Your total trip with all stops is around 1,290 miles / 2070 km, taking roughly 20 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 Chelsea, MA and Quincy, IL.
Start from Chelsea, Massachusetts.
Yonkers, New York is stopping point #1 after driving about 220 miles (350 km) or 3.5 hours.
Columbus, Ohio is stopping point #2 after driving about 570 miles (920 km) or 8.5 hours. Your total trip so far is about 790 miles or 1270 km over roughly 12 hours of driving.
Indianapolis, Indiana is stopping point #3 after driving about 180 miles (280 km) or 2.5 hours. Your total trip so far is about 960 miles or 1550 km over roughly 15 hours of driving.
Finally, Quincy, Illinois is your destination after driving about 320 miles (520 km) or 5 hours. Your total trip with all stops is around 1,290 miles or 2070 km, taking roughly 20 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.