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
Madewell Shoes | Madewell The Regan Brown Suede Leather Block Heel Ankle Chelsea Boots Size 9.5 | Color: Brown/Tan | Size: 9.5

Madewell Shoes | Madewell The Regan Brown Suede Leather Block Heel Ankle Chelsea Boots Size 9.5 | Color: Brown/Tan | Size: 9.5

Super Cute Ankle Boots In Great Condition!! Madewell The Regan Boot In Suede Size: 9.5 Style: J8434 Made Of Soft Suede, These Cool Pull-On Boots Have Block Heels For A Little Extra Height (That's Still Walking-Friendly). Cushiness Alert: We've Added An... ... more

Madewell Shoes | Madewell The Regan Brown Suede Leather Block Heel Ankle Chelsea Boots Size 9.5 | Color: Brown/Tan | Size: 9.5

Super Cute Ankle Boots In Great Condition!! Madewell The Regan Boot In Suede Size: 9.5 Style: J8434 Made Of Soft Suede, These Cool Pull-On Boots Have Block Heels For A Little Extra Height (That's Still Walking-Friendly). Cushiness Alert: We've Added An...

Poshmark

$40.00

go to store
Madewell Shoes | Madewell Laura Chelsea Heeled Brown Leather Boot | Size 9.5 | Color: Brown | Size: 9.5

Madewell Shoes | Madewell Laura Chelsea Heeled Brown Leather Boot | Size 9.5 | Color: Brown | Size: 9.5

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

Madewell Shoes | Madewell Laura Chelsea Heeled Brown Leather Boot | Size 9.5 | Color: Brown | Size: 9.5

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

Poshmark

$70.00

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

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

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 EEEE)

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 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
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
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

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...

Poshmark

$130.00

go to store
Madewell Shoes | Madewell Size 9.5 Leather Ankle Boots (Camel) | Color: Brown/Tan | Size: 9.5

Madewell Shoes | Madewell Size 9.5 Leather Ankle Boots (Camel) | Color: Brown/Tan | Size: 9.5

Madewell Size 9.5 Tan Leather Chelsea Ankle Boots (Camel) ... more

$55.00

go to store
Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 1/2 D)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 1/2 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 1/2 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
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
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
Madewell Shoes | Madewell The Biker Boot In Pecan Brown Leather Chelsea Boots Sz 10 | Color: Brown/Tan | Size: 10

Madewell Shoes | Madewell The Biker Boot In Pecan Brown Leather Chelsea Boots Sz 10 | Color: Brown/Tan | Size: 10

Reposhing This Item I Purchased From @Gespi2009. Beautiful Booties But They’re Best For Someone With A More Narrow Foot! ... more

Madewell Shoes | Madewell The Biker Boot In Pecan Brown Leather Chelsea Boots Sz 10 | Color: Brown/Tan | Size: 10

Reposhing This Item I Purchased From @Gespi2009. Beautiful Booties But They’re Best For Someone With A More Narrow Foot!

Poshmark

$90.00

go to store
Madewell Shoes | Madewell The Ryan Chelsea Leather Boot Stacked Heel Pull On E2331 Brown Size 7 | Color: Brown | Size: 7

Madewell Shoes | Madewell The Ryan Chelsea Leather Boot Stacked Heel Pull On E2331 Brown Size 7 | Color: Brown | Size: 7

Madewell's Ryan Chelsea Leather Boot In Size 7.5 Features A Sleek Brown Design With A Stacked Heel And A Pull-On Style. The High-Quality Leather Upper And Lining Ensure Durability And Comfort. Brand: Madewell Color: Brown Size: 7.5 Style: The Ryan... ... more

Madewell Shoes | Madewell The Ryan Chelsea Leather Boot Stacked Heel Pull On E2331 Brown Size 7 | Color: Brown | Size: 7

Madewell's Ryan Chelsea Leather Boot In Size 7.5 Features A Sleek Brown Design With A Stacked Heel And A Pull-On Style. The High-Quality Leather Upper And Lining Ensure Durability And Comfort. Brand: Madewell Color: Brown Size: 7.5 Style: The Ryan...

