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
Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 EE)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 EE)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... ... more

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 EE)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew...

KingSize Direct

$220.99

go to store
Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 EE)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 EE)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... ... more

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 EE)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew...

KingSize Direct

$220.99

go to store
Best Seller
Wide Width Men's Bronx Drew Shoe by Drew in Brown Leather (Size 13 W)

Wide Width Men's Bronx Drew Shoe by Drew in Brown Leather (Size 13 W)

This Drew® mens classic lace-up ankle boot offers a timeless style tailored perfectly to compliment any attire. The Bronx by Drew features added depth with a removable footbed and ultimate arch build-up. Premium quality leather and lightweight, shock... ... more

Wide Width Men's Bronx Drew Shoe by Drew in Brown Leather (Size 13 W)

This Drew® mens classic lace-up ankle boot offers a timeless style tailored perfectly to compliment any attire. The Bronx by Drew features added depth with a removable footbed and ultimate arch build-up. Premium quality leather and lightweight, shock...

KingSize Direct

$234.99

go to store
Madewell Shoes | Madewell 1937 Footwear Ankle Boot Leather Buckle Cognac Sz 7 | Color: Brown | Size: 7

Madewell Shoes | Madewell 1937 Footwear Ankle Boot Leather Buckle Cognac Sz 7 | Color: Brown | Size: 7

Super Soft Leather Upper Ankle Boots With Buckle Detail. Rich Cognac Brown Color. 1937 Footwear By Madewell ... more

Madewell Shoes | Madewell 1937 Footwear Ankle Boot Leather Buckle Cognac Sz 7 | Color: Brown | Size: 7

Super Soft Leather Upper Ankle Boots With Buckle Detail. Rich Cognac Brown Color. 1937 Footwear By Madewell

Poshmark

$31.00

go to store
Madewell Shoes | Madewell Leather Ankle Boots 1937 Footwear Short Heeled Booties | Color: Brown/Tan | Size: 6.5

Madewell Shoes | Madewell Leather Ankle Boots 1937 Footwear Short Heeled Booties | Color: Brown/Tan | Size: 6.5

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

Madewell Shoes | Madewell Leather Ankle Boots 1937 Footwear Short Heeled Booties | Color: Brown/Tan | Size: 6.5

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

Poshmark

$15.00

go to store
Wide Width Men's Bronx Drew Shoe by Drew in Brown Leather (Size 16 W)

Wide Width Men's Bronx Drew Shoe by Drew in Brown Leather (Size 16 W)

This Drew® mens classic lace-up ankle boot offers a timeless style tailored perfectly to compliment any attire. The Bronx by Drew features added depth with a removable footbed and ultimate arch build-up. Premium quality leather and lightweight, shock... ... more

Wide Width Men's Bronx Drew Shoe by Drew in Brown Leather (Size 16 W)

This Drew® mens classic lace-up ankle boot offers a timeless style tailored perfectly to compliment any attire. The Bronx by Drew features added depth with a removable footbed and ultimate arch build-up. Premium quality leather and lightweight, shock...

KingSize Direct

$234.99

go to store
Wide Width Men's Bronx Drew Shoe by Drew in Brown Leather (Size 9 W)

Wide Width Men's Bronx Drew Shoe by Drew in Brown Leather (Size 9 W)

This Drew® mens classic lace-up ankle boot offers a timeless style tailored perfectly to compliment any attire. The Bronx by Drew features added depth with a removable footbed and ultimate arch build-up. Premium quality leather and lightweight, shock... ... more

Wide Width Men's Bronx Drew Shoe by Drew in Brown Leather (Size 9 W)

This Drew® mens classic lace-up ankle boot offers a timeless style tailored perfectly to compliment any attire. The Bronx by Drew features added depth with a removable footbed and ultimate arch build-up. Premium quality leather and lightweight, shock...

KingSize Direct

$234.99

go to store
Wide Width Men's Bronx Drew Shoe by Drew in Brown Leather (Size 9 1/2 W)

Wide Width Men's Bronx Drew Shoe by Drew in Brown Leather (Size 9 1/2 W)

This Drew® mens classic lace-up ankle boot offers a timeless style tailored perfectly to compliment any attire. The Bronx by Drew features added depth with a removable footbed and ultimate arch build-up. Premium quality leather and lightweight, shock... ... more

Wide Width Men's Bronx Drew Shoe by Drew in Brown Leather (Size 9 1/2 W)

This Drew® mens classic lace-up ankle boot offers a timeless style tailored perfectly to compliment any attire. The Bronx by Drew features added depth with a removable footbed and ultimate arch build-up. Premium quality leather and lightweight, shock...

