Shop men's dress ankle boots

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$140.00
Steve Madden Men's Duke Chelsea Boot Black Leather 11
Amazon.com
5
Free shipping
$140.00
Steve Madden Men's Duke Chelsea Boot Black Leather 11
Amazon.com
5
$1,800.00
Hermès - Lenon Ankle Boot, Men's, Leather, Brown
Hermès
Free shipping
$1,800.00
Hermès - Lenon Ankle Boot, Men's, Leather, Brown
Hermès
Free shipping
$1,375.00
Hermès - Lary Ankle Boot, Men's, Leather, Brown
Hermès
Free shipping
$1,375.00
Hermès - Lary Ankle Boot, Men's, Leather, Brown
Hermès
Free shipping
$1,100.00
Hermès - Fresh Ankle Boot, Men's, Others, Green
Hermès
Free shipping
$1,100.00
Hermès - Fresh Ankle Boot, Men's, Others, Green
Hermès
Free shipping
$99.99
$129.99
Joseph Abboud Men's Alan Cap Toe Inside Zipper Ankle Boots Cognac - Size: 10 D-Width
Men's Wearhouse
23% off
$99.99
$129.99
Joseph Abboud Men's Alan Cap Toe Inside Zipper Ankle Boots Cognac - Size: 10 D-Width
Men's Wearhouse
$134.95
$149.95
Florsheim Midtown Plain Toe Men's Boot, 9 3E US, Black
Amazon.com
284
Free shipping
10% off
$134.95
$149.95
Florsheim Midtown Plain Toe Men's Boot, 9 3E US, Black
Amazon.com
284
$108.50
$155.00
Florsheim Men's Chalet Cap Toe Lace Up Boots - Brown Crazy Horse - Size 8m
Macy's
124
Free shipping
30% off
$108.50
$155.00
Florsheim Men's Chalet Cap Toe Lace Up Boots - Brown Crazy Horse - Size 8m
Macy's
124
$150.00
L.L.Bean | Men's Stonington Chelsea Boots, Leather Dark Oakwood 7 M(D), Leather/Rubber
L.L.Bean
Free shipping
$150.00
L.L.Bean | Men's Stonington Chelsea Boots, Leather Dark Oakwood 7 M(D), Leather/Rubber
L.L.Bean
Free shipping
$138.89
$153.96
Florsheim Men's, Rucci Wingtip Lace Boot
Amazon.com
4
Free shipping
$138.89
$153.96
Florsheim Men's, Rucci Wingtip Lace Boot
Amazon.com
4
$54.99
Mens Ankle Boots
WAVLYNN
$54.99
Mens Ankle Boots
WAVLYNN
$329.99
Men's Blacksmith 6-Inch Boot In Brown Leather 3343
Red Wing
$329.99
Men's Blacksmith 6-Inch Boot In Brown Leather 3343
Red Wing
$94.50
$150.00
Stacy Adams Men's Isaacson Chelsea Slip-On Boots - Cognac - Size 10.5
Macy's
Free shipping
37% off
$94.50
$150.00
Stacy Adams Men's Isaacson Chelsea Slip-On Boots - Cognac - Size 10.5
Macy's
Free shipping
$190.00
L.L.Bean | Men's Portland Boots, Chelsea Dark Russet 8 M(D), Leather/Rubber
L.L.Bean
Free shipping
$190.00
L.L.Bean | Men's Portland Boots, Chelsea Dark Russet 8 M(D), Leather/Rubber
L.L.Bean
Free shipping
$53.10
$56.49
Vance Men's Darnell Zipper Ankle Boot - 9.5
Overstock.com
$53.10
$56.49
Vance Men's Darnell Zipper Ankle Boot - 9.5
Overstock.com
$101.50
$145.00
Florsheim Men's Chalet Plain Toe Gore Boots - Black Crazy Horse - Size 12m
Macy's
68
Free shipping
30% off
$101.50
$145.00
Florsheim Men's Chalet Plain Toe Gore Boots - Black Crazy Horse - Size 12m
Macy's
68
$66.49
Vance Men's Landon Chelsea Dress Boot - Medium - Chestnut - 9
Overstock.com
$66.49
Vance Men's Landon Chelsea Dress Boot - Medium - Chestnut - 9
Overstock.com
$66.49
Vance Men's Landon Chelsea Dress Boot - Medium - Navy - 7.5
