Your total trip with all stops is around 1,160 miles / 1870 km, taking roughly 18.5 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 MDW and HOU.
Start from Chicago Midway International Airport.
Decatur, Illinois is stopping point #1 after driving about 180 miles (280 km) or 3 hours.
Memphis, Tennessee is stopping point #2 after driving about 380 miles (610 km) or 6 hours. Your total trip so far is about 550 miles or 890 km over roughly 8.5 hours of driving.
Little Rock, Arkansas is stopping point #3 after driving about 140 miles (220 km) or 2 hours. Your total trip so far is about 690 miles or 1110 km over roughly 10.5 hours of driving.
Shreveport, Louisiana is stopping point #4 after driving about 210 miles (340 km) or 3 hours. Your total trip so far is about 900 miles or 1450 km over roughly 14 hours of driving.
Finally, William P. Hobby Airport is your destination after driving about 260 miles (410 km) or 4.5 hours. Your total trip with all stops is around 1,160 miles or 1870 km, taking roughly 18.5 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.