Poshmark

$46.00

go to store
Madewell Shoes | Madewell Bonham Chelsea Boot (Brown Leather) Size 8.5 | Color: Brown | Size: 8.5

Madewell Shoes | Madewell Bonham Chelsea Boot (Brown Leather) Size 8.5 | Color: Brown | Size: 8.5

Condition: Good Pre-Owned Condition; Normal Wear & Tear On Leather And On Bottom As Shown. *Pet-Free & Smoke-Free Home* *Please Note* All Photos Taken On Iphone; Slight Color Variations Possible - All Phones/Computers Display Differently *Bundle For... ... more

Madewell Shoes | Madewell Bonham Chelsea Boot (Brown Leather) Size 8.5 | Color: Brown | Size: 8.5

Condition: Good Pre-Owned Condition; Normal Wear & Tear On Leather And On Bottom As Shown. *Pet-Free & Smoke-Free Home* *Please Note* All Photos Taken On Iphone; Slight Color Variations Possible - All Phones/Computers Display Differently *Bundle For...

Poshmark

$28.00

go to store
Madewell Shoes | Madewell The Ivy Brown Leather Croc Embossed Chelsea Boot Size 9 | Color: Brown | Size: 9

Madewell Shoes | Madewell The Ivy Brown Leather Croc Embossed Chelsea Boot Size 9 | Color: Brown | Size: 9

Madewell The Ivy Brown Leather Croc Embossed Chelsea Boot Size 9 Leather Upper Rubber Sole Excellent Pre-Owned Condition. Some Light Scuffing On One Of The Toes But Otherwise No Flaws. Very Light Wear On The Bottoms. Please See Photos. ... more

Madewell Shoes | Madewell The Ivy Brown Leather Croc Embossed Chelsea Boot Size 9 | Color: Brown | Size: 9

Madewell The Ivy Brown Leather Croc Embossed Chelsea Boot Size 9 Leather Upper Rubber Sole Excellent Pre-Owned Condition. Some Light Scuffing On One Of The Toes But Otherwise No Flaws. Very Light Wear On The Bottoms. Please See Photos.

Poshmark

$75.00

go to store
Madewell Shoes | Madewell The Citywalk Lugsole Chelsea Boot In Leather, Brown, Size 8 | Color: Brown | Size: 8

Madewell Shoes | Madewell The Citywalk Lugsole Chelsea Boot In Leather, Brown, Size 8 | Color: Brown | Size: 8

Worn Once, Like New. Size: 8 Color: Brown Pull On Chelsea Boots With Utilitarian Lug Soles Leather Cloudlift Lite Padding 5" Shaft Height (Based On Size 7). 7/8" Heel. Leather Upper. Man-Made Sole. Item Na852 ... more

Madewell Shoes | Madewell The Citywalk Lugsole Chelsea Boot In Leather, Brown, Size 8 | Color: Brown | Size: 8

Worn Once, Like New. Size: 8 Color: Brown Pull On Chelsea Boots With Utilitarian Lug Soles Leather Cloudlift Lite Padding 5" Shaft Height (Based On Size 7). 7/8" Heel. Leather Upper. Man-Made Sole. Item Na852

Poshmark

$158.00

go to store
Madewell Shoes | Madewell Flat Chelsea Boots In Leather. Size 8 1/2. Dark Chestnut Color. | Color: Brown | Size: 8.5

Madewell Shoes | Madewell Flat Chelsea Boots In Leather. Size 8 1/2. Dark Chestnut Color. | Color: Brown | Size: 8.5

Madewell Flat Chelsea Boots In Leather. Size 8 1/2. Dark Chestnut Color. Great Used Condition! Only Worn A Few Times. ... more

Madewell Shoes | Madewell Flat Chelsea Boots In Leather. Size 8 1/2. Dark Chestnut Color. | Color: Brown | Size: 8.5

Madewell Flat Chelsea Boots In Leather. Size 8 1/2. Dark Chestnut Color. Great Used Condition! Only Worn A Few Times.

