Whether your short hair is a pixie cut or a chic lob, there are plenty of hat styles that will flatter. The trick to wearing a hat with a very short cut is to make sure some of your hair peeks out, whether it’s your bangs or the back of your hair, otherwise you risk looking bald. With a retro-inspired cut like a pixie, opt for a retro hat style like a beret, fedora or cloche. Lobs and short bobs look gorgeous with fedoras, beanies and more. Here are some chic hats for short hair to try now.