Men's Boots & Chukkas

Displaying 272 items
Jo Ghost BROWN Lizard-Embossed Leather Boots
New!
Jo Ghost
$525.00
$249.99
52% Off
Cole Haan SLATE BLUE Zerogrand Suede Boots
Cole Haan
$250.00
$119.99
52% Off
Roberto Cavalli CUOTMORO Chelsea Leather Boots
Roberto Cavalli
$585.00
$249.99
57% Off
Roberto Cavalli BLACK Wingtip Pebbled-Leather Combat Boots
New!
Roberto Cavalli
$665.00
$269.99
59% Off
Pajar Canada DARK NIGHT Larry Suede Hiking Boots
Pajar Canada
$185.00
$52.97
71% Off
Roberto Cavalli BLACK Side Buckle Leather Boots
New!
Roberto Cavalli
$720.00
$249.99
65% Off
Giuseppe Zanotti LAVA Cap-Toe Chelsea Boots
Giuseppe Zanotti
$995.00
$499.99
50% Off
Ben Sherman NAVY BLUE Omega Chukka Boots
New!
Ben Sherman
$130.00
$59.99
54% Off
Ben Sherman DARK BROWN Gabe Leather Chukka Boots
New!
Ben Sherman
$130.00
$69.99
46% Off
Bruno Magli ROASTED DARK BROWN Cardone Leather & Suede Boots
New!
Bruno Magli
$520.00
$229.99
56% Off
To Boot New York BROWN Franklin Leather Chukka Boots
New!
To Boot New York
$350.00
$126.99
64% Off
Karl Lagerfeld Paris COGNAC Leather Chelsea Boots
Karl Lagerfeld Paris
$375.00
$119.99
68% Off
The Frye Company BLACK Jackson Chukka
New!
The Frye Company
$129.00
$99.00
23% Off
The Frye Company TAN MULTI Scout Boot
New!
The Frye Company
$278.00
$159.00
43% Off
The Frye Company BLACK Jackson Chelsea
New!
The Frye Company
$139.00
$99.00
29% Off
The Frye Company CARAMEL Bryant Lace Up
New!
The Frye Company
$328.00
$199.00
39% Off
The Frye Company BLACK Scout Boot
New!
The Frye Company
$278.00
$159.00
43% Off
John Varvatos Star U.S.A. CHARCOAL Star Leather Chelsea Boots
John Varvatos Star U.S.A.
$298.00
$149.99
50% Off
The Frye Company BLACK MULTI Scout Boot
The Frye Company
$278.00
$159.00
43% Off
Calvin Klein BLACK Gideon Leather Chelsea Boots
New!
Calvin Klein
$149.00
$89.99
40% Off
Steve Madden BLACK Irving Chelsea Boots
New!
Steve Madden
$120.00
$79.99
33% Off
Saks Fifth Avenue BLACK Rimini Eye Leather Chukka Boots
Saks Fifth Avenue
$200.00
$99.99
50% Off
Pajar Canada BLACK Tour Waterproof Leather Boots
Pajar Canada
$175.00
$104.99
40% Off
The Frye Company COGNAC Essex Chelsea Shearling
The Frye Company
$298.00
$109.00
63% Off
Magnanni COGNAC Chelsea Boots
Magnanni
$395.00
$229.99
42% Off
Steve Madden BLACK Leather Buckle Boots
Steve Madden
$140.00
$99.99
29% Off
Ben Sherman TAN Brent Leather Boots
Ben Sherman
$150.00
$79.99
47% Off
Steve Madden COGNAC Yearn Leather Chelsea Boots
Steve Madden
$140.00
$99.99
29% Off
Karl Lagerfeld Paris BLACK Leather & Textile Hiker Boots
Karl Lagerfeld Paris
$325.00
$169.99
48% Off
Kenneth Cole New York COGNAC Class 2.0 Leather Ankle Boots
Kenneth Cole New York
$175.00
$99.99
43% Off
Roberto Cavalli CAMEL Suede Chelsea Boots
Roberto Cavalli
$675.00
$249.99
63% Off
Saks Fifth Avenue BURGUNDY COLLECTION Hiking Boots
New!
Saks Fifth Avenue
$648.00
$171.99
73% Off
Pajar Canada BROWN Tour Waterproof Leather Boots
Pajar Canada
$175.00
$104.99
40% Off
Original Penguin TAN Monty Leather Chukka Boots
Original Penguin
$185.00
$99.99
46% Off
Original Penguin SHIITAKE Monty Leather Chukka Boots
Original Penguin
$185.00
$99.99
46% Off
Karl Lagerfeld Paris BLACK Faux Fur-Lined Leather Boots
Karl Lagerfeld Paris
$400.00
$129.99
68% Off