
Buses from Chicago, IL to Rolling Prairie, IN travel the 66mi (106.22km) journey, taking approximately 3h, 8m. Usually, there are 3 buses operating per day including direct routes. While the average ticket price for this journey is around $19.75, you can find the cheapest bus tickets for as low as $10.
Rolling Prairie, IN 46371
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.






Welcome to the charming town of Rolling Prairie, IN – your new favorite stop on the journey! Hop off your bus to Rolling Prairie and dive right into a world where rolling landscapes meet quaint Midwestern hospitality. Start your day at The Barn of Adventures, a family-friendly spot filled with recreational rides and sprawling fields ready for picnics and play. If you’re a fan of local craftsmanship, be sure to explore the Rolling Prairie Artisan Market, where artists showcase unique creations you won’t find anywhere else.
Nature lovers should take a relaxing stroll through Rolling Prairie's stunning nature trails. With sparkling creeks and lush greenery, it’s a picture-perfect escape to the great outdoors. When hunger strikes, the town has casual, home-cooked meals waiting for you at its local diners, where you’ll feel like family.
So why wait? Experience the local charm and warm welcomes that make this little town a big surprise. Book your bus tickets to Rolling Prairie securely with Trailways, and let your next adventure unfold!
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