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Madewell Shoes | Madewell Size 9.5 Wyckoff Chelsea Lugsole Boots In Chocolate Raisin | Color: Brown | Size: 9.5

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

Madewell Shoes | Madewell Nib Sonia Chelsea Boot | Color: Black/Cream | Size: 9.5

New In Box! Details & Care An Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To A Chelsea Boot That Serves As A Versatile Work-To-Weekend Style. Heel Style: Block/Chunky Toe Style: Closed Toe 1 3/4" Heel (Size 8.5) 3" Shaft Pull-On... more

Madewell Shoes | Madewell The Wyckoff Chelsea Lugsole Boots Nn020 9 | Color: Black/White | Size: 9

Ready For All Your Supercute Fall Fits, These Leather Chelsea Boots Have Stretchy Gores And Wear-All-Day-Everywhere Chunky Lugsoles. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. 6" Shaft Height (Based... more

Madewell Shoes | Madewell The Wyckoff Chelsea Lugsole Boot-Size 6.5 | Color: Brown | Size: 6.5

These Leather Chelsea Boots Have Stretchy Gores And Wear-All-Day-Everywhere Chunky Lugsoles. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. 6" Shaft Height. 1 1/2" Heel Height. Leather Upper. Leather... more

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

Guc It Has Signs Of Wear Heel Height Is 1 Tall Keywords Boho Chic Slouchy Boxy On Trend Work Office Women Men Kid Hipster Stylish Fall Autumn Winter Spring Summer Vintage Retro 80s 90s Vacation Chunky Cozy Goth Classic Minimalist Staple Layer Street... more

Madewell Shoes | Madewell The Regan Boot Pull On Chelsea Black Leather Minimalist | Color: Black | Size: 8.5

This Cool Pull-On Boot Sports A Block Heel For A Little Extra Height, While Remaining Walking-Friendly. An Extra Layer Of Padding Makes It Even Easier On The Feet. Heel Style: Block/Chunky Toe Style: Closed Toe 2 1/2" Heel (Size 8.5) 4 1/2" Shaft... more

Madewell Shoes | Madewell Boots | Color: Gold/Green/Tan | Size: 8.5

Size: 8 1/2 Color: Cargo Green Condition: New With Tags ** This Classic Chelsea Boot Is Made For Walkin', Thanks To The Lightweight Eva Platform And Chunky Heel. Made Of Smooth Leather, It's The Edgy Pair That Can Be Worn With Everything From Dresses... more

Madewell Shoes | Madewell Regan Brown Leather Ankle Boots | Color: Brown | Size: 7

These Cute Booties Are Sleek And Perfect For Everyday Use. They Have Some Darker Spots. Smoke Free Home. Size: 7 Heel Height: 2.5 Inches Measurements Are Approximate Sleek Chelsea Leather Minimalist Pull On Almond Toe Chunky Block Heels more

Madewell Shoes | Madewell Black Chelsea Heeled Ankle Booties 8.5 | Color: Black | Size: 8.5

Madewell Black Heeled Chelsea Boots In Size 8.5. Used But In Good Condition. Very Comfortable Booties That Are Easy To Walk In With A Chunky Heel. more

Free People Shoes | Free People James Chelsea Boot In White | Color: Cream/White | Size: 40eu

Free People James Chelsea Boot In White Size 40 New! Never Been Worn! Features: Hiking Boots, Stylish, Leather, Tan, Neutral, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boots , Boho, Bohemian, Lug Sole, Chunky Boot Size: Womens 40... more

Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Black (Size 9 1/2 W)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Brown (Size 9 1/2 W)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Black (Size 11 1/2 W)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Black (Size 16 M)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Red Wood (Size 13 W)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Brown (Size 16 M)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Brown (Size 9 W)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Black (Size 15 M)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Brown (Size 15 M)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Brown (Size 11 W)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Brown (Size 12 W)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Brown (Size 10 W)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Red Wood (Size 10 1/2 W)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Brown (Size 13 W)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Black (Size 15 W)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Red Wood (Size 12 M)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Red Wood (Size 11 1/2 W)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Red Wood (Size 13 M)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Red Wood (Size 9 1/2 W)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Black (Size 9 W)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Black (Size 12 M)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Brown (Size 14 W)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Black (Size 13 M)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Brown (Size 14 M)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

Men's Daily Double Chelsea Boots by Eastland® in Tan (Size 9 M)

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

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

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

Men's Daily Double Chelsea Boots by Eastland® in Tan (Size 9 1/2 M)

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

Men's Daily Double Chelsea Boots by Eastland® in Dark Brown (Size 13 M)

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