Chicago to Omaha road trip: Distance, drive time & best stops

Planning a Chicago to Omaha road trip itinerary

A Chicago to Omaha road trip takes you from Illinois’ great American city to the largest city in Nebraska.

The Chicago architecture cruise has a phenomenal wow factor, with the boat gliding between some of the world’s most legendary skyscrapers.

We found the commentary matches the views, too. Expect a fascinating run-down of the city’s history – and plenty of surprising detail about the buildings you’re seeing. 

Book mobile-friendly tickets here.

Highly recommended Chicago experiences include an architecture river cruise, a gangsters and ghosts tour of famous Mob sites and a bike tour of the lakefront neighbourhoods. It’s also worth paying a visit to the Field Museum, the 360 Chicago observation deck at the Hancock Tower and the Chicago Architecture Center.

Top Omaha experiences include electric bike rentalsscavenger hunts and the Henly Doorly Zoo and Aquarium.

Chicago to Omaha distance and driving time

By car, the distance from Chicago to Omaha is 466 miles. You can expect a driving time of around seven hours. The quickest route is along the I-88 and I-80.

The best stops to add to a Chicago to Omaha road trip itinerary are Dixon IL, Iowa City and Winterset IA.

For more attraction suggestions, please visit the guides for the individual legs of the journey.

Chicago to Omaha drive: Dixon, Illinois

Two famous American names got started around Dixon, Illinois. One is former president Ronald Reagan, who was born in Illinois. Between 1920 and 1924, he lived at what is now the Ronald Reagan Boyhood Home. It’s a simple family house that is now on the National Register of Historic Places and open to visitors.

The other is John Deere, who was a handyman and toolmaker in the village of Grand Detour, just to the north of Chicago. His workshop would eventually morph into a tractor and agricultural machinery empire.

At the John Deere Historic Site, you can now watch blacksmithery demonstrations at a replica of Deere’s workshop and tour the original family home.

Things to between Chicago and Omaha: Iowa City

Iowa City is the former capital of Iowa, and is home to several historic attractions.

Highlights of Iowa City include the Old Capitol Building, Iowa’s first capitol now turned into a museum, and the University of Iowa Museum of Natural History.

You can also visit Mormon Handcart Park, which commemorates the early Mormon pioneers who crossed the country with just wooden, hand-pulled carts.

Chicago to Omaha road trip stops: Winterset

Winterset, Iowa, is best known as the birthplace of John Wayne. A short detour south of the I-80 will bring you to the John Wayne Birthplace Museum, which celebrates America’s most famous movie cowboy. It is stuffed full of Wayne Memorabilia.

Between the town and the highway, there are a couple of places to try Iowa-made drinks. The Covered Bridges Winery and Winterset Cidery are open to visitors for tastings.

You can also do Bridges of Madison County tours here.

The Flatiron Hotel in Omaha, Nebraska.
The Flatiron Hotel in Omaha, Nebraska. Photo by 12019/ Pixabay.

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