Stopping points from Chicago, Illinois to Silver Spring, Maryland:

• Start from Chicago, Illinois
• 4 hours to Toledo, Ohio after driving about 250 miles / 400 km
• 3.5 hours to Pittsburgh, Pennsylvania after driving about 230 miles / 370 km
• 4 hours to Silver Spring, Maryland after driving about 240 miles / 380 km

Your total trip with all stops is around 720 miles / 1150 km, taking roughly 11.5 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 Chicago, IL and Silver Spring, MD.

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Stopping points from Chicago, IL to Silver Spring, MD

Start from Chicago, Illinois.

Toledo, Ohio is stopping point #1 after driving about 250 miles (400 km) or 4 hours.

Pittsburgh, Pennsylvania is stopping point #2 after driving about 230 miles (370 km) or 3.5 hours. Your total trip so far is about 480 miles or 770 km over roughly 7.5 hours of driving.

Finally, Silver Spring, Maryland is your destination after driving about 240 miles (380 km) or 4 hours. Your total trip with all stops is around 720 miles or 1150 km, taking roughly 11.5 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.