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| Best Seller  | Madewell Shoes | Madewell Ainsley Chelsea Black Leather Shoes | Color: Black | Size: 6 Good Pre-Owned Condition Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Insets. 4" Shaft Height . 1 3/16" Heel. Leather Upper And Lining. more | go to store |
 | 1.5" Heel Color Is Dried Maple These Are A Well Made, Substantial Boot There Is A Scuff On The Inner Side Shown In The Last Photo And A Couple Of Marks On The Back Of The Heel They Are Overall Clean And In Good Preowned Condition Tags: Basic Classic... more | go to store |
| Best Seller  | Madewell Shoes | Madewell Walker Chelsea Boot | Color: Black | Size: 8.5 Black Suede, Slip On, 2” Heel. Euc. more | go to store |
 | Madewell Shoes | Madewell The Bradley Chelsea Lugsole Boot Ng669 | Color: Black | Size: Various Hit The Streets In This Classic Pull-On Chelsea Boot With Superchunky Lug Soles. The Wide Elastic Gore Not Only Looks Cool, But Also Makes On-And-Offs So Easy. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You... more | go to store |
 | Madewell Shoes | Madewell Black Chelsea Boot | Color: Black | Size: 8.5 Leather Chelsea Boot With Round Toe And 2.5 Inch Heel. Simple, Cute, And Comfortable. Roughly 5” Shaft Height. Purchased From Madewell Last Year! more | go to store |
 | Madewell Shoes | Madewell - Wyckoff Chelsea Lugsole Boot In Leather - Black | Color: Black | Size: 9 The Wyckoff Chelsea Lugsole Boot In Leather Item Style: Nn020 Size: 9-M Color: True Black Euc - Worn Few Times more | go to store |
 | Madewell Ainsley Chelsea Boots. Black Ankle Pull On Leather Booties In Great Preloved Condition. Still Have Lots Of Life! See Images For Details Of Wear. Genuine Leather Upper, Lining And Sole. 3/4” Heel. Size: 7.5 more | go to store |
 | Madewell Shoes | Madewell Low Chelsea Boots Snake Embossed Leather New | Color: Black/Gray | Size: 7 Size 7 Nwt / New In Box Color Heather Natural Multi more | go to store |
 | Madewell Shoes | Madewell The Ivy Chelsea Boot In Mini Dot Calf Hair | Color: Black/Tan | Size: 5.5 New Without Box In Excellent Condition Color: Toffee Multi Calf Hair Upper Man-Made Sole more | go to store |
 | Madewell Shoes | Madewell Ray Chelsea Boots | Color: Black | Size: 9.5 Reposhing This Item I Purchased From @Guera459. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more | go to store |
 | Madewell Shoes | Madewell The Ivy Chelsea Boot In Leather | Color: Black/Brown | Size: 7.5 Reposhing This Item I Purchased From @Sarahnwilson. Loved It, But Ready To Rotate For Something 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 Black Chelsea Boots | Color: Black | Size: 9 Madewell Leather Boots In Good Condition. Purchased Last Year. more | go to store |
 | Madewell "Ainsley Chelsea" In Spotted Calf Hair Ankle Boot Size 6 1 3/16" Heel Calf Hair Upper Man-Made Sole more | go to store |
 | Madewell Shoes | Madewell The Bradley Chelsea Boot | Color: Black/Brown | Size: 7 Chelsea Lugsole Boot Like New Condition Leather Upper Wide Elastic Classic Pull On Chelsea With Chunky Lug Sole Size 7 more | go to store |
 | Madewell Shoes | Madewell Ainsley Chelsea Boot In Black | Color: Black | Size: 7.5 Only Have Worn These Once. In Very Good Condition! Details: Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Insets. Cushiness Alert: The Madewell Cloudlift Lite Padding Feels Like Walking On... more | go to store |
