Your total trip with all stops is around 1,350 miles / 2170 km, taking roughly 20 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 PBI and ORD.
Start from Palm Beach International Airport.
Gainesville, Florida is stopping point #1 after driving about 280 miles (440 km) or 4.5 hours.
Atlanta, Georgia is stopping point #2 after driving about 340 miles (540 km) or 5 hours. Your total trip so far is about 610 miles or 980 km over roughly 9 hours of driving.
Indianapolis, Indiana is stopping point #3 after driving about 530 miles (860 km) or 8 hours. Your total trip so far is about 1,140 miles or 1840 km over roughly 17 hours of driving.
Finally, Chicago O'Hare International Airport is your destination after driving about 210 miles (330 km) or 3 hours. Your total trip with all stops is around 1,350 miles or 2170 km, taking roughly 20 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.