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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 |
 | With A Taller Shaft That Fits Close To The Ankle And A Sexy High Heel, These Sleek Leather Boots Look Good With Everything From Skinnies To Wide-Legs To Skirtsin Other Words, You'll Wear Them A Ton. Plus, This Pair Is Made From Isa Lite (Low Impact To... more | go to store |
| Best Seller  | Madewell Shoes | Madewell Heeled Chelsea Boots | Color: Black | Size: 9 Sz 9 Madewell Chelsea Boots. Genuine Leather. Classic Timeless Boots. more | go to store |
 | Madewell Shoes | Madewell The Carina Chelsea Boot | Color: Black | Size: 6 Euc - Feet Grew 1/2 Size With Pregnancy And These No Longer Fit. 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:... more | go to store |
 | Madewell Shoes | Madewell Dani Chelsea Lugsole Boot | Color: Brown | Size: 9.5 Color: Stable Worn Twice, Ordered The Wrong Size And Can’t Return. They’re Amazing Boots Though. Warm, With Good Tread And Great Quality Leather. 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 Ainsley Chelsea Boot | Tan | Color: Tan | Size: 7.5 Madewell Ainsley Chelsea Boot Crafted From Buttery Leather This Updated Chelsea Boot Has A Pared Down Look Thanks To Sleek Convered Insets. Pointed Toe Minor Creasing, Otheriwse In Great Condition Size-7.5 Heel Height- 2in Color- Tan more | go to store |
 | Madewell Shoes | Madewell Low Chelsea Boots In Snake Embossed Leather | Color: Black/Cream | Size: 8 Nwot. Madewell Low Chelsea Boots In Snake Embossed Leather Color Black, Beige And White Size 8 The Combination Of Supple Leather And Padded Footbed Keeps You In Your Feet In Comfort. Pull On With Dual Elastic Gore Insets Tapered, Stacked Heel Cushioned... more | go to store |
 | Madewell Shoes | Madewell Regan Chelsea Boot In Leather | Color: Brown | Size: 10 Barely Worn - Madewell Regan Chelsea Boot In Leather - Brown Leather - Size 10 - Barely Worn - Good Condition 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 Block Heel Boot (7) | Color: Black | Size: 7 Brand: Madewell Size: 7 Color: Black With Silver Zipper Condition: Excellent (Never Worn) Material: Leather And Suede Heeled Bootie 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 Shoes | Madewell Ainsley Chelsea Boots | Color: Silver | Size: 7 Genuine Leather Chelsea Boots Used But Still In Good Condition They Just Need A Good Polish And It’ll Look Good As New! more | go to store |
 | Madewell Shoes | Madewell Ainsley Chelsea Boots Sz 5.5 | Color: Brown | Size: 5.5 These Are In Fantastic Used Condition. Please Review All Of The Pictures Closely, And If You Have Any Questions, Please Feel Free To Ask. 4" Shaft Height 1 3/16" Heel. Leather Upper And Lining. Man-Made Sole. Import. 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 Low Chelsea Boots | Color: Black/Gray | Size: 7 New Out Of The Box Chelsea Boot From Madewell In A Snake A Embossed Leather. Size 7, However This Boot Runs Small And I Would Advise Going Half Size Up. Pull On Boot, With Cushioned Footbed. Heel Is 1.75” more | go to store |
 | Madewell The Ivy Chelsea Boot In Croc Embossed Leather In Brown, Size 6.5 Great Condition, Normal Signs Of Use, See The Pictures. Sole: 10" more | go to store |
 | Madewell Shoes | Madewell Cleary Chelsea Ankle Boot | Color: Black | Size: 11 Madewell Cleary Chelsea Boot 7/8" Heel. Leather Upper. Pigskin Collar. Rubber Sole. Some Abrasions/Wear To Uppers And Wear To Soles, Otherwise Very Good Preowned Condition. more | go to store |
 | Madewell Bryce Chelsea Camel Brown Suede Ankle Booties Boots Size 8.5 Good Preowned Condition Streamlined And Undeniably Cool, This Suede Chelsea Boot Has A A Low-Key Western Vibe We Love. Cuff Up Or Tuck In Your Jeansthese Hit Right At The Ankle. -... more | go to store |
 | Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Black | Size: 9 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. When You Select Your Size, "H" Equals A Half... more | go to store |
 | Madewell Shoes | Madewell Grayson Chelsea Boot In Velvet 9.5 | Color: Cream/Tan | Size: 9.5 Madewell Suede Ankle Boots Size 9.5 Heal Height 2.5" Shaft 3" Pointed Toe Genuine Leather Condition: Black Mark Inside, Scuff At Tip Of Bottom Sole Leather (Sold Out On Website) Size: 9.5 Thank You For Checking Out My Posh Closet! I Am A Fast Shipper... more | go to store |
