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 Ivy Chelsea Boots Leather Black 5.5 | Color: Black | Size: 5.5

Madewell Shoes | Madewell The Ivy Chelsea Boots Leather Black 5.5 | Color: Black | Size: 5.5

Size 5.5 Genuine Leather Excellent Condition ... more

$50.00

go to store
Madewell Shoes | Like New Madewell The Ivy Chelsea Boot In Leather | Color: Black | Size: 9

Madewell Shoes | Like New Madewell The Ivy Chelsea Boot In Leather | Color: Black | Size: 9

Excellent Condition. Outsides Look Brand New, With Insides Just Having Small Water Mark On Back As Pictured. Wish I Could Keep These But They’re Just A Tad Too Small For Me. Open To Reasonable Offers! From Madewell: We Toughened Up Classic Chelsea... ... more

Madewell Shoes | Like New Madewell The Ivy Chelsea Boot In Leather | Color: Black | Size: 9

Excellent Condition. Outsides Look Brand New, With Insides Just Having Small Water Mark On Back As Pictured. Wish I Could Keep These But They’re Just A Tad Too Small For Me. Open To Reasonable Offers! From Madewell: We Toughened Up Classic Chelsea...

Poshmark

$60.00

go to store
Best Seller
Madewell Shoes | Madewell The Ivy Chelsea Boot In Leather | Color: Black/Brown | Size: 7.5

Madewell Shoes | Madewell The Ivy Chelsea Boot In Leather | Color: Black/Brown | Size: 7.5

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

Madewell Shoes | Madewell The Ivy Chelsea Boot In Leather | Color: Black/Brown | Size: 7.5

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

Poshmark

$70.00

go to store
Madewell Shoes | Madewell The Ivy Chelsea Leather Boots | Color: Black | Size: 6.5

Madewell Shoes | Madewell The Ivy Chelsea Leather Boots | Color: Black | Size: 6.5

Reposhing This Item I Purchased From @Mwood25. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! ... more

Madewell Shoes | Madewell The Ivy Chelsea Leather Boots | Color: Black | Size: 6.5

Reposhing This Item I Purchased From @Mwood25. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below!

Poshmark

$60.00

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 Ivy Chelsea Boot Croc Leather Ma428 | Color: Brown | Size: 8

Madewell Shoes | Madewell Ivy Chelsea Boot Croc Leather Ma428 | Color: Brown | Size: 8

1/4" Shaft Height Size 8 Run A Bit Small So Would Be Ideal For A Size 7.5 3/4" Heel Embossed Leather Man-Made Sole Brand New ... more

Madewell Shoes | Madewell Ivy Chelsea Boot Croc Leather Ma428 | Color: Brown | Size: 8

1/4" Shaft Height Size 8 Run A Bit Small So Would Be Ideal For A Size 7.5 3/4" Heel Embossed Leather Man-Made Sole Brand New

Poshmark

$80.00

go to store
Madewell Shoes | Madewell The Ivy Chelsea Boot In Croc Embossed Leather In Brown. | Color: Brown | Size: 6.5

Madewell Shoes | Madewell The Ivy Chelsea Boot In Croc Embossed Leather In Brown. | Color: Brown | Size: 6.5

Madewell The Ivy Chelsea Boot In Croc Embossed Leather In Brown, Size 6.5 Great Condition, Normal Signs Of Use, See The Pictures. Sole: 10" ... more

Madewell Shoes | Madewell The Ivy Chelsea Boot In Croc Embossed Leather In Brown. | Color: Brown | Size: 6.5

Madewell The Ivy Chelsea Boot In Croc Embossed Leather In Brown, Size 6.5 Great Condition, Normal Signs Of Use, See The Pictures. Sole: 10"

Poshmark

$81.00

go to store
Madewell Shoes | Last Pair- Madewell Ivy Calf Hair Chelsea Boot Size 7 | Color: Black/Tan | Size: 7

Madewell Shoes | Last Pair- Madewell Ivy Calf Hair Chelsea Boot Size 7 | Color: Black/Tan | Size: 7

New Never Worn Last Available Pair Size 7 Madewell Ultra-Trendy Ivy Chelsea Boot That's Designed In A Luxe Genuine Calf Hair Silhouette. 5.5" Shaft Height Slip-On Cushioned Insole Round Toe Gored Side Paneling Back Pull-Tab Genuine Dyed Calf Hair... ... more

Madewell Shoes | Last Pair- Madewell Ivy Calf Hair Chelsea Boot Size 7 | Color: Black/Tan | Size: 7

New Never Worn Last Available Pair Size 7 Madewell Ultra-Trendy Ivy Chelsea Boot That's Designed In A Luxe Genuine Calf Hair Silhouette. 5.5" Shaft Height Slip-On Cushioned Insole Round Toe Gored Side Paneling Back Pull-Tab Genuine Dyed Calf Hair...

