Your total trip with all stops is around 1,510 miles / 2420 km, taking roughly 24 hours for the whole trip.
Start from Milford, Massachusetts.
Buffalo, New York is stopping point #1 after driving about 440 miles (700 km) or 7 hours.
Detroit, Michigan is stopping point #2 after driving about 260 miles (410 km) or 4.5 hours. Your total trip so far is about 690 miles or 1110 km over roughly 11.5 hours of driving.
Chicago, Illinois is stopping point #3 after driving about 280 miles (450 km) or 4.5 hours. Your total trip so far is about 970 miles or 1570 km over roughly 15.5 hours of driving.
Finally, Brainerd, Minnesota is your destination after driving about 530 miles (850 km) or 8 hours. Your total trip with all stops is around 1,510 miles or 2420 km, taking roughly 24 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.