Stopping points from Annapolis, Maryland to Cheyenne, Wyoming:

• Start from Annapolis, Maryland
• 6.5 hours to Cleveland, Ohio after driving about 400 miles / 640 km
• 5.5 hours to Chicago, Illinois after driving about 340 miles / 550 km
• 7 hours to Omaha, Nebraska after driving about 470 miles / 750 km
• 7 hours to Cheyenne, Wyoming after driving about 500 miles / 800 km

Your total trip with all stops is around 1,710 miles / 2740 km, taking roughly 26 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 Annapolis, MD and Cheyenne, WY.

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Stopping points from Annapolis, MD to Cheyenne, WY

Start from Annapolis, Maryland.

Cleveland, Ohio is stopping point #1 after driving about 400 miles (640 km) or 6.5 hours.

Chicago, Illinois is stopping point #2 after driving about 340 miles (550 km) or 5.5 hours. Your total trip so far is about 740 miles or 1190 km over roughly 12 hours of driving.

Omaha, Nebraska is stopping point #3 after driving about 470 miles (750 km) or 7 hours. Your total trip so far is about 1,210 miles or 1940 km over roughly 19 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 1,710 miles or 2740 km, taking roughly 26 hours for the whole trip.

Stopping point calculator

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.