Leather Comfort Chukka Boots
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![Brown Clarks Bushacre 3](https://m.media-amazon.com/images/I/61Vw+7ojOpL._AC_SR768,1024_.jpg)
![Brown Clarks Bushacre 3](https://m.media-amazon.com/images/I/61FBdvWHHiL._AC_SR768,1024_.jpg)
![Tan Johnston & Murphy Upton Chukka Boot](https://m.media-amazon.com/images/I/71HP4ddi5aL._AC_SR768,1024_.jpg)
![Tan Johnston & Murphy Upton Chukka Boot](https://m.media-amazon.com/images/I/712QEtRwVPL._AC_SR768,1024_.jpg)
![Brown Florsheim Lodge Plain Toe Chukka Boot](https://m.media-amazon.com/images/I/61Atfz8YLiL._AC_SR768,1024_.jpg)
![Brown Florsheim Lodge Plain Toe Chukka Boot](https://m.media-amazon.com/images/I/61q3pRzG5gL._AC_SR768,1024_.jpg)
![Taupe Born Brock](https://m.media-amazon.com/images/I/7144gg3EI3L._AC_SR768,1024_.jpg)
![Taupe Born Brock](https://m.media-amazon.com/images/I/714xxjA-yuL._AC_SR768,1024_.jpg)
![Black Nunn Bush Denali Plain Toe Chukka](https://m.media-amazon.com/images/I/711-uQi+VdL._AC_SR768,1024_.jpg)
![Black Nunn Bush Denali Plain Toe Chukka](https://m.media-amazon.com/images/I/61RSxiVbddL._AC_SR768,1024_.jpg)
![Black ECCO London Plain Toe Chukka Boots](https://m.media-amazon.com/images/I/71h0mjXtk5L._AC_SR768,1024_.jpg)
![Black ECCO London Plain Toe Chukka Boots](https://m.media-amazon.com/images/I/71q9-VtIDlL._AC_SR768,1024_.jpg)
![Black Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boot](https://m.media-amazon.com/images/I/71sp2libvBL._AC_SR768,1024_.jpg)
![Black Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boot](https://m.media-amazon.com/images/I/61SsbQbmLPL._AC_SR768,1024_.jpg)
![Brown Clarks Desert Boot Evo](https://m.media-amazon.com/images/I/614prCexWuL._AC_SR768,1024_.jpg)
![Brown Clarks Desert Boot Evo](https://m.media-amazon.com/images/I/71Iyw-zVWWL._AC_SR768,1024_.jpg)
![Brown Born Theo](https://m.media-amazon.com/images/I/61ujqZxC6HL._AC_SR768,1024_.jpg)
![Brown Born Theo](https://m.media-amazon.com/images/I/61BA8V-mS6L._AC_SR768,1024_.jpg)
![Brown Nunn Bush Ozark 2.0 Plain Toe Chukka Leather Boot](https://m.media-amazon.com/images/I/610SJIq-83L._AC_SR768,1024_.jpg)
![Brown Nunn Bush Ozark 2.0 Plain Toe Chukka Leather Boot](https://m.media-amazon.com/images/I/61DvGeRbN8L._AC_SR768,1024_.jpg)
![Brown Rockport Classic Break Chukka](https://m.media-amazon.com/images/I/61KEteDByoL._AC_SR768,1024_.jpg)
![Brown Rockport Classic Break Chukka](https://m.media-amazon.com/images/I/71PE4Xx-5GL._AC_SR768,1024_.jpg)
![Tan Florsheim Rucci Plain Toe Chukka](https://m.media-amazon.com/images/I/71vU-46CEmL._AC_SR768,1024_.jpg)
![Tan Florsheim Rucci Plain Toe Chukka](https://m.media-amazon.com/images/I/61DpWWQosxL._AC_SR768,1024_.jpg)
