Men's Boots & Chukkas

Displaying 471 items
U.S. Polo Assn. BLACK Camo Boot
$49.99
$29.99
40% Off
U.S. Polo Assn. BROWN TRINDLE Trindle Boot
$45.00
$29.99
33% Off
U.S. Polo Assn. BLACK PERRY Perry Boot
$45.00
$29.99
33% Off
M by Bruno Magli BLACK M by Bruno Magli Fedro Leather Boot
M by Bruno Magli
$498.00
$249.99
50% Off
Antonio Maurizi BROWN Antonio Maurizi Apron Leather Boot
Antonio Maurizi
$535.00
$199.00
63% Off
Antonio Maurizi BLACK Antonia Maurizi Suede Boot
Antonio Maurizi
$535.00
$199.00
63% Off
Antonio Maurizi GREY Antonio Maurizi Leather Boot
Antonio Maurizi
$535.00
$185.99
65% Off
Antonio Maurizi BROWN Antonio Maurizi Suede Chelsea Boot
Antonio Maurizi
$535.00
$289.99
46% Off
Antonio Maurizi BROWN Antonio Maurizi Double Monk Leather Boot
Antonio Maurizi
$535.00
$210.00
61% Off
Antonio Maurizi BROWN Antonio Maurizi Suede Boot
Antonio Maurizi
$535.00
$289.99
46% Off
Warfield & Grand BROWN Warfield & Grand Keystone Suede Boot
Warfield & Grand
$225.00
$55.99
75% Off
Warfield & Grand BROWN Warfield & Grand Copper Leather Boot
Warfield & Grand
$235.00
$95.99
59% Off
Ben Sherman BROWN Ben Sherman Luke Leather Boot
Ben Sherman
$145.00
$49.99
66% Off
Warfield & Grand BROWN Warfield & Grand Peek Suede Boot
Warfield & Grand
$235.00
$79.99
66% Off
Rush by Gordon Rush BLACK Rush By Gordon Rush Leather Boot
Rush by Gordon Rush
$265.00
$89.99
66% Off
Rush by Gordon Rush BROWN Rush By Gordon Rush Leather Boot
Rush by Gordon Rush
$275.00
$119.99
56% Off
Rush by Gordon Rush BROWN Rush By Gordon Rush Leather Boot
Rush by Gordon Rush
$260.00
$119.99
54% Off
Rush by Gordon Rush BLACK Rush By Gordon Rush Leather Boot
Rush by Gordon Rush
$275.00
$65.99
76% Off
Rush by Gordon Rush BLACK Rush By Gordon Rush Leather Boot
Rush by Gordon Rush
$260.00
$89.99
65% Off
Rush by Gordon Rush BROWN Rush By Gordon Rush Leather & Suede Boot
Rush by Gordon Rush
$275.00
$99.00
64% Off
Rush by Gordon Rush BROWN Rush By Gordon Rush Leather Boot
Rush by Gordon Rush
$280.00
$129.99
54% Off
Frye RED Frye Jacob Boot
Frye
$378.00
$179.99
52% Off
Frye RED Frye Torino Leather Workboot
Frye
$428.00
$179.99
58% Off
Allen Edmonds BLACK Allen Edmonds Tate Chelsea Leather Boot
Allen Edmonds
$345.00
$199.99
42% Off
Allen Edmonds BEIGE Allen Edmonds Driggs Chuka Leather Loafer
Allen Edmonds
$295.00
$179.99
39% Off
Allen Edmonds BROWN Allen Edmonds Rainier Leather Boot
Allen Edmonds
$445.00
$179.99
60% Off
Allen Edmonds BROWN Allen Edmonds Rafael Leather Boot
Allen Edmonds
$495.00
$219.99
56% Off
Harry's of London BLACK Harry's of London Alex Leather Boot
Harry's of London
$695.00
$219.99
68% Off
Allen Edmonds BROWN Allen Edmonds Tate Chukka Leather Boot
Allen Edmonds
$325.00
$119.99
63% Off
SAINT LAURENT BLACK Saint Laurent Wyatt Jodhpur Leather Boot
SAINT LAURENT
$995.00
$799.99
20% Off
Mezlan BLACK Mezlan Suede & Leather Boot
Mezlan
$425.00
$249.99
41% Off
Donald Pliner BEIGE Donald Pliner Matty Suede Boot
Donald Pliner
$195.00
$89.99
54% Off
Donald Pliner BLACK Donald Pliner Matty Suede Boot
Donald Pliner
$195.00
$89.99
54% Off
