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| Best Seller  | Madewell The Esme Bow Boot In Suede K5288 True Black Womens Size 10. more | go to store |
 | Madewell Shoes | Madewell The Benning Chelsea Boot In True Black Leather | Color: Black | Size: 6 Madewell The Benning Chelsea Boot In True Black Leather Size 6 In Good Condition Features: Stylish, Leather, Neutral, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boots, Staple, Timeless, Everyday, Everyday Style, Chelsea Boot Size: Womens 6 more | go to store |
| Best Seller  | Madewell Shoes | Madewell The Drumgold Boot In True Black | Color: Black | Size: 6 Madewell The Drumgold Boot In True Black Leather Size 6 Like New Features: Leather, Brown Riding Boot, Tall Boot, Classic, Timeless, Prep, Preppy, Staple, Classy, Work Wear, Career Wear Size: Womens 6 more | go to store |
 | Madewell Shoes | Madewell The Antoine Tall Boot In True Black | Color: Black | Size: 7.5 Madewell The Antoine Tall Boot In True Black Size 7.5 In Good Condition Features: Stylish, Black, Leather, Neutral, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boots, Mid-Calf, Square Toe, Stacked Heel Size: Womens 7.5 more | go to store |
 | Madewell Shoes | Madewell The Darcy Ankle Boot In True Black | Color: Black | Size: 10 Madewell The Darcy Ankle Boot In True Black Leather Size 10 In Good Condition Features: Stylish, Suede, Leather, Neutral, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boot, Low Heel, Western Size: Womens 10 more | go to store |
 | Madewell Shoes | Madewell The Darcy Ankle Boot In True Black | Color: Black | Size: 7.5 Madewell The Darcy Ankle Boot In True Black Leather Size 7.5 In Good Condition Features: Stylish, Suede, Leather, Neutral, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boot, Low Heel, Western Size: Womens 7.5 more | go to store |
 | Madewell Shoes | Madewell The Benning Chelsea Boot In True Black Leather | Color: Black | Size: 9 Madewell The Benning Chelsea Boot In True Black Leather Size 9 In Good Condition Features: Stylish, Leather, Neutral, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boots, Staple, Timeless, Everyday, Everyday Style, Chelsea Boot Size: Womens 9 more | go to store |
 | Madewell Shoes | Madewell The Drumgold Boot In Extended Calf In True Black | Color: Black | Size: 8 Madewell The Drumgold Boot In Extended Calf In True Black Leather Size 8 In Good Condition Features: Leather, Brown Riding Boot, Tall Boot, Classic, Timeless, Prep, Preppy, Staple, Classy, Work Wear, Career Wear Size: Womens 8 more | go to store |
 | Madewell Shoes | Madewell The Benning Chelsea Boot In True Black Leather | Color: Black | Size: 8.5 Madewell The Benning Chelsea Boot In True Black Leather Size 8.5 In Good Condition Features: Stylish, Leather, Neutral, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boots, Staple, Timeless, Everyday, Everyday Style, Chelsea Boot Size: Womens 8.5 more | go to store |
 | Madewell Shoes | Madewell The Justine Ankle Boot In Leather True Black | Color: Black | Size: 6 Madewell The Justine Ankle Boot In Leather True Black Size 6 In Good Condition Features: Work Wear, Career Wear, Pointed Toe, Classy, Classic, Timeless, Stylish, Leather, Madewell, Preppy, Prepster, Low-Heel, Bootie, Mid Bootie Size: Womens 6 more | go to store |
 | Madewell Shoes | Madewell The Justine Ankle Boot In Leather True Black | Color: Black | Size: 6 Madewell The Justine Ankle Boot In Leather True Black Size 6 In Good Condition Features: Work Wear, Career Wear, Pointed Toe, Classy, Classic, Timeless, Stylish, Leather, Madewell, Preppy, Prepster, Low-Heel, Bootie, Mid Bootie Size: Womens 6 more | go to store |
 | Madewell Shoes | Madewell The Benning Chelsea Boot In True Black Leather | Color: Black | Size: 7.5 Madewell The Benning Chelsea Boot In True Black Leather Size 7.5 In Good Condition Features: Stylish, Leather, Neutral, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boots, Staple, Timeless, Everyday, Everyday Style, Chelsea Boot Size: Womens 7.5 more | go to store |
