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    Classic 15 Chelsea Bootie

    Classic 15 Chelsea Bootie

    Women's Ecco Classic 15 Chelsea Bootie - Brown - Ankle boots A buckled strap encircles the shaft of this crisp leather Chelsea boot crafted with cushy, anatomical FLUIDFORMTM construction for step-in comfort. more

    $179.95

    FREE shipping

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    Classic 15 Chelsea Bootie

    Classic 15 Chelsea Bootie

    Women's Ecco Classic 15 Chelsea Bootie - Purple - Ankle boots A buckled strap encircles the shaft of this crisp leather Chelsea boot crafted with cushy, anatomical FLUIDFORMTM construction for step-in comfort. more

    $179.95 $89.99

    FREE shipping

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    Best Seller
    Classic 15 Chelsea Bootie

    Classic 15 Chelsea Bootie

    Women's Ecco Classic 15 Chelsea Bootie - Black - Ankle boots A buckled strap encircles the shaft of this crisp leather Chelsea boot crafted with cushy, anatomical FLUIDFORMTM construction for step-in comfort. more

    $179.95

    FREE shipping

    go to store
    Women's Raina Bootie by Los Cabos in Ivory (Size 39 M)

    Women's Raina Bootie by Los Cabos in Ivory (Size 39 M)

    A pair of chunky Chelsea booties to last the ages, Raina is a cult classic from the Los Cabos winter collection. Pull tabs to the rear and back add a fashionable twist to a functional feature, complete with wide elastic gussets on either side. The... more

    $89.99

    go to store
    Women's Raina Bootie by Los Cabos in Black (Size 37 M)

    Women's Raina Bootie by Los Cabos in Black (Size 37 M)

    A pair of chunky Chelsea booties to last the ages, Raina is a cult classic from the Los Cabos winter collection. Pull tabs to the rear and back add a fashionable twist to a functional feature, complete with wide elastic gussets on either side. The... more

    $89.99

    go to store
    Women's Raina Bootie by Los Cabos in Black (Size 39 M)

    Women's Raina Bootie by Los Cabos in Black (Size 39 M)

    A pair of chunky Chelsea booties to last the ages, Raina is a cult classic from the Los Cabos winter collection. Pull tabs to the rear and back add a fashionable twist to a functional feature, complete with wide elastic gussets on either side. The... more

    $89.99

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    Coach Shoes | Coach Nora Chelsea Bootie Studded Leathee Heeled Boot Black Classic Designer 9 | Color: Black/Silver | Size: 9

    Coach Shoes | Coach Nora Chelsea Bootie Studded Leathee Heeled Boot Black Classic Designer 9 | Color: Black/Silver | Size: 9

    Coach Nora Chelsea Bootie Studded Leathee Heeled Boot Black Classic Designer Size 9 Better For Slim Feet, Not Wide! In Great Condition, General Wear On The Soles. There’s Also A Couple Scuffs (Last Photo) Logo On The Top Of Buckle, Stretch Sides, About... more

    $120.00

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    Madewell Shoes | Madewell Kathleen Lug Sole Block Heel Chelsea Boot Sz 7 Black Booties Classic | Color: Black | Size: 7

    Madewell Shoes | Madewell Kathleen Lug Sole Block Heel Chelsea Boot Sz 7 Black Booties Classic | Color: Black | Size: 7

    A Stacked Block Heel And Lug Sole Add A Rugged Contrast To A Classic Chelsea Boot Made From Smooth Leather. Leather Upper And Lining/Synthetic Sole. Great Pre-Loved Condition. Some Subtle Signs Of Wear From Gentle Use. See Photos For Complete Details.... more

    $85.00

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    Women's Raina Bootie by Los Cabos in Black (Size 42 M)

    Women's Raina Bootie by Los Cabos in Black (Size 42 M)

    A pair of chunky Chelsea booties to last the ages, Raina is a cult classic from the Los Cabos winter collection. Pull tabs to the rear and back add a fashionable twist to a functional feature, complete with wide elastic gussets on either side. The... more

    $89.99

    go to store
    Women's Raina Bootie by Los Cabos in Ivory (Size 40 M)

    Women's Raina Bootie by Los Cabos in Ivory (Size 40 M)

