Phone
Call
1 (888) 200 - 8414
Mon - Fri: 8:00 AM - Midnight ET
Sat - Sun: 8:00 AM - 11:00 PM ET
FREE shipping and FREE exchanges. every day. no minimum.
0 Cart
Loading...
Your cart is currently unavailable
Loading...
Advanced search is currently unavailable

Leather Mens Ankle Boots

1-36 of 430 results
 1 2 3 4 5 
Sort by
Display
Florsheim Casey Gore Boot (Men's)
Florsheim Casey Gore Boot (Men's)
Florsheim Casey Gore Boot (Men's)
Florsheim Casey Gore Boot (Men's)
New!
Sale
Florsheim Casey Gore Boot(
Men's) -
Black Leather
Florsheim Casey Gore Boot(
Men's) -
Brown Leather
Florsheim Casey Gore Boot(
Men's) -
Cognac Leather
$119.95
Dr. Martens Jadon 8-Eye Boot
Dr. Martens Jadon 8-Eye Boot
Dr. Martens Jadon 8-Eye Boot
New!
Sale
Dr. Martens Jadon 8-Eye Boot -
Black Polished Smooth
Dr. Martens Jadon 8-Eye Boot -
Cherry Red Polished Smooth
$169.95
Clarks Wallabee Boot (Men's)
Clarks Wallabee Boot (Men's)
Clarks Wallabee Boot (Men's)
Clarks Wallabee Boot (Men's)
Clarks Wallabee Boot (Men's)
Clarks Wallabee Boot (Men's)
Clarks Wallabee Boot (Men's)
New!
Sale
Clarks Wallabee Boot(
Men's) -
Beeswax/Beeswax Leather
Clarks Wallabee Boot(
Men's) -
Black/Black Leather
Clarks Wallabee Boot(
Men's) -
Black/Black Suede
Clarks Wallabee Boot(
Men's) -
Dark Brown Suede
Clarks Wallabee Boot(
Men's) -
Maple Suede
Clarks Wallabee Boot(
Men's) -
Rust Leather
$127.95 - $139.95
$140.00 up to 9% off
Blundstone Original 500 Series Boot
Blundstone Original 500 Series Boot
Blundstone Original 500 Series Boot
Blundstone Original 500 Series Boot
Blundstone Original 500 Series Boot
Blundstone Original 500 Series Boot
Blundstone Original 500 Series Boot
Blundstone Original 500 Series Boot
New!
Sale
Blundstone Original 500 Series Boot -
Black
Blundstone Original 500 Series Boot -
Black/Grey Gore
Blundstone Original 500 Series Boot -
Brown/Multi
Blundstone Original 500 Series Boot -
Stout Brown
Blundstone Original 500 Series Boot -
Stout Brown/Burnt Orange
Blundstone Original 500 Series Boot -
Stout Brown/Olive Gore
Blundstone Original 500 Series Boot -
Stout Brown/Orange Gore
$169.95
Clarks Desert Boot (Men's)
Clarks Desert Boot (Men's)
Clarks Desert Boot (Men's)
Clarks Desert Boot (Men's)
Clarks Desert Boot (Men's)
Clarks Desert Boot (Men's)
Clarks Desert Boot (Men's)
Clarks Desert Boot (Men's)
Clarks Desert Boot (Men's)
Clarks Desert Boot (Men's)
Clarks Desert Boot (Men's)
Clarks Desert Boot (Men's)
New!
