Shop Male Ankle Boots

Sponsored
$128.50
Florsheim Men's, Midtown Boot
Amazon.com
5
Free shipping
$128.50
Florsheim Men's, Midtown Boot
Amazon.com
5
$51.90
Nunn Bush Men's Excursion Moccasin Toe Slip-On Water Resistant Pull On Boot Chelsea
Amazon.com
33
Free shipping
$51.90
Nunn Bush Men's Excursion Moccasin Toe Slip-On Water Resistant Pull On Boot Chelsea
Amazon.com
33
$49.99
Terratrax Men's Deck Boots Fishing Boots Ankle Boots Men Waterproof Rain Boots Rubber Boots For Sailing Gardening Camping In All-Season Grey 11
Amazon.com
191
Free shipping
$49.99
Terratrax Men's Deck Boots Fishing Boots Ankle Boots Men Waterproof Rain Boots Rubber Boots For Sailing Gardening Camping In All-Season Grey 11
Amazon.com
191
$104.95
Men's Xtratuf 6" Ankle Deck Boots - Brown 009,Shoewidth-M - Duluth Trading Company
Duluth Trading Company
$104.95
Men's Xtratuf 6" Ankle Deck Boots - Brown 009,Shoewidth-M - Duluth Trading Company
Duluth Trading Company
$70.00
$100.00
Skechers Hands Free Slip-Ins® Relaxed Fit® Respected 2.0 Men's Ankle Boots, Size: 9, Brown
Kohl's
Free shipping
30% off
$70.00
$100.00
Skechers Hands Free Slip-Ins® Relaxed Fit® Respected 2.0 Men's Ankle Boots, Size: 9, Brown
Kohl's
Free shipping
$52.50
Muck Mens Edgewater Classic Waterproof Ankle Work Boot -Black- ECA000 - 10 , Medium , Black
Callseguros Wholesale Shop
$52.50
Muck Mens Edgewater Classic Waterproof Ankle Work Boot -Black- ECA000 - 10 , Medium , Black
Callseguros Wholesale Shop
$105.00
Skechers Men's Relaxed Fit: Respected - Boswell Boots | Size 13.0 | Brown | Leather/Synthetic
Skechers USA
797
$105.00
Skechers Men's Relaxed Fit: Respected - Boswell Boots | Size 13.0 | Brown | Leather/Synthetic
Skechers USA
797
$29.99
$59.99
Sonoma Goods For Life® Ledger Men's Chukka Boots, Size: 8, Brown
Kohl's
50% off
$29.99
$59.99
Sonoma Goods For Life® Ledger Men's Chukka Boots, Size: 8, Brown
Kohl's
$110.00
Skechers Men's John Deere: Hands Free Slip-Ins Respected - Tanzier Boots | Size 9.0 | Olive/Brown | Leather/Synthetic
Skechers USA
4
$110.00
Skechers Men's John Deere: Hands Free Slip-Ins Respected - Tanzier Boots | Size 9.0 | Olive/Brown | Leather/Synthetic
Skechers USA
4
$69.99
$79.99
Deer Stags Rockland Men's Chelsea Boots, Size: 12, Brown Dark Brown
Kohl's
3K+
Free shipping
12% off
$69.99
$79.99
Deer Stags Rockland Men's Chelsea Boots, Size: 12, Brown Dark Brown
Kohl's
3K+
$111.99
Roper Casual Chukka Boots - Moc Toe
Boot Barn
344
$111.99
Roper Casual Chukka Boots - Moc Toe
Boot Barn
344
$3,900.00
Bottega Veneta Jim Ankle Boot - Black - Man - 10
Bottega Veneta
Free shipping
$3,900.00
Bottega Veneta Jim Ankle Boot - Black - Man - 10
Bottega Veneta
Free shipping
$163.99
Handmade Mens Black Leather Side Zipper Ankle Boots, Mens Rock Style
eBay
$163.99
Handmade Mens Black Leather Side Zipper Ankle Boots, Mens Rock Style
eBay
$43.99
$100.00
J. Ferrar Mens Blake Flat Heel Chelsea Boots | Black | Regular 12 | Boots Chelsea Boots | Memory Foam
JCPenney
56% off
$43.99
$100.00
