Men’s Winter Shoes: Sale up to −60%| Stylight

-29%

Nunn Bush

Karnak Plain Toe Boots Chukka Mens Boots Tan : 10.5 W (EE), Leather Brown

Delivery: free

$84.99 ~~$120.00~~

Zappos

-45%

L.L.Bean

Stonington Boot Moc Toe Suede Mens Boots Deepest Brown : 7.5 D - Medium, Synthetic

Delivery: free

$81.95 ~~$149.00~~

Zappos

-50%

Sanuk

Post Up Mens Cold Weather Boots Brown : 12 D - Medium, Leather

Delivery: free

$70.00 ~~$140.00~~

Zappos

-59%

Marc Joseph New York

Hudson Yards 2.0 Boot (Hands Free Technology) Mens Boots Brown Faux Leather : 10.5 M, Synthetic

Delivery: free

$79.95 ~~$195.00~~

Zappos

-33%

Wolverine

Carlsbad Waterproof 6 Steel Toe Work Boot Mens Boots Dark Brown : 10.5 3E - Extra Wide, Leather

Delivery: free

$79.96 ~~$120.00~~

Zappos

-50%

Aldo

Darionn Mens Boots Brown Overflow : EU 41 (US Mens 8) D - Medium, Leather

Delivery: free

$87.50 ~~$175.00~~

Zappos

-60%

Emporio Armani

Sports Shoes With Logo, Mens, Navy Blue

Delivery: $30.00

$130.00 ~~$325.00~~

Vitkac

Keen

Pittsburgh Energy 6 Waterproof (Comp Toe) Mens Shoes Cascade Brown/Greener Pastures : 10.5 D - Medium, Leather

Delivery: free

$200.00

Zappos

-31%

Deer Stags

Julian Mens Boots Grey : 13 M, Leather/Rubber Gray

Delivery: free

$76.35 ~~$110.00~~

Zappos

Ariat

Split Rock Western Boots Mens Shoes Black Mocha : 10.5 W, Leather

Delivery: free

$189.95

Zappos

Sorel

Cyprus Boot Waterproof Mens Boots Tobacco/Blackened Brown : 10.5 D - Medium, Leather

Delivery: free

$135.00

Zappos

Keen

Cincinnati 90 Degree 8 Waterproof (Comp Toe) Mens Work Boots Belgian/Sandshell : 8.5 D - Medium, Leather/Rubber Beige

Delivery: free

$209.95

Zappos

Keen

Cincinnati+ 6 Composite Toe Waterproof 90 Degree Heel Mens Work Boots Black/Sandshell : 7.5 D - Medium Beige

Delivery: free

$215.00

Zappos

Keen Cincinnati 90 Degree 6 Waterproof (Comp Toe) Mens Work Boots Black/Sandshell : 11.5 D - Medium, Leather

-6%

BESTSELLER

Keen

Cincinnati 90 Degree 6 Waterproof (Comp Toe) Mens Work Boots Black/Sandshell : 11.5 D - Medium, Leather Beige

Delivery: free

$182.72 ~~$195.00~~

Zappos

-50%

Sanuk

Post Up Mens Cold Weather Boots Black : 11 D - Medium, Leather

Delivery: free

$70.00 ~~$140.00~~

Zappos

L'Artiste by Spring Step Galop Womens Shoes Blue : EU 36 (US Womens 5.5-6) M, Rubber/Leather

-24%

BESTSELLER

L'Artiste by Spring Step

Galop Womens Shoes Blue : EU 36 (US Womens 5.5-6) M, Rubber/Leather

Delivery: free

$129.95 ~~$169.95~~

Zappos

-29%

Nunn Bush

Odell 2.0 Wingtip Dress Casual Chukka Leather Boots Mens Boots Black : 10.5 XW (4E)

Delivery: free

$84.99 ~~$120.00~~

Zappos

-29%

Nunn Bush

Karnak Moc Toe Boots Lightweight Comfortable Chukka Mens Boots Black : 10.5 M (D), Leather

