Your total trip with all stops is around 1,690 miles / 2720 km, taking roughly 25.5 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 Billings, MT and Jackson, MS.
Start from Billings, Montana.
Rapid City, South Dakota is stopping point #1 after driving about 320 miles (510 km) or 5 hours.
Sioux Falls, South Dakota is stopping point #2 after driving about 350 miles (560 km) or 5 hours. Your total trip so far is about 660 miles or 1070 km over roughly 10 hours of driving.
Kansas City, Missouri is stopping point #3 after driving about 360 miles (590 km) or 5.5 hours. Your total trip so far is about 1,030 miles or 1650 km over roughly 15 hours of driving.
Memphis, Tennessee is stopping point #4 after driving about 450 miles (730 km) or 7.5 hours. Your total trip so far is about 1,480 miles or 2380 km over roughly 22.5 hours of driving.
Finally, Jackson, Mississippi is your destination after driving about 210 miles (340 km) or 3 hours. Your total trip with all stops is around 1,690 miles or 2720 km, taking roughly 25.5 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.