Your total trip with all stops is around 730 miles / 1170 km, taking roughly 11.5 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 Charleston, WV and Springfield, MO.
Start from Charleston, West Virginia.
Lexington-Fayette, Kentucky is stopping point #1 after driving about 170 miles (280 km) or 2.5 hours.
Mount Vernon, Illinois is stopping point #2 after driving about 260 miles (420 km) or 4 hours. Your total trip so far is about 430 miles or 700 km over roughly 7 hours of driving.
Finally, Springfield, Missouri is your destination after driving about 300 miles (470 km) or 4.5 hours. Your total trip with all stops is around 730 miles or 1170 km, taking roughly 11.5 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.