Shop Men's Dress Ankle Boots

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$129.27
Florsheim Men's Cottage Cap Toe Boot Fashion
Amazon.com
24
Free shipping
$129.27
Florsheim Men's Cottage Cap Toe Boot Fashion
Amazon.com
24
$104.45
Florsheim Men's, Chalet Cap Toe Boot
Amazon.com
209
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$104.45
Florsheim Men's, Chalet Cap Toe Boot
Amazon.com
209
$150.00
Florsheim Men's Medfield Plain Toe Zip Boot Fashion
Amazon.com
2K+
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Florsheim Men's Medfield Plain Toe Zip Boot Fashion
Amazon.com
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$134.99
Florsheim Men's, Midtown Boot
Amazon.com
254
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$134.99
Florsheim Men's, Midtown Boot
Amazon.com
254
$59.99
Chelsea Boots Men Dress Boots With Zipper Casual Men's Leather Chelsea Ankle Boots
Amazon.com
2K+
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Chelsea Boots Men Dress Boots With Zipper Casual Men's Leather Chelsea Ankle Boots
Amazon.com
2K+
$69.99
Mens Fashion Dress Boots - Black Genuine Leather Classic Brogue Style Oxford Ankle Boots
Amazon.com
135
Free shipping
$69.99
Mens Fashion Dress Boots - Black Genuine Leather Classic Brogue Style Oxford Ankle Boots
Amazon.com
135
$35.88
Men's Comfortable Handmade Leather Boots, Stylish Hand-Stitched Waterproof Arch Support Ankle Boots
Amazon.com
$35.88
Men's Comfortable Handmade Leather Boots, Stylish Hand-Stitched Waterproof Arch Support Ankle Boots
Amazon.com
$64.99
Holy Dove Mens Chelsea Boots Leather Ankle Boots For Men Classic Stylish Slip On Dress Boots For Casual Fomal Wear
Amazon.com
51
Free shipping
$64.99
Holy Dove Mens Chelsea Boots Leather Ankle Boots For Men Classic Stylish Slip On Dress Boots For Casual Fomal Wear
Amazon.com
51
$31.32
Deer Stags Men's Bangor Chukka Boot Redwood Smooth 8.5
Amazon.com
457
$31.32
Deer Stags Men's Bangor Chukka Boot Redwood Smooth 8.5
Amazon.com
457
$53.99
FLYLAND Men's Casual Boots Vintage Leather Ankle Dress Boot Chukka Boots Mid Top Non-Slip Driving Walking Shoes
Amazon.com
19
Free shipping
$53.99
FLYLAND Men's Casual Boots Vintage Leather Ankle Dress Boot Chukka Boots Mid Top Non-Slip Driving Walking Shoes
Amazon.com
19
$107.96
Florsheim Men's Medfield Plain Toe Zip Boot Fashion
Amazon.com
2K+
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Florsheim Men's Medfield Plain Toe Zip Boot Fashion
Amazon.com
2K+
$59.99
Chelsea Boots Men Dress Boots With Zipper Casual Men's Leather Chelsea Ankle Boots Black 9
Amazon.com
2K+
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Chelsea Boots Men Dress Boots With Zipper Casual Men's Leather Chelsea Ankle Boots Black 9
Amazon.com
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$105.99
Jepsen Gord Men's Chelsea Boots Genuine Leather Dress Boots For Men Wingtip Brogue Formal Business Casual Ankle Boots
Amazon.com
37
Free shipping
$105.99
