Leather Chelsea Ankle Booties

Women's Tru Comfort Foam Jentry Bootie

The Jentry by Journee Collection isn't your ordinary chelsea bootie. Shaped with vegan leather, this chelsea style is made to fit comfortably with a 4 mm Tru Comfort Foam? insole and stretch panels at the ankles. A block heel elevates the design,... ... more

J. Crew Shoes | J. Crew Womens 6.5 Brown Leather Pull On Block Hee | Color: Brown | Size: 6.5

J. Crew Womens 6.5 Brown Leather Pull On Block Heel Chelsea Ankle Boots Booties Good Pre-Owned Condition. No Notable Flaws. Smoke-Free Home. Ships Within 1 Business Day Or Less. Heels: 1.75" ... more

Women's Tru Comfort Foam Jentry Bootie

The Jentry by Journee Collection isn't your ordinary chelsea bootie. Shaped with vegan leather, this chelsea style is made to fit comfortably with a 4 mm Tru Comfort Foam? insole and stretch panels at the ankles. A block heel elevates the design,... ... more

Women's Tru Comfort Foam Jentry Bootie

The Jentry by Journee Collection isn't your ordinary chelsea bootie. Shaped with vegan leather, this chelsea style is made to fit comfortably with a 4 mm Tru Comfort Foam? insole and stretch panels at the ankles. A block heel elevates the design,... ... more

Everly Sand Leather Plaid Heeled Boot | Size 12 | TOMS Official Site - Shoes, Accessories, & Apparel

Our take on the Chelsea boot is a stylish and comfortable ankle bootie that'll take you from day to night and everything in between. Suede and leather uppers Stacked leather wrapped heel High-rebound comfort Ortholite Eco X40 Hybrid insoles made... ... more

Everly Sand Leather Plaid Heeled Boot | Size 8.5 | TOMS Official Site - Shoes, Accessories, & Apparel

Our take on the Chelsea boot is a stylish and comfortable ankle bootie that'll take you from day to night and everything in between. Suede and leather uppers Stacked leather wrapped heel High-rebound comfort Ortholite Eco X40 Hybrid insoles made... ... more

Everly Sand Leather Plaid Heeled Boot | Size 9.5 | TOMS Official Site - Shoes, Accessories, & Apparel

Our take on the Chelsea boot is a stylish and comfortable ankle bootie that'll take you from day to night and everything in between. Suede and leather uppers Stacked leather wrapped heel High-rebound comfort Ortholite Eco X40 Hybrid insoles made... ... more

TOMS Everly Cutout Boot - Womens 6 Black Boot Medium

*Chelsea-inspired ankle bootie from TOMS *Suede leather upper with cutout details *Twin gore for easy on and off *Pull-on fit *OrthoLite® Eco X40 Hybrid insole *2-3/4" stacked, leather-wrapped heel ... more

Words Oiled Nubuck Clog Bootie

Women's Eileen Fisher Words Oiled Nubuck Clog Bootie - Red - Ankle boots A modern take on the chelsea boot. The pull-on bootie with a wooden wedge heel and elastic wool panels at the sides. In oiled nubuck leather with subtle sheen. ... more

Women's Tru Comfort Foam Jentry Bootie

The Jentry by Journee Collection isn't your ordinary chelsea bootie. Shaped with vegan leather, this chelsea style is made to fit comfortably with a 4 mm Tru Comfort Foam? insole and stretch panels at the ankles. A block heel elevates the design,... ... more

Women's Tru Comfort Foam Jentry Bootie

The Jentry by Journee Collection isn't your ordinary chelsea bootie. Shaped with vegan leather, this chelsea style is made to fit comfortably with a 4 mm Tru Comfort Foam? insole and stretch panels at the ankles. A block heel elevates the design,... ... more

Anthropologie Shoes | Anthropologie Farylrobin Suede Chelsea Ankle Boot Size 6 | Color: Silver/Tan | Size: 6

Farylrobin Womens Grey Suede Leather Pointy Toe Chelsea Ankle Bootie Size: Us 6 With Slate Suede And Chelsea Styling, This Is The Perfect Fall Bootie. Condition: Excellent Pre-Owned Condition See Pictures For Details Worn Once Sole: Rubber Sole With... ... more