Donald Pliner BROWN Donald Pliner Pavel Leather Boot
Donald Pliner
$285.00
$139.99
51% Off
Donald Pliner BROWN Donald Pliner Matty Suede Boot
Donald Pliner
$285.00
$139.99
51% Off
Donald Pliner BROWN Donald Pliner Pavel Suede Boot
Donald Pliner
$285.00
$139.99
51% Off
Donald Pliner BLACK Donald Pliner Mark Leather Boot
Donald Pliner
$295.00
$39.00
87% Off
UGG Australia BLACK UGG Classic Suede Short Boot
UGG Australia
$170.00
$135.99
20% Off
Frye BEIGE Frye Campus Leather Boot
Frye
$458.00
$279.99
39% Off
Frye BEIGE Frye Paul Suede Boot
Frye
$298.00
$169.99
43% Off
Frye BLACK Frye Tyler Chelsea Boot
Frye
$328.00
$169.99
48% Off
Donald Pliner GREY Donald Pliner Mark Leather Boot
Donald Pliner
$295.00
$135.00
54% Off
UGG Australia GREY UGG Neumel Chukka Boot
UGG Australia
$130.00
$105.99
18% Off
Salvatore Ferragamo BROWN Salvatore Ferramo Darian Leather Ankle Boot
Salvatore Ferragamo
$895.00
$500.00
44% Off
Salvatore Ferragamo BLACK Salvatore Ferragamo Twist Gancini Leather Ankle Boot
Salvatore Ferragamo
$1,090.00
$759.99
30% Off
Frye BROWN Frye Jones Leather Boot
Frye
$348.00
$199.99
43% Off
UGG Australia BROWN UGG Neumel Suede Boot
UGG Australia
$130.00
$105.99
18% Off
UGG Australia BLACK UGG Zetik Waterproof Leather Boot
UGG Australia
$115.00
$89.99
22% Off
Salvatore Ferragamo BLUE Salvatore Ferragamo Suede Boot
Salvatore Ferragamo
$660.00
$179.99
73% Off
Warfield & Grand BLACK Warfield & Grand Essex Leather Boot
Warfield & Grand
$235.00
$85.99
63% Off
Ben Sherman BROWN Ben Sherman Luke Leather Boot
Ben Sherman
$145.00
$49.99
66% Off
Frye BROWN Frye Terra Leather Boot
Frye
$298.00
$95.99
68% Off
M by Bruno Magli BLACK M by Bruno Magli Val Leather & Mesh Boot
M by Bruno Magli
$520.00
$179.99
65% Off
Jared Lang BLACK Jared Lang Leather Wingtip Boot
Jared Lang
$299.00
$75.99
75% Off
M by Bruno Magli GREY M by Bruno Magli Cortino Leather Boot
M by Bruno Magli
$500.00
$225.99
55% Off
Antonio Maurizi BROWN Antonio Maurizi Suede Boot
Antonio Maurizi
$525.00
$149.99
71% Off
Antonio Maurizi BLACK Antonio Maurizi Leather Boot
Antonio Maurizi
$535.00
$199.00
63% Off
Antonio Maurizi BROWN Antonio Maurizi Leather Boot
Antonio Maurizi
$535.00
$210.00
61% Off
Antonio Maurizi BROWN Antonio Maurizi Alpine Leather Boot
Antonio Maurizi
$595.00
$235.99
60% Off
Antonio Maurizi BROWN Antonio Maurizi Suede Chelsea Boot
Antonio Maurizi
$535.00
$239.99
55% Off
Warfield & Grand BLACK Warfield & Grand Crest Leather Boot
Warfield & Grand
$235.00
$95.99
59% Off
Warfield & Grand BLACK Warfield & Grand Harding Leather Boot
Warfield & Grand
$225.00
$69.99
69% Off
Warfield & Grand BLACK Warfield & Grand Market Leather Boot
Warfield & Grand
$235.00
$99.99
57% Off
Ben Sherman BROWN Ben Sherman Luke Suede Boot
Ben Sherman
$145.00
$79.99
45% Off
Frye RED Frye Greyson Leather Boot
Frye
$428.00
$119.99
72% Off
Warfield & Grand BEIGE Warfield & Grand Harding Leather Boot
Warfield & Grand
$225.00
$115.99
48% Off
L'Unica Cosa BLACK L'Unica Cosa Leather Chelsea Boot
L'Unica Cosa
$425.00
$134.00
68% Off
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