Phone
    Call
    1 (888) 200 - 8414
    Mon - Fri: 8:00 AM - Midnight ET
    Sat - Sun: 8:00 AM - 11:00 PM ET
    FREE shipping and FREE exchanges. every day. no minimum.
    0 Cart
    Loading...
    Your cart is currently unavailable
    Loading...
    Advanced search is currently unavailable

    Mens Dress Ankle Boots

    1-36 of 42 results
     1 2 
    Sort by
    Display
    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
    Florsheim Duke (Men's)
    Florsheim Duke (Men's)
    Florsheim Duke (Men's)
    New!
    Sale
    Florsheim Duke(
Men's) -
Cavello Kid Black
    Florsheim Duke(
Men's) -
Cavello Kid Cognac
    $134.95
    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
    $125.95
    $145.00 13% off
    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
    Andrew Marc Hillcrest (Men's)
    Andrew Marc Hillcrest (Men's)
    New!
    Sale
    Andrew Marc Hillcrest(
Men's) -
Dark Brown/Dark Natural/Natural/Brown/Black Suede
    Sale
    $124.99
    $248.00 50% off
    Stacy Adams Sunset 24819 (Men's)
    Stacy Adams Sunset 24819 (Men's)
    Stacy Adams Sunset 24819 (Men's)
    Stacy Adams Sunset 24819 (Men's)
    Stacy Adams Sunset 24819 (Men's)
    New!
    Sale
    Stacy Adams Sunset 24819(
Men's) -
Black Leather
    Stacy Adams Sunset 24819(
Men's) -
Gray Leather
    Stacy Adams Sunset 24819(
Men's) -
Ivory Leather
    Stacy Adams Sunset 24819(
Men's) -
Tan Leather
    $89.95
    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
    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
    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) -
Taupe
    $79.95
    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
    $121.95 - $139.95
    $140.00 up to 13% off
    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
    $174.95 - $229.95
    $230.00 up to 24% 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
    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
    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
    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
    $121.95 - $139.95
    $140.00 up to 13% 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
    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
    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
    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