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 Boots | Color: Black | Size: 8.5

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

The Carina Platform Chelsea Boot In Black. Worn A Handful Of Times. No Scuffs. ... more

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

The Carina Platform Chelsea Boot In Black. Worn A Handful Of Times. No Scuffs.

Poshmark

$95.00

go to store
Madewell Shoes | Madewell Carina Platform Black Heeled Leather Chelsea Boot Us Size 7 | Color: Black | Size: 7

Madewell Shoes | Madewell Carina Platform Black Heeled Leather Chelsea Boot Us Size 7 | Color: Black | Size: 7

This Classic Chelsea Boot Is Made For Walkin', Thanks To The Lightweight Eva Platform And Chunky Heel. This Boot Is A Smooth Leather, An Edgy Pair Of Boots That Can Be Worn With Everything From Dresses To Jeans. * 5 1/4" Shaft Height * 2 1/2" Heel. *... ... more

Madewell Shoes | Madewell Carina Platform Black Heeled Leather Chelsea Boot Us Size 7 | Color: Black | Size: 7

This Classic Chelsea Boot Is Made For Walkin', Thanks To The Lightweight Eva Platform And Chunky Heel. This Boot Is A Smooth Leather, An Edgy Pair Of Boots That Can Be Worn With Everything From Dresses To Jeans. * 5 1/4" Shaft Height * 2 1/2" Heel. *...

Poshmark

$165.00

go to store
Best Seller
Men's Daily Double Chelsea Boots by Eastland® in Black (Size 11 1/2 M)

Men's Daily Double Chelsea Boots by Eastland® in Black (Size 11 1/2 M)

These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and durability.... ... more

Men's Daily Double Chelsea Boots by Eastland® in Black (Size 11 1/2 M)

These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and durability....

KingSize Direct

$125.00

go to store
Men's Daily Double Chelsea Boots by Eastland® in Black (Size 12 M)

Men's Daily Double Chelsea Boots by Eastland® in Black (Size 12 M)

These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and durability.... ... more

Men's Daily Double Chelsea Boots by Eastland® in Black (Size 12 M)

These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and durability....

KingSize Direct

$125.00

go to store
Men's Daily Double Chelsea Boots by Eastland® in Black (Size 14 M)

Men's Daily Double Chelsea Boots by Eastland® in Black (Size 14 M)

These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and durability.... ... more

Men's Daily Double Chelsea Boots by Eastland® in Black (Size 14 M)

These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and durability....

KingSize Direct

$125.00

go to store
Madewell Shoes | Madewell Leather Carina Platform Chelsea Boot Size 9 | Color: Black | Size: 9

Madewell Shoes | Madewell Leather Carina Platform Chelsea Boot Size 9 | Color: Black | Size: 9

Great Boots For Looking Stylish In The Winter, Yet Feeling Secure Due To The Chunky Lug Sole That Provides Traction. These Are Just A Little Too Big For Me! Light Wear Throughout. The First Photo Is A Stock Image. Offers Welcome! ... more

Madewell Shoes | Madewell Leather Carina Platform Chelsea Boot Size 9 | Color: Black | Size: 9

Great Boots For Looking Stylish In The Winter, Yet Feeling Secure Due To The Chunky Lug Sole That Provides Traction. These Are Just A Little Too Big For Me! Light Wear Throughout. The First Photo Is A Stock Image. Offers Welcome!

Poshmark

$80.00

go to store
Madewell Shoes | Carina Madewell Chelsea Platform Boot In Black | Color: Black | Size: 6.5

Madewell Shoes | Carina Madewell Chelsea Platform Boot In Black | Color: Black | Size: 6.5

Black Faux Leather, Lightly Worn, Size 6.5 ... more

$156.00

go to store
Madewell Shoes | Madewell Carina Platform Chelsea Boot | Color: Black | Size: 9

Madewell Shoes | Madewell Carina Platform Chelsea Boot | Color: Black | Size: 9

Reposhing This Item I Purchased From @Laurenw235. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! ... more

Madewell Shoes | Madewell Carina Platform Chelsea Boot | Color: Black | Size: 9

Reposhing This Item I Purchased From @Laurenw235. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below!

