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 Regan Boot Tan Leather - Heeled Chelsea Boot Style Pull-On Size 8.5 | Color: Brown/Tan | Size: 8.5

Madewell Shoes | Madewell The Regan Boot Tan Leather - Heeled Chelsea Boot Style Pull-On Size 8.5 | Color: Brown/Tan | Size: 8.5

Used Condition Madewell The Regan Boot In Tan Leather Heeled Chelsea Boot Pull-On Style Size 8.5 Retails For $178 Worn With Signs Of Wear Throughout Including To Sole/Heel, But Not Worn Out - These Are Super Well Made And Will Seriously Last For Years.... ... more

Madewell Shoes | Madewell The Regan Boot Tan Leather - Heeled Chelsea Boot Style Pull-On Size 8.5 | Color: Brown/Tan | Size: 8.5

Used Condition Madewell The Regan Boot In Tan Leather Heeled Chelsea Boot Pull-On Style Size 8.5 Retails For $178 Worn With Signs Of Wear Throughout Including To Sole/Heel, But Not Worn Out - These Are Super Well Made And Will Seriously Last For Years....

Poshmark

$72.00

go to store
Madewell Shoes | New Madewell Regan Boot Chelsea Boot Calf Hair | Color: Brown/Tan | Size: 7

Madewell Shoes | New Madewell Regan Boot Chelsea Boot Calf Hair | Color: Brown/Tan | Size: 7

Made Of Leopard-Print Calf Hair, These Cool Pull-On Boots Have Block Heels For A Little Extra Height (That's Still Walking-Friendly). Cushiness Alert: We've Added An Extra Layer Of Padding To Make Them Even Easier On The Feet. This Cool Pull-On Boot... ... more

Madewell Shoes | New Madewell Regan Boot Chelsea Boot Calf Hair | Color: Brown/Tan | Size: 7

Made Of Leopard-Print Calf Hair, These Cool Pull-On Boots Have Block Heels For A Little Extra Height (That's Still Walking-Friendly). Cushiness Alert: We've Added An Extra Layer Of Padding To Make Them Even Easier On The Feet. This Cool Pull-On Boot...

Poshmark

$129.00

go to store
Best Seller
Madewell Shoes | Madewell The Regan Boot In Snake Embossed Leather Size 8.5 Chelsea Block Heel | Color: Brown/Tan | Size: 8.5

Madewell Shoes | Madewell The Regan Boot In Snake Embossed Leather Size 8.5 Chelsea Block Heel | Color: Brown/Tan | Size: 8.5

Madewell The Regan Boot In Snake Embossed Leather Size 8.5 Chelsea Block Heel These Are In Great Condition With A Few Minor Pulls Minor Wrinkling And Minor Heel Wear Shown. Smoke Free Home Now In Cooland Versatiletextural Snakeskin-Patterned Leather,... ... more

Madewell Shoes | Madewell The Regan Boot In Snake Embossed Leather Size 8.5 Chelsea Block Heel | Color: Brown/Tan | Size: 8.5

Madewell The Regan Boot In Snake Embossed Leather Size 8.5 Chelsea Block Heel These Are In Great Condition With A Few Minor Pulls Minor Wrinkling And Minor Heel Wear Shown. Smoke Free Home Now In Cooland Versatiletextural Snakeskin-Patterned Leather,...

Poshmark

$50.00

go to store
Madewell Shoes | Madewell Regan Suede Boot! Dark Taupe Suede Boot With A Brown Stacked Heel | Color: Brown/Tan | Size: 9

Madewell Shoes | Madewell Regan Suede Boot! Dark Taupe Suede Boot With A Brown Stacked Heel | Color: Brown/Tan | Size: 9

Worn Twice If That. Last Year Madewell Regan Boot. Size Woman's 9. 2 Inch Heel ... more

$65.00

go to store
Madewell Shoes | Nwob Madewell The Regan Suede Ankle Boot In Wet Pebble Size Us 9.5m | Color: Brown/Tan | Size: 9.5

