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Women's Superb Comfort Bootie by Ros Hommerson in Brown Leather (Size 8 1/2 M)

This stylish, ankle high bootie will quickly become your new favorite accessory. The classic style works with any outfit, in any setting. Whether you are headed to the office, running errands, or enjoying a night on the town, these boots will take you... more

Women's Miranda Bootie by Hälsa in Dark Brown (Size 8 1/2 M)

It's all in the details with the dreamy Miranda ankle boot from Hälsa featuring a uniquely stitched, embossed, and designed leather upper. Easy on and off with side zipper. Fully Removable, anatomically correct Equilibrium + insole included, will keep... more

Wide Width Women's Miranda Bootie by Hälsa in Dark Brown (Size 8 W)

It's all in the details with the dreamy Miranda ankle boot from Hälsa featuring a uniquely stitched, embossed, and designed leather upper. Easy on and off with side zipper. Fully Removable, anatomically correct Equilibrium + insole included, will keep... more

Wide Width Women's Miranda Bootie by Hälsa in Dark Brown (Size 8 1/2 W)

It's all in the details with the dreamy Miranda ankle boot from Hälsa featuring a uniquely stitched, embossed, and designed leather upper. Easy on and off with side zipper. Fully Removable, anatomically correct Equilibrium + insole included, will keep... more

Women's Mia Bootie by French Connection in Brown (Size 8 M)

French Connection Women's Mia Ankle Booties Comfortable Work Fall Winter Pull On Fashion Shoes Heeled Chelsea Boots for WomenManmade UpperManmade LiningManmade Outsole2" Heel height9.96" Boot leg circumferenceBootie available in sizes 6,6.5,... more

Women's Rubi Bootie by SoftWalk in Dark Brown Croco (Size 8 M)

A chunky stacked heel brings walkable height to an edgy, double zip ankle boot. A lizard embossed collar detail adds trend right edge to a year-round boot.Leather UpperPolyester/Leather LiningSynthetic rubber OutsoleSueded microfiber (polyester)... more

Women's Rubi Bootie by SoftWalk in Dark Brown Croco (Size 8 1/2 M)

A chunky stacked heel brings walkable height to an edgy, double zip ankle boot. A lizard embossed collar detail adds trend right edge to a year-round boot.Leather UpperPolyester/Leather LiningSynthetic rubber OutsoleSueded microfiber (polyester)... more

Women's Mia Bootie by French Connection in Brown (Size 8 M)

French Connection Women's Mia Ankle Booties Comfortable Work Fall Winter Pull On Fashion Shoes Heeled Chelsea Boots for WomenManmade UpperManmade LiningManmade Outsole2" Heel height9.96" Boot leg circumferenceBootie available in sizes 6,6.5,... more

Women's Xandy Bootie by Bella Vita in Brown Suede (Size 8 M)

Fashionable, stylish, and perfect for any casual occasion- the Xandy ankle boot by Bella Vita is about elevating your look. Designed with an on-trend comfort lug outsole, fashion hiking-inspired upper offers lace-up styling and an inside zipper for... more

Women's Rubi Bootie by SoftWalk in Dark Brown Croco (Size 8 1/2 M)

A chunky stacked heel brings walkable height to an edgy, double zip ankle boot. A lizard embossed collar detail adds trend right edge to a year-round boot.Leather UpperPolyester/Leather LiningSynthetic rubber OutsoleSueded microfiber (polyester)... more

Women's Rubi Bootie by SoftWalk in Dark Brown Croco (Size 8 M)

A chunky stacked heel brings walkable height to an edgy, double zip ankle boot. A lizard embossed collar detail adds trend right edge to a year-round boot.Leather UpperPolyester/Leather LiningSynthetic rubber OutsoleSueded microfiber (polyester)... more

Women's Xandy Bootie by Bella Vita in Brown Suede (Size 8 M)

Fashionable, stylish, and perfect for any casual occasion- the Xandy ankle boot by Bella Vita is about elevating your look. Designed with an on-trend comfort lug outsole, fashion hiking-inspired upper offers lace-up styling and an inside zipper for... more

