Shop Men's Dress Ankle Boots

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$429.00
$550.00
Allen Edmonds Liverpool Chelsea Dress Boot Boots In Black Leather, Size 10.5 D
Allen Edmonds
22% off
$429.00
$550.00
Allen Edmonds Liverpool Chelsea Dress Boot Boots In Black Leather, Size 10.5 D
Allen Edmonds
$134.95
$149.95
Florsheim Men's, Midtown Boot
Amazon.com
244
Free shipping
10% off
$134.95
$149.95
Florsheim Men's, Midtown Boot
Amazon.com
$349.00
$550.00
Allen Edmonds Hamilton Weatherproof Oxford Dress Boot Boots In Chili Leather, Size 10.0 2A
Allen Edmonds
36% off
$349.00
$550.00
Allen Edmonds Hamilton Weatherproof Oxford Dress Boot Boots In Chili Leather, Size 10.0 2A
Allen Edmonds
$1,095.00
Allen Edmonds Nash Reserve Chelsea Dress Boot Boots In Black Leather, Size 7.5 D
Allen Edmonds
$1,095.00
Allen Edmonds Nash Reserve Chelsea Dress Boot Boots In Black Leather, Size 7.5 D
Allen Edmonds
$135.00
Florsheim Men's Medfield Plain Toe Zip Boot Fashion
Amazon.com
2K+
Free shipping
$135.00
Florsheim Men's Medfield Plain Toe Zip Boot Fashion
Amazon.com
$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
$120.00
$150.00
Florsheim Men's Midtown Zip Boots, Black, 10.5M, Leather
belk
2K+
Free shipping
20% off
$120.00
$150.00
Florsheim Men's Midtown Zip Boots, Black, 10.5M, Leather
belk
$60.00
$80.00
Deer Stags Rockland Men's Chelsea Boots, Size: 9 Wide, Black Black
Kohl's
5K+
Free shipping
25% off
$60.00
$80.00
Deer Stags Rockland Men's Chelsea Boots, Size: 9 Wide, Black Black
Kohl's
$95.00
Dockers® Esmond Men's Ankle Boots, Size: 7.5, Black
Kohl's
25
Free shipping
$95.00
Dockers® Esmond Men's Ankle Boots, Size: 7.5, Black
Kohl's
$90.00
$120.00
Nunn Bush® Karnak Men's Leather Plain Toe Ankle Boots, Size: 11, Brown Crazy Horse
Kohl's
2
Free shipping
25% off
$90.00
$120.00
Nunn Bush® Karnak Men's Leather Plain Toe Ankle Boots, Size: 11, Brown Crazy Horse
Kohl's
$319.00
Grain Leather Lace Up Boots - Walnut Brown Size 10 By Charles Tyrwhitt
Charles Tyrwhitt
$319.00
Grain Leather Lace Up Boots - Walnut Brown Size 10 By Charles Tyrwhitt
Charles Tyrwhitt
$140.00
Men's Handmade Tan Leather Ankle High Boot, Men's Lace Up Brogue Toe Boot, Men's Goodyear Welted Boot
Etsy
6
$140.00
Men's Handmade Tan Leather Ankle High Boot, Men's Lace Up Brogue Toe Boot, Men's Goodyear Welted Boot
Etsy
$29.99
$100.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Black | Regular 8 | Boots Chelsea Boots | Memory Foam
JCPenney
20
70% off
$29.99
$100.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Black | Regular 8 | Boots Chelsea Boots | Memory Foam
JCPenney
$29.99
$100.00
J. Ferrar Mens Blake Flat Heel Chelsea Boots | Black | Regular 10 1/2 | Boots Chelsea Boots | Memory Foam | Holiday Gifts
JCPenney
40
70% off
$29.99
$100.00
J. Ferrar Mens Blake Flat Heel Chelsea Boots | Black | Regular 10 1/2 | Boots Chelsea Boots | Memory Foam | Holiday Gifts
JCPenney
