Best Seller
WIDE FIT Darcy Chelsea Boot - black

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

$99.99 $69.99

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All Terrain Series Water Resistant Chelsea Boot

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

$244.95

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Best Seller
Washington Grand Laser Chelsea Boot

Washington Grand Laser Chelsea Boot

Men's Cole Haan Washington Grand Laser Chelsea Boot - Brown - Casual boots Look sharp in this polished leather Chelsea boot detailed with laser-cut perforations at the toe. Lightweight cushioning and a moisture-wicking lining mean all-day comfort and... more

$450.00

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Murray Zip Chelsea Boot

Murray Zip Chelsea Boot

Men's Mephisto Murray Zip Chelsea Boot - Black - Casual boots A stretchy mesh inset and handy side zip flank the shaft of a streamlined leather boot resting on a comfortable cushion of shock-absorbing Soft-Air technology. Cushioned footbed with arch... more

$499.00

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J. Crew Shoes | J. Crew Pull On Chelsea Boots In Desert Sand Suede Size 8 And Size 9 Nib | Color: Tan | Size: Various

J. Crew Shoes | J. Crew Pull On Chelsea Boots In Desert Sand Suede Size 8 And Size 9 Nib | Color: Tan | Size: Various

J. Crew Beige Suede Pull On Chelsea Boots Nib Size: 8 And 9 Color: Desert Sand With Black Condition: New In Box Content: Suede Upper Leather Lining Synthetic Sole Pull On Styling Black Stretch Panels On Side Walkable Chelsea Boots In Soft Suede With A... more

$124.00

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J. Crew Shoes | J. Crew Refined Chelsea Boot (Cheetah) | Color: Tan/White | Size: 8

J. Crew Shoes | J. Crew Refined Chelsea Boot (Cheetah) | Color: Tan/White | Size: 8

The J. Crew Refined Chelsea Boot (Cheetah) Is No Longer Made, So This Find Is Rare As Can Be! I Got This Around Three Years Ago For Christmas. Have Only Worn Them A Handful Of Times. Very Sturdy. Water Proof. Stretchy. Stylish. Not Too Big Like Other... more

$94.00

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Anthropologie Shoes | Cecelia New York Chelsea Boots - Black | Color: Black | Size: 8

Anthropologie Shoes | Cecelia New York Chelsea Boots - Black | Color: Black | Size: 8

New In Box, Anthropologie, Cecelia Black Chelsea Boots. Pull On Styling (Stretch Goring Side Panels) Suede Upper Leather Insole Eva Sole & Heel 2¼" Heel 1" Platform more

$175.00

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WIDE FIT Darcy Chelsea Boot - black

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

$99.99 $69.99

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Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 13 Brown Boot Medium

Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 13 Brown Boot Medium

*Work boot from Georgia Boot *Full-grain leather upper *3D knit stretch collar *Stretch gusset *Pull-on fit *DuraBlend midsole provides excellent rebound and comfort *Fiberglass shank *Heat/chemical/abrasion and slip-resisting Carbo-Tec outsole *1-1/2"... more

$154.95

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Territory Boots Territory Holloway Cap Toe Chelsea Boot - Brown - 13

Territory Boots Territory Holloway Cap Toe Chelsea Boot - Brown - 13

Upgrade your wardrobe with the Holloway boot by Territory. This uniquely designed chelsea boot features a round-toe and genuine leather uppers with a two-tone cuff detail at the heel. A 12 mm Tru Comfort Foamâ„¢ Footbed adds cushion to your every step,... more

$119.99

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Territory Boots Territory Holloway Cap Toe Chelsea Boot - Grey - 8.5

Territory Boots Territory Holloway Cap Toe Chelsea Boot - Grey - 8.5

Upgrade your wardrobe with the Holloway boot by Territory. This uniquely designed chelsea boot features a round-toe and genuine leather uppers with a two-tone cuff detail at the heel. A 12 mm Tru Comfort Foamâ„¢ Footbed adds cushion to your every step,... more

$119.99

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Territory Boots Territory Yellowstone Water Resistant Wide Width Chelsea Boot - Grey - 9

Territory Boots Territory Yellowstone Water Resistant Wide Width Chelsea Boot - Grey - 9

Territory's Yellowstone hiking boot is ready to pull on and go whenever adventure calls. This water-resistant genuine leather boot features stretch gore at the ankles for easy entry and a wide-width footbed for a roomy fit. An EVA/Rubber sole paired... more

