Your total trip with all stops is around 1,200 miles / 1930 km, taking roughly 19.5 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 ORD and MCO.
Start from Chicago O'Hare International Airport.
Indianapolis, Indiana is stopping point #1 after driving about 200 miles (330 km) or 3.5 hours.
Nashville, Tennessee is stopping point #2 after driving about 290 miles (460 km) or 4.5 hours. Your total trip so far is about 490 miles or 790 km over roughly 8 hours of driving.
Atlanta, Georgia is stopping point #3 after driving about 250 miles (400 km) or 4 hours. Your total trip so far is about 740 miles or 1190 km over roughly 12 hours of driving.
Gainesville, Florida is stopping point #4 after driving about 340 miles (540 km) or 5.5 hours. Your total trip so far is about 1,080 miles or 1730 km over roughly 17.5 hours of driving.
Finally, Orlando International Airport is your destination after driving about 120 miles (200 km) or 2 hours. Your total trip with all stops is around 1,200 miles or 1930 km, taking roughly 19.5 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.