Skip to search results Skip to filters Skip to sort Skip to selected filters

Men's Ankle Casual Products

334 items found

Sort By

Your Selections

Search Results

. Dr. Martens - Combs Leather. Color Black Wyoming. On sale for $99.95. MSRP $130.00. 23% off. 4.5 out of 5 stars

Black Dr. Martens Combs Leather

Black Dr. Martens Combs Leather

+2

Brand Name: Dr. Martens
Product Name: Combs Leather
Gender: Unisex
Color: Black Wyoming
Price: $99.95MSRP: $130.00
Rating: 4Rated 4 stars out of 5(72)

Dr. Martens - Embury. Color Black Wyoming. On sale for $114.95. MSRP $130.00. 12% off. 4.1 out of 5 stars

Black Dr. Martens Embury

Black Dr. Martens Embury

+2

Brand Name: Dr. Martens
Product Name: Embury
Gender: Unisex
Color: Black Wyoming
Price: $114.95MSRP: $130.00
Rating: 4Rated 4 stars out of 5(95)

Dr. Martens - Jadon II Mono Vegan. Color Black Felix Rub Off. On sale for $110.00. MSRP $200.00. 45% off. 4.0 out of 5 stars

Black Dr. Martens Jadon II Mono Vegan

Black Dr. Martens Jadon II Mono Vegan

Brand Name: Dr. Martens
Product Name: Jadon II Mono Vegan
Gender: Unisex
Color: Black Felix Rub Off
Price: $110.00MSRP: $200.00
Rating: 4Rated 4 stars out of 5(9)

Wolverine - Carlsbad Waterproof 6" Steel Toe Work Boot. Color Dark Brown. On sale for $99.95. MSRP $110.00. 9% off. 3.5 out of 5 stars

Brown Wolverine Carlsbad Waterproof 6" Steel Toe Work Boot

Brown Wolverine Carlsbad Waterproof 6" Steel Toe Work Boot

Brand Name: Wolverine
Product Name: Carlsbad Waterproof 6" Steel Toe Work Boot
Gender: Men's
Color: Dark Brown
Price: $99.95MSRP: $110.00
Rating: 3Rated 3 stars out of 5(24)

Vans - MTE™ Crestline Waterproof. Color Teak. On sale for $110.36. MSRP $160.00. 31% off. 5.0 out of 5 stars

Brown Vans MTE™ Crestline Waterproof

Brown Vans MTE™ Crestline Waterproof

+8

Brand Name: Vans
Product Name: MTE™ Crestline Waterproof
Gender: Unisex
Color: Teak
Price: $110.36MSRP: $160.00
Rating: 5Rated 5 stars out of 5(1)

Dr. Martens - 2976 Yellow Stitch Smooth Leather Chelsea Boots. Color Dark Brown Crazy Horse. On sale for $134.95. MSRP $170.00. 21% off. 3.8 out of 5 stars

Brown Dr. Martens 2976 Yellow Stitch Smooth Leather Chelsea Boots

Brown Dr. Martens 2976 Yellow Stitch Smooth Leather Chelsea Boots

+2

Brand Name: Dr. Martens
Product Name: 2976 Yellow Stitch Smooth Leather Chelsea Boots
Gender: Unisex
Color: Dark Brown Crazy Horse
Price: $134.95MSRP: $170.00
Rating: 4Rated 4 stars out of 5(38)

Barbour - Barbour Nimbus Chelsea Welly. Color Black. On sale for $100.00. MSRP $120.00. 17% off.

Black Barbour Barbour Nimbus Chelsea Welly

Black Barbour Barbour Nimbus Chelsea Welly

Brand Name: Barbour
Product Name: Barbour Nimbus Chelsea Welly
Gender: Men's
Color: Black
Price: $100.00MSRP: $120.00
Rating

SOREL - Madson™ II Moc Toe Waterproof. Color Coal. Low Stock. On sale for $120.00. MSRP $200.00. 40% off. 4.5 out of 5 stars

Low Stock

Gray SOREL Madson™ II Moc Toe Waterproof

Gray SOREL Madson™ II Moc Toe Waterproof

+3

Brand Name: SOREL
Product Name: Madson™ II Moc Toe Waterproof
Gender: Men's
Color: Coal
Price: $120.00MSRP: $200.00
Rating: 4Rated 4 stars out of 5(285)

Dr. Martens - 1460 Mono Boot. Color Black Smooth. On sale for $127.50. MSRP $170.00. 25% off. 4.1 out of 5 stars

Black Dr. Martens 1460 Mono Boot

Black Dr. Martens 1460 Mono Boot

Brand Name: Dr. Martens
Product Name: 1460 Mono Boot
Gender: Unisex
Color: Black Smooth
Price: $127.50MSRP: $170.00
Rating: 4Rated 4 stars out of 5(68)

Cole Haan - Berkshire Lug Chukka Boot. Color Black/Truffle. On sale for $128.93. MSRP $240.00. 46% off. 4.5 out of 5 stars

Brown Cole Haan Berkshire Lug Chukka Boot

Brown Cole Haan Berkshire Lug Chukka Boot

+7

Brand Name: Cole Haan
Product Name: Berkshire Lug Chukka Boot
Gender: Men's
Color: Black/Truffle
Price: $128.93MSRP: $240.00
Rating: 5Rated 5 stars out of 5(24)

SOREL - Cheyanne™ Metro II Sneaker WP. Color Quarry/Black. On sale for $85.36. MSRP $140.00. 39% off. 4.4 out of 5 stars

Brown SOREL Cheyanne™ Metro II Sneaker WP

Brown SOREL Cheyanne™ Metro II Sneaker WP

+3

Brand Name: SOREL
Product Name: Cheyanne™ Metro II Sneaker WP
Gender: Men's
Color: Quarry/Black
Price: $85.36MSRP: $140.00
Rating: 4Rated 4 stars out of 5(50)

Rockport - Northfield Waterproof Boot. Color Black. On sale for $89.95. MSRP $140.00. 36% off. 4.3 out of 5 stars