    A pair of chunky Chelsea booties to last the ages, Raina is a cult classic from the Los Cabos winter collection. Pull tabs to the rear and back add a fashionable twist to a functional feature, complete with wide elastic gussets on either side. The... more

    $89.99

    go to store
    Women's Raina Bootie by Los Cabos in Ivory (Size 36 M)

    Women's Raina Bootie by Los Cabos in Ivory (Size 36 M)

    A pair of chunky Chelsea booties to last the ages, Raina is a cult classic from the Los Cabos winter collection. Pull tabs to the rear and back add a fashionable twist to a functional feature, complete with wide elastic gussets on either side. The... more

    $89.99

    go to store
    Women's Mastery Bootie by Cliffs in Black Fabric (Size 6 1/2 M)

    Women's Mastery Bootie by Cliffs in Black Fabric (Size 6 1/2 M)

    Take on the day in the Mastery bootie from Cliffs by White Mountain Shoes. Keep it classic in our take on the traditional chelsea boot design with a chunky lugged sole. Equipped with comfort features, this boot will never go out of style.Textile... more

    $84.99

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    Women's Raina Bootie by Los Cabos in Ivory (Size 37 M)

    Women's Raina Bootie by Los Cabos in Ivory (Size 37 M)

    A pair of chunky Chelsea booties to last the ages, Raina is a cult classic from the Los Cabos winter collection. Pull tabs to the rear and back add a fashionable twist to a functional feature, complete with wide elastic gussets on either side. The... more

    $89.99

    go to store
    Women's Raina Bootie by Los Cabos in Taupe (Size 42 M)

    Women's Raina Bootie by Los Cabos in Taupe (Size 42 M)

    A pair of chunky Chelsea booties to last the ages, Raina is a cult classic from the Los Cabos winter collection. Pull tabs to the rear and back add a fashionable twist to a functional feature, complete with wide elastic gussets on either side. The... more

    $89.99

    go to store
    J. Crew Shoes | J. Crew Leather Chelsea Booties Ankle Boots Sz 7 | Color: Red/Tan | Size: 7

    J. Crew Shoes | J. Crew Leather Chelsea Booties Ankle Boots Sz 7 | Color: Red/Tan | Size: 7

    J. Crew Leather Booties In Deep Redwood Sz 7 In Awesome Condition, A Total Classic! more

    $84.00

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    Women's Tru Comfort Foam Tatiana Bootie

    Women's Tru Comfort Foam Tatiana Bootie

    This chelsea bootie is so comfy and cute that you'll want to wear them all season long. The Tatiana by Journee Collection is a classic Chelsea style featuring vegan leather elevated by a lug sole and block heel. Stretch gore at the ankles and a... more

    $119.99 $79.99

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    Women's Tru Comfort Foam Tatiana Bootie

    Women's Tru Comfort Foam Tatiana Bootie

    This chelsea bootie is so comfy and cute that you'll want to wear them all season long. The Tatiana by Journee Collection is a classic Chelsea style featuring vegan leather elevated by a lug sole and block heel. Stretch gore at the ankles and a... more

    $119.99 $79.99

    go to store
    Women's Tru Comfort Foam Tatiana Bootie

    Women's Tru Comfort Foam Tatiana Bootie

    This chelsea bootie is so comfy and cute that you'll want to wear them all season long. The Tatiana by Journee Collection is a classic Chelsea style featuring vegan leather elevated by a lug sole and block heel. Stretch gore at the ankles and a... more

    $119.99 $79.99

    go to store
    Women's Raina Bootie by Los Cabos in Ivory (Size 42 M)

    Women's Raina Bootie by Los Cabos in Ivory (Size 42 M)

    A pair of chunky Chelsea booties to last the ages, Raina is a cult classic from the Los Cabos winter collection. Pull tabs to the rear and back add a fashionable twist to a functional feature, complete with wide elastic gussets on either side. The... more

    $89.99

    go to store
    Women's Raina Bootie by Los Cabos in Taupe (Size 38 M)

    Women's Raina Bootie by Los Cabos in Taupe (Size 38 M)

