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    Best Seller
    Madewell Shoes | Madewell Chelsea Boots | Color: Brown | Size: 10

    Madewell Shoes | Madewell Chelsea Boots | Color: Brown | Size: 10

    Madewell Leather Chelsea Boots. Well Loved But Ready For A Second Home. Would Be Perfect After A Trip To The Cobbler. This Style Is Discontinued. Size 10 - Fits Tts. more

    $30.00

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    Madewell Shoes | Madewell Leather Chelsea Boot | Color: Black | Size: 7

    Madewell Shoes | Madewell Leather Chelsea Boot | Color: Black | Size: 7

    Flat, Black Leather Chelsea Boots From Madewell. Excellent Quality Shoes And In Good Shape, Just Rotating For Something New. more

    $50.00

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    Best Seller
    Madewell Shoes | Madewell Citywalk Lugsole Chelsea Boots | Color: Brown/Tan | Size: 10

    Madewell Shoes | Madewell Citywalk Lugsole Chelsea Boots | Color: Brown/Tan | Size: 10

    Madewell Citywalk Lugsole Chelsea Boots Size 10 In Brown Leather (Color Most Accurate In Stock Photos). Sole Are In Near Perfect Condition, One Small Scuff On The Toe That Needs To Be Buffed Out (See Last Close Up Image). Chunky Sole That Is Good For... more

    $75.00

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    Madewell Shoes | Madewell The Bradley Chelsea Lugsole Boot Sz 7.5 Ng669 | Color: Brown | Size: 7.5

    Madewell Shoes | Madewell The Bradley Chelsea Lugsole Boot Sz 7.5 Ng669 | Color: Brown | Size: 7.5

    Sellers Note: These Boots Do Not Have Their Box. They Have Been Tried On At The Store. There’s Some Minor Scratches. Please Refer To Picture. There Is A Little Bit Of Sticker Residue On The Bottom Of The Boot. Hit The Streets In This Classic Pull-On... more

    $125.00

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    Madewell Shoes | Madewell Laura Spotted Calf Hair Chelsea Boot 9.5 | Color: Brown/Tan | Size: 9.5

    Madewell Shoes | Madewell Laura Spotted Calf Hair Chelsea Boot 9.5 | Color: Brown/Tan | Size: 9.5

    Madewell Laura Spotted Calf Hair Chelsea Boot 9.5 >Only Worn Once Or Twice >Style: The Laura Bootie >Rounded Toe, Stacked Block Heel >Chelsea, Pull On Style >Color: Spotted Dyed Calf Hair >Size 9 1/2 >Heel Height Is Approx. 3in Please Remember That... more

    $89.00

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    Madewell Shoes | Madewell Cleary Chelsea Boot In Leather, Sz 7, Nh206 | Color: Brown/Orange | Size: Various

    Madewell Shoes | Madewell Cleary Chelsea Boot In Leather, Sz 7, Nh206 | Color: Brown/Orange | Size: Various

    Nwob Color English Saddle 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... more

    $118.00

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    Madewell Shoes | Madewell Snakeskin Chelsea Boot | Color: Black | Size: 6

    Madewell Shoes | Madewell Snakeskin Chelsea Boot | Color: Black | Size: 6

    Reposhing This Item I Purchased From @Misse40. Loved It, But Ready To Rotate For Something New. Marked 5.5 But Madewell Boots Run A 1/2 Size Large And These Fit Like A 6. Questions? Leave A Comment Below! more

    $40.00

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    Madewell Shoes | Madewell The Laura Chelsea Boot | Color: Red/Tan | Size: 7.5

    Madewell Shoes | Madewell The Laura Chelsea Boot | Color: Red/Tan | Size: 7.5

    Madewell The Laura Chelsea Boots Size 7.5. Only Worn Once. These Are Stunning In Person! Minimal Signs Of Wear Pictured. They Have Been Stored In A Plastic Shoe Box. The Laura Chelsea Boot With A Taller Shaft That Fits Close To The Ankle And A Block... more

    $55.00

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    Madewell Shoes | Madewell The Benning Chelsea Boot In Warm Cinnamon Brown | Color: Brown | Size: 6.5

    Madewell Shoes | Madewell The Benning Chelsea Boot In Warm Cinnamon Brown | Color: Brown | Size: 6.5

    Madewell The Benning Chelsea Boot In Warm Cinnamon Brown Size 6.5 In Good Condition Features: Stylish, Leather, Neutral, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boots, Staple, Timeless, Everyday, Everyday Style, Chelsea Boot Size: Womens... more