 | Madewell Shoes | Madewell The Benning Chelsea Boot In True Black Leather | Color: Black | Size: 8.5 Madewell The Benning Chelsea Boot In True Black Leather Size 8.5 In Good Condition Features: Stylish, Leather, Neutral, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boots, Staple, Timeless, Everyday, Everyday Style, Chelsea Boot Size: Womens 8.5 more | go to store |
 | Madewell Shoes | Madewell The Darcy Ankle Boot In True Black | Color: Black | Size: 6.5 Madewell The Darcy Ankle Boot In True Black Leather Size 6.5 In Good Condition Features: Stylish, Suede, Leather, Neutral, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boot, Low Heel, Western Size: Womens 6.5 more | go to store |
 | Madewell Shoes | Madewell The Antoine Tall Boot In True Black | Color: Black | Size: 8.5 Madewell The Antoine Tall Boot In True Black Size 8.5 In Good Condition Features: Stylish, Black, Leather, Neutral, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boots, Mid-Calf, Square Toe, Stacked Heel Size: Womens 8.5 more | go to store |
 | Madewell Shoes | Madewell The Wyckoff Chelsea Lugsole Boot In True Black | Color: Black | Size: 7 Madewell The Wyckoff Chelsea Lugsole Boot In True Black Leather Size 7 In Good Condition Features: Stylish, Leather, Neutral, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boots, Low Heel, Chelsea Boot, Staple, Timeless Size: Womens 7 more | go to store |
 | Listing As Pre-Owned. Excellent Condition. Line On Inside Label To Prevent In Store Returns. Color: True Black Coming In Supersoft Leather, These Chelsea Boot Have Stretchy Gores And A Walkable Stacked Heel. And, Cushiness Alert: Our Mwl Cloudlift Lite... more | go to store |
 | Only Worn Twice, Still In Great Condition With Classic Western Stitching And A Comfy Stacked Heel, This Leather Ankle Boot Is The Cutest (And Goes With Any And Everything). The Pull Tab And Covered Elastic Inserts Make Taking Them On And Off A Total... more | go to store |
 | Madewell Shoes | Madewell The Regan Boot In True Black Leather | Color: Black | Size: 6.5 This Cool Pull-On Boot Sports A Block Heel For A Little Extra Height, While Remaining Walking-Friendly. An Extra Layer Of Padding Makes It Even Easier On The Feet. 2 1/2" Heel 4 1/2" Shaft Pull-On Style With Elastic-Gore Insets Leather And Textile,... more | go to store |
 | Madewell Shoes | Madewell The Idris Ankle Boot In Leather In True Black | Color: Black | Size: 8 Madewell The Idris Ankle Boot In Leather In True Black Size 8 In Good Condition Features: Leather, Slip On, Ankle, Mid Ankle, Stylish, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boots, Low Heel, Timeless, Western, Square Toe, Everyday,... more | go to store |
 | Madewell Shoes | Madewell Regan Boot In True Black | Color: Black | Size: 7 Made Of Rich Leather, These Cool Pull-On Boots Have Block Heels For A Little Extra Height. Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. When You Select Your Size, "H" Equals A Half Size. Please Note: These... more | go to store |
 | Very Good Condition- Small Blemish On Inner Toe As Shown more | go to store |
 | Great Used Condition Madewell Black Leather Ankle Boot With Wooden Block Heel. I Was (And Still Am) Obsessed With These Boots - They’re Like The Perfect, Wear-With-Everything, Dress Up Or Down, Cool Without Even Trying, Ultimate Ankle Boot. I Love That... more | go to store |
 | Madewell Shoes | Madewell Bryce True Black Suede Chelsea Boots 9 | Color: Black | Size: 9 Like New! Questions? Leave A Comment Below! more | go to store |
 | Madewell Shoes | Madewell Ainsley Chelsea Boots In True Black | Color: Black | Size: 8 Reposhing This Item I Purchased From @Chelbel. Loved It, But Ready To Rotate For Something New. Only Wore Once Or Twice So Is Still In Almost Brand New Condition. Questions? Leave A Comment Below! more | go to store |
 | Madewell Shoes | Madewell The Dimes Kitten-Heel Boot In True Black | Color: Black | Size: 7 Madewell The Dimes Kitten-Heel Boot In True Black Leather Size 7 In Good Condition Features: Leather, Neutral, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boots, Stylish, Low Heel, Kitten Heel, Work Wear, Career Wear, Staple, Timeless,... more | go to store |
