Stopping points from Portage la Prairie/Southport Airport to Chicago, Illinois:

• Start from Portage la Prairie/Southport Airport
• 4.5 hours to Fargo, North Dakota after driving about 260 miles / 420 km
• 3.5 hours to Minneapolis, Minnesota after driving about 240 miles / 380 km
• 4 hours to Madison, Wisconsin after driving about 270 miles / 430 km
• 2.5 hours to Chicago, Illinois after driving about 150 miles / 240 km

Your total trip with all stops is around 920 miles / 1470 km, taking roughly 14.5 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 YPG and Chicago, IL.

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Stopping points from YPG to Chicago, IL

Start from Portage la Prairie/Southport Airport.

Fargo, North Dakota is stopping point #1 after driving about 260 miles (420 km) or 4.5 hours.

Minneapolis, Minnesota is stopping point #2 after driving about 240 miles (380 km) or 3.5 hours. Your total trip so far is about 500 miles or 800 km over roughly 8 hours of driving.

Madison, Wisconsin is stopping point #3 after driving about 270 miles (430 km) or 4 hours. Your total trip so far is about 770 miles or 1240 km over roughly 12 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 920 miles or 1470 km, taking roughly 14.5 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.