Men's Ankle Boots and Booties
61 items found
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![Mahogany Timberland Britton Road Mid Lace Up Waterproof](https://m.media-amazon.com/images/I/61Q9VAMx2FL._AC_SR768,1024_.jpg)
![Mahogany Timberland Britton Road Mid Lace Up Waterproof](https://m.media-amazon.com/images/I/71d5w3KteKL._AC_SR768,1024_.jpg)
![Multi Hey Dude Tahoe Classic](https://m.media-amazon.com/images/I/8114VyqkmLL._AC_SR768,1024_.jpg)
![Multi Hey Dude Tahoe Classic](https://m.media-amazon.com/images/I/81DRQQsJPuL._AC_SR768,1024_.jpg)
![Brown Florsheim Renegade Cap Toe Boot](https://m.media-amazon.com/images/I/61xeVrzJoaL._AC_SR768,1024_.jpg)
![Brown Florsheim Renegade Cap Toe Boot](https://m.media-amazon.com/images/I/51ezz1bLSDL._AC_SR768,1024_.jpg)
![Brown Rockport Caspe](https://m.media-amazon.com/images/I/61k3NbFBfDL._AC_SR768,1024_.jpg)
![Brown Rockport Caspe](https://m.media-amazon.com/images/I/51frH84WWrL._AC_SR768,1024_.jpg)
![Brown Thorogood American Heritage Willow Square Toe Wellington Soft Toe](https://m.media-amazon.com/images/I/71pbsroWiBL._AC_SR768,1024_.jpg)
![Brown Thorogood American Heritage Willow Square Toe Wellington Soft Toe](https://m.media-amazon.com/images/I/71G2lIQHUYL._AC_SR768,1024_.jpg)
![Brown Frye Nash Roper](https://m.media-amazon.com/images/I/61LF880cKbL._AC_SR768,1024_.jpg)
![Brown Frye Nash Roper](https://m.media-amazon.com/images/I/61myjeSOXqL._AC_SR768,1024_.jpg)
![Brown Thorogood American Heritage Willow Square Toe Wellington Safety](https://m.media-amazon.com/images/I/6176WWtGK9L._AC_SR768,1024_.jpg)
![Brown Thorogood American Heritage Willow Square Toe Wellington Safety](https://m.media-amazon.com/images/I/51aXQNk2pLL._AC_SR768,1024_.jpg)
![Brown To Boot New York Parker](https://m.media-amazon.com/images/I/71MhipXefYL._AC_SR768,1024_.jpg)
![Brown To Boot New York Parker](https://m.media-amazon.com/images/I/61NtYwxCxkL._AC_SR768,1024_.jpg)
![Black To Boot New York Javier](https://m.media-amazon.com/images/I/61fUQvSXvkL._AC_SR768,1024_.jpg)
![Black To Boot New York Javier](https://m.media-amazon.com/images/I/51DMBZzM-4L._AC_SR768,1024_.jpg)
10 left in stock
![Brown Polo Ralph Lauren Asher Suede Chukka Boot](https://m.media-amazon.com/images/I/71oRs2Ec+YL._AC_SR768,1024_.jpg)
![Brown Polo Ralph Lauren Asher Suede Chukka Boot](https://m.media-amazon.com/images/I/61DHqKxrtlL._AC_SR768,1024_.jpg)
8 left in stock
![Black Red Wing Heritage Lace-up boot](https://m.media-amazon.com/images/I/61nbEJxAK2L._AC_SR768,1024_.jpg)
![Black Red Wing Heritage Lace-up boot](https://m.media-amazon.com/images/I/51EsUUsEivL._AC_SR768,1024_.jpg)
![Tan Florsheim Renegade 4-Eye Boot](https://m.media-amazon.com/images/I/71M-Pxqra0L._AC_SR768,1024_.jpg)
![Tan Florsheim Renegade 4-Eye Boot](https://m.media-amazon.com/images/I/61ZtC1AOLuL._AC_SR768,1024_.jpg)
![Brown TOMS Griffin](https://m.media-amazon.com/images/I/61OEEQAU0eL._AC_SR768,1024_.jpg)
![Brown TOMS Griffin](https://m.media-amazon.com/images/I/51cf5nnBpdL._AC_SR768,1024_.jpg)
