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    Mens Dress Ankle Boots

    1-36 of 60 results
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    Florsheim Duke Boot (Men's)
    Florsheim Duke Boot (Men's)
    Florsheim Duke Boot (Men's)
    New!
    Sale
    Florsheim Duke Boot(
Men's) -
Cavello Kid Black
    Sale
    Florsheim Duke Boot(
Men's) -
Cavello Kid Cognac
    Sale
    $94.95
    $135.00 30% off
    Frye Phillip Harness (Men's)
    Frye Phillip Harness (Men's)
    Frye Phillip Harness (Men's)
    New!
    Sale
    Frye Phillip Harness(
Men's) -
Black Soft Vintage Leather
    Frye Phillip Harness(
Men's) -
Dark Brown
    $317.95
    Rockport High Trend Toloni Boot (Men's)
    Rockport High Trend Toloni Boot (Men's)
    Rockport High Trend Toloni Boot (Men's)
    Rockport High Trend Toloni Boot (Men's)
    New!
    Sale
    Rockport High Trend Toloni Boot(
Men's) -
Burnished Tan Leather
    New
    Rockport High Trend Toloni Boot(
Men's) -
Black Leather
    Rockport High Trend Toloni Boot(
Men's) -
Dark Brown Leather
    $134.95
    Stacy Adams Madison 00015 (Men's)
    Stacy Adams Madison 00015 (Men's)
    Stacy Adams Madison 00015 (Men's)
    Stacy Adams Madison 00015 (Men's)
    Stacy Adams Madison 00015 (Men's)
    Stacy Adams Madison 00015 (Men's)
    New!
    Sale
    Stacy Adams Madison 00015(
Men's) -
Black Kidskin
    Stacy Adams Madison 00015(
Men's) -
Brown Kidskin
    Stacy Adams Madison 00015(
Men's) -
Steel Grey Kidskin
    Stacy Adams Madison 00015(
Men's) -
Taupe Kidskin Leather
    Stacy Adams Madison 00015(
Men's) -
White Kidskin Leather
    $134.95
    Giorgio Brutini Genuine Kidskin 80575 (Men's)
    Giorgio Brutini Genuine Kidskin 80575 (Men's)
    Giorgio Brutini Genuine Kidskin 80575 (Men's)
    Giorgio Brutini Genuine Kidskin 80575 (Men's)
    Giorgio Brutini Genuine Kidskin 80575 (Men's)
    Giorgio Brutini Genuine Kidskin 80575 (Men's)
    New!
    Sale
    Giorgio Brutini Genuine Kidskin 80575(
Men's) -
Black
    Giorgio Brutini Genuine Kidskin 80575(
Men's) -
Cream
    Giorgio Brutini Genuine Kidskin 80575(
Men's) -
Dark Brown
    Giorgio Brutini Genuine Kidskin 80575(
Men's) -
Navy
    Giorgio Brutini Genuine Kidskin 80575(
Men's) -
Red
    $89.95
    Florsheim Essex (Men's)
    Florsheim Essex (Men's)
    Florsheim Essex (Men's)
    New!
    Sale
    Florsheim Essex(
Men's) -
Black
    Florsheim Essex(
Men's) -
Dark Cherry
    $129.95
    Dr. Martens Heritage Ironbridge Steel Toe 8 Tie Boot
    Dr. Martens Heritage Ironbridge Steel Toe 8 Tie Boot
    Dr. Martens Heritage Ironbridge Steel Toe 8 Tie Boot
    New!
    Sale
    Dr. Martens Heritage Ironbridge Steel Toe 8 Tie Boot -
Black Industrial Grizzly
    Sale
    Dr. Martens Heritage Ironbridge Steel Toe 8 Tie Boot -
Teak Industrial Trailblazer
    Sale
    $134.98
    $145.00 7% off
    Giorgio Brutini Genuine Snake 15549 (Men's)
    Giorgio Brutini Genuine Snake 15549 (Men's)
    Giorgio Brutini Genuine Snake 15549 (Men's)
    Giorgio Brutini Genuine Snake 15549 (Men's)
    New!