Poshmark

$70.00

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
Madewell Shoes | Madewell Brown Snake Embossed Leather Low Chelsea Ankle Boot New Size 9 | Color: Black/Brown | Size: 9

Madewell Shoes | Madewell Brown Snake Embossed Leather Low Chelsea Ankle Boot New Size 9 | Color: Black/Brown | Size: 9

Questions? Leave A Comment Below! ... more

$50.00

go to store
Madewell Shoes | New Madewell Cara Snakeskin Embossed Leather Chelsea Boot Size 6 | Color: Brown/Tan | Size: 6

Madewell Shoes | New Madewell Cara Snakeskin Embossed Leather Chelsea Boot Size 6 | Color: Brown/Tan | Size: 6

New Madewell Cara Snakeskin Embossed Leather Chelsea Boot In Burnt Clay Multi Size 6 Chelsea Style Ankle Length Snake Embossed Round Toe Elastic Gore At Sides Pull Tabs Stacked Heel Chunky Heel Wood Heel 1.5” Heel, 4” Shaft Height, 11” Circumference... ... more

Madewell Shoes | New Madewell Cara Snakeskin Embossed Leather Chelsea Boot Size 6 | Color: Brown/Tan | Size: 6

New Madewell Cara Snakeskin Embossed Leather Chelsea Boot In Burnt Clay Multi Size 6 Chelsea Style Ankle Length Snake Embossed Round Toe Elastic Gore At Sides Pull Tabs Stacked Heel Chunky Heel Wood Heel 1.5” Heel, 4” Shaft Height, 11” Circumference...

Poshmark

$125.00

go to store
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

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!

Poshmark

$80.00

go to store
Madewell Shoes | Madewell Black Leather Chelsea Boots, Size 7 | Color: Black/Brown | Size: 7

Madewell Shoes | Madewell Black Leather Chelsea Boots, Size 7 | Color: Black/Brown | Size: 7

These Madewell Boots Have Lasted Me A Very Long Time! They’re Incredibly Comfortable And Have A Lot Of Wear Left! They Are Us Size 7 And No Longer Fit Me (I’m 7.5) So I’m Selling Them To Someone Who Can Enjoy Them! The Leather Is In Great Condition!... ... more

Madewell Shoes | Madewell Black Leather Chelsea Boots, Size 7 | Color: Black/Brown | Size: 7

These Madewell Boots Have Lasted Me A Very Long Time! They’re Incredibly Comfortable And Have A Lot Of Wear Left! They Are Us Size 7 And No Longer Fit Me (I’m 7.5) So I’m Selling Them To Someone Who Can Enjoy Them! The Leather Is In Great Condition!...

Poshmark

$80.00

go to store
Madewell Shoes | - Madewell Ivy Chelsea Boot In Croc Embossed Leather - Dark Coffee Size 8 | Color: Brown | Size: 8

Madewell Shoes | - Madewell Ivy Chelsea Boot In Croc Embossed Leather - Dark Coffee Size 8 | Color: Brown | Size: 8

Madewell Women’s Ivy Chelsea Boots Croc Embossed Leather Brown Size 8 Brand New Without Tags ... more

Madewell Shoes | - Madewell Ivy Chelsea Boot In Croc Embossed Leather - Dark Coffee Size 8 | Color: Brown | Size: 8

Madewell Women’s Ivy Chelsea Boots Croc Embossed Leather Brown Size 8 Brand New Without Tags

Poshmark

$118.00

go to store
Madewell Shoes | Madewell Sonia Low Chelsea Boot Size 7 1/2 Snake Embossed Leather | Color: Brown/White | Size: 7.5

Madewell Shoes | Madewell Sonia Low Chelsea Boot Size 7 1/2 Snake Embossed Leather | Color: Brown/White | Size: 7.5

Madewell Sonia Low Chelsea Boot Size 8 Snake Embossed Leather Beautiful Leather Ankle Boot Reposhing Because Too Small Size 8 But Runs Small I’m A True Size 8 Feels More Like A 7 / 7 1/2 Look Brand New Soles Look Never Worn ... more