$119.99

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Holloway Chelsea Boot

Holloway Chelsea Boot

Men's Territory Holloway Chelsea Boot - Brown - Casual boots A unique take on a traditional profile, the Holloway Chelsea boot by Territory is sure to catch the onlooker's attention. Elastic stretch panels at the ankle offer a comfortable slip-on... more

$79.99

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Thorpe Chelsea Boot

Thorpe Chelsea Boot

Men's Vance Co. Thorpe Chelsea Boot - Black - Casual boots Experience casual luxury with the Thorpe Chelsea boot from Vance Co. Boasting a pull-on silhouette, this ankle boot has vegan synthetic upper with stretch gore accents and wingtip detailing for... more

$69.99

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Oswald Chelsea Boot

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

$59.99

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Daily Double Chelsea Boot

Daily Double Chelsea Boot

Men's Eastland Daily Double Chelsea Boot - Brown - Casual boots Dual pull-tabs and stretchy gore insets lend easy wear to a rich leather Chelsea boot grounded by a cushioned footbed for lasting comfort. more

$125.00

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Corbin Chelsea Boot

Corbin Chelsea Boot

Men's Thomas & Vine Corbin Chelsea Boot - Brown - Casual boots Give your attire a polished update with the Corbin Chelsea boot from Thomas & Vine. This high-top profile is made from leather and comes with side goring panels for a precise fit and... more

$89.99

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Hanford Chelsea Boot

Hanford Chelsea Boot

Men's Thomas & Vine Hanford Chelsea Boot - Black - Casual boots Step out in style and comfort with the Hanford Chelsea boot from Thomas & Vince. Dual stretch gores make this pull-on boot flexible and comfortable to wear. A Tru Comfort insole ensures... more

$99.99

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Thorpe Chelsea Boot

Thorpe Chelsea Boot

Men's Vance Co. Thorpe Chelsea Boot - Black - Casual boots Experience casual luxury with the Thorpe Chelsea boot from Vance Co. Boasting a pull-on silhouette, this ankle boot has vegan synthetic upper with stretch gore accents and wingtip detailing for... more

$69.99

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Hogan Chelsea Boot

Hogan Chelsea Boot

Men's Vance Co. Hogan Chelsea Boot - Black - Casual boots Slip into the Hogan Chelsea boot by Vance Co for an instantly polished and graceful look. This vegan synthetic boot features stretch gore details to enable easy on/off and a Tru Comfort Foam... more

$79.99

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Marshon Chelsea Boot

Marshon Chelsea Boot

Men's Vance Co. Marshon Chelsea Boot - Brown - Casual boots Look handsome in the Vance Co Marshon Chelsea boot. Elastic stretch panels offer a flexible fit, while the 6mm Tru Comfort Foam insole offers supreme comfort. Vegan leather upper. Slip-on.... more

$64.99

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Hogan Chelsea Boot

Hogan Chelsea Boot

Men's Vance Co. Hogan Chelsea Boot - Black - Casual boots Slip into the Hogan Chelsea boot by Vance Co for an instantly polished and graceful look. This vegan synthetic boot features stretch gore details to enable easy on/off and a Tru Comfort Foam... more

$79.99

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Port Chalmers Chelsea Boot

Port Chalmers Chelsea Boot

Men's Rodd & Gunn Port Chalmers Chelsea Boot - Brown - Casual boots Stretchy side panels mean easy entry into this versatile and stylish Chelsea boot crafted from burnished European leather. Pull-on style with elastic gore insets Leather and textile... more

$238.00

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Hogan Chelsea Boot

Hogan Chelsea Boot

Men's Vance Co. Hogan Chelsea Boot - Black - Casual boots Slip into the Hogan Chelsea boot by Vance Co for an instantly polished and graceful look. This vegan synthetic boot features stretch gore details to enable easy on/off and a Tru Comfort Foam... more

$79.99

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Thorpe Chelsea Boot

Thorpe Chelsea Boot

Men's Vance Co. Thorpe Chelsea Boot - Blue - Casual boots Experience casual luxury with the Thorpe Chelsea boot from Vance Co. Boasting a pull-on silhouette, this ankle boot has vegan synthetic upper with stretch gore accents and wingtip detailing for... more

$69.99

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Matrix Chelsea Boot

Matrix Chelsea Boot

Men's AllSaints Matrix Chelsea Boot - Black - Casual boots Premium leather and stretchy elastic goring make this versatile Chelsea boot an optimal choice throughout the year. Pull-on style with elastic gore insets Leather and textile upper/leather... more

