Shop Men's Dress Ankle Boots

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$150.00
Florsheim Men's Medfield Plain Toe Zip Boot Fashion Black 9 Wide
Amazon.com
3K+
Free shipping
$150.00
Florsheim Men's Medfield Plain Toe Zip Boot Fashion Black 9 Wide
Amazon.com
3K+
$140.00
Steve Madden Men's Duke Chelsea Boot Black Leather 11
Amazon.com
56
Free shipping
$140.00
Steve Madden Men's Duke Chelsea Boot Black Leather 11
Amazon.com
56
$134.95
$149.95
Florsheim Midtown Plain Toe Men's Boot, 9 3E US, Black
Amazon.com
Free shipping
10% off
$134.95
$149.95
Florsheim Midtown Plain Toe Men's Boot, 9 3E US, Black
Amazon.com
Free shipping
$164.99
Florsheim Essex Moc Toe Boot | Men's | Burgundy | Size 13 | Boots
DSW
142
Free shipping
$164.99
Florsheim Essex Moc Toe Boot | Men's | Burgundy | Size 13 | Boots
DSW
142
$164.99
Florsheim Extra Wide Width Essex Moc Toe Boot | Men's | Black | Size 6.5 | Boots
DSW
Free shipping
$164.99
Florsheim Extra Wide Width Essex Moc Toe Boot | Men's | Black | Size 6.5 | Boots
DSW
Free shipping
$109.95
Florsheim Men's, Chalet Cap Toe Boot
Amazon.com
604
Free shipping
$109.95
Florsheim Men's, Chalet Cap Toe Boot
Amazon.com
604
$149.99
Florsheim Duke Bicycle Toe Boot | Men's | Cognac | Size 11.5 | Boots
DSW
1
Free shipping
$149.99
Florsheim Duke Bicycle Toe Boot | Men's | Cognac | Size 11.5 | Boots
DSW
1
$150.00
Florsheim Midtown Plain Toe Zipper Boots Men's Dress Zip Boots Cognac : 8 m (D), Leather
Zappos
283
$150.00
Florsheim Midtown Plain Toe Zipper Boots Men's Dress Zip Boots Cognac : 8 m (D), Leather
Zappos
283
$39.99
Mens Black Chelsea Boots - Classic PU Slip On Dress Boots With Side Elastic Panels - Comfort Low Heel Ankle Shoes
Amazon.com
Free shipping
$39.99
Mens Black Chelsea Boots - Classic PU Slip On Dress Boots With Side Elastic Panels - Comfort Low Heel Ankle Shoes
Amazon.com
Free shipping
$69.99
$79.99
Holy Dove Chelsea Boots Men - Genuine Leather,Chelsea Boots For Men With Side Zipper, Casual Slip-On Ankle Boots, Chukka & Oxford Style Dress Boots
Amazon.com
169
Free shipping
12% off
$69.99
$79.99
Holy Dove Chelsea Boots Men - Genuine Leather,Chelsea Boots For Men With Side Zipper, Casual Slip-On Ankle Boots, Chukka & Oxford Style Dress Boots
Amazon.com
169
$59.99
Chelsea Boots Men Dress Boots With Zipper Casual Men's Leather Chelsea Ankle Boots
Amazon.com
828
Free shipping
$59.99
Chelsea Boots Men Dress Boots With Zipper Casual Men's Leather Chelsea Ankle Boots
Amazon.com
828
$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
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
95
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
95
$62.01
Madden Men's M-BRAWLY Chukka Boot
Amazon.com
28
Free shipping
$62.01
Madden Men's M-BRAWLY Chukka Boot
Amazon.com
28
$107.99
$129.99
J's.O.L.E 2 Pair Chelsea Cowboy Boots For Men Square Toe Ankle Western Dress Boots Mens Gifts Casual Brown Black Boot Set
Amazon.com
Free shipping
16% off
$107.99
$129.99
J's.O.L.E 2 Pair Chelsea Cowboy Boots For Men Square Toe Ankle Western Dress Boots Mens Gifts Casual Brown Black Boot Set
Amazon.com
Free shipping
$32.90
Amazon Essentials Men's Cap Toe Ankle Dress Boots
Amazon.com
$32.90
Amazon Essentials Men's Cap Toe Ankle Dress Boots
Amazon.com
$52.99
$59.99
Men's Classic Polished Leather Side Zip Chelsea Ankle Boots Pointed Toe Slip-On Warm Comfortable Waterproof Chukka Boots Fashion Low Heel Business
Amazon.com
2
Free shipping
11% off
$52.99
$59.99
Men's Classic Polished Leather Side Zip Chelsea Ankle Boots Pointed Toe Slip-On Warm Comfortable Waterproof Chukka Boots Fashion Low Heel Business
Amazon.com
2
$139.99
Florsheim Wide Width Chalet Cap Toe Boot | Men's | Black | Size 9.5 | Boots | Lace-Up
DSW
Free shipping
$139.99
Florsheim Wide Width Chalet Cap Toe Boot | Men's | Black | Size 9.5 | Boots | Lace-Up
