Stopping points from San Antonio International Airport to Chicago O'Hare International Airport:

• Start from San Antonio International Airport
• 4 hours to Dallas, Texas after driving about 270 miles / 430 km
• 3.5 hours to Muskogee, Oklahoma after driving about 230 miles / 370 km
• 3 hours to Springfield, Missouri after driving about 190 miles / 300 km
• 3.5 hours to Saint Louis, Missouri after driving about 220 miles / 350 km
• 4.5 hours to Chicago O'Hare International Airport after driving about 300 miles / 480 km

Your total trip with all stops is around 1,210 miles / 1940 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 SAT and ORD.

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Stopping points from SAT to ORD

Start from San Antonio International Airport.

Dallas, Texas is stopping point #1 after driving about 270 miles (430 km) or 4 hours.

Muskogee, Oklahoma is stopping point #2 after driving about 230 miles (370 km) or 3.5 hours. Your total trip so far is about 500 miles or 810 km over roughly 7.5 hours of driving.

Springfield, Missouri is stopping point #3 after driving about 190 miles (300 km) or 3 hours. Your total trip so far is about 690 miles or 1110 km over roughly 11 hours of driving.

Saint Louis, Missouri is stopping point #4 after driving about 220 miles (350 km) or 3.5 hours. Your total trip so far is about 910 miles or 1460 km over roughly 14 hours of driving.

Finally, Chicago O'Hare International Airport is your destination after driving about 300 miles (480 km) or 4.5 hours. Your total trip with all stops is around 1,210 miles or 1940 km, taking roughly 18.5 hours for the whole trip.

Stopping point calculator

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.