I like to think of the fall Wicker Park style as hipster meets grunge look.  Anything that seems vintage, edgy, or boho is perfect for this area of the city.  I recommend minimal amount of colors and encourage a lot of black.  Outfits should be simplistic, flowy, and loose.  Dressing up in anything tight and bright will make you a visible outsider.  Enjoy the collection of inspirational Wicker Park Fall outfits.