Sale
Clarks Desert Boot(
Men's) -
Amber Gold
Clarks Desert Boot(
Men's) -
Beeswax
Clarks Desert Boot(
Men's) -
Black Smooth
Clarks Desert Boot(
Men's) -
Brown
Clarks Desert Boot(
Men's) -
Green Leather
Clarks Desert Boot(
Men's) -
Navy Leather
Clarks Desert Boot(
Men's) -
New Black Suede
Clarks Desert Boot(
Men's) -
Rust Leather
Clarks Desert Boot(
Men's) -
Sand Somerset
Clarks Desert Boot(
Men's) -
Taupe Distressed Suede
Clarks Desert Boot(
Men's) -
Terracotta Suede
$129.95
Merrell All Out Blaze Vent Mid Waterproof Hiking Boot (Men's)
Merrell All Out Blaze Vent Mid Waterproof Hiking Boot (Men's)
Merrell All Out Blaze Vent Mid Waterproof Hiking Boot (Men's)
Merrell All Out Blaze Vent Mid Waterproof Hiking Boot (Men's)
Merrell All Out Blaze Vent Mid Waterproof Hiking Boot (Men's)
Merrell All Out Blaze Vent Mid Waterproof Hiking Boot (Men's)
New!
Sale
Merrell All Out Blaze Vent Mid Waterproof Hiking Boot(
Men's) -
Merrell Tan
New
Merrell All Out Blaze Vent Mid Waterproof Hiking Boot(
Men's) -
Sodalite
New
Merrell All Out Blaze Vent Mid Waterproof Hiking Boot(
Men's) -
Burnt Maple
Merrell All Out Blaze Vent Mid Waterproof Hiking Boot(
Men's) -
Grey
Merrell All Out Blaze Vent Mid Waterproof Hiking Boot(
Men's) -
Olive
$149.95
Dr. Martens 1460 8-Eye Boot (Men's)
Dr. Martens 1460 8-Eye Boot (Men's)
Dr. Martens 1460 8-Eye Boot (Men's)
Dr. Martens 1460 8-Eye Boot (Men's)
Dr. Martens 1460 8-Eye Boot (Men's)
Dr. Martens 1460 8-Eye Boot (Men's)
Dr. Martens 1460 8-Eye Boot (Men's)
Dr. Martens 1460 8-Eye Boot (Men's)
Dr. Martens 1460 8-Eye Boot (Men's)
New!
Sale
Dr. Martens 1460 8-Eye Boot(
Men's) -
Aztec Crazy Horse
Dr. Martens 1460 8-Eye Boot(
Men's) -
Bark Grizzly
Dr. Martens 1460 8-Eye Boot(
Men's) -
Cherry Red Arcadia
Sale
Dr. Martens 1460 8-Eye Boot(
Men's) -
Black Smooth
Dr. Martens 1460 8-Eye Boot(
Men's) -
Black Nappa
Dr. Martens 1460 8-Eye Boot(
Men's) -
Cherry Red Smooth
Dr. Martens 1460 8-Eye Boot(
Men's) -
Green Smooth
Dr. Martens 1460 8-Eye Boot(
Men's) -
White Smooth
$124.95 - $134.95
$125.00 - $135.00 up to 7% off
Dr. Martens 1460 8-Eye Boot 509566
Dr. Martens 1460 8-Eye Boot 509566
Dr. Martens 1460 8-Eye Boot 509566
Dr. Martens 1460 8-Eye Boot 509566
Dr. Martens 1460 8-Eye Boot 509566
Dr. Martens 1460 8-Eye Boot 509566
Dr. Martens 1460 8-Eye Boot 509566
Dr. Martens 1460 8-Eye Boot 509566
Dr. Martens 1460 8-Eye Boot 509566
Dr. Martens 1460 8-Eye Boot 509566
New!
Sale
Dr. Martens 1460 8-Eye Boot 509566 -
Black Ajax
Dr. Martens 1460 8-Eye Boot 509566 -
Black Greasy
Sale
Dr. Martens 1460 8-Eye Boot 509566 -
Black Python
Sale
Dr. Martens 1460 8-Eye Boot 509566 -
Black Smooth Mono
Sale
Dr. Martens 1460 8-Eye Boot 509566 -
Cherry Red Smooth
Sale
Dr. Martens 1460 8-Eye Boot 509566 -
Grey Python
Sale
Dr. Martens 1460 8-Eye Boot 509566 -
Navy Smooth Leather
Sale
Dr. Martens 1460 8-Eye Boot 509566 -
Union Jack/Black Smooth
Sale
Dr. Martens 1460 8-Eye Boot 509566 -
White Smooth Mono
$99.95 - $129.95
$125.00 - $135.00 up to 26% off
Eastland Brooklyn (Men's)
Eastland Brooklyn (Men's)
Eastland Brooklyn (Men's)
New!