KingSize Direct

$234.99

go to store
Men's Bronx Drew Shoe by Drew in Brown Leather (Size 9 1/2 M)

Men's Bronx Drew Shoe by Drew in Brown Leather (Size 9 1/2 M)

This Drew® mens classic lace-up ankle boot offers a timeless style tailored perfectly to compliment any attire. The Bronx by Drew features added depth with a removable footbed and ultimate arch build-up. Premium quality leather and lightweight, shock... ... more

Men's Bronx Drew Shoe by Drew in Brown Leather (Size 9 1/2 M)

This Drew® mens classic lace-up ankle boot offers a timeless style tailored perfectly to compliment any attire. The Bronx by Drew features added depth with a removable footbed and ultimate arch build-up. Premium quality leather and lightweight, shock...

KingSize Direct

$234.99

go to store
Wide Width Men's Bronx Drew Shoe by Drew in Brown Leather (Size 10 1/2 W)

Wide Width Men's Bronx Drew Shoe by Drew in Brown Leather (Size 10 1/2 W)

This Drew® mens classic lace-up ankle boot offers a timeless style tailored perfectly to compliment any attire. The Bronx by Drew features added depth with a removable footbed and ultimate arch build-up. Premium quality leather and lightweight, shock... ... more

Wide Width Men's Bronx Drew Shoe by Drew in Brown Leather (Size 10 1/2 W)

This Drew® mens classic lace-up ankle boot offers a timeless style tailored perfectly to compliment any attire. The Bronx by Drew features added depth with a removable footbed and ultimate arch build-up. Premium quality leather and lightweight, shock...

KingSize Direct

$234.99

go to store
Men's Bronx Drew Shoe by Drew in Brown Leather (Size 13 M)

Men's Bronx Drew Shoe by Drew in Brown Leather (Size 13 M)

This Drew® mens classic lace-up ankle boot offers a timeless style tailored perfectly to compliment any attire. The Bronx by Drew features added depth with a removable footbed and ultimate arch build-up. Premium quality leather and lightweight, shock... ... more

Men's Bronx Drew Shoe by Drew in Brown Leather (Size 13 M)

This Drew® mens classic lace-up ankle boot offers a timeless style tailored perfectly to compliment any attire. The Bronx by Drew features added depth with a removable footbed and ultimate arch build-up. Premium quality leather and lightweight, shock...

KingSize Direct

$234.99

go to store
Wide Width Men's Bronx Drew Shoe by Drew in Brown Leather (Size 15 W)

Wide Width Men's Bronx Drew Shoe by Drew in Brown Leather (Size 15 W)

This Drew® mens classic lace-up ankle boot offers a timeless style tailored perfectly to compliment any attire. The Bronx by Drew features added depth with a removable footbed and ultimate arch build-up. Premium quality leather and lightweight, shock... ... more

Wide Width Men's Bronx Drew Shoe by Drew in Brown Leather (Size 15 W)

This Drew® mens classic lace-up ankle boot offers a timeless style tailored perfectly to compliment any attire. The Bronx by Drew features added depth with a removable footbed and ultimate arch build-up. Premium quality leather and lightweight, shock...

KingSize Direct

$234.99

go to store
Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 1/2 EE)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 1/2 EE)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... ... more

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 1/2 EE)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew...

