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 Boot Black Leather Nwot | Color: Black | Size: 5.5

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

The Ivy Chelsea Ankle Boot Black Leather Toughened Up Classic Chelsea Boots With A Utilitarian Lug Sole. Made Of Rich Leather, They'll Look Cooler And Cooler The More You Wear 'Em. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking... ... more

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

The Ivy Chelsea Ankle Boot Black Leather Toughened Up Classic Chelsea Boots With A Utilitarian Lug Sole. Made Of Rich Leather, They'll Look Cooler And Cooler The More You Wear 'Em. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking...

Poshmark

$165.00

go to store
Madewell Shoes | Madewell Ivy Chelsea Boot In Leather | Color: Black | Size: 6.5

Madewell Shoes | Madewell Ivy Chelsea Boot In Leather | Color: Black | Size: 6.5

“We Toughened Up Classic Chelsea Boots With A Utilitarian Lug Sole. Made Of Rich Leather, 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" Shaft... ... more

Madewell Shoes | Madewell Ivy Chelsea Boot In Leather | Color: Black | Size: 6.5

“We Toughened Up Classic Chelsea Boots With A Utilitarian Lug Sole. Made Of Rich Leather, 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" Shaft...

Poshmark

$145.00

go to store
Best Seller
Madewell Shoes | Madewell The Ivy Chelsea Boot In Soft Black Leather Size 6.5. | Color: Black/Brown | Size: 6.5

Madewell Shoes | Madewell The Ivy Chelsea Boot In Soft Black Leather Size 6.5. | Color: Black/Brown | Size: 6.5

In Preloved Condition. Some Scuffing At The Toe As Pictured. An Easy Pair Of Boots To Slip On And Off Is Always A Welcome Addition To Anyone's Closet. And This Casual Option From Madewell Will Go With Every Casual Outfit You Wear. ... more

Madewell Shoes | Madewell The Ivy Chelsea Boot In Soft Black Leather Size 6.5. | Color: Black/Brown | Size: 6.5

In Preloved Condition. Some Scuffing At The Toe As Pictured. An Easy Pair Of Boots To Slip On And Off Is Always A Welcome Addition To Anyone's Closet. And This Casual Option From Madewell Will Go With Every Casual Outfit You Wear.

Poshmark

$67.00

go to store
Madewell Shoes | Madewell ‘The Ivy’ Chelsea Boot In Leather | Color: Black/Tan | Size: 8.5

Madewell Shoes | MadewellThe IvyChelsea Boot In Leather | Color: Black/Tan | Size: 8.5

MadewellThe IvyChelsea Boot In Leather. Madewell Toughened Up These Classic Chelsea Boots With A Utilitarian Lug Sole. Made Of Rich Leather, They'll Look Cooler And Cooler The More You Wear 'Em. And, Cushiness Alert: The Mwl Cloudlift Lite Padding... ... more

Madewell Shoes | Madewell ‘The Ivy’ Chelsea Boot In Leather | Color: Black/Tan | Size: 8.5

Madewell ‘The Ivy’ Chelsea Boot In Leather. Madewell Toughened Up These Classic Chelsea Boots With A Utilitarian Lug Sole. Made Of Rich Leather, They'll Look Cooler And Cooler The More You Wear 'Em. And, Cushiness Alert: The Mwl Cloudlift Lite Padding...

Poshmark

$129.00

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

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

Madewell The Ivy Chelsea Boot In Leather Women’s Size 8.5 We Toughened Up Classic Chelsea Boots With A Utilitarian Lug Sole. Made Of Rich Leather, They'll Look Cooler And Cooler The More You Wear 'Em. And, Cushiness Alert: Our Mwl Cloudlift Lite... ... more

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

Madewell The Ivy Chelsea Boot In Leather Women’s Size 8.5 We Toughened Up Classic Chelsea Boots With A Utilitarian Lug Sole. Made Of Rich Leather, They'll Look Cooler And Cooler The More You Wear 'Em. And, Cushiness Alert: Our Mwl Cloudlift Lite...

Poshmark

$125.00

go to store
Madewell Shoes | Like New Madewell Helen Platform Chelsea Lace Up Boot | Color: Black | Size: 8

Madewell Shoes | Like New Madewell Helen Platform Chelsea Lace Up Boot | Color: Black | Size: 8

Madewall Helen Platform Chelsea Boot. Genuine Leather. Size 8. Worn Once. Sold Out Online. ... more

Madewell Shoes | Like New Madewell Helen Platform Chelsea Lace Up Boot | Color: Black | Size: 8

Madewall Helen Platform Chelsea Boot. Genuine Leather. Size 8. Worn Once. Sold Out Online.