Madewell Shoes | Madewell Sonia Low Chelsea Boot Size 7 1/2 Snake Embossed Leather | Color: Brown/White | Size: 7.5

Madewell Sonia Low Chelsea Boot Size 8 Snake Embossed Leather Beautiful Leather Ankle Boot Reposhing Because Too Small Size 8 But Runs Small I’m A True Size 8 Feels More Like A 7 / 7 1/2 Look Brand New Soles Look Never Worn

Poshmark

$35.00

go to store
Madewell Shoes | Madewell The Kat Chelsea Boot Tan Leather Size 8 | Color: Brown/Tan | Size: 8

Madewell Shoes | Madewell The Kat Chelsea Boot Tan Leather Size 8 | Color: Brown/Tan | Size: 8

Great Boots, I Just Don’t Reach For Them. Worn A Few Times. Size 8 Bin A ... more

Madewell Shoes | Madewell The Kat Chelsea Boot Tan Leather Size 8 | Color: Brown/Tan | Size: 8

Great Boots, I Just Don’t Reach For Them. Worn A Few Times. Size 8 Bin A

Poshmark

$35.00

go to store
Men's Boulder Drew Shoe by Drew in Dark Brown (Size 12 M)

Men's Boulder Drew Shoe by Drew in Dark Brown (Size 12 M)

Drew® proudly presents the Boulder, a lower-cut version of the popular Rockford boot for men. The Boulder has double the added depth. Ideal for extra-thick orthotics, or extreme foot conditions. Waterproof leather upper and lining. And it's... ... more

Men's Boulder Drew Shoe by Drew in Dark Brown (Size 12 M)

Drew® proudly presents the Boulder, a lower-cut version of the popular Rockford boot for men. The Boulder has double the added depth. Ideal for extra-thick orthotics, or extreme foot conditions. Waterproof leather upper and lining. And it's...

KingSize Direct

$260.99

go to store
Men's Boulder Drew Shoe by Drew in Dark Brown (Size 9 1/2 4W)

Men's Boulder Drew Shoe by Drew in Dark Brown (Size 9 1/2 4W)

Drew® proudly presents the Boulder, a lower-cut version of the popular Rockford boot for men. The Boulder has double the added depth. Ideal for extra-thick orthotics, or extreme foot conditions. Waterproof leather upper and lining. And it's... ... more

Men's Boulder Drew Shoe by Drew in Dark Brown (Size 9 1/2 4W)

Drew® proudly presents the Boulder, a lower-cut version of the popular Rockford boot for men. The Boulder has double the added depth. Ideal for extra-thick orthotics, or extreme foot conditions. Waterproof leather upper and lining. And it's...

KingSize Direct

$260.99

go to store
Men's Boulder Drew Shoe by Drew in Dark Brown (Size 8 1/2 4W)

Men's Boulder Drew Shoe by Drew in Dark Brown (Size 8 1/2 4W)

Drew® proudly presents the Boulder, a lower-cut version of the popular Rockford boot for men. The Boulder has double the added depth. Ideal for extra-thick orthotics, or extreme foot conditions. Waterproof leather upper and lining. And it's... ... more

Men's Boulder Drew Shoe by Drew in Dark Brown (Size 8 1/2 4W)

Drew® proudly presents the Boulder, a lower-cut version of the popular Rockford boot for men. The Boulder has double the added depth. Ideal for extra-thick orthotics, or extreme foot conditions. Waterproof leather upper and lining. And it's...

KingSize Direct

$260.99

go to store
Madewell Shoes | Madewell The Camryn Chelsea Boot In Leather In English Saddle | Color: Brown/Tan | Size: 7.5

Madewell Shoes | Madewell The Camryn Chelsea Boot In Leather In English Saddle | Color: Brown/Tan | Size: 7.5

Madewell The Camryn Chelsea Boot In Leather In English Saddle Brown Size 7.5 In Good Condition, Some Discoloration On Elastic Features: Stylish, Leather, Neutral, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boots, Chelsea, Classic, Staple,... ... more

Madewell Shoes | Madewell The Camryn Chelsea Boot In Leather In English Saddle | Color: Brown/Tan | Size: 7.5

Madewell The Camryn Chelsea Boot In Leather In English Saddle Brown Size 7.5 In Good Condition, Some Discoloration On Elastic Features: Stylish, Leather, Neutral, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boots, Chelsea, Classic, Staple,...