Poshmark

$60.00

go to store
Madewell Shoes | *New* Madewell Carina Platform Chelsea Boots, Ladies 11 | Color: Black | Size: 11

Madewell Shoes | *New* Madewell Carina Platform Chelsea Boots, Ladies 11 | Color: Black | Size: 11

Brand New, Never Worn. Madewell Carina Platform Chelsea Boots, Black Leather. Selling Because They Didn't Fit Me. Size 11. ... more

Madewell Shoes | *New* Madewell Carina Platform Chelsea Boots, Ladies 11 | Color: Black | Size: 11

Brand New, Never Worn. Madewell Carina Platform Chelsea Boots, Black Leather. Selling Because They Didn't Fit Me. Size 11.

Poshmark

$89.00

go to store
Madewell Shoes | Bnib New Madewell Carina Chelsea Platform Lug Sole Heeled Boots Shoes Us Sz 8.5 | Color: Brown | Size: 8.5

Madewell Shoes | Bnib New Madewell Carina Chelsea Platform Lug Sole Heeled Boots Shoes Us Sz 8.5 | Color: Brown | Size: 8.5

Brand New In Box, Never Worn Madewell Carina Chelsea Platform Lug Sole Heeled Boots! Us Size 8.5 Color: Dried Maple Item # Nh199 Originally Retails For $228 Plus Tax! Please Note: The Item For Sale Is The Dried Maple Color - The Photos On The Model Is... ... more

Madewell Shoes | Bnib New Madewell Carina Chelsea Platform Lug Sole Heeled Boots Shoes Us Sz 8.5 | Color: Brown | Size: 8.5

Brand New In Box, Never Worn Madewell Carina Chelsea Platform Lug Sole Heeled Boots! Us Size 8.5 Color: Dried Maple Item # Nh199 Originally Retails For $228 Plus Tax! Please Note: The Item For Sale Is The Dried Maple Color - The Photos On The Model Is...

Poshmark

$149.00

go to store
Madewell Shoes | Madewell Nwot Carina Platform Chelsea Boot Sz 7 Cloudlift Lite Chunky Heel | Color: Brown | Size: 7

Madewell Shoes | Madewell Nwot Carina Platform Chelsea Boot Sz 7 Cloudlift Lite Chunky Heel | Color: Brown | Size: 7

This Classic Chelsea Boot Is Made For Walkin', Thanks To The Lightweight Eva Platform And Chunky Heel. Made Of Smooth Leather, It's The Edgy Pair That Can Be Worn With Everything From Dresses To Jeans. And, Cushiness Alert: Our Mwl Cloudlift Lite... ... more

Madewell Shoes | Madewell Nwot Carina Platform Chelsea Boot Sz 7 Cloudlift Lite Chunky Heel | Color: Brown | Size: 7

This Classic Chelsea Boot Is Made For Walkin', Thanks To The Lightweight Eva Platform And Chunky Heel. Made Of Smooth Leather, It's The Edgy Pair That Can Be Worn With Everything From Dresses To Jeans. And, Cushiness Alert: Our Mwl Cloudlift Lite...

Poshmark

$128.00

go to store
Madewell Shoes | Madewell Carina Platform Brown Suede Chelsea Boot | Color: Brown/Tan | Size: 6

Madewell Shoes | Madewell Carina Platform Brown Suede Chelsea Boot | Color: Brown/Tan | Size: 6

Terrific Rubber-Soled 2.5" Heeled Suede Boots In Color Burled Wood In Excellent Condition. I Coveted The Freda Salvador Brooke Boots For Ages And Was Thrilled To Find This Dupe--But It Turns Out I'm A Creature Of Habit, And Only Wear My Old Favorite... ... more

Madewell Shoes | Madewell Carina Platform Brown Suede Chelsea Boot | Color: Brown/Tan | Size: 6

Terrific Rubber-Soled 2.5" Heeled Suede Boots In Color Burled Wood In Excellent Condition. I Coveted The Freda Salvador Brooke Boots For Ages And Was Thrilled To Find This Dupe--But It Turns Out I'm A Creature Of Habit, And Only Wear My Old Favorite...

