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    Best Seller
    Madewell Shoes | Madewell Size 9.5 Wyckoff Chelsea Lugsole Boots In Chocolate Raisin | Color: Brown | Size: 9.5

    Madewell Shoes | Madewell Size 9.5 Wyckoff Chelsea Lugsole Boots In Chocolate Raisin | Color: Brown | Size: 9.5

    Ready For All Your Supercute Fall Fits, These Leather Chelsea Boots Have Stretchy Gores And Wear-All-Day-Everywhere Chunky Lugsoles. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. When You Select Your... more

    $130.00

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    Madewell Shoes | Madewell Ainsley Chelsea Boot In Metallic | Color: Gold | Size: 7

    Madewell Shoes | Madewell Ainsley Chelsea Boot In Metallic | Color: Gold | Size: 7

    Like New Madwell Ainsley Chelsea Boot Gently Worn - Minor Scuffing Crafted From Metallic Leather, This Updated Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Insets. Cushiness Alert: We've Added An Extra Layer Of Padding To Make Them... more

    $50.00

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    Best Seller
    Madewell Shoes | Madewell Ainsley Chelsea Boot - Black 7.5 | Color: Black | Size: 7.5

    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

    $40.00

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    Madewell Shoes | Madewell The Benning Chelsea Boot | Color: Gold/Tan | Size: 6.5

    Madewell Shoes | Madewell The Benning Chelsea Boot | Color: Gold/Tan | Size: 6.5

    Preowned In Great Condition! Madewell Coming In Supersoft Leather, These Chelsea Boot Have Stretchy Gores And A Walkable Stacked Heel. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. When You Select Your... more

    $82.00

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    Madewell Shoes | Madewell The Wyckoff Chelsea Lugsole Boot Sz 10 Nn020 | Color: Black | Size: 10

    Madewell Shoes | Madewell The Wyckoff Chelsea Lugsole Boot Sz 10 Nn020 | Color: Black | Size: 10

    Ready For All Your Supercute Fall Fits, These Leather Chelsea Boots Have Stretchy Gores And Wear-All-Day-Everywhere Chunky Lugsoles. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. When You Select Your... more

    $89.00

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

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

    Pre-Owned Madewell Short Chelsea Boot, Leather, Black Size 7. Great Used Condition With Minimal Signs Of Wear, Dirty On The Bottom Soles, No Visible Issues. Pull On, Stacked Heel, Leather Upper And Interior, And Accordion Style For Some Stretch Around... more

    $85.00

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    Madewell Shoes | Madewell “The Western Ankle Boot In Suede” -Walnut Shell Size 7 | Color: Brown/Cream | Size: 7

    Madewell Shoes | Madewell “The Western Ankle Boot In Suede” -Walnut Shell Size 7 | Color: Brown/Cream | Size: 7

    Pre-Loved Condition Comes With Box Modern And Chic, The Madewell The Western Ankle Boot In Suede Are A Must-Have In Your Footwear Collection. Crafted From Smooth Leather Upper. Breathable Leather And Textile Lining And Insole. Stretch Pull-On Style.... more

    $65.00

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    Madewell Shoes | Madewell Black Genuine Leather Clog Boot | Color: Black | Size: 11

    Madewell Shoes | Madewell Black Genuine Leather Clog Boot | Color: Black | Size: 11

    Gently Worn Madewell Black Leather Clog Boots With Stretch On Each Side. Measurements And Minor Imperfections Shown In Pics. Ask Me Any Questions more

    $50.00

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    Madewell Shoes | Madewell Size 6 The Benning Chelsea Boot In Warm Cinnamon | Color: Brown/Tan | Size: 6

    Madewell Shoes | Madewell Size 6 The Benning Chelsea Boot In Warm Cinnamon | Color: Brown/Tan | Size: 6

    New With Defects. Store Display Models And Have A Couple Areas Of Discoloration In The Leather - See Pics. Line On Inside Label To Prevent In Store Returns. Size 6 Color: Warm Cinnamon Coming In Supersoft Leather, These Chelsea Boot Have Stretchy Gores... more

    $74.00

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    Madewell Shoes | Madewell 6.5 Ainsley Brown Leather Chelsea Boots | Color: Brown | Size: 6.5

