different airport, that required a bus ride to a different city, I was really hoping for a quick nap.

Related info for your journey

Useful info, stats and facts about Lexington to Chicago flights.

Top 2 airlines flying from Lexington to Chicago

The chart below displays the airlines Cheapflights users traveling from Lexington to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
United AirlinesCheapest$148Average$269FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights
American AirlinesCheapest$175Average$293FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights

Hourly flight availability from Lexington to Chicago

See what time of day planes typically take off from Lexington to Chicago
18%of flight departuresEarly morningMidnight to 6 am
24%of flight departuresMorning6 am to noon
58%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Lexington to Chicago

See how many times per day planes take to the skies headed from Lexington to Chicago
Sunday20daily flights
Monday22daily flights
Tuesday18daily flights
Wednesday22daily flights
Thursday18daily flights
Friday23daily flights
Saturday17daily flights
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