    $80.00

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    Madewell Shoes | Madewell The Marco Wooden-Heel Chelsea Boots 8.5 Black | Color: Black | Size: 8.5

    Madewell Shoes | Madewell The Marco Wooden-Heel Chelsea Boots 8.5 Black | Color: Black | Size: 8.5

    Leather Upper. Leather Lining. Wooden Platform. Good Condition With Signs Of Use See Pics more

    $55.00

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    Madewell Shoes | Madewell Chelsea Rain Boots | Color: Black/Green | Size: 6

    Madewell Shoes | Madewell Chelsea Rain Boots | Color: Black/Green | Size: 6

    Price Reflects Flaws Flaws Shown In Photos more

    $65.00

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    Madewell Shoes | Madewell The Chelsea Boot | Color: Black | Size: 7.5

    Madewell Shoes | Madewell The Chelsea Boot | Color: Black | Size: 7.5

    Reposhing This Item I Purchased From @Emaclark. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more

    $50.00

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    Madewell Shoes | Madewell Nico Taupe Suede Chelsea Boots | Color: Gray | Size: 8.5

    Madewell Shoes | Madewell Nico Taupe Suede Chelsea Boots | Color: Gray | Size: 8.5

    Worn (See Pics) more

    $28.00

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    Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Brown/Tan | Size: 7

    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

    $50.00

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    Madewell Shoes | Madewell The Ivy Chelsea Boot Size 7.5 | Color: Black | Size: 7.5

    Madewell Shoes | Madewell The Ivy Chelsea Boot Size 7.5 | Color: Black | Size: 7.5

    Madewell The Ivy Chelsea Boot Size 7.5 In Black Leather These Were Store Display, Otherwise Brand New Please Note That Wear/Scuffing Reflected Is Do To Store Handling We Toughened Up Classic Chelsea Boots With A Utilitarian Lug Sole. Made Of Rich... more

    $149.00

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    Madewell Shoes | Madewell Chelsea Boots | Color: Brown | Size: 9

    Madewell Shoes | Madewell Chelsea Boots | Color: Brown | Size: 9

    Only Wore Like 4 Times- No Box! more

    $75.00

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    Madewell Shoes | Madewell Chelsea Boots | Color: Tan | Size: 5.5

    Madewell Shoes | Madewell Chelsea Boots | Color: Tan | Size: 5.5

    Madewell Light Tan Suede And Leather Ankle Chelsea Boots. Pull On With Black Elastic On Side. Great Condition. Size 5.5 more

    $30.00

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    Madewell Shoes | Madewell Sonia Low Chelsea Boots Size 7.5 | Color: Black/Tan | Size: 7.5

    Madewell Shoes | Madewell Sonia Low Chelsea Boots Size 7.5 | Color: Black/Tan | Size: 7.5

    Madewell Sonia Low Chelsea Boots Size 7.5 -New Whit Box -An Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To A Chelsea Boot That Serves As A Versatile Work-To-Weekend Style. 1 3/4" Heel - 3" Shaft - Pull-On Style With Elastic Gore... more

    $70.00

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    Madewell Shoes | Euc Madewell Chelsea Boot, Brown | Color: Brown | Size: 9

    Madewell Shoes | Euc Madewell Chelsea Boot, Brown | Color: Brown | Size: 9

    Enjoy The Effortless Style Of This Classic Madewell Chelsea Boot With A Smooth Leather Upper, Leather Lining, Elastic Insets For Easy On-And-Offs, Cushioned Insoles And Durable Rubber Soles With A ~1 Inch Heel, ~6 Inch Shaft. Euc, Minor Creases,... more

    $150.00

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    Madewell Shoes | Carina Madewell Chelsea Platform Boot In Black | Color: Black | Size: 6.5

    Madewell Shoes | Carina Madewell Chelsea Platform Boot In Black | Color: Black | Size: 6.5

    Black Faux Leather, Lightly Worn, Size 6.5 more

    $156.00

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    Madewell Shoes | Madewell Sonia Low Leather Chelsea Boot Snakeskin Print Nwt (New With Box) | Color: Black/Brown | Size: 9.5

    Madewell Shoes | Madewell Sonia Low Leather Chelsea Boot Snakeskin Print Nwt (New With Box) | Color: Black/Brown | Size: 9.5