Madewell Shoes | Nwob Madewell The Regan Suede Ankle Boot In Wet Pebble Size Us 9.5m | Color: Brown/Tan | Size: 9.5

Made Of Soft Suede, These Cool Pull-On Boots Have Block Heels For A Little Extra Height (That's Still Walking-Friendly). Cushiness Alert: Madewell Added An Extra Layer Of Padding To Make Them Even Easier On The Feet. - Condition: Brand New/Unworn!... ... more

Madewell Shoes | Nwob Madewell The Regan Suede Ankle Boot In Wet Pebble Size Us 9.5m | Color: Brown/Tan | Size: 9.5

Made Of Soft Suede, These Cool Pull-On Boots Have Block Heels For A Little Extra Height (That's Still Walking-Friendly). Cushiness Alert: Madewell Added An Extra Layer Of Padding To Make Them Even Easier On The Feet. - Condition: Brand New/Unworn!...

Poshmark

$89.00

go to store
Madewell Shoes | Madewell The Regan Suede Ankle Boot In Wet Pebble Size Us 6.5 | Color: Brown/Tan | Size: 6.5

Madewell Shoes | Madewell The Regan Suede Ankle Boot In Wet Pebble Size Us 6.5 | Color: Brown/Tan | Size: 6.5

Madewell The Regan Suede Ankle Boot In Wet Pebble Womens Size Us 6.5 Soft Tan Suede Boots In A Pull-On Style Block Heels Padded Insole Style J8434 Color Is Wet Pebble Suede Upper Leather Lining Man-Made Sole Made In Brazil Approx Heel Height 2.5" Heel... ... more

Madewell Shoes | Madewell The Regan Suede Ankle Boot In Wet Pebble Size Us 6.5 | Color: Brown/Tan | Size: 6.5

Madewell The Regan Suede Ankle Boot In Wet Pebble Womens Size Us 6.5 Soft Tan Suede Boots In A Pull-On Style Block Heels Padded Insole Style J8434 Color Is Wet Pebble Suede Upper Leather Lining Man-Made Sole Made In Brazil Approx Heel Height 2.5" Heel...

Poshmark

$66.00

go to store
Madewell Shoes | Madewell Regan Boot In Suede Size 9.5 | Color: Brown/Tan | Size: 9.5

Madewell Shoes | Madewell Regan Boot In Suede Size 9.5 | Color: Brown/Tan | Size: 9.5

Made Of Soft Suede, These Cool Pull-On Boots Have Block Heels For A Little Extra Height (That's Still Walking-Friendly). Cushiness Alert: We've Added An Extra Layer Of Padding To Make Them Even Easier On The Feet. When You Select Your Size, "H" Equals... ... more

Madewell Shoes | Madewell Regan Boot In Suede Size 9.5 | Color: Brown/Tan | Size: 9.5

Made Of Soft Suede, These Cool Pull-On Boots Have Block Heels For A Little Extra Height (That's Still Walking-Friendly). Cushiness Alert: We've Added An Extra Layer Of Padding To Make Them Even Easier On The Feet. When You Select Your Size, "H" Equals...

Poshmark

$65.00

go to store
Madewell Shoes | Madewell Brown Suede Heeled Regan Boot Size 7 | Color: Brown/Tan | Size: 7

Madewell Shoes | Madewell Brown Suede Heeled Regan Boot Size 7 | Color: Brown/Tan | Size: 7

Super Cute Suede Heeled Boots In Great Condition. Very Light Wear On Uppers And Soles. From Madewell: "Made Of Soft Suede, These Cool Pull-On Boots Have Block Heels For A Little Extra Height (That's Still Walking-Friendly). Cushiness Alert: We've Added... ... more

Madewell Shoes | Madewell Brown Suede Heeled Regan Boot Size 7 | Color: Brown/Tan | Size: 7

Super Cute Suede Heeled Boots In Great Condition. Very Light Wear On Uppers And Soles. From Madewell: "Made Of Soft Suede, These Cool Pull-On Boots Have Block Heels For A Little Extra Height (That's Still Walking-Friendly). Cushiness Alert: We've Added...