    Madewell Shoes | Madewell 6.5 Ainsley Brown Leather Chelsea Boots | Color: Brown | Size: 6.5

    Madewell 6.5 Ainsley Brown Leather Chelsea Boots. Used, Good Conditionsee Pictures, Plenty Of Life Left. Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Insets. Cushiness Alert: Our Mwl... more

    $28.00

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    Madewell Shoes | Madewell The Nico Boot | Color: Black | Size: 9

    Madewell Shoes | Madewell The Nico Boot | Color: Black | Size: 9

    Nico Ankle Boot. Black Leather With Pointed Toe, Stretch Elastic Gusset, Pull Tabs On Back. Few Scuffs And Wear At Toe Tips. more

    $55.00

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    Madewell Shoes | Madewell The Ainsley Chelsea Boot J8295 | Color: Brown | Size: Various

    Madewell Shoes | Madewell The Ainsley Chelsea Boot J8295 | Color: Brown | Size: Various

    Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Insets. Cushiness Alert: We've Added An Extra Layer Of Padding To Make Them Even Easier On The Feet. - Please Note: These Boots Fit Narrow But... more

    $89.00

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    Madewell Shoes | Madewell Like New The Chelsea Rain Boot | Color: Black | Size: 5

    Madewell Shoes | Madewell Like New The Chelsea Rain Boot | Color: Black | Size: 5

    Madewell Like New The Chelsea Rain Boot Like New Condition No Box Rudder Boot Chelsea Style Stretch Sides Black Size 5 more

    $45.00

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    Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Brown/Tan | Size: 8

    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

    $80.00

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    Madewell Shoes | - Madewell The Wyckoff Chelsea Lugsole Boot Nn020 Worn Once Chocolate Raisin | Color: Brown | Size: Various

    Madewell Shoes | - Madewell The Wyckoff Chelsea Lugsole Boot Nn020 Worn Once Chocolate Raisin | Color: Brown | Size: Various

    Ready For All Your Supercute Fall Fits, These Leather Chelsea Boots Have Stretchy Gores And Wear-All-Day-Everywhere Chunky Lugsoles. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. When You Select Your... more

    $78.00

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    Madewell Shoes | Madewell Carolyn Boot Size 7 Burgundy Leather | Color: Brown | Size: 7

    Madewell Shoes | Madewell Carolyn Boot Size 7 Burgundy Leather | Color: Brown | Size: 7

    Madewell's The Carolyn Boot, Size 7 In Soft Burgundy Leather, Featuring Mwl Cloudlift Padding For Comfort And Soft, Stretchy Leather For A 'Glove' Like Fit. Sleek And Polished, 2.5 Inch Heel, Color Reads Burgundy/Dark Brown. Brand New, Never Worn, In... more

    $148.00

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    Madewell Shoes | Madewell Suede Leather Ankle Boots Booties | Color: Red | Size: 8.5

    Madewell Shoes | Madewell Suede Leather Ankle Boots Booties | Color: Red | Size: 8.5

    Coming In Suede With Rounded Toe And Stretchy Gores, These Pull-On Ankle Boots Look Supercute Poking Out From Under Your Jeans Or Paired With Dresses. Plus, Cushiness Alert: With Mwl Cloudlift Lite Padding. 2" Heel. Suede Lining. Leather Lining.... more

    $30.00

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    Madewell Shoes | Https://Www.Madewell.Com/The-Benning-Chelsea-Boot-Nn017.Html | Color: Brown | Size: 9

    Madewell Shoes | Https://Www.Madewell.Com/The-Benning-Chelsea-Boot-Nn017.Html | Color: Brown | Size: 9

    Coming In Supersoft Leather, These Chelsea Boot Have Stretchy Gores And A Walkable Stacked Heel. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. Leather Upper. Leather Lining. Man-Made Sole. Do Well:... more

    $80.00

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    Madewell Shoes | Madewell Suede Leather Western Ankle Boots Size 8 Carmel Brown | Color: Brown | Size: 8

    Madewell Shoes | Madewell Suede Leather Western Ankle Boots Size 8 Carmel Brown | Color: Brown | Size: 8

    Madewell Suede Leather Western Cowgirl Ankle Boots Size 8 Carmel Brown Stretchy Opening Light Wear To Suede Toe Area And Soles Pre Owned Good Condition more