    Ankle Booties With 1 3/4” Stacked Heel, Leather Upper With Pull-On Elastic Gore, Cushioned Footbed more

    $60.00

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    Madewell Shoes | Madewell The Benning Chelsea Boot In True Black Leather | Color: Black | Size: 10

    Madewell Shoes | Madewell The Benning Chelsea Boot In True Black Leather | Color: Black | Size: 10

    Madewell The Benning Chelsea Boot In True Black Leather Size 10 In Good Condition Features: Stylish, Leather, Neutral, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boots, Staple, Timeless, Everyday, Everyday Style, Chelsea Boot Size: Womens 10 more

    $100.00

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    Madewell Shoes | Madewell Grayson Chelsea Ankle Boots In Black Leather 8.5 | Color: Black/Brown | Size: 8.5

    Madewell Shoes | Madewell Grayson Chelsea Ankle Boots In Black Leather 8.5 | Color: Black/Brown | Size: 8.5

    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

    $88.00

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    Madewell Shoes | Madewell Ivy Chelsea Boot In Bison Leather - Cognac Brown | Color: Brown/Tan | Size: 7

    Madewell Shoes | Madewell Ivy Chelsea Boot In Bison Leather - Cognac Brown | Color: Brown/Tan | Size: 7

    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

    $80.00

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    Madewell Shoes | Madewell Raegan Tan Genuine Leather Slip On Chelsea Boots Sz 8 | Color: Tan | Size: 8

    Madewell Shoes | Madewell Raegan Tan Genuine Leather Slip On Chelsea Boots Sz 8 | Color: Tan | Size: 8

    Brand / Info Madewell. Genuine Leather, Tan Color. Slip On Style With Stretchy Sides. Has Pulls At Achilles Tendon To Easily Slip Shoes On. Leather Upper. Leather Lining. Synthetic Sole. Made In Brazil. Style # J8307 Size / Feels Like 8, True To Size... more

    $61.00

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    Madewell Shoes | Madewell Dani Chelsea Boots - 8 | Color: Brown | Size: 8

    Madewell Shoes | Madewell Dani Chelsea Boots - 8 | Color: Brown | Size: 8

    In Excellent Condition And So Comfy And Cool A Classic With A Cool Spin, This Leather Chelsea Boot Has A Very-Now Chunky Rubber Lug Sole. Comfy Neoprene Insets And Pull Tabs Make Taking These On And Off A Breeze. And, Cushiness Alert: Our Mwl Cloudlift... more

    $50.00

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    Madewell Shoes | Madewell Wyckoff Chelsea Lugsole Boot | Color: Black | Size: 5.5

    Madewell Shoes | Madewell Wyckoff Chelsea Lugsole Boot | Color: Black | Size: 5.5

    Size 5.5 Worn 2/3 Times - Like New Condition Missed Return Window Still In Box more

    $120.00

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    Madewell Shoes | Madewell Size 7.5 Chelsea Boots, Like New. | Color: Brown | Size: 7.5

    Madewell Shoes | Madewell Size 7.5 Chelsea Boots, Like New. | Color: Brown | Size: 7.5

    Size 7.5 Madewell Carina Chelsea Boot - In Suede. Grey/Brown In Color. Barely Worn! more

    $40.00

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    Madewell Shoes | Carina Platform Chelsea Boot Madewell | Color: Black | Size: 10

    Madewell Shoes | Carina Platform Chelsea Boot Madewell | Color: Black | Size: 10

    Stylish And Sleek Carina Platform Chelsea Boot From Madewell! Genuine Leather And Very Comfortable. Worn Once, Excellent Condition. more

    $48.00

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    Madewell Shoes | Madewell Ainsley Chelsea Boot In Spotted Calf Hair | Color: Brown | Size: 7.5

    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

    $158.00

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    Madewell Shoes | Madewell Chelsea Boots Size 8 | Color: Black | Size: 8

    Madewell Shoes | Madewell Chelsea Boots Size 8 | Color: Black | Size: 8

    Black Leather Madewell Chelsea City Walking Boots. Comfortable And Stylish With Minimal Wear. more

    $25.00

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    Madewell Shoes | Madewell Chelsea Pull On Boot In Distant Sand - Size 6! | Color: Tan | Size: 6

    Madewell Shoes | Madewell Chelsea Pull On Boot In Distant Sand - Size 6! | Color: Tan | Size: 6

