Cheap flights from Lexington to Chicago (LEX - CHI)

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The best prices from Lexington Blue Grass to Chicago are usually found in August or April, booked 29 days in advance, depart on a Wednesday 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 2022: compare Lexington to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
LEX - CHI
Price
$211 - $389
CHI
Temperature
23 - 73.4 °F
CHI
Rainfall
1.7 - 4.9 inches

Popular in

January

High demand for flights, 32% potential price rise

Cheapest in

August

Best time to find cheap flights, 20% potential price drop

Round-trip from

$211

From Lexington Blue Grass to Chicago (CHI)

One-way from

$156

One-way flight from Lexington Blue Grass to Chicago (CHI)

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?

Leaving on a Tuesday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 50% on the overall cost on flights from Lexington to Chicago.

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

Due to multiple factors, expect to potentially pay more when booking in January. For low rates, August can be a great choice for travel to Chicago. Flights to Chicago from Lexington in August are about $265 on average during August, but can be found for as low as $116.

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

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 28 days in advance, which can save you up to 46% on flights from Lexington to Chicago compared to booking the week you need them. Waiting 28 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $298. For sooner than that we have options available in the next 3 days from $360.

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 at noon. If you’re flexible enough to do this you can expect to save up to 15% on your trip compared to booking a flight in the afternoon.

Cheap flights from Lexington to Chicago in May, June 2022

The best prices found for LEX to CHI flights for May, June
29 Jun - 2 Aug
$211pp
LEX
Lexington Blue Grass
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
LEX
Lexington Blue Grass
15 Jun - 21 Jun
$229pp
LEX
Lexington Blue Grass
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
LEX
Lexington Blue Grass
16 Jun - 18 Jun
$230pp
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

Lexington Blue Grass to Chicago 2022 flight deals

Cheap flights to Chicago from Lexington found for this year
15 Sep - 17 Sep
$206pp
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
17 Sep - 20 Sep
$208pp
LEX
Lexington Blue Grass
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
LEX
Lexington Blue Grass
29 Jun - 2 Aug
$211pp
LEX
Lexington Blue Grass
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
LEX
Lexington Blue Grass

Non-stop flights to Chicago from Lexington

Save time with Lexington to Chicago direct flight deals
15 Jun - 15 Nov
$208pp
LEX
Lexington Blue Grass
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
LEX
Lexington Blue Grass
14 Jun - 15 Nov
$221pp
LEX
Lexington Blue Grass
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
LEX
Lexington Blue Grass
15 Jun - 14 Nov
$228pp
LEX
Lexington Blue Grass
American 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
28 May - 1 Jun
$293pp
LEX
Lexington Blue Grass
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
LEX
Lexington Blue Grass
28 May - 1 Jun
$300pp
LEX
Lexington Blue Grass
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
LEX
Lexington Blue Grass
28 May - 1 Jun
$308pp
LEX
Lexington Blue Grass
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
LEX
Lexington Blue Grass

One-way flights to Chicago from Lexington

The cheapest one-way flights from Lexington to Chicago
5:36 pm - 1:51 pm
Allegiant Air
1 Stop
21h 15m
LEX - RFD
Allegiant Air
$156
Gotogate
2:30 pm - 5:55 pm
Delta
1 Stop
4h 25m
LEX - ORD
Delta
$229
Delta
4:21 pm - 7:32 pm
American Airlines
1 Stop
4h 11m
LEX - ORD
American Airlines

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Lexington</span> to <span class="emphasized">Chicago</span> flights.

Flight FAQs

From Lexington to Chicago

What airport do you fly from for flights from Lexington to Chicago?

If you book a flight to Chicago from Lexington, you will be flying from Blue Grass, which is the city’s only airport. Lexington Blue Grass (LEX) is located 5.6 mi from the center of Lexington. There are 19 flights from Blue Grass to Chicago per day from 3 different airlines.

Which airlines flying from Lexington Blue Grass to Chicago have flexible cancellations due to COVID-19?

Due to the rapidly changing circumstances due to COVID-19, airlines like American Airlines, United Airlines, and Delta flying from Lexington Blue Grass to Chicago have implemented new flexible cancellation policies.