DSW
Free shipping
$41.99
Mens Black Chelsea Boots - Classic PU Slip On Dress Boots With Side Elastic Panels - Comfort Low Heel Ankle Shoes
Amazon.com
77
Free shipping
$41.99
Mens Black Chelsea Boots - Classic PU Slip On Dress Boots With Side Elastic Panels - Comfort Low Heel Ankle Shoes
Amazon.com
77
$95.00
Dockers® Esmond Men's Ankle Boots, Size: 7.5, Black
Kohl's
33
Free shipping
$95.00
Dockers® Esmond Men's Ankle Boots, Size: 7.5, Black
Kohl's
33
$48.99
J's.O.L.E Western Cowboy Boots For Men Square Toe Chelsea Boots Ankle Mens Boots Slip On Casual Dress Shoes Brown
Amazon.com
14
Free shipping
$48.99
J's.O.L.E Western Cowboy Boots For Men Square Toe Chelsea Boots Ankle Mens Boots Slip On Casual Dress Shoes Brown
Amazon.com
14
$71.25
$95.00
Nunn Bush® Excavate Men's Plain Toe Ankle Boots, Size: 9, Black
Kohl's
Free shipping
25% off
$71.25
$95.00
Nunn Bush® Excavate Men's Plain Toe Ankle Boots, Size: 9, Black
Kohl's
Free shipping
$87.20
Stacy Adams Men's Santos Plain-Toe Side Zipper Boot
Amazon.com
2K+
Free shipping
$87.20
Stacy Adams Men's Santos Plain-Toe Side Zipper Boot
Amazon.com
2K+
$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
$129.99
Florsheim Rucci Chelsea Boot | Men's | Cognac | Size 8.5 | Boots
DSW
1
Free shipping
$129.99
Florsheim Rucci Chelsea Boot | Men's | Cognac | Size 8.5 | Boots
DSW
1
$44.97
$99.99
VANCE Langford Men's Ankle Boots, Size: 10.5, Brown
Kohl's
55% off
$44.97
$99.99
VANCE Langford Men's Ankle Boots, Size: 10.5, Brown
Kohl's
$59.99
$64.99
Mens Chelsea Boots,Dress Boots For Men,Slip-On Formal Dress Boots For Men Casual Ankle Boots Classic Brogue Style
Amazon.com
42
Free shipping
$59.99
$64.99
Mens Chelsea Boots,Dress Boots For Men,Slip-On Formal Dress Boots For Men Casual Ankle Boots Classic Brogue Style
Amazon.com
42
$69.99
$79.99
Mens Fashion Dress Boots - Black Genuine Leather Classic Brogue Style Oxford Ankle Boots
Amazon.com
55
Free shipping
12% off
$69.99
$79.99
Mens Fashion Dress Boots - Black Genuine Leather Classic Brogue Style Oxford Ankle Boots
Amazon.com
55
$149.95
Ariat Men's Booker Ultra Black Square Toe Boot
Amazon.com
409
Free shipping
$149.95
Ariat Men's Booker Ultra Black Square Toe Boot
Amazon.com
409
$39.99
Mens Fashion Dress Boots - Black Genuine Leather Classic Brogue Style Oxford Ankle Boots
Amazon.com
251
Free shipping
$39.99
Mens Fashion Dress Boots - Black Genuine Leather Classic Brogue Style Oxford Ankle Boots
Amazon.com
251
$150.00
Florsheim Men's Medfield Plain Toe Zip Boot Fashion
Amazon.com
3K+
Free shipping
$150.00
Florsheim Men's Medfield Plain Toe Zip Boot Fashion
Amazon.com
3K+
$119.99
Santimon Men's Chelsea Boots - Genuine Leather Western Ankle Boots With Metal Dragon Wingtip-Toe & Double Zipper - Dress & Casual Cowboy Boots For
Amazon.com
Free shipping
$119.99
Santimon Men's Chelsea Boots - Genuine Leather Western Ankle Boots With Metal Dragon Wingtip-Toe & Double Zipper - Dress & Casual Cowboy Boots For
Amazon.com
Free shipping
$95.00
Dockers® Calgary Men's Ankle Boots, Size: 11.5, Brown
Kohl's
Free shipping
$95.00
Dockers® Calgary Men's Ankle Boots, Size: 11.5, Brown
Kohl's
Free shipping
$149.99
Florsheim Extra Wide Width Midtown Plain Toe Boot | Men's | Cognac | Size 10 | Boots
DSW
283
Free shipping
$149.99
Florsheim Extra Wide Width Midtown Plain Toe Boot | Men's | Cognac | Size 10 | Boots
DSW
283
$49.99
$56.99
Bruno Marc Men's Dress Ankle Boots Cap Toe Oxford Boot Black 14
Amazon.com
2K+
Free shipping
12% off
$49.99
$56.99
Bruno Marc Men's Dress Ankle Boots Cap Toe Oxford Boot Black 14
Amazon.com
2K+
$85.00
Dockers® Tollcross Men's Ankle Boots, Size: 10, Black
Kohl's
Free shipping
$85.00
Dockers® Tollcross Men's Ankle Boots, Size: 10, Black
Kohl's
Free shipping
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Shop Men's Dress Ankle Boots

