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Men's Daily Double Chelsea Boots by Eastland® in Dark Brown (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 Black (Size 11 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 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 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 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 Dark Brown (Size 10 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

Blair Men's Deer Stags Rockland Chelsea Boots - Black - 9 - 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

WIDE FIT Darcy Chelsea Boot - black

Elevate your look with the Darcy Chelsea Boot. Perfect for AM to PM, enjoy the stylish detailing and ultra comfortable cushioned insoles. Key Features Include:- Rounded toe ankle boot- Wide width fit- Side zip closure- Cloudwalkers cushioned insole-... 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 8.5 GB00352-085W

Georgia Boot Wedge Waterproof Chelsea Work Boot - Men's Wide Brown 8.5 GB00352-085W. 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... more

Charlie Ankle Boots

Men's Balmain Charlie Ankle Boots - Black - Casual boots 100% Leather, 100% Rubber. Made in Italy. 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 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 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 Black (Size 10 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 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

Men's Daily Double Chelsea Boots by Eastland® in Dark Brown (Size 10 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

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

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

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

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

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot - Men's Medium Brown 13 GB00315-130M

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot - Men's Medium Brown 13 GB00315-130M. 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

Muck Boots Outscape Chelsea Boot - Women's 14 US Medium Brown/Mossy Oak Break Up Country OSC-MOBU-CAM-140

Muck Boots Outscape Chelsea Boot - Women's 14 US Medium Brown/Mossy Oak Break Up Country OSC-MOBU-CAM-140. These Muck Boots & Footwear for Dog Owners by Muck Boots are made from flexible neoprene with an abrasion-resistant rubberized outer shell and a... more

Georgia Boot Athens Chelsea Waterproof 5 inch Work Boot - Men's Dark Brown 12 Wide GB00156-120W

Georgia Boot Athens Chelsea Waterproof 5 inch Work Boot - Men's Dark Brown 12 Wide GB00156-120W. This men's Chelsea boot's upper is made from a supple full-grain leather and also includes elastic twin gores. The twin gores make the boot easy to slip on... more

Georgia Boot Athens Chelsea Waterproof 5 inch Work Boot - Men's Dark Brown 10.5 Wide GB00156-105W

Georgia Boot Athens Chelsea Waterproof 5 inch Work Boot - Men's Dark Brown 10.5 Wide GB00156-105W. This men's Chelsea boot's upper is made from a supple full-grain leather and also includes elastic twin gores. The twin gores make the boot easy to slip... more

Muck Boots Outscape Chelsea Boot - Women's 13 US Medium Brown/Mossy Oak Break Up Country OSC-MOBU-CAM-130

Muck Boots Outscape Chelsea Boot - Women's 13 US Medium Brown/Mossy Oak Break Up Country OSC-MOBU-CAM-130. These Muck Boots & Footwear for Dog Owners by Muck Boots are made from flexible neoprene with an abrasion-resistant rubberized outer shell and a... more

Georgia Boot Wedge Waterproof Chelsea Work Boot - Men's Medium Brown 8.5 GB00352-085M

Georgia Boot Wedge Waterproof Chelsea Work Boot - Men's Medium Brown 8.5 GB00352-085M. 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... more

Georgia Boot AMP LT Wedge Steel Toe Waterproof Chelsea Work Boot - Men's Wide Brown 8.5 GB00353-085W

Georgia Boot AMP LT Wedge Steel Toe Waterproof Chelsea Work Boot - Men's Wide Brown 8.5 GB00353-085W. The new Georgia Boot AMP LT Wedge Work Boots start out with durable pasture proof SPR leather just like their classic wedges but then we pack on the... more

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot - Men's Wide Brown 9.5 GB00315-095W

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot - Men's Wide Brown 9.5 GB00315-095W. 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 - Men's Wide Brown 11 GB00315-110W

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot - Men's Wide Brown 11 GB00315-110W. 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 Athens Chelsea Waterproof 5 inch Work Boot - Men's Dark Brown 13 Wide GB00156-130W

Georgia Boot Athens Chelsea Waterproof 5 inch Work Boot - Men's Dark Brown 13 Wide GB00156-130W. This men's Chelsea boot's upper is made from a supple full-grain leather and also includes elastic twin gores. The twin gores make the boot easy to slip on... more

Blair Men's Deer Stags Rockland Chelsea Boots - Black - 9.5 - 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

Leather Chelsea Boots

Men's Roa Leather Chelsea Boots - Brown - Casual boots Upper: calf leather. Lining: leather. Sole: fabric insole, rubber sole. Toe shape: round toe. Made in italy. Designer color name: brown gum. Trim: fabric. Closure: elasticated sides. Comes with a box. more

Black Major 002 Chelsea Boots

Men's Officine Creative Black Major 002 Chelsea Boots - Casual boots Handcrafted ankle-high buffed leather Chelsea boots in black. more

Brown Hopkins 204 Chelsea Boots

Men's Officine Creative Brown Hopkins 204 Chelsea Boots - Black - Casual boots Handcrafted grained leather Chelsea boots in brown. more

Suede Chelsea Boots

Men's Church's Suede Chelsea Boots - Brown - Casual boots Side elastic insertsround toeline100% rubber, 100% leather, 100% calfComposition: 100% % Rubber, 100% % Leather, 100% % Calf more

Black Boxcar Chelsea Boots

Men's Alexander McQueen Black Boxcar Chelsea Boots - Casual boots Ankle-high buffed calfskin Chelsea boots in black. Rivets throughout. more

Gray O-ring Chelsea Boots

Men's Marni Gray O-ring Chelsea Boots - Brown - Casual boots Ankle-high grained leather Chelsea boots in gray. Fading throughout. more

Bm1204 Chelsea Boot

Men's Ike Behar Bm1204 Chelsea Boot - Brown - Casual boots Good looks and comfort come with the ike by Ike Behar BM1204 Chelsea boot. This pull-on boot has air pockets bordering the elastic panels for ample ventilation. With memory foam insole, you get... more