Best Seller
Free People Shoes | Free People Maren Mid Black Leather Chelsea Combat Boots Size 38 Us Size 8 | Color: Black | Size: 8

Free People Shoes | Free People Maren Mid Black Leather Chelsea Combat Boots Size 38 Us Size 8 | Color: Black | Size: 8

Free People Maren Mid Black Leather Chelsea Combat Boots Size 38 Us Size 8 Brand New Without Box Pull On Style Mid Calf Length Chelsea Design Leather Upper Elastic Ankle Inlays Chunky Lugged Rubber Sole Toe Cap Pull Loops more

$125.00

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Burberry Shoes | Burberry Chelsea Boots | Color: Black/Tan | Size: Eur 39 / Us 9

Burberry Shoes | Burberry Chelsea Boots | Color: Black/Tan | Size: Eur 39 / Us 9

Product Details Italian-Made Leather Chelsea Boots With Elasticated Side Panels In Archival Vintage Check. Upper: 80% Calf Leather, 15% Polyester, 5% Rubber Lining: 70% Lambskin, 25% Polyester, 5% Rubber Sole: 100% Polyurethane Pull-On Style... more

$750.00

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Best Seller
Coach Shoes | Coach Combat Ankle Boot | Color: Black | Size: 9

Coach Shoes | Coach Combat Ankle Boot | Color: Black | Size: 9

Vintage Lace Up Combat Style Ankle Boot. Leather Upper And Lining. Rubber Sole. Well Kept. Excellent Condition. more

$95.00

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Free People Shoes | Free People “Lynden” Black Ankle Boot In Size 37. The Look Is A Western | Color: Black | Size: 37

Free People Shoes | Free People “Lynden” Black Ankle Boot In Size 37. The Look Is A Western | Color: Black | Size: 37

This Free People Boot Is Made In Spain; Black Pebbled Leather;Almond Toe Silhouette; Side Zipper Closure; Rear Pull Tab; Rubber Out Sole; Distressed Toe And Heel For A Vintage Look;Heel Height Is 2 Inches. Euro Size Is 37; Us 7-7 1/2. more

$85.00

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Anthropologie Shoes | Hand Made Black Genuine Leather Fully Lined Fall Winter Ankle Boots Black 7 | Color: Black | Size: 7

Anthropologie Shoes | Hand Made Black Genuine Leather Fully Lined Fall Winter Ankle Boots Black 7 | Color: Black | Size: 7

Hand Made Black Genuine Leather Fully Lined Fall Winter Ankle Boots Back Zip Black Size 7. No Size On Boots. I’m A 7 And They Fit Me. Please Go By Measurements. Genuine Leather Ankle Boots These Beautiful Vintage Leather Ankle Boots Are Made From High... more

$160.00

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Gucci Shoes | Gucci Ankle Boot | Color: Green | Size: 7

Gucci Shoes | Gucci Ankle Boot | Color: Green | Size: 7

Gucci Vintage Green Rubber/Demetra Ankle Boot With Gold Horsebit Size 37 Us Size 7 All Brand New, Never Worn. The Size Runs Small. Fit Like A Size 6 Available In Black- Size 39 & 40 Us Size 8/9 Available In Petunia- Size 37 & 38 Us Size 7/8 more

$450.00

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Xtratuf 6in Legacy Steel Toe Ankle Deck Boot - Men's Brown 13 LDB-STL-BRN-130

Xtratuf 6in Legacy Steel Toe Ankle Deck Boot - Men's Brown 13 LDB-STL-BRN-130

Xtratuf 6in Legacy Steel Toe Ankle Deck Boot - Men's Brown 13 LDB-STL-BRN-130. The Legacy Chelsea features the same Commercial Grade performance and safety features of the classic Legacy Boot but with functional pull tabs and a twin elastic gore for... more

$155.00

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Burberry Shoes | Burberry Vintage Check Rain Boots | Color: Black/Tan | Size: Various

Burberry Shoes | Burberry Vintage Check Rain Boots | Color: Black/Tan | Size: Various

New With Box! Multiple Sizes Available Burberry Knows A Thing Or Two About London Rain, And These Sturdy Ankle Boots Were Made To Keep You Looking Chic Whatever The Weather. Crafted From Durable Black Rubber, They Have Vintage Check Twill Inserts That... more

$450.00

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Xtratuf 6in Legacy Steel Toe Ankle Deck Boot - Men's Brown 14 LDB-STL-BRN-140

Xtratuf 6in Legacy Steel Toe Ankle Deck Boot - Men's Brown 14 LDB-STL-BRN-140

Xtratuf 6in Legacy Steel Toe Ankle Deck Boot - Men's Brown 14 LDB-STL-BRN-140. The Legacy Chelsea features the same Commercial Grade performance and safety features of the classic Legacy Boot but with functional pull tabs and a twin elastic gore for... more

$155.00

FREE shipping

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Rubber Boots

Rubber Boots

Men's Ambush Rubber Boots - Black - Casual boots Ankle-high paneled rubber and neoprene Chelsea boots in black. more