$1,145.00
Dolce & Gabbana Calfskin Ankle Boots - Man Boots And Ankle Boots Black 46
DolceGabbana
$1,145.00
Dolce & Gabbana Calfskin Ankle Boots - Man Boots And Ankle Boots Black 46
DolceGabbana
$56.25
$75.00
Deer Stags Mens Rockland Block Heel Chelsea Boots | Black | Regular 10 | Boots Chelsea Boots | Comfort|Cushioned|Memory Foam
JCPenney
6K+
Free shipping
25% off
$56.25
$75.00
Deer Stags Mens Rockland Block Heel Chelsea Boots | Black | Regular 10 | Boots Chelsea Boots | Comfort|Cushioned|Memory Foam
JCPenney
$150.00
Men's Essential Leather Dress Chelsea Boot In Chestnut, Size 10, Italian Leather By Quince
Quince
Free shipping
$150.00
Men's Essential Leather Dress Chelsea Boot In Chestnut, Size 10, Italian Leather By Quince
Quince
$150.00
Men's Essential Leather Dress Chelsea Boot In Black, Size 10.5, Italian Leather By Quince
Quince
Free shipping
$150.00
Men's Essential Leather Dress Chelsea Boot In Black, Size 10.5, Italian Leather By Quince
Quince
$150.00
Men's Essential Leather Dress Chelsea Boot In Charcoal, Size 10, Italian Leather By Quince
Quince
Free shipping
$150.00
Men's Essential Leather Dress Chelsea Boot In Charcoal, Size 10, Italian Leather By Quince
Quince
$54.99
$58.68
Men's Classic Brown Chelsea Boots With Smooth Finish, Timeless Ankle Boot Style For Gentlemen, Perfect For Business Casual, Office And Evening Events
LightInTheBox
$54.99
$58.68
Men's Classic Brown Chelsea Boots With Smooth Finish, Timeless Ankle Boot Style For Gentlemen, Perfect For Business Casual, Office And Evening Events
LightInTheBox
$150.00
Florsheim Midtown Plain Toe Zipper Boots Men's Dress Zip Boots Cognac : 9.5 m (D), Leather
Zappos
1
$150.00
Florsheim Midtown Plain Toe Zipper Boots Men's Dress Zip Boots Cognac : 9.5 m (D), Leather
Zappos
$54.99
Men's Classic Brown Chelsea Boots With Smooth Finish, Timeless Ankle Boot Style For Gentlemen, Perfect For Business Casual, Office And Evening Events
LightIntheBox.com
$54.99
Men's Classic Brown Chelsea Boots With Smooth Finish, Timeless Ankle Boot Style For Gentlemen, Perfect For Business Casual, Office And Evening Events
LightIntheBox.com
$127.46
$169.95
Men's Nubuck Chukka Lace Up Boots - Lands' End - Brown - 11
Lands' End
25% off
$127.46
$169.95
Men's Nubuck Chukka Lace Up Boots - Lands' End - Brown - 11
Lands' End
$59.99
Men's Chelsea Boots- Business Casual Ankle Boots For Classic Office And Everyday Wear
LightIntheBox.com
$59.99
Men's Chelsea Boots- Business Casual Ankle Boots For Classic Office And Everyday Wear
LightIntheBox.com
$995.00
Dolce & Gabbana Suede Ankle Boots - Man Boots And Ankle Boots Brown 44
DolceGabbana
$995.00
Dolce & Gabbana Suede Ankle Boots - Man Boots And Ankle Boots Brown 44
DolceGabbana
$139.99
Johnston Murphy Men's Reeve Leather Chelsea Dress Boots, Mens, 10.5, Tan
Dillard's
$139.99
Johnston Murphy Men's Reeve Leather Chelsea Dress Boots, Mens, 10.5, Tan
Dillard's
$1,095.00
