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

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

$325.00

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

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

$325.00

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

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

$325.00

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Black Leather Chelsea Boots

Black Leather Chelsea Boots

Men's Golden Goose Deluxe Brand Black Leather Chelsea Boots - Casual boots Handcrafted ankle-high buffed leather Chelsea boots in black. more

$870.00

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2976 Dm's Wintergrip Leather Chelsea Blizzard Waterproof Chelsea Boots

2976 Dm's Wintergrip Leather Chelsea Blizzard Waterproof Chelsea Boots

Men's Dr. Martens 2976 Dm's Wintergrip Leather Chelsea Blizzard Waterproof Chelsea Boots - Black - Casual boots Get winter fearless. Our Chelsea boot upgraded. Constructed on our unique slip resistant WinterGrip outsole and double enhanced with... more

$190.00

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Black Leather Lansing Chelsea Boots

Black Leather Lansing Chelsea Boots

Men's Paul Smith Black Leather Lansing Chelsea Boots - Casual boots Ankle-high buffed leather Chelsea boots in black. more

$575.00

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Xtratuf Bristol Bay Chelsea Boot - Men's Black 11 XBC-000-BLK-110

Xtratuf Bristol Bay Chelsea Boot - Men's Black 11 XBC-000-BLK-110

Xtratuf Bristol Bay Chelsea Boot - Men's Black 11 XBC-000-BLK-110. The Boatyard Collection is 100percent a waterproof collection of leather work boots that provide traction on varying surfaces. Ready for work at the boatyard Bristol Bay is a lace-up... more

$160.00

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Xtratuf Bristol Bay Chelsea Boot - Men's Black 14 XBC-000-BLK-140

Xtratuf Bristol Bay Chelsea Boot - Men's Black 14 XBC-000-BLK-140

Xtratuf Bristol Bay Chelsea Boot - Men's Black 14 XBC-000-BLK-140. The Boatyard Collection is 100percent a waterproof collection of leather work boots that provide traction on varying surfaces. Ready for work at the boatyard Bristol Bay is a lace-up... more

$160.00

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Xtratuf Bristol Bay Chelsea Boot - Men's Black 7 XBC-000-BLK-070

Xtratuf Bristol Bay Chelsea Boot - Men's Black 7 XBC-000-BLK-070

Xtratuf Bristol Bay Chelsea Boot - Men's Black 7 XBC-000-BLK-070. The Boatyard Collection is 100percent a waterproof collection of leather work boots that provide traction on varying surfaces. Ready for work at the boatyard Bristol Bay is a lace-up... more

$160.00

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Xtratuf Bristol Bay Chelsea Boot - Men's Black 11 XBC-000-BLK-110

Xtratuf Bristol Bay Chelsea Boot - Men's Black 11 XBC-000-BLK-110

Xtratuf Bristol Bay Chelsea Boot - Men's Black 11 XBC-000-BLK-110. The Boatyard Collection is 100percent a waterproof collection of leather work boots that provide traction on varying surfaces. Ready for work at the boatyard Bristol Bay is a lace-up... more

$160.00

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Eddie Bauer Men's Severson Chelsea Boots - Black - Size 10.5M

Eddie Bauer Men's Severson Chelsea Boots - Black - Size 10.5M

With its waterproof, full-grain leather upper and rubber outsole, this boot is a great everyday casual choice. An elastic gore makes for easy on/off. more

$180.00

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Eddie Bauer Men's Severson Chelsea Boots - Black - Size 9.5M

Eddie Bauer Men's Severson Chelsea Boots - Black - Size 9.5M

With its waterproof, full-grain leather upper and rubber outsole, this boot is a great everyday casual choice. An elastic gore makes for easy on/off. more

$180.00

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Eddie Bauer Men's Severson Chelsea Boots - Black - Size 12M

Eddie Bauer Men's Severson Chelsea Boots - Black - Size 12M

With its waterproof, full-grain leather upper and rubber outsole, this boot is a great everyday casual choice. An elastic gore makes for easy on/off. more

$180.00

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J. Crew Shoes | J Crew Men’s Black Leather Chelsea Boots, Size 9. Lightly Worn | Color: Black | Size: 9