 | Madewell Darcy Ankle Boot In Size 6.5 100% Leather Heel Height: 2 1/4" Shaft Height: 6" Very Gently Worn; Almost New Condition. more | go to store |
 | Madewell Shoes | Madewell The Regan Boot In True Black Leather | Color: Black | Size: 6 Madewell The Regan Boot In True Black Leather Size 6. This Cool Pull On Boot Sports A Block Heel For A Little Extra Height, While Remaining Walking Friendly. 2 1/2” Heel And Pull On Style. Leather Upper And Synthetic Sole. Amazing Condition! Only Wore... more | go to store |
 | Madewell Shoes | Madewell The Regan Boot In True Black Leather Sz 9 | Color: Black | Size: 9 Made Of Rich Leather, These Cool Pull-On Boots Have Block Heels For A Little Extra Height. Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. When You Select Your Size, "H" Equals A Half Size. Please Note: These... more | go to store |
 | Madewell Square Toe ‘Brynn’ Chelsea Boot Retail $178 Some Boots Really Make You Feel Like You've Got Your Life Together. Square-Toed With A Block Heel, This Sleek Leather Pair Has Elastic Goring Trimmed In Suede. Cushiness Alert: They Come With Our Mwl... more | go to store |
 | Madewell Shoes | Madewell The Carina Chelsea Boot In True Black Leather | Color: Black | Size: 7.5 With An Easy Rounded Toe And Comfy Stacked Mid-Height Heel, These Wear-Everywhere Leather Chelsea Boots Have Elastic Goring And A Pull-Tab That Makes On-And-Off A Breeze. Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well,... more | go to store |
 | Madewell Shoes | Madewell The Benning Chelsea Boot In True Black Leather | Color: Black | Size: 6.5 Madewell The Benning Chelsea Boot In True Black Leather Size 6.5 In Good Condition, Tear To Elastic, Needs To Be Replaced Or Resewn Features: Stylish, Leather, Neutral, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boots, Staple, Timeless,... more | go to store |
 | Madewell Shoes | Madewell The Dimes Kitten-Heel Boot In True Black | Color: Black | Size: 9 Madewell The Dimes Kitten-Heel Boot In True Black Leather Size 9 Like New Condition Features: Leather, Neutral, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boots, Stylish, Low Heel, Kitten Heel, Work Wear, Career Wear, Staple, Timeless,... more | go to store |
 | Reposhing This Item I Purchased From @Saleinthecity. Too Big For Me more | go to store |
 | Madewell Shoes | Madewell The Wyckoff Chelsea Lugsole Boot In True Black | Color: Black | Size: 8 Madewell The Wyckoff Chelsea Lugsole Boot In True Black Leather Size 8 In Good Condition, Back Pull Needs To Be Resewn Features: Stylish, Leather, Neutral, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boots, Low Heel, Chelsea Boot, Staple,... more | go to store |
 | Madewell Shoes | Madewell The Idris Ankle Boot In Leather In True Black | Color: Black | Size: 6 Madewell The Idris Ankle Boot In Leather In True Black Size 6 In Good Condition, Some Creases Features: Leather, Slip On, Ankle, Mid Ankle, Stylish, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boots, Low Heel, Timeless, Western, Square Toe,... more | go to store |
 | Madewell Shoes | Madewell The Justine Ankle Boot In True Black Size 6.5 | Color: Black | Size: 6.5 2 In Stacked Wooden Heel In Great Condition more | go to store |
 | Madewell Lug-Sole Chelsea Boots In Leather. Size 7. True Black. In Original Box And Packaging. Worn Once (To Try On). Super Stylish And Durable. I Ordered The Wrong Size Otherwise I Would’ve Kept Them! more | go to store |
 | Madewell Shoes | Madewell: Billie Boot In True Black Leather. | Color: Black | Size: 6 Madewell Billie Boot In True Black Leather. Beautiful! Great Condition. Size 6. more | go to store |
 | Madewell The Citywalk Lugsole Hiker Boot In Leather In True Black Size 7 New! Just Tried On. Features: Hiking Boots, Lace Up, Combat, Stylish, Suede, Tan, Neutral, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boots more | go to store |
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