KingSize Direct

$220.99

go to store
Madewell Shoes | Madewell 1937 Footwear Black Leather Chelsea Boots Made In Italy | Color: Black | Size: 7.5

Madewell Shoes | Madewell 1937 Footwear Black Leather Chelsea Boots Made In Italy | Color: Black | Size: 7.5

Madewell 1937 Footwear Black Leather Chelsea Boots Made In Italy. Very Good Condition. Repair New Soles. Size: 7 1/2 Heel Height: 1 1/4” ... more

Madewell Shoes | Madewell 1937 Footwear Black Leather Chelsea Boots Made In Italy | Color: Black | Size: 7.5

Madewell 1937 Footwear Black Leather Chelsea Boots Made In Italy. Very Good Condition. Repair New Soles. Size: 7 1/2 Heel Height: 1 1/4”

Poshmark

$120.00

go to store
Madewell Shoes | 1937 Footware The Biker Madewell Brown Italian Leather Boots | Color: Brown | Size: 6

Madewell Shoes | 1937 Footware The Biker Madewell Brown Italian Leather Boots | Color: Brown | Size: 6

Very Good Pre-Owned Conditions. Scuffs On Toes And Minor Stuffs Throughout. Still A Solid 8/10. Size 6. Runs Large In My Opinion. Gives Extra Room For Comfy Socks. ... more

Madewell Shoes | 1937 Footware The Biker Madewell Brown Italian Leather Boots | Color: Brown | Size: 6

Very Good Pre-Owned Conditions. Scuffs On Toes And Minor Stuffs Throughout. Still A Solid 8/10. Size 6. Runs Large In My Opinion. Gives Extra Room For Comfy Socks.

Poshmark

$25.00

go to store
Madewell Shoes | Madewell 1937 Size 6.5 Leather Ankle Boot In Brown/Tan | Color: Brown/Tan | Size: 6.5

Madewell Shoes | Madewell 1937 Size 6.5 Leather Ankle Boot In Brown/Tan | Color: Brown/Tan | Size: 6.5

Madewell Ankle Boots Leather Upper And Lining Heel 2” Size 6.5 Color Brown And Tan ... more

Madewell Shoes | Madewell 1937 Size 6.5 Leather Ankle Boot In Brown/Tan | Color: Brown/Tan | Size: 6.5

Madewell Ankle Boots Leather Upper And Lining Heel 2” Size 6.5 Color Brown And Tan

Poshmark

$29.00

go to store
Madewell Shoes | Madewell Brown Leather Clog Chelsea Boot 1937 | Color: Brown/Tan | Size: 7

Madewell Shoes | Madewell Brown Leather Clog Chelsea Boot 1937 | Color: Brown/Tan | Size: 7

Leather Upper Back Zip Closure Round Toe Wooden High Heels ... more

$67.00

go to store
Madewell Shoes | Madewell 1937 Footwear Archive Leather Tall Boot Cognac Tan 96873 Italy | Color: Brown | Size: 6.5

Madewell Shoes | Madewell 1937 Footwear Archive Leather Tall Boot Cognac Tan 96873 Italy | Color: Brown | Size: 6.5

1937 Footwear Madewell High Boot Made In Italy Good Quality Brand Leatherupper Leather Lining Size 6.5 ( Im 7.5 And It Fits Too) Cognac Tan Brown Pls See Images Above For Details Please See Images And Video For Better Look Of The Item. A Lot Of Love... ... more

Madewell Shoes | Madewell 1937 Footwear Archive Leather Tall Boot Cognac Tan 96873 Italy | Color: Brown | Size: 6.5

1937 Footwear Madewell High Boot Made In Italy Good Quality Brand Leatherupper Leather Lining Size 6.5 ( Im 7.5 And It Fits Too) Cognac Tan Brown Pls See Images Above For Details Please See Images And Video For Better Look Of The Item. A Lot Of Love...

Poshmark

$89.00

go to store
Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 D)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 D)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... ... more

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 D)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew...

KingSize Direct

$220.99

go to store
Madewell Shoes | Madewell 1937 Winston Ankle Booties Boots Cognac Tan Brown Leather Size 7 | Color: Orange/Tan | Size: 7

Madewell Shoes | Madewell 1937 Winston Ankle Booties Boots Cognac Tan Brown Leather Size 7 | Color: Orange/Tan | Size: 7

Great Pre Owned Condition. Gently Used With A Few Signs Of Wear. No Rips Or Tears. No Major Flaws! Smoke Free Home. No Box. Shoes Are Always Packed Carefully & Ship Immediately! Reach Out With Any Questions! No Trades. Height Of Heel: Approximately... ... more

Madewell Shoes | Madewell 1937 Winston Ankle Booties Boots Cognac Tan Brown Leather Size 7 | Color: Orange/Tan | Size: 7

Great Pre Owned Condition. Gently Used With A Few Signs Of Wear. No Rips Or Tears. No Major Flaws! Smoke Free Home. No Box. Shoes Are Always Packed Carefully & Ship Immediately! Reach Out With Any Questions! No Trades. Height Of Heel: Approximately...

