Your total trip with all stops is around 1,450 miles / 2330 km, taking roughly 21.5 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 Wheeling, WV and Cheyenne, WY.
Start from Wheeling, West Virginia.
Indianapolis, Indiana is stopping point #1 after driving about 300 miles (490 km) or 4.5 hours.
Aurora, Illinois is stopping point #2 after driving about 220 miles (350 km) or 3.5 hours. Your total trip so far is about 520 miles or 840 km over roughly 8 hours of driving.
Omaha, Nebraska is stopping point #3 after driving about 430 miles (690 km) or 6.5 hours. Your total trip so far is about 950 miles or 1530 km over roughly 14.5 hours of driving.
Finally, Cheyenne, Wyoming is your destination after driving about 500 miles (800 km) or 7 hours. Your total trip with all stops is around 1,450 miles or 2330 km, taking roughly 21.5 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.