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 Grayson Brogue Chelsea Boots Size 8 | Color: Brown/Tan | Size: 8

Madewell Shoes | Madewell The Grayson Brogue Chelsea Boots Size 8 | Color: Brown/Tan | Size: 8

Our Design Team Took Age-Old Western Boot Detailsa Stacked Raw Leather Heel, A Pointy Toe, Brogue Perforationsand 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... ... more

Madewell Shoes | Madewell The Grayson Brogue Chelsea Boots Size 8 | Color: Brown/Tan | Size: 8

Our Design Team Took Age-Old Western Boot Detailsa Stacked Raw Leather Heel, A Pointy Toe, Brogue Perforationsand 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...

Poshmark

$52.00

go to store
Madewell Shoes | Madewell Grayson Brogue Boot Size 7.5 | Color: Brown/White | Size: 7.5

Madewell Shoes | Madewell Grayson Brogue Boot Size 7.5 | Color: Brown/White | Size: 7.5

Reposhing This Item I Purchased From @Becksterb. I Never Wore These Out, Only Tried On. I Couldn't Style Them But They Fit Me Well As A True 8 Since These Boots Run A Bit Big. Still In Same Condition As Original Photos! Questions? Leave A Comment Below! ... more

Madewell Shoes | Madewell Grayson Brogue Boot Size 7.5 | Color: Brown/White | Size: 7.5

Reposhing This Item I Purchased From @Becksterb. I Never Wore These Out, Only Tried On. I Couldn't Style Them But They Fit Me Well As A True 8 Since These Boots Run A Bit Big. Still In Same Condition As Original Photos! Questions? Leave A Comment Below!

Poshmark

$50.00

go to store
Best Seller
Madewell Shoes | Madewell Grayson Brogue Western Style Chelsea Boots | Color: Brown | Size: 7.5

Madewell Shoes | Madewell Grayson Brogue Western Style Chelsea Boots | Color: Brown | Size: 7.5

Scuffs Of The Heels But Lots Of Life Left Super Comfy Just Trading In For A Different Style ... more

Madewell Shoes | Madewell Grayson Brogue Western Style Chelsea Boots | Color: Brown | Size: 7.5

Scuffs Of The Heels But Lots Of Life Left Super Comfy Just Trading In For A Different Style

Poshmark

$60.00

go to store
Madewell Shoes | Madewell Ivan Brogue Chelsea Boot In Dark Cabernet | Color: Red | Size: 9.5

Madewell Shoes | Madewell Ivan Brogue Chelsea Boot In Dark Cabernet | Color: Red | Size: 9.5

Worn. No Rips Or Tears. Smoke Free Home. Carefully Packaged And Shipped Asap. Item In Photos Is The Exact One You're Purchasing. ... more

Madewell Shoes | Madewell Ivan Brogue Chelsea Boot In Dark Cabernet | Color: Red | Size: 9.5

Worn. No Rips Or Tears. Smoke Free Home. Carefully Packaged And Shipped Asap. Item In Photos Is The Exact One You're Purchasing.

Poshmark

$50.00

go to store
Madewell Shoes | Madewell Grayson Chelsea Ankle Boots In Black Leather 8.5 | Color: Black/Brown | Size: 8.5

Madewell Shoes | Madewell Grayson Chelsea Ankle Boots In Black Leather 8.5 | Color: Black/Brown | Size: 8.5

Madewell Grayson Chelsea Ankle Boots In Black Leather 8.5 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... ... more

Madewell Shoes | Madewell Grayson Chelsea Ankle Boots In Black Leather 8.5 | Color: Black/Brown | Size: 8.5

Madewell Grayson Chelsea Ankle Boots In Black Leather 8.5 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...