Poshmark

$53.00

go to store
Madewell Shoes | Madewell The Ryan Black Chelsea Leather Pull On Ankle Boots | Color: Black | Size: 8.5

Madewell Shoes | Madewell The Ryan Black Chelsea Leather Pull On Ankle Boots | Color: Black | Size: 8.5

Madewell The Ryan Black Chelsea Leather Pull On Ankle Boots In Size 8.5. In Good Preowned Condition With Some Scuffs And Wear As Shown. Bin Hg3 ... more

Madewell Shoes | Madewell The Ryan Black Chelsea Leather Pull On Ankle Boots | Color: Black | Size: 8.5

Madewell The Ryan Black Chelsea Leather Pull On Ankle Boots In Size 8.5. In Good Preowned Condition With Some Scuffs And Wear As Shown. Bin Hg3

Poshmark

$40.00

go to store
Madewell Shoes | Madewell Size 9 The Grayson Black Leather Ankle Chelsea Boot J8293 | Color: Black | Size: 9

Madewell Shoes | Madewell Size 9 The Grayson Black Leather Ankle Chelsea Boot J8293 | Color: Black | Size: 9

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 (Just Add Cropped Jeans). Cushiness Alert: We've Added An... ... more

Madewell Shoes | Madewell Size 9 The Grayson Black Leather Ankle Chelsea Boot J8293 | Color: Black | Size: 9

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 (Just Add Cropped Jeans). Cushiness Alert: We've Added An...

Poshmark

$128.00

go to store
Madewell Shoes | Madewell Nico Leather Chelsea Boots Black | Color: Black | Size: 9.5

Madewell Shoes | Madewell Nico Leather Chelsea Boots Black | Color: Black | Size: 9.5

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

Madewell Shoes | Madewell Nico Leather Chelsea Boots Black | Color: Black | Size: 9.5

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

Poshmark

$60.00

go to store
Madewell Shoes | Madewell The Benning Chelsea Boot In True Black Leather | Color: Black | Size: 7.5

Madewell Shoes | Madewell The Benning Chelsea Boot In True Black Leather | Color: Black | Size: 7.5

Madewell The Benning Chelsea Boot In True Black Leather Size 7.5 In Good Condition Features: Stylish, Leather, Neutral, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boots, Staple, Timeless, Everyday, Everyday Style, Chelsea Boot Size: Womens 7.5 ... more

Madewell Shoes | Madewell The Benning Chelsea Boot In True Black Leather | Color: Black | Size: 7.5

Madewell The Benning Chelsea Boot In True Black Leather Size 7.5 In Good Condition Features: Stylish, Leather, Neutral, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boots, Staple, Timeless, Everyday, Everyday Style, Chelsea Boot Size: Womens 7.5

Poshmark

$100.00

go to store
Madewell Shoes | Madewell The Carina Chelsea Boot In True Black Leather | Color: Black | Size: 7.5

Madewell Shoes | Madewell The Carina Chelsea Boot In True Black Leather | Color: Black | Size: 7.5

With An Easy Rounded Toe And Comfy Stacked Mid-Height Heel, These Wear-Everywhere Leather Chelsea Boots Have Elastic Goring And A Pull-Tab That Makes On-And-Off A Breeze. Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well,... ... more

Madewell Shoes | Madewell The Carina Chelsea Boot In True Black Leather | Color: Black | Size: 7.5

With An Easy Rounded Toe And Comfy Stacked Mid-Height Heel, These Wear-Everywhere Leather Chelsea Boots Have Elastic Goring And A Pull-Tab That Makes On-And-Off A Breeze. Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well,...

Poshmark

$65.00

go to store
Madewell Shoes | Madewell The Ainsley Chelsea Boot Black Leather Size 8 | Color: Black | Size: 8

Madewell Shoes | Madewell The Ainsley Chelsea Boot Black Leather Size 8 | Color: Black | Size: 8

Madewell The Ainsley Chelsea Boot Size 8 Black Leather 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... ... more

Madewell Shoes | Madewell The Ainsley Chelsea Boot Black Leather Size 8 | Color: Black | Size: 8

Madewell The Ainsley Chelsea Boot Size 8 Black Leather 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...