Poshmark

$70.00

go to store
Madewell Shoes | Madewell Platform Chelsea Boots- Leather And Suede | Color: Brown | Size: 9

Madewell Shoes | Madewell Platform Chelsea Boots- Leather And Suede | Color: Brown | Size: 9

Like New! Only Worn A Few Times. Just Can’t Pull These Off! Super High Quality. ... more

Madewell Shoes | Madewell Platform Chelsea Boots- Leather And Suede | Color: Brown | Size: 9

Like New! Only Worn A Few Times. Just Can’t Pull These Off! Super High Quality.

Poshmark

$110.00

go to store
Madewell Shoes | Madewell Sonia Ankle Low Chelsea Boots Leather | Color: Brown/Tan | Size: Various

Madewell Shoes | Madewell Sonia Ankle Low Chelsea Boots Leather | Color: Brown/Tan | Size: Various

Madewell Sonia Ankle Low Chelsea Boots Brand New In Box Retail $188 Color: Tan And Black With Snakeskin Pattern / "Heather Natural Multi" Description: An Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To A Chelsea Boot That Serves As A... ... more

Madewell Shoes | Madewell Sonia Ankle Low Chelsea Boots Leather | Color: Brown/Tan | Size: Various

Madewell Sonia Ankle Low Chelsea Boots Brand New In Box Retail $188 Color: Tan And Black With Snakeskin Pattern / "Heather Natural Multi" Description: An Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To A Chelsea Boot That Serves As A...

Poshmark

$110.00

go to store
Madewell Shoes | Madewell Carina Snake Embossed Leather Chelsea Boot Us 7 | Color: Brown/Tan | Size: 7

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

Madewell The Carina Snake Embossed Leather Chelsea Boot Us 7 Color: Burnt Clay Multi Cushioned Insole Heel 1.5" Slip On/Chelsea Pointed Toe Gored Side Paneling Back Pulltab Block Heel Leather Upper Leather Lining Synthetic Sole Msrp $198 Measurement:... ... more

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

Madewell The Carina Snake Embossed Leather Chelsea Boot Us 7 Color: Burnt Clay Multi Cushioned Insole Heel 1.5" Slip On/Chelsea Pointed Toe Gored Side Paneling Back Pulltab Block Heel Leather Upper Leather Lining Synthetic Sole Msrp $198 Measurement:...

Poshmark

$109.00

go to store
Madewell Shoes | Madewell The Cleary Chelsea Boot In Leather Nh206 | Color: Brown | Size: 6

Madewell Shoes | Madewell The Cleary Chelsea Boot In Leather Nh206 | Color: Brown | Size: 6

Reposhing This Item I Purchased From @Styleforumdeals. Loved It, But Never Wore Because I Have A Similar Pair. Questions? Leave A Comment Below! ... more

Madewell Shoes | Madewell The Cleary Chelsea Boot In Leather Nh206 | Color: Brown | Size: 6

Reposhing This Item I Purchased From @Styleforumdeals. Loved It, But Never Wore Because I Have A Similar Pair. Questions? Leave A Comment Below!

Poshmark

$70.00

go to store
Madewell Shoes | Madewell Leather Ainsley Chelsea Boot Sz 9 | Color: Brown | Size: 9

Madewell Shoes | Madewell Leather Ainsley Chelsea Boot Sz 9 | Color: Brown | Size: 9

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

Madewell Shoes | Madewell Leather Ainsley Chelsea Boot Sz 9 | Color: Brown | Size: 9

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

Poshmark

$50.00

go to store
Madewell Shoes | Madewell Side-Gore Chelsea Boots In Leather | Color: Brown | Size: 9

Madewell Shoes | Madewell Side-Gore Chelsea Boots In Leather | Color: Brown | Size: 9

Only Worn 2 Times. In Great Condition. Color -English Saddle. ... more

Madewell Shoes | Madewell Side-Gore Chelsea Boots In Leather | Color: Brown | Size: 9

Only Worn 2 Times. In Great Condition. Color -English Saddle.