Poshmark

$88.00

go to store
Madewell Shoes | Brand New In Box Size 7 The Grayson Chelsea Boots, Amber Brown. Suede Boots | Color: Brown/Gray | Size: 7

Madewell Shoes | Brand New In Box Size 7 The Grayson Chelsea Boots, Amber Brown. Suede Boots | Color: Brown/Gray | Size: 7

Sold Out Everywhere! Size 7 The Grayson Chelsea Boots . Amber Brown Color Suede Boots ... more

Madewell Shoes | Brand New In Box Size 7 The Grayson Chelsea Boots, Amber Brown. Suede Boots | Color: Brown/Gray | Size: 7

Sold Out Everywhere! Size 7 The Grayson Chelsea Boots . Amber Brown Color Suede Boots

Poshmark

$80.00

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 | Euc Size 8 Madewell Chelsea Boots | Color: Brown/Red | Size: 8

Madewell Shoes | Euc Size 8 Madewell Chelsea Boots | Color: Brown/Red | Size: 8

Reposhing This Item I Purchased From @Jjoseph615. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! ... more

Madewell Shoes | Euc Size 8 Madewell Chelsea Boots | Color: Brown/Red | Size: 8

Reposhing This Item I Purchased From @Jjoseph615. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below!

Poshmark

$70.00

go to store
Madewell Shoes | Madewell The Citywalk Lugsole Chelsea Boot In Calf Hair Size 6.5 Like New | Color: Black/Tan | Size: 6.5

Madewell Shoes | Madewell The Citywalk Lugsole Chelsea Boot In Calf Hair Size 6.5 Like New | Color: Black/Tan | Size: 6.5

Like New No Box Easy Pull In Style Small Imperfection In Elastic (See Picture) Size 6.5 ... more

Madewell Shoes | Madewell The Citywalk Lugsole Chelsea Boot In Calf Hair Size 6.5 Like New | Color: Black/Tan | Size: 6.5

Like New No Box Easy Pull In Style Small Imperfection In Elastic (See Picture) Size 6.5

Poshmark

$100.00

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

Madewell Shoes | Madewell The Ainsley Chelsea Boot Size 9 | Color: Black | Size: 9

Madewell The Ainsley Chelsea Boot Size 9 Good Preowned Condition ... more

Madewell Shoes | Madewell The Ainsley Chelsea Boot Size 9 | Color: Black | Size: 9

Madewell The Ainsley Chelsea Boot Size 9 Good Preowned Condition

Poshmark

$40.00

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 Chelsea Boots - Black Size 6 | Color: Black | Size: 6

Madewell Shoes | Madewell Chelsea Boots - Black Size 6 | Color: Black | Size: 6

Like New. Worn Only Once Or Twice. Stylish Black Durable Chelsea Boots From Madewell. ... more

Madewell Shoes | Madewell Chelsea Boots - Black Size 6 | Color: Black | Size: 6

Like New. Worn Only Once Or Twice. Stylish Black Durable Chelsea Boots From Madewell.

Poshmark

$75.00

go to store
Madewell Shoes | Madewell “The Benning Chelsea Boot” Size 6 In Warm Cinnamon | Color: Brown | Size: 6

Madewell Shoes | Madewell “The Benning Chelsea Boot” Size 6 In Warm Cinnamon | Color: Brown | Size: 6

-In Fantastic Condition!!! Basically Unworn. Only Some Basically Invisible Marks On Inside Side Of Right Boot -I’ve Included Actual Product Details From The Site For Reference! These Fit True To Size/ Maybe Slightly Small (According To Website) -Size 6... ... more

Madewell Shoes | Madewell “The Benning Chelsea Boot” Size 6 In Warm Cinnamon | Color: Brown | Size: 6

-In Fantastic Condition!!! Basically Unworn. Only Some Basically Invisible Marks On Inside Side Of Right Boot -I’ve Included Actual Product Details From The Site For Reference! These Fit True To Size/ Maybe Slightly Small (According To Website) -Size 6...

