Your total trip with all stops is around 760 miles / 1230 km, taking roughly 12.5 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 ORD and ROA.
Start from Chicago O'Hare International Airport.
Indianapolis, Indiana is stopping point #1 after driving about 200 miles (330 km) or 3 hours.
Charleston, West Virginia is stopping point #2 after driving about 310 miles (500 km) or 5.5 hours. Your total trip so far is about 520 miles or 830 km over roughly 8.5 hours of driving.
Finally, Roanoke Regional Airport is your destination after driving about 250 miles (400 km) or 4 hours. Your total trip with all stops is around 760 miles or 1230 km, taking roughly 12.5 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.