You're in Men's Shoes
Need a Personal Shopper?
Subscribe to
Bizrate emails for the hottest
deals & products,
PLUS a chance to
WIN $25
sign me up!
New winners chosen weekly.
No purchase necessary.
| Best Seller  | Crafted From Spotted Calf Hair, This Update To Our Best-Selling Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Insets (Aka They Have Major I-Get-Stuff-Done-But-Don't-Take-Myself-Too-Seriously Vibes). Cushiness Alert: We've Added An... ... more | go to store |
 | Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Brown/Tan | Size: 8 Madewell The Ainsley Chelsea Boot Size 8. English Saddle Never Worn And Comes With Original Box. Crafted From Buttery Leather And The Mwl Cloudlift Lite Padding For Extra Comfort. Please Note: These Boots Fit Narrow But Will Stretch With Wear From... ... more | go to store |
| Best Seller  | Cleaning Out My Closet - Please Check My Other Listings For Shoes In Size 6 And Clothing In 00, 0, 2, Xxs, Xs, Petite Sizes. All Items Ship Fast From Smoke Free And Pet Free Home! Reasonable Offers Welcome! Bundle And Save! Brand: Madewell Size: 6... ... more | go to store |
 | Madewell Shoes | Madewell 'The Ainsley' Chelsea Boot | Color: Brown/Tan | Size: 8.5 Madewell 'The Ainsley' Chelsea Boot. Color - English Saddle. Size 8.5. Worn Only A Couple Of Times. ... more | go to store |
 | Madewell Shoes | Madewell Ainsley Chelsea Boots | Color: Brown/Tan | Size: 9 Reposhing This Item I Purchased From @Woodwearitagain. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! ... more | go to store |
 | Madewell Shoes | Madewell Ainsley Leather Chelsea Boot Sz 7.5 | Color: Black | Size: 7.5 In Excellent Pre Owned Condition, Some Minor Wear/Scuffs, See Photos. Genuine Leather ... more | go to store |
 | Madewell Shoes | Madewell Ainsley Chelsea Boot- English Saddle 7.5 | Color: Brown | Size: 7.5 Good Condition. Pet Free Smoke Free Home. ... 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 |
 | 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 Ainsley Chelsea Boot | Color: Black | Size: 7.5 Classic Madewell Chelsea Boots With A 1 1/4” Heel. Original Box Included. Style J8295. Upper And Lining 100% Leather. Minimal Signs Of Wear, Really Cute And Comfy For Fall! Tts, Shipped With Original Box. ... 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 Boot In Spotted Calf Hair | Color: Brown | Size: 7.5 Worn Twice. Like New! Comes With Box. True To Size. ... more | go to store |
 | Madewell Shoes | Final Sale Madewell Regan Chelsea Boots Size 7.5 | Color: Brown/Tan | Size: 7.5 In Good Worn Condition, True To Size! Madewell Boots Are In A Gorgeous Cognac Leather And Have A Great 2.5” Heel That Add Height But Are Comfortable To Walk In And Go With Everything. Feature Some Wear And Slight Discoloration, As Pictured. Originally... ... more | go to store |
 | Euc Minimal Wear On The Shoes. Got Dust During Storage. Needs A Suede Brush To Clear Up. ... 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 |
 | Gorgeous Madewell Chelsea Ankle Boots. A Beautiful Light Chestnut Color. Lug Soles For Fall, Winter And Spring Weather. Soft Pebbled Leather. Pull-On With Elastic.Size 7. Wore A Couple Of Times, So Leather Creased A Little. They Are Extremely... ... more | go to store |
 | Questions? Leave A Comment Below! New Without Box 7.5 Us Croc Embossed Leather Small Scuff On Back Of Right Heel ... more | go to store |
 | Madewell Shoes | Madewell The Kat Chelsea Tan Suede Ankle Boots Size 7 | Color: Brown/Tan | Size: 7 Madewell The Kat Chelsea Tan Suede Ankle Booties. There Are Some Slight Signs Of Wear (Mostly On The Bottom) But Lots Of Life Left. Otherwise In Excellent Condition. Size 7 ... more | go to store |
 | Madewell Shoes | New Madewell Regan Boot Chelsea Boot Calf Hair | Color: Brown/Tan | Size: 7 Made Of Leopard-Print Calf Hair, These Cool Pull-On Boots Have Block Heels For A Little Extra Height (That's Still Walking-Friendly). Cushiness Alert: We've Added An Extra Layer Of Padding To Make Them Even Easier On The Feet. This Cool Pull-On Boot... ... more | go to store |
 | With A Rounded Toe And Stacked Mid-Height Heel That's Perfect For Walking Around In All Day, These Wear-Everywhere Chelsea Boots In Textural Snakeskin-Stamped Leather Have Elastic Goring And A Pull-Tab That Makes On-And-Off A Breeze. Cushiness Alert:... ... more | go to store |
