Stopping points from Bradley International Airport to Chicago Midway International Airport:

• Start from Bradley International Airport
• 2 hours to Yonkers, New York after driving about 120 miles / 190 km
• 4 hours to State College, Pennsylvania after driving about 250 miles / 400 km
• 4 hours to Cleveland, Ohio after driving about 240 miles / 390 km
• 2 hours to Toledo, Ohio after driving about 120 miles / 190 km
• 4 hours to Chicago Midway International Airport after driving about 250 miles / 390 km

Your total trip with all stops is around 970 miles / 1550 km, taking roughly 16 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 BDL and MDW.

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Stopping points from BDL to MDW

Start from Bradley International Airport.

Yonkers, New York is stopping point #1 after driving about 120 miles (190 km) or 2 hours.

State College, Pennsylvania is stopping point #2 after driving about 250 miles (400 km) or 4 hours. Your total trip so far is about 360 miles or 580 km over roughly 6 hours of driving.

Cleveland, Ohio is stopping point #3 after driving about 240 miles (390 km) or 4 hours. Your total trip so far is about 600 miles or 970 km over roughly 10 hours of driving.

Toledo, Ohio is stopping point #4 after driving about 120 miles (190 km) or 2 hours. Your total trip so far is about 720 miles or 1160 km over roughly 11.5 hours of driving.

Finally, Chicago Midway International Airport is your destination after driving about 250 miles (390 km) or 4 hours. Your total trip with all stops is around 970 miles or 1550 km, taking roughly 16 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.