Stopping points from Sioux Falls Regional Airport to Chicago, Illinois:

• Start from Sioux Falls Regional Airport
• 4.5 hours to Rochester, Minnesota after driving about 260 miles / 420 km
• 3 hours to Madison, Wisconsin after driving about 210 miles / 340 km
• 2.5 hours to Chicago, Illinois after driving about 150 miles / 240 km

Your total trip with all stops is around 610 miles / 990 km, taking roughly 10 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 FSD and Chicago, IL.

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Stopping points from FSD to Chicago, IL

Start from Sioux Falls Regional Airport.

Rochester, Minnesota is stopping point #1 after driving about 260 miles (420 km) or 4.5 hours.

Madison, Wisconsin is stopping point #2 after driving about 210 miles (340 km) or 3 hours. Your total trip so far is about 470 miles or 750 km over roughly 7.5 hours of driving.

Finally, Chicago, Illinois is your destination after driving about 150 miles (240 km) or 2.5 hours. Your total trip with all stops is around 610 miles or 990 km, taking roughly 10 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.