
Buses from Chicago, IL to Lexington, KY travel the 0mi (0.00km) journey, taking approximately 15h, 30m. Usually, there is 1 bus operating per day. While the average ticket price for this journey is around $103.71, you can find the cheapest bus tickets for as low as $103.71.
Lexington, KY 40511
There’s so much to see in the Windy City, you’ll be booking your next bus to Chicago before your trip is over. No matter the season, there’s plenty to do, from lounging on lakeside beaches in the summer to ice skating in Millennium Park.
Chicago’s famous for its dogs and its deep dish, if you’re looking for eats. Museums dot the map, including The Art Institute of Chicago, Field Museum, and Griffin Museum of Science and Industry. Catch a game if your sport’s in season – Bulls or Bears, Cubs or White Sox.
If you ask a local – which we always do – an Architecture Tour is on the don’t miss list. And if you’re on a budget, just go for a stroll on the Riverwalk, Navy Pier, or by “the bean” - Millennium Park’s famed Cloud Gate sculpture.
Whatever mood strikes you, Chi-town's got something to keep you busy.



If you’re looking for a bluegrass adventure without breaking the piggy bank, a bus to Lexington, KY is your ticket to an unforgettable escape. Known as the Horse Capital of the World, Lexington is famous for its picturesque horse farms and the Kentucky Horse Park. Even if you’re not a horse enthusiast, the sight of these beautiful creatures is a sure way to connect with the town’s authentic spirit.
Once you’ve enjoyed the equestrian scenery, take a detour into Lexington’s thriving bourbon trail. Visit local distilleries for a taste of Kentucky’s finest - a liquid icon as proud as the horses. And speaking of icons, downtown Lexington offers a vibrant mix of attractions, including the Mary Todd Lincoln House, which offers a historic insight and a charming afternoon exploration.
End the day with a stroll through the University of Kentucky Arboretum, a perfect spot for finding tranquility amid the town’s lush greenery. With so much to offer, Lexington strikes a perfect balance between Southern hospitality and cultural richness, making it a must-visit destination. Your journey starts with a comfortable Trailways bus ride!
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