Delivery: free

$84.99 ~~$120.00~~

Zappos

-55%

Oboz Footwear

Burke Mid Leather B-Dry Mens Shoes Black Sea : 9.5 D - Medium, Leather/Textile

Delivery: free

$74.25 ~~$165.00~~

Zappos

-30%

Eastland 1955 Edition

Lumber Up Mens Lace-up Boots Navy : 10.5 D - Medium, Leather Blue

Delivery: free

$94.50 ~~$135.00~~

Zappos

Carhartt Work in Progress

6 Moc Toe Wedge Boot Mens Work Boots Red Brown : 11.5 D - Medium, Leather

Delivery: free

$188.99

Zappos

Stacy Adams

Henry Cap Toe Lace-Up Boot Mens Boots Navy : 8.5 M, Leather Blue

Delivery: free

$165.00

Zappos

-25%

Nunn Bush

Otto Plain Toe Chukka Boots Mens Shoes Navy : 11.5 M (D), Leather/Synthetic Blue

Delivery: free

$89.95 ~~$120.00~~

Zappos

L.L.Bean

Snow Sneakers 5 Boots Mid Waterproof Insulated Lace-Up Mens Shoes Carbon Navy : 10 EE - Wide, Textile/Leather Blue

Delivery: free

$150.00

Zappos

Prada

Almond-toe Leather Chelsea Boots Black

Delivery: Delivery costs apply

$1,411.00

Eraldo

-5%

A.S.98

buckle leather boots - men - Suede/Leather/Leather - 41 - Brown

Delivery: free

$494.00 ~~$520.00~~

FARFETCH

-50%

Dr. Martens

939 Boots Black : UK 9 (US Mens 10 - US Womens 11) Medium, Leather

Delivery: free

$80.00 ~~$160.00~~

Zappos

-37%

Wolverine

Carlsbad Steel Toe 6 Mens Boots Black : 10.5 3E - Extra Wide, Leather

Delivery: free

$75.96 ~~$120.00~~

Zappos

-28%

Dunham

Mens 8000 Works Moc Waterproof Boot In Grey Gray

Delivery: free

$122.00 ~~$170.00~~

ShopSimon

-6%

Hey Dude

Classic Bradley Boot Mens Boots Black : 10 M, Synthetic

Delivery: free

$84.95 ~~$89.95~~

Zappos

Birkenstock

Highwood Mid Lace-Up Deep Blue - Leather Mens Boots Chocolate : EU 43 (US Mens 10-10.5) Regular Brown

Delivery: free

$200.00

Zappos

Sorel

Cyprus Boot Waterproof Mens Boots Velvet Tan/Gum 10 : 8.5 D - Medium, Leather Brown

Delivery: free

$135.00

Zappos

Carhartt Work in Progress

Force Hd 6 Waterproof Soft Toe Work Boot Mens Shoes Brown : 10.5 D - Medium, Leather

Delivery: free

$149.99

Zappos

BESTSELLER

Carhartt Work in Progress

Force Hd 6 Composite Toe Work Boot Mens Shoes Dark Brown : 10.5 D - Medium, Leather

Delivery: free

$124.99

Zappos

Carhartt Work in Progress

Millbrook Waterproof 5 Steel Toe Wedge Work Boot Mens Boots Brown Oil Tanned : 11.5 D - Medium, Leather

Delivery: free

$169.99

Zappos

Carhartt Work in Progress

Force Hd 6 Waterproof Composite Toe Work Boot Mens Shoes Brown : 10.5 D - Medium, Leather

Delivery: free

$154.99

Zappos

Carhartt Work in Progress

Force Hd 6 Soft Toe Work Boot Mens Shoes Dark Brown : 11.5 D - Medium, Leather

Delivery: free

$119.99

Zappos

Carhartt Work in Progress

Traditional Welt 6 Work Boots Mens Work Boots Crazy Horse Brown Leather : 10.5 D - Medium

Delivery: free

$144.99

Zappos

Ariat

Rambler Recon Mens Boots Brown Bomber : 11.5 M, Leather/Synthetic

Delivery: free

$159.95

Zappos

-13%

Rockport

Rugged Bucks Waterproof Boot Mens Boots Boston Tan : 11.5 W (EE), Leather Brown

Delivery: free

$147.58 ~~$169.95~~

Zappos

Florsheim

Anthem Plain Toe Gore Boots Mens Boots Mocha Suede : 11.5 M (D), Leather/Suede Brown

Delivery: free

$145.00

Zappos

-41%

Sorel

Madson II Moc Toe Waterproof Mens Boots Velvet Tan/Tobacco : 11.5 D - Medium, Leather Brown

Delivery: free

$117.78 ~~$200.00~~

Zappos

kamik

Brody Mens Shoes Tan : 12 D - Medium, Leather Brown

Delivery: free

$139.99

Zappos

Carhartt Work in Progress

Millbrook 6 Waterproof Wedge Boot Cowboy Boots Mossy Brown : 14 E - Wide, Leather

Delivery: free

$174.99

Zappos

Ariat

Circuit Paxton Western Boots Mens Shoes Ranch Brown Suede : 11.5 D - Medium, Leather