Jepsen Gord Men's Chelsea Boots Genuine Leather Dress Boots For Men Wingtip Brogue Formal Business Casual Ankle Boots
Amazon.com
37
$80.47
Cole Haan Men's 2.Zerogrand Chukka Boot
Amazon.com
583
Free shipping
$80.47
Cole Haan Men's 2.Zerogrand Chukka Boot
Amazon.com
583
$47.39
Deer Stags Men's Bangor Chukka Boot Black/Black 12
Amazon.com
865
Free shipping
$47.39
Deer Stags Men's Bangor Chukka Boot Black/Black 12
Amazon.com
865
$59.99
Cestfini Men Chelsea Boots Casual Suede Dress Boots Comfortable Oxfords Ankle Boots For Men 10.5
Amazon.com
1K+
Free shipping
$59.99
Cestfini Men Chelsea Boots Casual Suede Dress Boots Comfortable Oxfords Ankle Boots For Men 10.5
Amazon.com
1K+
$89.88
GIFENNSE Mens Chelsea Boots Leather Dress Boots For Men
Amazon.com
1K+
Free shipping
$89.88
GIFENNSE Mens Chelsea Boots Leather Dress Boots For Men
Amazon.com
1K+
$47.99
$100.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Black | Regular 8 1/2 | Boots Chelsea Boots | Memory Foam | Fall Fashion
JCPenney
21
52% off
$47.99
$100.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Black | Regular 8 1/2 | Boots Chelsea Boots | Memory Foam | Fall Fashion
JCPenney
21
$59.99
Jazame Mens Black Dress Boots Casual Ankle Short Belt Buckle Design Boot
Amazon.com
483
Free shipping
$59.99
Jazame Mens Black Dress Boots Casual Ankle Short Belt Buckle Design Boot
Amazon.com
483
$69.99
Men's Boots Cap Toe Leather Oxford Dress Boots Fashion Mid Top Chukka Ankle Boot Business Shoes For Men 8
Amazon.com
449
Free shipping
$69.99
Men's Boots Cap Toe Leather Oxford Dress Boots Fashion Mid Top Chukka Ankle Boot Business Shoes For Men 8
Amazon.com
449
$69.99
PARTY Mens Dress Boots - Casual Lace-Up Chukka Leather Boots For Men
Amazon.com
99
Free shipping
$69.99
PARTY Mens Dress Boots - Casual Lace-Up Chukka Leather Boots For Men
Amazon.com
99
$349.98
$495.00
Allen Edmonds Park Avenue Cap-Toe Oxford Dress Boot Boots In Navy Leather, Size 10.5 D
Allen Edmonds
29% off
$349.98
$495.00
Allen Edmonds Park Avenue Cap-Toe Oxford Dress Boot Boots In Navy Leather, Size 10.5 D
Allen Edmonds
$47.99
$100.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 10 1/2 | Boots Chelsea Boots | Memory Foam | Fall Fashion
JCPenney
21
52% off
$47.99
$100.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 10 1/2 | Boots Chelsea Boots | Memory Foam | Fall Fashion
JCPenney
21
$119.90
Stacy Adams Men's Bradley Chelsea Boot
Amazon.com
3
Free shipping
$119.90
Stacy Adams Men's Bradley Chelsea Boot
Amazon.com
3
$1,095.00
Allen Edmonds Nash Reserve Chelsea Dress Boot Boots In Dark Brown Leather, Size 10.0 D
Allen Edmonds
$1,095.00
Allen Edmonds Nash Reserve Chelsea Dress Boot Boots In Dark Brown Leather, Size 10.0 D
Allen Edmonds
$100.70
Cole Haan Men's 2.Zerogrand Chukka Boot
Amazon.com
794
Free shipping
$100.70
Cole Haan Men's 2.Zerogrand Chukka Boot
Amazon.com
794
$259.90
$459.90
Duca 1102 Cognac Python Embossed Calfskin Wingtip Lace-Up Ankle Boots 10.5
Upscale Menswear
43% off
$259.90
$459.90
Duca 1102 Cognac Python Embossed Calfskin Wingtip Lace-Up Ankle Boots 10.5
Upscale Menswear
$88.99
FRASOICUS Men's Chelsea Boots Mens Genuine Leather Dress Boots
Amazon.com
276
Free shipping
$88.99
FRASOICUS Men's Chelsea Boots Mens Genuine Leather Dress Boots
Amazon.com
276
$1,390.00
Mcqueen Men's Leather Buckle-Strap Zip Ankle Boots, Black, Men's, 9D, Boots Ankle Boots & Booties
Neiman Marcus
Free shipping
$1,390.00
Mcqueen Men's Leather Buckle-Strap Zip Ankle Boots, Black, Men's, 9D, Boots Ankle Boots & Booties
Neiman Marcus
Free shipping
$87.99
$109.99
VANCE Yukkon Men's Padded Collar Ankle Boots, Size: 13, Black
Kohl's
Free shipping
20% off
$87.99
$109.99
VANCE Yukkon Men's Padded Collar Ankle Boots, Size: 13, Black
Kohl's
Free shipping
$111.62
Florsheim Men's Neufeld Chukka Boot
Amazon.com
1
Free shipping
$111.62
Florsheim Men's Neufeld Chukka Boot
Amazon.com
1
$1,095.00
Allen Edmonds Nash Reserve Chelsea Dress Boot Boots In Black Leather, Size 10.5 D
Allen Edmonds
$1,095.00
Allen Edmonds Nash Reserve Chelsea Dress Boot Boots In Black Leather, Size 10.5 D
Allen Edmonds
$87.99
$109.99
VANCE Yukkon Men's Padded Collar Ankle Boots, Size: 11.5, Brown
Kohl's
Free shipping
20% off
$87.99
$109.99
VANCE Yukkon Men's Padded Collar Ankle Boots, Size: 11.5, Brown
Kohl's
Free shipping
$128.00
$160.00
Stacy Adams Finnegan Men's Wingtip Lace-Up Ankle Boots, Size: 7.5, Navy Red
Kohl's
Free shipping
20% off
$128.00
$160.00
Stacy Adams Finnegan Men's Wingtip Lace-Up Ankle Boots, Size: 7.5, Navy Red
Kohl's
Free shipping
$47.99
$100.00
J. Ferrar Mens Blake Flat Heel Chelsea Boots | Black | Regular 12 | Boots Chelsea Boots | Memory Foam | Fall Fashion
JCPenney
39
52% off
$47.99
$100.00
J. Ferrar Mens Blake Flat Heel Chelsea Boots | Black | Regular 12 | Boots Chelsea Boots | Memory Foam | Fall Fashion
JCPenney
39
$60.00
$75.00
Deer Stags Mens Rockland Block Heel Chelsea Boots | Black | Regular 8 1/2 | Boots Chelsea Boots | Memory Foam|Cushioned|Comfort
JCPenney
5K+
Free shipping
20% off
$60.00
$75.00
Deer Stags Mens Rockland Block Heel Chelsea Boots | Black | Regular 8 1/2 | Boots Chelsea Boots | Memory Foam|Cushioned|Comfort
JCPenney
5K+
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Shop Men's Dress Ankle Boots

Sponsored
About our ads
$129.27
Florsheim Men's Cottage Cap Toe Boot Fashion
Amazon.com
24
Free shipping
$129.27
Florsheim Men's Cottage Cap Toe Boot Fashion
Amazon.com
24
$104.45
Florsheim Men's, Chalet Cap Toe Boot
Amazon.com
209
Free shipping
$104.45
Florsheim Men's, Chalet Cap Toe Boot
Amazon.com
209
$150.00
Florsheim Men's Medfield Plain Toe Zip Boot Fashion
Amazon.com
2K+
Free shipping
$150.00
Florsheim Men's Medfield Plain Toe Zip Boot Fashion
Amazon.com
2K+
$134.99
Florsheim Men's, Midtown Boot
Amazon.com
254
Free shipping
$134.99
Florsheim Men's, Midtown Boot
Amazon.com
254
$59.99
Chelsea Boots Men Dress Boots With Zipper Casual Men's Leather Chelsea Ankle Boots
Amazon.com
2K+
Free shipping
$59.99
Chelsea Boots Men Dress Boots With Zipper Casual Men's Leather Chelsea Ankle Boots
