Your total trip with all stops is around 890 miles / 1430 km, taking roughly 14 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 GRM and Detroit, MI.
Start from Grand Marais/Cook County Airport.
Duluth, Minnesota is stopping point #1 after driving about 130 miles (210 km) or 2 hours.
Madison, Wisconsin is stopping point #2 after driving about 330 miles (530 km) or 5 hours. Your total trip so far is about 460 miles or 740 km over roughly 7 hours of driving.
Chicago, Illinois is stopping point #3 after driving about 150 miles (240 km) or 2.5 hours. Your total trip so far is about 610 miles or 980 km over roughly 9.5 hours of driving.
Finally, Detroit, Michigan is your destination after driving about 280 miles (450 km) or 4.5 hours. Your total trip with all stops is around 890 miles or 1430 km, taking roughly 14 hours for the whole trip.
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.