Poshmark

$54.00

go to store
Madewell Shoes | Madewell The Ainsley Chelsea Leather Boot In Black Size 7 Ankle Bootie | Color: Black | Size: 7

Madewell Shoes | Madewell The Ainsley Chelsea Leather Boot In Black Size 7 Ankle Bootie | Color: Black | Size: 7

Madewell The Ainsley Chelsea Leather Boot In Black Size 7 Ankle Booties Have Light Scuffs And Distressing But They’re High Quality/Beautifully Made And Have A Lot Of Life Left. ... more

Madewell Shoes | Madewell The Ainsley Chelsea Leather Boot In Black Size 7 Ankle Bootie | Color: Black | Size: 7

Madewell The Ainsley Chelsea Leather Boot In Black Size 7 Ankle Booties Have Light Scuffs And Distressing But They’re High Quality/Beautifully Made And Have A Lot Of Life Left.

Poshmark

$30.00

go to store
Madewell Shoes | Madewell Ankle Chelsea Boots Size 7 In Black Leather | Color: Black | Size: 7

Madewell Shoes | Madewell Ankle Chelsea Boots Size 7 In Black Leather | Color: Black | Size: 7

Beautiful Black Leather Ankle Boots From Madewell In Size 7. These Ankle Boots Go With Everything! Versatile And Comfortable, Easy To Slip On And Wear All Day. They’re High Quality Basics That You Can Keep Forever And They’ll Never Go Out Of Style.... ... more

Madewell Shoes | Madewell Ankle Chelsea Boots Size 7 In Black Leather | Color: Black | Size: 7

Beautiful Black Leather Ankle Boots From Madewell In Size 7. These Ankle Boots Go With Everything! Versatile And Comfortable, Easy To Slip On And Wear All Day. They’re High Quality Basics That You Can Keep Forever And They’ll Never Go Out Of Style....

Poshmark

$36.00

go to store
Madewell Shoes | - Madewell Black Leather Chelsea Boots | Color: Black | Size: 7.5

Madewell Shoes | - Madewell Black Leather Chelsea Boots | Color: Black | Size: 7.5

Size 7.5, Worn Just Once ... more

$56.00

go to store
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

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...

Poshmark

$98.00

go to store
Madewell Shoes | Madewell Black Leather Chelsea Boots | Color: Black | Size: 8.5

Madewell Shoes | Madewell Black Leather Chelsea Boots | Color: Black | Size: 8.5

These Boots Are In Excellent Condition. Super Comfortable And Easily Slip On And Off. I Am Only Selling Because They Fit A Too Big On Me Than I Expected. (I Sized Up On Purpose Thinking I’d Need More Room With Thick Socks And The Way My Feet Are, But... ... more

Madewell Shoes | Madewell Black Leather Chelsea Boots | Color: Black | Size: 8.5

These Boots Are In Excellent Condition. Super Comfortable And Easily Slip On And Off. I Am Only Selling Because They Fit A Too Big On Me Than I Expected. (I Sized Up On Purpose Thinking I’d Need More Room With Thick Socks And The Way My Feet Are, But...

Poshmark

$120.00

go to store
Madewell Shoes | Madewell The Benning Chelsea Boot In True Black Leather | Color: Black | Size: 6

Madewell Shoes | Madewell The Benning Chelsea Boot In True Black Leather | Color: Black | Size: 6

Madewell The Benning Chelsea Boot In True Black Leather Size 6 In Good Condition Features: Stylish, Leather, Neutral, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boots, Staple, Timeless, Everyday, Everyday Style, Chelsea Boot Size: Womens 6 ... more

Madewell Shoes | Madewell The Benning Chelsea Boot In True Black Leather | Color: Black | Size: 6

Madewell The Benning Chelsea Boot In True Black Leather Size 6 In Good Condition Features: Stylish, Leather, Neutral, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boots, Staple, Timeless, Everyday, Everyday Style, Chelsea Boot Size: Womens 6

Poshmark

$90.00

go to store
Madewell Shoes | Madewell The Carina Boot In Snake Embossed Leather Ankle Chelsea Boot Booties | Color: Black/Yellow | Size: 6