TOMS Women's Brown Everly Boots Leather Ortholite, Size 8

The Everly is a heeled Chelsea-inspired ankle bootie, made extra walkable by way of its OrthoLite® insole. The very definition of a staple. | Oiled nubuck upper Built-in OrthoLite® Eco X4 Hybrid™ insole for high-rebound, long-term cushioning made with... more

Wide Width Women's Corinda Bootie by Aerosoles in Brown (Size 8 1/2 W)

The Corinda, by Aerosoles Shoes, is an above-the-ankle high-performance comfort boot. This boot offers a modern heel and architectural features boot-for-all-occasions, as well as our Aerofly insole for all-day, all-night comfort. The form-fitting hug... more

"atena" Boots

Women's Gia Borghini "atena" Boots - Brown - Ankle boots Heel: 8 cm. Leather upper. Square toe. Leather sole. 100% leather. Made in italy. 100% leather. Made in: it. more

TOMS Women's Brown Everly Boots Leather Ortholite, Size 8.5

The Everly is a heeled Chelsea-inspired ankle bootie, made extra walkable by way of its OrthoLite® insole. The very definition of a staple. | Oiled nubuck upper Built-in OrthoLite® Eco X4 Hybrid™ insole for high-rebound, long-term cushioning made with... more

Skechers Women's Work: Workshire - Jannit Comp Toe Boots | Size 8.5 | Brown | Leather/Textile

Work your shift in toe-to-toe protection and comfort with Skechers Work: Workshire - Jannit. This slip-on Chelsea ankle boot features a smooth durable oiled suede upper with a composite toe and a cushioned Skechers Memory Foam insole. | Skechers... more

Jamie Sock Ankle Boots

Women's Chloé Jamie Sock Ankle Boots - Brown 100% Calfskin Leather, 100% Rubber, 88% Cashmere, 8% Wool, 4% Polyamide. Made in Italy. more

Curveblock Slip-on Ankle Boots

Women's Stuart Weitzman Curveblock Slip-on Ankle Boots - Brown Dimensions: Heel: 8.5cm, Sole: 1.5cm 100% Calf Leather, 100% Fabric. Made in Spain. more

Xtratuf 6in Legacy Ankle Deck Boot - Women's Brown 8 LDBW-900-BRN-080

Xtratuf 6in Legacy Ankle Deck Boot - Women's Brown 8 LDBW-900-BRN-080. These Alaska-proven boots have a slip-resistant non-marking outsole for the best traction on wet surfaces. The upper is half the height of traditional Alaskan style boots making... more

Skechers Women's Work: Workshire - Jannit Comp Toe Boots | Size 8.0 | Brown | Leather/Textile

Work your shift in toe-to-toe protection and comfort with Skechers Work: Workshire - Jannit. This slip-on Chelsea ankle boot features a smooth durable oiled suede upper with a composite toe and a cushioned Skechers Memory Foam insole. | Skechers... more

Women's Corinda Bootie by Aerosoles in Brown (Size 8 1/2 M)

The Corinda, by Aerosoles Shoes, is an above-the-ankle high-performance comfort boot. This boot offers a modern heel and architectural features boot-for-all-occasions, as well as our Aerofly insole for all-day, all-night comfort. The form-fitting hug... more

Women's Corinda Bootie by Aerosoles in Brown (Size 8 M)

The Corinda, by Aerosoles Shoes, is an above-the-ankle high-performance comfort boot. This boot offers a modern heel and architectural features boot-for-all-occasions, as well as our Aerofly insole for all-day, all-night comfort. The form-fitting hug... more

Women's Mia Bootie by French Connection in Brown (Size 8 M)

French Connection Women's Mia Ankle Booties Comfortable Work Fall Winter Pull On Fashion Shoes Heeled Chelsea Boots for WomenManmade UpperManmade LiningManmade Outsole2" Heel height9.96" Boot leg circumferenceBootie available in sizes 6,6.5,... more

