Your total trip with all stops is around 1,020 miles / 1650 km, taking roughly 16.5 hours for the whole trip.
Start from Elk Grove Village, Illinois.
Toledo, Ohio is stopping point #1 after driving about 270 miles (430 km) or 4.5 hours.
Buffalo, New York is stopping point #2 after driving about 310 miles (500 km) or 5 hours. Your total trip so far is about 580 miles or 930 km over roughly 9 hours of driving.
Syracuse, New York is stopping point #3 after driving about 150 miles (250 km) or 2.5 hours. Your total trip so far is about 730 miles or 1170 km over roughly 11.5 hours of driving.
Finally, Milford, Massachusetts is your destination after driving about 290 miles (470 km) or 5 hours. Your total trip with all stops is around 1,020 miles or 1650 km, taking roughly 16.5 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.