 | Madewell Shoes | Madewell The Ivy Chelsea Boot In Leather 8.5 | Color: Black | Size: 8.5 Madewell The Ivy Chelsea Boot In Leather Women’s Size 8.5 We Toughened Up Classic Chelsea Boots With A Utilitarian Lug Sole. Made Of Rich Leather, They'll Look Cooler And Cooler The More You Wear 'Em. And, Cushiness Alert: Our Mwl Cloudlift Lite... more | go to store |
 | Madewell Shoes | Madewell Black Chelsea Heeled Ankle Booties 8.5 | Color: Black | Size: 8.5 Madewell Black Heeled Chelsea Boots In Size 8.5. Used But In Good Condition. Very Comfortable Booties That Are Easy To Walk In With A Chunky Heel. more | go to store |
 | Madewell Shoes | - Madewell Ainsley Chelsea Black Leather Boots | Color: Black | Size: 7 Madewell Ainsley Chelsea Black Leather Boots True Black Leather Size 7 These Are In Great Preowned Condition Mild Scuffing Or Wear See Pictures For Details more | go to store |
 | Madewell Shoes | Madewell Regan Chelsea Ankle Boots Classic | Color: Black | Size: 7 Madewell Size 7 Regan Chelsea Ankle Boots W/ A Moderate 2.5” Heel Classic Style Slip On W/ Elastic Side Goring & Pull Tabs In Great Used Condition With Minimal Wear To Leather Upper & Lots Of Life Left. Leather Lined. Made To Last! Boho Bihemian... more | go to store |
 | Madewell New In Box Size 9 Chelsea Low Boots Booties Cowboy New In Box Snake Embossed Leather Outer And Leather Inner Lining Heather Multi Color With Hints Of White, Tan/Creme, Black Great Pair Of Low Heel Booties. Perfect With Skirts, Dresses, Pants... more | go to store |
 | Madewell Shoes | Madewell The Ivy Chelsea Boot Black Leather Nwot | Color: Black | Size: 5.5 The Ivy Chelsea Ankle Boot Black Leather Toughened Up Classic Chelsea Boots With A Utilitarian Lug Sole. Made Of Rich Leather, They'll Look Cooler And Cooler The More You Wear 'Em. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking... more | go to store |
 | Madewell Shoes | Madewell ‘The Ivy’ Chelsea Boot In Leather | Color: Black/Tan | Size: 8.5 Madewell ‘The Ivy’ Chelsea Boot In Leather. Madewell Toughened Up These Classic Chelsea Boots With A Utilitarian Lug Sole. Made Of Rich Leather, They'll Look Cooler And Cooler The More You Wear 'Em. And, Cushiness Alert: The Mwl Cloudlift Lite Padding... more | go to store |
 | Madewell Leather Chelsea Boots Embossed Snake Size 6 Excellent Used Condition, No Major Flaws Slip On Style Low Ankle Height Short Block Heel Slightly Pointed Toe Leather Upper/Lining/Sock Synthetic Sole more | go to store |
 | Madewell Shoes | Madewell Walker Chelsea Boot In Suede Black | Color: Black | Size: 7 In Supersoft Suede, These Sleek Chelsea Boots Give A Low-Key Nod To Timeless '60s Styles. The Not-Too-High Heel Is Made For Adventuring Day Or Night. Size 7. Color Is Black. Fit 6.5-7, Tts. 2" Heel. Suede Upper. Leather Lining. Man-Made Sole. Euc! more | go to store |
 | Madewell Shoes | Madewell Ainsley Chelsea Boot - Black Leather - 8 | Color: Black | Size: 8 Madewell Ainsley Chelsea Boot - Black Leather Size 8 Great Preowned Condition Great Black Leather That Has Been Conditioned And Great Grip Soles For Great Traction. As Shown In Pictures And Video Crafted From Buttery Leather, This Updated Chelsea Boot... more | go to store |
 | Madewell Shoes | Madewell The Bradley Chelsea Lugsole Boot Sz 8.5 Ng669 | Color: Black | Size: 8.5 New With Defect, And No Box. The Defect Is There Is A Hole In The Elastic Part Of The Boot, See Pics Hit The Streets In This Classic Pull-On Chelsea Boot With Superchunky Lug Soles. The Wide Elastic Gore Not Only Looks Cool, But Also Makes On-And-Offs... more | go to store |
