My go to look for a winter night out Chicago Winter Packing List I think I'm getting the hang of this cold weather dressing thing! Here's what I'd pack for a visit to Chicago in the wintertime. This works for Packing List for Cold Weather Keep Warm & Cute Get Your Pretty On How to Survive a Chicago Winter 21 Things to do in Chicago in the Winter (And What to Wear!) What to Wear On a Run When Chicago Turns to Chiberia (Below 20 Degrees)