Stopping points from Chicago, Illinois to Milwaukee, Wisconsin:

• Start from Chicago, Illinois
• 1 hour to Kenosha, Wisconsin after driving about 70 miles / 110 km
• 47 minutes to Milwaukee, Wisconsin after driving about 40 miles / 60 km

Your total trip with all stops is around 110 miles / 170 km, taking roughly 2 hours for the whole trip. If you want to see every small town along the way, you can get a full list of cities between Chicago, IL and Milwaukee, WI.

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Stopping points from Chicago, IL to Milwaukee, WI

Start from Chicago, Illinois.

Kenosha, Wisconsin is stopping point #1 after driving about 70 miles (110 km) or 1 hour.

Finally, Milwaukee, Wisconsin is your destination after driving about 40 miles (60 km) or 47 minutes. Your total trip with all stops is around 110 miles or 170 km, taking roughly 2 hours for the whole trip.

Stopping point calculator

Travelmath helps you figure out where to stop when planning a long road trip from one location to another. The best stopping point for an overnight hotel stay or a break from driving often depends on how far or how long you want to drive before pausing to rest. You can find the closest city to your stopping point to look for hotels, or explore other cities and towns along the route. Use this as a road trip planner when you're driving cross-country or mapping a route with multiple stops.