    Sale
    Giorgio Brutini Genuine Snake 15549(
Men's) -
Black
    Sale
    Giorgio Brutini Genuine Snake 15549(
Men's) -
Brown
    Sale
    Giorgio Brutini Genuine Snake 15549(
Men's) -
Undyed Natural
    Sale
    $79.95
    $90.00 11% off
    Stacy Adams Santos 24855 (Men's)
    Stacy Adams Santos 24855 (Men's)
    Stacy Adams Santos 24855 (Men's)
    Stacy Adams Santos 24855 (Men's)
    New!
    Sale
    Stacy Adams Santos 24855(
Men's) -
Black Kidskin
    Stacy Adams Santos 24855(
Men's) -
Cognac Kidskin
    Stacy Adams Santos 24855(
Men's) -
Gray Kidskin
    $89.95
    Dr. Martens Burnham Steel Toe 6 Tie Boot
    Dr. Martens Burnham Steel Toe 6 Tie Boot
    Dr. Martens Burnham Steel Toe 6 Tie Boot
    New!
    Sale
    Dr. Martens Burnham Steel Toe 6 Tie Boot -
Black Industrial Greasy
    Sale
    Dr. Martens Burnham Steel Toe 6 Tie Boot -
Gaucho Volcano Leather
    Sale
    $129.98
    $140.00 7% off
    Rockport Total Motion Fusion Desert Boot (Men's)
    Rockport Total Motion Fusion Desert Boot (Men's)
    Rockport Total Motion Fusion Desert Boot (Men's)
    Rockport Total Motion Fusion Desert Boot (Men's)
    Rockport Total Motion Fusion Desert Boot (Men's)
    Rockport Total Motion Fusion Desert Boot (Men's)
    New!
    Sale
    Rockport Total Motion Fusion Desert Boot(
Men's) -
Dark Bitter Chocolate 2 Suede
    New
    Rockport Total Motion Fusion Desert Boot(
Men's) -
Black
    Rockport Total Motion Fusion Desert Boot(
Men's) -
New Dress Blues
    Rockport Total Motion Fusion Desert Boot(
Men's) -
Rocksand
    Rockport Total Motion Fusion Desert Boot(
Men's) -
Tan
    $149.95
    Stacy Adams Delaney Chukka Boot 25053 (Men's)
    Stacy Adams Delaney Chukka Boot 25053 (Men's)
    Stacy Adams Delaney Chukka Boot 25053 (Men's)
    Stacy Adams Delaney Chukka Boot 25053 (Men's)
    New!
    Sale
    Stacy Adams Delaney Chukka Boot 25053(
Men's) -
Black Burnished Leather/Suede
    New
    Stacy Adams Delaney Chukka Boot 25053(
Men's) -
Brown Burnished Leather/Suede
    New
    Stacy Adams Delaney Chukka Boot 25053(
Men's) -
Cognac Burnished Leather/Suede
    New
    $104.95
    Clarks Holmby Top Chukka Boot (Men's)
    Clarks Holmby Top Chukka Boot (Men's)
    Clarks Holmby Top Chukka Boot (Men's)
    New!
    Sale
    Clarks Holmby Top Chukka Boot(
Men's) -
Black Goat Full Grain Leather
    New
    Clarks Holmby Top Chukka Boot(
Men's) -
Brown Goat Full Grain Leather
    New
    $99.95
    ECCO Turn GORE-TEX Boot (Men's)
    ECCO Turn GORE-TEX Boot (Men's)
    ECCO Turn GORE-TEX Boot (Men's)
    New!
    Sale
    ECCO Turn GORE-TEX Boot(
Men's) -
Coffee Lexi Leather
    ECCO Turn GORE-TEX Boot(
Men's) -
Mocha Oil Nubuck
    Sale
    $172.95 - $229.95
    $230.00 up to 25% off
    Dr. Martens Holkham Steel Toe 5 Tie Hiker
    Dr. Martens Holkham Steel Toe 5 Tie Hiker
    Dr. Martens Holkham Steel Toe 5 Tie Hiker
    New!
