Chicago AutoShow 2016 February 10, 2016 Toes cold, Chicago? Dreaming of the summer, when festivals, events and chances to get outside and be a part of something abound? While winter in the Windy City doesn't offer the kind of outdoor fun and camaraderie of a Pitchfork or Lollapalooza, the Chicago Auto Show is the Windy City's winter hot spot, offering all manner of welcome surprises (even if cars aren't your thing).