Tod's Men's Leather Chelsea Ankle Boots, Black, Men's, 12, Boots Ankle Boots & Booties
Neiman Marcus
Free shipping
$1,095.00
Tod's Men's Leather Chelsea Ankle Boots, Black, Men's, 12, Boots Ankle Boots & Booties
Neiman Marcus
$99.99
$129.99
Joseph Abboud Men's Alan Cap Toe Inside Zipper Ankle Boots Cognac - Size: 9 D-Width
Men's Wearhouse
23% off
$99.99
$129.99
Joseph Abboud Men's Alan Cap Toe Inside Zipper Ankle Boots Cognac - Size: 9 D-Width
Men's Wearhouse
$149.99
Florsheim Duke Bicycle Toe Boot | Men's | Cognac | Size 10 | Boots
DSW
830
Free shipping
$149.99
Florsheim Duke Bicycle Toe Boot | Men's | Cognac | Size 10 | Boots
DSW
$139.99
Florsheim Lodge Chukka Boot | Men's | Black | Size 11.5 | Boots
DSW
Free shipping
$139.99
Florsheim Lodge Chukka Boot | Men's | Black | Size 11.5 | Boots
DSW
$129.99
Florsheim Launch Chukka Boot | Men's | Cognac | Size 10 | Boots
DSW
Free shipping
$129.99
Florsheim Launch Chukka Boot | Men's | Cognac | Size 10 | Boots
DSW
$180.00
Steve Madden Men's Haynes Leather Side Zip Dress Boot, Mens, 11, Black
Dillard's
3
$180.00
Steve Madden Men's Haynes Leather Side Zip Dress Boot, Mens, 11, Black
Dillard's
$150.00
Men's Florsheim Midtown Plain Toe Zipper Dress Boots Dress 7.5 Black
Scheels
283
$150.00
Men's Florsheim Midtown Plain Toe Zipper Dress Boots Dress 7.5 Black
Scheels
$89.99
$145.00
Stacy Adams Men's Maury Cap Toe Chelsea Boots, 10.5M, Leather
belk
76
Free shipping
37% off
$89.99
$145.00
Stacy Adams Men's Maury Cap Toe Chelsea Boots, 10.5M, Leather
belk
$328.00
Johnston Murphy Collection Men's Hartford Leather Chelsea Dress Boots, Mens, 9, Black
Dillard's
$328.00
Johnston Murphy Collection Men's Hartford Leather Chelsea Dress Boots, Mens, 9, Black
Dillard's
$165.00
Florsheim Duke Men's Dress Zip Boots Black Cavello : 9.5 D (M), Leather
Zappos
870
$165.00
Florsheim Duke Men's Dress Zip Boots Black Cavello : 9.5 D (M), Leather
Zappos
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Shop Men's Dress Ankle Boots

Sponsored
About our ads
$429.00
$550.00
Allen Edmonds Liverpool Chelsea Dress Boot Boots In Black Leather, Size 10.5 D
Allen Edmonds
22% off
$429.00
$550.00
Allen Edmonds Liverpool Chelsea Dress Boot Boots In Black Leather, Size 10.5 D
Allen Edmonds
$134.95
$149.95
Florsheim Men's, Midtown Boot
Amazon.com
244
Free shipping
10% off
$134.95
$149.95
Florsheim Men's, Midtown Boot
Amazon.com
$349.00
$550.00
Allen Edmonds Hamilton Weatherproof Oxford Dress Boot Boots In Chili Leather, Size 10.0 2A
Allen Edmonds
36% off
$349.00
$550.00
Allen Edmonds Hamilton Weatherproof Oxford Dress Boot Boots In Chili Leather, Size 10.0 2A
Allen Edmonds
$1,095.00
Allen Edmonds Nash Reserve Chelsea Dress Boot Boots In Black Leather, Size 7.5 D
Allen Edmonds
$1,095.00
Allen Edmonds Nash Reserve Chelsea Dress Boot Boots In Black Leather, Size 7.5 D
Allen Edmonds
$135.00
Florsheim Men's Medfield Plain Toe Zip Boot Fashion