Poshmark

$69.00

go to store
Madewell Shoes | Madewell 1937 Footwear Italy Classic Black Suede Heeled Ankle Boots | Color: Black/Tan | Size: 10

Madewell Shoes | Madewell 1937 Footwear Italy Classic Black Suede Heeled Ankle Boots | Color: Black/Tan | Size: 10

Madewell 1937 Footwear Women's Size 10 Italy Classic Black Suede Heeled Ankle Boots. Heel Height Is Approx. 4.5 Inches Tall. Leather Upper & Lining. Style 64202. Preowned In Great Condition, Light Wear On The Soles. No Box. See Photos. These Boots Are... ... more

Madewell Shoes | Madewell 1937 Footwear Italy Classic Black Suede Heeled Ankle Boots | Color: Black/Tan | Size: 10

Madewell 1937 Footwear Women's Size 10 Italy Classic Black Suede Heeled Ankle Boots. Heel Height Is Approx. 4.5 Inches Tall. Leather Upper & Lining. Style 64202. Preowned In Great Condition, Light Wear On The Soles. No Box. See Photos. These Boots Are...

Poshmark

$69.00

go to store
Madewell Shoes | 1937 Footwear Madewell Rose Suede Ankle Boot | Color: Red | Size: 7

Madewell Shoes | 1937 Footwear Madewell Rose Suede Ankle Boot | Color: Red | Size: 7

1937 Footwear By Madewell Dusty Rose (Red) Suede Ankle Boots Size 7 3 Inch Heel Good Used Condition - See The Small Spots On The Back Of The Heels. ... more

Madewell Shoes | 1937 Footwear Madewell Rose Suede Ankle Boot | Color: Red | Size: 7

1937 Footwear By Madewell Dusty Rose (Red) Suede Ankle Boots Size 7 3 Inch Heel Good Used Condition - See The Small Spots On The Back Of The Heels.

Poshmark

$15.00

go to store
Madewell Shoes | Madewell The Ainsley Brown Leather Chelsea Pull On Ankle Boots Size 8 | Color: Brown/Tan | Size: 8

Madewell Shoes | Madewell The Ainsley Brown Leather Chelsea Pull On Ankle Boots Size 8 | Color: Brown/Tan | Size: 8

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

Madewell Shoes | Madewell The Ainsley Brown Leather Chelsea Pull On Ankle Boots Size 8 | Color: Brown/Tan | Size: 8

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

Poshmark

$35.00

go to store
Madewell Shoes | Madewell Ainsley Brown Leather Chelsea Ankle Boots Size 6.5 | Color: Brown | Size: 6.5

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

Madewell Ainsley Brown Leather Chelsea Ankle Boots Size 6.5 Gently Used, Signs Of Wear Are On The Sole. Leather Is In Great Condition. ... more

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

Madewell Ainsley Brown Leather Chelsea Ankle Boots Size 6.5 Gently Used, Signs Of Wear Are On The Sole. Leather Is In Great Condition.

Poshmark

$65.00

go to store
Madewell Shoes | Madewell Ivy Croc Leather Chelsea Boots Lug Sole Platform Ankle Boots Like New | Color: Brown | Size: 8

Madewell Shoes | Madewell Ivy Croc Leather Chelsea Boots Lug Sole Platform Ankle Boots Like New | Color: Brown | Size: 8

Madewell Size 8 The Ivy Croc Embossed Leather Chelsea Boots Ankle Boots In Brown Platform Utilitarian Lug Soles In Excellent Almost Like New Condition. Very Clean Inside & Out. Tags: Classic Chunky Lug Soles Neutral Versatile Business Casual Office... ... more

Madewell Shoes | Madewell Ivy Croc Leather Chelsea Boots Lug Sole Platform Ankle Boots Like New | Color: Brown | Size: 8

Madewell Size 8 The Ivy Croc Embossed Leather Chelsea Boots Ankle Boots In Brown Platform Utilitarian Lug Soles In Excellent Almost Like New Condition. Very Clean Inside & Out. Tags: Classic Chunky Lug Soles Neutral Versatile Business Casual Office...