Black Rockport Northfield Waterproof Boot

Black Rockport Northfield Waterproof Boot

+2

Brand Name: Rockport
Product Name: Northfield Waterproof Boot
Gender: Men's
Color: Black
Price: $89.95MSRP: $140.00
Rating: 4Rated 4 stars out of 5(206)

SOREL - Madson™ II Chore Waterproof. Color Tobacco/Gum 10. On sale for $116.97. MSRP $195.00. 40% off. 4.0 out of 5 stars

Brown SOREL Madson™ II Chore Waterproof

Brown SOREL Madson™ II Chore Waterproof

+2

Brand Name: SOREL
Product Name: Madson™ II Chore Waterproof
Gender: Men's
Color: Tobacco/Gum 10
Price: $116.97MSRP: $195.00
Rating: 4Rated 4 stars out of 5(33)

Dr. Martens - 2976 Leather Chelsea Boots. Color Black. On sale for $144.50. MSRP $170.00. 15% off. 3.9 out of 5 stars

Black Dr. Martens 2976 Leather Chelsea Boots

Black Dr. Martens 2976 Leather Chelsea Boots

+2

Brand Name: Dr. Martens
Product Name: 2976 Leather Chelsea Boots
Gender: Unisex
Color: Black
Price: $144.50MSRP: $170.00
Rating: 4Rated 4 stars out of 5(7)

Polo Ralph Lauren - Bryson Chelsea Boot. Color Brown 1. On sale for $198.00. MSRP $228.00. 13% off. 3.8 out of 5 stars

Brown Polo Ralph Lauren Bryson Chelsea Boot

Brown Polo Ralph Lauren Bryson Chelsea Boot

+2

Brand Name: Polo Ralph Lauren
Product Name: Bryson Chelsea Boot
Gender: Men's
Color: Brown 1
Price: $198.00MSRP: $228.00
Rating: 4Rated 4 stars out of 5(4)

SOREL - Carson™ Chelsea Waterproof. Color Camel Brown/Oatmeal. On sale for $93.00. MSRP $155.00. 40% off. 3.7 out of 5 stars

Brown SOREL Carson™ Chelsea Waterproof

Brown SOREL Carson™ Chelsea Waterproof

+2

Brand Name: SOREL
Product Name: Carson™ Chelsea Waterproof
Gender: Men's
Color: Camel Brown/Oatmeal
Price: $93.00MSRP: $155.00
Rating: 4Rated 4 stars out of 5(65)

Dr. Martens - 1460 Pascal Bex. Color Black Pisa. On sale for $149.95. MSRP $180.00. 17% off. 4.5 out of 5 stars

Black Dr. Martens 1460 Pascal Bex

Black Dr. Martens 1460 Pascal Bex

Brand Name: Dr. Martens
Product Name: 1460 Pascal Bex
Gender: Unisex
Color: Black Pisa
Price: $149.95MSRP: $180.00
Rating: 4Rated 4 stars out of 5(39)

. Clarks - Bushacre 3. Color Beeswax Leather. On sale for $91.25. MSRP $110.00. 17% off. 3.9 out of 5 stars

Brown Clarks Bushacre 3

Brown Clarks Bushacre 3

+3

Brand Name: Clarks
Product Name: Bushacre 3
Gender: Men's
Color: Beeswax Leather
Price: $91.25MSRP: $110.00
Rating: 4Rated 4 stars out of 5(175)

UGG - Neumel. Color White/White. On sale for $89.99. MSRP $149.95. 40% off. 4.8 out of 5 stars

White UGG Neumel

White UGG Neumel

+6

Brand Name: UGG
Product Name: Neumel
Gender: Men's
Color: White/White
Price: $89.99MSRP: $149.95
Rating: 5Rated 5 stars out of 5(6120)

Steve Madden - Sverne. Color Tan Leather. Low Stock. On sale for $90.00. MSRP $150.00. 40% off. 3.0 out of 5 stars

Low Stock

Tan Steve Madden Sverne

Tan Steve Madden Sverne

Brand Name: Steve Madden
Product Name: Sverne
Gender: Men's
Color: Tan Leather
Price: $90.00MSRP: $150.00
Rating: 3Rated 3 stars out of 5(1)

Nunn Bush - Otis 2.0 Chelsea Fashion Leather Boot. Color Black. On sale for $66.60. MSRP $109.95. 39% off. 4.2 out of 5 stars

Black Nunn Bush Otis 2.0 Chelsea Fashion Leather Boot

Black Nunn Bush Otis 2.0 Chelsea Fashion Leather Boot

+3

Brand Name: Nunn Bush
Product Name: Otis 2.0 Chelsea Fashion Leather Boot
Gender: Men's
Color: Black
Price: $66.60MSRP: $109.95
Rating: 4Rated 4 stars out of 5(6)

. Florsheim - Midtown Plain Toe Zipper Boot. Color Cognac. $133.86. 4.6 out of 5 stars

Tan Florsheim Midtown Plain Toe Zipper Boot

Tan Florsheim Midtown Plain Toe Zipper Boot

+1

Brand Name: Florsheim
Product Name: Midtown Plain Toe Zipper Boot
Gender: Men's
Color: Cognac
Price: $133.86
Rating: 5Rated 5 stars out of 5(504)

Birkenstock - Highwood Mid Lace-Up Deep Blue - Leather. Color Black. On sale for $150.00. MSRP $200.00. 25% off. 5.0 out of 5 stars

Black Birkenstock Highwood Mid Lace-Up Deep Blue - Leather

Black Birkenstock Highwood Mid Lace-Up Deep Blue - Leather

+2

Brand Name: Birkenstock
Product Name: Highwood Mid Lace-Up Deep Blue - Leather
Gender: Men's
Color: Black
Price: $150.00MSRP: $200.00
Rating: 5Rated 5 stars out of 5(1)

Timberland PRO - PRO Wedge 6" Soft Toe. Color Black 1. On sale for $127.60. MSRP $145.00. 12% off. 2.8 out of 5 stars

