Best Seller
Madewell Shoes | Black Madewell Chelsea Boot - Size: 9 | Color: Black | Size: 9

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

Worn Two Times, Really Good Condition. more

$48.00

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

$60.00

go to store
Best Seller
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

$75.00

go to store
Madewell Shoes | New Madewell Chelsea Lugsole Heeled Boots In True Black. With Tags And Box. | Color: Black | Size: 9.5

Madewell Shoes | New Madewell Chelsea Lugsole Heeled Boots In True Black. With Tags And Box. | Color: Black | Size: 9.5

Brand New Madewell Chelsea Boots In True Black. Still In Box With Tags. more

$110.00

go to store
Madewell Shoes | Classic Madewell Chelsea Ankle Boot | Color: Brown | Size: 7.5

Madewell Shoes | Classic Madewell Chelsea Ankle Boot | Color: Brown | Size: 7.5

Reposhing This Item I Purchased From @Amplifyart7. Loved It, But Ready To Rotate For Something New. Small Stain On Left Toe. more

$30.00

go to store
Madewell Shoes | Euc Madewell Chelsea Boot, Brown | Color: Brown | Size: 9

Madewell Shoes | Euc Madewell Chelsea Boot, Brown | Color: Brown | Size: 9

Enjoy The Effortless Style Of This Classic Madewell Chelsea Boot With A Smooth Leather Upper, Leather Lining, Elastic Insets For Easy On-And-Offs, Cushioned Insoles And Durable Rubber Soles With A ~1 Inch Heel, ~6 Inch Shaft. Euc, Minor Creases,... more

$150.00

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 | New Madewell Chelsea Boots | Color: Gray | Size: 9

Madewell Shoes | New Madewell Chelsea Boots | Color: Gray | Size: 9

New In Box. Gorgeous Grey Color. Style Nc788 more

$75.00

go to store
Madewell Shoes | Madewell - Chelsea Ridgefield Lug Sole Mule Clog Shoes, Size 7 (Black) | Color: Black | Size: 7

Madewell Shoes | Madewell - Chelsea Ridgefield Lug Sole Mule Clog Shoes, Size 7 (Black) | Color: Black | Size: 7

Rare! Sample - Madewell - Lug Sole Clog Loafer Chunky Mules, Size 7 (Black) These Are Marked "Sample". Slip-Ons With 1.5" Heel. Cutout Lug Sole. These Are A Sample Of The Ridgefield Chelsea. Condition: Euc, Light Wear On The Soles, Very Lightly Worn... more

$65.00

go to store
Madewell Shoes | Madewell Chelsea Boots The Nico Size 8.5 Leather Gray Shoes E2240 | Color: Gray | Size: 8.5

Madewell Shoes | Madewell Chelsea Boots The Nico Size 8.5 Leather Gray Shoes E2240 | Color: Gray | Size: 8.5

Madewell The Nico Cheslea Leather Boots Size 8.5 Castle Rock Shoes E2240 Gray See All Photos For Measurements Excellent Pre-Loved Condition, No Flaws, Please See All Photos For Details Feel Free To Ask Any Questions more

$49.00

go to store
Madewell Shoes | Madewell Leather Chelsea Boot | Color: Tan | Size: 8

Madewell Shoes | Madewell Leather Chelsea Boot | Color: Tan | Size: 8

Tan Leather Madewell Chelsea Boot. Pull On, Size 8. These Have Been Well Loved And Broken In But Still Have A Lot Of Life Left In Them. Some Small Water Marks And Scuffs, As Noted In The Photos. The Pull Tabs At The Back Were Removed By The Previous... more

$30.00

go to store
Madewell Shoes | Madewell Grayson Chelsea Boot 8.5 | Color: Brown/Tan | Size: 8.5

Madewell Shoes | Madewell Grayson Chelsea Boot 8.5 | Color: Brown/Tan | Size: 8.5

Like New, Worn Once. No Wear On Yhr Soles, No Stains. One Small Nick In The Right Rear Heel, Shown. Butterscotch Color. Size 8.5 Pull On, No Zip. All Suede Upper. more

$48.00

go to store
Madewell Shoes | Madewell Chelsea Booties | Color: Brown/Tan | Size: 7

Madewell Shoes | Madewell Chelsea Booties | Color: Brown/Tan | Size: 7

Madewell Chelsea Booties Color: Chestnut Suede more

$50.00

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

Madewell Shoes | Madewell Chelsea Boot | Color: Brown | Size: 7.5

Only Worn Maybe 3 Times, In Great Condition more

$82.00

go to store
Madewell Shoes | Madewell Chelsea Boots | Color: Brown | Size: 9

Madewell Shoes | Madewell Chelsea Boots | Color: Brown | Size: 9

New In Box Madewell Leather Lugsole Chelsea Boots. more

$100.00

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

Madewell Shoes | Madewell Chelsea Boots | Color: Brown | Size: 7

Fantastic Madewell Chelsea Boots Size 7. Recently Replaced The Soles So They Are In Excellent Condition. Leather Was Also Just Polished. Super Comfy And Versatile Boot. more

