From Pharrell to Coco Chanel: The 26 Most Iconic Hats of All Time Inline
Photo: Alberto E. Rodriguez/WireImage1/26Who: Sia
Signature hat: The camera-shy singer has started topping her hat-like wig with broad-rimmed hats.
Photo: Chris Walter/WireImage2/26Who: Bob Marley
Signature hat: A slouchy knit, Rasta-colored cap
Photo: Valery Hache/AFP/Getty Images3/26Who: Lou Doillon
Signature hat: A jaunty fedora over slept-in wavy hair
Photo: Everett Collection4/26Who: The Cat in the Hat
Signature hat: A hybrid stovepipe hat in alternating red and white stripes
Photo: Inter-News/ullstein bild via Getty Images5/26Who: Charlie Chaplin
Signature hat: The comedian topped his slouchy, bow-legged look with a structured bowler.
Photo: Mary Evans Picture Library/Salas Collection/Everett Collection6/26Who: Che Guevara
Signature hat: The preferred headgear of revolutionaries: a black beret
Photo: Kammerman/Gamma-Rapho via Getty Images7/26Who: Coco Chanel
Signature hat: A boater was this milliner turned designer’s go-to hat.
Photo: Fotos International/Getty Images8/26Who: Diane Keaton
Signature hat: The woman who played androgynous Annie Hall prefers borrowed-from-the-boys-style toppers, like this bowler.
Photo: ullstein bild/ullstein bild via Getty Images9/26Who: Greta Garbo
Signature hat: The solitude-seeking Garbo wore hats less for fashion than as a form of camouflage.
Photo: Dave Benett/Getty Images10/26Who: 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.
Photo: Simon King/Redferns11/26Who: Jamiroquai
Signature hat: The funk singer’s signature topper might be described as a stovepipe on acid.
Photo: Mark Cuthbert/UK Press via Getty Images12/26Who: Joan Collins
Signature hat: Wide brims work best with a wide-shouldered silhouette.
Photo: © DPA/Courtesy Everett Collection13/26Who: Joseph Beuys
Signature hat: A felt trilby, covering a battle scar, became part of the German artist’s visual identity.
Photo: Bradley Page - WPA Pool/Getty Images14/26Who: Kate Middleton
Signature hat: KM continues the British hat-wearing tradition with petite and perky hats.
Photo: Neil P. Mockford/FilmMagic15/26Who: Lady Gaga
Signature hat: No Garbo, Gaga’s hats are attention-getters.
Photo: Fotosearch/Getty Images16/26Who: The Mad Hatter
Signature hat: A top hat, worn right-side-up or upside down, to tea
Photo: Frank Micelotta/Getty Images17/26Who: Madonna
Signature hat: Too many to count. She has a new hat for (almost) every album.
Photo: Mirrorpix/Courtesy Everett Collection18/26Who: Michael Jackson, with Lisa Marie Presley
Signature hat: Among Jackson’s staples—along with a jacket and single glove—was a fedora.
Photo: ©TWC-Dimension/Courtesy Everett Collection19/26Who: Paddington Bear
Signature hat: A red bucket hat given to him by his Uncle Pastuzo.
Photo: Jef Hernandez/Everett Collection20/26Who: Pharrell Williams
Signature hat: A Vivienne Westwood–designed Mountain hat
Photo: DMI/The LIFE Picture Collection/Getty Images21/26Who: Run DMC
Signature hat: They created a new sound while wearing retro porkpie hats.
Photo: Anwar Hussein/Getty Images22/26Who: Queen Elizabeth
Signature hat: Often matching, always appropriate
Photo: Photo by Dave Hogan/Getty Images23/26Who: Sienna Miller
Signature hat: Broad-rimmed Boho perfection
Photo: Greetsia Tent/WireImage24/26Who: 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.
Photo: Ignat/Bauer-Griffin/GC Images25/26Who: Taylor Swift
Signature hat: The singer brings some country to the city with knit caps or porkpies.
Photo: Bob Thomas / Getty Images26/26Who: Yoko Ono and John Lennon
Signature hat: These free spirits prefer structured hats.