Poshmark

$34.00

go to store
Madewell Shoes | Madewell The Regan Brown Suede Leather Fall Ankle Boots Block Heel Size 9.5 | Color: Brown/Tan | Size: 9.5

Madewell Shoes | Madewell The Regan Brown Suede Leather Fall Ankle Boots Block Heel Size 9.5 | Color: Brown/Tan | Size: 9.5

Super Cute Fall Ankle Boots In Great Condition!! Madewell The Regan Boot In Suede Size: 9.5 Style: J8434 Made Of Soft Suede, These Cool Pull-On Boots Have Block Heels For A Little Extra Height (That's Still Walking-Friendly). Cushiness Alert: We've... ... more

Madewell Shoes | Madewell The Regan Brown Suede Leather Fall Ankle Boots Block Heel Size 9.5 | Color: Brown/Tan | Size: 9.5

Super Cute Fall Ankle Boots In Great Condition!! Madewell The Regan Boot In Suede Size: 9.5 Style: J8434 Made Of Soft Suede, These Cool Pull-On Boots Have Block Heels For A Little Extra Height (That's Still Walking-Friendly). Cushiness Alert: We've...

Poshmark

$36.00

go to store
Madewell Shoes | Madewell The Laura Chelsea Suede Heeled Boots Size 7.5 Leather Booties Brown Tan | Color: Brown/Tan | Size: 7.5

Madewell Shoes | Madewell The Laura Chelsea Suede Heeled Boots Size 7.5 Leather Booties Brown Tan | Color: Brown/Tan | Size: 7.5

Madewell The Laura Chelsea Boot Color: Brown, Tan, Cognac Size: 7.5 Euc Euc, Gently Worn, No Flaws Or Stains With A Taller Shaft That Fits Close To The Ankle And A Block Heel, This Sleek Leather Boot Is A Versatile Closet Staple. Plus, This Pair Is... ... more

Madewell Shoes | Madewell The Laura Chelsea Suede Heeled Boots Size 7.5 Leather Booties Brown Tan | Color: Brown/Tan | Size: 7.5

Madewell The Laura Chelsea Boot Color: Brown, Tan, Cognac Size: 7.5 Euc Euc, Gently Worn, No Flaws Or Stains With A Taller Shaft That Fits Close To The Ankle And A Block Heel, This Sleek Leather Boot Is A Versatile Closet Staple. Plus, This Pair Is...

Poshmark

$80.00

go to store
Madewell Shoes | Madewell The Regan Chelsea Boot In Snake Embossed Leather Size 7 #1082 | Color: Black/Brown | Size: 7

Madewell Shoes | Madewell The Regan Chelsea Boot In Snake Embossed Leather Size 7 #1082 | Color: Black/Brown | Size: 7

Madewell The Regan Chelsea Boot In Snake Embossed Leather Size 7 Material: Snake Embossed Leather Upper, Lining And Sock , Man-Made Sole Design: Pull-On Style With An Easy On-And-Off Fit Chelsea Boot Silhouette With A 4.5" Shaft Height (Based On Size... ... more

Madewell Shoes | Madewell The Regan Chelsea Boot In Snake Embossed Leather Size 7 #1082 | Color: Black/Brown | Size: 7

Madewell The Regan Chelsea Boot In Snake Embossed Leather Size 7 Material: Snake Embossed Leather Upper, Lining And Sock , Man-Made Sole Design: Pull-On Style With An Easy On-And-Off Fit Chelsea Boot Silhouette With A 4.5" Shaft Height (Based On Size...

Poshmark

$50.00

go to store
Madewell Shoes | Madewell Regan Chelsea Boot Tan Leather Bootie Size 6 | Color: Tan | Size: 6

Madewell Shoes | Madewell Regan Chelsea Boot Tan Leather Bootie Size 6 | Color: Tan | Size: 6

Madewell Regan Chelsea Boot Tan Leather Bootie Size 6 Tan Leather Pull-On Chelsea Boot, With Elastic Sides. Block Heel. Some Minor Wear And Scuffing Shown. ... more

Madewell Shoes | Madewell Regan Chelsea Boot Tan Leather Bootie Size 6 | Color: Tan | Size: 6

Madewell Regan Chelsea Boot Tan Leather Bootie Size 6 Tan Leather Pull-On Chelsea Boot, With Elastic Sides. Block Heel. Some Minor Wear And Scuffing Shown.