    A pair of chunky Chelsea booties to last the ages, Raina is a cult classic from the Los Cabos winter collection. Pull tabs to the rear and back add a fashionable twist to a functional feature, complete with wide elastic gussets on either side. The... more

    $89.99

    go to store
    Women's Raina Bootie by Los Cabos in Black (Size 40 M)

    Women's Raina Bootie by Los Cabos in Black (Size 40 M)

    A pair of chunky Chelsea booties to last the ages, Raina is a cult classic from the Los Cabos winter collection. Pull tabs to the rear and back add a fashionable twist to a functional feature, complete with wide elastic gussets on either side. The... more

    $89.99

    go to store
    Women's Raina Bootie by Los Cabos in Taupe (Size 40 M)

    Women's Raina Bootie by Los Cabos in Taupe (Size 40 M)

    A pair of chunky Chelsea booties to last the ages, Raina is a cult classic from the Los Cabos winter collection. Pull tabs to the rear and back add a fashionable twist to a functional feature, complete with wide elastic gussets on either side. The... more

    $89.99

    go to store
    Women's Raina Bootie by Los Cabos in Taupe (Size 39 M)

    Women's Raina Bootie by Los Cabos in Taupe (Size 39 M)

    A pair of chunky Chelsea booties to last the ages, Raina is a cult classic from the Los Cabos winter collection. Pull tabs to the rear and back add a fashionable twist to a functional feature, complete with wide elastic gussets on either side. The... more

    $89.99

    go to store
    Women's Raina Bootie by Los Cabos in Ivory (Size 37 M)

    Women's Raina Bootie by Los Cabos in Ivory (Size 37 M)

    A pair of chunky Chelsea booties to last the ages, Raina is a cult classic from the Los Cabos winter collection. Pull tabs to the rear and back add a fashionable twist to a functional feature, complete with wide elastic gussets on either side. The... more

    $89.99

    go to store
    Women's Raina Bootie by Los Cabos in Ivory (Size 38 M)

    Women's Raina Bootie by Los Cabos in Ivory (Size 38 M)

    A pair of chunky Chelsea booties to last the ages, Raina is a cult classic from the Los Cabos winter collection. Pull tabs to the rear and back add a fashionable twist to a functional feature, complete with wide elastic gussets on either side. The... more

    $89.99

    go to store
    Women's Raina Bootie by Los Cabos in Taupe (Size 37 M)

    Women's Raina Bootie by Los Cabos in Taupe (Size 37 M)

    A pair of chunky Chelsea booties to last the ages, Raina is a cult classic from the Los Cabos winter collection. Pull tabs to the rear and back add a fashionable twist to a functional feature, complete with wide elastic gussets on either side. The... more

    $89.99

    go to store
    Women's Raina Bootie by Los Cabos in Black (Size 38 M)

    Women's Raina Bootie by Los Cabos in Black (Size 38 M)

    A pair of chunky Chelsea booties to last the ages, Raina is a cult classic from the Los Cabos winter collection. Pull tabs to the rear and back add a fashionable twist to a functional feature, complete with wide elastic gussets on either side. The... more

    $89.99

    go to store
    Women's Raina Bootie by Los Cabos in Ivory (Size 40 M)

    Women's Raina Bootie by Los Cabos in Ivory (Size 40 M)

    A pair of chunky Chelsea booties to last the ages, Raina is a cult classic from the Los Cabos winter collection. Pull tabs to the rear and back add a fashionable twist to a functional feature, complete with wide elastic gussets on either side. The... more

    $89.99

    go to store
    Women's Raina Bootie by Los Cabos in Taupe (Size 42 M)

    Women's Raina Bootie by Los Cabos in Taupe (Size 42 M)

    A pair of chunky Chelsea booties to last the ages, Raina is a cult classic from the Los Cabos winter collection. Pull tabs to the rear and back add a fashionable twist to a functional feature, complete with wide elastic gussets on either side. The... more

    $89.99

    go to store
    Women's Raina Bootie by Los Cabos in Taupe (Size 36 M)

    Women's Raina Bootie by Los Cabos in Taupe (Size 36 M)

    A pair of chunky Chelsea booties to last the ages, Raina is a cult classic from the Los Cabos winter collection. Pull tabs to the rear and back add a fashionable twist to a functional feature, complete with wide elastic gussets on either side. The... more