Black Timberland PRO PRO Wedge 6" Soft Toe

Black Timberland PRO PRO Wedge 6" Soft Toe

+2

Brand Name: Timberland PRO
Product Name: PRO Wedge 6" Soft Toe
Gender: Men's
Color: Black 1
Price: $127.60MSRP: $145.00
Rating: 3Rated 3 stars out of 5(13)

UGG - Biltmore Chelsea. Color Chestnut Suede. On sale for $97.50. MSRP $149.95. 35% off. 4.4 out of 5 stars

Brown UGG Biltmore Chelsea

Brown UGG Biltmore Chelsea

+4

Brand Name: UGG
Product Name: Biltmore Chelsea
Gender: Men's
Color: Chestnut Suede
Price: $97.50MSRP: $149.95
Rating: 4Rated 4 stars out of 5(256)

Merrell - Moab Speed 2 Mid GTX®. Color Asphalt. On sale for $125.71. MSRP $180.00. 30% off. 4.5 out of 5 stars

Black Merrell Moab Speed 2 Mid GTX®

Black Merrell Moab Speed 2 Mid GTX®

Brand Name: Merrell
Product Name: Moab Speed 2 Mid GTX®
Gender: Men's
Color: Asphalt
Price: $125.71MSRP: $180.00
Rating: 4Rated 4 stars out of 5(40)

Dr. Martens - Combs Tech. Color Black. On sale for $99.95. MSRP $120.00. 17% off. 4.4 out of 5 stars

Black Dr. Martens Combs Tech

Black Dr. Martens Combs Tech

+2

Brand Name: Dr. Martens
Product Name: Combs Tech
Gender: Unisex
Color: Black
Price: $99.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(51)

. Nunn Bush - Denali Plain Toe Chukka. Color Black. On sale for $69.00. MSRP $115.00. 40% off. 4.4 out of 5 stars

Black Nunn Bush Denali Plain Toe Chukka

Black Nunn Bush Denali Plain Toe Chukka

+3

Brand Name: Nunn Bush
Product Name: Denali Plain Toe Chukka
Gender: Men's
Color: Black
Price: $69.00MSRP: $115.00
Rating: 4Rated 4 stars out of 5(98)

HUGO - Ryan Canvas Lace-Up Boots. Color Whale Blue. Low Stock. On sale for $97.20. MSRP $180.00. 46% off.

Low Stock

Blue HUGO Ryan Canvas Lace-Up Boots

Blue HUGO Ryan Canvas Lace-Up Boots

+2

Brand Name: HUGO
Product Name: Ryan Canvas Lace-Up Boots
Gender: Men's
Color: Whale Blue
Price: $97.20MSRP: $180.00
Rating

Propet - Blizzard Mid Zip. Color Brown/Black. On sale for $110.45. MSRP $129.95. 15% off. 4.0 out of 5 stars

Brown Propet Blizzard Mid Zip

Brown Propet Blizzard Mid Zip

Brand Name: Propet
Product Name: Blizzard Mid Zip
Gender: Men's
Color: Brown/Black
Price: $110.45MSRP: $129.95
Rating: 4Rated 4 stars out of 5(133)

Clarks - Desert Boot. Color Cola Suede 1. $149.00. 4.4 out of 5 stars

Brown Clarks Desert Boot

Brown Clarks Desert Boot

+4

Brand Name: Clarks
Product Name: Desert Boot
Gender: Men's
Color: Cola Suede 1
Price: $149.00
Rating: 4Rated 4 stars out of 5(779)

Johnston & Murphy - Upton Chukka. Color Black Full Grain. Low Stock. On sale for $126.75. MSRP $169.00. 25% off. 4.1 out of 5 stars

Low Stock

Black Johnston & Murphy Upton Chukka

Black Johnston & Murphy Upton Chukka

+4

Brand Name: Johnston & Murphy
Product Name: Upton Chukka
Gender: Men's
Color: Black Full Grain
Price: $126.75MSRP: $169.00
Rating: 4Rated 4 stars out of 5(231)

Polo Ralph Lauren - Ranger Mid Camo Suede Boot. Color Black/Camo. On sale for $118.80. MSRP $198.00. 40% off.

Black Polo Ralph Lauren Ranger Mid Camo Suede Boot

Black Polo Ralph Lauren Ranger Mid Camo Suede Boot

Brand Name: Polo Ralph Lauren
Product Name: Ranger Mid Camo Suede Boot
Gender: Men's
Color: Black/Camo
Price: $118.80MSRP: $198.00
Rating

Rockport - Rugged Bucks Waterproof Boot. Color Tan. On sale for $99.95. MSRP $140.00. 29% off. 3.9 out of 5 stars

Tan Rockport Rugged Bucks Waterproof Boot

Tan Rockport Rugged Bucks Waterproof Boot

+2

Brand Name: Rockport
Product Name: Rugged Bucks Waterproof Boot
Gender: Men's
Color: Tan
Price: $99.95MSRP: $140.00
Rating: 4Rated 4 stars out of 5(172)

Dr. Martens Work - 1460 Waterproof. Color Black Blizzard Waterproof. On sale for $136.76. MSRP $190.00. 28% off. 4.3 out of 5 stars

Black Dr. Martens Work 1460 Waterproof

Black Dr. Martens Work 1460 Waterproof

Brand Name: Dr. Martens Work
Product Name: 1460 Waterproof
Gender: Unisex
Color: Black Blizzard Waterproof
Price: $136.76MSRP: $190.00
Rating: 4Rated 4 stars out of 5(7)

Florsheim - Lodge Plain Toe Chukka Boot. Color Chestnut Smooth. On sale for $126.42. MSRP $130.00. 3% off. 4.5 out of 5 stars

Brown Florsheim Lodge Plain Toe Chukka Boot

Brown Florsheim Lodge Plain Toe Chukka Boot

+3

Brand Name: Florsheim
Product Name: Lodge Plain Toe Chukka Boot
Gender: Men's
Color: Chestnut Smooth
Price: $126.42MSRP: $130.00
Rating: 4Rated 4 stars out of 5(126)

