Best Seller
Sam Edelman Bronson Chelsea Boot - Brown

Sam Edelman Bronson Chelsea Boot - Brown

Say hello to the perfect, most versatile boot. The ankle height makes this style easily transition from day to night. Wear them with your favorite skinny jeans and tee for a more laid back look, or pair them with your favorite mini dress and jacket for... more

$177.00 $88.00

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Sam Edelman Bronson Chelsea Boot - Brown

Sam Edelman Bronson Chelsea Boot - Brown

Say hello to the perfect, most versatile boot. The ankle height makes this style easily transition from day to night. Wear them with your favorite skinny jeans and tee for a more laid back look, or pair them with your favorite mini dress and jacket for... more

$177.00 $88.00

go to store
Best Seller
Sam Edelman Bronson Chelsea Boot - Brown

Sam Edelman Bronson Chelsea Boot - Brown

Say hello to the perfect, most versatile boot. The ankle height makes this style easily transition from day to night. Wear them with your favorite skinny jeans and tee for a more laid back look, or pair them with your favorite mini dress and jacket for... more

$177.00 $88.00

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Laguna Waterproof Lug Sole Chelsea Boot - Wide Width Available - Black - Sam Edelman Boots

Laguna Waterproof Lug Sole Chelsea Boot - Wide Width Available - Black - Sam Edelman Boots

Women's Sam Edelman Laguna Waterproof Lug Sole Chelsea Boot - Wide Width Available - Black - Ankle boots A heavily lugged sole lends a utilitarian update to a classic Chelsea boot with stretchy gore insets at each side. more

$170.00 $120.00

FREE shipping

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Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 EEEE)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 EEEE)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's TREVINO Ankle Boots by Drew in Black Leather (Size 11 1/2 D)

Men's TREVINO Ankle Boots by Drew in Black Leather (Size 11 1/2 D)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's TREVINO Ankle Boots by Drew in Black Leather (Size 9 1/2 D)

Men's TREVINO Ankle Boots by Drew in Black Leather (Size 9 1/2 D)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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

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

$69.99

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

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

$132.00

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Danner Bull Run Chelsea Work Boots Full Grain Leather Men's, Brown SKU - 557201

Danner Bull Run Chelsea Work Boots Full Grain Leather Men's, Brown SKU - 557201

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

$229.95

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Danner Bull Run Chelsea Work Boots Full Grain Leather Men's, Brown SKU - 168992

Danner Bull Run Chelsea Work Boots Full Grain Leather Men's, Brown SKU - 168992

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

$229.95

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Danner Bull Run Chelsea Work Boots Full Grain Leather Men's, Brown SKU - 562692

Danner Bull Run Chelsea Work Boots Full Grain Leather Men's, Brown SKU - 562692

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

$229.95

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Chelsea Boots, Ankle Boots

Chelsea Boots, Ankle Boots

Men's Santoni Chelsea Boots, Ankle Boots - Blue - Casual boots Chelsea' suede ankle boots with elastic side inserts, contrast lining, back logo tab and rubber sole. Colours: Blue Composition: 100% leather Dimension: UK MEN MPN: MGSI13414SMAISYWU60.... more

$696.00 $454.00

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Calf Hair Ankle Boots Boots, Ankle Boots

Calf Hair Ankle Boots Boots, Ankle Boots

Men's Lidfort Calf Hair Ankle Boots Boots, Ankle Boots - Black - Casual boots Calf hair ankle boots with leather sole and aelastic detail. Colours: Black Composition: 100% calf leather Dimension: UK MEN 25 mm heels MPN: 625CAVALLINONERO. 100% calf... more

$828.00 $457.00

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DUNLOP 8610433 Size 13 Men's Steel Rubber Boot, Black

DUNLOP 8610433 Size 13 Men's Steel Rubber Boot, Black

Rubber Boot, Shoe Style Ankle, Toe Type Steel, Footwear Sole Pattern Cleated, Insulated No, Size 13, Footwear Width D, Men's, Boot Height 6 in, Metatarsal Guard No, Waterproof Yes, 1 Pair more

$41.69

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Georgia Boot Athens Chelsea Waterproof 5 inch Work Boot - Men's Dark Brown 10 Wide GB00156-100W

Georgia Boot Athens Chelsea Waterproof 5 inch Work Boot - Men's Dark Brown 10 Wide GB00156-100W

Georgia Boot Athens Chelsea Waterproof 5 inch Work Boot - Men's Dark Brown 10 Wide GB00156-100W. 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

$165.00

FREE shipping

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Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot - Men's Wide Brown 8.5 GB00315-085W

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot - Men's Wide Brown 8.5 GB00315-085W

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot - Men's Wide Brown 8.5 GB00315-085W. 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

$165.00

FREE shipping

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Georgia Boot Athens Chelsea Waterproof 5 inch Work Boot - Men's Dark Brown 9.5 Wide GB00156-095W

