Men's Boots & Chukkas

Displaying 275 items
Costume National GREY Stretch Knit Sock Boots
Costume National
$475.00
$139.97
71% Off
Nettleton TAUPE Suede Chelsea Boots
Nettleton
$595.00
$199.99
66% Off
Ben Sherman BLACK Omega Chukka Boots
Ben Sherman
$110.00
$49.99
55% Off
G.H. Bass & Co. Factory Outlet BLACK Broker Leather Boot
Comparable Value
$145.00-$170.00
$109.99
Up to 35% Off
COLE HAAN GRAND OS WOODBURY Zerogrand Hiker II Leather Boots
New!
COLE HAAN GRAND OS
$300.00
$159.99
47% Off
John Varvatos Star U.S.A. ESPRESSO Star Leather Chelsea Boots
John Varvatos Star U.S.A.
$298.00
$149.99
50% Off
The Frye Company BLACK Bryant Lace Up
New!
The Frye Company
$328.00
$199.00
39% Off
Diesel SUNSHINE Leather Hiking Boots
Diesel
$248.00
$129.99
48% Off
Karl Lagerfeld Paris BLACK Leather & Textile Hiker Boots
Karl Lagerfeld Paris
$325.00
$169.99
48% Off
The Frye Company ASH Emory Chukka
New!
The Frye Company
$268.00
$169.00
37% Off
The Frye Company BLACK Scout Boot
New!
The Frye Company
$278.00
$159.00
43% Off
Ben Sherman TAN Brent Leather Boots
Ben Sherman
$150.00
$79.99
47% Off
Bruno Magli DARK BROWN Leather Chelsea Boots
Bruno Magli
$460.00-$480.00
$219.99
Up to 54% Off
Steve Madden BLACK Leather Buckle Boots
Steve Madden
$140.00
$99.99
29% Off
Cole Haan BLACK Nantucket Leather Boots
Cole Haan
$250.00
$139.99
44% Off
Cole Haan SLATE BLUE Zerogrand Suede Boots
Cole Haan
$250.00
$119.99
52% Off
COLE HAAN GRAND OS BLACK ZeroGrand Rugged Leather Chukka Boots
COLE HAAN GRAND OS
$300.00
$139.99
53% Off
G.H. Bass & Co. Factory Outlet DARK BROWN Hendrick Chelsea Boot
New!
Comparable Value
$150.00
$129.99
13% Off
The Frye Company TAN MULTI Scout Boot
New!
The Frye Company
$278.00
$159.00
43% Off
The Frye Company DARK ASH Bowery Chukka
New!
The Frye Company
$328.00
$229.00
30% Off
To Boot New York BLACK Brighton Chelsea Boots
To Boot New York
$425.00
$199.99
53% Off
The Frye Company BLACK Jackson Chelsea
New!
The Frye Company
$139.00
$99.00
29% Off
The Frye Company BLACK Jackson Chukka
New!
The Frye Company
$129.00
$99.00
23% Off
Roberto Cavalli CUOTMORO Chelsea Leather Boots
Roberto Cavalli
$585.00
$249.99
57% Off
Mezlan BROWN Brogue Leather Boots
Mezlan
$450.00
$229.99
49% Off
Bruno Magli BLACK Fedro Leather & Suede Wingtip Boots
New!
Bruno Magli
$520.00
$229.99
56% Off