Poshmark

$15.00

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 Regan Boot | Color: Brown/Tan | Size: 10

Madewell Shoes | Madewell The Regan Boot | Color: Brown/Tan | Size: 10

Great Pre-Owned Condition. Small Stain (See Pics) Can Be Clean. Sold As Is. Normal Wear, No Flaws Or Damage. Please Review Pictures And Feel Free To Ask Any Questions Or For More Pictures Prior To Purchasing. Offers Are Welcome ... more

Madewell Shoes | Madewell The Regan Boot | Color: Brown/Tan | Size: 10

Great Pre-Owned Condition. Small Stain (See Pics) Can Be Clean. Sold As Is. Normal Wear, No Flaws Or Damage. Please Review Pictures And Feel Free To Ask Any Questions Or For More Pictures Prior To Purchasing. Offers Are Welcome

Poshmark

$60.00

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

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

Barely Worn - Madewell Regan Chelsea Boot In Leather - Brown Leather - Size 10 - Barely Worn - Good Condition ... more

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

Barely Worn - Madewell Regan Chelsea Boot In Leather - Brown Leather - Size 10 - Barely Worn - Good Condition

Poshmark

$80.00

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

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

Very Good Condition. Light Signs Of Wear. No Stains Or Defects. 4 1/2" Shaft Height. 2 1/2" Heel. Leather Upper And Lining. Made Of Rich Leather, These Cool Pull-On Boots Have Block Heels For A Little Extra Height. Cushiness Alert: Our Mwl Cloudlift... ... more

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

Very Good Condition. Light Signs Of Wear. No Stains Or Defects. 4 1/2" Shaft Height. 2 1/2" Heel. Leather Upper And Lining. Made Of Rich Leather, These Cool Pull-On Boots Have Block Heels For A Little Extra Height. Cushiness Alert: Our Mwl Cloudlift...

Poshmark

$65.00

go to store
Madewell Shoes | Madewell Black Leather Chelsea Boots J8307 Regan | Color: Black | Size: 5.5

Madewell Shoes | Madewell Black Leather Chelsea Boots J8307 Regan | Color: Black | Size: 5.5

In Good Condition ... more

$18.00

go to store
Madewell Shoes | Madewell Regan Chelsea Ankle Boots Classic | Color: Black | Size: 7

Madewell Shoes | Madewell Regan Chelsea Ankle Boots Classic | Color: Black | Size: 7

Madewell Size 7 Regan Chelsea Ankle Boots W/ A Moderate 2.5” Heel Classic Style Slip On W/ Elastic Side Goring & Pull Tabs In Great Used Condition With Minimal Wear To Leather Upper & Lots Of Life Left. Leather Lined. Made To Last! Boho Bihemian... ... more

Madewell Shoes | Madewell Regan Chelsea Ankle Boots Classic | Color: Black | Size: 7

Madewell Size 7 Regan Chelsea Ankle Boots W/ A Moderate 2.5” Heel Classic Style Slip On W/ Elastic Side Goring & Pull Tabs In Great Used Condition With Minimal Wear To Leather Upper & Lots Of Life Left. Leather Lined. Made To Last! Boho Bihemian...