 | Madewell Shoes | Madewell Ainsley Chelsea Boot In True Black | Color: Black | Size: 10 Absolutely Adore These Boots But My Feet Grew In Pregnancy And I Can No Longer Wear Them. Worn A Handful Of Times But Still In Wonderful Condition, Lots Of Life Left In Them! 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 Lugsole Chelsea Black Leather Boots | Color: Black | Size: 10 Gorgeous Madewell Black Leather Chelsea Boots. Worn Only Once For An Hour Inside But They Were The Wrong Size. Original Box more | go to store |
 | Madewell Shoes | Madewell Cleary Chelsea Booties, Size 8 | Color: Black | Size: 8 Sold Out On Madewell! Step Out This Season In A Classic Chelsea Boot, Made Of Supersmooth Leather. Designed With Durable Rubber Soles And Elastic Insets For Easy On-And-Offs, You'll Want To Wear This Versatile Pair All The Time. And, Cushiness Alert:... more | go to store |
 | Madewell Shoes | Madewell Cleary Chelsea Boot In Leather | Color: Black | Size: 7 Like New/Never Worn! Classic Chelsea Boot, Made Of Supersmooth Leather. Designed With Durable Rubber Soles And Elastic Insets For Easy On-And-Offs, You'll Want To Wear This Versatile Pair All The Time 7/8" Heel Leather Sourced From A Tannery That... more | go to store |
 | Madewell Shoes | Madewell Ainsley Chelsea Boot - Black 7.5 | Color: Black | Size: 7.5 Madewell Ainsley Chelsea Boot - Black Size 7.5 Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Insets. Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know.... more | go to store |
 | Sellers Note: Boots Are Size 5 .5 (9.5” Toe To Heel)On The Left Foot And Size 5 (9.25” Toe To Heel) On The Right Foot. Difference Of 0.25” We Toughened Up Classic Chelsea Boots With A Utilitarian Lug Sole. Made Of Rich Leather, They'll Look Cooler And... more | go to store |
 | Madewell Shoes | Madewell Bradley Chelsea Boots In Stable | Color: Black/Brown | Size: 8.5 Madewell Bradley Boots In Excellent Shape! Only Worn Once. Right Boot Ankle Is Slightly Stretched Out (This Is How They Arrived). Also A Small Scuff On The Right Boot. more | go to store |
 | Madewell Shoes | Madewell Laura Chelsea Boot Size 7 | Color: Black | Size: 7 Madewell Chelsea Boot Size 7 Black Gently Used In Good Condition! Heel Height Is 2 3/4 more | go to store |
 | Madewell Shoes | Madewell Spencer Chelsea Ankle Boot Black Size 8.5 | Color: Black/Tan | Size: 8.5 Pre Owned In Excellent Like New Condition With No Scuffs Or Marks. Bottom Soles Show Very Light Wear All Offers Are Appreciated! more | go to store |
 | Madewell Shoes | Madewell Bradley Chelsea Lugsole Boot | Color: Black | Size: 8 Super Comfy But Selling To Downsize My Shoe Collection. Never Worn Was Final Sale. Hit The Streets In This Classic Pull-On Chelsea Boot With Superchunky Lug Soles. The Wide Elastic Gore Not Only Looks Cool, But Also Makes On-And-Offs So Easy. And,... more | go to store |
 | Reposhing This Item I Purchased From @Thehive3203. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more | go to store |
 | Madewell Shoes | Madewell Heeled Chelsea Boots, Size 11 | Color: Black | Size: 11 Black Chelsea Boots Heeled Booties Perfect Addition To Your Fall Wardrobe. more | go to store |
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