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from Osceola, IA to Chicago, IL

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Overview

About buses from Osceola, IA to Chicago, IL

Buses from Osceola, IA to Chicago, IL travel the 386mi (621.21km) journey, taking approximately 7h, 15m. Usually, there is 1 bus operating per day. While the average ticket price for this journey is around $87, you can find the cheapest bus tickets for as low as $87.

  • Distance
    386mi (621.21km)
  • Average bus duration
  • Average bus ticket price
    $87
  • Trips per day
    1
  • Top Carriers
    Jefferson Lines

Bus Station Information for Chicago, IL

Chicago (95th & Dan Ryan)

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Chicago, IL 60628

Curbside Stop
Address
95th & Dan Ryan 
Chicago, IL 60628
Phone Number
(800) 858-8555
More Detailsabout Chicago (95th & Dan Ryan) Curbside Stop

Chicago (Cumberland Avenue)

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Chicago, IL 60631

Curbside Stop
Address
5800 N Cumberland Ave 
Chicago, IL 60631
Phone Number
(800) 858-8555
More Detailsabout Chicago (Cumberland Avenue) Curbside Stop

Chicago (Bus Station)

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Chicago, IL 60607

24 Hours
Bus Station
Address
630 West Harrison Street 
Chicago, IL 60607
Phone Number
(800) 858-8555
More Detailsabout Chicago (Bus Station) Bus Station

Chicago (Amtrak Union Station)

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Chicago, IL 60606

Curbside Stop
Address
225 S. Canal St. 
Chicago, IL 60606
Phone Number
(800) 858-8555
More Detailsabout Chicago (Amtrak Union Station) Curbside Stop

City InformationforOsceola, IA

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.

City InformationforChicago, IL

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.

Scenic photo of Chicago, ILScenic photo of Chicago, ILScenic photo of Chicago, IL
Scenic photo of Chicago, IL
Scenic photo of Chicago, IL
Scenic photo of Chicago, IL

Frequently Asked Questions about the Bus Ride

Interested in bus routes from Osceola to Chicago? Trailways offers 1 bus(es) departing from Osceola to Chicago every day. Book bus tickets to Chicago now.