Your total trip with all stops is around 1,990 miles / 3200 km, taking roughly 29.5 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 ONT and MDW.
Start from LA/Ontario International Airport.
Las Vegas, Nevada is stopping point #1 after driving about 230 miles (370 km) or 3.5 hours.
Denver, Colorado is stopping point #2 after driving about 750 miles (1210 km) or 11 hours. Your total trip so far is about 980 miles or 1580 km over roughly 14.5 hours of driving.
Omaha, Nebraska is stopping point #3 after driving about 540 miles (870 km) or 7.5 hours. Your total trip so far is about 1,520 miles or 2450 km over roughly 22.5 hours of driving.
Finally, Chicago Midway International Airport is your destination after driving about 470 miles (750 km) or 7 hours. Your total trip with all stops is around 1,990 miles or 3200 km, taking roughly 29.5 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.