Poshmark

$55.00

go to store
Madewell Shoes | Madewell The Citywalk Lugsole Chelsea Boot In Calf Hair Size 7 | Color: Brown/Tan | Size: 7

Madewell Shoes | Madewell The Citywalk Lugsole Chelsea Boot In Calf Hair Size 7 | Color: Brown/Tan | Size: 7

Hit The Pavement In These Pull-On Chelsea Boots With Utilitarian Lug Soles. Made Of Textural Calf Hair, They'll Look Cooler The More You Wear Them. Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. When You... ... more

Madewell Shoes | Madewell The Citywalk Lugsole Chelsea Boot In Calf Hair Size 7 | Color: Brown/Tan | Size: 7

Hit The Pavement In These Pull-On Chelsea Boots With Utilitarian Lug Soles. Made Of Textural Calf Hair, They'll Look Cooler The More You Wear Them. Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. When You...

Poshmark

$85.00

go to store
Madewell Shoes | Madewell Regan Chelsea Boot Cognac Leather Size 9.5 | Color: Brown | Size: 9.5

Madewell Shoes | Madewell Regan Chelsea Boot Cognac Leather Size 9.5 | Color: Brown | Size: 9.5

Sold Out Online. Barely Worn, One Small Scuff On Heel (Pictured). From Madewell: 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,... ... more

Madewell Shoes | Madewell Regan Chelsea Boot Cognac Leather Size 9.5 | Color: Brown | Size: 9.5

Sold Out Online. Barely Worn, One Small Scuff On Heel (Pictured). From Madewell: 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,...

Poshmark

$125.00

go to store
Madewell Shoes | Madewell Womens Size 8 The Chelsea Black Pull On Elastic Goring Rain Boots E2292 | Color: Black | Size: 8

Madewell Shoes | Madewell Womens Size 8 The Chelsea Black Pull On Elastic Goring Rain Boots E2292 | Color: Black | Size: 8

Women's The Chelsea Black Pull On Elastic Goring Rubber Ankle Rain Boots. Closed Toe, Round Toe, Ankle Silhouette. Style E2292 By Madewell **Please See Photos For Approximate Measurements S1 09 05 Size: Womens 8 Condition: Pre-Owned Gentle Used... ... more

Madewell Shoes | Madewell Womens Size 8 The Chelsea Black Pull On Elastic Goring Rain Boots E2292 | Color: Black | Size: 8

Women's The Chelsea Black Pull On Elastic Goring Rubber Ankle Rain Boots. Closed Toe, Round Toe, Ankle Silhouette. Style E2292 By Madewell **Please See Photos For Approximate Measurements S1 09 05 Size: Womens 8 Condition: Pre-Owned Gentle Used...

Poshmark

$30.00

go to store
Madewell Shoes | Chelsea Rain Boots From Madewell Size 7 | Color: Black | Size: 7

Madewell Shoes | Chelsea Rain Boots From Madewell Size 7 | Color: Black | Size: 7

Streamlined Rain Boots With A Pull-On Chelsea Shape And Rugged Lug Soles. (We Storm-Tested Them Ourselves To Make Sure They Will Keep Your Feet Dry.) When You Select Your Size, "H" Equals A Half Size. 5 5/16" Shaft Height (Based On Size 7). 1 1/4"... ... more

Madewell Shoes | Chelsea Rain Boots From Madewell Size 7 | Color: Black | Size: 7

Streamlined Rain Boots With A Pull-On Chelsea Shape And Rugged Lug Soles. (We Storm-Tested Them Ourselves To Make Sure They Will Keep Your Feet Dry.) When You Select Your Size, "H" Equals A Half Size. 5 5/16" Shaft Height (Based On Size 7). 1 1/4"...