Madewell Shoes | Madewell The Carina Boot In Snake Embossed Leather Ankle Chelsea Boot Booties | Color: Black/Yellow | Size: 6

Excellent Condition Madewell The Carina Boot In Snake Embossed Leather Ankle Chelsea Boot Booties Brand: Madewell Size: Women’s Size 6 Style: 2030756 Carina Color: Burnt Clay Multi 1.5” Stacked Block Heel 5.5” Tall Leather Upper Snakeskin Print Yellow... ... more

Madewell Shoes | Madewell The Carina Boot In Snake Embossed Leather Ankle Chelsea Boot Booties | Color: Black/Yellow | Size: 6

Excellent Condition Madewell The Carina Boot In Snake Embossed Leather Ankle Chelsea Boot Booties Brand: Madewell Size: Women’s Size 6 Style: 2030756 Carina Color: Burnt Clay Multi 1.5” Stacked Block Heel 5.5” Tall Leather Upper Snakeskin Print Yellow...

Poshmark

$68.00

go to store
Madewell Shoes | Madewell Camryn Chelsea Boot In Black Leather | Color: Black | Size: 8.5

Madewell Shoes | Madewell Camryn Chelsea Boot In Black Leather | Color: Black | Size: 8.5

Product Details Lightweight And Comfy, This Classic Leather Chelsea Boot Has Updated Thick Weather-Sealed Rubber Soles Ready To Take On Whatever The Day Brings-Rain Included. Sock-Like Elastic Insets Make Taking These On And Off A Breeze And, Cushiness... ... more

Madewell Shoes | Madewell Camryn Chelsea Boot In Black Leather | Color: Black | Size: 8.5

Product Details Lightweight And Comfy, This Classic Leather Chelsea Boot Has Updated Thick Weather-Sealed Rubber Soles Ready To Take On Whatever The Day Brings-Rain Included. Sock-Like Elastic Insets Make Taking These On And Off A Breeze And, Cushiness...

Poshmark

$120.00

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 True Black Lugsole Chelsea Boot In Leather Size 8.5 | Color: Black | Size: 8.5

Madewell Shoes | Madewell True Black Lugsole Chelsea Boot In Leather Size 8.5 | Color: Black | Size: 8.5

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

Madewell Shoes | Madewell True Black Lugsole Chelsea Boot In Leather Size 8.5 | Color: Black | Size: 8.5

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

Poshmark

$195.00

go to store
Madewell Shoes | Madewell Regan Black Leather Heeled Chelsea Boots Size 6.5 | Color: Black | Size: 6.5

Madewell Shoes | Madewell Regan Black Leather Heeled Chelsea Boots Size 6.5 | Color: Black | Size: 6.5

Reposhing This Item I Purchased From @Lesac1977. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! ... more

Madewell Shoes | Madewell Regan Black Leather Heeled Chelsea Boots Size 6.5 | Color: Black | Size: 6.5

Reposhing This Item I Purchased From @Lesac1977. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below!

Poshmark

$35.00

go to store
Madewell Shoes | Madewell The Benning Chelsea Boot In True Black Leather | Color: Black | Size: 6.5

Madewell Shoes | Madewell The Benning Chelsea Boot In True Black Leather | Color: Black | Size: 6.5

Madewell The Benning Chelsea Boot In True Black Leather Size 6.5 In Good Condition, Scratch To Leather And The Elastic Needs To Be Repaired Since It Is Detaching From Leather In One Spot Features: Stylish, Leather, Neutral, Madewell, Winter, Fall, Fall... ... more

Madewell Shoes | Madewell The Benning Chelsea Boot In True Black Leather | Color: Black | Size: 6.5

Madewell The Benning Chelsea Boot In True Black Leather Size 6.5 In Good Condition, Scratch To Leather And The Elastic Needs To Be Repaired Since It Is Detaching From Leather In One Spot Features: Stylish, Leather, Neutral, Madewell, Winter, Fall, Fall...

