Cheap flights from Chicago to Lexington

Choose between Delta Air Lines, American Airlines, or United Airlines to find the best price

Why travel with Kiwi.com?

Customer support

We’ve got you covered if anything goes wrong.

Secure payment

Join millions of travelers booking with us.

Hundreds of carriers

Compare 600+ of carriers in one search to find the best deal.

Travelers usually depart from O Hare International, Chicago Midway International, Chicago Rockford International, Chicago Union Station, or Chicago Downtown Greyhound Station when they travel from Chicago to Lexington. Book your trip to arrive at Blue Grass, or Lexington. The distance between Chicago and Lexington is 521 km. The most popular airlines for this route are Delta Air Lines, American Airlines, United Airlines, Southwest Airlines, and Allegiant Air. Chicago and Lexington have 219 direct flights per week.

Weekly flights

MondaysTuesdaysWednesdaysThursdaysFridaysSaturdaysSundays
Number of flights39414335-3229

Fly direct with

American Airlines on Mondays, Thursdays, Fridays, and Sundays.

United Airlines on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.

Check-in for a flight from Chicago to Lexington

NameCarrier codeIATA CodePassport needed during bookingAirport check-in closesOnline check-in available
Delta Air LinesDALDLYesUnknownNo
American AirlinesAALAAYesUnknownNo
United AirlinesUALUAYesUnknownNo
Southwest AirlinesSWAWNNoUnknownNo
Allegiant AirAAYG4No4 min before flightNo

Frequently asked questions

How long does it take to travel from Chicago to Lexington?

A one-way nonstop (direct) flight between Chicago and Lexington takes around 1.4 hours.

What is the flight distance between Chicago and Lexington?

The flight distance between Chicago and Lexington is 521 km.

What airlines offer nonstop (direct) flights between Chicago and Lexington?

Several carriers operate flights between Chicago and Lexington. Airlines offering nonstop (direct) flights include United Airlines, American Airlines.

What are the most popular routes to and from Chicago?

Travelers frequently search for route combinations, such as Chicago and Orlando International, Miami International, McCarran International, Los Angeles International, Fort Lauderdale–Hollywood International, Denver International, Hartsfield–Jackson Atlanta International, Tampa International, Phoenix Sky Harbor International, Dallas/Fort Worth International, George Bush Intercontinental.

What are the most popular routes to and from Lexington?

Travelers frequently search for route combinations, such as Lexington and Orlando Sanford International, Miami International, Fort Lauderdale–Hollywood International, Luis Muñoz Marín International, St. Pete–Clearwater International, O Hare International, Baltimore–Washington International, Southwest Florida International, Charlotte Douglas International, Detroit Metropolitan, Punta Gorda.

Which airports are there in Chicago?

Chicago is mainly served by Chicago Midway International. But there are other airports nearby, including Chicago Rockford International, O Hare International.

What airports are near Chicago?

The main airport in Chicago is Chicago Midway International. It is also served by Gerald R. Ford International, General Mitchell International, Dane County Regional, Fort Wayne International, General Wayne A. Downing Peoria International, Quad City International, Central Illinois Regional, South Bend International, University of Illinois Willard, Kalamazoo/Battle Creek International.

What airports are near Lexington?

The main airport in Lexington is Blue Grass. It is also served by Cincinnati/Northern Kentucky International, Indianapolis International, Louisville International, Blue Grass, Rickenbacker International, Dayton International, Owensboro–Daviess County Regional, Tri-State, Monroe County, Cincinnati Municipal Lunken.

What buses and trains depart from Chicago?

A number of bus and train companies depart from Chicago, including Hoosier ride, Greyhound, Amtrak train.

Planning a trip? Thanks to our Virtual Interlining algorithm, we offer billions of route combinations between any A and any B in the world by plane, train, and bus. Find the cheapest routes and best deals for you, as well as the best dates on which to travel.

Find the best connection from Chicago to Lexington

Search, compare, and book flights, trains, or buses to get there.

Search flights, trains & buses