    Madewell Chelsea Pull On Boot In Distant Sand - Size 6. Nwt more

    $100.00

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    Madewell Shoes | New Leather Madewell The Carina Platform Chelsea Boot Size 7.5 Ivory Cream Heel | Color: Black/Cream | Size: 7.5

    Madewell Shoes | New Leather Madewell The Carina Platform Chelsea Boot Size 7.5 Ivory Cream Heel | Color: Black/Cream | Size: 7.5

    Product Details - This Classic Chelsea Boot Is Made For Walkin', Thanks To The Lightweight Eva Platform And Chunky Heel. Made Of Smooth Leather, It's The Edgy Pair That Can Be Worn With Everything From Dresses To Jeans. And, Cushiness Alert: Our Mwl... more

    $65.00

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    Madewell Shoes | Madewell "Carina" Chelsea Boot In Snake Embossed Leather Size: 7m | Color: Brown/Tan | Size: 7

    Madewell Shoes | Madewell "Carina" Chelsea Boot In Snake Embossed Leather Size: 7m | Color: Brown/Tan | Size: 7

    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

    $75.00

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    Madewell Shoes | Madewell, The Benning Chelsea Boot | Color: Black | Size: 9

    Madewell Shoes | Madewell, The Benning Chelsea Boot | Color: Black | Size: 9

    New In The Box & Never Worn. more

    $85.00

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    Madewell Shoes | Madewell The Autumn High Chelsea Calf Hair Boot | Color: Black/Brown | Size: 8.5

    Madewell Shoes | Madewell The Autumn High Chelsea Calf Hair Boot | Color: Black/Brown | Size: 8.5

    Madewell The Autumn High Chelsea Boot. Genuine Calf Hair In A Leopard Print. Calf Hair Upper, Man Made Sole. 6” Shaft, 2” Heel. Size 8.5 “Made Of Leopard-Print Calf Hair (So You'll Smile Every Time You Look Down), These Cool Pull-On Chelsea Boots Are... more

    $72.00

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    Madewell Shoes | Madewell The Mariam Chelsea Boot In Pebbled Leather 6.5. New No Box | Color: Black | Size: 6.5

    Madewell Shoes | Madewell The Mariam Chelsea Boot In Pebbled Leather 6.5. New No Box | Color: Black | Size: 6.5

    Madewell The Mariam Chelsea Boot In Pebbled Leather 6.5. New No Box more

    $90.00

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    Madewell Shoes | ! Madewell $198 Grayson Brogue Chelsea Boots J8292 | Color: Brown/Tan | Size: Various

    Madewell Shoes | ! Madewell $198 Grayson Brogue Chelsea Boots J8292 | Color: Brown/Tan | Size: Various

    Madewell $198 The Grayson Brogue Chelsea Boots Amber Brown J8292 Per Madewell Our Design Team Took Age-Old Western Boot Detailsa Stacked Raw Leather Heel, A Pointy Toe, Brogue Perforationsand Cut Them Low On The Ankle To Make Your Legs Look Even... more

    $55.00

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    Madewell Shoes | Madewell | The Bradley Chelsea Lugsole Boot, 10.5 Nwot | Color: Black/Brown | Size: 10.5

    Madewell Shoes | Madewell | The Bradley Chelsea Lugsole Boot, 10.5 Nwot | Color: Black/Brown | Size: 10.5

    Madewell Brown And Black Leather Bradley Chelsea Lugsole Pull-On Mid-Calf Boot. Brand New Without Tag Or Box; Never Worn. Though Never Worn, There Are A Few Visible But Mild Scuffs, Probably From Trying On (Pictured). Size 10.5 Ke more

    $95.00

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    Madewell Shoes | Madewell The Benning Chelsea Boot Sz 7 Nn017 | Color: Black | Size: 7

    Madewell Shoes | Madewell The Benning Chelsea Boot Sz 7 Nn017 | Color: Black | Size: 7

    New Without Box And A Defect There’s A Small Hole In The Elastic By The Seam In The Right Shoe See Pics Coming In Supersoft Leather, These Chelsea Boot Have Stretchy Gores And A Walkable Stacked Heel. And, Cushiness Alert: Our Mwl Cloudlift Lite... more

    $75.00

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    More information about Men's Shoes

    Best prices on Madewell shoes madewell spencer chelsea, Boots in Men's Shoes online. Visit Bizrate to find the best deals on top brands. Read reviews on Clothing & Accessories merchants and buy with confidence.