Poshmark

$45.00

go to store
Madewell Shoes | 121. Madewell The Laura Chelsea Boot In Spotted Calf Hair Size 11 | Color: Brown/Tan | Size: 11

Madewell Shoes | 121. Madewell The Laura Chelsea Boot In Spotted Calf Hair Size 11 | Color: Brown/Tan | Size: 11

With A Taller Shaft That Fits Close To The Ankle And A Sexy High Heel, These Sleek Spotted Calf Hair Boots Look Good With Everything From Skinnies To Wide-Legs To Skirtsin Other Words, You'll Wear Them A Ton. Cushiness Alert: Our Mwl Cloudlift Lite... ... more

Madewell Shoes | 121. Madewell The Laura Chelsea Boot In Spotted Calf Hair Size 11 | Color: Brown/Tan | Size: 11

With A Taller Shaft That Fits Close To The Ankle And A Sexy High Heel, These Sleek Spotted Calf Hair Boots Look Good With Everything From Skinnies To Wide-Legs To Skirtsin Other Words, You'll Wear Them A Ton. Cushiness Alert: Our Mwl Cloudlift Lite...

Poshmark

$75.00

go to store
Madewell Shoes | Madewell Sonia Low Chelsea Boot Snake Leather Size 9 | Color: Black/Tan | Size: 9

Madewell Shoes | Madewell Sonia Low Chelsea Boot Snake Leather Size 9 | Color: Black/Tan | Size: 9

In Excellent Condition, Only Worn Twice. No Longer Fits Me After Pregnancy. These Boots Fit Tts. Comes With Box As Shown. ... more

Madewell Shoes | Madewell Sonia Low Chelsea Boot Snake Leather Size 9 | Color: Black/Tan | Size: 9

In Excellent Condition, Only Worn Twice. No Longer Fits Me After Pregnancy. These Boots Fit Tts. Comes With Box As Shown.

Poshmark

$80.00

go to store
Madewell Shoes | Madewell Ainsley Chelsea Boot In English Saddle, Size 8 | Color: Brown/Tan | Size: 8

Madewell Shoes | Madewell Ainsley Chelsea Boot In English Saddle, Size 8 | Color: Brown/Tan | Size: 8

"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." -4" Shaft Height (Based On Size 7) -1 3/16"... ... more

Madewell Shoes | Madewell Ainsley Chelsea Boot In English Saddle, Size 8 | Color: Brown/Tan | Size: 8

"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." -4" Shaft Height (Based On Size 7) -1 3/16"...

Poshmark

$80.00

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
Madewell Shoes | Madewell Laura Chelsea Boot Size 7 | Color: Black | Size: 7

Madewell Shoes | Madewell Laura Chelsea Boot Size 7 | Color: Black | Size: 7

Madewell Chelsea Boot Size 7 Black Gently Used In Good Condition! Heel Height Is 2 3/4 ... more

Madewell Shoes | Madewell Laura Chelsea Boot Size 7 | Color: Black | Size: 7

Madewell Chelsea Boot Size 7 Black Gently Used In Good Condition! Heel Height Is 2 3/4

Poshmark

$60.00

go to store
Madewell Shoes | Madewell Spencer Chelsea Ankle Boot Black Size 8.5 | Color: Black/Tan | Size: 8.5

Madewell Shoes | Madewell Spencer Chelsea Ankle Boot Black Size 8.5 | Color: Black/Tan | Size: 8.5

Pre Owned In Excellent Like New Condition With No Scuffs Or Marks. Bottom Soles Show Very Light Wear All Offers Are Appreciated! C ... more

Madewell Shoes | Madewell Spencer Chelsea Ankle Boot Black Size 8.5 | Color: Black/Tan | Size: 8.5

Pre Owned In Excellent Like New Condition With No Scuffs Or Marks. Bottom Soles Show Very Light Wear All Offers Are Appreciated! C

Poshmark

$100.00

go to store
Madewell Shoes | Guc Madewell Chelsea Ankle Boots Size 9 | Color: Black | Size: 9

Madewell Shoes | Guc Madewell Chelsea Ankle Boots Size 9 | Color: Black | Size: 9

Super Versatile - Block Heel Style Black Some Signs Of Wear - See Pics And Ask Questions Before Purchasing ... more