J. Ferrar Mens Blake Flat Heel Chelsea Boots | Black | Regular 12 | Boots Chelsea Boots | Memory Foam
JCPenney
$72.00
$90.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 10 | Boots Chelsea Boots | Memory Foam
JCPenney
15
20% off
$72.00
$90.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 10 | Boots Chelsea Boots | Memory Foam
JCPenney
15
$163.99
Men's Ankle Leather Boots, Men Brown Leather Boot Men Leather Boots,
eBay
$163.99
Men's Ankle Leather Boots, Men Brown Leather Boot Men Leather Boots,
eBay
$99.00
L.L.Bean | Men's Mountain Classic Quilted Ankle Boots II Classic Black 11 M(D), Rubber
L.L.Bean
Free shipping
$99.00
L.L.Bean | Men's Mountain Classic Quilted Ankle Boots II Classic Black 11 M(D), Rubber
L.L.Bean
Free shipping
$49.99
Jazame Men's Ankle High Buckle Design Side Zipper Dress Chukka Boots, Black, 7.5
Walmart
2
Free shipping
$49.99
Jazame Men's Ankle High Buckle Design Side Zipper Dress Chukka Boots, Black, 7.5
Walmart
2
$149.00
L.L.Bean | Men's Stonington Boots, Moc-Toe Dark Oakwood 10.5 M(D), Leather/Rubber
L.L.Bean
Free shipping
$149.00
L.L.Bean | Men's Stonington Boots, Moc-Toe Dark Oakwood 10.5 M(D), Leather/Rubber
L.L.Bean
Free shipping
$100.00
Under Armour Micro G Stellar Mid Boots, Men's Black
TacticalGear.com
14
$100.00
Under Armour Micro G Stellar Mid Boots, Men's Black
TacticalGear.com
14
$59.98
$99.99
Dr. Scholl's Men's Russell Ankle Boots (Black) - Size 11.0 m
Famous Footwear
40% off
$59.98
$99.99
Dr. Scholl's Men's Russell Ankle Boots (Black) - Size 11.0 m
Famous Footwear
$78.98
$139.98
Men's New Fashion Waterproof Comfortable Ankle Boots US 10-BLACK
exlirau
Free shipping
43% off
$78.98
$139.98
Men's New Fashion Waterproof Comfortable Ankle Boots US 10-BLACK
exlirau
Free shipping
$69.99
$89.99
Deer Stags Men's Rockland Chelsea Boots (Black/Black) - Size 8.5 m
Famous Footwear
6K+
22% off
$69.99
$89.99
Deer Stags Men's Rockland Chelsea Boots (Black/Black) - Size 8.5 m
Famous Footwear
6K+
$78.75
Xtratuf Mens Legacy Waterproof Leather Chelsea Boot - Brown - LCM700 - 13 , Brown
Callseguros Wholesale Shop
$78.75
Xtratuf Mens Legacy Waterproof Leather Chelsea Boot - Brown - LCM700 - 13 , Brown
Callseguros Wholesale Shop
$135.00
$145.00
Xtratuf Men's 6" Legacy Ankle Deck Waterproof Boot - Brown - LDB-900, 7 / Brown
Overlook Boots
61
$135.00
$145.00
Xtratuf Men's 6" Legacy Ankle Deck Waterproof Boot - Brown - LDB-900, 7 / Brown
Overlook Boots
61
$119.99
$150.00
Doctor Recommended Standing All Day Boots, Premium Arch Support, Supportive Insole, Men's Boots | Orthofeet Footwear, Ryder, 12 / Medium / Black
Orthofeet
28
20% off
$119.99
$150.00
Doctor Recommended Standing All Day Boots, Premium Arch Support, Supportive Insole, Men's Boots | Orthofeet Footwear, Ryder, 12 / Medium / Black
Orthofeet
28
$295.00
Tecovas Men's The Dean Zip Boots, Round Toe, 8" Shaft, Midnight, Cowhide, 1.25" Heel, 11.5 D
Tecovas
1
$295.00
Tecovas Men's The Dean Zip Boots, Round Toe, 8" Shaft, Midnight, Cowhide, 1.25" Heel, 11.5 D
