Here's a resource you need to become familiar with: www.kidwinks.com. It covers the entire Chicagoland area for kid-friendly events, activites, restaurants, shops and services. Go to the events section and click on any day on the calendar to get a list of what's going on for that day. Or browse through the Ongoing Activities section - you can browse by category along the left rail. In the Restaurants section, you can click on any day on the Dining Deals Calendar and get a list of restaurants offering "kids eat free" or other deals, for that day.
You can also sign up for the mailing list, and twice a week you'll get upcoming events emailed to you. It's fantastic! There are also reviews from other parents, and if you become a member you can also write reviews, get email reminders of upcoming events that you choose, and also see the distance to any of the businesses from your house.
J.