Poshmark

$75.00

go to store
Madewell Shoes | Madewell Carina Platform Chelsea Boot | Color: Brown | Size: 5.5

Madewell Shoes | Madewell Carina Platform Chelsea Boot | Color: Brown | Size: 5.5

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

Madewell Shoes | Madewell Carina Platform Chelsea Boot | Color: Brown | Size: 5.5

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

Poshmark

$75.00

go to store
Madewell Shoes | Madewell The Carina Platform Chelsea Boot In Dried Maple | Color: Tan | Size: 7

Madewell Shoes | Madewell The Carina Platform Chelsea Boot In Dried Maple | Color: Tan | Size: 7

Please Message Me Before Buying Madewell The Carina Platform Chelsea Boot In Dried Maple Size 7 Women's, Brand New, Only Wore Them To Try On But Am Missing The Box! In Great Condition. Originally $200. ... more

Madewell Shoes | Madewell The Carina Platform Chelsea Boot In Dried Maple | Color: Tan | Size: 7

Please Message Me Before Buying Madewell The Carina Platform Chelsea Boot In Dried Maple Size 7 Women's, Brand New, Only Wore Them To Try On But Am Missing The Box! In Great Condition. Originally $200.

Poshmark

$170.00

go to store
Madewell Shoes | Madewell Carina Platform Chelsea Boot | Color: Brown | Size: 10

Madewell Shoes | Madewell Carina Platform Chelsea Boot | Color: Brown | Size: 10

Brand New Madewell Chelsea Boot. These Have Never Been Worn (Forgot To Return!), And Are Brand New. Size 10 In Dried Maple.... ... more

Madewell Shoes | Madewell Carina Platform Chelsea Boot | Color: Brown | Size: 10

Brand New Madewell Chelsea Boot. These Have Never Been Worn (Forgot To Return!), And Are Brand New. Size 10 In Dried Maple....

Poshmark

$100.00

go to store
Madewell Shoes | Madewell Shoes Madewell Sonia Chelsea Boot Black Leather Nib | Color: Black | Size: 7

Madewell Shoes | Madewell Shoes Madewell Sonia Chelsea Boot Black Leather Nib | Color: Black | Size: 7

Madewell Shoes Madewell Sonia Chelsea Boot Black Leather Nib Sold Out! Retail $188 ... more

Madewell Shoes | Madewell Shoes Madewell Sonia Chelsea Boot Black Leather Nib | Color: Black | Size: 7

Madewell Shoes Madewell Sonia Chelsea Boot Black Leather Nib Sold Out! Retail $188

Poshmark

$115.00

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 Carina Chelsea Boot | Color: Red | Size: 5.5

Madewell Shoes | Madewell Carina Chelsea Boot | Color: Red | Size: 5.5

Gorgeous Rich Red Brown Cabernet Color Great For Fall And Winter. These Were Only Available Online And Color Was Listed As "English Saddle Red. A Couple Of Light Scuffs On Soles But Otherwise In Excellent Conditions. Any Discoloration Is Shown In... ... more

Madewell Shoes | Madewell Carina Chelsea Boot | Color: Red | Size: 5.5

Gorgeous Rich Red Brown Cabernet Color Great For Fall And Winter. These Were Only Available Online And Color Was Listed As "English Saddle Red. A Couple Of Light Scuffs On Soles But Otherwise In Excellent Conditions. Any Discoloration Is Shown In...

Poshmark

$100.00

go to store
Madewell Shoes | Madewell The Clog Boot Womens Size 6.5 Black Leather Chelsea Ankle Boots | Color: Black | Size: 6.5

Madewell Shoes | Madewell The Clog Boot Womens Size 6.5 Black Leather Chelsea Ankle Boots | Color: Black | Size: 6.5

Introducing The Stylish And Versatile Madewell The Clog Boot Womens Size 6.5 Black Leather Chelsea Ankle Boots! Crafted From High-Quality Black Leather, These Ankle Boots Feature A Wooden Platform With A Mid-Height Block Heel Of 2-2.9 Inches. The... ... more

Madewell Shoes | Madewell The Clog Boot Womens Size 6.5 Black Leather Chelsea Ankle Boots | Color: Black | Size: 6.5

Introducing The Stylish And Versatile Madewell The Clog Boot Womens Size 6.5 Black Leather Chelsea Ankle Boots! Crafted From High-Quality Black Leather, These Ankle Boots Feature A Wooden Platform With A Mid-Height Block Heel Of 2-2.9 Inches. The...

