
Buses from Chicago, IL to Osceola, IA travel the 385mi (619.60km) journey, taking approximately 16h, 10m. Usually, there are 2 buses operating per day. While the average ticket price for this journey is around $126.95, you can find the cheapest bus tickets for as low as $97.90.
Osceola, IA 50213
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.



Hidden away in the heart of Iowa's scenic countryside, Osceola invites you to explore its charming streets and welcoming spirit. Hop on a bus to Osceola and step into a town that offers a refreshing mix of relaxation and discovery. Start with a visit to East Lake Park, where breathtaking views of the rolling prairies unfold and peaceful trails encourage a stroll or an impromptu picnic by the lake.
The town’s allure doesn’t end there—art lovers can explore local galleries featuring works by regional artists, adding a splash of creativity to the journey. Of course, a stop at Osceola’s Railroad Museum is a must, where train cars and memorabilia take you back to the golden age of rail travel.
Whether unwinding over a cup of coffee at a local cafe or chatting with residents about local folklore, Osceola wraps you in warmth and small-town charm. Ready for a memorable Midwest escape? Buckle up and book your bus to Osceola, IA, today! It’s bound to be a delightful retreat that’s easy on the wallet yet rich in experiences.
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