Your total trip with all stops is around 760 miles / 1230 km, taking roughly 13 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 Madison, WI and Chattanooga, TN.
Start from Madison, Wisconsin.
Aurora, Illinois is stopping point #1 after driving about 140 miles (220 km) or 2.5 hours.
Charleston, Illinois is stopping point #2 after driving about 210 miles (330 km) or 3.5 hours. Your total trip so far is about 350 miles or 560 km over roughly 5.5 hours of driving.
Nashville, Tennessee is stopping point #3 after driving about 280 miles (460 km) or 5 hours. Your total trip so far is about 630 miles or 1010 km over roughly 11 hours of driving.
Finally, Chattanooga, Tennessee is your destination after driving about 130 miles (220 km) or 2 hours. Your total trip with all stops is around 760 miles or 1230 km, taking roughly 13 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.