![Brown Clarks Wallabee Boot](https://m.media-amazon.com/images/I/81yua+PIjeL._AC_SR768,1024_.jpg)
![Brown Clarks Wallabee Boot](https://m.media-amazon.com/images/I/71Hr42A69VL._AC_SR768,1024_.jpg)
Low Stock
![Black Cole Haan Berkshire Lug Chukka Boot](https://m.media-amazon.com/images/I/71ekthslVeL._AC_SR768,1024_.jpg)
![Black Cole Haan Berkshire Lug Chukka Boot](https://m.media-amazon.com/images/I/71bpcJxYkXL._AC_SR768,1024_.jpg)
![Black Clarks Shacre Boot](https://m.media-amazon.com/images/I/61K7QS+E7iL._AC_SR768,1024_.jpg)
![Black Clarks Shacre Boot](https://m.media-amazon.com/images/I/51sUr8lX0EL._AC_SR768,1024_.jpg)
![Brown Florsheim Trail Mix Plain Toe Chukka Boot](https://m.media-amazon.com/images/I/61mo1Fi6AIL._AC_SR768,1024_.jpg)
![Brown Florsheim Trail Mix Plain Toe Chukka Boot](https://m.media-amazon.com/images/I/61g0aZvANyL._AC_SR768,1024_.jpg)
![Tan Steve Madden Palta](https://m.media-amazon.com/images/I/71RnxV29fUL._AC_SR768,1024_.jpg)
![Tan Steve Madden Palta](https://m.media-amazon.com/images/I/81sf0GRVAoL._AC_SR768,1024_.jpg)
![Brown Johnston & Murphy Collection Dudley Chukka](https://m.media-amazon.com/images/I/61n3K6nAZsL._AC_SR768,1024_.jpg)
![Brown Johnston & Murphy Collection Dudley Chukka](https://m.media-amazon.com/images/I/61GbFyBHadL._AC_SR768,1024_.jpg)
![Brown Florsheim Vibe Plain Toe Chukka](https://m.media-amazon.com/images/I/61GxVFB18JL._AC_SR768,1024_.jpg)
![Brown Florsheim Vibe Plain Toe Chukka](https://m.media-amazon.com/images/I/71RO6BFdLrL._AC_SR768,1024_.jpg)
Low Stock
![Black Florsheim Renegade Plain Toe Chukka Boot](https://m.media-amazon.com/images/I/71-LfaXYLmL._AC_SR768,1024_.jpg)
![Black Florsheim Renegade Plain Toe Chukka Boot](https://m.media-amazon.com/images/I/61luM+hzhTL._AC_SR768,1024_.jpg)
![Black Oboz Burke Chukka](https://m.media-amazon.com/images/I/71AgQ05yl0L._AC_SR768,1024_.jpg)
![Black Oboz Burke Chukka](https://m.media-amazon.com/images/I/71WC72w3hkL._AC_SR768,1024_.jpg)
![Black Nunn Bush Otto Plain Toe Chukka Boot](https://m.media-amazon.com/images/I/71zN87VhmnL._AC_SR768,1024_.jpg)
![Black Nunn Bush Otto Plain Toe Chukka Boot](https://m.media-amazon.com/images/I/61fp6vnFg5L._AC_SR768,1024_.jpg)
![Black Florsheim Rucci Plain Toe Chukka Boot](https://m.media-amazon.com/images/I/71CfxEEAavL._AC_SR768,1024_.jpg)
![Black Florsheim Rucci Plain Toe Chukka Boot](https://m.media-amazon.com/images/I/51mQlbrXwSL._AC_SR768,1024_.jpg)
![Black Florsheim Forge Plain Toe Chukka](https://m.media-amazon.com/images/I/61eO3Jg9faL._AC_SR768,1024_.jpg)
![Black Florsheim Forge Plain Toe Chukka](https://m.media-amazon.com/images/I/71MMD8uFJaL._AC_SR768,1024_.jpg)