Nunn Bush - Odell 2.0 Wingtip Dress Casual Chukka Leather Boot. Color Black. On sale for $66.00. MSRP $109.95. 40% off. 4.4 out of 5 stars

Black Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boot

Black Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boot

+1

Brand Name: Nunn Bush
Product Name: Odell 2.0 Wingtip Dress Casual Chukka Leather Boot
Gender: Men's
Color: Black
Price: $66.00MSRP: $109.95
Rating: 4Rated 4 stars out of 5(7)

Florsheim - Lodge Plain Toe Gore Boot. Color Black Crazy Horse. On sale for $78.00. MSRP $130.00. 40% off. 4.4 out of 5 stars

Black Florsheim Lodge Plain Toe Gore Boot

Black Florsheim Lodge Plain Toe Gore Boot

+3

Brand Name: Florsheim
Product Name: Lodge Plain Toe Gore Boot
Gender: Men's
Color: Black Crazy Horse
Price: $78.00MSRP: $130.00
Rating: 4Rated 4 stars out of 5(106)

Nunn Bush - Ozark 2.0 Plain Toe Chukka Leather Boot. Color Brown. On sale for $67.34. MSRP $109.95. 39% off. 4.5 out of 5 stars

Brown Nunn Bush Ozark 2.0 Plain Toe Chukka Leather Boot

Brown Nunn Bush Ozark 2.0 Plain Toe Chukka Leather Boot

+3

Brand Name: Nunn Bush
Product Name: Ozark 2.0 Plain Toe Chukka Leather Boot
Gender: Men's
Color: Brown
Price: $67.34MSRP: $109.95
Rating: 5Rated 5 stars out of 5(2)

Helly Hansen - Monashee ULLR HT. Color Black. On sale for $112.00. MSRP $160.00. 30% off. 3.2 out of 5 stars

Black Helly Hansen Monashee ULLR HT

Black Helly Hansen Monashee ULLR HT

Brand Name: Helly Hansen
Product Name: Monashee ULLR HT
Gender: Men's
Color: Black
Price: $112.00MSRP: $160.00
Rating: 3Rated 3 stars out of 5(4)

Nunn Bush - Chase Plain Toe Chukka Contemporary Fashion Boot. Color Black. On sale for $54.00. MSRP $90.00. 40% off. 4.0 out of 5 stars

Black Nunn Bush Chase Plain Toe Chukka Contemporary Fashion Boot

Black Nunn Bush Chase Plain Toe Chukka Contemporary Fashion Boot

+3

Brand Name: Nunn Bush
Product Name: Chase Plain Toe Chukka Contemporary Fashion Boot
Gender: Men's
Color: Black
Price: $54.00MSRP: $90.00
Rating: 4Rated 4 stars out of 5(12)

ALDO - Atwood. Color Other Black. Low Stock. On sale for $138.95. MSRP $150.00. 7% off.

Low Stock

Black ALDO Atwood

Black ALDO Atwood

+2

Brand Name: ALDO
Product Name: Atwood
Gender: Men's
Color: Other Black
Price: $138.95MSRP: $150.00
Rating

Nunn Bush - Otto Plain Toe Chukka Boot. Color Gray. On sale for $73.83. MSRP $95.00. 22% off. 3.9 out of 5 stars

Gray Nunn Bush Otto Plain Toe Chukka Boot

Gray Nunn Bush Otto Plain Toe Chukka Boot

+4

Brand Name: Nunn Bush
Product Name: Otto Plain Toe Chukka Boot
Gender: Men's
Color: Gray
Price: $73.83MSRP: $95.00
Rating: 4Rated 4 stars out of 5(23)

Deer Stags - Rockland. Color Brown/Dark Brown. On sale for $54.99. MSRP $90.00. 39% off. 3.6 out of 5 stars

Brown Deer Stags Rockland

Brown Deer Stags Rockland

+1

Brand Name: Deer Stags
Product Name: Rockland
Gender: Men's
Color: Brown/Dark Brown
Price: $54.99MSRP: $90.00
Rating: 4Rated 4 stars out of 5(30)

Nunn Bush - Circuit DC Plain Toe Chukka. Color Brown. On sale for $59.95. MSRP $85.00. 29% off. 3.8 out of 5 stars

Brown Nunn Bush Circuit DC Plain Toe Chukka

Brown Nunn Bush Circuit DC Plain Toe Chukka

+3

Brand Name: Nunn Bush
Product Name: Circuit DC Plain Toe Chukka
Gender: Men's
Color: Brown
Price: $59.95MSRP: $85.00
Rating: 4Rated 4 stars out of 5(47)

LABEL - Go-To Moc Boot. Color Black/Cloud Cream. Low Stock. On sale for $120.00. MSRP $160.00. 25% off. 4.3 out of 5 stars

Low Stock

Black LABEL Go-To Moc Boot

Black LABEL Go-To Moc Boot

+2

Brand Name: LABEL
Product Name: Go-To Moc Boot
Gender: Men's
Color: Black/Cloud Cream
Price: $120.00MSRP: $160.00
Rating: 4Rated 4 stars out of 5(28)

Salomon - Elixir Mid GORE-TEX®. Color Black/Magnet/Quiet Shade. Low Stock. On sale for $157.50. MSRP $210.00. 25% off. 3.4 out of 5 stars

Low Stock

Black Salomon Elixir Mid GORE-TEX®

Black Salomon Elixir Mid GORE-TEX®

+2

Brand Name: Salomon
Product Name: Elixir Mid GORE-TEX®
Gender: Men's
Color: Black/Magnet/Quiet Shade
Price: $157.50MSRP: $210.00
Rating: 3Rated 3 stars out of 5(39)

Globe - Dover II. Color Iron/Black. On sale for $98.75. MSRP $124.95. 21% off. 4.8 out of 5 stars

Black Globe Dover II

Black Globe Dover II

+4

Brand Name: Globe
Product Name: Dover II
Gender: Men's
Color: Iron/Black
Price: $98.75MSRP: $124.95
Rating: 5Rated 5 stars out of 5(4)

Koolaburra by UGG - Burra Mini. Color Chestnut. On sale for $54.62. MSRP $89.99. 39% off. 4.0 out of 5 stars

Brown Koolaburra by UGG Burra Mini

Brown Koolaburra by UGG Burra Mini

+2

Brand Name: Koolaburra by UGG
Product Name: Burra Mini
Gender: Men's
Color: Chestnut
Price: $54.62MSRP: $89.99
Rating: 4Rated 4 stars out of 5(34)

Clarks - Walpath Mid. Color Dark Brown Leather. On sale for $111.53. MSRP $120.00. 7% off. 4.2 out of 5 stars

Brown Clarks Walpath Mid

Brown Clarks Walpath Mid

Brand Name: Clarks
Product Name: Walpath Mid
Gender: Men's
Color: Dark Brown Leather
Price: $111.53MSRP: $120.00
Rating: 4Rated 4 stars out of 5(15)

. Kamik - Spencer Mid. Color Black. On sale for $100.76. MSRP $140.00. 28% off. 4.0 out of 5 stars

Black Kamik Spencer Mid

Black Kamik Spencer Mid

Brand Name: Kamik
Product Name: Spencer Mid
Gender: Men's
Color: Black
Price: $100.76MSRP: $140.00
Rating: 4Rated 4 stars out of 5(61)

Florsheim - Renegade Cap Toe Boot. Color Brown Crazy Horse. On sale for $142.45. MSRP $150.00. 5% off. 4.1 out of 5 stars

Brown Florsheim Renegade Cap Toe Boot

Brown Florsheim Renegade Cap Toe Boot

+1

Brand Name: Florsheim
Product Name: Renegade Cap Toe Boot
Gender: Men's
Color: Brown Crazy Horse
Price: $142.45MSRP: $150.00
Rating: 4Rated 4 stars out of 5(25)

SOREL - Madson™ II Chukka Waterproof. Color Major. On sale for $114.00. MSRP $190.00. 40% off. 4.4 out of 5 stars

Tan SOREL Madson™ II Chukka Waterproof

Tan SOREL Madson™ II Chukka Waterproof

+3

Brand Name: SOREL
Product Name: Madson™ II Chukka Waterproof
Gender: Men's
Color: Major
Price: $114.00MSRP: $190.00
Rating: 4Rated 4 stars out of 5(222)

Johnston & Murphy Collection - Dudley Chukka. Color Brown Waxed English Suede. Low Stock. On sale for $189.75. MSRP $275.00. 31% off.

Low Stock

Brown Johnston & Murphy Collection Dudley Chukka

Brown Johnston & Murphy Collection Dudley Chukka

+2

Brand Name: Johnston & Murphy Collection
Product Name: Dudley Chukka
Gender: Men's
Color: Brown Waxed English Suede
Price: $189.75MSRP: $275.00
Rating

Hunter - Original Play Boot Chelsea. Color Black. On sale for $110.00. MSRP $115.00. 4% off. 4.6 out of 5 stars

Black Hunter Original Play Boot Chelsea

Black Hunter Original Play Boot Chelsea

+4

Brand Name: Hunter
Product Name: Original Play Boot Chelsea
Gender: Men's
Color: Black
Price: $110.00MSRP: $115.00
Rating: 5Rated 5 stars out of 5(28)

Clarks - Desert Boot Evo. Color Beeswax Leather. Low Stock. On sale for $119.98. MSRP $140.00. 14% off. 3.3 out of 5 stars

Low Stock

Brown Clarks Desert Boot Evo

Brown Clarks Desert Boot Evo

+4

Brand Name: Clarks
Product Name: Desert Boot Evo
Gender: Men's
Color: Beeswax Leather
Price: $119.98MSRP: $140.00
Rating: 3Rated 3 stars out of 5(27)

Dansko - Mckenzie. Color Tan Waxy Milled. On sale for $129.95. MSRP $199.95. 35% off. 4.3 out of 5 stars

Tan Dansko Mckenzie

Tan Dansko Mckenzie

+2

Brand Name: Dansko
Product Name: Mckenzie
Gender: Unisex
Color: Tan Waxy Milled
Price: $129.95MSRP: $199.95
Rating: 4Rated 4 stars out of 5(3)

Caterpillar Casual - Transform 2.0. Color Dark Beige. On sale for $59.97. MSRP $100.00. 40% off. 4.7 out of 5 stars

Brown Caterpillar Casual Transform 2.0

Brown Caterpillar Casual Transform 2.0

Brand Name: Caterpillar Casual
Product Name: Transform 2.0
Gender: Men's
Color: Dark Beige
Price: $59.97MSRP: $100.00
Rating: 5Rated 5 stars out of 5(17)

TOMS - Navi. Color Water Resistant Topaz Brown Leather. Low Stock. On sale for $95.80. MSRP $139.95. 32% off. 3.8 out of 5 stars

Low Stock

Brown TOMS Navi

Brown TOMS Navi

+2

Brand Name: TOMS
Product Name: Navi
Gender: Men's
Color: Water Resistant Topaz Brown Leather
Price: $95.80MSRP: $139.95
Rating: 4Rated 4 stars out of 5(28)

Vince Camuto - Bendmore Lace-Up Boot. Color Bourbon. On sale for $114.31. MSRP $179.00. 36% off.

Brown Vince Camuto Bendmore Lace-Up Boot

Brown Vince Camuto Bendmore Lace-Up Boot

+2

Brand Name: Vince Camuto
Product Name: Bendmore Lace-Up Boot
Gender: Men's
Color: Bourbon
Price: $114.31MSRP: $179.00
Rating

Vince Camuto - Ferko Lace-Up Cap Toe Boot. Color Dark Brown. Low Stock. On sale for $113.52. MSRP $189.00. 40% off.

