Your total trip with all stops is around 1,260 miles / 2030 km, taking roughly 20.5 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 Des Moines, IA and Springfield, MA.
Start from Des Moines, Iowa.
Chicago, Illinois is stopping point #1 after driving about 330 miles (530 km) or 5 hours.
Toledo, Ohio is stopping point #2 after driving about 250 miles (400 km) or 4 hours. Your total trip so far is about 580 miles or 930 km over roughly 9 hours of driving.
Hamilton, Canada is stopping point #3 after driving about 250 miles (410 km) or 4.5 hours. Your total trip so far is about 830 miles or 1340 km over roughly 13.5 hours of driving.
Finally, Springfield, Massachusetts is your destination after driving about 430 miles (690 km) or 7 hours. Your total trip with all stops is around 1,260 miles or 2030 km, taking roughly 20.5 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.