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

• Start from Silver Spring, Maryland
• 4 hours to Pittsburgh, Pennsylvania after driving about 240 miles / 380 km
• 2 hours to Cleveland, Ohio after driving about 130 miles / 220 km
• 5.5 hours to Chicago, Illinois after driving about 340 miles / 550 km

Your total trip with all stops is around 710 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 Silver Spring, MD and Chicago, IL.

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Stopping points from Silver Spring, MD to Chicago, IL

Start from Silver Spring, Maryland.

Pittsburgh, Pennsylvania is stopping point #1 after driving about 240 miles (380 km) or 4 hours.

Cleveland, Ohio is stopping point #2 after driving about 130 miles (220 km) or 2 hours. Your total trip so far is about 370 miles or 600 km over roughly 6 hours of driving.

Finally, Chicago, Illinois is your destination after driving about 340 miles (550 km) or 5.5 hours. Your total trip with all stops is around 710 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.