Price observed over the last 3 months for a round trip.
Compare all flight tickets and find cheap flights from Chicago to Lexington
The cheapest flights right now
Chicago – Lexington
Outbound – Nov 12, 2026
direct
1h 38m Return – Nov 15, 2026
direct
1h 45m $421
2 days ago
Chicago – Lexington
Outbound – Nov 12, 2026
direct
1h 33m Return – Nov 15, 2026
direct
1h 46m $437
2 days ago
Chicago – Lexington
Outbound – Nov 13, 2026
direct
1h 24m Return – Nov 15, 2026
direct
1h 46m $452
2 days ago
* Prices are in USD per passenger, including taxes, for a round trip. Prices are based on searches carried out within the last 72 hours. Please note that availability and ticket prices are subject to change and should not be considered as the final price quoted.
Cheapest flight tickets
$277
Average price of a round trip
$347
Average flight ticket price recorded over the last 3 months for a round trip.
Flight duration
1h35
A flight from Chicago to Lexington takes on average 1h35.
Best time
August
According to user searches, the ideal month to go to Lexington is August.
The best flight deals for a weekend
Chicago – Lexington
Outbound – Nov 12, 2026
direct
1h 38m Return – Nov 15, 2026
direct
1h 45m $421
2 days ago
Chicago – Lexington
Outbound – Nov 12, 2026
direct
1h 33m Return – Nov 15, 2026
direct
1h 46m $437
2 days ago
Chicago – Lexington
Outbound – Nov 13, 2026
direct
1h 24m Return – Nov 15, 2026
direct
1h 46m $452
2 days ago
* Prices are in USD per passenger, including taxes, for a round trip. Prices are based on searches carried out within the last 72 hours. Please note that availability and ticket prices are subject to change and should not be considered as the final price quoted.
Tips for finding a cheap flight from Chicago to Lexington
Check out our tips for booking your flight to Lexington (USA) from Chicago (USA) at the cheapest possible price.
Usually, the cheapest month to pick up a ticket on this route is October, with an average flight ticket price of $347 (calculation over the last two years). The most touristic season corresponds to the months of October, November and January.
For the cheapest flights, it is advisable to buy your ticket at least 21 days before the departure date.
The airline offering the cheapest flight tickets is American Airlines. A ticket from the airline American Airlines to Lexington costs on average $344.
The airlines that offer the most flights are American Airlines, United Airlines and American Airlines.
Price of flight tickets from Chicago to Lexington
Here is some information and tips to know before booking your flight:
- Flight ticket prices range from $277 to $433
- The average price of a flight ticket is about $347
- Prices are lowest for stays in the month of October
- The month in which booking a ticket is cheaper is: October
info departure city :
Chicago, USA
airports :
Chicago-Merrill C. Meigs Field Airport (CGX)
Chicago FSS (CHI)
Chicago-Midway International Airport (MDW)
Chicago-O'Hare International Airport (ORD)
local time :
Chicago is a city in the country USA, the time zone is [[timezone]]. In Chicago, it is currently {fromLocalTime}, the temperature is on average 14°C, with a minimum of 10°C and a maximum of 20°C.
The city of Chicago (CHI) has 4 airport(s): Chicago-Merrill C. Meigs Field, Chicago FSS, Chicago-Midway and Chicago-O'Hare
destination info :
Lexington, USA
airport :
Blue Grass Airport (LEX)
local time :
Lexington is in the country USA, the time zone is [[timezone]]. In Lexington, it is currently {toLocalTime}, the temperature is on average 12°C, with a minimum of 6°C and a maximum of 20°C.
The city of Lexington has 1 airport(s): Blue Grass
Useful info about Lexington
What is the least touristic period to go to Lexington?
If you want to visit Lexington during the least touristic period, choose the month of August.
What is the most popular time to travel to Lexington?
In Lexington, the most popular month is October. It is during this period that the prices offered by airlines are also the highest.
When should I book my flight from Chicago to Lexington?
According to our data, it is recommended to book your flight 21 days before your departure. If you book your flight ticket 4 weeks before your departure, you may find a price below average. You can also choose morning flights that are 100% cheaper than afternoon and evening flights. The cheapest day to book a flight from Chicago to Lexington is Friday.
What are the arrival and destination airports when traveling between Chicago and Lexington?
When you leave, you can leave from Chicago-O'Hare, and you will arrive at Blue Grass.
How to reach Chicago airport from the city centre?
The airport Chicago-Merrill C. Meigs Field is located 4 km, Chicago FSS is located 29 km, Chicago-Midway is located 12 km or Chicago-O'Hare is located 29 km from the city centre. You can access it by using public transportation, taking a taxi, or renting a car.
Are there other means of transportation to go from Chicago to Lexington?
Airplane is the only means of transportation listed on Liligo for this journey.
Are there big differences in weather between Chicago and Lexington?
In summer, the average temperature is 23°C in Lexington and 22°C in Chicago. The average rainfall in summer is 136 mm in Lexington and 145 mm in Chicago. In summer, it is warmer in Lexington and it rains less in Lexington. In winter, it is colder in Lexington and it rains more in Lexington.
