Omaha to Chicago drive with stop in Des Moines

  • 3 Stops
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Planning a road trip can be half the fun. If you’re looking for an epic journey between Omaha, Nebraska and Chicago, Illinois, with a stop in Des Moines, Iowa, there’s no shortage of things to see and do. The route takes you through the heart of the Midwest, so you can expect plenty of flat farmland and open skies. However, there are also plenty of interesting stops along the way.

In Omaha, be sure to check out the Old Market district, as well as the Henry Doorly Zoo. From there, it’s about a two-hour drive to Des Moines, where you can explore the State Capitol Building or take a walk through Gray’s Lake Park.

Finally, another five hours will get you to Chicago, where you can enjoy deep dish pizza, visit the top of Willis Tower, or explore one of the many world-class museums. So pack your bags and hit the open road – this is one road trip you’ll never forget!

1 Omaha, NE

Situated on the Missouri River, Omaha is a city with a rich history and a lively cultural scene. Its Old Market district boasts cobblestone streets, boutiques, pubs, and restaurants housed in historic buildings. Don’t miss the Henry Doorly Zoo and Aquarium, recognized as one of the world’s best. History buffs should visit the Durham Museum, set in a beautifully restored Art Deco train station, offering a look into the region’s past.

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2 Des Moines, IA

Des Moines, the capital city of Iowa, combines cosmopolitan flair with small-town charm. It’s known for the beautiful domed State Capitol building and the lively Des Moines Farmers Market, which floods the downtown streets every Saturday morning. Art enthusiasts will appreciate the Des Moines Art Center and the Pappajohn Sculpture Park. If you’re into sports or outdoors, a bike ride along the Principal Riverwalk or a minor league baseball game at Principal Park is a must.

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3 Chicago, IL

As the largest city in the Midwest, Chicago offers a variety of attractions. Admire masterpieces at the Art Institute, enjoy the panoramic city view from the Skydeck at Willis Tower, or take a leisurely stroll along Navy Pier. Foodies will savor deep-dish pizza, Chicago-style hot dogs, and the city’s diverse international cuisine. Music lovers should catch a jazz or blues performance, a nod to the city’s rich musical history.

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