Your total trip with all stops is around 1,150 miles / 1850 km, taking roughly 18.5 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 Elk Grove Village, IL and Portland, ME.
Start from Elk Grove Village, Illinois.
Toledo, Ohio is stopping point #1 after driving about 270 miles (430 km) or 4.5 hours.
Cleveland, Ohio is stopping point #2 after driving about 120 miles (190 km) or 2 hours. Your total trip so far is about 380 miles or 620 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 580 miles or 930 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 730 miles or 1180 km over roughly 11.5 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 1,050 miles or 1690 km over roughly 17 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 1,150 miles or 1850 km, taking roughly 18.5 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.