Rental Cars Across the USA

Planning a drive from Milwaukee, WI to Chicago, IL? Easily find and compare rental car options from several brands. Don't forget, you can easily book a trip in the opposite direction from Chicago to Milwaukee.

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Attractions Along the Road

From Milwaukee's frothy brews 🍺 to Chicago's cheesy views 🧀

Milwaukee to Chicago

Milwaukee
  • Milwaukee Art Museum
  • Harley-Davidson Museum
  • Historic Third Ward
  • Milwaukee Public Market
Along the Route
  • Jelly Belly Visitor Center (Pleasant Prairie, WI)
  • Petrifying Springs Park (Kenosha, WI)
  • Bristol Renaissance Faire (Seasonal, Kenosha, WI)
Chicago
  • Millennium Park
  • Art Institute of Chicago
  • Navy Pier
  • Willis Tower (Skydeck)
  • Shedd Aquarium

You Might Be Asking...

How far is it from Milwaukee to Chicago?

The distance between Milwaukee and Chicago is approximately 92 miles (148 km) if driving along I-94 E. The estimated travel time is 1.5-2 h.

Are premium or luxury cars available for rent from Milwaukee to Chicago?

Yes, luxury and premium vehicles can be rented on the Milwaukee to Chicago route. Popular models include the Audi A3, BMW 3 Series, and Chrysler 300. Rental companies such as Enterprise, Alamo, Sixt, Budget, and Avis provide these options.

Can I rent a people carrier for a one-way trip to Chicago?

Yes, you can rent an up to 12-passenger van for a one-way trip from Milwaukee to Chicago. Popular models available include the Chevrolet Suburban, Chevrolet Traverse, and Chrysler Pacifica.

Can I rent an SUV for a one-way trip from Milwaukee to Chicago?

Yes, you can rent an SUV for a one-way trip from Milwaukee to Chicago. Available models often include the Chevrolet Tahoe, Ford Explorer, and Toyota RAV4. Rental companies with cars like this in their fleet include Sixt, Dollar, Hertz, Alamo, Budget, Avis, Enterprise, and National.