Sponsored
About our ads
$150.00
Florsheim Men's Medfield Plain Toe Zip Boot Fashion Black 9 Wide
Amazon.com
3K+
Free shipping
$150.00
Florsheim Men's Medfield Plain Toe Zip Boot Fashion Black 9 Wide
Amazon.com
3K+
$140.00
Steve Madden Men's Duke Chelsea Boot Black Leather 11
Amazon.com
56
Free shipping
$140.00
Steve Madden Men's Duke Chelsea Boot Black Leather 11
Amazon.com
56
$134.95
$149.95
Florsheim Midtown Plain Toe Men's Boot, 9 3E US, Black
Amazon.com
Free shipping
10% off
$134.95
$149.95
Florsheim Midtown Plain Toe Men's Boot, 9 3E US, Black
Amazon.com
Free shipping
$164.99
Florsheim Essex Moc Toe Boot | Men's | Burgundy | Size 13 | Boots
DSW
142
Free shipping
$164.99
Florsheim Essex Moc Toe Boot | Men's | Burgundy | Size 13 | Boots
DSW
142
$164.99
Florsheim Extra Wide Width Essex Moc Toe Boot | Men's | Black | Size 6.5 | Boots
DSW
Free shipping
$164.99
Florsheim Extra Wide Width Essex Moc Toe Boot | Men's | Black | Size 6.5 | Boots
DSW
Free shipping
$109.95
Florsheim Men's, Chalet Cap Toe Boot
Amazon.com
604
Free shipping
$109.95
Florsheim Men's, Chalet Cap Toe Boot
Amazon.com
604
$149.99
Florsheim Duke Bicycle Toe Boot | Men's | Cognac | Size 11.5 | Boots
DSW
1
Free shipping
$149.99
Florsheim Duke Bicycle Toe Boot | Men's | Cognac | Size 11.5 | Boots
DSW
1
$150.00
Florsheim Midtown Plain Toe Zipper Boots Men's Dress Zip Boots Cognac : 8 m (D), Leather
Zappos
283
$150.00
Florsheim Midtown Plain Toe Zipper Boots Men's Dress Zip Boots Cognac : 8 m (D), Leather
Zappos
283
$39.99
Mens Black Chelsea Boots - Classic PU Slip On Dress Boots With Side Elastic Panels - Comfort Low Heel Ankle Shoes
Amazon.com
Free shipping
$39.99
Mens Black Chelsea Boots - Classic PU Slip On Dress Boots With Side Elastic Panels - Comfort Low Heel Ankle Shoes
Amazon.com
Free shipping
$69.99
$79.99
Holy Dove Chelsea Boots Men - Genuine Leather,Chelsea Boots For Men With Side Zipper, Casual Slip-On Ankle Boots, Chukka & Oxford Style Dress Boots
Amazon.com
169
Free shipping
12% off
$69.99
$79.99
Holy Dove Chelsea Boots Men - Genuine Leather,Chelsea Boots For Men With Side Zipper, Casual Slip-On Ankle Boots, Chukka & Oxford Style Dress Boots
Amazon.com
169
$59.99
Chelsea Boots Men Dress Boots With Zipper Casual Men's Leather Chelsea Ankle Boots
Amazon.com
828
Free shipping
$59.99
Chelsea Boots Men Dress Boots With Zipper Casual Men's Leather Chelsea Ankle Boots
Amazon.com
828
$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
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
95
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
95
$62.01
Madden Men's M-BRAWLY Chukka Boot
Amazon.com
28
Free shipping
$62.01
Madden Men's M-BRAWLY Chukka Boot
Amazon.com
28
$107.99
$129.99
J's.O.L.E 2 Pair Chelsea Cowboy Boots For Men Square Toe Ankle Western Dress Boots Mens Gifts Casual Brown Black Boot Set
Amazon.com
Free shipping
16% off
$107.99
$129.99
J's.O.L.E 2 Pair Chelsea Cowboy Boots For Men Square Toe Ankle Western Dress Boots Mens Gifts Casual Brown Black Boot Set
Amazon.com
Free shipping
$32.90
Amazon Essentials Men's Cap Toe Ankle Dress Boots
Amazon.com
$32.90
Amazon Essentials Men's Cap Toe Ankle Dress Boots
Amazon.com
$52.99
$59.99
Men's Classic Polished Leather Side Zip Chelsea Ankle Boots Pointed Toe Slip-On Warm Comfortable Waterproof Chukka Boots Fashion Low Heel Business
Amazon.com
2
Free shipping
11% off
$52.99
$59.99
Men's Classic Polished Leather Side Zip Chelsea Ankle Boots Pointed Toe Slip-On Warm Comfortable Waterproof Chukka Boots Fashion Low Heel Business
Amazon.com
2
$139.99
Florsheim Wide Width Chalet Cap Toe Boot | Men's | Black | Size 9.5 | Boots | Lace-Up
DSW
Free shipping
$139.99
Florsheim Wide Width Chalet Cap Toe Boot | Men's | Black | Size 9.5 | Boots | Lace-Up
DSW
Free shipping