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KEEN Targhee II Chelsea Boot - Mens 9 Grey Boot Medium

*Chelsea boot from KEEN *Premium leather upper *Elastic gore panels for easy on and off *Original KEEN fit *Breathable mesh lining *Removable PU insole *EVA midsole *Durable outsole 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

Targhee Iv Waterproof Mid Hiking Shoe

Men's Keen Targhee Iv Waterproof Mid Hiking Shoe - Brown - Casual boots This durable hiking shoe is crafted from waterproof leather and performance mesh to keep you protected and comfortable while out on the trail. A metatomical footbed provides... more

Taupe Nikita Ii Chelsea Boots

Men's Eytys Taupe Nikita Ii Chelsea Boots - Brown - Casual boots Ankle-high buffed leather Chelsea boots in taupe. more

Hardie Ii Chelsea Boot

Men's Dr. Martens Hardie Ii Chelsea Boot - Black - Casual boots Dr. Martens Hardie II Men s Chelsea Boot Maybe you re too old to be a Hardy Boy, but you can recreate the feeling in the Hardie II men s Chelsea Boot from Dr. Martens. With a leather upper... 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

Tecovas Women's The Taylor Boots, 0 Toe, 6" Shaft, Latte, Suede, 2" Heel, 10 B

Even the most committed cowgirl boot fans know that there are times, places, and outfits where easy does it — elegantly. A Chelsea boot with a classic 0 toe and 2” heel, The Taylor checks all the boxes for style and versatility. Its modern, low profile... more

Tecovas Women's The Taylor Boots, 0 Toe, 6" Shaft, Midnight, Cowhide, 2" Heel, 11 B

Even the most committed cowgirl boot fans know that there are times, places, and outfits where easy does it — elegantly. A Chelsea boot with a classic 0 toe and 2” heel, The Taylor checks all the boxes for style and versatility. Its modern, low profile... more

J. Crew Shoes | Black Chelsea Ankle Boots 6.5 | Color: Black | Size: 6.5

These Are Black Chelsea Ankle Boots That I Wore So Religiously That I Bought Two Pairs When They Were On Sale As Back Up. I Don’t Need Two Extra Pairs Tho So I’m Selling These Now. Have Hardly Been Worn But Were In Storage For A While And They... more

Men's Daily Double Chelsea Boots by Eastland® in Black (Size 11 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... more

Madewell Shoes | Madewell Walker Chelsea Boots Black Suede Vguc 9.5 | Color: Black | Size: 9.5

Very Good Used Condition Only Worn A Few Times Black Suede Size 9 1/2 Pet-Free & Smoke-Free Home more

Madewell Shoes | Madewell Chelsea Boots New In Box | Color: Brown/Gray | Size: 8.5

Gorgeous, Brand New In Their Original Box Madewell The Grayson Brogue Chelsea Boots - Amber Brown - Measurements Approx.: 2 1/4” Heel Height; 3” Shaft Height - Stacked Heel; Pointy Toe; Brogue Perforations - An Extra Layer Of Padding - Pull-On Style... more

Wide Width Women's Highland Boot by SoftWalk in Saddle (Size 7 1/2 W)

A classic Chelsea boot built with our signature cushioning and easy fit, twin gore paneling is the quintessential closet staple. A flexible textured rubber sole provides endless comfort and wear ability for every woman on the go.Genuine Leather... more

Women's Highland Boot by SoftWalk in Saddle (Size 9 1/2 M)

A classic Chelsea boot built with our signature cushioning and easy fit, twin gore paneling is the quintessential closet staple. A flexible textured rubber sole provides endless comfort and wear ability for every woman on the go.Genuine Leather... more

Women's Highland Boot by SoftWalk in Saddle (Size 9 1/2 M)

A classic Chelsea boot built with our signature cushioning and easy fit, twin gore paneling is the quintessential closet staple. A flexible textured rubber sole provides endless comfort and wear ability for every woman on the go.Genuine Leather... more

Wide Width Women's Highland Boot by SoftWalk in Saddle (Size 7 1/2 W)

A classic Chelsea boot built with our signature cushioning and easy fit, twin gore paneling is the quintessential closet staple. A flexible textured rubber sole provides endless comfort and wear ability for every woman on the go.Genuine Leather... more

Wide Width Women's Highland Boot by SoftWalk in Saddle (Size 7 1/2 W)

A classic Chelsea boot built with our signature cushioning and easy fit, twin gore paneling is the quintessential closet staple. A flexible textured rubber sole provides endless comfort and wear ability for every woman on the go.Genuine Leather... more

Women's Highland Boot by SoftWalk in Saddle (Size 8 1/2 M)

A classic Chelsea boot built with our signature cushioning and easy fit, twin gore paneling is the quintessential closet staple. A flexible textured rubber sole provides endless comfort and wear ability for every woman on the go.Genuine Leather... more

Women's Highland Boot by SoftWalk in Saddle (Size 9 1/2 M)

A classic Chelsea boot built with our signature cushioning and easy fit, twin gore paneling is the quintessential closet staple. A flexible textured rubber sole provides endless comfort and wear ability for every woman on the go.Genuine Leather... 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... more

Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Black (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... 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... more

Wide Width Women's Wildwood Chelsea Boot by SoftWalk in Grey (Size 7 1/2 W)

Make a statement with the modern allure of this streamlined year-round Chelsea boot. Set atop an impeccably light EVA sole, this classic is reinvented for the modern woman.Leather UpperSilky velvet (polyester) LiningRubber OutsoleMicrofiber... more

Wide Width Women's Wildwood Chelsea Boot by SoftWalk in Grey (Size 7 1/2 W)

Make a statement with the modern allure of this streamlined year-round Chelsea boot. Set atop an impeccably light EVA sole, this classic is reinvented for the modern woman.Leather UpperSilky velvet (polyester) LiningRubber OutsoleMicrofiber... more

Wide Width Women's Wildwood Chelsea Boot by SoftWalk in Grey (Size 7 1/2 W)

Make a statement with the modern allure of this streamlined year-round Chelsea boot. Set atop an impeccably light EVA sole, this classic is reinvented for the modern woman.Leather UpperSilky velvet (polyester) LiningRubber OutsoleMicrofiber... more

Women's Wildwood Chelsea Boot by SoftWalk in Luggage (Size 6 1/2 M)

Make a statement with the modern allure of this streamlined year-round Chelsea boot. Set atop an impeccably light EVA sole, this classic is reinvented for the modern woman.Leather UpperSilky velvet (polyester) LiningRubber OutsoleMicrofiber... more

KEEN Targhee II Chelsea Boot - Mens 8.5 Grey Boot Medium

*Chelsea boot from KEEN *Premium leather upper *Elastic gore panels for easy on and off *Original KEEN fit *Breathable mesh lining *Removable PU insole *EVA midsole *Durable outsole more

Sauvie Ii Waterproof Chelsea Boot

Men's Bogs Sauvie Ii Waterproof Chelsea Boot - Black - Casual boots Comfortable strides await you in this waterproof Chelsea boot enhanced by BOGS Max-Wick to keep you cool and DuraFresh technology to fend off odors. Buoyant cushioning thanks to a... more

Kicker Ii Waterproof Chelsea Rain Boot

Men's Bogs Kicker Ii Waterproof Chelsea Rain Boot - Blue - Casual boots A sturdy rubber upper adds adventure-ready durability to a sporty Chelsea boot featuring a low-profile silhouette and moisture-wicking tech for total comfort. Waterproof: protects... more

Sauvie Ii Waterproof Chelsea Boot

Men's Bogs Sauvie Ii Waterproof Chelsea Boot - Black - Casual boots Comfortable strides await you in this waterproof Chelsea boot enhanced by BOGS Max-Wick to keep you cool and DuraFresh technology to fend off odors. Buoyant cushioning thanks to a... more

Black Nikita Ii Chelsea Boots

Men's Eytys Black Nikita Ii Chelsea Boots - Casual boots Ankle-high buffed leather Chelsea boots in black. more

Hardie Ii Chelsea Boot

Men's Dr. Martens Hardie Ii Chelsea Boot - Brown - Casual boots Dr. Martens Hardie II Men s Chelsea Boot Maybe you re too old to be a Hardy Boy, but you can recreate the feeling in the Hardie II men s Chelsea Boot from Dr. Martens. With a leather upper... more

Shelby Ii Chelsea Boot

Men's To Boot New York Shelby Ii Chelsea Boot - Brown - Casual boots A flexible combination sole adds rugged grounding to this Italian-made Chelsea boot crafted from sleek calfskin leather with a cushy, arch-supporting footbed. Cushioned footbed with... more

Stanton 2.0 Xc4 Waterproof Chelsea Boot

Men's Johnston & Murphy Stanton 2.0 Xc4 Waterproof Chelsea Boot - Brown - Casual boots Enjoy waterproof performance and exceptional comfort in this Chelsea boot featuring a thermoregulating lining and high-rebound XC foam midsole. Waterproof: protects... more

Kicker Ii Waterproof Chelsea Rain Boot

Men's Bogs Kicker Ii Waterproof Chelsea Rain Boot - Brown - Casual boots A sturdy rubber upper adds adventure-ready durability to a sporty Chelsea boot featuring a low-profile silhouette and moisture-wicking tech for total comfort. Waterproof: protects... more

Burleigh Chelsea Boot

Men's Ugg Burleigh Chelsea Boot - Black - Casual boots Grippy treads stabilize a waterproof leather Chelsea boot lined with a wool-rich moisture-wicking textile crafted to feel and wear like genuine shearling. 2" heel, 1 1/2" platform (Size 13) 5 3/4"... more

Character Chelsea Boot

Men's Dune Character Chelsea Boot - Black - Casual boots Shaped from creamy leather, this classic Chelsea boot is always in style. 3 1/2" shaft Leather upper/textile lining/rubber sole Imported more

Creed Chelsea Boot

Men's AllSaints Creed Chelsea Boot - Black - Casual boots Elevate your closet staples with this sleek leather Chelsea boot featuring Western-inspired paneling at the heel and a rugged rubber sole. 5 1/2" shaft Lace-up style Leather and textile upper... more