On some shoes I’ve gotten around 1000 miles, while others have started to get early wear at a tenth that much. Agreed with others who say that if you feel something, try switching to a new pair. Even if you don’t, the cushioning breaks down gradually, so after several hundred miles it doesn’t hurt to get new shoes for comparison. If they feel like walking on clouds compared to the current ones, you’ll know what to do.

Right by the lake is also, IMHO, the best angle from which to view Chicago’s impressive skyline. I miss it all the time.