Georgia Boot Athens Chelsea Waterproof 5 inch Work Boot - Men's Dark Brown 9.5 Wide GB00156-095W

Georgia Boot Athens Chelsea Waterproof 5 inch Work Boot - Men's Dark Brown 9.5 Wide GB00156-095W. 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

$165.00

FREE shipping

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Shield Square-toe Chelsea Ankle Boots

Shield Square-toe Chelsea Ankle Boots

Men's Burberry Shield Square-toe Chelsea Ankle Boots - Black - Casual boots 65% Calf Leather, 25% Polyester, 10% Rubber, Lining: 70% Calf Leather, 12% Polyester, 10% Goatskin Leather, 8% Rubber. Made in Italy. more

$1,106.62 $885.29

FREE shipping

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Sam Edelman Bronson Chelsea Boot - Brown

Sam Edelman Bronson Chelsea Boot - Brown

Say hello to the perfect, most versatile boot. The ankle height makes this style easily transition from day to night. Wear them with your favorite skinny jeans and tee for a more laid back look, or pair them with your favorite mini dress and jacket for... more

$177.00 $108.00

go to store
Sam Edelman Bronson Chelsea Boot - Brown

Sam Edelman Bronson Chelsea Boot - Brown

Say hello to the perfect, most versatile boot. The ankle height makes this style easily transition from day to night. Wear them with your favorite skinny jeans and tee for a more laid back look, or pair them with your favorite mini dress and jacket for... more

$177.00 $88.00

go to store
Sam Edelman Bronson Chelsea Boot - Brown

Sam Edelman Bronson Chelsea Boot - Brown

Say hello to the perfect, most versatile boot. The ankle height makes this style easily transition from day to night. Wear them with your favorite skinny jeans and tee for a more laid back look, or pair them with your favorite mini dress and jacket for... more

$177.00 $88.00

go to store
Sam Edelman Bronson Chelsea Boot - Brown

Sam Edelman Bronson Chelsea Boot - Brown

Say hello to the perfect, most versatile boot. The ankle height makes this style easily transition from day to night. Wear them with your favorite skinny jeans and tee for a more laid back look, or pair them with your favorite mini dress and jacket for... more

$177.00 $88.00

go to store
Sam Edelman Bronson Chelsea Boot - Brown

Sam Edelman Bronson Chelsea Boot - Brown

Say hello to the perfect, most versatile boot. The ankle height makes this style easily transition from day to night. Wear them with your favorite skinny jeans and tee for a more laid back look, or pair them with your favorite mini dress and jacket for... more

$177.00 $108.00

go to store
Sam Edelman Bronson Chelsea Boot - Brown

Sam Edelman Bronson Chelsea Boot - Brown

Say hello to the perfect, most versatile boot. The ankle height makes this style easily transition from day to night. Wear them with your favorite skinny jeans and tee for a more laid back look, or pair them with your favorite mini dress and jacket for... more

$177.00 $88.00

go to store
Sam Edelman Bronson Chelsea Boot - Brown

Sam Edelman Bronson Chelsea Boot - Brown

Say hello to the perfect, most versatile boot. The ankle height makes this style easily transition from day to night. Wear them with your favorite skinny jeans and tee for a more laid back look, or pair them with your favorite mini dress and jacket for... more

$177.00 $108.00

go to store
Sam Edelman Bronson Chelsea Boot - Brown

Sam Edelman Bronson Chelsea Boot - Brown

Say hello to the perfect, most versatile boot. The ankle height makes this style easily transition from day to night. Wear them with your favorite skinny jeans and tee for a more laid back look, or pair them with your favorite mini dress and jacket for... more

$177.00 $108.00

go to store
Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 EEEE)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 EEEE)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

go to store
Men's TREVINO Ankle Boots by Drew in Black Leather (Size 10 EEEE)

Men's TREVINO Ankle Boots by Drew in Black Leather (Size 10 EEEE)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

go to store
Men's TREVINO Ankle Boots by Drew in Black Leather (Size 10 1/2 D)

Men's TREVINO Ankle Boots by Drew in Black Leather (Size 10 1/2 D)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 EE)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 EE)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 11 1/2 D)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 11 1/2 D)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

go to store
Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 1/2 EE)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 1/2 EE)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's TREVINO Ankle Boots by Drew in Black Leather (Size 10 6E)

Men's TREVINO Ankle Boots by Drew in Black Leather (Size 10 6E)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

go to store
Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 EE)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 EE)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

go to store
Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 1/2 D)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 1/2 D)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

go to store
Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 1/2 D)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 1/2 D)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Brown (Size 14 M)

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

$119.99 $69.99

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Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Red Wood (Size 12 W)

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

$90.99 $69.99

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Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Black (Size 15 W)

Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Black (Size 15 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

$90.99 $69.99

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More information about Men's Shoes

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