 | Pre-Owned Condition 8/10, Tear And Light Scratches Size 10 ... more | go to store |
 | Madewell Shoes | Madewell Ainsley Chelsea Black Leather Boots Size 9 M | Color: Black | Size: 9 Reposhing This Item I Purchased From @Lgreco6. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! ... more | go to store |
 | Madewell Shoes | Madewell The Ainsley Chelsea Boot In Black Leather, Size 5 | Color: Black | Size: 5 Madewell The Ainsley Chelsea Boot In Black - Back Leather Pull -Slip On Style -Block Heel -Used Condition ... more | go to store |
 | 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. Man-Made Sole. Euc No Signs Of Wear. Looks New! ... more | go to store |
 | Brand New, Never Worn. In Excellent Condition. Purchase Comes With Original Box And Packaging. Crafted From Spotted Calf Hair, This Update To Our Best-Selling Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Insets (Aka They Have Major... ... more | go to store |
 | Madewell Shoes | Madewell Ainsley Chelsea Ankle Boots Size 6 | Color: Black/Brown | Size: 6 Reposhing This Item I Purchased From @Jjfrommycircle. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! ... more | go to store |
 | Madewell Shoes | Madewell Ainsley Chelsea Boot. Black. Size 8. | Color: Black | Size: 8 Guc. Madewell's Ainsley Chelsea Boot In Black Leather. Size 8. Comes With Box (Slight Damage To The Box Top But Does Not Affect Shoes Or Storage Of Shoes) Smoke-Free But Cat Friendly Home. From The Madewell Site: Crafted From Buttery Leather, This... ... more | go to store |
 | Madewell Shoes | Madewell J8295 Ainsley Chelsea Boot - Black Size 9 | Color: Black | Size: 9 Only Worn A Handful Of Times, Overall Excellent Condition Except For Cracking In The Leather Sole From Storage. Made In Brazil. Fits Tts. ... 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 |
 | Black Leather Upper Chelsea Side Panels Ankle Height Really Great Condition Gently Worn ... more | go to store |
 | In Good Condition! Some Wear On The Toes Of The Leather. The Soles And Insoles Are In Almost New Condition. In A Beautiful Cognac Color With Multi-Colored Lug Soles. Reasonable Offers Welcome! ... more | go to store |
 | Madewell Shoes | Madewell Snake-Embossed Leather Chelsea Ankle Boot | Color: Brown/Tan | Size: 7 New In Box!!! Heather / Natural Sonia Chelsea Ankle Boot. Great For Back To School Or Back To Work. 1.75'' Heel 3'' Shaft Pull-On With Elastic Gore Insets Tapered, Stacked Heel Almond Toe Cushioned Footbed Leather Upper Leather Lining Man-Made Sole... ... more | go to store |
 | Madewell Shoes | Madewell Chelsea Boot | Color: Brown/Tan | Size: 7.5 Euc Amber Brown Suede “The Grayson Chelsea Boot” By Madewell ... more | go to store |
 | With A Taller Shaft That Fits Close To The Ankle And A Sexy High Heel, These Sleek Spotted Calf Hair Boots Look Good With Everything From Skinnies To Wide-Legs To Skirtsin Other Words, You'll Wear Them A Ton. Cushiness Alert: Our Mwl Cloudlift Lite... ... more | go to store |
 | Madewell Shoes | Madewell The Clearly Chelsea Boot In Leather | Color: Brown/Tan | Size: 7.5 Size 7.5 In Color English Saddle! Brand New In Box Never Worn! ... more | go to store |
 | Madewell Shoes | Madewell Ainsley Chelsea Boot In Camel Leather | Color: Brown | Size: 10 Euc Madewell Ainsley Chelsea Boot In Camel Size 10. Only Worn 3 Times. Small Mark On Front Of One Of The Shoes. Not Noticeable When On Since It Is So Small. Price Reflects This. Super Cute And Comfy! Open To Reasonable Offers ... more | go to store |
 | Madewell Shoes | Madewell Ainsley Leather Chelsea Boots | Color: Brown | Size: 9.5 Gorgeous Leather Chelsea Boots With Elastic On The Sides. These Are In Great Used Condition With Some Signs Of Wear As Shown, But Have Lots Of Life Left. I’m Also Selling These In A Size 9. Offers Welcome! Check Out The Other Madewell Items In My... ... more | go to store |
 | Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Brown | Size: 8 Leather Size 8 Chelsea Boots From Madewell. They Have Been Loved And Worn, Please Note The Signs Of Wear. These Boots Are Super Well Made And Feel Great! ... more | go to store |
 | Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Orange/Tan | Size: 6 The Ainsley Chelsea Boot In English Saddle Brown. 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... ... more | go to store |
Ads related to Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Brown/Tan | Size: 7