Poshmark

$69.00

go to store
Madewell Shoes | Madewell 1937 Footwear Chelsea Leather Ankle Boot | Color: Brown | Size: 8.5

Madewell Shoes | Madewell 1937 Footwear Chelsea Leather Ankle Boot | Color: Brown | Size: 8.5

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

Madewell Shoes | Madewell 1937 Footwear Chelsea Leather Ankle Boot | Color: Brown | Size: 8.5

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

Poshmark

$20.00

go to store
Madewell Shoes | Madewell The Ryan Chelsea Boot In Dark Chestnut Leather | Color: Brown | Size: 8

Madewell Shoes | Madewell The Ryan Chelsea Boot In Dark Chestnut Leather | Color: Brown | Size: 8

Madewell The Ryan Chelsea Boot In Dark Chestnut Leather Size 8. Worn A Few Times, Has Been Sitting In My Closet For A Year. Some Wear And Scuff On Leather, Please See All Pictures. It Is Still In Excellent Condition And Has Lots Of Life Left. Needs... ... more

Madewell Shoes | Madewell The Ryan Chelsea Boot In Dark Chestnut Leather | Color: Brown | Size: 8

Madewell The Ryan Chelsea Boot In Dark Chestnut Leather Size 8. Worn A Few Times, Has Been Sitting In My Closet For A Year. Some Wear And Scuff On Leather, Please See All Pictures. It Is Still In Excellent Condition And Has Lots Of Life Left. Needs...

Poshmark

$35.00

go to store
Madewell Shoes | Euc Madewell Leather Chelsea Boots | Color: Black/Brown | Size: 6

Madewell Shoes | Euc Madewell Leather Chelsea Boots | Color: Black/Brown | Size: 6

Selling Size 6 Real Leather High Heel Madewell Chelsea Boots. Excellent Used Condition. Stacked Wood Heel 2.75”. ... more

Madewell Shoes | Euc Madewell Leather Chelsea Boots | Color: Black/Brown | Size: 6

Selling Size 6 Real Leather High Heel Madewell Chelsea Boots. Excellent Used Condition. Stacked Wood Heel 2.75”.

Poshmark

$40.00

go to store
Madewell Shoes | Madewell Low Chelsea Snake Embossed Leather Boots | Color: Brown/Tan | Size: 7

Madewell Shoes | Madewell Low Chelsea Snake Embossed Leather Boots | Color: Brown/Tan | Size: 7

Madewell Low Chelsea In Snake Embossed Leather , New Original Box, Pull On With Elastic Gore Insets , Beautiful With Any Outfit, Please See Pics And Video For More Detail. Thanks ... more

Madewell Shoes | Madewell Low Chelsea Snake Embossed Leather Boots | Color: Brown/Tan | Size: 7

Madewell Low Chelsea In Snake Embossed Leather , New Original Box, Pull On With Elastic Gore Insets , Beautiful With Any Outfit, Please See Pics And Video For More Detail. Thanks

Poshmark

$65.00

go to store
Madewell Shoes | Madewell Bryce Suede Chelsea Ankle Boot Equestrian Brown Size 10 | Color: Brown | Size: 10

Madewell Shoes | Madewell Bryce Suede Chelsea Ankle Boot Equestrian Brown Size 10 | Color: Brown | Size: 10

Madewell Bryce Suede Chelsea Ankle Boot Equestrian Brown Size 10 New Without Tag Shoe Is Store Return And May Have Minor Blemish ... more

Madewell Shoes | Madewell Bryce Suede Chelsea Ankle Boot Equestrian Brown Size 10 | Color: Brown | Size: 10

Madewell Bryce Suede Chelsea Ankle Boot Equestrian Brown Size 10 New Without Tag Shoe Is Store Return And May Have Minor Blemish

Poshmark

$95.00

go to store