Men's Shoes › chelsea boots

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

Brooks Brothers Men's Leather Chelsea Boots | Black | Size 8½ D

The classic shoes of rock stars, pop-art stars and style stars gets the Brooks Brothers treatment with exceptional construction and genuine leather details throughout. Put your best foot forward. Leather sole, leather stacked heel; tonal stitching100%... more

Brooks Brothers Men's Leather Chelsea Boots | Black | Size 10 D

The classic shoes of rock stars, pop-art stars and style stars gets the Brooks Brothers treatment with exceptional construction and genuine leather details throughout. Put your best foot forward. Leather sole, leather stacked heel; tonal stitching100%... more

Brooks Brothers Men's Leather Chelsea Boots | Black | Size 8 D

The classic shoes of rock stars, pop-art stars and style stars gets the Brooks Brothers treatment with exceptional construction and genuine leather details throughout. Put your best foot forward. Leather sole, leather stacked heel; tonal stitching100%... more

Blair Men's Deer Stags Rockland Chelsea Boots - Black - 10.5 - 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

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

Blair Men's Deer Stags Rockland Chelsea Boots - Red - 12 - 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

Tecovas Men's The Luke Boots, Round Toe, 6" Shaft, Sawdust, Roughout, 1" Heel, 13 D

Who says you can’t have it all? The Luke combines all-day comfort with after-hours style. Our first wedge sole chelsea is engineered to perform journeyman level work on the job site with the same grippy Vibram sole and shock-absorbing dual footbed... more

Tecovas Men's The Luke Boots, Round Toe, 6" Shaft, Cognac, Bovine, 1" Heel, 11 D

Who says you can’t have it all? The Luke combines all-day comfort with after-hours style. Our first wedge sole chelsea is engineered to perform journeyman level work on the job site with the same grippy Vibram sole and shock-absorbing dual footbed... more

Tecovas Men's The Luke Boots, Round Toe, 6" Shaft, Cognac, Bovine, 1" Heel, 8.5 D

Who says you can’t have it all? The Luke combines all-day comfort with after-hours style. Our first wedge sole chelsea is engineered to perform journeyman level work on the job site with the same grippy Vibram sole and shock-absorbing dual footbed... more

Danner Bull Run Chelsea Work Boots Full Grain Leather Men's, Brown SKU - 333815

The Danner Bull Run Chelsea Work Boots provide electrical hazard protection to ASTM F2892-18 EH standards and feature a durable, oiled, full grain leather upper. These boots are both durable and comfortable, with slip on action, making them perfect for... more

Men's Daily Double Chelsea Boots by Eastland® in Dark Brown (Size 14 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 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 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

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

Muck Boots Chore Chelsea CSA Steel Toe Boots - Men's Black 13 CCST-CSA-BLK-130

Muck Boots Chore Chelsea CSA Steel Toe Boots - Men's Black 13 CCST-CSA-BLK-130. These Muck Boot Chore CSA Steel Toe Men's Rubber Boots are built to provide the 100percent waterproof protection you need to handle any mess from mud to grime. These Men's... more

Muck Boots Chore Chelsea CSA Steel Toe Boots - Men's Black 7 CCST-CSA-BLK-070

Muck Boots Chore Chelsea CSA Steel Toe Boots - Men's Black 7 CCST-CSA-BLK-070. These Muck Boot Chore CSA Steel Toe Men's Rubber Boots are built to provide the 100percent waterproof protection you need to handle any mess from mud to grime. These Men's... 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

GEORGIA BOOT GR530 Size 10.5 Men's Chelsea Boot Steel Work Boot, Soggy Brown

Chelsea Boot, Style Family Chelsea Boot, Metatarsal Guard No, ASTM Standards Met Compression (C/75), Impact (I/75), Closure Slip On, Chemical Resisting Sole Yes, Color Soggy Brown, Width M, Gender Men's, Heel Definition Defined Heel, Non Metallic Upper... more

Les Chelsea Pavane Chelsea Boots

Men's Jacquemus Les Chelsea Pavane Chelsea Boots - Black - Casual boots Dimensions: Heel: 4.5cm, Height: 15cm, Sole: 3cm 100% Calf Leather, 100% Fabric, 100% Rubber. Made in Italy. 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

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

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 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

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 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 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 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 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

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

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

Brooks Brothers Men's Leather Chelsea Boots | Black | Size 11 D

The classic shoes of rock stars, pop-art stars and style stars gets the Brooks Brothers treatment with exceptional construction and genuine leather details throughout. Put your best foot forward. Leather sole, leather stacked heel; tonal stitching100%... more

Brooks Brothers Men's Leather Chelsea Boots | Black | Size 10½ D

The classic shoes of rock stars, pop-art stars and style stars gets the Brooks Brothers treatment with exceptional construction and genuine leather details throughout. Put your best foot forward. Leather sole, leather stacked heel; tonal stitching100%... more