Your total trip with all stops is around 810 miles / 1310 km, taking roughly 13.5 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 VWU and Fort Wayne, IN.
Start from Waskish Municipal Airport.
Duluth, Minnesota is stopping point #1 after driving about 180 miles (280 km) or 3 hours.
Madison, Wisconsin is stopping point #2 after driving about 330 miles (530 km) or 5 hours. Your total trip so far is about 510 miles or 810 km over roughly 8 hours of driving.
Chicago, Illinois is stopping point #3 after driving about 150 miles (240 km) or 2.5 hours. Your total trip so far is about 650 miles or 1050 km over roughly 10.5 hours of driving.
Finally, Fort Wayne, Indiana is your destination after driving about 160 miles (260 km) or 3 hours. Your total trip with all stops is around 810 miles or 1310 km, taking roughly 13.5 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.