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Men's Ankle Boots

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Men's Smoky Leather Casual Ankle BootsMen's Smoky Leather Casual Ankle Boots
Quick View

Dune LondonMen's Smoky Leather Casual Ankle Boots

$195.00
Internet Exclusive
Men's Matias Leather Ankle BootsMen's Matias Leather Ankle Boots
Quick View

Dune LondonMen's Matias Leather Ankle Boots

$225.00
Internet Exclusive
Men's Moc Toe Leather Lace Up BootsMen's Moc Toe Leather Lace Up Boots
Quick View

Twisted XMen's Moc Toe Leather Lace Up Boots

$179.95
Full StarFull StarFull StarFull StarFull Star(3)
Men's Matchin Leather Chelsea BootsMen's Matchin Leather Chelsea Boots
Quick View

Dune LondonMen's Matchin Leather Chelsea Boots

$195.00
Men's Vigo Leather Lace Up Zip Ankle BootsMen's Vigo Leather Lace Up Zip Ankle Boots
Quick View

PikolinosMen's Vigo Leather Lace Up Zip Ankle Boots

$230.00
Men's Nigel Leather Lace Up BootsMen's Nigel Leather Lace Up Boots
Quick View

BornMen's Nigel Leather Lace Up Boots

$150.00
Full StarFull StarFull StarFull StarFull Star(3)
Men's Montreux Leather Chelsea BootsMen's Montreux Leather Chelsea Boots
Quick View

Steve MaddenMen's Montreux Leather Chelsea Boots

Permanently Reduced
Orig. $140.00
Now $70.00
Full StarFull StarFull StarFull StarFull Star(1)
Men's Hemlock Leather Chelsea BootsMen's Hemlock Leather Chelsea Boots
Quick View

BornMen's Hemlock Leather Chelsea Boots

$145.00
Full StarFull StarFull StarFull StarHalf Star(43)
Men's Dante Leather Chelsea BootsMen's Dante Leather Chelsea Boots
Quick View

Marc NolanMen's Dante Leather Chelsea Boots

$175.00
Men's Nigel Suede Lace-Up BootsMen's Nigel Suede Lace-Up Boots
Quick View

BornMen's Nigel Suede Lace-Up Boots

$140.00
Internet Exclusive
Only size 14 available
Full StarFull StarFull StarFull StarFull Star(1)
Men's Dax Leather Western Chelsea BootsMen's Dax Leather Western Chelsea Boots
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Marc NolanMen's Dax Leather Western Chelsea Boots

$175.00
Men's Aiden Croco Embossed Leather BootsMen's Aiden Croco Embossed Leather Boots
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Marc NolanMen's Aiden Croco Embossed Leather Boots

$175.00
Men's Ashford Leather Chelsea BootsMen's Ashford Leather Chelsea Boots
Quick View

Donald PlinerMen's Ashford Leather Chelsea Boots

Permanently Reduced
Orig. $395.00
Now $197.50
Internet Exclusive
Men's Aben Leather Chelsea BootsMen's Aben Leather Chelsea Boots
Quick View

Steve MaddenMen's Aben Leather Chelsea Boots

Permanently Reduced
Orig. $150.00
Now $75.00
Men's Combs Leather BootsMen's Combs Leather Boots
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Dr. MartensMen's Combs Leather Boots

$130.00
Full StarFull StarFull StarFull StarHalf Star(33)
Men's Dax Patent Leather Chelsea BootsMen's Dax Patent Leather Chelsea Boots
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Marc NolanMen's Dax Patent Leather Chelsea Boots

$180.00
Full StarFull StarFull StarFull StarFull Star(1)
Men's Erik Leather BootsMen's Erik Leather Boots
Quick View

BornMen's Erik Leather Boots

Permanently Reduced
Orig. $160.00
Now $80.00
Men's Asher Leather Chelsea BootsMen's Asher Leather Chelsea Boots
Quick View

Polo Ralph LaurenMen's Asher Leather Chelsea Boots

Permanently Reduced
Orig. $198.00
Now $132.66
Internet Exclusive
Only size 9 available
Men's York Leather Lace Up BootsMen's York Leather Lace Up Boots
Quick View

