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Chicago to Lexington Flights

Flight only Hotel only Flight + Hotel

Flight type

Round-trip One-way
Age of children at time of trip

We will search for applicable airfare discounts. Must have 1 adult for each infant in lap

Selected fares from Chicago to Lexington

Departure Arrival Travel dates Round-trip
CHI LEX Mon, Oct 27 - Thu, Oct 30 $289
CHI LEX Mon, Oct 27 - Thu, Oct 30 $289
CHI LEX Wed, Aug 6 - Sun, Aug 10 $447
CHI LEX Wed, Aug 6 - Sun, Aug 10 $464

Chicago and Lexington airports and terminals

Airports in Chicago IL, US
map of airports in Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

  • 2

    O'Hare Airport (ORD)

    Distance from City Center: 15.1 miles

    Terminals and carriers for flights from ORD to LEX

    Terminal Carriers
    Terminal 1 All Nippon Airways, United Airlines
    Terminal 2 All Nippon Airways, United Airlines
    Terminal 3 American Airlines, Iberia, US Airways
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Airports in Lexington KY, US
map of airports in Lexington
  • 1

    Blue Grass (LEX)

    Distance from City Center: 5.4 miles

    Carriers for flights from CHI to LEX

    All Nippon Airways, American Airlines, Iberia, US Airways, United Airlines
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Cheap flights from Chicago to Lexington

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Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured Lexington Airport Hotels

Hotel only $115

Comfort Suites Lexington

2 stars
4.0 / 5 19 reviews

3060 Fieldstone Way Map

The Comfort Suites is located three miles from the Bluegrass Airport and is within walking distance of several shops and restaurants.... More

Hotel only $96

Hampton Inn Lexington South-Keeneland/Airport

3 stars
3.9 / 5 13 reviews

3060 Lakecrest Circle Map

...Blue Grass Airport (3.5 mi/5.7 km)   Attractions.... More

Hotel only $109

Fairfield Inn by Marriott Lexington Keeneland Airport

2 stars
4.1 / 5 8 reviews

3050 Lakecrest Circle Map

...With a retro modern design and a premiere location in Lexington, the Fairfield Inn & Suites Lexington Keeneland Airport hotel is the ideal choice for both business and leisure travelers visiting... More

Hotel only $88

Courtyard Lexington Keeneland/Airport

3 stars
4.5 / 5 13 reviews

3100 Wall St Map

Rate Includes Breakfast

Its a new stay at the Courtyard by Marriott Lexington Keeneland/Airport hotel.... More

Hotel only $79

Americas Best Value Inn Lexington

2 stars
1.4 / 5 5 reviews

5556 Versailles Road Map

Welcome to Americas Best Value Inn Lexington; located off of US 60 less than four miles from Blue Grass Airport.... More

Inn On Broadway

3 stars
3.5 / 5 92 reviews

1301 South Broadway Map

...The Inn on Broadway also is just a short walk to St. Joseph's hospital and less than six miles to the best horse parks in the Blue Grass region.... Blue Grass Airport (5 mi/8.1 km)   ... More


Lowest roundtrip airfare in August from Chicago to Lexington

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Aug 6 Chicago (ORD) Lexington (LEX) United Airlines $447
Earn $4.47
Return Sun, Aug 10 Lexington (LEX) Chicago (ORD) United Airlines
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Lowest roundtrip airfare in October from Chicago to Lexington

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Oct 8 Chicago (ORD) Lexington (LEX) United Airlines $289
Earn $2.89
Return Tue, Oct 14 Lexington (LEX) Chicago (ORD) United Airlines
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Flights to Lexington

Airports in Chicago

The city of Chicago is primarily served by two international airports. Travelers looking for low-fare flights from Chicago can use to find flights from both O'Hare and Midway. O'Hare International Airport is located approximately 17 miles northwest of downtown Chicago. Midway International Airport is located on the city's southwest side, approximately eight miles from Chicago's Loop. O'Hare serves as a hub for American Airlines and United Airlines, and Midway is a hub for Southwest Airlines.