![Black OluKai Papaku 'Ili](https://m.media-amazon.com/images/I/61sFuPXPEoL._AC_SR768,1024_.jpg)
![Black OluKai Papaku 'Ili](https://m.media-amazon.com/images/I/51p0-0LlJvL._AC_SR768,1024_.jpg)
Low Stock
![Tan Red Wing Heritage Weekend Chukka](https://m.media-amazon.com/images/I/81sVB2Jg2oL._AC_SR768,1024_.jpg)
![Tan Red Wing Heritage Weekend Chukka](https://m.media-amazon.com/images/I/719w6kfTcHL._AC_SR768,1024_.jpg)
Low Stock
![Brown Dr. Scholl's Madison Men's Chukka](https://m.media-amazon.com/images/I/710fAesKQKL._AC_SR768,1024_.jpg)
![Brown Dr. Scholl's Madison Men's Chukka](https://m.media-amazon.com/images/I/71LdDFbE+eL._AC_SR768,1024_.jpg)
![Tan Tommy Hilfiger Bage](https://m.media-amazon.com/images/I/71yMq1d+JRL._AC_SR768,1024_.jpg)
![Tan Tommy Hilfiger Bage](https://m.media-amazon.com/images/I/71DUFTJnoRL._AC_SR768,1024_.jpg)
![Tan Steve Madden Millsen](https://m.media-amazon.com/images/I/61TI1+YlS8L._AC_SR768,1024_.jpg)
![Tan Steve Madden Millsen](https://m.media-amazon.com/images/I/61HsSQrsH-L._AC_SR768,1024_.jpg)
![Tan Clarks Oakpark Mid](https://m.media-amazon.com/images/I/71qV77eQhGL._AC_SR768,1024_.jpg)
![Tan Clarks Oakpark Mid](https://m.media-amazon.com/images/I/71eqkLp6-sL._AC_SR768,1024_.jpg)
![Brown Allen Edmonds Chandler](https://m.media-amazon.com/images/I/71QpIIp0WiL._AC_SR768,1024_.jpg)
![Brown Allen Edmonds Chandler](https://m.media-amazon.com/images/I/61zOFhA40ML._AC_SR768,1024_.jpg)
Low Stock
![Tan Clarks Aldwin Chukka](https://m.media-amazon.com/images/I/71E5NnjwsNL._AC_SR768,1024_.jpg)
![Tan Clarks Aldwin Chukka](https://m.media-amazon.com/images/I/71V4s6EicLL._AC_SR768,1024_.jpg)
![Beige Clarks Desert Boot](https://m.media-amazon.com/images/I/71U-mTx49dL._AC_SR768,1024_.jpg)
![Beige Clarks Desert Boot](https://m.media-amazon.com/images/I/81q1ELNJPpL._AC_SR768,1024_.jpg)
![Brown Johnston & Murphy Braydon Chukka](https://m.media-amazon.com/images/I/61MhbsGddBL._AC_SR768,1024_.jpg)
![Brown Johnston & Murphy Braydon Chukka](https://m.media-amazon.com/images/I/71c0qOsut1L._AC_SR768,1024_.jpg)
![Black Nunn Bush Karnak Moc Toe Boot Lightweight Comfortable Chukka](https://m.media-amazon.com/images/I/71CnK2PnnKL._AC_SR768,1024_.jpg)
![Black Nunn Bush Karnak Moc Toe Boot Lightweight Comfortable Chukka](https://m.media-amazon.com/images/I/71+O8RBEb5L._AC_SR768,1024_.jpg)
![Black Tommy Hilfiger Nyo](https://m.media-amazon.com/images/I/61-7nOTUGqL._AC_SR768,1024_.jpg)
![Black Tommy Hilfiger Nyo](https://m.media-amazon.com/images/I/61hVqHf9auL._AC_SR768,1024_.jpg)
![Black Propet Findley](https://m.media-amazon.com/images/I/71qAnE0QsZL._AC_SR768,1024_.jpg)
