Stopping points from Madison, Wisconsin to Trumbull, Connecticut:

• Start from Madison, Wisconsin
• 2.5 hours to Chicago, Illinois after driving about 150 miles / 240 km
• 5.5 hours to Cleveland, Ohio after driving about 350 miles / 560 km
• 4 hours to State College, Pennsylvania after driving about 240 miles / 390 km
• 5.5 hours to Trumbull, Connecticut after driving about 300 miles / 480 km

Your total trip with all stops is around 1,030 miles / 1660 km, taking roughly 17.5 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 Madison, WI and Trumbull, CT.

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Stopping points from Madison, WI to Trumbull, CT

Start from Madison, Wisconsin.

Chicago, Illinois is stopping point #1 after driving about 150 miles (240 km) or 2.5 hours.

Cleveland, Ohio is stopping point #2 after driving about 350 miles (560 km) or 5.5 hours. Your total trip so far is about 490 miles or 790 km over roughly 8 hours of driving.

State College, Pennsylvania is stopping point #3 after driving about 240 miles (390 km) or 4 hours. Your total trip so far is about 730 miles or 1180 km over roughly 12 hours of driving.

Finally, Trumbull, Connecticut is your destination after driving about 300 miles (480 km) or 5.5 hours. Your total trip with all stops is around 1,030 miles or 1660 km, taking roughly 17.5 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.