Menu

Cheap flights from Lexington to Chicago (LEX - CHI)

Know your dates, get live prices in seconds:

From
To
Depart
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime

We work with more than 300 partners to bring you better travel deals

The best prices from Lexington to Chicago are usually found in November or December, booked 44 days in advance, depart on a Saturday or Thursday and return on a Saturday

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

LEX - CHI
Price
$210 - $352
CHI
Temperature
33.8 - 84.2 °F
CHI
Rainfall
0.7 - 4.3 inches
Popular in July High demand for flights, 24% potential price rise
Cheapest in November Best time to find cheap flights, 22% potential price drop
Average price $244 Average for round-trip flights in September 2020
Round-trip from $210 From Lexington to Chicago
Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Lexington to Chicago?

Travelers have found that booking a Friday departure is the best way to save up to 47% on the cost of booking your flights compared to booking on days of the week where this route is of high demand.

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

Travelers have found it’s best to book a flight 37 days in advance to save up to 10% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 37 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Lexington to Chicago 1-2 weeks in advance for as low as $177, or $177 for flights within the next 24 hours.

When is the cheapest time to fly from Lexington to Chicago (LEX - CHI)?

A simple way to save on the total cost of your ticket is to fly from Lexington to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 22% on your trip compared to booking a flight at noon.

Cheap flights from Lexington to Chicago in September, October 2020

The best prices found for LEX to CHI flights for September, October
15 Oct - 25 Oct
$205pp
LEX
Lexington Blue Grass
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
LEX
Lexington Blue Grass
15 Oct - 19 Oct
$210pp
LEX
Lexington Blue Grass
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
LEX
Lexington Blue Grass
19 Oct - 25 Oct
$225pp
LEX
Lexington Blue Grass
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
LEX
Lexington Blue Grass

Lexington to Chicago 2020 flight deals

Cheap flights to Chicago from Lexington found for this year
15 Oct - 25 Oct
$205pp
LEX
Lexington Blue Grass
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
LEX
Lexington Blue Grass
15 Oct - 19 Oct
$210pp
LEX
Lexington Blue Grass
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
LEX
Lexington Blue Grass
19 Oct - 25 Oct
$225pp
LEX
Lexington Blue Grass
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
LEX
Lexington Blue Grass

Non-stop flights to Chicago from Lexington

Save time with Lexington to Chicago direct flight deals
19 Oct - 25 Oct
$437pp
LEX
Lexington Blue Grass
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
LEX
Lexington Blue Grass
6 Oct - 20 Oct
$487pp
LEX
Lexington Blue Grass
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
LEX
Lexington Blue Grass
9 Oct - 11 Oct
$537pp
LEX
Lexington Blue Grass
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
LEX
Lexington Blue Grass

Last minute flights from Lexington to Chicago

Late deals on round-trip flights to Chicago from Lexington, departing today and this week
30 Sep - 4 Oct
$418pp
LEX
Lexington Blue Grass
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
LEX
Lexington Blue Grass
30 Sep - 4 Oct
$526pp
LEX
Lexington Blue Grass
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
   
2 STOPS
LEX
Lexington Blue Grass
29 Sep - 1 Oct
$564pp
LEX
Lexington Blue Grass
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
LEX
Lexington Blue Grass

One-way flights to Chicago from Lexington

The cheapest one-way flights from Lexington to Chicago
8:45 am - 12:35 pm
Delta
1 Stop
4h 50m
LEX - MDW
Delta
$323
Delta
5:11 am - 9:48 am
Allegiant Air
3 Stops
29h 37m
LEX - MDW
Allegiant Air
$382
Kiwi.com
11:08 am - 5:55 pm
Multiple Airlines
3 Stops
31h 47m
LEX - MDW
Multiple Airlines
$748
Kiwi.com

Related info for your journey

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

Flight FAQs

From Lexington to Chicago

Are flight prices decreasing from Lexington to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Lexington and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Can I find flights from Lexington to Chicago for under $300 on Cheapflights?

Yes, there are multiple flights from Lexington to Chicago for under $300. The cheapest flight booked recently is on Multiple Airlines for just $205, but on average you can expect to pay $293.

Are there nonstop flights from Lexington to Chicago for under $500 on Cheapflights?

Cheapflights has at least 5 direct flights from Lexington to Chicago under $500. A good price for a nonstop flight from Lexington to Chicago is less than $527.

Are there last-minute flights available from Lexington to Chicago for under $500?

There are currently 9+ open flights from Lexington to Chicago within the next 7 days for less than $500.

What days are nonstop flights available from Lexington to Chicago?

Nonstop flights are available for this route on the following days: Sunday, Tuesday, Saturday.

Is Lexington weather warmer or cooler than Chicago?

Temperatures around the 88 °F's can be experienced in July. The weather in Chicago is colder than in Lexington. Plan for potential changes in flight availability as peak weather approaches in this location.

How long is the flight from Lexington to Chicago?

Delta and Linear Air Taxi can get you from Lexington to Chicago in just under 3h 55m. Your travel time can differ by up to 1h 38m. This flight may include one or multiple stops.

What is the cheapest airline to fly from Lexington to Chicago round-trip?

Our cheapest airline available from Lexington to Chicago is Delta. Our recent data shows that you can find tickets from as low as $288 on this airline.

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

The cheapest airline one-way is Allegiant Air, with whom users have recently found tickets for as low as $114. Check flights for Delta, as they currently have the next best price.

Destination information for Chicago

Things to know before you go. Useful info for your trip from Lexington to Chicago
Average temperature for September in Chicago
77.0 °F
Avg rainfall for September in Chicago
2.4 ″

Airports servicing Lexington

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Hourly flight availability from Lexington to Chicago

Morning 6 AM to noon 76% of LEX to CHI departures
Afternoon Noon to 6 PM 23% of LEX to CHI departures
Early morning Midnight to 6 AM 1% of LEX to CHI departures
Evening 6 PM to midnight 0% of LEX to CHI departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Lexington to Chicago
Sunday
12 daily flights
Monday
13 daily flights
Tuesday
14 daily flights
Wednesday
13 daily flights
Thursday
13 daily flights
Friday
14 daily flights
Saturday
9 daily flights
Home North America USA Illinois Chicago Cheap flights from Lexington to Chicago