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    Best Seller
    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 The Bradley Chelsea Lugsole Boots - Size: 7.5 | Color: Black | Size: 7.5

    Madewell Shoes | Madewell The Bradley Chelsea Lugsole Boots - Size: 7.5 | Color: Black | Size: 7.5

    New Without Tags - No Call-Outs Ready For All Your Supercute Fall Fits, These Leather Chelsea Boots Have Stretchy Gores And Wear-All-Day-Everywhere Chunky Lugsoles. And, Cushiness Alert 6" Shaft Height (Based On Size 7). 1 1/2" Heel Height. Leather... more

    $149.00

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    Best Seller
    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 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 The Justine Ankle Leather Boot | Color: Black | Size: 8

    Madewell Shoes | Madewell The Justine Ankle Leather Boot | Color: Black | Size: 8

    Excellent Like New Condition. Stunning Boots! So Comfortable, Genuine Leather. With A Chic Pointed Toe, Stretchy Back And Modern Sculpted Heel, These Leather Ankle Boots Makes A Subtle Statement Paired With Everything From A Swishy Maxi To Structured... more

    $180.00

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

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

    Size 6 No Box 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"... 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 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 Ankle Boot, Suede, | Color: Cream | Size: 8.5

    Madewell Shoes | Madewell Ankle Boot, Suede, | Color: Cream | Size: 8.5

    Madewell The Western Ankle Boot In Suede Walnut Shell I Wore These Darling Ankle Boots Maybe 4 Times. I Love Them And They Are Very Comfortable! They Go With Everything! The 2 1/4" Heel Looks Cute With Dresses As Well. The Pull Tab And Covered Elastic... more

    $74.00

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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 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 | 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 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 “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 Glenda Platform Boot In Suede | Color: Tan | Size: 7.5

    Madewell Shoes | Madewell Glenda Platform Boot In Suede | Color: Tan | Size: 7.5

    Brand New, Never Worn! With Stretch Gores, A Chunky Platform And Stacked Heel, These Suede 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. 2 3/4" Heel.... more

    $75.00

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

    Madewell Shoes | Madewell The Ainsley Chelsea Boot J8295 Leather | Color: Black | 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. Logo On Sole Marked To Prevent Retail Store... more

    $62.00

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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 $198 The Wyckoff Chelsea Lugsole Boot Leather Size 10.5 Nn020 | Color: Black/Cream | Size: 10.5

    Madewell Shoes | Madewell $198 The Wyckoff Chelsea Lugsole Boot Leather Size 10.5 Nn020 | Color: Black/Cream | Size: 10.5

    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.6" Shaft Height1 1/2"... more

    $70.00

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    Madewell Shoes | Madewell The Wyckoff Chelsea Lugsole Boot | Color: Black | Size: 6.5

    Madewell Shoes | Madewell The Wyckoff Chelsea Lugsole Boot | Color: Black | Size: 6.5

    Product Details 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... more

    $100.00

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    Madewell Shoes | Madewell The Wyckoff Chelsea Lugsole Boot-Size 6.5 | Color: Brown | Size: 6.5

    Madewell Shoes | Madewell The Wyckoff Chelsea Lugsole Boot-Size 6.5 | Color: Brown | Size: 6.5

    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. 6" Shaft Height. 1 1/2" Heel Height. Leather Upper. Leather... more

    $100.00

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    Madewell Shoes | Madewell The Spencer Chelsea Leather Ankle Boots | Color: Tan | Size: 9.5

    Madewell Shoes | Madewell The Spencer Chelsea Leather Ankle Boots | Color: Tan | Size: 9.5

    Madewell 9.5 Spencer Short Chelsea Boot Style C1375 Mink Taupe Tan Color Stacked Heel No Original Box Slight Marks In Leather (See Photos) Excellent Used Condition 1.75" Heel Almond Toe Luxe Quality Stretch On Both Sides Offers Welcome. No Trades. more

    $36.00

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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 $188 The Benning Chelsea Boot Warm Cinnamon Size 12 Nn017 | Color: Brown | Size: 12

    Madewell Shoes | Madewell $188 The Benning Chelsea Boot Warm Cinnamon Size 12 Nn017 | Color: Brown | Size: 12

    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.5 1/4" Shaft Height Leather Upper.Leather Lining.Man-Made... more

    $97.00

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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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    Madewell Shoes | Madewell Gloria Boot Snakeskin | Color: Black/Red | Size: 9

    Madewell Shoes | Madewell Gloria Boot Snakeskin | Color: Black/Red | Size: 9

    Excellent Condition! Super Comfy, Good Stretch To This Kind Of Leather. I Just Cannot Wear Any Type Of Heels Anymore! more

    $25.00

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    Madewell Shoes | Madewell The Ainsley Chelsea Boot In Black Size 8.5 | Color: Black | Size: 8.5

    Madewell Shoes | Madewell The Ainsley Chelsea Boot In Black Size 8.5 | Color: Black | Size: 8.5

    Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Insets. Please Note: The Manufacturer Comments That These Boots Fit Narrow But Will Stretch With Wear Recommending Going Up A Size If You Have A... more

    $50.00

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

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

    Listing As Pre-Owned. Excellent Condition. Line On Inside Label To Prevent In Store Returns. Color: True Black Coming In Supersoft Leather, These Chelsea Boot Have Stretchy Gores And A Walkable Stacked Heel. And, Cushiness Alert: Our Mwl Cloudlift Lite... more

    $98.00

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

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

    Madewell Leather Ankle Boots Gently Worn Elastic Stretch On Interior And Exterior Side Ankle Minor Scuffing On Left Shoe Shown In Photo more

    $47.00

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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 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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    Nine West Shoes | Black Sandal Boots-New! | Color: Black | Size: 8.5

    Nine West Shoes | Black Sandal Boots-New! | Color: Black | Size: 8.5

    Stylish Ankle Boot With Stiletto Heel Elastic Straps For Stretch And Comfort more

    $25.00

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    More information about Men's Shoes

    Best prices on Madewell shoes boardwalk sandal color, 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.