PikolinosMen's York Leather Lace Up Boots

$250.00
Men's Calder Leather Chelsea BootsMen's Calder Leather Chelsea Boots
Quick View

Johnston & MurphyMen's Calder Leather Chelsea Boots

$179.00
Full StarFull StarFull StarFull StarEmpty Star(20)
Men's Chiltern Leather BootsMen's Chiltern Leather Boots
Quick View

Kurt Geiger LondonMen's Chiltern Leather Boots

Permanently Reduced
Orig. $288.00
Now $144.00
Men's Driving Moccasin Chukka BootsMen's Driving Moccasin Chukka Boots
Quick View

Twisted XMen's Driving Moccasin Chukka Boots

$149.95
Internet Exclusive
Men's Upton Leather Chelsea BootsMen's Upton Leather Chelsea Boots
Quick View

Johnston & MurphyMen's Upton Leather Chelsea Boots

Permanently Reduced
Orig. $179.00
Now $119.99
Full StarFull StarFull StarHalf StarEmpty Star(6)
Men's Lookout Leather Chukka BootsMen's Lookout Leather Chukka Boots
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AriatMen's Lookout Leather Chukka Boots

$159.95
Only size 11 available
Full StarFull StarFull StarFull StarEmpty Star(69)
Men's Stalon Nubuck Chelsea BootsMen's Stalon Nubuck Chelsea Boots
Quick View

BirkenstockMen's Stalon Nubuck Chelsea Boots

Permanently Reduced
Orig. $200.00
Now $100.00
Only size 12 available
Men's Driving Leather Moccasin Chukka BootsMen's Driving Leather Moccasin Chukka Boots
Quick View

Twisted XMen's Driving Leather Moccasin Chukka Boots

$139.95
Full StarFull StarFull StarFull StarFull Star(8)
Men's Noby Leather BootsMen's Noby Leather Boots
Quick View

Steve MaddenMen's Noby Leather Boots

$180.00
Internet Exclusive
Only size 11 available
Men's Michelangelo Rustic Leather Chelsea BootsMen's Michelangelo Rustic Leather Chelsea Boots
Quick View

Bed StuMen's Michelangelo Rustic Leather Chelsea Boots

$220.00
Internet Exclusive
Men's Neumel Suede Chelsea BootsMen's Neumel Suede Chelsea Boots
Quick View

UGGMen's Neumel Suede Chelsea Boots

$150.00
Full StarFull StarFull StarFull StarHalf Star(19)
Men's Walton Leather Lace Up BootiesMen's Walton Leather Lace Up Booties
Quick View

ALDOMen's Walton Leather Lace Up Booties

$140.00
Internet Exclusive
Men's Highwood Leather Chelsea BootsMen's Highwood Leather Chelsea Boots
Quick View

BirkenstockMen's Highwood Leather Chelsea Boots

Permanently Reduced
Orig. $210.00
Now $105.00
Men's Asher Suede Chukka BootsMen's Asher Suede Chukka Boots
Quick View

Polo Ralph LaurenMen's Asher Suede Chukka Boots

Permanently Reduced
Orig. $198.00
Now $99.00
Men's Water-Resistant Leather Chelsea BootsMen's Water-Resistant Leather Chelsea Boots
Quick View

BlundstoneMen's Water-Resistant Leather Chelsea Boots

$209.95
Men's Upton Leather Chukka BootsMen's Upton Leather Chukka Boots
Quick View

Johnston & MurphyMen's Upton Leather Chukka Boots

Permanently Reduced
Orig. $179.00
Now $119.99
Men's Astor Leather Chukka BootsMen's Astor Leather Chukka Boots
Quick View

FryeMen's Astor Leather Chukka Boots

$228.00
Full StarFull StarFull StarFull StarEmpty Star(13)
Men's Lincoln Lace Up Leather BootsMen's Lincoln Lace Up Leather Boots
Quick View

Bed StuMen's Lincoln Lace Up Leather Boots

$295.00
Men's Calder Suede Chelsea BootsMen's Calder Suede Chelsea Boots
Quick View