Poshmark

$50.00

go to store
Madewell Shoes | Madewell The Grayson Brogue Chelsea Boot J8292, Western Cut Ankle Boot. | Color: Brown/Tan | Size: 8

Madewell Shoes | Madewell The Grayson Brogue Chelsea Boot J8292, Western Cut Ankle Boot. | Color: Brown/Tan | Size: 8

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

Madewell Shoes | Madewell The Grayson Brogue Chelsea Boot J8292, Western Cut Ankle Boot. | Color: Brown/Tan | Size: 8

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

Poshmark

$54.00

go to store
Madewell Shoes | Madewell Nadine Calf Hair Chelsea Boot Size 6.5 | Color: Brown/Tan | Size: 6.5

Madewell Shoes | Madewell Nadine Calf Hair Chelsea Boot Size 6.5 | Color: Brown/Tan | Size: 6.5

Super Cute Fall Boots! Madewell Calf Hair Boots Animal Print Pattern Pointed Toe Design Some Wear On Soles Size 6.5 ... more

Madewell Shoes | Madewell Nadine Calf Hair Chelsea Boot Size 6.5 | Color: Brown/Tan | Size: 6.5

Super Cute Fall Boots! Madewell Calf Hair Boots Animal Print Pattern Pointed Toe Design Some Wear On Soles Size 6.5

Poshmark

$21.00

go to store
Madewell Shoes | Madewell "Carina" Chelsea Boot In Snake Embossed Leather Size: 7m | Color: Brown/Tan | Size: 7

Madewell Shoes | Madewell "Carina" Chelsea Boot In Snake Embossed Leather Size: 7m | Color: Brown/Tan | Size: 7

With A Rounded Toe And Stacked Mid-Height Heel That's Perfect For Walking Around In All Day, These Wear-Everywhere Chelsea Boots In Textural Snakeskin-Stamped Leather Have Elastic Goring And A Pull-Tab That Makes On-And-Off A Breeze. Cushiness Alert:... ... more

Madewell Shoes | Madewell "Carina" Chelsea Boot In Snake Embossed Leather Size: 7m | Color: Brown/Tan | Size: 7

With A Rounded Toe And Stacked Mid-Height Heel That's Perfect For Walking Around In All Day, These Wear-Everywhere Chelsea Boots In Textural Snakeskin-Stamped Leather Have Elastic Goring And A Pull-Tab That Makes On-And-Off A Breeze. Cushiness Alert:...

Poshmark

$75.00

go to store
Madewell Shoes | Madewell Leather Ivy Chelsea Ankle Boots. Lug Sole. Light Chestnut Brown. Size 7 | Color: Brown/Tan | Size: 7

Madewell Shoes | Madewell Leather Ivy Chelsea Ankle Boots. Lug Sole. Light Chestnut Brown. Size 7 | Color: Brown/Tan | Size: 7

Gorgeous Madewell Chelsea Ankle Boots. A Beautiful Light Chestnut Color. Lug Soles For Fall, Winter And Spring Weather. Soft Pebbled Leather. Pull-On With Elastic.Size 7. Wore A Couple Of Times, So Leather Creased A Little. They Are Extremely... ... more

Madewell Shoes | Madewell Leather Ivy Chelsea Ankle Boots. Lug Sole. Light Chestnut Brown. Size 7 | Color: Brown/Tan | Size: 7

Gorgeous Madewell Chelsea Ankle Boots. A Beautiful Light Chestnut Color. Lug Soles For Fall, Winter And Spring Weather. Soft Pebbled Leather. Pull-On With Elastic.Size 7. Wore A Couple Of Times, So Leather Creased A Little. They Are Extremely...

Poshmark

$81.00

go to store
Madewell Shoes | Madewell Ivy Lugsole Chelsea Leather Boots Croc Embossed Size 7.5 New | Color: Brown/Tan | Size: 7.5

Madewell Shoes | Madewell Ivy Lugsole Chelsea Leather Boots Croc Embossed Size 7.5 New | Color: Brown/Tan | Size: 7.5

Questions? Leave A Comment Below! New Without Box 7.5 Us Croc Embossed Leather Small Scuff On Back Of Right Heel ... more

Madewell Shoes | Madewell Ivy Lugsole Chelsea Leather Boots Croc Embossed Size 7.5 New | Color: Brown/Tan | Size: 7.5

Questions? Leave A Comment Below! New Without Box 7.5 Us Croc Embossed Leather Small Scuff On Back Of Right Heel

Poshmark

$140.00

go to store
Madewell Shoes | Madewell The Kat Chelsea Boot Tan Leather Size 8 | Color: Brown/Tan | Size: 8

