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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 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 durability.... more

Men's Daily Double Chelsea Boots by Eastland® in Black (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 Black (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

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot w/Steel Toe - Men's Wide Brown 13 GB00337-130W

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot w/Steel Toe - Men's Wide Brown 13 GB00337-130W. Built with a combination cement and San Crispino construction the upper is crafted from full-grain SPR leather and features twin gore panels and... more

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot w/Steel Toe - Men's Medium Brown 10.5 GB00337-105M

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot w/Steel Toe - Men's Medium Brown 10.5 GB00337-105M. Built with a combination cement and San Crispino construction the upper is crafted from full-grain SPR leather and features twin gore panels... more

Muck Boots Outscape Chelsea Boot - Men's Coffee Bean/Crockery/Black/Ribbon Red 9 OSC-900-BRN-090

Muck Boots Outscape Chelsea Boot - Men's Coffee Bean/Crockery/Black/Ribbon Red 9 OSC-900-BRN-090. Dedicated to building footwear that is 100percent MUCKPROOF remarkably protective exceptionally comfortable and totally waterproof. The all new Outscape... more

Muck Boots Chore Classic Chelsea Boots - Men's Black 10 CHC-000A-BLK-100

Muck Boots Chore Classic Chelsea Boots - Men's Black 10 CHC-000A-BLK-100. These from Muck Boots are crafted with a 5mm neoprene bootie to keep your feet comfortable and protected. For extra-strength protection the Muck Chore Classic Chelsea features... more

Georgia Boot Wedge Waterproof Chelsea Work Boot - Men's Wide Brown 12 GB00352-120W

Georgia Boot Wedge Waterproof Chelsea Work Boot - Men's Wide Brown 12 GB00352-120W. That's what you get with the Georgia Boot Wedge Waterproof Chelsea Work Boot. Some things never change. We still craft their wedges with the tried and true SPR leather.... more

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot - Men's Medium Brown 10.5 GB00315-105M

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot - Men's Medium Brown 10.5 GB00315-105M. The upper is constructed from full-grain SPR leather with twin gore panels and nylon pull tabs. The Georgia Waterproof System will keep your feet... more

Georgia Boot Wedge Waterproof Chelsea Work Boot - Men's Wide Brown 13 GB00352-130W

Georgia Boot Wedge Waterproof Chelsea Work Boot - Men's Wide Brown 13 GB00352-130W. That's what you get with the Georgia Boot Wedge Waterproof Chelsea Work Boot. Some things never change. We still craft their wedges with the tried and true SPR leather.... more

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot - Men's Wide Brown 10 GB00315-100W

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot - Men's Wide Brown 10 GB00315-100W. The upper is constructed from full-grain SPR leather with twin gore panels and nylon pull tabs. The Georgia Waterproof System will keep your feet protected... more

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot w/Steel Toe - Men's Wide Brown 12 GB00337-120W

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot w/Steel Toe - Men's Wide Brown 12 GB00337-120W. Built with a combination cement and San Crispino construction the upper is crafted from full-grain SPR leather and features twin gore panels and... more

Enrico Chelsea Boot

Men's Aquatalia Enrico Chelsea Boot - Purple - Casual boots Streamlined design yields dapper versatility in this weather-ready Chelsea boot crafted from sleek leather with rugged rubber lugs. Water-repellent Elastic gore insets Removable insole Leather... more

Prospero Chelsea Boot

Men's Aquatalia Prospero Chelsea Boot - Purple - Casual boots Water-repellent suede lends a dapper sheen to this minimalist Chelsea boot stabilized on grippy rubber treads. Water-repellent Elastic gore insets Leather upper and lining/rubber sole Made... more

Chelsea Boot

Men's Tod's Chelsea Boot - Brown - Casual boots Classic Chelsea style defines this suave boot crafted in soft calfskin leather that's stamped at the side with the label's logo and set on a pebbled sole. Pull-on style with elastic gore insets Leather... more

Gender Inclusive Blundstone Original Series Chelsea Boot

Men's Blundstone Gender Inclusive Blundstone Original Series Chelsea Boot - Brown - Casual boots Hearty, water-repellent suede enriches a well-built boot featuring XRD PORON® technology in the heel-strike zone for reduced fatigue. more

Slip-on Chelsea Ankle Boots

Men's Tod's Slip-on Chelsea Ankle Boots - Brown - Casual boots Dimensions: Heel: 3.5cm, Height: 15.5cm, Sole: 1.5cm 100% Calf Leather, 100% Rubber. Made in Italy. more

Brogue Chelsea Boots

Men's Church's Brogue Chelsea Boots - Black - Casual boots 100% Leather. Made in United Kingdom. more

Bowery Leather Chelsea Boots

Men's Frye Bowery Leather Chelsea Boots - Brown - Casual boots Frye "Bowery" Chelsea boots in burnished leather Stacked heel Round toe Elastic side goring Goodyear-welted for durability Rubber-injected lug soles Lining: Leather Made in Mexico Size... more