Johnston & MurphyMen's Calder Suede Chelsea Boots

$179.00
Full StarFull StarFull StarFull StarFull Star(2)
Men's Raging Leather BootsMen's Raging Leather Boots
Quick View

Bruno MagliMen's Raging Leather Boots

$450.00
Internet Exclusive
Only size 8.5, 13 available
Men's Rambler Chelsea BootsMen's Rambler Chelsea Boots
Quick View

AriatMen's Rambler Chelsea Boots

$169.95
Full StarFull StarFull StarFull StarHalf Star(270)
Men's Offroad Waterproof Lace Up BootsMen's Offroad Waterproof Lace Up Boots
Quick View

ECCOMen's Offroad Waterproof Lace Up Boots

Permanently Reduced
Orig. $250.00
Now $114.99 - $167.50
Men's Highline Suede Chelsea BootsMen's Highline Suede Chelsea Boots
Quick View

Steve MaddenMen's Highline Suede Chelsea Boots

$109.99
Full StarFull StarFull StarFull StarEmpty Star(5)
Men's Portland Leather Chelsea BootsMen's Portland Leather Chelsea Boots
Quick View

L.L.BeanMen's Portland Leather Chelsea Boots

$ 169.00 - $ 190.00
Full StarFull StarFull StarFull StarEmpty Star(23)
Men's Connor Leather Chelsea BootsMen's Connor Leather Chelsea Boots
Quick View

FryeMen's Connor Leather Chelsea Boots

$198.00
Internet Exclusive
Full StarFull StarFull StarFull StarFull Star(1)
Men's Chelsea Lug Leather BootsMen's Chelsea Lug Leather Boots
Quick View

UGGMen's Chelsea Lug Leather Boots

Permanently Reduced
Orig. $160.00
Now $107.20
Full StarFull StarFull StarFull StarFull Star(1)
Men's Paul Leather Chukka BootsMen's Paul Leather Chukka Boots
Quick View

FryeMen's Paul Leather Chukka Boots

$198.00
Internet Exclusive
Full StarFull StarFull StarFull StarFull Star(2)
Men's Duke Leather Chelsea BootsMen's Duke Leather Chelsea Boots
Quick View

Steve MaddenMen's Duke Leather Chelsea Boots

Permanently Reduced
Orig. $130.00
Now $65.00
Men's Booker Leather Chelsea BootsMen's Booker Leather Chelsea Boots
Quick View

AriatMen's Booker Leather Chelsea Boots

$149.95
Internet Exclusive
Full StarFull StarFull StarFull StarHalf Star(702)
Men's Idyllwild Leather Lace BootsMen's Idyllwild Leather Lace Boots
Quick View

UGGMen's Idyllwild Leather Lace Boots

$190.00
Men's Rangley Suede Chelsea BootsMen's Rangley Suede Chelsea Boots
Quick View

ALIGNMen's Rangley Suede Chelsea Boots

$199.95
Men's Huston Leather Chelsea Dress BootsMen's Huston Leather Chelsea Dress Boots
Quick View

Steve MaddenMen's Huston Leather Chelsea Dress Boots

Permanently Reduced
Orig. $150.00
Now $75.00
Men's Hardie Chelsea BootsMen's Hardie Chelsea Boots
Quick View

Dr. MartensMen's Hardie Chelsea Boots

$120.00
Full StarFull StarFull StarFull StarFull Star(6)
Men's Morse Leather Chukka BootsMen's Morse Leather Chukka Boots
Quick View

Cole HaanMen's Morse Leather Chukka Boots

$148.00
Men's Commander Leather BootsMen's Commander Leather Boots
Quick View

Marc NolanMen's Commander Leather Boots

$185.00
Men's Ethan Distressed Suede BootsMen's Ethan Distressed Suede Boots
Quick View

BornMen's Ethan Distressed Suede Boots

Permanently Reduced
Orig. $150.00
Now $75.00
Men's Chelsea Driving Moc BootsMen's Chelsea Driving Moc Boots
Quick View

