Your total trip with all stops is around 1,160 miles / 1870 km, taking roughly 19 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 Aurora, IL and Portland, ME.
Start from Aurora, Illinois.
Toledo, Ohio is stopping point #1 after driving about 280 miles (450 km) or 5 hours.
Cleveland, Ohio is stopping point #2 after driving about 120 miles (190 km) or 2 hours. Your total trip so far is about 400 miles or 640 km over roughly 6.5 hours of driving.
Buffalo, New York is stopping point #3 after driving about 190 miles (310 km) or 3 hours. Your total trip so far is about 590 miles or 950 km over roughly 9.5 hours of driving.
Syracuse, New York is stopping point #4 after driving about 150 miles (250 km) or 2.5 hours. Your total trip so far is about 740 miles or 1200 km over roughly 12 hours of driving.
Lowell, Massachusetts is stopping point #5 after driving about 320 miles (510 km) or 5 hours. Your total trip so far is about 1,060 miles or 1710 km over roughly 17.5 hours of driving.
Finally, Portland, Maine is your destination after driving about 100 miles (160 km) or 1.5 hours. Your total trip with all stops is around 1,160 miles or 1870 km, taking roughly 19 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.