Poshmark

$40.00

go to store
Madewell Shoes | Madewell The Ivy Chelsea Boot In Mini Dot Calf Hair | Color: Black/Tan | Size: 5.5

Madewell Shoes | Madewell The Ivy Chelsea Boot In Mini Dot Calf Hair | Color: Black/Tan | Size: 5.5

New Without Box In Excellent Condition Color: Toffee Multi Calf Hair Upper Man-Made Sole ... more

Madewell Shoes | Madewell The Ivy Chelsea Boot In Mini Dot Calf Hair | Color: Black/Tan | Size: 5.5

New Without Box In Excellent Condition Color: Toffee Multi Calf Hair Upper Man-Made Sole

Poshmark

$30.00

go to store
Madewell Shoes | Madewell The Ivy Chelsea Boot In Mini Dot Calf Hair Size 7 | Color: Black/Tan | Size: 7

Madewell Shoes | Madewell The Ivy Chelsea Boot In Mini Dot Calf Hair Size 7 | Color: Black/Tan | Size: 7

We Toughened Up Classic Chelsea Boots With A Utilitarian Lug Sole. Made Of Spotted Calf Hair, They'll Look Cooler And Cooler The More You Wear 'Em. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. 5 1/4"... ... more

Madewell Shoes | Madewell The Ivy Chelsea Boot In Mini Dot Calf Hair Size 7 | Color: Black/Tan | Size: 7

We Toughened Up Classic Chelsea Boots With A Utilitarian Lug Sole. Made Of Spotted Calf Hair, They'll Look Cooler And Cooler The More You Wear 'Em. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. 5 1/4"...

Poshmark

$105.00

go to store
Madewell Shoes | Ivy Lugsole Chelsea Leather Boots Black Size 7.5 | Color: Black | Size: 7.5

Madewell Shoes | Ivy Lugsole Chelsea Leather Boots Black Size 7.5 | Color: Black | Size: 7.5

Ivy Lugsole Chelsea Leather Boots Black Size 7.5 Used In Good Condition. The Leather Is Soft And Supple From Wear With Some Wrinkles But These Shoes Have A Ton Of Life Left In Them And No Significant Cosmetic Issues. They’re Just Too Narrow For My... ... more

Madewell Shoes | Ivy Lugsole Chelsea Leather Boots Black Size 7.5 | Color: Black | Size: 7.5

Ivy Lugsole Chelsea Leather Boots Black Size 7.5 Used In Good Condition. The Leather Is Soft And Supple From Wear With Some Wrinkles But These Shoes Have A Ton Of Life Left In Them And No Significant Cosmetic Issues. They’re Just Too Narrow For My...

Poshmark

$40.00

go to store
Madewell Shoes | Madewell The Ryan Chelsea Boot Size 9 Black Ankle Bootie Leather E2331 | Color: Black | Size: 9

Madewell Shoes | Madewell The Ryan Chelsea Boot Size 9 Black Ankle Bootie Leather E2331 | Color: Black | Size: 9

Madewell The Ryan Chelsea Boot Black Ankle Bootie Leather Size 9 Style E2331 Leather Upper, Leather Lining, 3.5” Stacked Heel, Pull-On Closure With Elasticized Side Gore Very Good Pre-Owned Condition With Light Wear To Soles. 998644744 ... more

Madewell Shoes | Madewell The Ryan Chelsea Boot Size 9 Black Ankle Bootie Leather E2331 | Color: Black | Size: 9

Madewell The Ryan Chelsea Boot Black Ankle Bootie Leather Size 9 Style E2331 Leather Upper, Leather Lining, 3.5” Stacked Heel, Pull-On Closure With Elasticized Side Gore Very Good Pre-Owned Condition With Light Wear To Soles. 998644744

Poshmark

$65.00

go to store
Madewell Shoes | Madewell The Benning Chelsea Boot In True Black Leather | Color: Black | Size: 6.5

Madewell Shoes | Madewell The Benning Chelsea Boot In True Black Leather | Color: Black | Size: 6.5

Madewell The Benning Chelsea Boot In True Black Leather 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 6.5 ... more

Madewell Shoes | Madewell The Benning Chelsea Boot In True Black Leather | Color: Black | Size: 6.5

Madewell The Benning Chelsea Boot In True Black Leather 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 6.5

Poshmark

$100.00

go to store
Madewell Shoes | Madewell Black Leather Chelsea Boot Size 7.5 | Color: Black | Size: 7.5

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

Brand: Madewell Color: Black Size: 7.5 Material: 100% Genuine Leather Great Quality And Still In Good Condition. Some Creasing. No Scuffs Or Rips In The Leather. ... more

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

Brand: Madewell Color: Black Size: 7.5 Material: 100% Genuine Leather Great Quality And Still In Good Condition. Some Creasing. No Scuffs Or Rips In The Leather.