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 $206, but on average you can expect to pay $232.

Are there nonstop flights from Lexington to Chicago for under $300 on Cheapflights?

Cheapflights has at least 20 direct flights from Lexington to Chicago under $300. A good price for a nonstop flight from Lexington to Chicago is less than $259.

Are there last-minute flights available from Lexington to Chicago for under $300?

There are currently 20+ open flights from Lexington to Chicago within the next 7 days for less than $300.

What days are nonstop flights available from Lexington to Chicago?

Nonstop flights are available for this route on the following days: Monday.

How many flights depart from Lexington to Chicago on average per day?

Travelers can expect 2 flights from Lexington to Chicago on average per day.
Evening (6pm - Midnight) - 100% of flight departures

How long is the flight from Lexington to Chicago?

Airlines like United Airlines, American Airlines, and Delta fly from Lexington to Chicago in about 1h 31m. The time it takes to get you to your destination can typically vary by up to 5h 15m. Lexington and Chicago are separated by a distance of 325 mi. This flight may include one or multiple stops.

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

United Airlines, at $208, was found to be the cheapest airline from Lexington to Chicago.Alternate airlines to your destination round-trip include American Airlines and Delta. United Airlines is currently priced 21% below the average price you’ll pay for this route.

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

For one-way options, check prices for Allegiant Air. According to our data, you can fly for as low as $156. Users have also found prices from $194 and $213 on American Airlines and Delta, respectively.

What are the most popular routes from Lexington to Chicago?

The most popular flight routes from Lexington to Chicago are Lexington Blue Grass - Chicago O'Hare Intl, Lexington Blue Grass - Chicago Midway and Lexington Blue Grass - Chicago Greater Rockford.

What are the cheapest flights from Lexington to Chicago?

On average you can expect to pay $344 for a flight from Lexington to Chicago. The cheapest flight overall is $127 while the most popular route, (Lexington Blue Grass - Chicago O'Hare Intl) is currently priced at $206.

What are the most popular airlines that fly from Lexington to Chicago?

Before booking your flight from Lexington to Chicago check out the most popular airlines for this route: American Airlines, Delta or United Airlines.

What are the most reliable airlines from Lexington to Chicago?

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 Lexington to Chicago on time: Aer Lingus (92%), ANA (90%), SkyWest Airlines (88%).

COVID Restrictions

View COVID Travel Restrictions for Chicago, IL

Do I need a COVID test to fly to Chicago from Lexington?

Information is based on travel restrictions for travel to Chicago within the United States

Most visitors from Lexington Blue Grass need to provide a negative COVID-19 test result and/or quarantine to enter Chicago.

COVID-19 testing requirements
Visitors from Lexington Blue Grass must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 1 day for RT-PCR (NAAT) and 1 day for Antigen (quick-test) before departing to Chicago.

Quarantine requirements
Visitors from Lexington Blue Grass are not required to quarantine after entering Chicago.

Do I need a test to fly back to Lexington from Chicago?

Returning to Lexington Blue Grass from Chicago

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 1 day for RT-PCR (NAAT) and 1 day for Antigen (quick-test) before departing to Lexington Blue Grass.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Lexington Blue Grass.

Hide COVID Travel Restrictions for Chicago, IL

Destination information for Chicago

Things to know before you go - useful duration and weather info for your trip from Lexington to Chicago.
Flight duration from LEX to Chicago
1h 30m
Average temperature for May in Chicago
71.6 °F
Avg rainfall for May in Chicago
4.3 ″

Airports servicing Lexington

Airports servicing Chicago

Midway (MDW)
Rockford (RFD)

Hourly flight availability from Lexington to Chicago

See what time of day planes typically take off from Lexington towards Chicago.
Morning 6 AM to noon 61% of LEX to CHI departures
Afternoon Noon to 6 PM 24% of LEX to CHI departures
Evening 6 PM to midnight 14% of LEX to CHI departures
Early morning Midnight to 6 AM 1% of LEX to CHI departures
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.
Sunday
16 daily flights
Monday
22 daily flights
Tuesday
22 daily flights
Wednesday
20 daily flights
Thursday
22 daily flights
Friday
20 daily flights
Saturday
14 daily flights
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