I'm moving to Chicago in less than two weeks and I've completely forgotten how to dress for cold weather! ... Could you possibly do a quick post on what a (few) typical outfit(s) looks like? (If it helps, I'm a woman in her late 20s and need to dress somewhere between professionally and casual, i.e. jeans are fine on most days.) —Fashionably Challenged
Dear Fashionably Challenged,
You're one brave soul to move to the Windy City (my hometown) in the middle of winter, but congrats as you embark on this new adventure!
Here are some tips for dressing for the cold: