Shop Gray Ankle Dress Boots for Men

Sponsored
$54.99
Vance Co. Alex Cap Toe Boot | Men's | Grey | Size 13 | Boots
DSW
$15 Off*
$54.99
Vance Co. Alex Cap Toe Boot | Men's | Grey | Size 13 | Boots
DSW
$15 Off*
$160.00
Calvin Klein Men's Domly Ankle Boot
Amazon.com
Free shipping
$160.00
Calvin Klein Men's Domly Ankle Boot
Amazon.com
Free shipping
$92.39
STACY ADAMS Men's Sandoval Heeled Ankle Boot
Amazon.com
27
Free shipping
$92.39
STACY ADAMS Men's Sandoval Heeled Ankle Boot
Amazon.com
27
$64.99
Vance Co. Marshon Chelsea Boot | Men's | Grey | Size 12 | Boots
DSW
$15 Off*
$64.99
Vance Co. Marshon Chelsea Boot | Men's | Grey | Size 12 | Boots
DSW
$15 Off*
$79.99
Vance Co. Men's Alex Chelsea Boot - Gray/Grey - Size 7
HSN
$79.99
Vance Co. Men's Alex Chelsea Boot - Gray/Grey - Size 7
HSN
$127.99
Vintage Foundry Kenneth Chukka Boot | Men's | Grey | Size 8 | Boots
DSW
$15 Off*
Free shipping
$127.99
Vintage Foundry Kenneth Chukka Boot | Men's | Grey | Size 8 | Boots
DSW
$15 Off*
$64.99
Vance Co. Franco Boot | Men's | Grey | Size 10.5 | Boots
DSW
$15 Off*
$64.99
Vance Co. Franco Boot | Men's | Grey | Size 10.5 | Boots
DSW
$15 Off*
$127.82
Florsheim Men's, Midtown Boot
Amazon.com
264
Free shipping
$127.82
Florsheim Men's, Midtown Boot
Amazon.com
264
$74.99
Thomas & Vine Banks Chukka Boot | Men's | Grey | Size 12 | Boots
DSW
$15 Off*
$74.99
Thomas & Vine Banks Chukka Boot | Men's | Grey | Size 12 | Boots
DSW
$15 Off*
$89.99
Vance Co. Men's Orson Chukka Boot - Gray/Grey - Size 13
HSN
$89.99
Vance Co. Men's Orson Chukka Boot - Gray/Grey - Size 13
HSN
$39.99
Jousen Men's Chelsea Boots Lightweight Casual Chukka Ankle Boots Classic Elastic Dress Boots For Men
Amazon.com
Free shipping
$39.99
Jousen Men's Chelsea Boots Lightweight Casual Chukka Ankle Boots Classic Elastic Dress Boots For Men
Amazon.com
Free shipping
$144.95
Laredo Mens Harding Embroidered Round Toe Pull On Casual Boots Mid Calf - Grey
Amazon.com
646
Free shipping
$144.95
Laredo Mens Harding Embroidered Round Toe Pull On Casual Boots Mid Calf - Grey
Amazon.com
646
$99.99
Vance Co. Men's Lucien Cap Toe Ankle Boot - Gray/Grey - Size 13
HSN
$99.99
Vance Co. Men's Lucien Cap Toe Ankle Boot - Gray/Grey - Size 13
HSN
$169.99
Thomas & Vine Men's Darko Cap Toe Leather Ankle Boot - Gray/Grey - Size 11 1/2
HSN
$169.99
Thomas & Vine Men's Darko Cap Toe Leather Ankle Boot - Gray/Grey - Size 11 1/2
HSN
$169.99
Thomas & Vine Men's Darko Cap Toe Wide Width Leather Ankle Boot - Gray/Grey - 10.5W
HSN
$169.99
Thomas & Vine Men's Darko Cap Toe Wide Width Leather Ankle Boot - Gray/Grey - 10.5W
HSN
$199.99
Handmade Men's Side Zipper Ankle Boots Men Side Zipper Gray Color
eBay
Free shipping
$199.99
Handmade Men's Side Zipper Ankle Boots Men Side Zipper Gray Color
eBay
Free shipping
$49.99
Vance Co. Vaughn Chukka Boot | Men's | Grey | Size 12 | Boots
DSW
$15 Off*
$49.99
Vance Co. Vaughn Chukka Boot | Men's | Grey | Size 12 | Boots
DSW
$15 Off*
$99.99
Vance Co. Men's Marshon Chelsea Boot - Gray/Grey - Size 11
HSN
$99.99
Vance Co. Men's Marshon Chelsea Boot - Gray/Grey - Size 11
HSN
$69.98
Vance Co. Men's Alex Chelsea Boots | Grey | Size 7 | PU Leather
Shoe Station Feed
$69.98
Vance Co. Men's Alex Chelsea Boots | Grey | Size 7 | PU Leather
Shoe Station Feed
$159.99
Handmade Men Button Boot, Men Black And Gray Ankle Leather Boot Men
eBay
$159.99
Handmade Men Button Boot, Men Black And Gray Ankle Leather Boot Men
eBay
$112.99
Florsheim Men's, Rucci Plain Toe Chukka Boot
Amazon.com
19
Free shipping
$112.99
Florsheim Men's, Rucci Plain Toe Chukka Boot
Amazon.com
19
$44.99
Vance Co. Thorpe Chelsea Boot | Men's | Grey | Size 13 | Boots | Wingtip
DSW
$15 Off*
$44.99
Vance Co. Thorpe Chelsea Boot | Men's | Grey | Size 13 | Boots | Wingtip
DSW
$15 Off*
$169.99
Thomas & Vine Men's Jaylon Cap Toe Leather Chelsea Boot - Gray/Grey - Size 8
HSN
2
$169.99
Thomas & Vine Men's Jaylon Cap Toe Leather Chelsea Boot - Gray/Grey - Size 8
HSN
2
$90.77
Florsheim Men's Neufeld Chukka Boot
Amazon.com
37
Free shipping
$90.77
Florsheim Men's Neufeld Chukka Boot
Amazon.com
37
$31.99
Rollda Mens Chelsea Boots Casual Ankle Boots Dress Boots Elastic Slip On Boots For Men
Amazon.com
59
$31.99
Rollda Mens Chelsea Boots Casual Ankle Boots Dress Boots Elastic Slip On Boots For Men
Amazon.com
59
$129.00
$179.00
Giovanni Men's Leather Dress Boot - Wool Felt Accent - Grey - 9 - CCO Menswear
CCO Menswear
15% Off*
27% off
$129.00
$179.00
Giovanni Men's Leather Dress Boot - Wool Felt Accent - Grey - 9 - CCO Menswear
CCO Menswear
15% Off*
$60.99
Men Vintage Microfiber Leather Hand Stitching Soft Ankle Boots - 13, Gray
tohittheroad.com
$60.99
Men Vintage Microfiber Leather Hand Stitching Soft Ankle Boots - 13, Gray
tohittheroad.com
$149.99
Florsheim Men's Duke 6-1/2" - 10 Grey Boot E3
ShoeMall.com
$149.99
Florsheim Men's Duke 6-1/2" - 10 Grey Boot E3
ShoeMall.com
$139.96
Men Leather Stacy Adams Madison Ankle Boot Biscuit High Top 00015-10 Gray
Walmart
Free shipping
$139.96
Men Leather Stacy Adams Madison Ankle Boot Biscuit High Top 00015-10 Gray
Walmart
Free shipping
$490.00
Los Altos Boots - Mens Dress Cowboy Boot - Low Priced Short Ankle Grey Caiman Boots - European Toe - In Grey By Alligator Warehouse
Alligator Warehouse Bing Ads
$490.00
Los Altos Boots - Mens Dress Cowboy Boot - Low Priced Short Ankle Grey Caiman Boots - European Toe - In Grey By Alligator Warehouse
Alligator Warehouse Bing Ads
$74.98
Vance Co. Men's Barett Dress Boots | Grey | Size 10 | Fabric
Shoe Station Feed
$74.98
Vance Co. Men's Barett Dress Boots | Grey | Size 10 | Fabric
Shoe Station Feed
$74.98
Vance Co. Men's Jimmy Chukka Boots | Grey | Size 13 | PU Leather
Shoe Station Feed
$74.98
Vance Co. Men's Jimmy Chukka Boots | Grey | Size 13 | PU Leather
Shoe Station Feed
$129.97
Johnston & Murphy Gregory Chukka Boot In Dark Gray English Waxed Suede At Nordstrom Rack, Size 8.5
Nordstrom Rack
Free shipping
$129.97
Johnston & Murphy Gregory Chukka Boot In Dark Gray English Waxed Suede At Nordstrom Rack, Size 8.5
Nordstrom Rack
Free shipping
$63.00
Men's Vance Co Evans Ankle Boots, Grey Medium
Belk
$63.00
Men's Vance Co Evans Ankle Boots, Grey Medium
Belk
$84.00
Men's Vance Co Landon Boots, Grey Medium
Belk
Free shipping
$84.00
Men's Vance Co Landon Boots, Grey Medium
Belk
Free shipping
$98.00
Sale-Timberland Authentic Mid Full Grain Leather Mens Ankle Boots - Medium Grey , UK 10.5 | US 11 Men | EU 45 , Wide
Lakerrealty Sports Store
$98.00
Sale-Timberland Authentic Mid Full Grain Leather Mens Ankle Boots - Medium Grey , UK 10.5 | US 11 Men | EU 45 , Wide
Lakerrealty Sports Store
See more
See less
    Some results have been hidden because they may be inaccessible to you.Show inaccessible results
    See more images

    Shop Gray Ankle Dress Boots for Men

    Sponsored
    $54.99
    Vance Co. Alex Cap Toe Boot | Men's | Grey | Size 13 | Boots
    DSW
    $15 Off*
    $54.99
    Vance Co. Alex Cap Toe Boot | Men's | Grey | Size 13 | Boots
    DSW
    $15 Off*
    $160.00
    Calvin Klein Men's Domly Ankle Boot
    Amazon.com
    Free shipping
    $160.00
    Calvin Klein Men's Domly Ankle Boot
    Amazon.com
    Free shipping
    $92.39
    STACY ADAMS Men's Sandoval Heeled Ankle Boot
    Amazon.com
    27
    Free shipping
    $92.39
    STACY ADAMS Men's Sandoval Heeled Ankle Boot
    Amazon.com
    27
    $64.99
    Vance Co. Marshon Chelsea Boot | Men's | Grey | Size 12 | Boots
    DSW
    $15 Off*
    $64.99
    Vance Co. Marshon Chelsea Boot | Men's | Grey | Size 12 | Boots
    DSW
    $15 Off*
    $79.99
    Vance Co. Men's Alex Chelsea Boot - Gray/Grey - Size 7
    HSN
    $79.99
    Vance Co. Men's Alex Chelsea Boot - Gray/Grey - Size 7
    HSN
    $127.99
    Vintage Foundry Kenneth Chukka Boot | Men's | Grey | Size 8 | Boots
    DSW
    $15 Off*
    Free shipping
    $127.99
    Vintage Foundry Kenneth Chukka Boot | Men's | Grey | Size 8 | Boots
    DSW
    $15 Off*
    $64.99
    Vance Co. Franco Boot | Men's | Grey | Size 10.5 | Boots
    DSW
    $15 Off*
    $64.99
    Vance Co. Franco Boot | Men's | Grey | Size 10.5 | Boots
    DSW
    $15 Off*
    $127.82
    Florsheim Men's, Midtown Boot
    Amazon.com
    264
    Free shipping
    $127.82
    Florsheim Men's, Midtown Boot
    Amazon.com
    264
    $74.99
    Thomas & Vine Banks Chukka Boot | Men's | Grey | Size 12 | Boots
    DSW
    $15 Off*
    $74.99
    Thomas & Vine Banks Chukka Boot | Men's | Grey | Size 12 | Boots
    DSW
    $15 Off*
    $89.99
    Vance Co. Men's Orson Chukka Boot - Gray/Grey - Size 13
    HSN
    $89.99
    Vance Co. Men's Orson Chukka Boot - Gray/Grey - Size 13
    HSN
    $39.99
    Jousen Men's Chelsea Boots Lightweight Casual Chukka Ankle Boots Classic Elastic Dress Boots For Men
    Amazon.com
    Free shipping
    $39.99
    Jousen Men's Chelsea Boots Lightweight Casual Chukka Ankle Boots Classic Elastic Dress Boots For Men
    Amazon.com
    Free shipping
    $144.95
    Laredo Mens Harding Embroidered Round Toe Pull On Casual Boots Mid Calf - Grey
    Amazon.com
    646
    Free shipping
    $144.95
    Laredo Mens Harding Embroidered Round Toe Pull On Casual Boots Mid Calf - Grey
    Amazon.com
    646
    $99.99
    Vance Co. Men's Lucien Cap Toe Ankle Boot - Gray/Grey - Size 13
    HSN
    $99.99
    Vance Co. Men's Lucien Cap Toe Ankle Boot - Gray/Grey - Size 13
    HSN
    $169.99
    Thomas & Vine Men's Darko Cap Toe Leather Ankle Boot - Gray/Grey - Size 11 1/2
    HSN
    $169.99
    Thomas & Vine Men's Darko Cap Toe Leather Ankle Boot - Gray/Grey - Size 11 1/2
    HSN
    $169.99
    Thomas & Vine Men's Darko Cap Toe Wide Width Leather Ankle Boot - Gray/Grey - 10.5W
    HSN
    $169.99
    Thomas & Vine Men's Darko Cap Toe Wide Width Leather Ankle Boot - Gray/Grey - 10.5W
    HSN
    $199.99
    Handmade Men's Side Zipper Ankle Boots Men Side Zipper Gray Color
    eBay
    Free shipping
    $199.99
    Handmade Men's Side Zipper Ankle Boots Men Side Zipper Gray Color
    eBay
    Free shipping
    $49.99
    Vance Co. Vaughn Chukka Boot | Men's | Grey | Size 12 | Boots
    DSW
    $15 Off*
    $49.99
    Vance Co. Vaughn Chukka Boot | Men's | Grey | Size 12 | Boots
    DSW
    $15 Off*
    $99.99
    Vance Co. Men's Marshon Chelsea Boot - Gray/Grey - Size 11
    HSN
    $99.99
    Vance Co. Men's Marshon Chelsea Boot - Gray/Grey - Size 11
    HSN