Chuck 70 High Top

Winter's not going anywhere—but you are. Padding throughout gives your look a little something unexpected (and basically serves as a puffer jacket for your feet), while the faux-fur lining helps keep your feet extra toasty as you take on winter terrain. Oh yeah, there's also OrthoLite cushioning so you'll be comfy all day. Take it from these Chucks: If you can't beat the winter chill, join it.