Stopping points from Chicago O'Hare International Airport to Windsor, Ontario:

• Start from Chicago O'Hare International Airport
• 2 hours to South Bend, Indiana after driving about 120 miles / 190 km
• 3.5 hours to Windsor, Ontario after driving about 220 miles / 350 km

Your total trip with all stops is around 340 miles / 550 km, taking roughly 5.5 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 Windsor, Canada.

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Stopping points from ORD to Windsor, Canada

Start from Chicago O'Hare International Airport.

South Bend, Indiana is stopping point #1 after driving about 120 miles (190 km) or 2 hours.

Finally, Windsor, Ontario is your destination after driving about 220 miles (350 km) or 3.5 hours. Your total trip with all stops is around 340 miles or 550 km, taking roughly 5.5 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.