Tecovas
1
$169.00
L.L.Bean | Men's Portland Boots, Chelsea Dark Russet 11 M(D), Leather/Rubber
L.L.Bean
Free shipping
$169.00
L.L.Bean | Men's Portland Boots, Chelsea Dark Russet 11 M(D), Leather/Rubber
L.L.Bean
Free shipping
$199.99
Handmade Men's Leather Boots, Men Two Tone Ankle Boot, Men Black And
eBay
Free shipping
$199.99
Handmade Men's Leather Boots, Men Two Tone Ankle Boot, Men Black And
eBay
Free shipping
$199.95
Men's Wexford Waterproof Chelsea Boots In Weathered Brown, Size: 10 D / Medium By Ariat
Ariat
$199.95
Men's Wexford Waterproof Chelsea Boots In Weathered Brown, Size: 10 D / Medium By Ariat
Ariat
$95.00
Skechers Men's Work Relaxed Fit: Wascana - Benen WP Tactical Boots | Size 7.5 | Black | Leather/Textile/Synthetic
Skechers USA
$95.00
Skechers Men's Work Relaxed Fit: Wascana - Benen WP Tactical Boots | Size 7.5 | Black | Leather/Textile/Synthetic
Skechers USA
$115.00
$125.00
Xtratuf Men's Ankle Waterproof Slip Resistant Deck Boot -Blue- XMAB2RW, 13 / Blue / Medium
Overlook Boots
$115.00
$125.00
Xtratuf Men's Ankle Waterproof Slip Resistant Deck Boot -Blue- XMAB2RW, 13 / Blue / Medium
Overlook Boots
$124.99
$150.00
Most Comfortable Supportive Boots, Premium Arch Support, Orthotic Insloes, Men's Boots | Orthofeet Comfortable Footwear, Hunter, 7.5 / Medium / Brown
Orthofeet
411
16% off
$124.99
$150.00
Most Comfortable Supportive Boots, Premium Arch Support, Orthotic Insloes, Men's Boots | Orthofeet Comfortable Footwear, Hunter, 7.5 / Medium / Brown
Orthofeet
411
$1,450.00
Saint Laurent Men's Wyatt 40 Leather Zip Ankle Boots, Nero, Men's, 11, Boots Ankle Boots & Booties
Neiman Marcus
Free shipping
$1,450.00
Saint Laurent Men's Wyatt 40 Leather Zip Ankle Boots, Nero, Men's, 11, Boots Ankle Boots & Booties
Neiman Marcus
Free shipping
$169.95
Men's Groundbreaker Chelsea Waterproof Steel Toe Work Boots In Dark Brown, Size: 9 D / Medium By Ariat
Ariat
1K+
$169.95
Men's Groundbreaker Chelsea Waterproof Steel Toe Work Boots In Dark Brown, Size: 9 D / Medium By Ariat
Ariat
1K+
$49.99
Redhead Mallard Boots For Men - Black - 14m
Bass Pro Shops
$49.99
Redhead Mallard Boots For Men - Black - 14m
Bass Pro Shops
Guide to Best Walking Boots for Foot and Ankle Injuries | Foot & Ankle
2:38
Guide to Best Walking Boots for Foot and Ankle Injuries | Foot & A…
Jan 1, 2009
footankle.com
NORTY Mens Ankle Rain Boots Adult Male Rubber Waterproof 6" Runs 1-2 Sizes Big
NORTY Mens Ankle Rain Boots Adult Male Rubber Waterproof 6" …
5 months ago
Walmart.com
How to Wear Boots: Men's Style Guide
How to Wear Boots: Men's Style Guide
Jan 1, 2009
thetrendspotter.net
Men's Boots - Shop Work, Outdoor & Heritage | Wolverine
Men's Boots - Shop Work, Outdoor & Heritage | Wolverine
Mar 25, 2015
wolverine.com
All Men's Boots
All Men's Boots
Jul 12, 2018
danpostboots.com
The Best Boots for Men | Gear Patrol
The Best Boots for Men | Gear Patrol
Aug 25, 2021
gearpatrol.com
12 Best Waterproof Work Boots For Men
12 Best Waterproof Work Boots For Men