$379.00

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Corbin Chelsea Boot

Corbin Chelsea Boot

Men's Thomas & Vine Corbin Chelsea Boot - Black - Casual boots Give your attire a polished update with the Corbin Chelsea boot from Thomas & Vine. This high-top profile is made from leather and comes with side goring panels for a precise fit and... more

$89.99

FREE shipping

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Hanford Chelsea Boot

Hanford Chelsea Boot

Men's Thomas & Vine Hanford Chelsea Boot - Brown - Casual boots Step out in style and comfort with the Hanford Chelsea boot from Thomas & Vince. Dual stretch gores make this pull-on boot flexible and comfortable to wear. A Tru Comfort insole ensures... more

$99.99

FREE shipping

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Holloway Chelsea Boot

Holloway Chelsea Boot

Men's Territory Holloway Chelsea Boot - Black - Casual boots A unique take on a traditional profile, the Holloway Chelsea boot by Territory is sure to catch the onlooker's attention. Elastic stretch panels at the ankle offer a comfortable slip-on... more

$79.99

FREE shipping

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Thorpe Chelsea Boot

Thorpe Chelsea Boot

Men's Vance Co. Thorpe Chelsea Boot - Black - Casual boots Experience casual luxury with the Thorpe Chelsea boot from Vance Co. Boasting a pull-on silhouette, this ankle boot has vegan synthetic upper with stretch gore accents and wingtip detailing for... more

$69.99

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Watson Chelsea Boot

Watson Chelsea Boot

Men's Thomas & Vine Watson Chelsea Boot - Brown - Casual boots Take the classic route to your suave styling with the Thomas & Vine Watson Chelsea boot. The wingtip toe with brogue detailing provides a timeless look, while the memory foam insole ensures... more

$89.99

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Steam Chelsea Boot

Steam Chelsea Boot

Men's AllSaints Steam Chelsea Boot - Black - Casual boots Stretchy goring and a rubber sole enhance the ease and comfort of a leather chelsea boot that adds a polished and refined look to any ensemble. Leather upper and lining/rubber and leather sole... more

$299.00

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Oswald Chelsea Boot

Oswald Chelsea Boot

Men's Thomas & Vine Oswald Chelsea Boot - Brown - 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

$59.99

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Patina Chelsea Boot

Patina Chelsea Boot

Men's Mezlan Patina Chelsea Boot - Black - Casual boots A side zipper and stretch goring lend easy wear to a sophisticated Chelsea boot rendered in smooth leather for styling versatility. Leather and textile upper and lining/rubber and leather sole... more

$450.00

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Thorpe Chelsea Boot

Thorpe Chelsea Boot

Men's Vance Co. Thorpe Chelsea Boot - Gray - Casual boots Experience casual luxury with the Thorpe Chelsea boot from Vance Co. Boasting a pull-on silhouette, this ankle boot has vegan synthetic upper with stretch gore accents and wingtip detailing for... more

$69.99

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Farsley Chelsea Boot

Farsley Chelsea Boot

Men's Barbour Farsley Chelsea Boot - Brown - Casual boots Stretchy side panels mean easy entry into this dapper Chelsea boot equipped with dual pull-tabs and a breathable cotton-blend lining. more

$220.00

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Cameron Chelsea Boot

Cameron Chelsea Boot

Men's Vagabond Cameron Chelsea Boot - Brown - Casual boots Side stretch panels and a rear pull-tab offer easy wear on a nubuck leather Chelsea boot grounded by a durable lug sole. more

$220.00

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Hanford Chelsea Boot

Hanford Chelsea Boot

Men's Thomas & Vine Hanford Chelsea Boot - Brown - Casual boots Step out in style and comfort with the Hanford Chelsea boot from Thomas & Vince. Dual stretch gores make this pull-on boot flexible and comfortable to wear. A Tru Comfort insole ensures... more

$99.99

FREE shipping

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Port Chalmers Chelsea Boot

Port Chalmers Chelsea Boot

Men's Rodd & Gunn Port Chalmers Chelsea Boot - Brown - Casual boots Stretchy side panels mean easy entry into this versatile and stylish Chelsea boot crafted from burnished European leather. Pull-on style with elastic gore insets Leather and textile... more

$238.00

FREE shipping

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Tigran Chelsea Boot

Tigran Chelsea Boot

Men's Stacy Adams Tigran Chelsea Boot - Brown - Casual boots When it comes to looking cool and fashionable, you definitely have to go with the Stacy Adams Tigran Chelsea boot. Made using suede, this slip-on boot is detailed with modern welt that... more

$59.99 $44.98

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More information about Men's Shoes

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