Poshmark

$120.00

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 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 | 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 | Carina Black Leather Pull On Chunky Heel Chelsea Boots 9 Nh199 Euc | Color: Black | Size: 9

Madewell Shoes | Madewell | Carina Black Leather Pull On Chunky Heel Chelsea Boots 9 Nh199 Euc | Color: Black | Size: 9

Excellent, Like New, Preowned Condition Ships Same Or Next Business Day. Smoke-Free & Pet Friendly. 5-Star Seller- Shop With Confidence! Respectful Offers Are Welcome. All Items Are Cross-Listed, So If You Are Considering Buying, Buy Now Because It... ... more

Madewell Shoes | Madewell | Carina Black Leather Pull On Chunky Heel Chelsea Boots 9 Nh199 Euc | Color: Black | Size: 9

Excellent, Like New, Preowned Condition Ships Same Or Next Business Day. Smoke-Free & Pet Friendly. 5-Star Seller- Shop With Confidence! Respectful Offers Are Welcome. All Items Are Cross-Listed, So If You Are Considering Buying, Buy Now Because It...

Poshmark

$75.00

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

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

- Like New Condition - Worn Only 2-3 Times Just Don't Reach For It As Much As Expected (My Feet Are A Little Too Wide For Them) - Black Leather - Size 7 - No Original Box, Sorry - From A Smoke-Free Home ... more

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

- Like New Condition - Worn Only 2-3 Times Just Don't Reach For It As Much As Expected (My Feet Are A Little Too Wide For Them) - Black Leather - Size 7 - No Original Box, Sorry - From A Smoke-Free Home

Poshmark

$75.00

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 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 Regan Boot Black Size 6 Leather Chelsea Pull On | Color: Black | Size: 6

Madewell Shoes | Madewell Regan Boot Black Size 6 Leather Chelsea Pull On | Color: Black | Size: 6

Madewell Regan Boot Black Size 6 Leather Chelsea Pull On Made Of Rich Leather, These Cool Pull-On Boots Have Block Heels For A Little Extra Height Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. Size 6 4 1/2"... ... more

Madewell Shoes | Madewell Regan Boot Black Size 6 Leather Chelsea Pull On | Color: Black | Size: 6

Madewell Regan Boot Black Size 6 Leather Chelsea Pull On Made Of Rich Leather, These Cool Pull-On Boots Have Block Heels For A Little Extra Height Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. Size 6 4 1/2"...

Poshmark

$70.00

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 Black Leather Lace-Up Combat Boots *Like New* | Color: Black | Size: 9

Madewell Shoes | Madewell Black Leather Lace-Up Combat Boots *Like New* | Color: Black | Size: 9

Size 9 Us Women’s. Bought New, Worn Once. ... more

$50.00

go to store
Madewell Shoes | Madewell Chelsea Nico Black Leather Boots Pointed Toe Ankle Slip On | Color: Black | Size: 7.5

Madewell Shoes | Madewell Chelsea Nico Black Leather Boots Pointed Toe Ankle Slip On | Color: Black | Size: 7.5

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

Madewell Shoes | Madewell Chelsea Nico Black Leather Boots Pointed Toe Ankle Slip On | Color: Black | Size: 7.5

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

Poshmark

$40.00

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 Laura Chelsea Boot In Leather Black Booties | Color: Black | Size: 8

Madewell Shoes | Madewell The Laura Chelsea Boot In Leather Black Booties | Color: Black | Size: 8

Used, No Box Great Height Tts Stock Images Just To Show Style. Make Me An Offer! With A Taller Shaft That Fits Close To The Ankle And A Sexy High Heel, These Sleek Leather Boots Look Good With Everything From Skinnies To Wide-Legs To Skirtsin Other... ... more

Madewell Shoes | Madewell The Laura Chelsea Boot In Leather Black Booties | Color: Black | Size: 8

Used, No Box Great Height Tts Stock Images Just To Show Style. Make Me An Offer! With A Taller Shaft That Fits Close To The Ankle And A Sexy High Heel, These Sleek Leather Boots Look Good With Everything From Skinnies To Wide-Legs To Skirtsin Other...

Poshmark

$55.00

go to store
Madewell Shoes | Madewell Ainsley Chelsea Ankle Pull On Genuine Leather Boot Black Size 7.5 | Color: Black | Size: 7.5

Madewell Shoes | Madewell Ainsley Chelsea Ankle Pull On Genuine Leather Boot Black Size 7.5 | Color: Black | Size: 7.5

Madewell Ainsley Chelsea Boots. Black Ankle Pull On Leather Booties In Great Preloved Condition. Still Have Lots Of Life! See Images For Details Of Wear. Genuine Leather Upper, Lining And Sole. 3/4” Heel. Size: 7.5 ... more

Madewell Shoes | Madewell Ainsley Chelsea Ankle Pull On Genuine Leather Boot Black Size 7.5 | Color: Black | Size: 7.5

Madewell Ainsley Chelsea Boots. Black Ankle Pull On Leather Booties In Great Preloved Condition. Still Have Lots Of Life! See Images For Details Of Wear. Genuine Leather Upper, Lining And Sole. 3/4” Heel. Size: 7.5