Low Stock

Brown Vince Camuto Ferko Lace-Up Cap Toe Boot

Brown Vince Camuto Ferko Lace-Up Cap Toe Boot

Brand Name: Vince Camuto
Product Name: Ferko Lace-Up Cap Toe Boot
Gender: Men's
Color: Dark Brown
Price: $113.52MSRP: $189.00
Rating

Steve Madden - Highline. Color Sand Suede. On sale for $69.99. MSRP $99.95. 30% off. 4.2 out of 5 stars

Tan Steve Madden Highline

Tan Steve Madden Highline

+5

Brand Name: Steve Madden
Product Name: Highline
Gender: Men's
Color: Sand Suede
Price: $69.99MSRP: $99.95
Rating: 4Rated 4 stars out of 5(22)

SOREL - Carson™ Chukka WP. Color Blackened Brown/Khaki. On sale for $100.76. MSRP $160.00. 37% off. 3.8 out of 5 stars

Brown SOREL Carson™ Chukka WP

Brown SOREL Carson™ Chukka WP

+1

Brand Name: SOREL
Product Name: Carson™ Chukka WP
Gender: Men's
Color: Blackened Brown/Khaki
Price: $100.76MSRP: $160.00
Rating: 4Rated 4 stars out of 5(18)

UGG - Classic Mini. Color Dark Grey. On sale for $120.00. MSRP $160.00. 25% off. 4.5 out of 5 stars

Gray UGG Classic Mini

Gray UGG Classic Mini

+4

Brand Name: UGG
Product Name: Classic Mini
Gender: Men's
Color: Dark Grey
Price: $120.00MSRP: $160.00
Rating: 4Rated 4 stars out of 5(1555)

Dr. Martens - 1460 Crazy Horse Leather Boots. Color Dark Brown Crazy Horse. On sale for $139.95. MSRP $170.00. 18% off. 4.4 out of 5 stars

Brown Dr. Martens 1460 Crazy Horse Leather Boots

Brown Dr. Martens 1460 Crazy Horse Leather Boots

Brand Name: Dr. Martens
Product Name: 1460 Crazy Horse Leather Boots
Gender: Unisex
Color: Dark Brown Crazy Horse
Price: $139.95MSRP: $170.00
Rating: 4Rated 4 stars out of 5(33)

Stacy Adams - Maury Cap Toe Chelsea Boot. Color Black. On sale for $78.00. MSRP $125.00. 38% off. 4.7 out of 5 stars

Black Stacy Adams Maury Cap Toe Chelsea Boot

Black Stacy Adams Maury Cap Toe Chelsea Boot

+3

Brand Name: Stacy Adams
Product Name: Maury Cap Toe Chelsea Boot
Gender: Men's
Color: Black
Price: $78.00MSRP: $125.00
Rating: 5Rated 5 stars out of 5(39)

Nunn Bush - Karnak Plain Toe Boot Chukka. Color Brown. On sale for $79.95. MSRP $110.00. 27% off. 4.6 out of 5 stars

Brown Nunn Bush Karnak Plain Toe Boot Chukka

Brown Nunn Bush Karnak Plain Toe Boot Chukka

+1

Brand Name: Nunn Bush
Product Name: Karnak Plain Toe Boot Chukka
Gender: Men's
Color: Brown
Price: $79.95MSRP: $110.00
Rating: 5Rated 5 stars out of 5(17)

Timberland PRO - Setra Knit Composite Safety Toe. Color Black/Red 1. On sale for $109.95. MSRP $135.00. 19% off. 3.3 out of 5 stars

Red Timberland PRO Setra Knit Composite Safety Toe

Red Timberland PRO Setra Knit Composite Safety Toe

Brand Name: Timberland PRO
Product Name: Setra Knit Composite Safety Toe
Gender: Men's
Color: Black/Red 1
Price: $109.95MSRP: $135.00
Rating: 3Rated 3 stars out of 5(41)

Clarks - Shepton Easy. Color Beeswax Leather. On sale for $83.32. MSRP $120.00. 31% off.

Brown Clarks Shepton Easy

Brown Clarks Shepton Easy

+2

Brand Name: Clarks
Product Name: Shepton Easy
Gender: Men's
Color: Beeswax Leather
Price: $83.32MSRP: $120.00
Rating

Ariat - Recon Country Boots. Color Dirty Taupe Suede. On sale for $104.99. MSRP $149.95. 30% off. 4.1 out of 5 stars

Neutral Ariat Recon Country Boots

Neutral Ariat Recon Country Boots

Brand Name: Ariat
Product Name: Recon Country Boots
Gender: Men's
Color: Dirty Taupe Suede
Price: $104.99MSRP: $149.95
Rating: 4Rated 4 stars out of 5(31)

Bogs - Sauvie Chelsea II. Color Brown. On sale for $79.84. MSRP $100.00. 20% off. 4.0 out of 5 stars

Brown Bogs Sauvie Chelsea II

Brown Bogs Sauvie Chelsea II

+1

Brand Name: Bogs
Product Name: Sauvie Chelsea II
Gender: Men's
Color: Brown
Price: $79.84MSRP: $100.00
Rating: 4Rated 4 stars out of 5(78)

Marc Joseph New York - Chicago. Color Black Grainy. Low Stock. On sale for $89.95. MSRP $195.00. 54% off. 3.0 out of 5 stars

Low Stock

Black Marc Joseph New York Chicago

Black Marc Joseph New York Chicago

Brand Name: Marc Joseph New York
Product Name: Chicago
Gender: Men's
Color: Black Grainy
Price: $89.95MSRP: $195.00
Rating: 3Rated 3 stars out of 5(2)

UGG - Venture Daze Ultra Mini. Color Chestnut. On sale for $125.99. MSRP $180.00. 30% off. 4.6 out of 5 stars

Brown UGG Venture Daze Ultra Mini

Brown UGG Venture Daze Ultra Mini

Brand Name: UGG
Product Name: Venture Daze Ultra Mini
Gender: Unisex
Color: Chestnut
Price: $125.99MSRP: $180.00
Rating: 5Rated 5 stars out of 5(5)

Timberland PRO - Pac Max Boot Liner Midweight. Color Black/Orange. On sale for $75.69. MSRP $80.00. 5% off. 3.7 out of 5 stars

Black Timberland PRO Pac Max Boot Liner Midweight

Black Timberland PRO Pac Max Boot Liner Midweight

Brand Name: Timberland PRO
Product Name: Pac Max Boot Liner Midweight
Gender: Men's
Color: Black/Orange
Price: $75.69MSRP: $80.00
Rating: 4Rated 4 stars out of 5(15)

Steve Madden - Haynes. Color Black Leat. On sale for $159.95. MSRP $170.00. 6% off.