    Sale
    Dr. Martens Holkham Steel Toe 5 Tie Hiker -
Black Industrial Greasy
    Sale
    Dr. Martens Holkham Steel Toe 5 Tie Hiker -
Gaucho Volcano
    Sale
    $129.98
    $140.00 7% off
    Giorgio Brutini Italian Calf 15548 (Men's)
    Giorgio Brutini Italian Calf 15548 (Men's)
    Giorgio Brutini Italian Calf 15548 (Men's)
    Giorgio Brutini Italian Calf 15548 (Men's)
    New!
    Sale
    Giorgio Brutini Italian Calf 15548(
Men's) -
Black
    Giorgio Brutini Italian Calf 15548(
Men's) -
Brown
    Giorgio Brutini Italian Calf 15548(
Men's) -
Red
    $89.95
    Giorgio Brutini Renegade Boot (Men's)
    Giorgio Brutini Renegade Boot (Men's)
    Giorgio Brutini Renegade Boot (Men's)
    Giorgio Brutini Renegade Boot (Men's)
    New!
    Sale
    Giorgio Brutini Renegade Boot(
Men's) -
Black Cow Porto
    Giorgio Brutini Renegade Boot(
Men's) -
Brown Cow Arthur
    Giorgio Brutini Renegade Boot(
Men's) -
Gray Cow Crust
    $109.95
    Nunn Bush Robinson Chukka Boot (Men's)
    Nunn Bush Robinson Chukka Boot (Men's)
    Nunn Bush Robinson Chukka Boot (Men's)
    New!
    Sale
    Nunn Bush Robinson Chukka Boot(
Men's) -
Black Leather
    Sale
    Nunn Bush Robinson Chukka Boot(
Men's) -
Chestnut Leather
    Sale
    $72.00
    $90.00 20% off
    Giorgio Brutini Genuine Snake 15064 (Men's)
    Giorgio Brutini Genuine Snake 15064 (Men's)
    Giorgio Brutini Genuine Snake 15064 (Men's)
    Giorgio Brutini Genuine Snake 15064 (Men's)
    Giorgio Brutini Genuine Snake 15064 (Men's)
    Giorgio Brutini Genuine Snake 15064 (Men's)
    Giorgio Brutini Genuine Snake 15064 (Men's)
    New!
    Sale
    Giorgio Brutini Genuine Snake 15064(
Men's) -
Black
    Giorgio Brutini Genuine Snake 15064(
Men's) -
Brown
    Giorgio Brutini Genuine Snake 15064(
Men's) -
Undyed Natural
    Giorgio Brutini Genuine Snake 15064(
Men's) -
Navy
    Giorgio Brutini Genuine Snake 15064(
Men's) -
Red
    Giorgio Brutini Genuine Snake 15064(
Men's) -
Taupe
    $79.95
    Andrew Marc Dorchester Chukka (Men's)
    Andrew Marc Dorchester Chukka (Men's)
    New!
    Sale
    Andrew Marc Dorchester Chukka(
Men's) -
Caribou/Black/Dark Natural/Natural Suede
    Sale
    $89.00
    $178.00 50% off
    Dockers Merritt Chukka Boot (Men's)
    Dockers Merritt Chukka Boot (Men's)
    Dockers Merritt Chukka Boot (Men's)
    Dockers Merritt Chukka Boot (Men's)
    New!
    Sale
    Dockers Merritt Chukka Boot(
Men's) -
Black Milled Leather
    Sale
    Dockers Merritt Chukka Boot(
Men's) -
Chocolate Crazy Horse Leather
    Sale
    Dockers Merritt Chukka Boot(
Men's) -
Dark Tan Crazy Horse Leather
    Sale
    $79.99
    $110.00 27% off
    Nunn Bush Hawley Chukka Boot (Men's)
    Nunn Bush Hawley Chukka Boot (Men's)
    Nunn Bush Hawley Chukka Boot (Men's)
    New!
    Sale
    Nunn Bush Hawley Chukka Boot(
Men's) -
Black Leather
    Sale
    Nunn Bush Hawley Chukka Boot(
Men's) -
Brown Leather
    Sale
    $72.00
    $90.00 20% off
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