Overstock.com
21
$66.49
Vance Men's Landon Chelsea Dress Boot - Medium - Navy - 7.5
Overstock.com
21
$29.99
$100.00
J. Ferrar Mens Blake Flat Heel Chelsea Boots | Black | Regular 12 | 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 12 | Boots Chelsea Boots | Memory Foam | Holiday Gifts
JCPenney
40
$39.99
$100.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Black | Regular 12 | Boots Chelsea Boots | Memory Foam
JCPenney
22
60% off
$39.99
$100.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Black | Regular 12 | Boots Chelsea Boots | Memory Foam
JCPenney
22
$99.99
$129.99
Joseph Abboud Men's Alan Cap Toe Inside Zipper Ankle Boots Black - Size: 12 D-Width
Men's Wearhouse
23% off
$99.99
$129.99
Joseph Abboud Men's Alan Cap Toe Inside Zipper Ankle Boots Black - Size: 12 D-Width
Men's Wearhouse
$109.98
$129.99
Men's Florsheim Forge Plain Toe Chukka Dress Boot In Cognac Size 11.5
Shoe Carnival
15% off
$109.98
$129.99
Men's Florsheim Forge Plain Toe Chukka Dress Boot In Cognac Size 11.5
Shoe Carnival
$98.99
Classic Mens Ankle Boots
WAVLYNN
$98.99
Classic Mens Ankle Boots
WAVLYNN
$56.25
$75.00
Deer Stags Mens Rockland Block Heel Chelsea Boots | Black | Regular 11 | 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 11 | Boots Chelsea Boots | Comfort|Cushioned|Memory Foam
JCPenney
6K+
$109.97
Florsheim Chalet Leather Cap Toe Boot In Black Ch At Nordstrom Rack, Size 12
Nordstrom Rack
113
$109.97
Florsheim Chalet Leather Cap Toe Boot In Black Ch At Nordstrom Rack, Size 12
Nordstrom Rack
113
$180.00
Steve Madden Men's Haynes Leather Side Zip Dress Boot, Mens, 10, Black
Dillard's
3
$180.00
Steve Madden Men's Haynes Leather Side Zip Dress Boot, Mens, 10, Black
Dillard's
3
$139.99
Florsheim Men's Lodge Chukka Boots Black - Size: 11 1/2 D-Width
Men's Wearhouse
$139.99
Florsheim Men's Lodge Chukka Boots Black - Size: 11 1/2 D-Width
Men's Wearhouse
$89.99
Men's Deer Stags Rockland Chelsea Boot In Black Size 10
Shoe Carnival
6K+
$89.99
Men's Deer Stags Rockland Chelsea Boot In Black Size 10
Shoe Carnival
6K+
$109.97
Florsheim Lodge Cap Toe Lace-Up Boot - Brown - Casual Boots Size 10
Nordstrom Rack
482
$109.97
Florsheim Lodge Cap Toe Lace-Up Boot - Brown - Casual Boots Size 10
Nordstrom Rack
482
$164.99
Mens Florsheim Duke Ankle Boots 11.5 D Cognac | Boscov's
Boscov's
1
$164.99
Mens Florsheim Duke Ankle Boots 11.5 D Cognac | Boscov's
Boscov's
1
$139.95
Dryshod Men's Evalusion Ankle Boots In Brown/Dark Brown Size Medium
WorkBoots.com
1
$139.95
Dryshod Men's Evalusion Ankle Boots In Brown/Dark Brown Size Medium
WorkBoots.com
1
$109.97
Florsheim Chalet Leather Cap Toe Boot In Brown Ch At Nordstrom Rack, Size 7
Nordstrom Rack
570
$109.97
Florsheim Chalet Leather Cap Toe Boot In Brown Ch At Nordstrom Rack, Size 7
Nordstrom Rack
570
$134.97
$179.99
Brothers And Sons Men's Boondocks Casual Boots - Moc Toe
Boot Barn
25% off
$134.97
$179.99
Brothers And Sons Men's Boondocks Casual Boots - Moc Toe
Boot Barn
$99.99
$150.00
