Your total trip with all stops is around 840 miles / 1360 km, taking roughly 14 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 Jackson, MS and Racine, WI.
Start from Jackson, Mississippi.
Memphis, Tennessee is stopping point #1 after driving about 210 miles (340 km) or 3 hours.
Cape Girardeau, Missouri is stopping point #2 after driving about 170 miles (280 km) or 2.5 hours. Your total trip so far is about 380 miles or 610 km over roughly 5.5 hours of driving.
Joliet, Illinois is stopping point #3 after driving about 350 miles (560 km) or 6 hours. Your total trip so far is about 730 miles or 1180 km over roughly 11.5 hours of driving.
Finally, Racine, Wisconsin is your destination after driving about 110 miles (180 km) or 2.5 hours. Your total trip with all stops is around 840 miles or 1360 km, taking roughly 14 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.