$520.00 $286.00

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Off- Stride Boots

Off- Stride Boots

Men's Bottega Veneta Off- Stride Boots - Black - Casual boots Ankle-high waterproof rubber Chelsea boots in off-white. more

$650.00

FREE shipping

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Mantra Boot

Mantra Boot

Men's Carlos By Carlos Santana Mantra Boot - Black - Casual boots Keep your wardrobe looking modern with the Mantra boot from Carlos by Carlos Santana. Featuring a classic Chelsea boot design with contrasting red gores and midsole, this ankle boot will... more

$128.99

FREE shipping

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Beige Slip-on Boots

Beige Slip-on Boots

Men's Fear Of God Beige Slip-on Boots - Black - Casual boots Ankle-high suede Chelsea boots in beige. Pointed toe · Elasticized gusset at sides · Grained leather lining · Stacked leather block heel with rubber injection · Stacked leather sole · Heel:... more

$915.00

FREE shipping

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Gray Gomme Gommellone Boots

Gray Gomme Gommellone Boots

Men's Marsèll Gray Gomme Gommellone Boots - Black - Casual boots Ankle-high buffed leather Chelsea boots in gray. Pull-loop at heel collar · Elasticized gusset at sides · Grained leather lining · Foam rubber platform sole · Platform: H1.25 in · Heel:... more

$845.00 $313.00

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Brown Gomme Gommellone Boots

Brown Gomme Gommellone Boots

Men's Marsèll Brown Gomme Gommellone Boots - Black - Casual boots Ankle-high buffed leather Chelsea boots in brown. Pull-loop at heel collar · Elasticized gusset at sides · Grained leather lining · Foam rubber platform sole · Platform: H1.25 in · Heel:... more

$735.00 $323.00

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Gucci Shoes | Gucci Black Boots Short Boot ( Size 37.5) | Color: Black | Size: 37.5

Gucci Shoes | Gucci Black Boots Short Boot ( Size 37.5) | Color: Black | Size: 37.5

Short Boot (Above Ankle), With Beautiful Braided Detailing. Inside Zip For Ease To Wear And Remove. 3.5“ Inch Heel This Is A Now Vintage Boot That I Purchased In Beverly Hills Years Ago So They Have Been Well Loved And Worn. They Have Also Been... more

$50.00

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Devin Chukka Boot

Devin Chukka Boot

Men's Eastland Devin Chukka Boot - Brown - Casual boots Vintage style never goes out of fashion when you've got the Devin chukka boot from Eastland. This ankle boot, lined with plush fabric, has a memory foam insole to keep you cushioned all day.... more

$89.99

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Free People Shoes | Free People Arlo Santa Fe Chelsea Croc Embossed Booties In Dust Storm Sz 37 | Color: Brown/Green | Size: 6.5

Free People Shoes | Free People Arlo Santa Fe Chelsea Croc Embossed Booties In Dust Storm Sz 37 | Color: Brown/Green | Size: 6.5

New Without Box. Amp Up Your Style In Thie Arlo Sante Fe Ankle Boots By Free People. Features An Elastic Gore On The Panel For Easy On And Off And A Back Zipper Closure. Made Of Leather And Textile Upper. Croc Embossed Design. Rubber Outsole. Style:... more

$45.00

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Free People Shoes | Free People White Leather Platform Boots Booties Size 7 | Color: Cream/White | Size: 7

Free People Shoes | Free People White Leather Platform Boots Booties Size 7 | Color: Cream/White | Size: 7

Super Cute Free People James Chelsea Ankle Boot. Good Condition, Some Wear Noticeable On/Near The Bottoms Of The Rubber Soles more

$40.00

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Free People Shoes | Free People Pastel Puddles Rain Boot Size 40 | Color: Purple | Size: 40eu

Free People Shoes | Free People Pastel Puddles Rain Boot Size 40 | Color: Purple | Size: 40eu

Free People Pastel Puddles Rain Boot Size 37. Get Caught In The Rain With These Functionally Stylish Rain Booties. Features: Ankle Length, Chelsea Design, Pull-On Style, Rubber Uppers, Elastic Ankle Inlays For Flexible Fit, Rubber Sole, Pull Loops Why... more

$45.00

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Free People Shoes | Free People Pastel Puddles Rain Boot Eu 36 Us 6 | Color: Cream | Size: 6

Free People Shoes | Free People Pastel Puddles Rain Boot Eu 36 Us 6 | Color: Cream | Size: 6

Nwob! Fast Shipping! There Are Green Marks On The Shoes As Shown In Photos, But Are In Otherwise Perfect Condition. Get Caught In The Rain With These Functionally Stylish Rain Booties. Features: Ankle Length, Chelsea Design, Pull-On Style, Rubber... more

$36.00

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Kate Spade Shoes | Kate Spade Boots | Color: Black | Size: 7