J. Crew Shoes | J Crew Men’s Black Leather Chelsea Boots, Size 9. Lightly Worn | Color: Black | Size: 9

J Crew Men’s Black Leather Chelsea Boots, Size 9. Lightly Worn With Slight Scuff On The Right Boot more

$100.00

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Free People Shoes | Free People Maverick Black Leather Chelsea Boots Western Ankle Booties | Color: Black | Size: 8

Free People Shoes | Free People Maverick Black Leather Chelsea Boots Western Ankle Booties | Color: Black | Size: 8

Reposhing This Item I Purchased From @Pinetreeposh. Loved It, But They Are Too Small I’m Usually A 9 Or 9.5. These Fit So Snug, I Would Compare Them To An 8, Maybe An 8.5. more

$100.00

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Madewell Shoes | Black Leather Chelsea Boots | Color: Black | Size: 8

Madewell Shoes | Black Leather Chelsea Boots | Color: Black | Size: 8

Maxwell Black Leather Chelsea Boots. Size 8 (Box Not Included). Style Is Nico Boot In Patent Leather. more

$80.00

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Brooks Brothers Men's Leather Chelsea Boots | Black | Size 9 D

Brooks Brothers Men's Leather Chelsea Boots | Black | Size 9 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

$325.00

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

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

$325.00

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

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

$325.00

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Leather Chelsea Boots

Leather Chelsea Boots

Men's Givenchy Leather Chelsea Boots - Black - Casual boots Ankle-high polished bullskin Chelsea boots in black. more

$995.00

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400 Leather Chelsea Boots

400 Leather Chelsea Boots

Men's Pierre Hardy 400 Leather Chelsea Boots - Black - Casual boots Ankle-high buffed calfskin boots in black. more

$895.00

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Leather Chelsea Boots

Leather Chelsea Boots

Men's Toga Virilis Leather Chelsea Boots - Black - Casual boots Ankle-high buffed leather Chelsea boots in black. more

$610.00

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Grained Leather Chelsea Boots

Grained Leather Chelsea Boots

Men's Emporio Armani Grained Leather Chelsea Boots - Black - Casual boots Ankle-high pebble-grained calfskin Chelsea boots in black. more

$650.00

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Leather Chelsea Boots,

Leather Chelsea Boots,

Men's Versace Leather Chelsea Boots, - Black - Casual boots Black Chelsea boots from Versace. Made from smooth patent leather,. This model sits on a black rubber sole and features a round toe,. Elastic panels on the sides and silver-tone Medusa face... more

$896.63 $602.53

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Leather Chelsea Boots

Leather Chelsea Boots

Men's Giorgio Armani Leather Chelsea Boots - Black - Casual boots Black Chelsea boots from Giorgio Armani. Made of leather with analmond-shaped toe, this model features elastic panels on the sides anda black rubber sole at the base. more

$1,084.02 $867.21

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Leather Mid Top Chelsea Boots

Leather Mid Top Chelsea Boots

Men's Thom Browne Leather Mid Top Chelsea Boots - Black - Casual boots Thom Browne Black Leather Mid Top Chelsea Boots. Black Leather upper, Mid Top construction, almond toeline, side elastic bands, rubber sole, logo details, slip-on style. more

$1,218.78 $365.63

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Leather Chelsea Boots

Leather Chelsea Boots

Men's Common Projects Leather Chelsea Boots - Black - Casual boots Ankle-high buffed leather Chelsea boots in black. · Pull-loops at collar · Elasticized gusset at sides · Signature series stamp at outer side · Buffed leather lining · Topstitching at... more

$750.00

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Leather Chelsea Boots

Leather Chelsea Boots

Men's Toga Virilis Leather Chelsea Boots - Black - Casual boots Ankle-high buffed leather Chelsea boots in brown. more

$610.00

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® Burleigh Chelsea Leather/waterproof Boots|dress Shoes

® Burleigh Chelsea Leather/waterproof Boots|dress Shoes

Men's Ugg ® Burleigh Chelsea Leather/waterproof Boots|dress Shoes - Black - Casual boots The Burleigh Chelsea offers the fashionable presence of a sneaker with the functionality and sleek profile of a Chelsea boot. With a waterproof leather upper,... more