Anthropologie Shoes | Anthropologie Seychelles Offstage Chelsea Boots | Color: Black | Size: 9w

Seychelles Ankle Black Booties From Anthropologie These Boots Are A Staple For Every Wardrobe. Chic Boots For Every Season. Genuine Leather. Offers Welcome Pet Free Smoke Free Home Fall Staple, Ankle Boots, Back To School, Travel Boots, Dress Boots,... ... more

Madewell Shoes | Madewell Ainsley Chelsea Ankle Bootie In Tan Brown Style #18295 | Color: Brown/Tan | Size: 6

Madewell Ainsley Chelsea Ankle Bootie In Tan Brown Style #18295 Size 6 Upper : Leather Color : Tan Brown Slip On Style Style #18295 Excellent Condition !! ... more

Free People Shoes | Free People James Chelsea Boots White Leather Lug Sole Ankle Boots In Bone 40 | Color: White | Size: 9

Brand: Free People Style: James Chelsea Boots Heeled Ankle Booties Color: White Material: Leather With Rubber Gum Sole Size: Eu 40, Fits Like A 9 Has A Slightly Narrow Fit In My Opinion, Though I Do Better With Wider Fit Shoes Condition: New, No... ... more

J. Crew Shoes | J. Crew Chelsea Boots Genuine Leather Calf Hair With Leopard Print. (7.5 Us) | Color: Brown | Size: 7.5

J. Crew Ankle Chelsea Style Booties In Great Condition. Size 7.5 ... more

Women's Tru Comfort Foam Chayse Bootie

A fall go-to every minimalist needs, the Chayse booties by Journee Collection. This classic Chelsea silhouette features stretch gore at the ankles and a 4 mm Tru Comfort Foam? insole for comfort and support. Vegan leather and a round-toe finish this... ... more

Women's Tru Comfort Foam Chayse Bootie

A fall go-to every minimalist needs, the Chayse booties by Journee Collection. This classic Chelsea silhouette features stretch gore at the ankles and a 4 mm Tru Comfort Foam? insole for comfort and support. Vegan leather and a round-toe finish this... ... more

Women's Tru Comfort Foam Chayse Bootie

A fall go-to every minimalist needs, the Chayse booties by Journee Collection. This classic Chelsea silhouette features stretch gore at the ankles and a 4 mm Tru Comfort Foam? insole for comfort and support. Vegan leather and a round-toe finish this... ... more

Women's Tru Comfort Foam Chayse Bootie

A fall go-to every minimalist needs, the Chayse booties by Journee Collection. This classic Chelsea silhouette features stretch gore at the ankles and a 4 mm Tru Comfort Foam? insole for comfort and support. Vegan leather and a round-toe finish this... ... more

Women's Tru Comfort Foam Chayse Bootie

A fall go-to every minimalist needs, the Chayse booties by Journee Collection. This classic Chelsea silhouette features stretch gore at the ankles and a 4 mm Tru Comfort Foam? insole for comfort and support. Vegan leather and a round-toe finish this... ... more

Women's Tru Comfort Foam Chayse Bootie

A fall go-to every minimalist needs, the Chayse booties by Journee Collection. This classic Chelsea silhouette features stretch gore at the ankles and a 4 mm Tru Comfort Foam? insole for comfort and support. Vegan leather and a round-toe finish this... ... more

Women's Tru Comfort Foam Chayse Bootie

A fall go-to every minimalist needs, the Chayse booties by Journee Collection. This classic Chelsea silhouette features stretch gore at the ankles and a 4 mm Tru Comfort Foam? insole for comfort and support. Vegan leather and a round-toe finish this... ... more

Women's Tru Comfort Foam Chayse Bootie

A fall go-to every minimalist needs, the Chayse booties by Journee Collection. This classic Chelsea silhouette features stretch gore at the ankles and a 4 mm Tru Comfort Foam? insole for comfort and support. Vegan leather and a round-toe finish this... ... more

Women's Tru Comfort Foam Chayse Bootie

A fall go-to every minimalist needs, the Chayse booties by Journee Collection. This classic Chelsea silhouette features stretch gore at the ankles and a 4 mm Tru Comfort Foam? insole for comfort and support. Vegan leather and a round-toe finish this... ... more

