
Chicago, IL, USA to Lexington, VA, USA from $110: 5 ways by bus, train, flight or car
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How to Get from Chicago to Lexington: Cheapest, Fastest and Best Way
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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.

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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.
Best Times To Visit Lexington's Attractions
Timing your visit can enhance your experience at Lexington's top spots.
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 from Chicago Union Station to Clifton Forge Amtrak Station
Plane from Chicago O'Hare (ORD) to Charlottesville (CHO)
Plane from Chicago O'Hare (ORD) to Roanoke (ROA)
Plane from Chicago O'Hare (ORD) to Charleston (CRW)
Plane from Chicago O'Hare (ORD) to Charlottesville (CHO)
Bus from Christiansburg to Stonewall Square, Lexington, VA
Bus from Airport to Exit 118 - Park and Ride
Drive from Chicago to Lexington
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