Madewell Shoes | Madewell The Kat Chelsea Boot Tan Leather Size 8 | Color: Brown/Tan | Size: 8

Great Boots, I Just Don’t Reach For Them. Worn A Few Times, ... more

$45.00

go to store
Madewell Shoes | New Madewell Cara Snakeskin Embossed Leather Chelsea Boot Size 6 | Color: Brown/Tan | Size: 6

Madewell Shoes | New Madewell Cara Snakeskin Embossed Leather Chelsea Boot Size 6 | Color: Brown/Tan | Size: 6

New Madewell Cara Snakeskin Embossed Leather Chelsea Boot In Burnt Clay Multi Size 6 Chelsea Style Ankle Length Snake Embossed Round Toe Elastic Gore At Sides Pull Tabs Stacked Heel Chunky Heel Wood Heel 1.5” Heel, 4” Shaft Height, 11” Circumference... ... more

Madewell Shoes | New Madewell Cara Snakeskin Embossed Leather Chelsea Boot Size 6 | Color: Brown/Tan | Size: 6

New Madewell Cara Snakeskin Embossed Leather Chelsea Boot In Burnt Clay Multi Size 6 Chelsea Style Ankle Length Snake Embossed Round Toe Elastic Gore At Sides Pull Tabs Stacked Heel Chunky Heel Wood Heel 1.5” Heel, 4” Shaft Height, 11” Circumference...

Poshmark

$125.00

go to store
Madewell Shoes | Madewell The Kat Chelsea Tan Suede Ankle Boots Size 7 | Color: Brown/Tan | Size: 7

Madewell Shoes | Madewell The Kat Chelsea Tan Suede Ankle Boots Size 7 | Color: Brown/Tan | Size: 7

Madewell The Kat Chelsea Tan Suede Ankle Booties. There Are Some Slight Signs Of Wear (Mostly On The Bottom) But Lots Of Life Left. Otherwise In Excellent Condition. Size 7 ... more

Madewell Shoes | Madewell The Kat Chelsea Tan Suede Ankle Boots Size 7 | Color: Brown/Tan | Size: 7

Madewell The Kat Chelsea Tan Suede Ankle Booties. There Are Some Slight Signs Of Wear (Mostly On The Bottom) But Lots Of Life Left. Otherwise In Excellent Condition. Size 7

Poshmark

$45.00

go to store
Madewell Shoes | Madewell Laura Chelsea Real Fur Dyed Spotted Calf Hair Hilty Block Boots Size 7 | Color: Brown/Tan | Size: 7

Madewell Shoes | Madewell Laura Chelsea Real Fur Dyed Spotted Calf Hair Hilty Block Boots Size 7 | Color: Brown/Tan | Size: 7

Madewell Laura Chelsea Real Fur Dyed Spotted Calf Hair Hilty Block Boots Size 7 Brand: Madewell Size: 7 Color: Tan And Brown Pattern: Leopard Material: Leather Condition: Preloved, In Good Condition, Stretch Band Shows Minimal Features: Slip On Closure... ... more

Madewell Shoes | Madewell Laura Chelsea Real Fur Dyed Spotted Calf Hair Hilty Block Boots Size 7 | Color: Brown/Tan | Size: 7

Madewell Laura Chelsea Real Fur Dyed Spotted Calf Hair Hilty Block Boots Size 7 Brand: Madewell Size: 7 Color: Tan And Brown Pattern: Leopard Material: Leather Condition: Preloved, In Good Condition, Stretch Band Shows Minimal Features: Slip On Closure...