Tamas Chelsea Boot

Men's Vince Tamas Chelsea Boot - Brown - Casual boots Goring side panels and a rear pull-tab lend easy wear to a supple suede Chelsea boot grounded by a classic cupsole for street-savvy appeal. more

All Terrain Series Water Resistant Chelsea Boot

Men's Blundstone All Terrain Series Water Resistant Chelsea Boot - Brown - Casual boots Dual pull-tabs and stretch side goring mean easy entry into this versatile and hardy Chelsea boot crafted with weather-ready suede. XRD technology in the heel... more

Ssense Exclusive Chelsea Boots

Men's Toga Virilis Ssense Exclusive Chelsea Boots - Black - Casual boots Ankle-high polished leather Chelsea boots in black. Elasticized gusset at sides · Webbing pull-loops at collar · Graphic hardware at heel counter · Buffed leather lining · Foam... more

Snakeskin Embossed Chelsea Boot

Men's Donald J Pliner Snakeskin Embossed Chelsea Boot - Black - Casual boots Elevate your daily staples with a crisp leather Chelsea boot slathered with snakeskin-embossed detailing and padded with cushy memory foam. Pull-on style with elastic gore... more

Blair Men's Deer Stags Rockland Chelsea Boots - Red - 10 - Womens

Deer Stags® Rockland Chelsea Boots deliver style and comfort, hitting above the ankle to avoid irritation and provide added support. This handsome boot can be worn all year long. Deer Stags items are not eligible for additional discounts or special... more

Trento Suede Chelsea Boots

Men's Koio Trento Suede Chelsea Boots - Brown - Casual boots Koio boots in LWG silvercertified suede Features sole tightly stitched for water resistance Stacked heel Round toe Gored sides Pulltab on backstay Leather lining Pullon style Leather outsole... more

Buckle Chelsea Boots

Men's 1017 ALYX 9SM Buckle Chelsea Boots - Black - Casual boots Ankle-high buffed calfskin Chelsea boots in black. more

Gasol Chelsea Boot

Men's Bruno Magli Gasol Chelsea Boot - Brown - Casual boots Creamy hand-burnished suede elevates a versatile Italian Chelsea boot with indelible appeal. Pull-on style with elastic gore insets Leather upper and lining/rubber sole Made in Italy Men's Shoes. more

Renegade Chelsea Boot

Men's Florsheim Renegade Chelsea Boot - Black - Casual boots Bolster your chilly weather wardrobe with the Renegade Chelsea boot from Florsheim. This sharp boot sports a leather design and classic look that makes for a versatile add. Leather upper.... more

Dylan Chelsea Boot

Men's Frye Dylan Chelsea Boot - Brown - Casual boots Elevate your everyday staples with a streamlined Chelsea boot featuring flexible Goodyear welt construction and a slip-resistant rubber sole. Pull-on style with elastic gore insets Slip-resistant... more

Paneled Chelsea Boots

Men's Emporio Armani Paneled Chelsea Boots - Black - Casual boots Ankle-high paneled pebbled calfskin Chelsea boots in black. more

Mantle Chelsea Boot

Men's Dune Mantle Chelsea Boot - Brown - Casual boots Enhance your sophisticated style with this handsome Chelsea boot crafted from fine suede with a slim almond toe. more

2976 Harness Leather Platform Chelsea Boots

Men's Dr. Martens 2976 Harness Leather Platform Chelsea Boots - Black - Formal boots Strap in, buckle up — hold your ground. A tribute to generations of bold alternative subcultures who are fearless, fluid and faithful. The new 2976 Quad Harness is... more

Brushed Chelsea Boots

Men's Dolce & Gabbana Brushed Chelsea Boots - Black - Casual boots Dimensions: Heel: 7.5cm 83% Lambskin Leather, 53% Calfskin Leather, 45% Viscose, 17% Goatskin Leather. Made in Italy. more

6 Moncler 1017 Alyx 9sm Black Ary Chelsea Boots

Men's Moncler Genius 6 Moncler 1017 Alyx 9sm Black Ary Chelsea Boots - Casual boots Ankle-high buffed leather Chelsea boots in black. Elasticized gusset at sides · Pull-loop at heel collar · Treaded rubber sole in black Part of the 6 Moncler 1017 ALYX... more

Chelsea Boot

Men's Common Projects Chelsea Boot - Black - Casual boots A chunky lug sole grounds this refined Chelsea boot impeccably crafted from grained leather with double pull tabs and signature foil stamping at the heel. Pull-on style with elastic gore insets... more

Glory Chelsea Boot

Men's Crown Vintage Glory Chelsea Boot - Brown - Casual boots The Glory Chelsea boots are a staple that you'll find yourself reaching for time after time. Whether you're headed to work or a happy hour celebration, these Crown Vintage shoes can easily... more

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