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Ankle Bootie
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Madewell
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  • MADEWELL The Chelsea Boot
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    MADEWELL The Chelsea Boot
    In soft, smooth leather, this modern take on the time-tested Chelsea boot will never go out of style. Case in point: This true boot icon—first designed in the early 1800s in England—has been favored by everyone from Queen Victoria to '60s-era London Mods. Please note: When you select your size below, "H" equals a half size. Leather upper and lining. 4" shaft height (based on size 7). 11 7/10" shaft circumference (based on size 7). 4/5" heel. Man-made sole. Import. English saddle is a Madewell.com exclusive.
  • MADEWELL The Chelsea Boot
    More info
    MADEWELL The Chelsea Boot
    In soft, smooth leather, this modern take on the time-tested Chelsea boot will never go out of style. Case in point: This true boot icon—first designed in the early 1800s in England—has been favored by everyone from Queen Victoria to '60s-era London Mods. Please note: When you select your size below, "H" equals a half size. Leather upper and lining. 4" shaft height (based on size 7). 11 7/10" shaft circumference (based on size 7). 4/5" heel. Man-made sole. Import. English saddle is a Madewell.com exclusive.
  • MADEWELL The Pierce Open-Toe Cutout Boot
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    MADEWELL The Pierce Open-Toe Cutout Boot
    Hate to give up your ankle boots during hot-weather months? With an open toe and cool cutouts, this style was made to be worn on summertime adventures. Please note: When you select your size, "H" equals a half size. For the best fit, we recommend going up a 1/2 size. Leather upper and lining. 1 3/4" heel. Man-made sole. Import.
  • MADEWELL The Pierce Open-Toe Cutout Boot
    More info
    MADEWELL The Pierce Open-Toe Cutout Boot
    Hate to give up your ankle boots during hot-weather months? With an open toe and cool cutouts, this style was made to be worn on summertime adventures. Please note: When you select your size, "H" equals a half size. For the best fit, we recommend going up a 1/2 size. Leather upper and lining. 1 3/4" heel. Man-made sole. Import.
  • MADEWELL The Cormac Boot in Suede
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    MADEWELL The Cormac Boot in Suede
    Inspired by a pair of vintage western boots given a D.I.Y. "chop" job, this ankle boot is a cool pull-on style that has that predistressed, worn-it-for-years look we love. Please note: When you select your size, "H" equals a half size. Suede upper. 4" shaft height (based off size 7). 11 3/4" shaft circumference (based off size 7). 1 1/4" heel. Leather lining. Man-made sole. Import.
  • MADEWELL The Casey Boot
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    MADEWELL The Casey Boot
    Rugged biker styling. Supersoft shearling. So cool and comfy, you'll pull it on again and again this winter (and we won't blame you). Please note: When you select your size, "H" equals a half size. Leather upper. 6 1/4" shaft height (based off size 7). 12 3/4" shaft circumference (based off size 7). 3/4" heel. Leather, shearling lining. Faux-crepe sole. Import.
  • MADEWELL The Lindley Boot
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    MADEWELL The Lindley Boot
    A cool square heel. Soft quilted leather. Sleek, slim and so obviously perfect for a night out. Please note: When you select your size, "H" equals a half size. Leather upper. 4" shaft height (based off size 7). 10" shaft circumference (based off size 7). 3 1/2" heel. Leather lining. Man-made sole. Import.
  • MADEWELL The Lindley Boot in Suede
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    MADEWELL The Lindley Boot in Suede
    A cool square heel. A mix of sleek leather and velvety quilted suede. Slim, stylish and so obviously perfect for a night out. Please note: When you select your size, "H" equals a half size. Leather, suede upper. 4" shaft height (based off size 7). 10" shaft circumference (based off size 7). 3 1/2" heel. Leather lining. Man-made sole. Import.
  • MADEWELL The Devin Boot
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    MADEWELL The Devin Boot
    This nod-to-the-'90s biker boot combines a rubber lug sole with a timeless harness strap and a pull-on shape. A walk-anywhere, wear-with-anything style. Please note: When you select your size, "H" equals a half size. Leather upper. 7" shaft height (based off size 7). 11 3/4" shaft circumference (based off size 7). 1" heel. Leather lining. Man-made sole. Import.
  • MADEWELL The Devin Boot
    More info
    MADEWELL The Devin Boot
    This nod-to-the-'90s biker boot combines a rubber lug sole with a timeless harness strap and a pull-on shape. A walk-anywhere, wear-with-anything style. Please note: When you select your size, "H" equals a half size. Leather upper. 7" shaft height (based off size 7). 11 3/4" shaft circumference (based off size 7). 1" heel. Leather lining. Man-made sole. Import.
  • MADEWELL The Ray Boot
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    MADEWELL The Ray Boot
    With its chunky faux-crepe sole, polished leather finish and leather loop pull, this is the timeless Chelsea boot, toughened up. We love it with a pair of skinny jeans or a flowy skirt. Please note: When you select your size, "H" equals a half size. Leather upper. 4 3/4" shaft height (based off size 7). 9 3/4" shaft circumference (based off size 7). 1" heel. Leather lining. Faux-crepe sole. Import.
  • MADEWELL The Ames Boot
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    MADEWELL The Ames Boot
    Chunky stacked heel. Rich soft leather. Even better with age. Yes, this would be the ankle boot you're looking for. Please note: When you select your size, "H" equals a half size. Leather upper. 4 1/4" shaft height (based off size 7). 10 1/2" shaft circumference (based off size 7). 3" heel. Leather lining. Man-made sole. Import.
  • MADEWELL Dr. Martens® 1460 8-Eye Boots
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    MADEWELL Dr. Martens® 1460 8-Eye Boots
    We're convinced one can't (or at least shouldn't) go through life without having a pair of trusty Docs—breaking in your own is a rite of passage. These quintessential leather lace-up boots are still crafted in the same Northampton, U.K., factory they originated in over 50 years ago. We wear ours with everything from skinny jeans to dresses and tights. Matte black metal eyelets. Rubber sole for traction. Half sizes order down. Hit at ankle. 1 1/4" PVC heel. Leather upper. Leather lining. Made in the United Kingdom.
    The End