Sale
Eastland Brooklyn(
Men's) -
Black Leather
Sale
Eastland Brooklyn(
Men's) -
Burgundy Leather
Sale
$62.00
$115.00 46% off
Giorgio Brutini Genuine Kidskin 80575 (Men's)
Giorgio Brutini Genuine Kidskin 80575 (Men's)
Giorgio Brutini Genuine Kidskin 80575 (Men's)
Giorgio Brutini Genuine Kidskin 80575 (Men's)
Giorgio Brutini Genuine Kidskin 80575 (Men's)
Giorgio Brutini Genuine Kidskin 80575 (Men's)
New!
Sale
Giorgio Brutini Genuine Kidskin 80575(
Men's) -
Black
Giorgio Brutini Genuine Kidskin 80575(
Men's) -
Cream
Giorgio Brutini Genuine Kidskin 80575(
Men's) -
Dark Brown
Giorgio Brutini Genuine Kidskin 80575(
Men's) -
Navy
Giorgio Brutini Genuine Kidskin 80575(
Men's) -
Red
$84.95
Bacco Bucci Graz Ankle Boot (Men's)
Bacco Bucci Graz Ankle Boot (Men's)
Bacco Bucci Graz Ankle Boot (Men's)
New!
Sale
Bacco Bucci Graz Ankle Boot(
Men's) -
Grey Calfskin
Sale
Bacco Bucci Graz Ankle Boot(
Men's) -
Tan Calfskin
Sale
$169.95
$295.00 42% off
Merrell Moab Rover Mid Waterproof Boot (Men's)
Merrell Moab Rover Mid Waterproof Boot (Men's)
Merrell Moab Rover Mid Waterproof Boot (Men's)
Merrell Moab Rover Mid Waterproof Boot (Men's)
Merrell Moab Rover Mid Waterproof Boot (Men's)
New!
Sale
Merrell Moab Rover Mid Waterproof Boot(
Men's) -
Black
Merrell Moab Rover Mid Waterproof Boot(
Men's) -
Castle Rock
Merrell Moab Rover Mid Waterproof Boot(
Men's) -
Espresso
Merrell Moab Rover Mid Waterproof Boot(
Men's) -
Merrell Tan
$139.95
Blundstone Super 550 Series Boot
Blundstone Super 550 Series Boot
Blundstone Super 550 Series Boot
Blundstone Super 550 Series Boot
Blundstone Super 550 Series Boot
Blundstone Super 550 Series Boot
Blundstone Super 550 Series Boot
Blundstone Super 550 Series Boot
Blundstone Super 550 Series Boot
Blundstone Super 550 Series Boot
Blundstone Super 550 Series Boot
Blundstone Super 550 Series Boot
Blundstone Super 550 Series Boot
Blundstone Super 550 Series Boot
New!
Sale
Blundstone Super 550 Series Boot -
Black
Blundstone Super 550 Series Boot -
Black/Red Gore/Red Sole
Blundstone Super 550 Series Boot -
Brown Crazy Horse
Blundstone Super 550 Series Boot -
Burgundy
Blundstone Super 550 Series Boot -
Moss/Olive Suede
Blundstone Super 550 Series Boot -
Navy
Blundstone Super 550 Series Boot -
Rustic Black
Blundstone Super 550 Series Boot -
Rustic Brown
Blundstone Super 550 Series Boot -
Rustic Brown/Brown Gore/Gum Sole
Blundstone Super 550 Series Boot -
Steel Grey/Black Gore
Blundstone Super 550 Series Boot -
Stout Brown/Olive
Blundstone Super 550 Series Boot -
Walnut
Blundstone Super 550 Series Boot -
Wheat/Brown Gore/Gum Sole
$179.95
Keen Tyretread Waterproof Chelsea Boot (Men's)
Keen Tyretread Waterproof Chelsea Boot (Men's)
Keen Tyretread Waterproof Chelsea Boot (Men's)
New!