Poshmark

$125.00

go to store
Madewell Shoes | Madewell Bryce Suede Chelsea Boot In Camel Booties Size 8.5 | Color: Brown/Tan | Size: 8.5

Madewell Shoes | Madewell Bryce Suede Chelsea Boot In Camel Booties Size 8.5 | Color: Brown/Tan | Size: 8.5

Excellent Condition Size 8.5 Brown Suede Side Zipper ... more

$41.00

go to store
Madewell Shoes | Madewell Citywalk Lugsole Chelsea Boots In Leather - Camel Size 9.5 | Color: Brown/Tan | Size: 9.5

Madewell Shoes | Madewell Citywalk Lugsole Chelsea Boots In Leather - Camel Size 9.5 | Color: Brown/Tan | Size: 9.5

Hit The Pavement In These Pull-On Chelsea Boots With Utilitarian Lug Soles. Made Of Durable Leather, 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 Select... ... more

Madewell Shoes | Madewell Citywalk Lugsole Chelsea Boots In Leather - Camel Size 9.5 | Color: Brown/Tan | Size: 9.5

Hit The Pavement In These Pull-On Chelsea Boots With Utilitarian Lug Soles. Made Of Durable Leather, 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 Select...

Poshmark

$120.00

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

Madewell Shoes | Madewell Size 6 The Benning Chelsea Boot In Warm Cinnamon | Color: Brown/Tan | Size: 6

New With Defects. Store Display Models And Have A Couple Areas Of Discoloration In The Leather - See Pics. Line On Inside Label To Prevent In Store Returns. Size 6 Color: Warm Cinnamon Coming In Supersoft Leather, These Chelsea Boot Have Stretchy Gores... ... more

Madewell Shoes | Madewell Size 6 The Benning Chelsea Boot In Warm Cinnamon | Color: Brown/Tan | Size: 6

New With Defects. Store Display Models And Have A Couple Areas Of Discoloration In The Leather - See Pics. Line On Inside Label To Prevent In Store Returns. Size 6 Color: Warm Cinnamon Coming In Supersoft Leather, These Chelsea Boot Have Stretchy Gores...

Poshmark

$74.00

go to store
Madewell Shoes | Madewell Joni Suede Chelsea Boot In Taupe Size 7.5 Western Ankle Bootie Cowboy | Color: Brown/Tan | Size: 7.5

Madewell Shoes | Madewell Joni Suede Chelsea Boot In Taupe Size 7.5 Western Ankle Bootie Cowboy | Color: Brown/Tan | Size: 7.5

Euc Minimal Wear On The Shoes. Got Dust During Storage. Needs A Suede Brush To Clear Up. ... more

Madewell Shoes | Madewell Joni Suede Chelsea Boot In Taupe Size 7.5 Western Ankle Bootie Cowboy | Color: Brown/Tan | Size: 7.5

Euc Minimal Wear On The Shoes. Got Dust During Storage. Needs A Suede Brush To Clear Up.

Poshmark

$55.00

go to store
Madewell Shoes | Madewell Heeled Chelsea Boots, Chestnut, Size 8, 2" Block Heel | Color: Brown/Tan | Size: 8

Madewell Shoes | Madewell Heeled Chelsea Boots, Chestnut, Size 8, 2" Block Heel | Color: Brown/Tan | Size: 8

Gently Used Madewell Boots. Some Wear And Tear On The Sole, But Still In Great Condition. ... more

Madewell Shoes | Madewell Heeled Chelsea Boots, Chestnut, Size 8, 2" Block Heel | Color: Brown/Tan | Size: 8

Gently Used Madewell Boots. Some Wear And Tear On The Sole, But Still In Great Condition.

Poshmark

$35.00

go to store
Madewell Shoes | Madewell $178 The Regan Boot Suede Leather Tan Wet Pebble Boots Shoes Heels 9.5 | Color: Brown | Size: 9.5

Madewell Shoes | Madewell $178 The Regan Boot Suede Leather Tan Wet Pebble Boots Shoes Heels 9.5 | Color: Brown | Size: 9.5

Madewell $178 The Regan Boot Suede Leather Tan Wet Pebble Boots Shoes Heels 9.5. ... more

$48.00

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

Madewell Shoes | Madewell The Kat Suede Chelsea Boot | Color: Brown/Tan | Size: 6

Madewell The Kat Chelsea Boot In Brown Suede. Heeled Bootie With Classic Elastic Ankles For The Perfect Fit. Stacked Heel. Great With Wide Leg Or Bootcut Jeans For A Retro Vibe! Excellent Used Condition. Soles Are In Great Shape, Minor Wear To The... ... more

Madewell Shoes | Madewell The Kat Suede Chelsea Boot | Color: Brown/Tan | Size: 6

Madewell The Kat Chelsea Boot In Brown Suede. Heeled Bootie With Classic Elastic Ankles For The Perfect Fit. Stacked Heel. Great With Wide Leg Or Bootcut Jeans For A Retro Vibe! Excellent Used Condition. Soles Are In Great Shape, Minor Wear To The...