$50.00

go to store
Madewell Shoes | Madewell Low Chelsea Boots In Embossed Snake Print Leather | Color: Cream/Tan | Size: 8

Madewell Shoes | Madewell Low Chelsea Boots In Embossed Snake Print Leather | Color: Cream/Tan | Size: 8

Reposhing This Item I Purchased From @Wardr0bewitch. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more

$40.00

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

Madewell Shoes | Madewell Clog Chelsea Boots | Color: Black | Size: 7

Based On '70s Swedish Clogs, This Retro Bootie Is Handmade Using Traditional Techniques And Set On An Ergonomic Sole Crafted On A Wooden Platform Details: Leather Lining Rubber Sole Good Used Condition, Some Scuffs To Leather And Wood more

$89.00

go to store
Madewell Shoes | Madewell Chelsea Boots, Size 6, Black, Leather | Color: Black | Size: 6

Madewell Shoes | Madewell Chelsea Boots, Size 6, Black, Leather | Color: Black | Size: 6

Madewell Chelsea Boots, Size 6, Leather, Black. Only Worn A Couple Of Times, Like New, Good Condition. more

$40.00

go to store
Madewell Shoes | Madewell Camryn Chelsea Boot In Leather | Color: Brown | Size: 10

Madewell Shoes | Madewell Camryn Chelsea Boot In Leather | Color: Brown | Size: 10

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

$67.00

go to store
Madewell Shoes | Madewell The Bradley Chelsea Lugsole Boot Ng669 | Color: Black | Size: Various

Madewell Shoes | Madewell The Bradley Chelsea Lugsole Boot Ng669 | Color: Black | Size: Various

Hit The Streets In This Classic Pull-On Chelsea Boot With Superchunky Lug Soles. The Wide Elastic Gore Not Only Looks Cool, But Also Makes On-And-Offs So Easy. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You... more

$64.00

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

Madewell Shoes | Madewell Chelsea Boots | Color: Tan | Size: 8.5

Madewell Chelsea Boots In Suede. Style Number Nc306. Color Is Distant Sand. Size 8.5. Brand New In Box. more

$25.00

go to store
Madewell Shoes | Madewell Chelsea Boot | Color: Brown | Size: 6.5

Madewell Shoes | Madewell Chelsea Boot | Color: Brown | Size: 6.5

Size 6.5, English Saddle Boot. Brand New, Still In Box more

$89.00

go to store
Madewell Shoes | Madewell Leather Chelsea Boot | Color: Black | Size: 5

Madewell Shoes | Madewell Leather Chelsea Boot | Color: Black | Size: 5

Madewell Chelsea Boot Leather Black Size 5 Open To Reasonable Offers Gently Used - Good Condition Great Addition To Your Boot Rotation Smoke & Pet Free Home more

$30.00

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

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

Madewell Chelsea Boot Size 7 Preowned Good Condition With Some Creasing And Scuffing From Normal Wear (See Pics) Leather Upper And Lining Questions? Leave A Comment Below! more

$43.00

go to store
Madewell Shoes | Madewell Chelsea Lug Boot | Color: Tan | Size: 7.5

Madewell Shoes | Madewell Chelsea Lug Boot | Color: Tan | Size: 7.5

Brand New, Don’t Look Good With Any Of My Denim. Time To Pass On more

$40.00

go to store
Madewell Shoes | Madewell Regan Chelsea Pull On Leather Boot In Brown | Color: Brown/Tan | Size: 8

Madewell Shoes | Madewell Regan Chelsea Pull On Leather Boot In Brown | Color: Brown/Tan | Size: 8

Madewell Regan Chelsea Pull On Leather Boot In Brown. Very Little Wear, Only Defect Is Slight Water Damage On Left Toe, Pictured. Product J8307. more

$100.00

go to store
Madewell Shoes | Madewell The Kat Chelsea Suede Chunky Heeled Boot In Chestnut Brown, Size 7.5 | Color: Brown/Tan | Size: 7.5

Madewell Shoes | Madewell The Kat Chelsea Suede Chunky Heeled Boot In Chestnut Brown, Size 7.5 | Color: Brown/Tan | Size: 7.5

Excellent Condition - Minimal Signs Of Wear Squared-Off Toe And Chunky Stacked Heel Nicely Cushioned Approx. 4 1/2" Shaft Height Approx. 2 1/2" Heel. Suede Leather Upper Man-Made Sole Top-Rated Seller Same Or Next Day Shipping If You Like The Item But... more

