Your total trip with all stops is around 890 miles / 1440 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 YBR and Milwaukee, WI.
Start from Brandon Municipal Airport.
Grand Forks, North Dakota is stopping point #1 after driving about 230 miles (370 km) or 4 hours.
Minneapolis, Minnesota is stopping point #2 after driving about 320 miles (510 km) or 4.5 hours. Your total trip so far is about 540 miles or 880 km over roughly 8.5 hours of driving.
Madison, Wisconsin is stopping point #3 after driving about 270 miles (430 km) or 4 hours. Your total trip so far is about 810 miles or 1310 km over roughly 12.5 hours of driving.
Finally, Milwaukee, Wisconsin is your destination after driving about 80 miles (130 km) or 1.5 hours. Your total trip with all stops is around 890 miles or 1440 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.