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Chicago, IL, USA to Lexington, VA, USA from $110: 5 ways by bus, train, flight or car

Compare Travel Options and Prices

from
Chicago, United States of America
to
Lexington, United States of America

How to Get from Chicago to Lexington: Cheapest, Fastest and Best Way

1Map provides directions to cities, towns, landmarks, attractions, and addresses worldwide, offering thousands of multi-modal routes to easily get you from point A to point B.

$110 by trainBest price
838 kmDistance
5h 1m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Chicago to Lexington with 1Map travel planner. Easily compare ticket prices, explore various transport options, and find the best routes for a seamless and cost-effective travel experience.

Company
various
Plane
Drive
Average Duration
5h  1m
Estimated price
$196-475
Recommended
Company
Amtrak
Train
Average Duration
18h  48m
Estimated price
$110-324
Cheapest
route map
Distance: 838 km
Duration: 5h 1m

See more options

Company
various
Drive
Average Duration
11h  29m
Estimated price
$120-180
Company
various
Plane
Drive
Average Duration
6h  27m
Estimated price
$142-475
Company
various
Plane
Bus
Average Duration
7h  35m
Estimated price
$184-474

Traveling From Chicago to Lexington

The journey from Chicago to Lexington offers a fascinating contrast between the bustling urban energy of the Windy City and the charming, laid-back atmosphere found in Kentucky's horse country.

Best Neighbourhoods in Lexington

Lexington boasts diverse neighborhoods, each offering a distinct character and charm.

Downtown Lexington
• Vibrant dining and nightlife options abound.
• Home to cultural attractions and historic sites.
Chevy Chase
• Tree-lined streets with boutique shops and cafes.
• A strong sense of community and local events.
The Henry Clay Estate
• Features beautiful grounds and historic architecture.
• Offers a glimpse into Lexington's past.

Best Times To Visit Lexington's Attractions

Timing your visit can enhance your experience at Lexington's top spots.

Kentucky Horse Park
Visit in the morning, especially on weekdays, to enjoy fewer crowds.
Mary Todd Lincoln House
Afternoons are ideal, with lighter foot traffic and guided tours available.
Lexington Brewing & Distilling Co.
Late afternoons during weekdays offer a relaxed tasting experience.

Lexington Weather: What to Expect Year-Round

Lexington experiences a humid subtropical climate, with hot summers and mild winters, making spring and fall the most pleasant seasons to explore. Being aware of weather patterns can help you plan outdoor activities and events, ensuring a memorable travel experience.

Dining Recommendation in Lexington

For a true taste of Lexington, try the Burgoo at a local eatery like Ramsey's, a hearty stew that embodies Southern comfort and showcases local ingredients. This culinary experience contrasts with Chicago's diverse food scene by offering a warm, down-to-earth atmosphere and rich, home-cooked flavors that represent Kentucky’s unique heritage.

Chicago - Lexington operators

Explore transport companies operating between Chicago and Lexington, with prices starting at . These companies offer competitive pricing, flexible schedules, and comfortable travel experiences.

Train
Contact phone
+1 800-872-7245
Website
amtrak.com

Train from Chicago Union Station to Clifton Forge Amtrak Station

Average Duration
18h 14m
Estimated price
$1964-1965
Plane
Website
united.com

Plane from Chicago O'Hare (ORD) to Charlottesville (CHO)

Average Duration
1h 55m
Estimated price
$19640-1966

Plane from Chicago O'Hare (ORD) to Roanoke (ROA)

Average Duration
1h 57m
Estimated price
$1967-1968

Plane from Chicago O'Hare (ORD) to Charleston (CRW)

Average Duration
1h 40m
Estimated price
$1960-1969
Website
aa.com

Plane from Chicago O'Hare (ORD) to Charlottesville (CHO)

Average Duration
4h 23m
Estimated price
$4750-4751
Bus
Contact phone
+1-800-827-3490
Website
virginiabreeze.org

Bus from Christiansburg to Stonewall Square, Lexington, VA

Average Duration
1h 15m
Estimated price
$1106-1107
Contact phone
+1 540 982 2222
Website
valleymetro.com

Bus from Airport to Exit 118 - Park and Ride

Average Duration
40m
Estimated price
$1104-1105
Drive

Drive from Chicago to Lexington

Average Duration
11h 29m
Estimated price
$120-180