Men's Boots & Chukkas

Displaying 257 items
The Frye Company BLACK Bowery Bal Lace Up
Extra 30% Off With $10 Donation
The Frye Company
$378.00
$249.00
34% Off
Frye and Co. BLACK Cody Lace Up
Extra 30% Off With $10 Donation
Frye and Co.
$149.00
$69.30
53% Off
The Frye Company BLACK Korver Utility Boot
Extra 30% Off With $10 Donation
The Frye Company
$328.00
$159.00
52% Off
G.H. Bass & Co. Factory Outlet BLACK Coleman Chukka Boot
Extra 25% Off
Comparable Value
$120.00
$39.99-$54.99
Up to 67% Off
Saks Fifth Avenue NAVY COLLECTION Rubber Combat Boots
Saks Fifth Avenue
$298.00
$78.99
73% Off
Mezlan BROWN Brogue Leather Boots
Mezlan
$450.00
$229.99
49% Off
Aquatalia BROWN William Suede Boots
Aquatalia
$550.00
$249.99
55% Off
Aquatalia BROWN Adrian Leather Chelsea Boots
Aquatalia
$450.00
$219.99
51% Off
Aquatalia BROWN Christopher Faux-Fur Trimmed Boots
Aquatalia
$595.00
$249.99
58% Off
Sorel BROWN Ankeny Leather Hiking Boots
Sorel
$140.00
$89.99
36% Off
Aquatalia BROWN Christopher Suede Hiking Boots
Aquatalia
$595.00
$249.99
58% Off
Jo Ghost BROWN Lizard-Embossed Leather Boots
Jo Ghost
$525.00
$249.99
52% Off
Bruno Magli BROWN Octavio Brogue Suede Lace-Up Boots
Bruno Magli
$650.00
$219.99
66% Off
Sperry BROWN Windsor Leather Loafer Boots
Sperry
$220.00
$119.99
45% Off
To Boot New York BROWN Rosemont Leather Boots
To Boot New York
$398.00
$199.99
50% Off
Ben Sherman BROWN Striped Suede Chelsea Boots
Ben Sherman
$150.00
$79.99
47% Off
Allrounder BROWN Sambor Lace-Up Hiking Boots
Allrounder
$220.00
$103.97
53% Off
Johnston & Murphy BROWN Shearling-Lined Leather Boots
Johnston & Murphy
$225.00
$109.99
51% Off
Kenneth Cole REACTION BROWN Round-Toe Leather Ankle Boots
Kenneth Cole REACTION
$158.00
$69.99
56% Off
To Boot New York BROWN Athens Suede Ankle Boots
To Boot New York
$450.00
$229.99
49% Off
Vince BROWN Novato Leather Chukka Boots
Vince
$350.00
$164.97
53% Off
Sutor Mantellassi BROWN Peleo Leather Boots
Sutor Mantellassi
$815.00
$295.99
64% Off
Pajar Canada BROWN Tour Waterproof Leather Boots
Pajar Canada
$175.00
$69.99
60% Off
Nautica TAN Boy's Lace-Up Chukka Boots
Nautica
$39.99
$19.99
50% Off
Vince Camuto DARK BROWN Boy's Slip-On Chelsea Boots
Vince Camuto
$70.00
$29.99
57% Off
MIU MIU NERO Star Leather Cowboy Boots
MIU MIU
$990.00
$355.99
64% Off
Cole Haan BRITISH TAN Conway Waterproof Chelsea Boots
Cole Haan
$300.00
$139.99
53% Off
Nautica BROWN STONE LACE UP WINTER BOOTS
$70.00
$52.50
25% Off
J.Crew Factory TAUPE Suede Desert Boots
60-70% Off Everything
Comparable Value
$118.00
$47.00
60% Off
Tod's BLACK TOD's Suede Boot
Tod's
$545.00
$229.99
58% Off
UGG Australia BLACK UGG Butte Waterproof Leather & Suede Boot
UGG Australia
$225.00
$179.99
20% Off
UGG Australia BLACK UGG Classic Suede Short Boot
UGG Australia
$170.00
$135.99
20% Off
Tod's BLACK TOD's Suede Ankle Boot
Tod's
$545.00
$379.99
30% Off
Lanvin BLACK Lanvin Leather Oxford
Lanvin
$1,295.00
$325.99
75% Off
Paul Stuart BLACK Calf Hair-Lined Boots
Paul Stuart
$995.00
$259.97
74% Off
Bally BLACK Collien Leather Boots
Bally
$550.00
$279.99
49% Off
John Varvatos BLACK Tahoe Side Zip Boots
John Varvatos
$898.00
$279.97
69% Off
UGG Australia BROWN UGG Camino Suede Chukka Boot
UGG Australia
$135.00
$109.99
19% Off
UGG Australia BROWN UGG Morrison Lace-Up Leather Boot
UGG Australia
$200.00
$159.99
20% Off
UGG Australia BROWN UGG Camino Suede Chelsea Boot
UGG Australia
$140.00
$109.99
21% Off
UGG Australia BROWN UGG Neumel Suede Boot
UGG Australia
$130.00
$105.99
18% Off
UGG Australia BROWN UGG Biltmore Moto Leather Boot
UGG Australia
$170.00
$135.99
20% Off
Rush by Gordon Rush BROWN Rush By Gordon Rush Leather Boot
Rush by Gordon Rush
$265.00
$99.99
62% Off
Tod's BROWN TOD's Suede Boot
Tod's
$545.00
$249.99
54% Off
UGG Australia BROWN UGG Morrison Pull-On Leather Boot
UGG Australia
$200.00
$159.99
20% Off
Original Penguin BROWN Original Penguin Samson Suede Chelsea Boot
Original Penguin
$160.00
$69.99
56% Off
Rush by Gordon Rush BROWN Rush By Gordon Rush Leather Boot
Rush by Gordon Rush
$250.00
$89.99
64% Off
Rush by Gordon Rush BROWN Rush By Gordon Rush Leather Chelsea Boot
Rush by Gordon Rush
$250.00
$99.99
60% Off
UGG Australia BROWN UGG Classic Short Suede Boot
UGG Australia
$170.00
$135.99
20% Off
Jared Lang BROWN Jared Lang Leather Chelsea Boot
Jared Lang
$299.00
$149.99
50% Off
Tod's BROWN TOD's Suede Ankle Boot
Tod's
$545.00
$379.99
30% Off
Church's BROWN Church's Ryder Suede Boot
Church's
$595.00
$349.99
41% Off
Church's BROWN Church's Ryder Suede Boot
Church's
$520.00
$285.99
45% Off
Church's BROWN Church's Wootton Leather Boot
Church's
$750.00
$399.99
47% Off
Church's BROWN Church's Ryder Suede Boot
Church's
$520.00
$279.99
46% Off
Salvatore Ferragamo BROWN Salvatore Ferramo Darian Leather Ankle Boot
Salvatore Ferragamo
$895.00
$625.99
30% Off
G.H. Bass & Co. Factory Outlet DESERT Radley Chukka Boot
Extra 25% Off
Comparable Value
$140.00
$39.99-$54.99
Up to 71% Off
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