Your total trip with all stops is around 1,900 miles / 3060 km, taking roughly 28.5 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 Cheshire, CT and Aurora, CO.
Start from Cheshire, Connecticut.
Scranton, Pennsylvania is stopping point #1 after driving about 170 miles (280 km) or 3 hours.
Cleveland, Ohio is stopping point #2 after driving about 370 miles (600 km) or 5.5 hours. Your total trip so far is about 550 miles or 880 km over roughly 8.5 hours of driving.
Chicago, Illinois is stopping point #3 after driving about 340 miles (550 km) or 5 hours. Your total trip so far is about 890 miles or 1430 km over roughly 13.5 hours of driving.
Omaha, Nebraska is stopping point #4 after driving about 470 miles (750 km) or 7.5 hours. Your total trip so far is about 1,360 miles or 2190 km over roughly 21 hours of driving.
Finally, Aurora, Colorado is your destination after driving about 540 miles (870 km) or 7.5 hours. Your total trip with all stops is around 1,900 miles or 3060 km, taking roughly 28.5 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.