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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 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

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

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

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

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

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

Amberley Almond-toe Chelsea Boots

Men's Church's Amberley Almond-toe Chelsea Boots - Brown - Casual boots Dimensions: Heel: 3cm, Height: 13.5cm, Sole: 1.5cm 100% Calf Leather, 100% Rubber. Made in United Kingdom. more

Redmond Chelsea Boot

Men's Blake McKay Redmond Chelsea Boot - Black - Casual boots Doesn't matter what the occasion is, the Redmond Chelsea boot by Blake McKay is here to make you look good. Soft suede upper and dual elastic gores mean this heeled slip-on boot will fit... more

Black O-ring Chelsea Boots

Men's Marni Black O-ring Chelsea Boots - Casual boots Ankle-high patent leather Chelsea boots in black. more

® Hillmont Chelsea Leather Cold Weather Boots|dress Shoes

Men's Ugg ® Hillmont Chelsea Leather Cold Weather Boots|dress Shoes - Brown - Casual boots Sleek and functional, our take on a traditional chelsea silhouette incorporates seam-sealed waterproof leather for enhanced protection from the elements. Even... more

Ssense Exclusive Western Chelsea Boots

Men's Toga Virilis Ssense Exclusive Western Chelsea Boots - Black - Casual boots Ankle-high buffed leather Chelsea boots in black. Pointed toe · Embroidered detailing at vamp · Pull-loop at heel collar · Concealed elasticized gusset at sides · Stacked... 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

Huntsley Leather Chelsea Boot

Men's Vince Camuto Huntsley Leather Chelsea Boot - Brown - Casual boots Vince Camuto's Huntsley Chelsea Boot displays a classic profile rendered in smooth leather that works well with both jeans and dress pants. Round-toe pull-on Chelsea boot. Heel... more

Type 191 Chelsea Boots

Men's Adieu Type 191 Chelsea Boots - Black - Casual boots Ankle-high polished leather Chelsea boots in brown. more

Single Stack Chelsea Boots

Men's R13 Single Stack Chelsea Boots - Black - Casual boots Ankle-high buffed leather Chelsea boots in black. more

Tonnant Chelsea Boots

Men's Kleman Tonnant Chelsea Boots - Black - Casual boots Ankle-high lizard-embossed leather Chelsea boots in black. more

Croc Chelsea Boots

Men's Toga Virilis Croc Chelsea Boots - Black - Casual boots Ankle-high croc-embossed leather Chelsea boots in black. more

2976 Yellow Stitch Smooth Leather Chelsea Boots

Men's Dr. Martens 2976 Yellow Stitch Smooth Leather Chelsea Boots - White - Casual boots An icon brought to life with our heritage Smooth leather. An elasticated gusset for easy on/off access. Locked onto our classic air-cushioned sole with traditional... more

Black 'the 2000' Chelsea Boots

Men's M I S B H V Black 'the 2000' Chelsea Boots - Casual boots Calf-high buffed leather Chelsea boots in black. more

Wide Width Men's Daily Double Chelsea Boots by Eastland® in Black (Size 14 W)

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

Oswald Chelsea Boot

Men's Thomas & Vine Oswald Chelsea Boot - Black - Casual boots Look fascinating in the Thomas & Vine Oswald Chelsea boot. Suede accent at the heel beautifully contrasts the premium leather upper of this pull-on boot that's supported on an Extralight... more

Chelsea Ankle Boots

Men's Tod's Chelsea Ankle Boots - Black - Casual boots Dimensions: Heel: 3.5cm, Height: 15.5cm, Sole: 2cm 100% Calf Leather, 100% Rubber. Made in Italy. more

Gray Geyser Chelsea Boots

Men's PS by Paul Smith Gray Geyser Chelsea Boots - Black - Casual boots Ankle-high buffed leather Chelsea boots in gray. more

Prospero Weatherproof Suede Chelsea Boots

Men's Aquatalia Prospero Weatherproof Suede Chelsea Boots - Black - Casual boots Aquatalia chelsea boots in supple suede Stacked heel Round toe Gored sides Pull tab at backstay Pullon style Weatherproof Lining: Leather Spot clean Made in Italy more

Black Leather Chelsea Boots

Men's Jil Sander Black Leather Chelsea Boots - Casual boots Ankle-high buffed leather and bonded jersey Chelsea boots in black. more

Black Leather Chelsea Boots

Men's Alexander McQueen Black Leather Chelsea Boots - Casual boots Buffed patent calfskin Chelsea boots in black. more

Hardware Chelsea Boots

Men's Toga Virilis Hardware Chelsea Boots - Black - Formal boots Ankle-high buffed leather boots in black. Signature hardware at heel and heel counter. more

Type 188 Chelsea Boots

Men's Adieu Type 188 Chelsea Boots - Black - Casual boots Ankle-high polished leather Chelsea boots in black. more