Chicago Airport Parking

Daily, hourly, and valet parking are available at O'Hare. Rates vary from $2.00 to $10.00 per hour. An economy parking lot is also available at a rate of $2.00 per hour. Similar parking options and rates apply at Midway.

Chicago Airport Transportation

There are numerous transportation options for getting to and from both O'Hare and Midway. O'Hare can be accessed via regional trains, buses, and local mass transit lines. The CTA Blue Line offers a fast and convenient transportation option to and from this airport. Midway is served by the CTA Orange Line. Car rental services are available at both airports, and travelers can quickly book car rental services at either airport using

Chicago Airport Restaurants

Both O'Hare and Midway offer a variety of restaurant options for travelers. Restaurants located in both airports include Starbuck's Coffee, Chicago Style Hot Dogs, McDonald's, Auntie Anne's, Chili's, Cinnabon, and Dunkin Donuts, making it easy for visitors to grab a quick breakfast, snack, or meal. By using, travelers can quickly and easily find low-fare flights from Chicago.

Flying into Lexington's Blue Grass Airport

Find discount flights to Lexington through Serviced by six airlines-AirTran, Allegiant, American Eagle, Delta, United and US Airways-it's easy to find affordable domestic or international flights into Blue Grass Airport. Located at 4000 Terminal Drive in Lexington, KY, the airport is four miles from downtown and within a short drive of most major attractions.

Ground Transportation to and From BGA

Many hotels provide free shuttle or bus service to and from the airport. Taxis can be found at the airport as well and cost approximately $2.50 per traveled mile. Increased charges apply to groups larger than four people. can also be used to arrange for a rental car. The following five companies have hubs at the airport: Avis, Budget, Enterprise, Hertz and National.

Weather in Lexington

Lexington has four seasons, but the autumn and spring are sunnier and warmer than further north in the United States. Winter temps range from 23º to 39º F, and there is often sparse snowfall in January and February. Rain spurts followed by sunny weather occur often in spring and summer.

Seeing Lexington's Sights

It wouldn't be Kentucky without several equine-themed attractions. With the help of, you can find discounted prices to the city's top sights. Lexington's Kentucky Horse Park can be found just north of the city and hosts over 50 breeds of horses. An on-site museum tracks the evolution of the species as well as its evolving role in man's life. The Thoroughbred Center is also nearby, with tours and demonstrations available. Lexington has a number of important historical sites as well, such as the Mary Todd-Lincoln House and Waveland, a preserved plantation. There are plenty of opportunities for to help you save on more than just flights to Lexington.

Interesting facts about flights from Chicago to Lexington

    • 3 direct flights are operating from Chicago to Lexington today.
    • Today's average time for a direct flight is 1h 11m.
    • American Airlines flight 5331 (4:00 PM GMT, Embraer RJ140) is today's earliest available flight from Chicago to Lexington.
    • United Airlines flight 5829 (4:15 PM GMT, Embraer RJ135/RJ140/RJ145) is today's latest available flight from Chicago to Lexington.
    • Today's shortest direct flight from Chicago to Lexington (American Airlines flight 5331, Embraer RJ140) takes 1h 10m.
    • Today's longest direct flight from Chicago to Lexington (United Airlines flight 5829, Embraer RJ135/RJ140/RJ145) takes 1h 13m.
    • Flights from Midway Airport (MDW), O'Hare Airport (ORD) to Blue Grass (LEX) are available for this route.

Aircraft options between Chicago and Lexington

Equipment Carrier
Embraer RJ135/RJ140/RJ145 United Airlines, All Nippon Airways
Canadair Regional Jet United Airlines
Embraer RJ145 American Airlines, US Airways
Embraer RJ140 American Airlines, US Airways, Iberia