Steve Madden Men's Huston Leather Chelsea Dress Boots, Mens, 10, Black
Dillard's
33% off
$99.99
$150.00
Steve Madden Men's Huston Leather Chelsea Dress Boots, Mens, 10, Black
Dillard's
$90.00
$180.00
Men's Leather Chelsea Boot Black Regular Size 10 1/2
Banana Republic Factory
50% off
$90.00
$180.00
Men's Leather Chelsea Boot Black Regular Size 10 1/2
Banana Republic Factory
$328.00
Johnston Murphy Collection Men's Hartford Leather Chelsea Dress Boots, Mens, 8.5, Black
Dillard's
$328.00
Johnston Murphy Collection Men's Hartford Leather Chelsea Dress Boots, Mens, 8.5, Black
Dillard's
$559.00
$812.00
Our Legacy Men's Chocolate Leather Camion Ankle Boots - Brown - Casual Boots - 7
Lyst
31% off
$559.00
$812.00
Our Legacy Men's Chocolate Leather Camion Ankle Boots - Brown - Casual Boots - 7
Lyst
Bruno Marc Men's Suede Leather Chelsea Ankle Dress Boots âś… Review
2:11
Bruno Marc Men's Suede Leather Chelsea Ankle Dress Boots ✅ Rev…
253 views8 months ago
YouTubePaaTing Reviews
35 High Ankle Boots Outfit Ideas for Winter 2024 | Men's Fashion
8:30
35 High Ankle Boots Outfit Ideas for Winter 2024 | Men's Fashion
5.9K viewsDec 10, 2023
YouTubeRed Wolf Fashion Guide
8 Outfits Styling Men's Boots for Fall & Winter
7:26
8 Outfits Styling Men's Boots for Fall & Winter
51.3K viewsDec 7, 2024
YouTubeOne Dapper Street
Handmade Mens Gray Suede Ankle Boots, Men Dress Boot, Gray Zipper Boot
0:15
Handmade Mens Gray Suede Ankle Boots, Men Dress Boot, Gray Zipp…
2.1K views1 month ago
YouTubeRebelsMarket
8 Different Ways To Style Boots | Best Boots For Men | Men’s Boots Fashion Guide
11:31
Find in video from 05:09Classic Dress Boots
8 Different Ways To Style Boots | Best Boots For Men | Men’s Boot…
138.9K viewsFeb 25, 2020
YouTubeHe Spoke Style
Rogue Studs Handmade Men’s Black Triple Monk Strap Boots | Genuine Leather Ankle Dress Boots | Classic Brogues Formal Boots - Etsy
Rogue Studs Handmade Men’s Black Triple Monk Strap Boots | G…
1 month ago
etsy.com
Complete Men's Boot Guide | Mens Fashioner | Ashley Weston
11:24
Find in video from 01:31Protecting Your Boots
Complete Men's Boot Guide | Mens Fashioner | Ashley Weston
128.7K viewsNov 12, 2021
YouTubeMens Fashioner
1:13
Review - Arkbird Mens Chelsea Dress Boots with Side Zipper, Gen…
41 views2 months ago
YouTubeThought Spark
12:46
Find in video from 00:18Why You Need Boots
ULTIMATE Guide To Men’s Boots | Mens Fashioner | Ashley Weston
397.7K viewsOct 7, 2022
YouTubeMens Fashioner
10:03
Find in video from 0:00Introduction and Look 1: Black Chelsea Boots
12 Ways to Style Chelsea Boots (Fall/Winter) | Outfit Ideas | Men's …
2.2M viewsNov 24, 2019
YouTubeOne Dapper Street
0:30
Stylish Chelsea Ankle Cowboy Boots for Men
163.2K views7 months ago
TikTokttokco
0:09
Men Fashion High Ankle Side Zipper Black Boot, Men Genuine Leather …
2.6K views1 month ago
YouTubeRebelsMarket
2:27
Coutgo Men’s Chelsea Boots Review | Stylish Chukka Dress Boot
66 views3 months ago
YouTubeLife Tested
12:26
Buy The RIGHT Boots (How To Choose The Right Style Boot!)
