Men's Boots & Chukkas

Displaying 283 items
Costume National GREY Stretch Knit Sock Boots
Costume National
$475.00
$139.99
71% Off
The Frye Company STONE Holden Chukka
The Frye Company
$328.00
$199.00
39% Off
Swims GREY Motion Chukka Boots
Swims
$250.00
$119.99
52% Off
Pajar Canada COGNAC NAVY Pete Lace Up Boots
Pajar Canada
$165.00
$69.97
58% Off
Karl Lagerfeld Paris BLACK Leather Chelsea Boots
Karl Lagerfeld Paris
$375.00
$119.99
68% Off
Karl Lagerfeld Paris COGNAC Buckled Leather Ankle Boots
Karl Lagerfeld Paris
$375.00-$450.00
$129.99
Up to 71% Off
Pajar Canada BROWN Larry Suede Hiking Boots
Pajar Canada
$185.00
$49.97-$52.97
Up to 73% Off
Roberto Cavalli CAMEL Suede Chelsea Boots
New!
Roberto Cavalli
$675.00
$249.99
63% Off
Magnanni COGNAC Double Monk Strap Leather Boots
New!
Magnanni
$475.00
$229.99
52% Off
Steve Madden TAUPE Ladder Eye Chukka Boots
Steve Madden
$85.00
$31.97
62% Off
Original Penguin SHIITAKE Monty Leather Chukka Boots
Original Penguin
$185.00
$99.99
46% Off
Saks Fifth Avenue COGNAC Brickley Suede Chelsea Boots
Saks Fifth Avenue
$398.00
$135.99
66% Off
Bruno Magli DARK BROWN Leather Chelsea Boots
Bruno Magli
$460.00-$480.00
$219.99
Up to 54% Off
Original Penguin BROWN Lex Leather Ankle Boots
Original Penguin
$170.00
$54.97
68% Off
Saks Fifth Avenue BLACK Suede Wingtip Boots
Saks Fifth Avenue
$398.00
$135.99
66% Off
The Frye Company STONE Essex Chukka
The Frye Company
$258.00
$129.00
50% Off
G.H. Bass & Co. Factory Outlet CHOCOLATE Louie Duck Boot
Comparable Value
$130.00
$84.99
35% Off
Massimo Matteo TAN Buckled Leather Chelsea Boots
Massimo Matteo
$295.00-$325.00
$104.99-$149.99
Up to 68% Off
Nautica TRUE BLACK Madryn Boots
$70.00
$52.50
25% Off
Diesel SUNSHINE Leather Hiking Boots
Diesel
$248.00
$129.99
48% Off
Roberto Cavalli CUOTMORO Chelsea Leather Boots
Roberto Cavalli
$585.00
$249.99
57% Off
UGG Australia GREY Maksim Suede & UGGpure Chukkas
UGG Australia
$125.00
$39.97-$44.97
Up to 68% Off
Saks Fifth Avenue BLACK Kitten Heel Back Zip Booties
Saks Fifth Avenue
$159.99
$49.97-$69.97
Up to 69% Off
Aquatalia BLACK Waterproof Leather Boots
Aquatalia
$595.00
$249.99
58% Off
Aquatalia BURGUNDY Waterproof Leather Boots
Aquatalia
$595.00
$249.99
58% Off
Kenneth Cole New York COGNAC Class 2.0 Leather Ankle Boots
New!
Kenneth Cole New York
$175.00
$99.99
43% Off
The Frye Company CHARCOAL MULTI Explorer Chukka
The Frye Company