Your total trip with all stops is around 830 miles / 1330 km, taking roughly 13 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 PMB and Chicago, IL.
Start from Pembina Municipal Airport.
Fargo, North Dakota is stopping point #1 after driving about 170 miles (280 km) or 3 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 410 miles or 660 km over roughly 6.5 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 680 miles or 1090 km over roughly 10.5 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 830 miles or 1330 km, taking roughly 13 hours for the whole trip.
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.