Women's Tru Comfort Foam Chayse Bootie

A fall go-to every minimalist needs, the Chayse booties by Journee Collection. This classic Chelsea silhouette features stretch gore at the ankles and a 4 mm Tru Comfort Foam? insole for comfort and support. Vegan leather and a round-toe finish this... ... more

Women's Tru Comfort Foam Chayse Bootie

A fall go-to every minimalist needs, the Chayse booties by Journee Collection. This classic Chelsea silhouette features stretch gore at the ankles and a 4 mm Tru Comfort Foam? insole for comfort and support. Vegan leather and a round-toe finish this... ... more

Women's Tru Comfort Foam Chayse Bootie

A fall go-to every minimalist needs, the Chayse booties by Journee Collection. This classic Chelsea silhouette features stretch gore at the ankles and a 4 mm Tru Comfort Foam? insole for comfort and support. Vegan leather and a round-toe finish this... ... more

Women's Tru Comfort Foam Chayse Bootie

A fall go-to every minimalist needs, the Chayse booties by Journee Collection. This classic Chelsea silhouette features stretch gore at the ankles and a 4 mm Tru Comfort Foam? insole for comfort and support. Vegan leather and a round-toe finish this... ... more

Women's Tru Comfort Foam Kaydia Bootie

With a mix-and-matchable bootie like the Kaydia by Journee Collection, your outfit possibilities are endless. This classic Chelsea bootie is crafted with soft leather uppers accented by stretch gore at the ankles. A 4 mm, Tru Comfort Foam? insole... ... more

Women's Tru Comfort Foam Kaydia Bootie

With a mix-and-matchable bootie like the Kaydia by Journee Collection, your outfit possibilities are endless. This classic Chelsea bootie is crafted with soft leather uppers accented by stretch gore at the ankles. A 4 mm, Tru Comfort Foam? insole... ... more

Women's Tru Comfort Foam Kaydia Bootie

With a mix-and-matchable bootie like the Kaydia by Journee Collection, your outfit possibilities are endless. This classic Chelsea bootie is crafted with soft leather uppers accented by stretch gore at the ankles. A 4 mm, Tru Comfort Foam? insole... ... more

Women's Tru Comfort Foam Kaydia Bootie

With a mix-and-matchable bootie like the Kaydia by Journee Collection, your outfit possibilities are endless. This classic Chelsea bootie is crafted with soft leather uppers accented by stretch gore at the ankles. A 4 mm, Tru Comfort Foam? insole... ... more

Women's Tru Comfort Foam Kaydia Bootie

With a mix-and-matchable bootie like the Kaydia by Journee Collection, your outfit possibilities are endless. This classic Chelsea bootie is crafted with soft leather uppers accented by stretch gore at the ankles. A 4 mm, Tru Comfort Foam? insole... ... more

Women's Tru Comfort Foam Kaydia Bootie

With a mix-and-matchable bootie like the Kaydia by Journee Collection, your outfit possibilities are endless. This classic Chelsea bootie is crafted with soft leather uppers accented by stretch gore at the ankles. A 4 mm, Tru Comfort Foam? insole... ... more

Women's Tru Comfort Foam Kaydia Bootie

With a mix-and-matchable bootie like the Kaydia by Journee Collection, your outfit possibilities are endless. This classic Chelsea bootie is crafted with soft leather uppers accented by stretch gore at the ankles. A 4 mm, Tru Comfort Foam? insole... ... more

Women's Tru Comfort Foam Kaydia Bootie

With a mix-and-matchable bootie like the Kaydia by Journee Collection, your outfit possibilities are endless. This classic Chelsea bootie is crafted with soft leather uppers accented by stretch gore at the ankles. A 4 mm, Tru Comfort Foam? insole... ... more

Women's Tru Comfort Foam Kaydia Bootie

With a mix-and-matchable bootie like the Kaydia by Journee Collection, your outfit possibilities are endless. This classic Chelsea bootie is crafted with soft leather uppers accented by stretch gore at the ankles. A 4 mm, Tru Comfort Foam? insole... ... more