Our Favorite Fall-Ready Chelsea Boots

If summer was about sheer fabrics and sky-high sandals, fall a little bit closer to earth with the shoe of the season: the Chelsea boot. Borrowed from the boys (who might be taking a little bit of fashion inspo from the Beatles, who wore elasticized Chelsea boot while they were mop-topped and before they went all Hare Krishna), these flat, comfortable boots are the perfect pairing to your leggings, jeggings and more when the temps start to dip. Easy to pull on, these casual boots are available now in leathers, suedes and more, giving you the option of going pretty and polished with equestrian-style buck suede or 100% badass with a black leather that begs to be broken in and worn to death.

Clockwise from top left: Rag & Bone Dartford Chelsea Boot ($595), Frye Jillian Chelsea ($228), Seychelles Melancholy Bootie ($140), Dr. Martens Flora Chelsea Boot ($139.95), Topshop Blighty Chelsea Boot ($79), DV by Dolce Vita Vancie Bootie ($139.95), L.K. Bennett Brenda Flat Chelsea Boot ($395)

Images courtesy Piperlime, Bloomingdale’s and Nordstrom

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Author:Christopher Luu for Fashion Trends Daily

Christopher Luu is a Fashion Trends Daily Senior Writer and Menswear Editor.