Principles Womens/Ladies Ori Leather Ankle Boots - Brown - 8

Nice to meet you, new boots. Discover your favourite new pair in this collection of women's boots. Think heeled boots, knee highs, western, biker, hiker, Chelsea boots and ankle boots in a range of materials and colours. If you've got the plans, they... more

Regatta Womens/Ladies Bayley III Ankle Boots - Brown - UK 8 / US 10

Insulated, chunky design - the lady Bayley Women's Boots complete your winter look in style. The women's winter boots are fully lined with insulating fleece for warm comfort. The stylish chunky rubber outsole gives a solid grip to your tread. The... more

Cipriata Womens/Ladies Faux Fur Coralla Ankle Boots - Brown - Brown - 8

- Textile/PU lining - Memory foam sock - TPR sole - Inside zip - Press stud fastening - Faux fur collar - Buckle detail - Low wedge heel more

Tory Burch Ankle Boots: Brown Shoes - Women's Size 8

Tory Burch Ankle Boot 8. Shoes - Item Details: Brown, No Fabric Content. Condition: Practically New. more

Matisse Ankle Boots: Brown Leopard Print Shoes - Women's Size 8

Matisse Ankle Boot 8. Shoes - Item Details: Brown, No Fabric Content, Leopard Print Pattern. Condition: Practically New. more

Lucky Brand Ankle Boots: Brown Shoes - Women's Size 8

Lucky Brand Ankle Boot 8. Shoes - Item Details: Brown, No Fabric Content. Condition: Practically New. more

Women's Corinda Bootie by Aerosoles in Brown (Size 8 1/2 M)

The Corinda, by Aerosoles Shoes, is an above-the-ankle high-performance comfort boot. This boot offers a modern heel and architectural features boot-for-all-occasions, as well as our Aerofly insole for all-day, all-night comfort. The form-fitting hug... more

Women's Corinda Bootie by Aerosoles in Brown (Size 8 M)

The Corinda, by Aerosoles Shoes, is an above-the-ankle high-performance comfort boot. This boot offers a modern heel and architectural features boot-for-all-occasions, as well as our Aerofly insole for all-day, all-night comfort. The form-fitting hug... more

Extra Wide Width Women's Xandy Bootie by Bella Vita in Brown Suede (Size 8 WW)

Fashionable, stylish, and perfect for any casual occasion- the Xandy ankle boot by Bella Vita is about elevating your look. Designed with an on-trend comfort lug outsole, fashion hiking-inspired upper offers lace-up styling and an inside zipper for... more

Women's Miranda Bootie by Hälsa in Dark Brown (Size 8 1/2 M)

It's all in the details with the dreamy Miranda ankle boot from Hälsa featuring a uniquely stitched, embossed, and designed leather upper. Easy on and off with side zipper. Fully Removable, anatomically correct Equilibrium + insole included, will keep... more

Women's Miranda Bootie by Hälsa in Dark Brown (Size 8 M)

It's all in the details with the dreamy Miranda ankle boot from Hälsa featuring a uniquely stitched, embossed, and designed leather upper. Easy on and off with side zipper. Fully Removable, anatomically correct Equilibrium + insole included, will keep... more

Wide Width Women's Corinda Bootie by Aerosoles in Brown (Size 8 W)

The Corinda, by Aerosoles Shoes, is an above-the-ankle high-performance comfort boot. This boot offers a modern heel and architectural features boot-for-all-occasions, as well as our Aerofly insole for all-day, all-night comfort. The form-fitting hug... more

Wide Width Women's Superb Comfort Bootie by Ros Hommerson in Brown Leather (Size 8 1/2 W)

This stylish, ankle high bootie will quickly become your new favorite accessory. The classic style works with any outfit, in any setting. Whether you are headed to the office, running errands, or enjoying a night on the town, these boots will take you... more

Women's Mia Bootie by French Connection in Brown (Size 8 1/2 M)

French Connection Women's Mia Ankle Booties Comfortable Work Fall Winter Pull On Fashion Shoes Heeled Chelsea Boots for WomenManmade UpperManmade LiningManmade Outsole2" Heel height9.96" Boot leg circumferenceBootie available in sizes 6,6.5,... more