Poshmark

$75.00

go to store
Madewell Shoes | Leather Ankle Boots Madewell 1937 Italian Leather Almanac Size 8.5 | Color: Orange | Size: 8.5

Madewell Shoes | Leather Ankle Boots Madewell 1937 Italian Leather Almanac Size 8.5 | Color: Orange | Size: 8.5

Overall In Great Condition Minor Scratches ( Check The Photo) Size 8.5 ... more

$31.00

go to store
Madewell Shoes | Madewell 1937 Footwear Brown Suede Chukka Boot 6 | Color: Brown | Size: 6

Madewell Shoes | Madewell 1937 Footwear Brown Suede Chukka Boot 6 | Color: Brown | Size: 6

Made In Italy Brown Suede Chukka Boot With Leather Lining. Good Condition, But Toes And Soles Show Some Wear. Offers Welcome! Bundle Two Or More Items For An Automatic 15% Off! New To Poshmark? Sign Up With Poshmark Coupon Code "Hpinkflamingo" For $10... ... more

Madewell Shoes | Madewell 1937 Footwear Brown Suede Chukka Boot 6 | Color: Brown | Size: 6

Made In Italy Brown Suede Chukka Boot With Leather Lining. Good Condition, But Toes And Soles Show Some Wear. Offers Welcome! Bundle Two Or More Items For An Automatic 15% Off! New To Poshmark? Sign Up With Poshmark Coupon Code "Hpinkflamingo" For $10...

Poshmark

$29.00

go to store
Madewell Shoes | Madewell 1937 Footwear 100% Leather Suede Ankle Booties Tan/Taupe Western Sz 8 | Color: Tan | Size: 8

Madewell Shoes | Madewell 1937 Footwear 100% Leather Suede Ankle Booties Tan/Taupe Western Sz 8 | Color: Tan | Size: 8

Madewell 1937 Footwear 100% Leather Suede Ankle Booties Tan/Taupe Western Sz 8 - The Cutest Genuine Suede Western Style Booties For Fall - Ankle Height - Short Heel - Genuine Leather Lined - Neutral Beige/Tan/Taupe Color - Made In Italy - Western,... ... more

Madewell Shoes | Madewell 1937 Footwear 100% Leather Suede Ankle Booties Tan/Taupe Western Sz 8 | Color: Tan | Size: 8

Madewell 1937 Footwear 100% Leather Suede Ankle Booties Tan/Taupe Western Sz 8 - The Cutest Genuine Suede Western Style Booties For Fall - Ankle Height - Short Heel - Genuine Leather Lined - Neutral Beige/Tan/Taupe Color - Made In Italy - Western,...

Poshmark

$26.00

go to store
Madewell Shoes | Madewell 1937 Footwear Shearling Lined Suede Wedge Heel Ankle Booties 7 | Color: Brown | Size: 7

Madewell Shoes | Madewell 1937 Footwear Shearling Lined Suede Wedge Heel Ankle Booties 7 | Color: Brown | Size: 7

Brown Suede Lace Up Ankle Boots With Sheepskin Lining And Rubber Crepe Wedge Heel Soles From Madewell’s 1937 Footwear. Size 7m Runs Tts Good Condition Suede Could Use Cleaning, Some Tred Loss At Heel (See Photos). From A Smoke-Free, Pet-Free Environment ... more

Madewell Shoes | Madewell 1937 Footwear Shearling Lined Suede Wedge Heel Ankle Booties 7 | Color: Brown | Size: 7

Brown Suede Lace Up Ankle Boots With Sheepskin Lining And Rubber Crepe Wedge Heel Soles From Madewell’s 1937 Footwear. Size 7m Runs Tts Good Condition Suede Could Use Cleaning, Some Tred Loss At Heel (See Photos). From A Smoke-Free, Pet-Free Environment

Poshmark

$34.00

go to store
Madewell Shoes | Brown Madewell 1937 Heeled Ankle Boots, Size 7 | Color: Brown | Size: 7

Madewell Shoes | Brown Madewell 1937 Heeled Ankle Boots, Size 7 | Color: Brown | Size: 7

