
Buses from Winston-Salem, NC to Chicago, IL travel the 803mi (1292.30km) journey, taking approximately 19h, 40m. Usually, there is 1 bus operating per day. While the average ticket price for this journey is around $130, you can find the cheapest bus tickets for as low as $130.
Chicago, IL 60628
Chicago, IL 60631
Chicago, IL 60607
Chicago, IL 60606
Start your journey to Winston-Salem, NC, aboard a comfortable bus and discover the irresistible blend of Southern charm and thriving arts scene in the “City of Arts and Innovation.” This delightful town promises a tapestry of experiences sure to ignite your wanderlust. Art lovers can lose themselves in the vibrancy of the Downtown Arts District, where galleries and studios spark creativity at every corner.
History enthusiasts will find Old Salem Museums & Gardens a walk back in time, offering an enchanting glimpse into America’s Moravian settlers. And if you’ve got a penchant for the performing arts, the majestic Stevens Center hosts a variety of shows that captivate audiences all year round.
In Winston-Salem, local flavors beckon with delightful surprises, try some Southern comfort food at a charming eatery, renowned for its hospitality. Whether you're wandering the scenic Reynolda Gardens or sampling local brews at a unique craft brewery, this fresh, dynamic city offers something for everyone. Ready to explore? Secure your bus to Winston-Salem and let the adventure unfold!



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.
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