60K viewsOct 17, 2024
YouTubeReal Men Real Style
0:08
Stylish Ankle Boots for Men This Fall
3.1K views1 month ago
TikTokalainuer0m7
6:49
"Men's Boots Guide: How to Choose the Right Pair for Any Occasion"
1.5K views9 months ago
YouTubeSylvia Wanja
0:40
Men’s Stylish Height Boosting Ankle Boots – 2-Inch Lift, Premium Comf…
1.3K views2 months ago
YouTubeBxxy shoe
0:12
Broletto Men’s Black Leather Ankle Boots Made in Italy Dress or Casu…
187 views1 month ago
YouTubeBeyond the Boutique
0:43
Men's Stylish 2-Inch Height Boosting Ankle Boots
967 views3 months ago
YouTubeBxxy shoe
9:14
7 Essential Boot Styles For Men & Where to Get Them
1 month ago
gentlemanwithin.com
12 Handsome Dress Boots in Every Budget to Upgrade Your Footwear
Feb 13, 2023
Men's HealthMaverick Li
16:12
12 WAY to Style CHELSEA Boots Over 40 (FALL/WINTER)
8.5K views2 months ago
YouTubeThe Stylish Gentlemen
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Men's Ankle Boot
4 views6 months ago
YouTubeMocs N More
IUV Cowboy Boots For Men Ankle Boots Western Boot Casual Dres…
8 months ago
Walmart.com
7:18
Find in video from 05:50Dress Boot
How to Style Boots This Fall | Men's Chelsea, Combat and Dress Boot I…
2.4M viewsOct 16, 2018
YouTubeOne Dapper Street
5:46
Find in video from 0:00Introduction to Timberland Boots
10 Ways To ROCK Timberland Boots | Men's Outfit Ideas
135.5K viewsNov 12, 2021
YouTubeYour Average Gent
6:15
Find in video from 00:01Introduction to Chelsea Boots
How to PROPERLY Wear Chelsea Boots || Men's Fashion Fall 2020 || …
196.8K viewsNov 3, 2020
YouTubeGent's Lounge
6:47
Find in video from 0:00Introduction to Best Dress Boots
9 Best DRESS BOOTS for Men
66.5K viewsSep 17, 2022
YouTubeBootSpy
8:43
Find in video from 0:00Introduction to Dress Boots
Ultimate Guide To Buying Men's Dress Boots | Different Boot Style…
914.6K viewsOct 15, 2016
YouTubeReal Men Real Style
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Find in video from 01:24Importance of Dress Boots
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73.2K viewsSep 7, 2017
YouTubeThe Style O.G.