Black Steve Madden Haynes

Black Steve Madden Haynes

Brand Name: Steve Madden
Product Name: Haynes
Gender: Men's
Color: Black Leat
Price: $159.95MSRP: $170.00
Rating

Dr. Martens - Jadon III. Color Charcoal Grey. On sale for $188.95. MSRP $210.00. 10% off. 4.2 out of 5 stars

Gray Dr. Martens Jadon III

Gray Dr. Martens Jadon III

+2

Brand Name: Dr. Martens
Product Name: Jadon III
Gender: Unisex
Color: Charcoal Grey
Price: $188.95MSRP: $210.00
Rating: 4Rated 4 stars out of 5(18)

Dockers - Dudley. Color Black. On sale for $42.50. MSRP $85.00. 50% off. 3.3 out of 5 stars

Black Dockers Dudley

Black Dockers Dudley

+2

Brand Name: Dockers
Product Name: Dudley
Gender: Men's
Color: Black
Price: $42.50MSRP: $85.00
Rating: 3Rated 3 stars out of 5(3)

Clarks - Shacre Boot. Color Beeswax Leather. On sale for $88.00. MSRP $110.00. 20% off. 4.2 out of 5 stars

Brown Clarks Shacre Boot

Brown Clarks Shacre Boot

+4

Brand Name: Clarks
Product Name: Shacre Boot
Gender: Men's
Color: Beeswax Leather
Price: $88.00MSRP: $110.00
Rating: 4Rated 4 stars out of 5(67)

Nunn Bush - 1912 Waterproof Plain Toe Boot. Color Black. Low Stock. On sale for $89.34. MSRP $115.00. 22% off. 4.6 out of 5 stars

Low Stock

Black Nunn Bush 1912 Waterproof Plain Toe Boot

Black Nunn Bush 1912 Waterproof Plain Toe Boot

Brand Name: Nunn Bush
Product Name: 1912 Waterproof Plain Toe Boot
Gender: Men's
Color: Black
Price: $89.34MSRP: $115.00
Rating: 5Rated 5 stars out of 5(5)

Dr. Martens - 101. Color Dark Brown Crazy Horse. On sale for $120.00. MSRP $160.00. 25% off. 4.7 out of 5 stars

Brown Dr. Martens 101

Brown Dr. Martens 101

Brand Name: Dr. Martens
Product Name: 101
Gender: Unisex
Color: Dark Brown Crazy Horse
Price: $120.00MSRP: $160.00
Rating: 5Rated 5 stars out of 5(6)

Steve Madden - Noby. Color Tan. On sale for $150.00. MSRP $190.00. 21% off. 3.0 out of 5 stars

Tan Steve Madden Noby

Tan Steve Madden Noby

+1

Brand Name: Steve Madden
Product Name: Noby
Gender: Men's
Color: Tan
Price: $150.00MSRP: $190.00
Rating: 3Rated 3 stars out of 5(1)

Dockers - Esmond. Color Cognac. Low Stock. On sale for $51.00. MSRP $85.00. 40% off.

Low Stock

Tan Dockers Esmond

Tan Dockers Esmond

+4

Brand Name: Dockers
Product Name: Esmond
Gender: Men's
Color: Cognac
Price: $51.00MSRP: $85.00
Rating

Steve Madden - Rydder. Color Black. On sale for $105.67. MSRP $110.00. 4% off.

Black Steve Madden Rydder

Black Steve Madden Rydder

Brand Name: Steve Madden
Product Name: Rydder
Gender: Men's
Color: Black
Price: $105.67MSRP: $110.00
Rating

ECCO - London Plain Toe Chukka Boots. Color Black. On sale for $159.99. MSRP $225.00. 29% off.

Black ECCO London Plain Toe Chukka Boots

Black ECCO London Plain Toe Chukka Boots

+2

Brand Name: ECCO
Product Name: London Plain Toe Chukka Boots
Gender: Men's
Color: Black
Price: $159.99MSRP: $225.00
Rating

Orthofeet - Highline. Color Dark Brown. On sale for $109.99. MSRP $150.00. 27% off. 5.0 out of 5 stars

Brown Orthofeet Highline

Brown Orthofeet Highline

+2 colors/patterns

Brand Name: Orthofeet
Product Name: Highline
Gender: Men's
Color: Dark Brown
Price: $109.99MSRP: $150.00
Rating: 5Rated 5 stars out of 5(3)

UGG - Classic short Weather Hybrid. Color Chestnut/Whitecap. On sale for $126.36. MSRP $219.95. 43% off. 4.2 out of 5 stars

Yellow UGG Classic short Weather Hybrid

Yellow UGG Classic short Weather Hybrid

+3

Brand Name: UGG
Product Name: Classic short Weather Hybrid
Gender: Men's
Color: Chestnut/Whitecap
Price: $126.36MSRP: $219.95
Rating: 4Rated 4 stars out of 5(84)

Cole Haan - American Classics Plain Toe Boot Waterproof. Color Black/Black Waterproof. Low Stock. On sale for $89.95. MSRP $200.00. 55% off. 4.4 out of 5 stars

Low Stock

Black Cole Haan American Classics Plain Toe Boot Waterproof

Black Cole Haan American Classics Plain Toe Boot Waterproof

+3

Brand Name: Cole Haan
Product Name: American Classics Plain Toe Boot Waterproof
Gender: Men's
Color: Black/Black Waterproof
Price: $89.95MSRP: $200.00
Rating: 4Rated 4 stars out of 5(140)

Florsheim - Renegade Plain Toe Chukka Boot. Color Brown Crazy Horse. On sale for $134.95. MSRP $150.00. 10% off. 4.4 out of 5 stars