 | Madewell Shoes | Madewell Gusset Chelsea Boots In Suede | Color: Black | Size: 7 Chelsea Ankle Boots In Black Suede And Leather Detail. Low Heel, Runs True To Size. Comes In Original Box 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 Spencer Chelsea Pull On Ankle Bootie Tan Size 8.5 | Color: Tan | Size: 8.5 Madewell Spencer Chelsea Pull On Tan Ankle Bootie Size 8.5 Leather Upper Leather Lining Color: Tan Chunky Heel Slip On Style Style# C1375 Perfect For Fall! Pre-Owned With A Small Flaw On The Upper Toe And Heel. Please See Pictures more | go to store |
 | Madewell Regan Chelsea Ankle Boot In English Saddle. Made Of Rich Leather, These Cool Pull-On Boots Have Block Heels For A Little Extra Height. Color: Brown Size 7.5 Condition : Preloved, No Rips, Holes Or Tears. Normal Signs Of Wear. No Modeling... more | go to store |
 | Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Brown/Tan | Size: 7 Moving Soon So I Really Need To Clear Out The Closet! Gently Worn Madewell Boots In Cognac Color. Totally Love These Boots But I Am Never Reaching For Them These Days. From Madewell: Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared... more | go to store |
 | Madewell Grayson Chelsea Ankle Boots In Black Leather 8.5 Our Design Team Took Age-Old Western Boot Detailsa Stacked Raw Leather Heel, A Pointy Toeand Cut Them Low On The Ankle To Make Your Legs Look Even Longer. A Pull-On Style For In-Between Weather... more | go to store |
 | Madewell The Laura Chelsea Boot In Leather Brown Size 6.5 Stacked Heel Size: 6.5 Color: Brown With A Taller Shaft That Fits Close To The Ankle And A Sexy High Heel, These Sleek Leather Boots Look Good With Everything From Skinnies To Wide Legs To... more | go to store |
 | Madewell Shoes | Madewell The Walker Chelsea Suede Bootie | Color: Green | Size: 7 Pre Loved Used A Handful Of Times Or Less Pet And Smoke Free Home 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. When You Select Your Size, "H"... more | go to store |
 | Madewell Shoes | Madewell Ivy Chelsea Boot | Color: Black | Size: 9.5 Leather Chelsea Boot From Madewell. Lightly Worn And In Great Condition. Perfect For Fall And Winter! more | go to store |
 | Madewell Shoes | Madewell Ivy Chelsea Brown Croc Ankle Boots 5 | Color: Brown/Tan | Size: 5 In Overall Great Condition. Smoke Free Home. Size: 5 Brown Croc Pull On Leather Casual Neutral Elastic Side Gore more | go to store |
 | Madewell Shoes | Madewell Toasty Chelsea Boot In Dried Barley | Color: Brown/Tan | Size: 6 Excellent Used Condition. Worn A Handful Of Times. Wear As Pictured. Suede Leather Upper. Very Comfortable! more | go to store |
 | Madewell Shoes | Madewell Ainsley Chelsea Boot Black | Color: Black | Size: 8.5 Madewell Ainsley Chelsea Boot Black Product Details Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Insets. 2” Heel. Leather Upper And Lining. more | go to store |
 | Madewell Laura Chelsea Real Fur Dyed Spotted Calf Hair Hilty Block Boots Size 7 Brand: Madewell Size: 7 Color: Tan And Brown Pattern: Leopard Material: Leather Condition: Preloved, In Good Condition, Stretch Band Shows Minimal Features: Slip On Closure... more | go to store |
 | Madewell Shoes | Madewell Brown Chelsea Boots | Color: Black/Brown | Size: 7 Brown Leather Chelsea Boots From Madewell, Size 7. Lightly Worn, Very Comfortable. Love Them But Don’t Fit Me Perfectly more | go to store |
 | Madewell Low Chelsea Boot In Snake Embossed Leather Size 6 New In Box Pull On Low Ankle Boots With Dual Elastic Gore Inserts, Pointed Almond Toe And Stacked Block Heel. Leather Upper With A Neutral Tone Black, Brown, Tan, And Cream Embossed Textured... more | go to store |
 | Great Condition, Only Worn Inside To Try On more | go to store |
 | Madewell Shoes | Madewell The Bradley Chelsea Lugsole Boots Size 8 | Color: Black/Brown | Size: 8 Madewell The Bradley Chelsea Lugsole Boots Size 8. Excellent Condition. Brown And Black "Stable" Color. Sturdy And Stable Support. Leather. Pull On. more | go to store |
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