![Brown Dr. Martens Anistone Lo Leather Boots](https://m.media-amazon.com/images/I/71P0x2JeQkL._AC_SR768,1024_.jpg)
![Brown Dr. Martens Anistone Lo Leather Boots](https://m.media-amazon.com/images/I/61qz7NyUwoL._AC_SR768,1024_.jpg)
![Brown Cole Haan Originalgrand Remastered Waterproof Chukka Boots](https://m.media-amazon.com/images/I/71PiHVGBWnL._AC_SR768,1024_.jpg)
![Brown Cole Haan Originalgrand Remastered Waterproof Chukka Boots](https://m.media-amazon.com/images/I/61u+DWksy-L._AC_SR768,1024_.jpg)
![Tan Florsheim Rucci Wingtip Lace Boot](https://m.media-amazon.com/images/I/71ElUykurQL._AC_SR768,1024_.jpg)
![Tan Florsheim Rucci Wingtip Lace Boot](https://m.media-amazon.com/images/I/71YrlTcmfsL._AC_SR768,1024_.jpg)
![Brown Rockport Flynn](https://m.media-amazon.com/images/I/718vBdNM1aL._AC_SR768,1024_.jpg)
![Brown Rockport Flynn](https://m.media-amazon.com/images/I/71HHCbqP+8L._AC_SR768,1024_.jpg)
![Gray Carhartt Millbrook Moc Toe Wedge Boot](https://m.media-amazon.com/images/I/71yMoHXv79L._AC_SR768,1024_.jpg)
![Gray Carhartt Millbrook Moc Toe Wedge Boot](https://m.media-amazon.com/images/I/61DuA7B61GL._AC_SR768,1024_.jpg)
![Tan Dansko Daisie](https://m.media-amazon.com/images/I/71nAmp07J7L._AC_SR768,1024_.jpg)
![Tan Dansko Daisie](https://m.media-amazon.com/images/I/516LP7FI2wL._AC_SR768,1024_.jpg)
![Gray Timberland Redwood Falls Waterproof Chukkas](https://m.media-amazon.com/images/I/61mY6h765RL._AC_SR768,1024_.jpg)
![Gray Timberland Redwood Falls Waterproof Chukkas](https://m.media-amazon.com/images/I/71wA6IrhrQL._AC_SR768,1024_.jpg)
![Black Dansko Perrin](https://m.media-amazon.com/images/I/71apaZtrN3L._AC_SR768,1024_.jpg)
![Black Dansko Perrin](https://m.media-amazon.com/images/I/71fALQW8+FL._AC_SR768,1024_.jpg)
![Black UGG Venture Daze Ultra Mini](https://m.media-amazon.com/images/I/71VG-FjJ6RL._AC_SR768,1024_.jpg)
![Black UGG Venture Daze Ultra Mini](https://m.media-amazon.com/images/I/71oX-yzIhML._AC_SR768,1024_.jpg)
![Brown UGG Venture Daze Ultra Mini](https://m.media-amazon.com/images/I/61iSKD3a1UL._AC_SR768,1024_.jpg)
![Brown UGG Venture Daze Ultra Mini](https://m.media-amazon.com/images/I/71dxi2Y3IJL._AC_SR768,1024_.jpg)
![Brown Thorogood American Heritage Evergreen 9" Waterproof Insulated Logger Soft Toe](https://m.media-amazon.com/images/I/61LkSxrxkSL._AC_SR768,1024_.jpg)
![Brown Thorogood American Heritage Evergreen 9" Waterproof Insulated Logger Soft Toe](https://m.media-amazon.com/images/I/81iiys4nwcL._AC_SR768,1024_.jpg)
![Brown Thorogood American Heritage Yakima 9" Waterproof Logger Soft Toe](https://m.media-amazon.com/images/I/61Jw7s5yVlL._AC_SR768,1024_.jpg)
![Brown Thorogood American Heritage Yakima 9" Waterproof Logger Soft Toe](https://m.media-amazon.com/images/I/710NL40VbIL._AC_SR768,1024_.jpg)
![Brown Thorogood American Heritage Independence Square Toe Waterproof Soft Toe](https://m.media-amazon.com/images/I/71jQa88bDeL._AC_SR768,1024_.jpg)
![Brown Thorogood American Heritage Independence Square Toe Waterproof Soft Toe](https://m.media-amazon.com/images/I/71jKzTDfZEL._AC_SR768,1024_.jpg)