Apr 24, 2019
durabilitymatters.com
Men's Mid Hiking Boots Online | Men's Footwear | Anaconda
Aug 8, 2018
anacondastores.com
1:25
How To Wear Ankle Boots
247.3K viewsSep 3, 2016
YouTubeIdle
1:33
Arresting Scene 6
64.2K viewsJun 1, 2014
YouTubejericho86
0:21
TWVideo 027.wmv
132.2K viewsApr 23, 2011
YouTubewetlookadventure
9:20
My Most Comfortable Boots
85.4K viewsJul 4, 2020
YouTubeBobby Boots
7:48
Ankle Boot Outfits | Fashion Over 40
150.3K viewsJan 13, 2020
YouTubeWhat To Wear
2:28
Sendra Boot Robber II: Barefoot
69.6K viewsJan 1, 2009
YouTubebootman540
1:41
Sleeping positions after surgery
125.7K viewsMar 16, 2021
YouTubeHalton Healthcare
1:33
Talking About Black Laredo Cowboy Boots
61.4K viewsMar 12, 2008
YouTubementalkboots
11:36
Guide to Boot Soles
113.6K viewsJun 21, 2018
YouTubeCarl Murawski
1:42
tightroper walker on sendras
39.3K viewsFeb 5, 2010
YouTubeCOWBOYTRAMPLED
2:54
new tall boots! | AGK Equestrian
23K viewsMay 3, 2021
YouTubeAGK Equestrian
4:19
David's Cowboy Boots - Four Months In
44.1K viewsDec 8, 2015
YouTubementalkboots
2:08
ankle boots and jeans
16.5K viewsJul 31, 2011
YouTubedeviantinheels
1:20
Boots- Walk Tall by Jeffrey Campbell
29K viewsMay 12, 2012
YouTubepattasy
5:28
Rivermaya - UMAARAW UMUULAN (acoustic reggae) - Angkel Jay (K…
228.6K viewsJan 17, 2021
YouTubeKaraokeyTV
4:21
More Mistress Mayhem (The Jerry Springer Show)
62.7K viewsJan 1, 2009
YouTubeThe Jerry Springer Show
4:43
JB Dillon High Noon Black Snakeskin Cowboy Boots Review
1.8K viewsNov 8, 2020
YouTubeGenX6887
1:43
Pre-Operation Holding Area: What to Expect
57.4K viewsFeb 25, 2021
YouTubeKeck Medicine of USC
2:11
Man High heels cowboys boots
37.9K viewsMay 10, 2010
YouTubehondacbr1962
3:38
People Get Tattoos In Extremely Painful Areas
1.3M viewsJan 1, 2009
YouTubeBuzzFeedVideo
1:56
Men in high heels boots
33.2K viewsFeb 15, 2021
YouTubeLa Fred
6:14
5 BEST BOOTS for MEN [2021] | Get Them While You Can
493.7K viewsJan 9, 2021
YouTubeBootSpy
See more videos
Static thumbnail place holder

Shop Male Ankle Boots

Sponsored
$128.50
Florsheim Men's, Midtown Boot
Amazon.com
5
Free shipping
$128.50
Florsheim Men's, Midtown Boot
Amazon.com
5
$51.90
Nunn Bush Men's Excursion Moccasin Toe Slip-On Water Resistant Pull On Boot Chelsea
Amazon.com
33
Free shipping
$51.90
Nunn Bush Men's Excursion Moccasin Toe Slip-On Water Resistant Pull On Boot Chelsea
Amazon.com
33
$49.99
Terratrax Men's Deck Boots Fishing Boots Ankle Boots Men Waterproof Rain Boots Rubber Boots For Sailing Gardening Camping In All-Season Grey 11
Amazon.com
191
Free shipping
$49.99
Terratrax Men's Deck Boots Fishing Boots Ankle Boots Men Waterproof Rain Boots Rubber Boots For Sailing Gardening Camping In All-Season Grey 11
Amazon.com
191
$104.95
Men's Xtratuf 6" Ankle Deck Boots - Brown 009,Shoewidth-M - Duluth Trading Company
Duluth Trading Company
$104.95
Men's Xtratuf 6" Ankle Deck Boots - Brown 009,Shoewidth-M - Duluth Trading Company
Duluth Trading Company
$70.00
$100.00