![Black Propet Findley](https://m.media-amazon.com/images/I/61IIZuTVolL._AC_SR768,1024_.jpg)
![Black Naot General](https://m.media-amazon.com/images/I/81uWzouU5rL._AC_SR768,1024_.jpg)
![Black Naot General](https://m.media-amazon.com/images/I/71YJcnf0ptL._AC_SR768,1024_.jpg)
![Brown Deer Stags Bangor](https://m.media-amazon.com/images/I/81oDt8jJ90L._AC_SR768,1024_.jpg)
![Brown Deer Stags Bangor](https://m.media-amazon.com/images/I/81wRJBmjvLL._AC_SR768,1024_.jpg)
Low Stock
![Brown Clarks Corston DB Waterproof](https://m.media-amazon.com/images/I/714ThKXwY0L._AC_SR768,1024_.jpg)
![Brown Clarks Corston DB Waterproof](https://m.media-amazon.com/images/I/61m12CbYL6L._AC_SR768,1024_.jpg)
![Black Clarks Wallabee](https://m.media-amazon.com/images/I/61TddOpnYzL._AC_SR768,1024_.jpg)
![Black Clarks Wallabee](https://m.media-amazon.com/images/I/61eee1xgloL._AC_SR768,1024_.jpg)
Low Stock
![Black Clarks Whiddon Mid](https://m.media-amazon.com/images/I/71lwbFDhWNL._AC_SR768,1024_.jpg)
![Black Clarks Whiddon Mid](https://m.media-amazon.com/images/I/61YqJJcrbBL._AC_SR768,1024_.jpg)
![Pink UGG Neumel](https://m.media-amazon.com/images/I/61HgztSd6IL._AC_SR768,1024_.jpg)
![Pink UGG Neumel](https://m.media-amazon.com/images/I/61wT7eRcMOL._AC_SR768,1024_.jpg)
Low Stock
![Brown Nunn Bush Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology](https://m.media-amazon.com/images/I/71L8XTeV+hL._AC_SR768,1024_.jpg)
![Brown Nunn Bush Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology](https://m.media-amazon.com/images/I/61v1V3MLKhL._AC_SR768,1024_.jpg)
![Tan PIKOLINOS Berna M8J-8181](https://m.media-amazon.com/images/I/71mYK0Xz3wL._AC_SR768,1024_.jpg)
![Tan PIKOLINOS Berna M8J-8181](https://m.media-amazon.com/images/I/71rzY-dR9AL._AC_SR768,1024_.jpg)
![Taupe Birkenstock Uppsala Mid Lace-Up - Suede](https://m.media-amazon.com/images/I/71n0tSguj+L._AC_SR768,1024_.jpg)
![Taupe Birkenstock Uppsala Mid Lace-Up - Suede](https://m.media-amazon.com/images/I/61xhGriEGeL._AC_SR768,1024_.jpg)
Low Stock
![Brown Martin Dingman Old Row Chukka Boot](https://m.media-amazon.com/images/I/61sFLvrZZcL._AC_SR768,1024_.jpg)
![Brown Martin Dingman Old Row Chukka Boot](https://m.media-amazon.com/images/I/71K1e4qRj+L._AC_SR768,1024_.jpg)
![Brown Johnston & Murphy Brody Chukka](https://m.media-amazon.com/images/I/61LwqPMG5jL._AC_SR768,1024_.jpg)
![Brown Johnston & Murphy Brody Chukka](https://m.media-amazon.com/images/I/71XGgK95IiL._AC_SR768,1024_.jpg)
Low Stock
![Black Cole Haan Midland Lug Chukka Boot](https://m.media-amazon.com/images/I/61njYtLcrbL._AC_SR768,1024_.jpg)
![Black Cole Haan Midland Lug Chukka Boot](https://m.media-amazon.com/images/I/61vX-bTljvL._AC_SR768,1024_.jpg)