Kate Spade Shoes | Kate Spade Boots | Color: Black | Size: 7

Kate Spade Chelsea Rain Boots The Sedgwick Ankle Rubber Boots With Bow In The Back & Metal Stud (Hardware) Size 7 / Black / Cushioned Inner Sole These Boots Are Gently Preloved And Are In Excellent Condition. No Box. No Smoke/Pets. more

$42.00

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Skechers Men's Work: Tapter ST Boots | Size 13.0 | Brown | Leather/Textile

Skechers Men's Work: Tapter ST Boots | Size 13.0 | Brown | Leather/Textile

Make staying protected and comfortable all day even simpler wearing Skechers Work: Tapter ST. This slip-on Chelsea ankle boot features a smooth durable oiled suede upper with a steel toe and a cushioned Skechers Air-Cooled Memory Foam insole. |... more

$80.00

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Skechers Men's Work: Tapter ST Boots | Size 9.5 | Brown | Leather/Textile

Skechers Men's Work: Tapter ST Boots | Size 9.5 | Brown | Leather/Textile

Make staying protected and comfortable all day even simpler wearing Skechers Work: Tapter ST. This slip-on Chelsea ankle boot features a smooth durable oiled suede upper with a steel toe and a cushioned Skechers Air-Cooled Memory Foam insole. |... more

$80.00

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Skechers Men's Work: Tapter ST Boots | Size 7.0 | Brown | Leather/Textile

Skechers Men's Work: Tapter ST Boots | Size 7.0 | Brown | Leather/Textile

Make staying protected and comfortable all day even simpler wearing Skechers Work: Tapter ST. This slip-on Chelsea ankle boot features a smooth durable oiled suede upper with a steel toe and a cushioned Skechers Air-Cooled Memory Foam insole. |... more

$80.00

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Skechers Men's Work: Tapter ST Boots | Size 7.5 | Brown | Leather/Textile

Skechers Men's Work: Tapter ST Boots | Size 7.5 | Brown | Leather/Textile

Make staying protected and comfortable all day even simpler wearing Skechers Work: Tapter ST. This slip-on Chelsea ankle boot features a smooth durable oiled suede upper with a steel toe and a cushioned Skechers Air-Cooled Memory Foam insole. |... more

$80.00

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Skechers Men's Work: Tapter ST Boots | Size 10.0 | Brown | Leather/Textile

Skechers Men's Work: Tapter ST Boots | Size 10.0 | Brown | Leather/Textile

Make staying protected and comfortable all day even simpler wearing Skechers Work: Tapter ST. This slip-on Chelsea ankle boot features a smooth durable oiled suede upper with a steel toe and a cushioned Skechers Air-Cooled Memory Foam insole. |... more

$80.00

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Skechers Men's Work: Tapter ST Boots | Size 8.5 | Brown | Leather/Textile

Skechers Men's Work: Tapter ST Boots | Size 8.5 | Brown | Leather/Textile

Make staying protected and comfortable all day even simpler wearing Skechers Work: Tapter ST. This slip-on Chelsea ankle boot features a smooth durable oiled suede upper with a steel toe and a cushioned Skechers Air-Cooled Memory Foam insole. |... more

$80.00

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Skechers Men's Work: Tapter ST Boots | Size 9.0 | Brown | Leather/Textile

Skechers Men's Work: Tapter ST Boots | Size 9.0 | Brown | Leather/Textile

Make staying protected and comfortable all day even simpler wearing Skechers Work: Tapter ST. This slip-on Chelsea ankle boot features a smooth durable oiled suede upper with a steel toe and a cushioned Skechers Air-Cooled Memory Foam insole. |... more

$80.00

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Burberry Shoes | Burberry Insects Of Britain Holloway Rainboots | Color: Pink/Purple | Size: 12.5g

Burberry Shoes | Burberry Insects Of Britain Holloway Rainboots | Color: Pink/Purple | Size: 12.5g

Rubber Upper. Insect Design. Pull-On Construction. Inverted Side Pleat. Decorative Ankle Strap And Buckle. Hardware Has A Vintage Finish. Fabric Lining. Rubber Sole. Box Is Has Marks On It . May Need To Be Shined In Some Spots. No Trades Ba43*** more

$120.00

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Skechers Men's Work: Tapter ST Boots | Size 8.0 | Brown | Leather/Textile

Skechers Men's Work: Tapter ST Boots | Size 8.0 | Brown | Leather/Textile

Make staying protected and comfortable all day even simpler wearing Skechers Work: Tapter ST. This slip-on Chelsea ankle boot features a smooth durable oiled suede upper with a steel toe and a cushioned Skechers Air-Cooled Memory Foam insole. |... more

$80.00

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Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Brown - 10.5

Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Brown - 10.5

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 - 10.5

Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Grey - 10.5

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 - Brown - 11.5

Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Brown - 11.5

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 - 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 Chelsea Boot - Brown - 8

Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Brown - 8

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 - Brown - 10

Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Brown - 10

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 - Brown - 10

Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Brown - 10

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 - Brown - 12

Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Brown - 12

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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More information about Men's Shoes

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