Twisted XMen's Chelsea Driving Moc Boots

$149.99
Men's Nathan Leather Zip BootsMen's Nathan Leather Zip Boots
Quick View

Flag LTD.Men's Nathan Leather Zip Boots

Permanently Reduced
Orig. $175.00
Now $87.50
Dillard´s Exclusive
Full StarFull StarFull StarEmpty StarEmpty Star(2)
Men's Steven Leather Zip Chelsea BootsMen's Steven Leather Zip Chelsea Boots
Quick View

Section XMen's Steven Leather Zip Chelsea Boots

$134.99
Full StarFull StarFull StarFull StarFull Star(2)
Men's Vista Chukka BootsMen's Vista Chukka Boots
Quick View

To Boot New YorkMen's Vista Chukka Boots

Permanently Reduced
Orig. $495.00
Now $247.50
Men's Muir Leather Moc Toe BootsMen's Muir Leather Moc Toe Boots
Quick View

Cole HaanMen's Muir Leather Moc Toe Boots

Permanently Reduced
Orig. $208.00
Now $104.00
Internet Exclusive
Men's Landon Leather Midlace Cap Toe BootsMen's Landon Leather Midlace Cap Toe Boots
Quick View

FryeMen's Landon Leather Midlace Cap Toe Boots

$248.00
Internet Exclusive
Full StarFull StarFull StarFull StarFull Star(1)
Men's Illiad Leather Chukka BootsMen's Illiad Leather Chukka Boots
Quick View

Bed StuMen's Illiad Leather Chukka Boots

$209.00
Men's Combs Fold-Down BootsMen's Combs Fold-Down Boots
Quick View

Dr. MartensMen's Combs Fold-Down Boots

$110.00
Only size 11, 13 available
Full StarFull StarFull StarFull StarFull Star(8)
Men's Connor Suede Chelsea BootsMen's Connor Suede Chelsea Boots
Quick View

FryeMen's Connor Suede Chelsea Boots

$198.00
Internet Exclusive
Men's Zeddy Suede Chelsea BootsMen's Zeddy Suede Chelsea Boots
Quick View

ALDOMen's Zeddy Suede Chelsea Boots

$140.00
Internet Exclusive
Men's Rangley Leather Chelsea BootsMen's Rangley Leather Chelsea Boots
Quick View

ALIGNMen's Rangley Leather Chelsea Boots

$199.95
Men's Chukka Hiker Waterproof BootsMen's Chukka Hiker Waterproof Boots
Quick View

Twisted XMen's Chukka Hiker Waterproof Boots

$174.95
Full StarFull StarFull StarFull StarFull Star(1)
Men's Eddy Waterproof Leather Lace Up BootsMen's Eddy Waterproof Leather Lace Up Boots
Quick View

ALIGNMen's Eddy Waterproof Leather Lace Up Boots

$179.95
Men's Harrison Leather Chukka BootsMen's Harrison Leather Chukka Boots
Quick View

BornMen's Harrison Leather Chukka Boots

$145.00
Internet Exclusive
Full StarFull StarFull StarFull StarHalf Star(33)
Men's Garrett Leather Chelsea Dress BootsMen's Garrett Leather Chelsea Dress Boots
Quick View

Flag LTD.Men's Garrett Leather Chelsea Dress Boots

Permanently Reduced
Orig. $165.00
Now $82.50
Dillard´s Exclusive
Men's 4" Woven Leather BootsMen's 4" Woven Leather Boots
Quick View

Twisted XMen's 4" Woven Leather Boots

$184.95
Full StarFull StarFull StarFull StarFull Star(2)
Men's Barrett Leather Lace Up BootsMen's Barrett Leather Lace Up Boots
Quick View

FryeMen's Barrett Leather Lace Up Boots

$248.00
Internet Exclusive
Full StarFull StarFull StarFull StarFull Star(1)
Men's Hybrid Low Boy BootsMen's Hybrid Low Boy Boots
Quick View

AriatMen's Hybrid Low Boy Boots

$159.95
Full StarFull StarFull StarFull StarHalf Star(127)
Men's Ranger Leather Buckle BootsMen's Ranger Leather Buckle Boots
Quick View