Delivery: free

$259.95

Zappos

-24%

Carhartt Work in Progress

Force 5 Lightweight Sneaker Boots Nano Comp Toe Mens Shoes Brown Leather/Tan Duck : 14 D - Medium

Delivery: free

$109.95 ~~$144.99~~

Zappos

Sperry Top-Sider

Mountain-Sider Utility Mens Boots Brown : 11.5 M (D), Leather

Delivery: free

$150.00

Zappos

Olukai

Laeahi Mid Mens Shoes Mustang/Mustang : 10.5 D - Medium, Leather Brown

Delivery: free

$150.00

Zappos

BESTSELLER

Carhartt Work in Progress

Millbrook 4 Romeo Steel Toe Wedge Work Boots Mens Boots Brown Oil Tanned : 11.5 D - Medium, Leather

Delivery: free

$154.99

Zappos

Bogs

Arcata Urban Leather Mid Mens Boots Chocolate : 10 D - Medium, Leather/Textile Brown

Delivery: free

$180.00

Zappos

Florsheim

Anthem Plain Toe Gore Boots Mens Boots Saddle Tan Smooth : 10.5 M (D), Leather/Suede Brown

Delivery: free

$145.00

Zappos

-30%

Oboz Footwear

Burke Mid Leather B-Dry Mens Shoes Olive Branch : 9.5 D - Medium, Leather/Textile Brown

Delivery: free

$115.50 ~~$165.00~~

Zappos

Ariat

RigTEK II Waterproof Composite Toe Work Boots Mens Shoes Oily Distressed Brown : 11.5 D - Medium, Leather

Delivery: free

$219.95

Zappos

-4%

Danner

Mountain 600 4.5 Mens Shoes Rich Brown : 10.5 D - Medium, Suede

Delivery: free

$219.95 ~~$229.95~~

Zappos

Carhartt Work in Progress

Millbrook 6 Waterproof Nano Toe Wedge Boots Cowboy Boots Mossy Brown : 15 E - Wide, Leather

Delivery: free

$179.99

Zappos

Danner

Logger Moc 917 GTX Mens Shoes Bone Brown : 8.5 D - Medium, Leather

Delivery: free

$279.95

Zappos

-17%

Eastland 1955 Edition

Seneca Mens Lace-up Boots Tan : 8.5 D - Medium, Leather Brown

Delivery: free

$100.00 ~~$120.00~~

Zappos

Eastland 1955 Edition

Allagash Standard Mens Boots Peanut : 11.5 D - Medium, Leather Brown

Delivery: free

$145.00

Zappos

-10%

Rockport Works

Weather or Not Work EH Alloy Mens Shoes Brown : 10.5 W (EE), Leather

Delivery: free

$134.95 ~~$150.00~~

Zappos

-10%

Stacy Adams

Finnegan Wing Tip Boot Mens Boots Olive : 11.5 M, Leather Brown

Delivery: free

$144.00 ~~$160.00~~

Zappos

kamik

Empire Lo Mens Shoes Chocolate : 13 D - Medium, Synthetic/Leather Brown

Delivery: free

$99.94

Zappos

-42%

Propét

Cortland Mens Snow Shoes Brown/Olive : 10.5 XX (5E), Canvas/Suede

Delivery: free

$87.00 ~~$149.95~~

Zappos

Cole Haan

Roundhill Grand Chukka Boots Cowboy Boots Black Nubuck/Water Resistant : 7 D - Medium, Leather Brown

Delivery: free

$259.95

Zappos

Vans

SK8-Hi Wide Shoes Canvas Black/Black : Mens 11 - Womens 12.5 Wide, Suede/Canvas

Delivery: free

$80.00

Zappos

Carhartt Work in Progress 6 Ground Force Waterproof Composite Toe Work Boots Mens Work Lace-up Boots Brown Oil Tanned Leather : 11.5 D - Medium

-25%

BESTSELLER

Carhartt Work in Progress

6 Ground Force Waterproof Composite Toe Work Boots Mens Work Lace-up Boots Brown Oil Tanned Leather : 11.5 D - Medium

Delivery: free

$149.99 ~~$199.99~~

Zappos

L.L.Bean

8 Bean Boots Mens Boots Tan/Bean Boot Brown/Gum : 10.5 D - Medium, Leather

Delivery: free

$149.00

Zappos

Ariat

Rebar Wedge Moc Toe 6 Waterproof Work Boots Mens Work Boots Distressed Brown : 11.5 D - Medium, Leather