$75.00

go to store
Madewell Shoes | Madewell Ivy Chelsea Boot In Mini Dot Calf Hair Size 6.5 | Color: Brown | Size: 6.5

Madewell Shoes | Madewell Ivy Chelsea Boot In Mini Dot Calf Hair Size 6.5 | Color: Brown | Size: 6.5

Brand New Never Been Worn. Super Cute In Person. Please Be Open Minded That Even Though It Is Brand New It Is Not 100% In Perfect Condition. There May Be Some Flaw Not Nothing Dramatic. So Far I Haven’t Seen Any On These Shoes. Please Ask All Questions... more

$100.00

go to store
Madewell Shoes | Madewell Grayson Chelsea Boot In Velvet 9.5 | Color: Cream/Tan | Size: 9.5

Madewell Shoes | Madewell Grayson Chelsea Boot In Velvet 9.5 | Color: Cream/Tan | Size: 9.5

Madewell Suede Ankle Boots Size 9.5 Heal Height 2.5" Shaft 3" Pointed Toe Genuine Leather Condition: Black Mark Inside, Scuff At Tip Of Bottom Sole Leather (Sold Out On Website) Size: 9.5 Thank You For Checking Out My Posh Closet! I Am A Fast Shipper... more

$110.00

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

Madewell Shoes | Madewell Chelsea Boot | Color: Brown | Size: 6

Good Condition - Some Natural Scuffs From Wear more

$20.00

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

$77.00

go to store
Madewell Shoes | Madewell Sonia Chelsea Black Leather Ankle Booties Block Heel M3461 Size | Color: Black/Brown | Size: 9

Madewell Shoes | Madewell Sonia Chelsea Black Leather Ankle Booties Block Heel M3461 Size | Color: Black/Brown | Size: 9

Excellent, Pre-Owned Condition Like New Block Heel 1.75" Color: True Black Style #: M3461 Size: 9 more

$54.00

go to store
Madewell Shoes | Madewell Regan Chelsea Ankle Boot In English Saddle Size 7.5 | Color: Brown | Size: 7.5

Madewell Shoes | Madewell Regan Chelsea Ankle Boot In English Saddle Size 7.5 | Color: Brown | Size: 7.5

Madewell Regan Chelsea Ankle Boot In English Saddle. Made Of Rich Leather, These Cool Pull-On Boots Have Block Heels For A Little Extra Height. Color: Brown Size 7.5 Condition : Preloved, No Rips, Holes Or Tears. Normal Signs Of Wear. No Modeling... more

$70.00

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

Madewell Shoes | Madewell Chelsea Boots | Color: Brown/Tan | Size: 9.5

Nwot Madewell Chelsea Ankle Boots more

$75.00

go to store
Madewell Shoes | Madewell The Bradley Chelsea Boot | Color: Black/Brown | Size: 7

Madewell Shoes | Madewell The Bradley Chelsea Boot | Color: Black/Brown | Size: 7

Chelsea Lugsole Boot Like New Condition Leather Upper Wide Elastic Classic Pull On Chelsea With Chunky Lug Sole Size 7 more

$168.00

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

Madewell Shoes | Madewell Ainsley Chelsea Boot In Black | Color: Black | Size: 7.5

Only Have Worn These Once. In Very Good Condition! Details: Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Insets. Cushiness Alert: The Madewell Cloudlift Lite Padding Feels Like Walking On... more

$80.00

go to store
Madewell Shoes | Madewell The Ivy Chelsea Boot In Croc Embossed Leather | Color: Brown/Tan | Size: 7

Madewell Shoes | Madewell The Ivy Chelsea Boot In Croc Embossed Leather | Color: Brown/Tan | Size: 7

New Without Box Woman’s Madewell Croc Style Leather Ankle Boots. The Ivy Chelsea Boot In Croc Embossed Leather. Hard To Find Print. Size 7. These Are $210 New! Check Out My Other Listings To Bundle And Save. Reasonable Offers Accepted. Items Are Cross... more

$60.00

go to store
Madewell Shoes | Madewell Benning Chelsea Boot Size 7 | Color: Black | Size: 7

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

Madewell Benning Chelsea Boots In Black. New In Box. Never Worn. Size 7. more

$94.00

go to store
Madewell Shoes | Madewell Spencer Chelsea Pullon Boots Leather 8 | Color: Tan | Size: 8

Madewell Shoes | Madewell Spencer Chelsea Pullon Boots Leather 8 | Color: Tan | Size: 8

Good Condition Please See Pictures For Signs Of Wear more

$23.00

go to store

More information about Men's Shoes

Best prices on Madewell shoes new madewell chelsea in Men's Shoes online. Visit Bizrate to find the best deals on top brands. Read reviews on Clothing & Accessories merchants and buy with confidence.