Your total trip with all stops is around 1,550 miles / 2490 km, taking roughly 24 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 Kansas City, MO and Portland, ME.
Start from Kansas City, Missouri.
Saint Charles, Missouri is stopping point #1 after driving about 230 miles (370 km) or 3.5 hours.
Indianapolis, Indiana is stopping point #2 after driving about 260 miles (410 km) or 4 hours. Your total trip so far is about 480 miles or 780 km over roughly 8 hours of driving.
Cleveland, Ohio is stopping point #3 after driving about 320 miles (510 km) or 5 hours. Your total trip so far is about 800 miles or 1290 km over roughly 13 hours of driving.
Springfield, Massachusetts is stopping point #4 after driving about 560 miles (900 km) or 8.5 hours. Your total trip so far is about 1,360 miles or 2190 km over roughly 21.5 hours of driving.
Finally, Portland, Maine is your destination after driving about 190 miles (310 km) or 3 hours. Your total trip with all stops is around 1,550 miles or 2490 km, taking roughly 24 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.