    $89.99

    go to store
    Women's Raina Bootie by Los Cabos in Black (Size 36 M)

    Women's Raina Bootie by Los Cabos in Black (Size 36 M)

    A pair of chunky Chelsea booties to last the ages, Raina is a cult classic from the Los Cabos winter collection. Pull tabs to the rear and back add a fashionable twist to a functional feature, complete with wide elastic gussets on either side. The... more

    $89.99

    go to store
    Women's Mastery Bootie by Cliffs in Black Fabric (Size 6 1/2 M)

    Women's Mastery Bootie by Cliffs in Black Fabric (Size 6 1/2 M)

    Take on the day in the Mastery bootie from Cliffs by White Mountain Shoes. Keep it classic in our take on the traditional chelsea boot design with a chunky lugged sole. Equipped with comfort features, this boot will never go out of style.Textile... more

    $84.99

    go to store
    Women's Raina Bootie by Los Cabos in Black (Size 41 M)

    Women's Raina Bootie by Los Cabos in Black (Size 41 M)

    A pair of chunky Chelsea booties to last the ages, Raina is a cult classic from the Los Cabos winter collection. Pull tabs to the rear and back add a fashionable twist to a functional feature, complete with wide elastic gussets on either side. The... more

    $89.99

    go to store
    Women's Raina Bootie by Los Cabos in Ivory (Size 36 M)

    Women's Raina Bootie by Los Cabos in Ivory (Size 36 M)

    A pair of chunky Chelsea booties to last the ages, Raina is a cult classic from the Los Cabos winter collection. Pull tabs to the rear and back add a fashionable twist to a functional feature, complete with wide elastic gussets on either side. The... more

    $89.99

    go to store
    Women's Raina Bootie by Los Cabos in Taupe (Size 41 M)

    Women's Raina Bootie by Los Cabos in Taupe (Size 41 M)

    A pair of chunky Chelsea booties to last the ages, Raina is a cult classic from the Los Cabos winter collection. Pull tabs to the rear and back add a fashionable twist to a functional feature, complete with wide elastic gussets on either side. The... more

    $89.99

    go to store
    Women's Raina Bootie by Los Cabos in Black (Size 42 M)

    Women's Raina Bootie by Los Cabos in Black (Size 42 M)

    A pair of chunky Chelsea booties to last the ages, Raina is a cult classic from the Los Cabos winter collection. Pull tabs to the rear and back add a fashionable twist to a functional feature, complete with wide elastic gussets on either side. The... more

    $89.99

    go to store
    Women's Raina Bootie by Los Cabos in Ivory (Size 41 M)

    Women's Raina Bootie by Los Cabos in Ivory (Size 41 M)

    A pair of chunky Chelsea booties to last the ages, Raina is a cult classic from the Los Cabos winter collection. Pull tabs to the rear and back add a fashionable twist to a functional feature, complete with wide elastic gussets on either side. The... more

    $89.99

    go to store
    Yuliana 60 Chelsea Bootie The Sw Outlet

    Yuliana 60 Chelsea Bootie The Sw Outlet

    Women's Stuart Weitzman Yuliana 60 Chelsea Bootie The Sw Outlet - Black - Ankle boots The everyday ankle bootie elevated: Our YULIANA 60 CHELSEA BOOTIE combines two must-have looks - our best-selling YULIANA bootie and our modern take on the classic... more

    $595.00 $298.03

    FREE shipping

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    Thyra Chelsea Bootie

    Thyra Chelsea Bootie

    Women's Steve Madden Thyra Chelsea Bootie - Black - Ankle boots Complement casual cold weather looks with a classic. The Thyra Chelsea booties from Steve Madden can easily be added to every look thanks to their sleek design, classic silhouette, and... more

    $69.99

    go to store
    Thyra Chelsea Bootie

    Thyra Chelsea Bootie

    Women's Steve Madden Thyra Chelsea Bootie - Brown - Ankle boots Complement casual cold weather looks with a classic. The Thyra Chelsea booties from Steve Madden can easily be added to every look thanks to its sleek design, classic silhouette, and... more

    $69.99

    go to store

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