Poshmark

$70.00

go to store
Madewell Shoes | Madewell The Regan Boot Pull On Chelsea Black Leather Minimalist | Color: Black | Size: 8.5

Madewell Shoes | Madewell The Regan Boot Pull On Chelsea Black Leather Minimalist | Color: Black | Size: 8.5

This Cool Pull-On Boot Sports A Block Heel For A Little Extra Height, While Remaining Walking-Friendly. An Extra Layer Of Padding Makes It Even Easier On The Feet. Heel Style: Block/Chunky Toe Style: Closed Toe 2 1/2" Heel (Size 8.5) 4 1/2" Shaft... ... more

Madewell Shoes | Madewell The Regan Boot Pull On Chelsea Black Leather Minimalist | Color: Black | Size: 8.5

This Cool Pull-On Boot Sports A Block Heel For A Little Extra Height, While Remaining Walking-Friendly. An Extra Layer Of Padding Makes It Even Easier On The Feet. Heel Style: Block/Chunky Toe Style: Closed Toe 2 1/2" Heel (Size 8.5) 4 1/2" Shaft...

Poshmark

$76.00

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 Black Leather Chelsea Boots | Color: Black | Size: 8.5

Madewell Shoes | Madewell Black Leather Chelsea Boots | Color: Black | Size: 8.5

Black Leather. Pull Tab On Back To Help Get Them On. Very Comfy. ... more

Madewell Shoes | Madewell Black Leather Chelsea Boots | Color: Black | Size: 8.5

Black Leather. Pull Tab On Back To Help Get Them On. Very Comfy.

Poshmark

$45.00

go to store
Madewell Shoes | Madewell Ainsley Black Leather Chelsea Boots So 6.5 | Color: Black | Size: 6.5

Madewell Shoes | Madewell Ainsley Black Leather Chelsea Boots So 6.5 | Color: Black | Size: 6.5

Madewell Ainsley Black Leather Boots ... more

$70.00

go to store
Madewell Shoes | Madewell Ryan Black Leather Chelsea Ankle Boot Size 9.5 | Color: Black | Size: 9.5

Madewell Shoes | Madewell Ryan Black Leather Chelsea Ankle Boot Size 9.5 | Color: Black | Size: 9.5

Madewell Black Ankle Boot Size: 9.5 Style Name: Ryan Style #: E2331 Msrp: Was $158 Condition: Pre-Owned In Excellent Condition. The Upper Leather Is In Pristine Condition, Lower Has Normal Wear And Tear. Heel: 3.25" Features: Slip On Styling With... ... more

Madewell Shoes | Madewell Ryan Black Leather Chelsea Ankle Boot Size 9.5 | Color: Black | Size: 9.5

Madewell Black Ankle Boot Size: 9.5 Style Name: Ryan Style #: E2331 Msrp: Was $158 Condition: Pre-Owned In Excellent Condition. The Upper Leather Is In Pristine Condition, Lower Has Normal Wear And Tear. Heel: 3.25" Features: Slip On Styling With...

Poshmark

$66.00

go to store
Madewell Shoes | Madewell Black Leather Chelsea Platform Boots Size 12 | Color: Black | Size: 12

Madewell Shoes | Madewell Black Leather Chelsea Platform Boots Size 12 | Color: Black | Size: 12

In Like New Condition, Only Worn Twice! Very Comfortable, Classic Shoe And Can Be Worn In Endless Ways! ... more

Madewell Shoes | Madewell Black Leather Chelsea Platform Boots Size 12 | Color: Black | Size: 12

In Like New Condition, Only Worn Twice! Very Comfortable, Classic Shoe And Can Be Worn In Endless Ways!

Poshmark

$100.00

go to store
Madewell Shoes | - Madewell Ainsley Chelsea Black Leather Boots | Color: Black | Size: 7

Madewell Shoes | - Madewell Ainsley Chelsea Black Leather Boots | Color: Black | Size: 7

Madewell Ainsley Chelsea Black Leather Boots True Black Leather Size 7 These Are In Great Preowned Condition Mild Scuffing Or Wear See Pictures For Details ... more

Madewell Shoes | - Madewell Ainsley Chelsea Black Leather Boots | Color: Black | Size: 7

Madewell Ainsley Chelsea Black Leather Boots True Black Leather Size 7 These Are In Great Preowned Condition Mild Scuffing Or Wear See Pictures For Details

Poshmark

$35.00

go to store