We may earn money or products from the companies mentioned in this post.
You’ve got a favorite tee shirt, a favorite button-down, favorite pair of jeans. But those boots are a little worn through the soles, sitting in the back of your closet. Time to complete your best casual look with a new favorite pair of boots. In this collection, find styles ranging from classic chukkas to moto-inspired buckled designs and edgier looks with unique details.
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Robert Wayne Men’s Chukka Boot$178.0$60.0 -
Robert Wayne Men’s Chukka Boot$178.0$60.0 -
Andrew Marc Men’s Dorchester Chukka$178.0$84.0 -
Andrew Marc Men’s Parkchester Chukka$178.0$89.0 -
Andrew Marc Men’s Dorchester Chukka$135.0$84.0 -
Andrew Marc Men’s Parkchester Chukka Boot$220.0$92.0 -
Generic Surplus Men’s McNairy Chukka$110.0$55.0 -
Marc NY Men’s Hudson Chukka Boot$165.0$93.0 -
Quiksilver Men’s Marquez Low Chukka Boot$128.0$55.0 -
1883 by Wolverine Men’s Alberto Chukka$595.0$79.0 -
Marc NY Men’s Hudson Chukka Boot$350.0$65.0 -
Salvatore Ferragamo Men’s Pioneer Chukka Boot$215.0$347.0 -
Modern Vintage Men’s Adriel Chukka Boot$148.0$131.0 -
Eastland Men’s Norwich 1955 Chukka Boot$1150.0$71.0 -
Andrew Marc Men’s Cooper Gore Chukka$810.0$61.0 -
Gucci Men’s Lace-Up Boot$998.0$807.0 -
Alexander McQueen Men’s Ankle Boot$1160.0$563.0 -
John Varvatos Men’s Engineer Boot with Buckle$1546.0$400.0 -
Brunello Cucinelli Men’s Casual Boot$1100.0$415.0 -
Alexandre Plokhov Men’s Work Boot$890.0$465.0 -
Brunello Cucinelli Men’s Casual Boot$595.0$419.0 -
Brunello Cucinelli Men’s Casual Boot$950.0$359.0 -
Tod’s Men’s Dress Chukka Boot$900.0$446.0 -
Brunello Cucinelli Men’s Casual Boot$1623.0$379.0 -
Alexander McQueen Men’s Boot with Overlay$1040.0$579.0 -
Alexandre Plokhov Men’s Back Lace Boot$1100.0$575.0 -
Brunello Cucinelli Men’s Wingtip Boot$1298.0$419.0 -
Brunello Cucinelli Men’s Casual Boot$1025.0$399.0 -
John Varvatos Men’s Brixtn Pull Over Boot$178.0$516.0 -
Brunello Cucinelli Men’s Casual Boot$110.0$399.0 -
SeaVees Men’s 12/67 3 Eye Chukka$118.0$74.0 -
Quiksilver Men’s Marquez Low Chukka Boot$160.0$52.0 -
Andrew Marc Men’s Hudson Chukka$155.0$84.0 -
Sebago Men’s Thayer Chukka Boot$890.0$69.0 -
Ben Sherman Men’s Troy Mixed Material Chukka$180.0$66.0 -
Brunello Cucinelli Men’s Casual Boot$148.0$359.0 -
Geox Men’s Zal Chukka Boot$125.0$85.0 -
Andrew Marc Men’s Cooper Gore Chukka$265.0$61.0 -
Generic Surplus Men’s Dom Mixed Material Chukka Boot$178.0$47.0 -
Bacco Bucci Men’s Vialli Suede Chukka Boot$265.0$133.0 -
SeaVees Men’s 12/67 3 Eye Chukka$1175.0$74.0 -
Bacco Bucci Men’s Vialli Suede Casual Boot$1250.0$133.0 -
Brunello Cucinelli Men’s Wingtip Boot$950.0$419.0 -
Gucci Men’s Boot with Buckle$950.0$564.0 -
John Varvatos Men’s Parisian Lace-Up Riding Boot$1150.0$359.0 -
Brunello Cucinelli Men’s Casual Boot$1256.0$359.0 -
Brunello Cucinelli Men’s Wingtip Boot$125.0$400.0 -
Alexandre Plokhov Men’s Work Boot with Heel$125.0$325.0 -
Vince Camuto Men’s Carmine Double Gore Chukka$125.0$54.0 -
Vince Camuto Men’s Armond Chukka$140.0$56.0 -
Vince Camuto Men’s Armond Chukka$140.0$56.0 -
Tommy Hilfiger Men’s Concord Chukka$148.0$52.0 -
Tommy Hilfiger Men’s Concord Chukka$180.0$52.0 -
Andrew Marc Men’s Lexington Dress Chukka Boot$180.0$70.0 -
Geox Men’s Manuel Chukka Boot$180.0$85.0 -
Geox Men’s Zal Chukka Boot$198.0$85.0 -
Geox Men’s Manuel Chukka Boot$198.0$85.0 -
John Varvatos Men’s Hipster Work Chukka$198.0$84.0 -
John Varvatos Men’s Hipster Work Chukka$175.0$84.0 -
John Varvatos Men’s Hipster Chukka$155.0$80.0 -
Joseph Abboud Men’s Clint Chukka Boot$189.0$61.0 -
1883 by Wolverine Men’s Julian Plain Chukka$128.0$84.0 -
Moods of Norway Men’s Moelv Chukka$155.0$82.0 -
Marc NY Men’s Hudson Chukka Boot$155.0$55.0 -
Von Dutch Men’s Toolbox Chukka Boot$1194.0$76.0 -
Von Dutch Men’s Toolbox Chukka Boot$$76.0 -
Alexandre Plokhov Men’s Work Boot with Platform$$383.0