Neighborhood Description Winnetka is a village in Cook County, Illinois, United States, located 16 miles north of downtown Chicago. The village is one of the wealthiest places in the nation in terms of household income: It was the second-ranked Illinois community on Bloomberg's 2019 Richest Places Annual Index iMove Chicago is your complete resource for Chicago apartments, lofts, condos, and homes in Winnetka. Neighborhood Links Neighborhood Council Community Center Chamber of Commerce History of Other Resources in Hospitals Post Office Schools Grocery Stores Cool Places to Eat