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
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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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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Georgia Boot Tough Beyond Dispute Chelsea EH WP - Mens 11.5 Brown Boot W

Georgia Boot Tough Beyond Dispute Chelsea EH WP - Mens 11.5 Brown Boot W

*Chelsea boot from Georgia Boot *Wateproof and high-abrasion full-grain Tec-Tuff leather upper *Padded collar and tongue *Elastic gore stretch panels for easy on and off *Mesh lining *Comfort core memory foam insole *Fiberglass shank *Flexible stroble... more

$159.95

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Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 10.5 Brown Boot Medium

Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 10.5 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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Tory Burch Shoes | $520 Tory Burch Expedition Chelsea Boot Chunky Square Toe Black 8 (Me10) | Color: Black | Size: 8

Tory Burch Shoes | $520 Tory Burch Expedition Chelsea Boot Chunky Square Toe Black 8 (Me10) | Color: Black | Size: 8

Floor Model And Tried On Excellent Back Tabs Are Missing - Please See Pictures!! Size Info True To Size. Details & Care A Rubber Toe Caps Off This Expedition-Seeking Leather Boot Crafted With Stretchy Side Goring And Balanced On A Block Heel For Steady... more

$270.00

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Madewell Shoes | Madewell Nico Gray Suede Pull-On Chelsea Ankle Boots Size 9 | Color: Gray | Size: 9

Madewell Shoes | Madewell Nico Gray Suede Pull-On Chelsea Ankle Boots Size 9 | Color: Gray | Size: 9

Madewell Nico Gray Suede Pull-On Chelsea Ankle Boots Size 9 Pointed Toe Very Small Heeled Sole, Less Than 1" Pull On Style Stretch Panel For Ease Getting On And Off Great Condition, A Few Tiny Marks As Shown more

$100.00

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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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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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Michael Kors Miller Chelsea Boot Brown 10

Michael Kors Miller Chelsea Boot Brown 10

The Miller boot will add instant polish to denim and the season’s flirty dresses alike. Designed in a timeless silhouette, this stylish pair features stretch side panels and a back pull tab for ease of wear. The slight heel and all-around platform add... more

$255.00 $69.00

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Michael Kors Miller Chelsea Boot Brown 6.5

Michael Kors Miller Chelsea Boot Brown 6.5

The Miller boot will add instant polish to denim and the season’s flirty dresses alike. Designed in a timeless silhouette, this stylish pair features stretch side panels and a back pull tab for ease of wear. The slight heel and all-around platform add... more

$255.00 $69.00

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Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Brown - 11

Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Brown - 11

The Yellowstone boot by Territory 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 forgiving fit. A 6 mm Tru Comfort Foamâ„¢ insole paired with an... more

$119.99

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Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Grey - 11

Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Grey - 11

The Yellowstone boot by Territory 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 forgiving fit. A 6 mm Tru Comfort Foamâ„¢ insole paired with an... more

$119.99

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

Territory Boots Territory Yellowstone Water Resistant Wide Width Chelsea Boot - Black - 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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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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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 $224.25

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Cyrus Chelsea Boot

Cyrus Chelsea Boot

Men's Eastland Cyrus Chelsea Boot - Black - Casual boots Get inspired by the classiness of the Cyrus Chelsea boot by Eastland. Dual gores on the sides of the pull-on boot offer a comfortable fit while the aux leather sole absorbs shocks while keeping... more

$84.99

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Cameron Chelsea Boot

Cameron Chelsea Boot

Men's Vagabond Cameron Chelsea Boot - Black - 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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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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Leather Chelsea Formal Boots

Leather Chelsea Formal Boots

Men's Dolce & Gabbana Leather Chelsea Formal Boots - Brown - Casual boots 100% authentic Dolce & Gabbana Mens Chelsea formal boots Brown leather exterior Leather outer sole Stretch bands on the sides for easy entry and exit Zipper closure Logo details... more

$1,455.53 $740.57

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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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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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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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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 - 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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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

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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

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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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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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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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Ventura Chelsea Boot

Ventura Chelsea Boot

Men's Thomas & Vine Ventura Chelsea Boot - Brown - Casual boots Make a charismatic entry in the Thomas & Vine Ventura Chelsea boot. A plush suede shaft gives a different dimension to the ankle boot, crafted with a genuine leather upper. An Extralight... more

$99.99

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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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Cyrus Chelsea Boot

Cyrus Chelsea Boot

Men's Eastland Cyrus Chelsea Boot - Brown - Casual boots Get inspired by the classiness of the Cyrus Chelsea boot by Eastland. Dual gores on the sides of the pull-on boot offer a comfortable fit while the aux leather sole absorbs shocks while keeping... more

$69.99

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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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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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More information about Men's Shoes

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