![Mahogany Red Wing Heritage Work Chukka](https://m.media-amazon.com/images/I/81AY8QpJruL._AC_SR768,1024_.jpg)
![Mahogany Red Wing Heritage Work Chukka](https://m.media-amazon.com/images/I/81qbYakeKZL._AC_SR768,1024_.jpg)
![Gray Dr. Scholl's Manchester](https://m.media-amazon.com/images/I/61EB5S7ZY1L._AC_SR768,1024_.jpg)
![Gray Dr. Scholl's Manchester](https://m.media-amazon.com/images/I/71MLH0V5fOL._AC_SR768,1024_.jpg)
Low Stock
![Black Allen Edmonds Chandler Chukka](https://m.media-amazon.com/images/I/61om34BYvbL._AC_SR768,1024_.jpg)
![Black Allen Edmonds Chandler Chukka](https://m.media-amazon.com/images/I/613UuA745VL._AC_SR768,1024_.jpg)
![Brown Eastland 1955 Edition Seneca](https://m.media-amazon.com/images/I/81tCbAD+EcL._AC_SR768,1024_.jpg)
![Brown Eastland 1955 Edition Seneca](https://m.media-amazon.com/images/I/81hruAtC2IL._AC_SR768,1024_.jpg)
![Black Sperry A/O Plushwave Lug Chukka](https://m.media-amazon.com/images/I/613zogTSTTL._AC_SR768,1024_.jpg)
![Black Sperry A/O Plushwave Lug Chukka](https://m.media-amazon.com/images/I/6112DpQ92PL._AC_SR768,1024_.jpg)
![Burgundy Stacy Adams Martindale Chukka Boot](https://m.media-amazon.com/images/I/61U9Zq1NPxL._AC_SR768,1024_.jpg)
![Burgundy Stacy Adams Martindale Chukka Boot](https://m.media-amazon.com/images/I/51g4PqtyypL._AC_SR768,1024_.jpg)
Low Stock
![Brown Chaco Paonia Desert Boot](https://m.media-amazon.com/images/I/71mhtsQKCZL._AC_SR768,1024_.jpg)
![Brown Chaco Paonia Desert Boot](https://m.media-amazon.com/images/I/71RpypB91JL._AC_SR768,1024_.jpg)
![Brown Roper Gumsticker Romeo](https://m.media-amazon.com/images/I/81SWHjaRS4L._AC_SR768,1024_.jpg)
![Brown Roper Gumsticker Romeo](https://m.media-amazon.com/images/I/81xsWkUAx2L._AC_SR768,1024_.jpg)
Low Stock
![Black Clarks Wallabee Boot](https://m.media-amazon.com/images/I/7153iqCW-ML._AC_SR768,1024_.jpg)
![Black Clarks Wallabee Boot](https://m.media-amazon.com/images/I/61fIcP5onqL._AC_SR768,1024_.jpg)
Low Stock
![Green Allen Edmonds Graham Moccasins](https://m.media-amazon.com/images/I/71khUDa1fiL._AC_SR768,1024_.jpg)
![Green Allen Edmonds Graham Moccasins](https://m.media-amazon.com/images/I/71pLkOXZGNL._AC_SR768,1024_.jpg)
Low Stock
![Brown Spring Step Rennie](https://m.media-amazon.com/images/I/71ui5tB019L._AC_SR768,1024_.jpg)
![Brown Spring Step Rennie](https://m.media-amazon.com/images/I/71YCNQzLcxL._AC_SR768,1024_.jpg)
![Brown Johnston & Murphy Collection Bolivar Plain Toe Boot](https://m.media-amazon.com/images/I/71wzHsVQDHL._AC_SR768,1024_.jpg)
![Brown Johnston & Murphy Collection Bolivar Plain Toe Boot](https://m.media-amazon.com/images/I/81GAZ3J8bNL._AC_SR768,1024_.jpg)