Poshmark

$50.00

go to store
Madewell Shoes | Madewell Black Leather Boots | Like New | Size 7 | Color: Black | Size: 7

Madewell Shoes | Madewell Black Leather Boots | Like New | Size 7 | Color: Black | Size: 7

Madewell Black Leather Boots | Like New | Size 7 ... more

$127.00

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 Black Leather Chelsea Boots Sz 6.5 | Color: Black | Size: 6.5

Madewell Shoes | Madewell Black Leather Chelsea Boots Sz 6.5 | Color: Black | Size: 6.5

Used Madewell Chelsea Leather Boots. I Love These Shoes But Selling But Selling Because I Have Too Many Boots. Really Comfortable. Bought Directly From Madewell For $200. Note: There Is Some Wear And Scuffs (Pictured) And An Outline On The Insole Of... ... more

Madewell Shoes | Madewell Black Leather Chelsea Boots Sz 6.5 | Color: Black | Size: 6.5

Used Madewell Chelsea Leather Boots. I Love These Shoes But Selling But Selling Because I Have Too Many Boots. Really Comfortable. Bought Directly From Madewell For $200. Note: There Is Some Wear And Scuffs (Pictured) And An Outline On The Insole Of...

Poshmark

$18.00

go to store
Madewell Shoes | Madewell The Grayson Chelsea Ankle Boots Black Leather Pointed Toe Size 7 | Color: Black | Size: 7

Madewell Shoes | Madewell The Grayson Chelsea Ankle Boots Black Leather Pointed Toe Size 7 | Color: Black | Size: 7

Gently Used Condition. Some Scrapes. See Photos. ... more

$35.00

go to store
Madewell Shoes | Madewell Leather Black Chelsea Boots | Color: Black | Size: 11

Madewell Shoes | Madewell Leather Black Chelsea Boots | Color: Black | Size: 11

Madewell Leather Black Chelsea Boots In Very Good Condition. Worn A Handful Of Times (5 Or Less) And Barely Any Scuffing On The Heel. They Do Not Sell This Style Anymore, I Bought Them A Few Years Ago. Tts Women’s 11 ... more

Madewell Shoes | Madewell Leather Black Chelsea Boots | Color: Black | Size: 11

Madewell Leather Black Chelsea Boots In Very Good Condition. Worn A Handful Of Times (5 Or Less) And Barely Any Scuffing On The Heel. They Do Not Sell This Style Anymore, I Bought Them A Few Years Ago. Tts Women’s 11

Poshmark

$100.00

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 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 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 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 Ainsley Chelsea Boot - Black Leather - 8 | Color: Black | Size: 8

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

Madewell Ainsley Chelsea Boot - Black Leather Size 8 Great Preowned Condition Great Black Leather That Has Been Conditioned And Great Grip Soles For Great Traction. As Shown In Pictures And Video Crafted From Buttery Leather, This Updated Chelsea Boot... ... more

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

Madewell Ainsley Chelsea Boot - Black Leather Size 8 Great Preowned Condition Great Black Leather That Has Been Conditioned And Great Grip Soles For Great Traction. As Shown In Pictures And Video Crafted From Buttery Leather, This Updated Chelsea Boot...

Poshmark

$77.00

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 Marco Chelsea Boot Wooden Heel Black Leather Size 9 | Color: Black/Tan | Size: 9

Madewell Shoes | Madewell Marco Chelsea Boot Wooden Heel Black Leather Size 9 | Color: Black/Tan | Size: 9

Madewell Marco Chelsea Boot Wooden Heel Black Leather Part Clog, Part Chelsea, These Comty Pull-On Boots Are Cut At Just The Right Height To Look Cool With Cropped Jeans, Culottes And Skirts. Smooth Leather Upper And Insole. Heel 3.75" Style F5098... ... more

Madewell Shoes | Madewell Marco Chelsea Boot Wooden Heel Black Leather Size 9 | Color: Black/Tan | Size: 9

Madewell Marco Chelsea Boot Wooden Heel Black Leather Part Clog, Part Chelsea, These Comty Pull-On Boots Are Cut At Just The Right Height To Look Cool With Cropped Jeans, Culottes And Skirts. Smooth Leather Upper And Insole. Heel 3.75" Style F5098...

Poshmark

$49.00

go to store
Madewell Shoes | Madewell Black Leather Pull On Low Chelsea Sonia Boot 8 | Color: Black | Size: 8

Madewell Shoes | Madewell Black Leather Pull On Low Chelsea Sonia Boot 8 | Color: Black | Size: 8

Questions? Leave A Comment Below! Heel Height 1.75” ... more

$70.00

go to store
Madewell Shoes | Madewell The Ainsley Chelsea Leather Women’s Boot In Black Size 10 | Color: Black | Size: 10

Madewell Shoes | Madewell The Ainsley Chelsea Leather Women’s Boot In Black Size 10 | Color: Black | Size: 10

Pre-Owned Condition 8/10, Tear And Light Scratches Size 10 ... more

$35.00

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 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
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 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