Because Chicago experiences all four seasons to their fullest, you’ll want to pack according to the time you choose to visit. Late spring and summer are typically warm, calling for shorts and light tops. Bring your walking shoes to walk along the shores of Lake Michigan. Fall offers beautiful color and crisp days that can turn rather chilly as evening descends. Pack clothing that is easily layered so that you can adjust as the temperature does. Winter in the Chicago area can be pretty brutal, with windy days, snow and below-freezing temperatures. Before you zip your suitcase, make sure you’ve brought along extra socks, gloves, a hat and scarf to ward off the worst of the winter weather.