While in Chicago, my outfits were all about layering. I pretty much wore a version of this outfit every day we were there. I started with a little dress or tunic over a pair of leggings. Then I added a thick sweater and a jacket. I topped it all off by layering on a scarf and a warm hat. These little boots (from old navy of all places) were the perfect shoe for running around. I'll definitely be applying this layering technique throughout the winter!