![Brown Timberland Redwood Falls Waterproof](https://m.media-amazon.com/images/I/71W3BwDVBtL._AC_SR768,1024_.jpg)
![Brown Timberland Redwood Falls Waterproof](https://m.media-amazon.com/images/I/71vMTk-s53L._AC_SR768,1024_.jpg)
![Brown Timberland Newmarket Mid Lace Up](https://m.media-amazon.com/images/I/61BPhL3UWUL._AC_SR768,1024_.jpg)
![Brown Timberland Newmarket Mid Lace Up](https://m.media-amazon.com/images/I/613xTqdTK-L._AC_SR768,1024_.jpg)
![Brown Johnston & Murphy Raleigh Double Buckle Boots](https://m.media-amazon.com/images/I/71Bw9jrMdrL._AC_SR768,1024_.jpg)
![Brown Johnston & Murphy Raleigh Double Buckle Boots](https://m.media-amazon.com/images/I/71lhRdvaYhL._AC_SR768,1024_.jpg)
![Tan Nunn Bush Karnak Plain Toe Boot Chukka](https://m.media-amazon.com/images/I/716AQU54sAL._AC_SR768,1024_.jpg)
![Tan Nunn Bush Karnak Plain Toe Boot Chukka](https://m.media-amazon.com/images/I/81waa5QSduL._AC_SR768,1024_.jpg)
1 left in stock
![Tan AllSaints Booker Suede Boot](https://m.media-amazon.com/images/I/71smO1-mGIL._AC_SR768,1024_.jpg)
![Tan AllSaints Booker Suede Boot](https://m.media-amazon.com/images/I/61abUp35MIL._AC_SR768,1024_.jpg)
2 left in stock
![Black AllSaints Booker Boot](https://m.media-amazon.com/images/I/51uIy6lwx7L._AC_SR768,1024_.jpg)
![Black AllSaints Booker Boot](https://m.media-amazon.com/images/I/51XwNIF2fEL._AC_SR768,1024_.jpg)
![Brown Eastland 1955 Edition Belgrade](https://m.media-amazon.com/images/I/71BuPZTeUcL._AC_SR768,1024_.jpg)
![Brown Eastland 1955 Edition Belgrade](https://m.media-amazon.com/images/I/71Pav-TJs8L._AC_SR768,1024_.jpg)
7 left in stock
![Brown Marc Joseph New York Grand Ave](https://m.media-amazon.com/images/I/71UsykKzofL._AC_SR768,1024_.jpg)
![Brown Marc Joseph New York Grand Ave](https://m.media-amazon.com/images/I/615klUCNjKL._AC_SR768,1024_.jpg)
![Black Stacy Adams Sotaro Heeled Boot](https://m.media-amazon.com/images/I/71k8VY5rRsL._AC_SR768,1024_.jpg)
![Black Stacy Adams Sotaro Heeled Boot](https://m.media-amazon.com/images/I/51bpzeP8BPL._AC_SR768,1024_.jpg)
8 left in stock
![Navy Stacy Adams Sandoval Heeled Boot](https://m.media-amazon.com/images/I/71UD0ucOEdL._AC_SR768,1024_.jpg)
![Navy Stacy Adams Sandoval Heeled Boot](https://m.media-amazon.com/images/I/61h12HbpDRL._AC_SR768,1024_.jpg)
1 left in stock
![Black UGG Skyview Classic Pull-On](https://m.media-amazon.com/images/I/617K0D6SPJL._AC_SR768,1024_.jpg)
![Black UGG Skyview Classic Pull-On](https://m.media-amazon.com/images/I/71Dz8SThK7L._AC_SR768,1024_.jpg)
1 left in stock
![Brown Dingo Road Trip](https://m.media-amazon.com/images/I/61asvA9LtxL._AC_SR768,1024_.jpg)
![Brown Dingo Road Trip](https://m.media-amazon.com/images/I/61ZZvP0Q-lL._AC_SR768,1024_.jpg)
![Black Stacy Adams Santos Plain Toe Side Zip Boot](https://m.media-amazon.com/images/I/81pcieEMvKL._AC_SR768,1024_.jpg)
![Black Stacy Adams Santos Plain Toe Side Zip Boot](https://m.media-amazon.com/images/I/81IOgNoerjL._AC_SR768,1024_.jpg)
10 left in stock
8 left in stock
1 left in stock
2 left in stock
7 left in stock
8 left in stock
1 left in stock
1 left in stock