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Shop men's dress ankle boots

Sponsored
About our ads
$140.00
Steve Madden Men's Duke Chelsea Boot Black Leather 11
Amazon.com
5
Free shipping
$140.00
Steve Madden Men's Duke Chelsea Boot Black Leather 11
Amazon.com
5
$1,800.00
Hermès - Lenon Ankle Boot, Men's, Leather, Brown
Hermès
Free shipping
$1,800.00
Hermès - Lenon Ankle Boot, Men's, Leather, Brown
Hermès
Free shipping
$1,375.00
Hermès - Lary Ankle Boot, Men's, Leather, Brown
Hermès
Free shipping
$1,375.00
Hermès - Lary Ankle Boot, Men's, Leather, Brown
Hermès
Free shipping
$1,100.00
Hermès - Fresh Ankle Boot, Men's, Others, Green
Hermès
Free shipping
$1,100.00
Hermès - Fresh Ankle Boot, Men's, Others, Green
Hermès
Free shipping
$99.99
$129.99
Joseph Abboud Men's Alan Cap Toe Inside Zipper Ankle Boots Cognac - Size: 10 D-Width
Men's Wearhouse
23% off
$99.99
$129.99
Joseph Abboud Men's Alan Cap Toe Inside Zipper Ankle Boots Cognac - Size: 10 D-Width
Men's Wearhouse
$134.95
$149.95
Florsheim Midtown Plain Toe Men's Boot, 9 3E US, Black
Amazon.com
284
Free shipping
10% off
$134.95
$149.95
Florsheim Midtown Plain Toe Men's Boot, 9 3E US, Black
Amazon.com
284
$108.50
$155.00
Florsheim Men's Chalet Cap Toe Lace Up Boots - Brown Crazy Horse - Size 8m
Macy's
124
Free shipping
30% off
$108.50
$155.00
Florsheim Men's Chalet Cap Toe Lace Up Boots - Brown Crazy Horse - Size 8m
Macy's
124
$150.00
L.L.Bean | Men's Stonington Chelsea Boots, Leather Dark Oakwood 7 M(D), Leather/Rubber
L.L.Bean
Free shipping
$150.00
L.L.Bean | Men's Stonington Chelsea Boots, Leather Dark Oakwood 7 M(D), Leather/Rubber
L.L.Bean
Free shipping
$138.89
$153.96
Florsheim Men's, Rucci Wingtip Lace Boot
Amazon.com
4
Free shipping
$138.89
$153.96
Florsheim Men's, Rucci Wingtip Lace Boot
Amazon.com
4
$54.99
Mens Ankle Boots
WAVLYNN
$54.99
Mens Ankle Boots
WAVLYNN
$329.99
Men's Blacksmith 6-Inch Boot In Brown Leather 3343
Red Wing
$329.99
Men's Blacksmith 6-Inch Boot In Brown Leather 3343
Red Wing
$94.50
$150.00
Stacy Adams Men's Isaacson Chelsea Slip-On Boots - Cognac - Size 10.5
Macy's
Free shipping
37% off
$94.50
$150.00
Stacy Adams Men's Isaacson Chelsea Slip-On Boots - Cognac - Size 10.5
Macy's
Free shipping
$190.00
L.L.Bean | Men's Portland Boots, Chelsea Dark Russet 8 M(D), Leather/Rubber
L.L.Bean
Free shipping
$190.00
L.L.Bean | Men's Portland Boots, Chelsea Dark Russet 8 M(D), Leather/Rubber
L.L.Bean
Free shipping
$53.10
$56.49
Vance Men's Darnell Zipper Ankle Boot - 9.5
Overstock.com
$53.10
$56.49
Vance Men's Darnell Zipper Ankle Boot - 9.5
Overstock.com
$101.50
$145.00
Florsheim Men's Chalet Plain Toe Gore Boots - Black Crazy Horse - Size 12m
Macy's
68
Free shipping
30% off
$101.50
$145.00
Florsheim Men's Chalet Plain Toe Gore Boots - Black Crazy Horse - Size 12m
Macy's
68
$66.49
Vance Men's Landon Chelsea Dress Boot - Medium - Chestnut - 9
Overstock.com
$66.49
Vance Men's Landon Chelsea Dress Boot - Medium - Chestnut - 9
Overstock.com
$66.49
Vance Men's Landon Chelsea Dress Boot - Medium - Navy - 7.5
Overstock.com
21
$66.49
Vance Men's Landon Chelsea Dress Boot - Medium - Navy - 7.5
Overstock.com
21
$29.99
$100.00
J. Ferrar Mens Blake Flat Heel Chelsea Boots | Black | Regular 12 | 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 12 | Boots Chelsea Boots | Memory Foam | Holiday Gifts
JCPenney
40