Polo Ralph LaurenMen's Ranger Leather Buckle Boots

Permanently Reduced
Orig. $175.00
Now $87.50
Internet Exclusive
Only size 7 available
Full StarFull StarFull StarFull StarHalf Star(80)
Men's Farrell Leather Lace Up BootsMen's Farrell Leather Lace Up Boots
Quick View

ALDOMen's Farrell Leather Lace Up Boots

$150.00
Men's Braxton Oiled Leather Chukka BootsMen's Braxton Oiled Leather Chukka Boots
Quick View

Johnston & MurphyMen's Braxton Oiled Leather Chukka Boots

Permanently Reduced
Orig. $159.00
Now $119.99
Full StarFull StarFull StarFull StarFull Star(1)
Men's Ranger Suede Multi BootsMen's Ranger Suede Multi Boots
Quick View

Polo Ralph LaurenMen's Ranger Suede Multi Boots

Permanently Reduced
Orig. $228.00
Now $114.00
Internet Exclusive
Only size 10 available
Full StarFull StarFull StarFull StarFull Star(3)
Men's Steven Zip Nubuck Chelsea BootsMen's Steven Zip Nubuck Chelsea Boots
Quick View

Section XMen's Steven Zip Nubuck Chelsea Boots

$134.99
Full StarFull StarFull StarFull StarFull Star(1)
Men's Hatford Suede Chelsea BootsMen's Hatford Suede Chelsea Boots
Quick View

Steve MaddenMen's Hatford Suede Chelsea Boots

Permanently Reduced
Orig. $109.99
Now $54.99
Full StarFull StarFull StarFull StarFull Star(3)
Men's Hatford Leather Chelsea BootsMen's Hatford Leather Chelsea Boots
Quick View

Steve MaddenMen's Hatford Leather Chelsea Boots

Permanently Reduced
Orig. $109.99
Now $54.99
Full StarFull StarFull StarFull StarFull Star(1)
Men's Marsen Cap Toe Leather Lace-Up Hiker BootsMen's Marsen Cap Toe Leather Lace-Up Hiker Boots
Quick View

Flag LTD.Men's Marsen Cap Toe Leather Lace-Up Hiker Boots

Permanently Reduced
Orig. $165.00
Now $82.50
Dillard´s Exclusive
Full StarFull StarFull StarFull StarHalf Star(17)
Men's Dylan Woven BootsMen's Dylan Woven Boots
Quick View

TaftMen's Dylan Woven Boots

$395.00
Internet Exclusive
Only size 7, 6 available
Full StarFull StarFull StarFull StarHalf Star(263)
Men's Steven Zip Suede Chelsea BootsMen's Steven Zip Suede Chelsea Boots
Quick View

Section XMen's Steven Zip Suede Chelsea Boots

Permanently Reduced
Orig. $134.99
Now $67.49
Men's Largo Chelsea BootsMen's Largo Chelsea Boots
Quick View

To Boot New YorkMen's Largo Chelsea Boots

$495.00
Internet Exclusive
Men's Greco Colorblock BootsMen's Greco Colorblock Boots
Quick View

BelvedereMen's Greco Colorblock Boots

$469.00
Internet Exclusive
Men's Hudson Suede Chelsea Work BootsMen's Hudson Suede Chelsea Work Boots
Quick View

FryeMen's Hudson Suede Chelsea Work Boots

$328.00
Internet Exclusive
Full StarFull StarFull StarFull StarHalf Star(2)
Men's Reeve Leather Chelsea Zip BootsMen's Reeve Leather Chelsea Zip Boots
Quick View

Johnston & MurphyMen's Reeve Leather Chelsea Zip Boots

$139.99
Full StarFull StarFull StarFull StarFull Star(4)
Men's Connor Waxed Suede Chelsea BootsMen's Connor Waxed Suede Chelsea Boots
Quick View

FryeMen's Connor Waxed Suede Chelsea Boots

$198.00
Internet Exclusive
Men's Barret Leather Plain Toe BootsMen's Barret Leather Plain Toe Boots
Quick View