Sale
Keen Tyretread Waterproof Chelsea Boot(
Men's) -
Black
Sale
Keen Tyretread Waterproof Chelsea Boot(
Men's) -
Peanut
$104.95 - $139.95
$140.00 up to 25% off
Propet Ridge Walker Hiking Boot (Men's)
Propet Ridge Walker Hiking Boot (Men's)
Propet Ridge Walker Hiking Boot (Men's)
New!
Sale
Propet Ridge Walker Hiking Boot(
Men's) -
Black Suede/Mesh
New
Propet Ridge Walker Hiking Boot(
Men's) -
Brown Suede/Mesh
New
$94.95
Dr. Martens Heritage Ironbridge Steel Toe 8 Tie Boot
Dr. Martens Heritage Ironbridge Steel Toe 8 Tie Boot
Dr. Martens Heritage Ironbridge Steel Toe 8 Tie Boot
New!
Sale
Dr. Martens Heritage Ironbridge Steel Toe 8 Tie Boot -
Black Industrial Grizzly
Sale
Dr. Martens Heritage Ironbridge Steel Toe 8 Tie Boot -
Teak Industrial Trailblazer
Sale
$125.95
$145.00 13% off
Florsheim Essex (Men's)
Florsheim Essex (Men's)
Florsheim Essex (Men's)
New!
Sale
Florsheim Essex(
Men's) -
Black
Florsheim Essex(
Men's) -
Dark Cherry
$129.95
Dr. Martens 2976 Chelsea Boot
Dr. Martens 2976 Chelsea Boot
Dr. Martens 2976 Chelsea Boot
Dr. Martens 2976 Chelsea Boot
Dr. Martens 2976 Chelsea Boot
Dr. Martens 2976 Chelsea Boot
Dr. Martens 2976 Chelsea Boot
Dr. Martens 2976 Chelsea Boot
Dr. Martens 2976 Chelsea Boot
New!
Sale
Dr. Martens 2976 Chelsea Boot -
Grey Mare Waterproof Hi Suede
New
Dr. Martens 2976 Chelsea Boot -
Khaki Waterproof Hi Suede
New
Dr. Martens 2976 Chelsea Boot -
Aztec Rugged Crazy Horse
Dr. Martens 2976 Chelsea Boot -
Black Inuck
Dr. Martens 2976 Chelsea Boot -
Black Smooth
Dr. Martens 2976 Chelsea Boot -
Cherry Red Smooth
Dr. Martens 2976 Chelsea Boot -
Milkshake Waterproof Hi Suede
New
Dr. Martens 2976 Chelsea Boot -
Navy Waterproof Hi Suede
New
$129.95 - $144.95
Florsheim Duke (Men's)
Florsheim Duke (Men's)
Florsheim Duke (Men's)
New!
Sale
Florsheim Duke(
Men's) -
Cavello Kid Black
Florsheim Duke(
Men's) -
Cavello Kid Cognac
$134.95
Stacy Adams Madison 00015 (Men's)
Stacy Adams Madison 00015 (Men's)
Stacy Adams Madison 00015 (Men's)
Stacy Adams Madison 00015 (Men's)
Stacy Adams Madison 00015 (Men's)
Stacy Adams Madison 00015 (Men's)
New!
Sale
Stacy Adams Madison 00015(
Men's) -
Black Kidskin
Stacy Adams Madison 00015(
Men's) -
Brown Kidskin
Stacy Adams Madison 00015(
Men's) -
Steel Grey Kidskin
Stacy Adams Madison 00015(
Men's) -
Taupe Kidskin Leather
Stacy Adams Madison 00015(
Men's) -
White Kidskin Leather
$134.95
Blundstone Dress Series Boot
Blundstone Dress Series Boot
Blundstone Dress Series Boot
Blundstone Dress Series Boot
Blundstone Dress Series Boot
Blundstone Dress Series Boot
Blundstone Dress Series Boot
Blundstone Dress Series Boot
New!