    $46.00

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    Madewell Shoes | New Madewell The Benning Chelsea Boot In Warm Cinnamon | Color: Brown/Tan | Size: Various

    Madewell Shoes | New Madewell The Benning Chelsea Boot In Warm Cinnamon | Color: Brown/Tan | Size: Various

    New Without Box. Line On Inside Label To Prevent In Store Returns. Color: Warm Cinnamon Coming In Supersoft Leather, These Chelsea Boot Have Stretchy Gores And A Walkable Stacked Heel. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like... more

    $118.00

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    Madewell Shoes | Madewell Lonny Boots | Color: Brown | Size: 7

    Madewell Shoes | Madewell Lonny Boots | Color: Brown | Size: 7

    Cute Ankle Height Madewell Booties. Stacked Heel For Added Height. Brown On Brown Stretch Panel With Ankle Strap Detail. Used Condition With Some Scuffs And Scrapes But Still Very Cute And Good Looking. more

    $22.00

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    Madewell Shoes | Madewell Suede The Bea Boot Size 7 Embroidered Ankle Zip Boho Metallic Booties | Color: Orange | Size: 7

    Madewell Shoes | Madewell Suede The Bea Boot Size 7 Embroidered Ankle Zip Boho Metallic Booties | Color: Orange | Size: 7

    Madewell Suede The Bea Boot Size 7 Embroidered Ankle Zip Boho Size: 7 In Great Pre-Owned Condition With Some Signs Of Wear On The Heel As Shown In Photos. Check Photos Pls. Check Out My Profile For More Deals! #900 Tags; Vintage, Y2k, 2000s, Corduroy,... more

    $27.00

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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 | Ankle Boots | Madewell | Color: Black/Cream | Size: 8

    Madewell Shoes | Ankle Boots | Madewell | Color: Black/Cream | Size: 8

    Snakeskin Pattern Short, Ankle Boots With Pointed Toe. Genuine Leather. Elastic Around Ankle For Stretch/Slide-On. Good Condition. Minor Signs Of Wear On Bottoms. Smoke/Pet Free Home. Additional Notes: Runs Small Measurements: Length- 10" Size- Wmns 8... more

    $60.00

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    Madewell Shoes | - Madewell Chelsea Tan Slip On Ankle Boots Sz 9 | Color: Tan | Size: 9

    Madewell Shoes | - Madewell Chelsea Tan Slip On Ankle Boots Sz 9 | Color: Tan | Size: 9

    Tan Leather With Elastic Stretch On Both Side For Easy Slip On Round Toe Leather Sole Preowned But In Good Condition more

    $65.00

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    Madewell Shoes | Madewell Laura Chelsea Real Fur Dyed Spotted Calf Hair Hilty Block Boots Size 7 | Color: Brown/Tan | Size: 7

    Madewell Shoes | Madewell Laura Chelsea Real Fur Dyed Spotted Calf Hair Hilty Block Boots Size 7 | Color: Brown/Tan | Size: 7

    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

    $125.00

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    Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Black | Size: 9

    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

    $100.00

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    Madewell Shoes | Euc Madewell Laura Boots Size 8.5 | Color: Brown/Tan | Size: 8.5

    Madewell Shoes | Euc Madewell Laura Boots Size 8.5 | Color: Brown/Tan | Size: 8.5

    Excellent Condition!! Madewell Laura Boots Size 8.5 Cognac Genuine Leather They Have Some Stretch In The Shaft So It Doesn’t Rub Your Ankle Like Other Booties Do!! Ankle Boots Bundle For A Discount Or Send Me An Offer! more

    $45.00

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    Madewell Shoes | Madewell Gwenda Platform Ankle Boot In Black Leather | Color: Black | Size: 8

    Madewell Shoes | Madewell Gwenda Platform Ankle Boot In Black Leather | Color: Black | Size: 8

    Worn 2 Times With Stretch Gores, A Chunky Platform And Stacked Heel, These Leather Ankle Boots Are The Best Of Both Worldscomfy And Cool. Plus, Our Mwl Cloudlift Lite Padding Makes It Feel Like You're Walking On A...Well, You Know. more

    $118.00

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    More information about Men's Shoes

    Best prices on Madewell shoes nib madewell hollie, Stretchable, 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.