Brown Madewell 1937 Ankle Boots, Size 7. Has 2 And 1/2 Inch Stacked Heel, Brass Buckle & Zipper Closure. Generally Good Condition With A Few Scuffs On The Leather, Pictured. These Should Disappear Easily With Polish. ... more

Madewell Shoes | Brown Madewell 1937 Heeled Ankle Boots, Size 7 | Color: Brown | Size: 7

Brown Madewell 1937 Ankle Boots, Size 7. Has 2 And 1/2 Inch Stacked Heel, Brass Buckle & Zipper Closure. Generally Good Condition With A Few Scuffs On The Leather, Pictured. These Should Disappear Easily With Polish.

Poshmark

$20.00

go to store
Madewell Shoes | Madewell The Charley Boot Size 6 Black Leather Chelsea Ankle Booties Coastal | Color: Black/Brown | Size: 6

Madewell Shoes | Madewell The Charley Boot Size 6 Black Leather Chelsea Ankle Booties Coastal | Color: Black/Brown | Size: 6

Women's Size 6 Black Leather Madewell Boots Casual Coastal Cowgirl Rodeo Pointed Toe Shoes Are In Good Preowned Condition. They Show Light Ware, Note Scuffs On Back Of Heel And Water Staining On Inside Of Boots. Please See All Pictures For Item... ... more

Madewell Shoes | Madewell The Charley Boot Size 6 Black Leather Chelsea Ankle Booties Coastal | Color: Black/Brown | Size: 6

Women's Size 6 Black Leather Madewell Boots Casual Coastal Cowgirl Rodeo Pointed Toe Shoes Are In Good Preowned Condition. They Show Light Ware, Note Scuffs On Back Of Heel And Water Staining On Inside Of Boots. Please See All Pictures For Item...

Poshmark

$59.00

go to store
Madewell Shoes | Madewell 1937 Black Suede Leather Wedge Ankle Boots Size 8 | Color: Black | Size: 8

Madewell Shoes | Madewell 1937 Black Suede Leather Wedge Ankle Boots Size 8 | Color: Black | Size: 8

Madewell 1937 Black Suede Leather Wedge Ankle Boots Sz 8 Wedge Heels Measure 3.5”. Very Good Condition Note: Missing Ankle Straps ... more

Madewell Shoes | Madewell 1937 Black Suede Leather Wedge Ankle Boots Size 8 | Color: Black | Size: 8

Madewell 1937 Black Suede Leather Wedge Ankle Boots Sz 8 Wedge Heels Measure 3.5”. Very Good Condition Note: Missing Ankle Straps

Poshmark

$50.00

go to store
Madewell Shoes | Madewell 1937 Reid Two Tone Leather Ankle Bootie Double Ankle Strap Block Heel | Color: Black/Brown | Size: 6

Madewell Shoes | Madewell 1937 Reid Two Tone Leather Ankle Bootie Double Ankle Strap Block Heel | Color: Black/Brown | Size: 6

Madewell 1937 Reid Two Tone Leather Ankle Boots Bootie Double Ankle Strap Block Heel Rich Mahogany & Black Size 6 Euc ... more

Madewell Shoes | Madewell 1937 Reid Two Tone Leather Ankle Bootie Double Ankle Strap Block Heel | Color: Black/Brown | Size: 6

Madewell 1937 Reid Two Tone Leather Ankle Boots Bootie Double Ankle Strap Block Heel Rich Mahogany & Black Size 6 Euc

Poshmark

$58.00

go to store
Madewell Shoes | Madewell Sonia Chelsea Ankle Bootie Boot Leather Snakeskin 11 M3463 | Color: Black/Brown | Size: 11

Madewell Shoes | Madewell Sonia Chelsea Ankle Bootie Boot Leather Snakeskin 11 M3463 | Color: Black/Brown | Size: 11

Good Preowned Condition. Light Wear As Shown In Photos. An Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To A Chelsea Boot That Serves As A Versatile Work-To-Weekend Style. Pull-On Style With Elastic Gore Insets Cushioned Footbed... ... more

Madewell Shoes | Madewell Sonia Chelsea Ankle Bootie Boot Leather Snakeskin 11 M3463 | Color: Black/Brown | Size: 11

Good Preowned Condition. Light Wear As Shown In Photos. An Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To A Chelsea Boot That Serves As A Versatile Work-To-Weekend Style. Pull-On Style With Elastic Gore Insets Cushioned Footbed...