Poshmark

$60.00

go to store
Madewell Shoes | Madewell Black The Carina Boot | Color: Black | Size: 7

Madewell Shoes | Madewell Black The Carina Boot | Color: Black | Size: 7

Madewell Black The Carina Boot 1 1/2" Heel Leather Upper Man-Made Sole 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... ... more

Madewell Shoes | Madewell Black The Carina Boot | Color: Black | Size: 7

Madewell Black The Carina Boot 1 1/2" Heel Leather Upper Man-Made Sole 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...

Poshmark

$100.00

go to store
Madewell Shoes | Brown Madewell Chelsea Platform Boot | Color: Brown | Size: 7

Madewell Shoes | Brown Madewell Chelsea Platform Boot | Color: Brown | Size: 7

Comfortable, Versatile, Cognac Brown Leather Madewell Chelsea Boot. Heel About 2.5”. Black Rubber Outsole. Size 7, Lightly Worn, Very Good Used Condition. ... more

Madewell Shoes | Brown Madewell Chelsea Platform Boot | Color: Brown | Size: 7

Comfortable, Versatile, Cognac Brown Leather Madewell Chelsea Boot. Heel About 2.5”. Black Rubber Outsole. Size 7, Lightly Worn, Very Good Used Condition.

Poshmark

$75.00

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 Helen Platform Chelsea Boot In Suede | Color: Tan | Size: 8.5

Madewell Shoes | Madewell Helen Platform Chelsea Boot In Suede | Color: Tan | Size: 8.5

Comfortable Suede Platform Boots. Can Be Laced Up Or Slipped On. ... more

Madewell Shoes | Madewell Helen Platform Chelsea Boot In Suede | Color: Tan | Size: 8.5

Comfortable Suede Platform Boots. Can Be Laced Up Or Slipped On.

Poshmark

$45.00

go to store
Madewell Shoes | Madewell Carina Boot | Color: Black/Gray | Size: 9

Madewell Shoes | Madewell Carina Boot | Color: Black/Gray | Size: 9

Excellent Used Condition Madewell Leather Booties In Snakeskin Embossed ... more

Madewell Shoes | Madewell Carina Boot | Color: Black/Gray | Size: 9

Excellent Used Condition Madewell Leather Booties In Snakeskin Embossed

Poshmark

$60.00

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

Madewell Shoes | Madewell Carina Boot | Color: Black | Size: 7.5

Madewell Carina Boot, Leather, True Black, Size 7.5, Hardly Worn. Very Good Condition, With Original Box ... more

Madewell Shoes | Madewell Carina Boot | Color: Black | Size: 7.5

Madewell Carina Boot, Leather, True Black, Size 7.5, Hardly Worn. Very Good Condition, With Original Box

Poshmark

$55.00

go to store
Madewell Shoes | Madewell Carina Snake Print Pull On Boots 9 | Color: Black/Gray | Size: 9

Madewell Shoes | Madewell Carina Snake Print Pull On Boots 9 | Color: Black/Gray | Size: 9

Reposhing This Item I Purchased From @0ut0fthew00ds. Loved It, But Ready To Rotate For Something New. Euc, Most Recent Photos Are The Last Three Listed. Questions? Leave A Comment Below! ... more

Madewell Shoes | Madewell Carina Snake Print Pull On Boots 9 | Color: Black/Gray | Size: 9

Reposhing This Item I Purchased From @0ut0fthew00ds. Loved It, But Ready To Rotate For Something New. Euc, Most Recent Photos Are The Last Three Listed. Questions? Leave A Comment Below!