Madewell Shoes | Guc Madewell Chelsea Ankle Boots Size 9 | Color: Black | Size: 9

Super Versatile - Block Heel Style Black Some Signs Of Wear - See Pics And Ask Questions Before Purchasing

Poshmark

$60.00

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 | 042. Madewell Low Chelsea Boots Snakeskin Leather Size 7 | Color: Black/Gray | Size: 7

Madewell Shoes | 042. Madewell Low Chelsea Boots Snakeskin Leather Size 7 | Color: Black/Gray | Size: 7

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

Madewell Shoes | 042. Madewell Low Chelsea Boots Snakeskin Leather Size 7 | Color: Black/Gray | Size: 7

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

Poshmark

$30.00

go to store
Madewell Shoes | Madewell The Kat Chelsea Boot Size 9 | Color: Brown/Tan | Size: 9

Madewell Shoes | Madewell The Kat Chelsea Boot Size 9 | Color: Brown/Tan | Size: 9

Madewell The Kat Chelsea Ankle Boot With Squared-Off Toe And Chunky Stacked Heel. Man-Made Sole And Suede Upper. Size 9. Gently Used, In Great Condition. I Consider All Offers. Have A Beautiful Day! ... more

Madewell Shoes | Madewell The Kat Chelsea Boot Size 9 | Color: Brown/Tan | Size: 9

Madewell The Kat Chelsea Ankle Boot With Squared-Off Toe And Chunky Stacked Heel. Man-Made Sole And Suede Upper. Size 9. Gently Used, In Great Condition. I Consider All Offers. Have A Beautiful Day!

Poshmark

$34.00

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 Bryce Suede Chelsea Black Ankle Boot | Color: Black | Size: 9

Madewell Shoes | Madewell Bryce Suede Chelsea Black Ankle Boot | Color: Black | Size: 9

Reposhing This Item I Purchased From @Sealedmanila. Loved It, But Ready To Rotate For Something New. Worn A Few Times! Thought I Could Use Suede Instead Of Leather But It Didn’t Work With The Outfit. Questions? Leave A Comment Below! ... more

Madewell Shoes | Madewell Bryce Suede Chelsea Black Ankle Boot | Color: Black | Size: 9

Reposhing This Item I Purchased From @Sealedmanila. Loved It, But Ready To Rotate For Something New. Worn A Few Times! Thought I Could Use Suede Instead Of Leather But It Didn’t Work With The Outfit. Questions? Leave A Comment Below!

Poshmark

$50.00

go to store
Madewell Shoes | Madewell Lugsole Chelsea Boots | Color: Brown | Size: 9.5

Madewell Shoes | Madewell Lugsole Chelsea Boots | Color: Brown | Size: 9.5

Brown Leather Madewell Chelsea Boots With Lugsole. Used But In Great Condition. No Notable Marks Or Scuffs. Size 9.5 Note: These Pics Make Them Look A Bit Darker Brown Than They Are. ... more

Madewell Shoes | Madewell Lugsole Chelsea Boots | Color: Brown | Size: 9.5

Brown Leather Madewell Chelsea Boots With Lugsole. Used But In Great Condition. No Notable Marks Or Scuffs. Size 9.5 Note: These Pics Make Them Look A Bit Darker Brown Than They Are.

Poshmark

$55.00

go to store
Madewell Shoes | Madewell Ainsley Chelsea Boot In Spotted Calf Hair | Color: Brown | Size: 7.5

Madewell Shoes | Madewell Ainsley Chelsea Boot In Spotted Calf Hair | Color: Brown | Size: 7.5

Worn Twice. Like New! Comes With Box. True To Size. ... more

$158.00

go to store
Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Black | Size: 6

Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Black | Size: 6

Size 6 No Box 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. When You Select Your Size, "H"... ... more

Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Black | Size: 6

Size 6 No Box 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. When You Select Your Size, "H"...