![Tan Hey Dude Reyes Boot Wool](https://m.media-amazon.com/images/I/81uGP1hLOPL._AC_SR768,1024_.jpg)
![Tan Hey Dude Reyes Boot Wool](https://m.media-amazon.com/images/I/714aSoIgAmL._AC_SR768,1024_.jpg)
Low Stock
![Tan Johnston & Murphy Barrett Chukka](https://m.media-amazon.com/images/I/61pVjjv4WRL._AC_SR768,1024_.jpg)
![Tan Johnston & Murphy Barrett Chukka](https://m.media-amazon.com/images/I/61Wd5umrfJL._AC_SR768,1024_.jpg)
![Gray Dolce Vita Ronnie](https://m.media-amazon.com/images/I/61jlwa4lDLL._AC_SR768,1024_.jpg)
![Gray Dolce Vita Ronnie](https://m.media-amazon.com/images/I/51FFcoHR6sL._AC_SR768,1024_.jpg)
Low Stock
![Brown Clarks Bruno Top](https://m.media-amazon.com/images/I/619oKoEjOlL._AC_SR768,1024_.jpg)
![Brown Clarks Bruno Top](https://m.media-amazon.com/images/I/61qyDDaAzpL._AC_SR768,1024_.jpg)
Low Stock
![Gray johnnie-O J-Flex Chukka](https://m.media-amazon.com/images/I/71A0IlCV5ZL._AC_SR768,1024_.jpg)
![Gray johnnie-O J-Flex Chukka](https://m.media-amazon.com/images/I/814Gd7BYLrL._AC_SR768,1024_.jpg)
Low Stock
![Black OluKai Papaku ‘Ili Chukka Boots](https://m.media-amazon.com/images/I/615cqXy8oxL._AC_SR768,1024_.jpg)
![Black OluKai Papaku ‘Ili Chukka Boots](https://m.media-amazon.com/images/I/71Owzn6jghL._AC_SR768,1024_.jpg)
![Black Orthofeet Glacier Gorge](https://m.media-amazon.com/images/I/71z2rCEgZHL._AC_SR768,1024_.jpg)
![Black Orthofeet Glacier Gorge](https://m.media-amazon.com/images/I/81EC1IvmVhL._AC_SR768,1024_.jpg)
Low Stock
![Tan Hey Dude Wendy Peak High Suede](https://m.media-amazon.com/images/I/718sdDXK0FL._AC_SR768,1024_.jpg)
![Tan Hey Dude Wendy Peak High Suede](https://m.media-amazon.com/images/I/71FUJUp36+L._AC_SR768,1024_.jpg)
Low Stock
![Brown ECCO Turn GORE-TEX® Chukka Tie](https://m.media-amazon.com/images/I/71iBlquOuGL._AC_SR768,1024_.jpg)
![Brown ECCO Turn GORE-TEX® Chukka Tie](https://m.media-amazon.com/images/I/71sEvZmypYL._AC_SR768,1024_.jpg)
Low Stock
![Brown Timberland TBL1973 Newman Premium Chukka WP](https://m.media-amazon.com/images/I/71eUpquYiGL._AC_SR768,1024_.jpg)
![Brown Timberland TBL1973 Newman Premium Chukka WP](https://m.media-amazon.com/images/I/7131TQFbKuL._AC_SR768,1024_.jpg)
Low Stock
![Black Carlos by Carlos Santana Corazon Chukka Boot](https://m.media-amazon.com/images/I/81osC8lweRL._AC_SR768,1024_.jpg)
![Black Carlos by Carlos Santana Corazon Chukka Boot](https://m.media-amazon.com/images/I/71ocLUXFwzL._AC_SR768,1024_.jpg)
Low Stock
![Black Tommy Hilfiger Natash](https://m.media-amazon.com/images/I/61wPQKF635L._AC_SR768,1024_.jpg)
![Black Tommy Hilfiger Natash](https://m.media-amazon.com/images/I/61Vszd+AbEL._AC_SR768,1024_.jpg)