Poshmark

$35.00

go to store
Madewell Shoes | Madewell Carina Boots | Color: Black | Size: 8

Madewell Shoes | Madewell Carina Boots | Color: Black | Size: 8

Black Leather Boots, Size 8, Very Good Condition. See Photos For Wear. Heels Are In Great Condition And There Is Still Plenty Of Life Left In The Soles So You Do Not Need To Resole Them For Quite A While. Please Do Not Hesitate To Ask Questions Or Make... ... more

Madewell Shoes | Madewell Carina Boots | Color: Black | Size: 8

Black Leather Boots, Size 8, Very Good Condition. See Photos For Wear. Heels Are In Great Condition And There Is Still Plenty Of Life Left In The Soles So You Do Not Need To Resole Them For Quite A While. Please Do Not Hesitate To Ask Questions Or Make...

Poshmark

$49.00

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 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 Women’s The Ivy Chelsea Leather Boots Black Size 6.5 | Color: Black | Size: 6.5

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

Madewell Women’s The Ivy Chelsea Leather Boots In Black. Pull On. Heels Measure Approximately 1 Inch High. In Good Condition As Shown In Photos. Size Women’s 6.5. ... more

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

Madewell Women’s The Ivy Chelsea Leather Boots In Black. Pull On. Heels Measure Approximately 1 Inch High. In Good Condition As Shown In Photos. Size Women’s 6.5.

Poshmark

$62.00

go to store
Madewell Shoes | Madewell Regan Black Leather Chelsea Pull On Ankle Boot - Size 9.5 Cloud J8307 | Color: Black | Size: 9.5

Madewell Shoes | Madewell Regan Black Leather Chelsea Pull On Ankle Boot - Size 9.5 Cloud J8307 | Color: Black | Size: 9.5

Madewell Regan Black Leather Chelsea Pull On Ankle Boot Size 9.5 Heel = 2.75". Style J8307 Modern Style Chelsea Boot In Black Leather, Looks Great With Anything! Comfortable Block Heel And Easy Pull On Style. Msrp $178. Gently Used Condition With Minor... ... more

Madewell Shoes | Madewell Regan Black Leather Chelsea Pull On Ankle Boot - Size 9.5 Cloud J8307 | Color: Black | Size: 9.5

Madewell Regan Black Leather Chelsea Pull On Ankle Boot Size 9.5 Heel = 2.75". Style J8307 Modern Style Chelsea Boot In Black Leather, Looks Great With Anything! Comfortable Block Heel And Easy Pull On Style. Msrp $178. Gently Used Condition With Minor...

Poshmark

$110.00

go to store
Madewell Shoes | Madewell Heeled Chelsea Boots Black Size 8 | Color: Black | Size: 8

Madewell Shoes | Madewell Heeled Chelsea Boots Black Size 8 | Color: Black | Size: 8

Madewell Heeled Chelsea Boots In Leather Color: True Black Style No: J8307 2 1/2” Heel 7” Total With Shaft. Elastic On Shaft For Easy On & Off! Euc! Has Original Box! Purchased From Nordstrom. Great Bootie For Work Or Going Out! Love The Contrasting... ... more

Madewell Shoes | Madewell Heeled Chelsea Boots Black Size 8 | Color: Black | Size: 8

Madewell Heeled Chelsea Boots In Leather Color: True Black Style No: J8307 2 1/2” Heel 7” Total With Shaft. Elastic On Shaft For Easy On & Off! Euc! Has Original Box! Purchased From Nordstrom. Great Bootie For Work Or Going Out! Love The Contrasting...

Poshmark

$48.00

go to store
Madewell Shoes | Madewell Ainsley Chelsea Black Leather Boots Size 9 | Color: Black | Size: 9

Madewell Shoes | Madewell Ainsley Chelsea Black Leather Boots Size 9 | 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. Leather Upper And Lining. Item Is Pre Owned And... ... more

Madewell Shoes | Madewell Ainsley Chelsea Black Leather Boots Size 9 | 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. Leather Upper And Lining. Item Is Pre Owned And...