Poshmark

$68.00

go to store
Madewell Shoes | Madewell Snake Print Leather Chelsea Ankle Boot 9m | Color: Brown/Tan | Size: 9

Madewell Shoes | Madewell Snake Print Leather Chelsea Ankle Boot 9m | Color: Brown/Tan | Size: 9

New Nordstrom's Rack Store Display, Madewell's Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To This Chelsea Boot That Is Versatile And Comfortable Enough To Go From Work-To-Weekend Style. -- Pull-On Style With Elastic Gore Insets -... ... more

Madewell Shoes | Madewell Snake Print Leather Chelsea Ankle Boot 9m | Color: Brown/Tan | Size: 9

New Nordstrom's Rack Store Display, Madewell's Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To This Chelsea Boot That Is Versatile And Comfortable Enough To Go From Work-To-Weekend Style. -- Pull-On Style With Elastic Gore Insets -...

Poshmark

$49.00

go to store
Madewell Shoes | Madewell Snakeskin Chelsea Leather Ankle Boot | Color: Brown | Size: 8

Madewell Shoes | Madewell Snakeskin Chelsea Leather Ankle Boot | Color: Brown | Size: 8

New Madewell Snakeskin Print Chelsea Ankle Boot. New Without Box! - Women Size 8 - Fast Shipping! ... more

Madewell Shoes | Madewell Snakeskin Chelsea Leather Ankle Boot | Color: Brown | Size: 8

New Madewell Snakeskin Print Chelsea Ankle Boot. New Without Box! - Women Size 8 - Fast Shipping!

Poshmark

$75.00

go to store
Madewell Shoes | Madewell Mahogany Leather Ankle Chelsea Boots 7.5 | Color: Brown/Red | Size: 7.5

Madewell Shoes | Madewell Mahogany Leather Ankle Chelsea Boots 7.5 | Color: Brown/Red | Size: 7.5

Madewell Mahogany Leather Ankle Chelsea Boots 7.5 Beautiful Soft Leather, Hardly Used, Gorgeous Deep Chestnutty Brown/Wine Color. ... more

Madewell Shoes | Madewell Mahogany Leather Ankle Chelsea Boots 7.5 | Color: Brown/Red | Size: 7.5

Madewell Mahogany Leather Ankle Chelsea Boots 7.5 Beautiful Soft Leather, Hardly Used, Gorgeous Deep Chestnutty Brown/Wine Color.

Poshmark

$80.00

go to store
Madewell Shoes | Madewell Otis Tan Brown Leather Pull-On Chelsea Ankle Booties Boots | Color: Tan | Size: 6.5

Madewell Shoes | Madewell Otis Tan Brown Leather Pull-On Chelsea Ankle Booties Boots | Color: Tan | Size: 6.5

Previously Loved In Good Condition, Some Wear On The Upper And Soles With Lots Of Life Left; Small Tear On Leather Lining Of Inside Left Boot. Tan Leather Colorway, Women’s Size 6.5 Refer To Pictures And Reach Out With Any Questions Bundle Items To... ... more

Madewell Shoes | Madewell Otis Tan Brown Leather Pull-On Chelsea Ankle Booties Boots | Color: Tan | Size: 6.5

Previously Loved In Good Condition, Some Wear On The Upper And Soles With Lots Of Life Left; Small Tear On Leather Lining Of Inside Left Boot. Tan Leather Colorway, Women’s Size 6.5 Refer To Pictures And Reach Out With Any Questions Bundle Items To...

Poshmark

$49.00

go to store
Madewell Shoes | Madewell 1937 Leather Charley Ankle Boot | Color: Black | Size: 9

Madewell Shoes | Madewell 1937 Leather Charley Ankle Boot | Color: Black | Size: 9

Madewell Ankle Bootie In Black Leather. Minimally Worn And Stored In Original Box As Pictured. ... more

Madewell Shoes | Madewell 1937 Leather Charley Ankle Boot | Color: Black | Size: 9

Madewell Ankle Bootie In Black Leather. Minimally Worn And Stored In Original Box As Pictured.

Poshmark

$98.00

go to store