From Pharrell to Coco Chanel: The 26 Most Iconic Hats of All Time Inline

Who: Sia Signature hat: The camera-shy singer has started topping her hat-like wig with broad-rimmed hats. Who: Bob Marley Signature hat: A slouchy knit, Rasta-colored cap Who: Lou Doillon Signature hat: A jaunty fedora over slept-in wavy hair Who: The Cat in the Hat Signature hat: A hybrid stovepipe hat in alternating red and white stripes Who: Charlie Chaplin Signature hat: The comedian topped his slouchy, bow-legged look with a structured bowler. Who: Che Guevara Signature hat: The preferred headgear of revolutionaries: a black beret Who: Coco Chanel Signature hat: A boater was this milliner turned designer’s go-to hat. Who: Diane Keaton Signature hat: The woman who played androgynous Annie Hall prefers borrowed-from-the-boys-style toppers, like this bowler. Who: Greta Garbo Signature hat: The solitude-seeking Garbo wore hats less for fashion than as a form of camouflage. Who: Isabella Blow Signature hat: One of the ways Blow supported the talents she fostered was by wearing their creations. And the more outrageous the hat—usually one by Philip Treacy—the better. Who: Jamiroquai Signature hat: The funk singer’s signature topper might be described as a stovepipe on acid. Who: Joan Collins Signature hat: Wide brims work best with a wide-shouldered silhouette. Who: Joseph Beuys Signature hat: A felt trilby, covering a battle scar, became part of the German artist’s visual identity. Who: Kate Middleton Signature hat: KM continues the British hat-wearing tradition with petite and perky hats. Who: Lady Gaga Signature hat: No Garbo, Gaga’s hats are attention-getters. Who: The Mad Hatter Signature hat: A top hat, worn right-side-up or upside down, to tea Who: Madonna Signature hat: Too many to count. She has a new hat for (almost) every album. Who: Michael Jackson, with Lisa Marie Presley Signature hat: Among Jackson’s staples—along with a jacket and single glove—was a fedora. Who: Paddington Bear Signature hat: A red bucket hat given to him by his Uncle Pastuzo. Who: Pharrell Williams Signature hat: A Vivienne Westwood–designed Mountain hat Who: Run DMC Signature hat: They created a new sound while wearing retro porkpie hats. Who: Queen Elizabeth Signature hat: Often matching, always appropriate Who: Sienna Miller Signature hat: Broad-rimmed Boho perfection Who: Slash Signature hat: Legend has it that the Guns N’ Roses guitarist shoplifted his first leather stovepipe from a store called Retail Slut, wrapped with a belt. Who: Taylor Swift Signature hat: The singer brings some country to the city with knit caps or porkpies. Who: Yoko Ono and John Lennon Signature hat: These free spirits prefer structured hats.