Brown Florsheim Renegade Plain Toe Chukka Boot

Brown Florsheim Renegade Plain Toe Chukka Boot

+1

Brand Name: Florsheim
Product Name: Renegade Plain Toe Chukka Boot
Gender: Men's
Color: Brown Crazy Horse
Price: $134.95MSRP: $150.00
Rating: 4Rated 4 stars out of 5(30)

Stacy Adams - Finnegan Wing Tip Boot. Color Navy/Cognac. Low Stock. On sale for $87.00. MSRP $145.00. 40% off. 4.4 out of 5 stars

Low Stock

Navy Stacy Adams Finnegan Wing Tip Boot

Navy Stacy Adams Finnegan Wing Tip Boot

Brand Name: Stacy Adams
Product Name: Finnegan Wing Tip Boot
Gender: Men's
Color: Navy/Cognac
Price: $87.00MSRP: $145.00
Rating: 4Rated 4 stars out of 5(45)

Ariat - Spitfire. Color Sorrel Crunch. On sale for $116.09. MSRP $119.95. 3% off. 4.5 out of 5 stars

Brown Ariat Spitfire

Brown Ariat Spitfire

+4

Brand Name: Ariat
Product Name: Spitfire
Gender: Men's
Color: Sorrel Crunch
Price: $116.09MSRP: $119.95
Rating: 5Rated 5 stars out of 5(374)

Rockport - Evan Waterproof Boots. Color Dark Taupe Multi. On sale for $94.99. MSRP $149.95. 37% off. 3.5 out of 5 stars

Brown Rockport Evan Waterproof Boots

Brown Rockport Evan Waterproof Boots

+3

Brand Name: Rockport
Product Name: Evan Waterproof Boots
Gender: Men's
Color: Dark Taupe Multi
Price: $94.99MSRP: $149.95
Rating: 4Rated 4 stars out of 5(2)

Ariat - Clean Country. Color Dark Tan. On sale for $83.99. MSRP $119.95. 30% off. 4.2 out of 5 stars

Brown Ariat Clean Country

Brown Ariat Clean Country

Brand Name: Ariat
Product Name: Clean Country
Gender: Men's
Color: Dark Tan
Price: $83.99MSRP: $119.95
Rating: 4Rated 4 stars out of 5(24)

Propet - Blizzard Mid Lace. Color Black. On sale for $93.45. MSRP $129.95. 28% off. 4.2 out of 5 stars

Black Propet Blizzard Mid Lace

Black Propet Blizzard Mid Lace

+2

Brand Name: Propet
Product Name: Blizzard Mid Lace
Gender: Men's
Color: Black
Price: $93.45MSRP: $129.95
Rating: 4Rated 4 stars out of 5(123)

Clarks - Desert Trek. Color Beeswax. On sale for $136.65. MSRP $150.00. 9% off. 4.5 out of 5 stars

Brown Clarks Desert Trek

Brown Clarks Desert Trek

+4

Brand Name: Clarks
Product Name: Desert Trek
Gender: Men's
Color: Beeswax
Price: $136.65MSRP: $150.00
Rating: 4Rated 4 stars out of 5(109)

Vans - U Mte™ Sk8-hi®. Color Black/Black. Low Stock. On sale for $114.95. MSRP $145.00. 21% off. 5.0 out of 5 stars

Low Stock

Black Vans U Mte™ Sk8-hi®

Black Vans U Mte™ Sk8-hi®

+2

Brand Name: Vans
Product Name: U Mte™ Sk8-hi®
Gender: Unisex
Color: Black/Black
Price: $114.95MSRP: $145.00
Rating: 5Rated 5 stars out of 5(5)

Harley-Davidson - Hagerman. Color Brown. On sale for $164.95. MSRP $177.00. 7% off. 4.8 out of 5 stars

Brown Harley-Davidson Hagerman

Brown Harley-Davidson Hagerman

Brand Name: Harley-Davidson
Product Name: Hagerman
Gender: Men's
Color: Brown
Price: $164.95MSRP: $177.00
Rating: 5Rated 5 stars out of 5(4)

Florsheim - Rucci Plain Toe Gore Boot. Color Cognac. On sale for $112.19. MSRP $140.00. 20% off. 4.7 out of 5 stars

Tan Florsheim Rucci Plain Toe Gore Boot

Tan Florsheim Rucci Plain Toe Gore Boot

+2

Brand Name: Florsheim
Product Name: Rucci Plain Toe Gore Boot
Gender: Men's
Color: Cognac
Price: $112.19MSRP: $140.00
Rating: 5Rated 5 stars out of 5(39)

Dr. Martens - 101 Yellow Stitch. Color Black Smooth. On sale for $134.95. MSRP $160.00. 16% off. 3.8 out of 5 stars

Black Dr. Martens 101 Yellow Stitch

Black Dr. Martens 101 Yellow Stitch

Brand Name: Dr. Martens
Product Name: 101 Yellow Stitch
Gender: Unisex
Color: Black Smooth
Price: $134.95MSRP: $160.00
Rating: 4Rated 4 stars out of 5(5)

Steve Madden - Harken. Color Black. On sale for $44.99. MSRP $90.00. 50% off. 4.1 out of 5 stars

Black Steve Madden Harken

Black Steve Madden Harken

Brand Name: Steve Madden
Product Name: Harken
Gender: Men's
Color: Black
Price: $44.99MSRP: $90.00
Rating: 4Rated 4 stars out of 5(116)

Clarks - Barnes Lace. Color Brown Leather. Low Stock. On sale for $96.50. MSRP $110.00. 12% off. 4.7 out of 5 stars

Low Stock

Brown Clarks Barnes Lace

Brown Clarks Barnes Lace

Brand Name: Clarks
Product Name: Barnes Lace
Gender: Men's
Color: Brown Leather
Price: $96.50MSRP: $110.00
Rating: 5Rated 5 stars out of 5(3)

1 of 4

12 3 4Next Page

Join Our List, Get 10% Off

Sign up for Zappos emails—new subscribers get 10% off a future order!* Plus, get early access to sales, coupons, and more. (One code per email address.)