Delivery: free

$189.95

Zappos

Valentino Garavani

Pat Ankle Boot In Kidskin Black

Delivery: Delivery costs apply

$1,450.00

Valentino

Ariat

Turbo Duratread 6 Waterproof Carbon Toe Work Boots Cowboy Boots Dark Brown : 11.5 D - Medium, Leather

Delivery: free

$179.95

Zappos

Ariat

Sierra Shock Shield Patriot Steel Toe Work Boots Mens Boots Distressed Brown : 11.5 D - Medium, Leather

Delivery: free

$219.95

Zappos

Carhartt Work in Progress

Force 5 Lightweight Sneaker Boots Soft Toe Mens Shoes Brown Leather/Tan Duck : 11.5 D - Medium

Delivery: free

$139.99

Zappos

Johnston & Murphy Connelly Plain Toe Boots Mens Boots Tan Full Grain : 10.5 M (D), Leather/Rubber

-50%

BESTSELLER

Johnston & Murphy

Connelly Plain Toe Boots Mens Boots Tan Full Grain : 10.5 M (D), Leather/Rubber Brown

Delivery: free

$109.50 ~~$219.00~~

Zappos

Ariat

Sierra Shock Shield Patriot Work Boots Mens Boots Distressed Brown : 10.5 D - Medium, Leather

Delivery: free

$209.95

Zappos

Ariat

WorkHog XT Waterproof Carbon Toe Work Boots Mens Shoes Distressed Brown : 15 D - Medium, Leather/Synthetic

Delivery: free

$239.95

Zappos

Ariat

WorkHog XT Phoenix Carbon Toe Work Boots Mens Shoes Distressed Brown : 11.5 D - Medium, Leather/Synthetic

Delivery: free

$249.95

Zappos

Merrell

Moab Speed 2 Leather Mid Waterproof Mens Shoes Olive : 11.5 M, Synthetic/Textile Brown

Delivery: free

$194.95

Zappos

Ariat

Treadfast 8 Waterproof Steel Toe Work Boots Mens Boots Dark Brown : 10.5 D - Medium, Leather

Delivery: free

$149.95

Zappos

BESTSELLER

Keen

Cincinnati 6 Waterproof (Carbon Toe) Mens Work Boots Dark Chocolate/Sandshell : 10.5 D - Medium, Leather Brown

Delivery: free

$200.00

Zappos

-40%

Naot

Commander Mens Boots Seal Brown Suede : EU 46 (US Mens 13) M, Leather

Delivery: free

$149.97 ~~$249.95~~

Zappos

Ariat

Treadfast 8 Waterproof Work Boots Mens Boots Dark Brown : 10.5 D - Medium, Leather

Delivery: free

$139.95

Zappos

Danner

Arctic 600 Mens Hiking Boots Bone Brown/Jet Black : 8 D - Medium, Suede

Delivery: free

$279.95

Zappos

-33%

Wolverine

Carlsbad Waterproof 6 Steel Toe Work Boot Mens Boots Black : 10.5 3E - Extra Wide, Leather/Rubber

Delivery: free

$79.96 ~~$120.00~~

Zappos

-13%

Frye

The Safety-Crafted Wellington Boots Mens Work Boots Dark Brown : 6.5 M, Leather

Delivery: free

$189.95 ~~$219.00~~

Zappos

Ariat

Turbo Chelsea CSA Waterproof Carbon Toe Work Boots Mens Work Boots Rich Brown : 11.5 D - Medium, Synthetic

Delivery: free

$194.95

Zappos

Keen

Gibson ESD Boot (Carbon-Fiber Toe) Mens Work Boots Cascade Brown/Black : 10.5 D - Medium, Leather

Delivery: free

$165.00

Zappos

Keen

Camden 8 Waterproof 600G (Comp Toe) Mens Work Boots Leather Brown/Black : 10.5 D - Medium

Delivery: free

$245.00

Zappos

Oboz Footwear

Bridger Ridge Mid GTX Mens Climbing Shoes Classic Brown : 10.5 D - Medium, Leather

Delivery: free

$260.00

Zappos

Ariat

Rebar Wedge Moc Toe 6 Waterproof Composite Toe Work Boots Mens Work Boots Distressed Brown : 7.5 D - Medium, Leather

Delivery: free

$189.95

Zappos

Ariat

Longview Shock Shield 8 Waterproof Composite Toe Work Boots Mens Work Boots Copper Brown : 11.5 D - Medium, Leather

Delivery: free

$209.95

Zappos

Men's Leather Winter Shoes

Men's Leather Winter Shoes

Men's Leather Winter Shoes

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Men's Leather Winter Shoes

Men's Leather Winter Shoes

Men's Leather Winter Shoes

This season’s trends

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