Road Trip
Chicago, IL to Milwaukee, WI Road Trip — Best Stops Along the Way
The best attractions, restaurants, and scenic stops between Chicago, IL and Milwaukee, WI. 91.4 mi, approximately 1 hour 30 mins of driving. Real drive times, real ratings, real photos.
91.4 mi · 1 hour 30 mins drive · 12 stops found
12 stops along the way
Millennium Park
IL 60602, USA
Skydeck Chicago
Chicago, IL 60606
Chicago Riverwalk
IL 60601, USA
Navy Pier
Chicago, IL 60611
Flyover
Chicago, IL 60611
The Magnificent Mile
Chicago, IL 60611
360 CHICAGO
Chicago, IL 60611
Northerly Island Park
Chicago, IL 60605
Adler Planetarium
Chicago, IL 60605
Lincoln Park Zoo
IL 60614, USA
Adler Planetarium Skyline Walk
Chicago, IL 60605
Garfield Park Conservatory
Chicago, IL 60624
Where to stay:
Frequently Asked Questions
How long is the drive from Chicago, IL to Milwaukee, WI?
The drive from Chicago, IL to Milwaukee, WI is 91.4 mi, taking approximately 1 hour 30 mins without stops. With stops for food, gas, and sightseeing, plan for a full day.
What are the best stops between Chicago, IL and Milwaukee, WI?
The best stops include scenic overlooks, state parks, historic towns, and local restaurants along the route. Check the stop cards above for top-rated options with real drive times and ratings from Google.
Is the Chicago to Milwaukee drive scenic?
Yes. The route between Chicago, IL and Milwaukee, WI passes through several interesting areas. The stops listed above highlight the best scenic, cultural, and food destinations along the way.
Should I make the Chicago to Milwaukee trip a road trip or just drive straight through?
We recommend making it a road trip. The stops between Chicago, IL and Milwaukee, WI are worth the detour. Most add less than 30 minutes to your total drive and offer experiences you won't find at highway rest stops.
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