Johnston & MurphyMen's Barret Leather Plain Toe Boots

Permanently Reduced
Orig. $199.00
Now $139.99
Full StarFull StarFull StarFull StarEmpty Star(7)
Men's Kierson Wingtip Leather BootsMen's Kierson Wingtip Leather Boots
Quick View

Steve MaddenMen's Kierson Wingtip Leather Boots

Permanently Reduced
Orig. $180.00
Now $90.00
Internet Exclusive
Only size 11 available
Full StarEmpty StarEmpty StarEmpty StarEmpty Star(1)
Men's Ant Brn 550 Water Resistant Antique Leather Chelsea BootsMen's Ant Brn 550 Water Resistant Antique Leather Chelsea Boots
Quick View

BlundstoneMen's Ant Brn 550 Water Resistant Antique Leather Chelsea Boots

$219.95
Full StarFull StarFull StarFull StarHalf Star(12)
Men's Garrett Leather Plain Toe BootsMen's Garrett Leather Plain Toe Boots
Quick View

Flag LTD.Men's Garrett Leather Plain Toe Boots

Permanently Reduced
Orig. $175.00
Now $87.50
Dillard´s Exclusive
Full StarFull StarFull StarFull StarFull Star(2)
Men's Metropole Milan Suede Chukka BootsMen's Metropole Milan Suede Chukka Boots
Quick View

ECCOMen's Metropole Milan Suede Chukka Boots

$195.00
Men's Barrett Leather BootsMen's Barrett Leather Boots
Quick View

AriatMen's Barrett Leather Boots

Permanently Reduced
Orig. $259.95
Now $129.97
Full StarFull StarFull StarFull StarEmpty Star(4)
Men's Earthkeeper Leather BootsMen's Earthkeeper Leather Boots
Quick View

TimberlandMen's Earthkeeper Leather Boots

$160.00
Full StarFull StarFull StarFull StarEmpty Star(576)
Men's Brock Distressed Suede BootsMen's Brock Distressed Suede Boots
Quick View

BornMen's Brock Distressed Suede Boots

Permanently Reduced
Orig. $150.00
Now $75.00
Only size 11, 13 available
Full StarFull StarFull StarFull StarFull Star(9)
Men's Dante Cow Print BootsMen's Dante Cow Print Boots
Quick View

Marc NolanMen's Dante Cow Print Boots

$185.00
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About Men's Ankle Boots

Discover the perfect blend of style and functionality with our collection of men's ankle boots. Designed for versatility, these boots are suitable for both casual and formal occasions, making them a must-have in every man's wardrobe. Crafted from high-quality materials, they offer durability and comfort, ensuring you look sharp while feeling great.

Men's ankle boots come in various styles, including lace-up, slip-on, and Chelsea designs, allowing you to choose the perfect fit for your personal style. With features like cushioned insoles and sturdy outsoles, these boots provide excellent support and traction for all-day wear.

What are men's ankle boots?

  • Men's ankle boots are footwear that covers the foot and extends up to the ankle. They come in various styles and materials, making them suitable for different occasions and outfits.

What occasions are men's ankle boots suitable for?

  • Men's ankle boots are incredibly versatile and can be worn for casual outings, work settings, and even semi-formal events. Their stylish design allows them to complement a range of outfits, from jeans to dress pants.

How do I choose the right size for men's ankle boots?

  • To choose the right size for men's ankle boots, it's essential to measure your foot and refer to the sizing chart provided by the retailer. Consider the type of socks you plan to wear and whether you prefer a snug or loose fit.

Are men's ankle boots comfortable for all-day wear?

  • Many men's ankle boots are designed with comfort in mind, featuring cushioned insoles and supportive outsoles. However, comfort can vary by style, so it's important to try them on and walk around to ensure a good fit.

What materials are commonly used in men's ankle boots?

  • Men's ankle boots are typically made from leather, suede, or synthetic materials. Leather offers durability and a classic look, while suede provides a softer texture and a more casual appearance.

Can men's ankle boots be worn in different seasons?

  • Yes, men's ankle boots can be worn in various seasons. Lighter materials and breathable designs are suitable for warmer months, while insulated and waterproof options are ideal for colder or wet weather.

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