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 | Madewell The Laura Spotted Calf Hair Chelsea Boots | Color: Brown/Tan | Size: 9

Madewell Shoes | Madewell The Laura Spotted Calf Hair Chelsea Boots | Color: Brown/Tan | Size: 9

Great Condition. Madewell The Laura Spotted Calf Hair Chelsea Boots. Pull On Style, Elastic Goring On Sides, Almond Toe Design, 2 5/8” Chunky Heel, Normal Wear On Bottoms. Size Us 9. ... more

Madewell Shoes | Madewell The Laura Spotted Calf Hair Chelsea Boots | Color: Brown/Tan | Size: 9

Great Condition. Madewell The Laura Spotted Calf Hair Chelsea Boots. Pull On Style, Elastic Goring On Sides, Almond Toe Design, 2 5/8” Chunky Heel, Normal Wear On Bottoms. Size Us 9.

Poshmark

$75.00

go to store
Madewell Shoes | Madewell Wyckoff Chelsea Lugsole Boot (Smoked Graphite) - Never Been Worn | Color: Gray | Size: 8

Madewell Shoes | Madewell Wyckoff Chelsea Lugsole Boot (Smoked Graphite) - Never Been Worn | Color: Gray | Size: 8

Ready For All Your Supercute Fall Fits, These Suede Chelsea Boots Have Stretchy Gores And Wear-Alllday-Everywhere Chunky Lugsoles. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. When You Select Your Size,... ... more

Madewell Shoes | Madewell Wyckoff Chelsea Lugsole Boot (Smoked Graphite) - Never Been Worn | Color: Gray | Size: 8

Ready For All Your Supercute Fall Fits, These Suede Chelsea Boots Have Stretchy Gores And Wear-Alllday-Everywhere Chunky Lugsoles. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. When You Select Your Size,...

Poshmark

$50.00

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

Madewell Shoes | Madewell Benning Chelsea Boot | Color: Brown | Size: 10

Madewell Benning Chelsea Boot In Good Condition, With Some Wear As Pictured. Color: Cinnamon These Chelsea Boots Come In Supersoft Leather And Have Stretchy Gores And A Walkable Stacked Heel. And, Cushiness Alert: The Mwl Cloudlift Lite Padding Feels... ... more

Madewell Shoes | Madewell Benning Chelsea Boot | Color: Brown | Size: 10

Madewell Benning Chelsea Boot In Good Condition, With Some Wear As Pictured. Color: Cinnamon These Chelsea Boots Come In Supersoft Leather And Have Stretchy Gores And A Walkable Stacked Heel. And, Cushiness Alert: The Mwl Cloudlift Lite Padding Feels...

Poshmark

$75.00

go to store
Madewell Shoes | Madewell Ivy Chelsea Boot In Leather, Sz 8 | Color: Black | Size: 8

Madewell Shoes | Madewell Ivy Chelsea Boot In Leather, Sz 8 | Color: Black | Size: 8

Leather Chelsea Boots From Madewell! These Are Super Cute, Sturdy, And Comfortable. Very Lightly Worn And In Excellent Conditions. Size 8. Https://Www.Madewell.Com/The-Ivy-Chelsea-Boot-In-Leather-Ma426.Html ... more

Madewell Shoes | Madewell Ivy Chelsea Boot In Leather, Sz 8 | Color: Black | Size: 8

Leather Chelsea Boots From Madewell! These Are Super Cute, Sturdy, And Comfortable. Very Lightly Worn And In Excellent Conditions. Size 8. Https://Www.Madewell.Com/The-Ivy-Chelsea-Boot-In-Leather-Ma426.Html

Poshmark

$108.00

go to store
Madewell Shoes | Madewell The Carina Platform Chelsea Boot In Suede | Color: Green | Size: 6.5

Madewell Shoes | Madewell The Carina Platform Chelsea Boot In Suede | Color: Green | Size: 6.5

Madewell Platform Chelsea Boots In Green Suede. Size 6.5 ... more

$75.00

go to store