$180.00

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2976 Warmwair Leather Chelsea Boots

2976 Warmwair Leather Chelsea Boots

Men's Dr. Martens 2976 Warmwair Leather Chelsea Boots - Black - Casual boots Shop 2976 Warmwair Leather Chelsea Boots at Dr. Martens. Free delivery on orders over $50. more

$180.00

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Leather Chelsea Boots

Leather Chelsea Boots

Men's Tod's Leather Chelsea Boots - Black - Casual boots Chelsea boots are an enduring classic in any wardrobe. Tod's version is made from polished leather stamped with the brand's monogram and rubber pebble detailing on the heel. Wear them with... more

$599.76

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Trento Leather Chelsea Boots

Trento Leather Chelsea Boots

Men's Koio Trento Leather Chelsea Boots - Black - Casual boots Koio boots in LWG bronzecertified smooth leather Features sole tightly stitched for water resistance Stacked heel Round toe Gored sides Pulltab on backstay LWG silvercertified leather... more

$365.00

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Hiro Croc Embossed Leather Chelsea Boot

Hiro Croc Embossed Leather Chelsea Boot

Men's Taft Hiro Croc Embossed Leather Chelsea Boot - Black - Casual boots Croc embossing texturizes the back of a Chelsea boot elevated on a slight block heel and grounded by a leather sole with sturdy rubber treads. Cushioned insole Leather and... more

$295.00

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2976 Harness Leather Platform Chelsea Boots

2976 Harness Leather Platform Chelsea Boots

Men's Dr. Martens 2976 Harness Leather Platform Chelsea Boots - Black - Formal boots Strap in, buckle up — hold your ground. A tribute to generations of bold alternative subcultures who are fearless, fluid and faithful. The new 2976 Quad Harness is... more

$210.00 $105.00

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Leather Audrick Platform Chelsea Boots

Leather Audrick Platform Chelsea Boots

Men's Dr. Martens Leather Audrick Platform Chelsea Boots - Black - Casual boots A towering platform. With everyday wearability. These newly-evolved Chelsea boots pack all the height of our renowned Quad platform into a cutting-edge lightweight... more

$200.00 $119.00

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® Skyview Chelsea Leather Boots|dress Shoes

® Skyview Chelsea Leather Boots|dress Shoes

Men's Ugg ® Skyview Chelsea Leather Boots|dress Shoes - Black - Casual boots Constructed from water-resistant leather and enhanced with sealed seams, the Skyview emerges as an ageless chelsea boot tailored for winter and subsequent seasons. Its... more

$160.00 $111.99

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2976 Slip Resistant Leather Chelsea Boots

2976 Slip Resistant Leather Chelsea Boots

Men's Dr. Martens 2976 Slip Resistant Leather Chelsea Boots - Black - Casual boots On your feet all day? The 2976 SR boot brings the ultimate blend of comfort, reliability, durability and DM's attitude. Taking cues from our Original Chelsea boot, it's... more

$180.00

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Port Chalmers Leather Chelsea Boots

Port Chalmers Leather Chelsea Boots

Men's Rodd & Gunn Port Chalmers Leather Chelsea Boots - Black - Casual boots Rodd & Gunn "Port Chalmers" chelsea boots in leather and rubber Stacked heel Round toe Pull-tab at backstay Leather lining Rubber sole Made in Portugal. more

$238.00

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Dawson Leather Chelsea Boots

Dawson Leather Chelsea Boots

Men's Allen Edmonds Dawson Leather Chelsea Boots - Black - Casual boots Allen Edmonds "Dawson" chelsea boots in smooth calfskin leather 360o bench welt construction for durability and stability 0.75 in / 20 mm stacked heel Round toe Gored sides... more

$495.00

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Studded Leather Chelsea Boots

Studded Leather Chelsea Boots

Men's Karl Lagerfeld Studded Leather Chelsea Boots - Black - Casual boots Karl Lagerfeld Paris chelsea boots in studded leather 2.00 in / 50 mm Cuban heel Pointed toe Side zip eases on and off Pull tab at backstay Leather outsole Made in Portugal more

$495.00

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More information about Men's Shoes

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