Poshmark

$45.00

go to store
Madewell Shoes | Madewell Sonia Chelsea Black Leather Boots Truck Ankle Block Heel M3461 Size 10 | Color: Black | Size: 10

Madewell Shoes | Madewell Sonia Chelsea Black Leather Boots Truck Ankle Block Heel M3461 Size 10 | Color: Black | Size: 10

Gently Used Perfect Condition Black Leather Booties From Madewell Trendy And Beautiful Looks Great With Many Outfits Retail $168. Madewell, Cardigans, Coach, J. Crew, Mules, Tote, Free People, Anthropologie And Wedges Also Avail ... more

Madewell Shoes | Madewell Sonia Chelsea Black Leather Boots Truck Ankle Block Heel M3461 Size 10 | Color: Black | Size: 10

Gently Used Perfect Condition Black Leather Booties From Madewell Trendy And Beautiful Looks Great With Many Outfits Retail $168. Madewell, Cardigans, Coach, J. Crew, Mules, Tote, Free People, Anthropologie And Wedges Also Avail

Poshmark

$63.00

go to store
Madewell Shoes | Madewell Ainsley Chelsea Black Leather Boots Size 9 M | Color: Black | Size: 9

Madewell Shoes | Madewell Ainsley Chelsea Black Leather Boots Size 9 M | Color: Black | Size: 9

Reposhing This Item I Purchased From @Lgreco6. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! ... more

Madewell Shoes | Madewell Ainsley Chelsea Black Leather Boots Size 9 M | Color: Black | Size: 9

Reposhing This Item I Purchased From @Lgreco6. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below!

Poshmark

$50.00

go to store
Madewell Shoes | Madewell Black Rubber Chelsea Rain Waterproof Ankle Boots Size 7 | Color: Black | Size: 7

Madewell Shoes | Madewell Black Rubber Chelsea Rain Waterproof Ankle Boots Size 7 | Color: Black | Size: 7

Madewell Black Chelsea Rain Waterproof Ankle Boots Size 7 Smoke Free Home Bundle For A Discount ... more

Madewell Shoes | Madewell Black Rubber Chelsea Rain Waterproof Ankle Boots Size 7 | Color: Black | Size: 7

Madewell Black Chelsea Rain Waterproof Ankle Boots Size 7 Smoke Free Home Bundle For A Discount

Poshmark

$54.00

go to store
Madewell Shoes | Madewell J8295 Ainsley Chelsea Boot - Black Size 9 | Color: Black | Size: 9

Madewell Shoes | Madewell J8295 Ainsley Chelsea Boot - Black Size 9 | Color: Black | Size: 9

Only Worn A Handful Of Times, Overall Excellent Condition Except For Cracking In The Leather Sole From Storage. Made In Brazil. Fits Tts. ... more

Madewell Shoes | Madewell J8295 Ainsley Chelsea Boot - Black Size 9 | Color: Black | Size: 9

Only Worn A Handful Of Times, Overall Excellent Condition Except For Cracking In The Leather Sole From Storage. Made In Brazil. Fits Tts.

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 Bryce Black Suede Chelsea Ankle Boot Size 9.5 | Color: Black | Size: 9.5

Madewell Shoes | Madewell Bryce Black Suede Chelsea Ankle Boot Size 9.5 | Color: Black | Size: 9.5

Madewell Black Ankle Boot Size: 9.5 Style Name: Byrce Style: M4674 Msrp: Was $158 Condition: Pre-Owned In Excellent Condition. Upper Suede Is In Pristine Condition, Outsole Has Minor Wear Heel: 3.25" Block Heel Features: Leather Upper And Lining,... ... more

Madewell Shoes | Madewell Bryce Black Suede Chelsea Ankle Boot Size 9.5 | Color: Black | Size: 9.5

Madewell Black Ankle Boot Size: 9.5 Style Name: Byrce Style: M4674 Msrp: Was $158 Condition: Pre-Owned In Excellent Condition. Upper Suede Is In Pristine Condition, Outsole Has Minor Wear Heel: 3.25" Block Heel Features: Leather Upper And Lining,...

Poshmark

$69.00

go to store