Amazon.com
2K+
$69.99
Mens Fashion Dress Boots - Black Genuine Leather Classic Brogue Style Oxford Ankle Boots
Amazon.com
135
Free shipping
$69.99
Mens Fashion Dress Boots - Black Genuine Leather Classic Brogue Style Oxford Ankle Boots
Amazon.com
135
$35.88
Men's Comfortable Handmade Leather Boots, Stylish Hand-Stitched Waterproof Arch Support Ankle Boots
Amazon.com
$35.88
Men's Comfortable Handmade Leather Boots, Stylish Hand-Stitched Waterproof Arch Support Ankle Boots
Amazon.com
$64.99
Holy Dove Mens Chelsea Boots Leather Ankle Boots For Men Classic Stylish Slip On Dress Boots For Casual Fomal Wear
Amazon.com
51
Free shipping
$64.99
Holy Dove Mens Chelsea Boots Leather Ankle Boots For Men Classic Stylish Slip On Dress Boots For Casual Fomal Wear
Amazon.com
51
$31.32
Deer Stags Men's Bangor Chukka Boot Redwood Smooth 8.5
Amazon.com
457
$31.32
Deer Stags Men's Bangor Chukka Boot Redwood Smooth 8.5
Amazon.com
457
$53.99
FLYLAND Men's Casual Boots Vintage Leather Ankle Dress Boot Chukka Boots Mid Top Non-Slip Driving Walking Shoes
Amazon.com
19
Free shipping
$53.99
FLYLAND Men's Casual Boots Vintage Leather Ankle Dress Boot Chukka Boots Mid Top Non-Slip Driving Walking Shoes
Amazon.com
19
$107.96
Florsheim Men's Medfield Plain Toe Zip Boot Fashion
Amazon.com
2K+
Free shipping
$107.96
Florsheim Men's Medfield Plain Toe Zip Boot Fashion
Amazon.com
2K+
$59.99
Chelsea Boots Men Dress Boots With Zipper Casual Men's Leather Chelsea Ankle Boots Black 9
Amazon.com
2K+
Free shipping
$59.99
Chelsea Boots Men Dress Boots With Zipper Casual Men's Leather Chelsea Ankle Boots Black 9
Amazon.com
2K+
$105.99
Jepsen Gord Men's Chelsea Boots Genuine Leather Dress Boots For Men Wingtip Brogue Formal Business Casual Ankle Boots
Amazon.com
37
Free shipping
$105.99
Jepsen Gord Men's Chelsea Boots Genuine Leather Dress Boots For Men Wingtip Brogue Formal Business Casual Ankle Boots
Amazon.com
37
$80.47
Cole Haan Men's 2.Zerogrand Chukka Boot
Amazon.com
583
Free shipping
$80.47
Cole Haan Men's 2.Zerogrand Chukka Boot
Amazon.com
583
$47.39
Deer Stags Men's Bangor Chukka Boot Black/Black 12
Amazon.com
865
Free shipping
$47.39
Deer Stags Men's Bangor Chukka Boot Black/Black 12
Amazon.com
865
$59.99
Cestfini Men Chelsea Boots Casual Suede Dress Boots Comfortable Oxfords Ankle Boots For Men 10.5
Amazon.com
1K+
Free shipping
$59.99
Cestfini Men Chelsea Boots Casual Suede Dress Boots Comfortable Oxfords Ankle Boots For Men 10.5
Amazon.com
1K+
$89.88
GIFENNSE Mens Chelsea Boots Leather Dress Boots For Men
Amazon.com
1K+
Free shipping
$89.88
GIFENNSE Mens Chelsea Boots Leather Dress Boots For Men
Amazon.com
1K+
$47.99
$100.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Black | Regular 8 1/2 | Boots Chelsea Boots | Memory Foam | Fall Fashion
JCPenney
21
52% off
$47.99
$100.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Black | Regular 8 1/2 | Boots Chelsea Boots | Memory Foam | Fall Fashion
JCPenney
21