D.P.
Three of my most visited places are CPK for lunch, free story time at the zoo (children's petting zoo- monday and wed 9:30 to 10:30- I think), and Gymboree. My favorite park is Adam's splash park because it's fun for a toddler and they have bathrooms. My favorite place to shop for cool clothes is either Bloomingdales (because they have parking) and Red Balloon in Bucktown (expensive but really nice stuff).