Amazon.com
2K+
Free shipping
$135.00
Florsheim Men's Medfield Plain Toe Zip Boot Fashion
Amazon.com
$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
$120.00
$150.00
Florsheim Men's Midtown Zip Boots, Black, 10.5M, Leather
belk
2K+
Free shipping
20% off
$120.00
$150.00
Florsheim Men's Midtown Zip Boots, Black, 10.5M, Leather
belk
$60.00
$80.00
Deer Stags Rockland Men's Chelsea Boots, Size: 9 Wide, Black Black
Kohl's
5K+
Free shipping
25% off
$60.00
$80.00
Deer Stags Rockland Men's Chelsea Boots, Size: 9 Wide, Black Black
Kohl's
$95.00
Dockers® Esmond Men's Ankle Boots, Size: 7.5, Black
Kohl's
25
Free shipping
$95.00
Dockers® Esmond Men's Ankle Boots, Size: 7.5, Black
Kohl's
$90.00
$120.00
Nunn Bush® Karnak Men's Leather Plain Toe Ankle Boots, Size: 11, Brown Crazy Horse
Kohl's
2
Free shipping
25% off
$90.00
$120.00
Nunn Bush® Karnak Men's Leather Plain Toe Ankle Boots, Size: 11, Brown Crazy Horse
Kohl's
$319.00
Grain Leather Lace Up Boots - Walnut Brown Size 10 By Charles Tyrwhitt
Charles Tyrwhitt
$319.00
Grain Leather Lace Up Boots - Walnut Brown Size 10 By Charles Tyrwhitt
Charles Tyrwhitt
$140.00
Men's Handmade Tan Leather Ankle High Boot, Men's Lace Up Brogue Toe Boot, Men's Goodyear Welted Boot
Etsy
6
$140.00
Men's Handmade Tan Leather Ankle High Boot, Men's Lace Up Brogue Toe Boot, Men's Goodyear Welted Boot
Etsy
$29.99
$100.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Black | Regular 8 | Boots Chelsea Boots | Memory Foam
JCPenney
20
70% off
$29.99
$100.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Black | Regular 8 | Boots Chelsea Boots | Memory Foam
JCPenney
$29.99
$100.00
J. Ferrar Mens Blake Flat Heel Chelsea Boots | Black | Regular 10 1/2 | Boots Chelsea Boots | Memory Foam | Holiday Gifts
JCPenney
40
70% off
$29.99
$100.00
J. Ferrar Mens Blake Flat Heel Chelsea Boots | Black | Regular 10 1/2 | Boots Chelsea Boots | Memory Foam | Holiday Gifts
JCPenney
$1,145.00
Dolce & Gabbana Calfskin Ankle Boots - Man Boots And Ankle Boots Black 46
DolceGabbana
$1,145.00
Dolce & Gabbana Calfskin Ankle Boots - Man Boots And Ankle Boots Black 46
DolceGabbana
$56.25
$75.00
Deer Stags Mens Rockland Block Heel Chelsea Boots | Black | Regular 10 | Boots Chelsea Boots | Comfort|Cushioned|Memory Foam
JCPenney
6K+
Free shipping
25% off
$56.25
$75.00
Deer Stags Mens Rockland Block Heel Chelsea Boots | Black | Regular 10 | Boots Chelsea Boots | Comfort|Cushioned|Memory Foam
JCPenney
$150.00
Men's Essential Leather Dress Chelsea Boot In Chestnut, Size 10, Italian Leather By Quince
Quince
Free shipping
$150.00
Men's Essential Leather Dress Chelsea Boot In Chestnut, Size 10, Italian Leather By Quince
Quince
$150.00
Men's Essential Leather Dress Chelsea Boot In Black, Size 10.5, Italian Leather By Quince
Quince
Free shipping
$150.00
Men's Essential Leather Dress Chelsea Boot In Black, Size 10.5, Italian Leather By Quince
Quince