Skechers Hands Free Slip-Ins® Relaxed Fit® Respected 2.0 Men's Ankle Boots, Size: 9, Brown
Kohl's
Free shipping
30% off
$70.00
$100.00
Skechers Hands Free Slip-Ins® Relaxed Fit® Respected 2.0 Men's Ankle Boots, Size: 9, Brown
Kohl's
Free shipping
$52.50
Muck Mens Edgewater Classic Waterproof Ankle Work Boot -Black- ECA000 - 10 , Medium , Black
Callseguros Wholesale Shop
$52.50
Muck Mens Edgewater Classic Waterproof Ankle Work Boot -Black- ECA000 - 10 , Medium , Black
Callseguros Wholesale Shop
$105.00
Skechers Men's Relaxed Fit: Respected - Boswell Boots | Size 13.0 | Brown | Leather/Synthetic
Skechers USA
797
$105.00
Skechers Men's Relaxed Fit: Respected - Boswell Boots | Size 13.0 | Brown | Leather/Synthetic
Skechers USA
797
$29.99
$59.99
Sonoma Goods For Life® Ledger Men's Chukka Boots, Size: 8, Brown
Kohl's
50% off
$29.99
$59.99
Sonoma Goods For Life® Ledger Men's Chukka Boots, Size: 8, Brown
Kohl's
$110.00
Skechers Men's John Deere: Hands Free Slip-Ins Respected - Tanzier Boots | Size 9.0 | Olive/Brown | Leather/Synthetic
Skechers USA
4
$110.00
Skechers Men's John Deere: Hands Free Slip-Ins Respected - Tanzier Boots | Size 9.0 | Olive/Brown | Leather/Synthetic
Skechers USA
4
$69.99
$79.99
Deer Stags Rockland Men's Chelsea Boots, Size: 12, Brown Dark Brown
Kohl's
3K+
Free shipping
12% off
$69.99
$79.99
Deer Stags Rockland Men's Chelsea Boots, Size: 12, Brown Dark Brown
Kohl's
3K+
$111.99
Roper Casual Chukka Boots - Moc Toe
Boot Barn
344
$111.99
Roper Casual Chukka Boots - Moc Toe
Boot Barn
344
$3,900.00
Bottega Veneta Jim Ankle Boot - Black - Man - 10
Bottega Veneta
Free shipping
$3,900.00
Bottega Veneta Jim Ankle Boot - Black - Man - 10
Bottega Veneta
Free shipping
$163.99
Handmade Mens Black Leather Side Zipper Ankle Boots, Mens Rock Style
eBay
$163.99
Handmade Mens Black Leather Side Zipper Ankle Boots, Mens Rock Style
eBay
$43.99
$100.00
J. Ferrar Mens Blake Flat Heel Chelsea Boots | Black | Regular 12 | Boots Chelsea Boots | Memory Foam
JCPenney
56% off
$43.99
$100.00
J. Ferrar Mens Blake Flat Heel Chelsea Boots | Black | Regular 12 | Boots Chelsea Boots | Memory Foam
JCPenney
$72.00
$90.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 10 | Boots Chelsea Boots | Memory Foam
JCPenney
15
20% off
$72.00
$90.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 10 | Boots Chelsea Boots | Memory Foam
JCPenney
15
$163.99
Men's Ankle Leather Boots, Men Brown Leather Boot Men Leather Boots,
eBay
$163.99
Men's Ankle Leather Boots, Men Brown Leather Boot Men Leather Boots,
eBay
$99.00
L.L.Bean | Men's Mountain Classic Quilted Ankle Boots II Classic Black 11 M(D), Rubber
L.L.Bean
Free shipping
$99.00
L.L.Bean | Men's Mountain Classic Quilted Ankle Boots II Classic Black 11 M(D), Rubber
L.L.Bean
Free shipping
$49.99
Jazame Men's Ankle High Buckle Design Side Zipper Dress Chukka Boots, Black, 7.5
Walmart
2
Free shipping
$49.99
Jazame Men's Ankle High Buckle Design Side Zipper Dress Chukka Boots, Black, 7.5
Walmart
2