Poshmark

$61.00

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

Madewell Shoes | Madewell Everyday Chelsea Boot | Color: Brown/Tan | Size: 9.5

Brand New Brown Chelsea Boots. Never Been Worn ... more

$120.00

go to store
Madewell Shoes | Madewell Low Chelsea Boot Snake Embossed Leather | Color: Brown/Tan | Size: 7

Madewell Shoes | Madewell Low Chelsea Boot Snake Embossed Leather | Color: Brown/Tan | Size: 7

Madewell Low Chelsea Boot Snake Embossed Leather Size 7 Nwt/Nwob 1.75'' Heel 3'' Shaft Pull-On With Elastic Gore Insets Tapered, Stacked Heel Cushioned Footbed Leather Upper ... more

Madewell Shoes | Madewell Low Chelsea Boot Snake Embossed Leather | Color: Brown/Tan | Size: 7

Madewell Low Chelsea Boot Snake Embossed Leather Size 7 Nwt/Nwob 1.75'' Heel 3'' Shaft Pull-On With Elastic Gore Insets Tapered, Stacked Heel Cushioned Footbed Leather Upper

Poshmark

$100.00

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

Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Brown/Tan | Size: 7

Moving Soon So I Really Need To Clear Out The Closet! Gently Worn Madewell Boots In Cognac Color. Totally Love These Boots But I Am Never Reaching For Them These Days. From Madewell: Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared... ... more

Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Brown/Tan | Size: 7

Moving Soon So I Really Need To Clear Out The Closet! Gently Worn Madewell Boots In Cognac Color. Totally Love These Boots But I Am Never Reaching For Them These Days. From Madewell: Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared...

Poshmark

$50.00

go to store
Madewell Shoes | Madewell Ivy Chelsea Boot In Bison Leather - Cognac Brown | Color: Brown/Tan | Size: 7

Madewell Shoes | Madewell Ivy Chelsea Boot In Bison Leather - Cognac Brown | Color: Brown/Tan | Size: 7

In Good Condition! Some Wear On The Toes Of The Leather. The Soles And Insoles Are In Almost New Condition. In A Beautiful Cognac Color With Multi-Colored Lug Soles. Reasonable Offers Welcome! ... more

Madewell Shoes | Madewell Ivy Chelsea Boot In Bison Leather - Cognac Brown | Color: Brown/Tan | Size: 7

In Good Condition! Some Wear On The Toes Of The Leather. The Soles And Insoles Are In Almost New Condition. In A Beautiful Cognac Color With Multi-Colored Lug Soles. Reasonable Offers Welcome!

Poshmark

$80.00

go to store
Madewell Shoes | Madewell The Camryn Chelsea Boot In Leather In English Saddle | Color: Brown/Tan | Size: 7

Madewell Shoes | Madewell The Camryn Chelsea Boot In Leather In English Saddle | Color: Brown/Tan | Size: 7

Madewell The Camryn Chelsea Boot In Leather In English Saddle Brown Size 7 Basically Brand New, Small Mark To Leather (See Photos) Features: Stylish, Leather, Neutral, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boots, Chelsea, Classic,... ... more

Madewell Shoes | Madewell The Camryn Chelsea Boot In Leather In English Saddle | Color: Brown/Tan | Size: 7

Madewell The Camryn Chelsea Boot In Leather In English Saddle Brown Size 7 Basically Brand New, Small Mark To Leather (See Photos) Features: Stylish, Leather, Neutral, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boots, Chelsea, Classic,...

Poshmark

$130.00

go to store