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

The distance from Kalamazoo to Chicago by car is 147 miles, with a 2h18m driving time. The best stops to add to a Kalamazoo to Chicago road trip itinerary are Michigan City, Indiana Dunes National Park and Pullman National Historic Park.

Planning a Kalamazoo to Chicago road trip

A Kalamazoo to Chicago road trip takes you from southern Michigan to arguably the greatest city in the US.

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.

Kalamazoo in southern Michigan was the original home of Gibson Guitars, and it has a few attractions to keep passing visitors happy. Petrolheads can enjoy the Gilmore Car Museum and the more aviation-inclined will love the Air Zoo Aerospace and Science Museum.

Meanwhile, Bell’s Eccentric Café puts an interesting twist on the usual microbrewery chic. For walking, tackle the Kalamazoo Valley Trail.

Kalamazoo to Chicago distance and drive time

By car, the distance from Kalamazoo to Chicago is 147 miles. That makes for a driving time of around two hours and 18 minutes. The quickest route is along the I-94, then the I-90.

The best road trip stops on the Kalamazoo to Chicago drive are Michigan City, Indiana Dunes National Park and Pullman National Historic Park.

Kalamazoo to Chicago drive: Michigan City, Indiana

Michigan City in Indiana lies on the shore of Lake Michigan. If you want some beach time, Washington Park Beach will do the trick.

You can also see the fauna at the Washington Park Zoo, or the flora at the Friendship Botanic Gardens.

But the most distinctive attraction in Michigan City is the Old Lighthouse Museum, which covers Lake Michigan’s shipwrecks and maritime heritage.

Attractions between Kalamazoo and Chicago: Indiana Dunes National Park

Indiana Dunes National Park stretches for 15 miles along the southern shore of Lake Michigan. While it is primarily adored for its beaches, the mixture of ecosystems is fascinating for those who want to do more than just lie on the sand.

The dunes take the attention, but the hiking trails take in woodland too, and are surrounded by wildflowers in spring. Come in winter, and cross-country skiing and snowshoeing are available.

Fishing for steelhead in the Little Calumet River is also immensely popular, while the birdwatching amongst the quiet dunes is highly productive.

Kalamazoo to Chicago road trip stops: Pullman National Historic Park

The Pullman National Historic Park on Chicago’s South Side contains the site of the former Pullman Palace Car Works shops. But it’s about the people who worked on the trains, rather than the trains themselves.

The A. Philip Randolph Pullman Porter Museum looks at the African Americans who worked on the trains and moved north to Chicago, bringing jazz and blues with them.

Chicago skyline from Grant Park.
Chicago skyline from Grant Park. Photo by David Whitley/ Best3Stops.

More Kalamazoo road trips

Kalamazoo to Detroit.

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