Sale
Blundstone Dress Series Boot -
Black
Blundstone Dress Series Boot -
Brown
Blundstone Dress Series Boot -
Brown Crazy Horse
Blundstone Dress Series Boot -
Burgundy
Blundstone Dress Series Boot -
Rustic Black
Blundstone Dress Series Boot -
Rustic Brown
Blundstone Dress Series Boot -
Rustic Brown Brogue
$174.95
Rockport Charson Lace Up Ankle Boot (Men's)
Rockport Charson Lace Up Ankle Boot (Men's)
Rockport Charson Lace Up Ankle Boot (Men's)
Rockport Charson Lace Up Ankle Boot (Men's)
New!
Sale
Rockport Charson Lace Up Ankle Boot(
Men's) -
Black Leather
Rockport Charson Lace Up Ankle Boot(
Men's) -
Chocolate Leather
Rockport Charson Lace Up Ankle Boot(
Men's) -
Dark Brown Leather
Sale
$109.95 - $139.95
$140.00 up to 21% off
Johnston & Murphy Copeland Chukka Boot (Men's)
Johnston & Murphy Copeland Chukka Boot (Men's)
Johnston & Murphy Copeland Chukka Boot (Men's)
Johnston & Murphy Copeland Chukka Boot (Men's)
Johnston & Murphy Copeland Chukka Boot (Men's)
Johnston & Murphy Copeland Chukka Boot (Men's)
Johnston & Murphy Copeland Chukka Boot (Men's)
New!
Sale
Johnston & Murphy Copeland Chukka Boot(
Men's) -
Black Tumbled Full Grain Leather
Johnston & Murphy Copeland Chukka Boot(
Men's) -
Camel Suede
Johnston & Murphy Copeland Chukka Boot(
Men's) -
Dark Gray Suede
Johnston & Murphy Copeland Chukka Boot(
Men's) -
Navy Suede
Johnston & Murphy Copeland Chukka Boot(
Men's) -
Red Brown Oiled Full Grain Leather
Johnston & Murphy Copeland Chukka Boot(
Men's) -
Tan Oiled Full Grain
$149.95
Mark Nason Skechers Rangpuk Boot (Men's)
Mark Nason Skechers Rangpuk Boot (Men's)
Mark Nason Skechers Rangpuk Boot (Men's)
New!
Sale
Mark Nason Skechers Rangpuk Boot(
Men's) -
Black
Sale
Mark Nason Skechers Rangpuk Boot(
Men's) -
Desert
Sale
$66.45
$110.00 - $114.00 up to 42% off
Propet Village Walker Mid (Men's)
Propet Village Walker Mid (Men's)
Propet Village Walker Mid (Men's)
New!
Sale
Propet Village Walker Mid(
Men's) -
Black Grain
Sale
Propet Village Walker Mid(
Men's) -
Brown Grain
Sale
$99.95
$109.95 9% off
Giorgio Brutini Italian Calf 15548 (Men's)
Giorgio Brutini Italian Calf 15548 (Men's)
Giorgio Brutini Italian Calf 15548 (Men's)
Giorgio Brutini Italian Calf 15548 (Men's)
New!
Sale
Giorgio Brutini Italian Calf 15548(
Men's) -
Black
Giorgio Brutini Italian Calf 15548(
Men's) -
Brown
Giorgio Brutini Italian Calf 15548(
Men's) -
Red
$89.95
Related Products
Put some style fizz into your look with the Mark Nason SKECHERS Tonic boot. Smooth premium leather upper in a ...
The premiere boot for the hunter, the 4xAlpha Boot is waterproof, breathable, insulated and flexible. Natural waterproof hand-laid rubber over ...
Handsewn by skilled shoemakers using a traditional true moccasin construction. Premium heavyweight upper and rawhide laces. Leather-lined, padded OrthoLite® comfort ...