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

Men's Ankle Leather Casual Products

290 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: $130.0023% OFF
Rating: 4Rated 4 stars out of 5(73)

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: $130.0012% OFF
Rating: 4Rated 4 stars out of 5(96)

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: $110.009% OFF
Rating: 3Rated 3 stars out of 5(26)

. 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: $170.0025% OFF
Rating: 4Rated 4 stars out of 5(68)

Vans - MTE™ Crestline Waterproof. Color Teak. On sale for $142.35. MSRP $160.00. 11% 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: $142.35MSRP: $160.0011% OFF
Rating: 5Rated 5 stars out of 5(1)

ALDO - Collen. Color Other Black. On sale for $80.00. MSRP $100.00. 20% off.

Black ALDO Collen

Black ALDO Collen

+2

Brand Name: ALDO
Product Name: Collen
Gender: Men's
Color: Other Black
Price: $80.00MSRP: $100.0020% OFF
Rating

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

+3

Brand Name: Dr. Martens
Product Name: 2976 Yellow Stitch Smooth Leather Chelsea Boots
Gender: Unisex
Color: Dark Brown Crazy Horse
Price: $134.95MSRP: $170.0021% OFF
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: $120.0017% OFF
Rating

. Cole Haan - Berkshire Lug Chukka Boot. Color Black/Truffle. Low Stock. On sale for $129.68. MSRP $240.00. 46% off. 4.5 out of 5 stars

Low Stock

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: $129.68MSRP: $240.0046% OFF
Rating: 5Rated 5 stars out of 5(25)

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: $170.0015% OFF
Rating: 4Rated 4 stars out of 5(7)

Nunn Bush - Otis 2.0 Chelsea Fashion Leather Boot. Color Brown. On sale for $68.16. MSRP $109.95. 38% off. 4.2 out of 5 stars

Brown Nunn Bush Otis 2.0 Chelsea Fashion Leather Boot

Brown 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: Brown
Price: $68.16MSRP: $109.9538% OFF
Rating: 4Rated 4 stars out of 5(6)

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: $140.0039% OFF
Rating: 4Rated 4 stars out of 5(50)

SOREL - Carson™ Chelsea Waterproof. Color Major/Ancient Fossil. On sale for $106.38. MSRP $155.00. 31% off. 3.7 out of 5 stars

Gray SOREL Carson™ Chelsea Waterproof

Gray SOREL Carson™ Chelsea Waterproof

+2

Brand Name: SOREL
Product Name: Carson™ Chelsea Waterproof
Gender: Men's
Color: Major/Ancient Fossil
Price: $106.38MSRP: $155.0031% OFF
Rating: 4Rated 4 stars out of 5(65)

SOREL - Madson™ II Chore Waterproof. Color Tobacco/Gum 10. On sale for $116.97. MSRP $195.00. 40% off. 3.9 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: $195.0040% OFF
Rating: 4Rated 4 stars out of 5(34)

. Florsheim - Midtown Plain Toe Zipper Boot. Color Cognac. $133.68. 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: $133.68
Rating: 5Rated 5 stars out of 5(507)

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: $140.0036% OFF
Rating: 4Rated 4 stars out of 5(206)

Harley-Davidson - Westmont 5" Strap. Color Black. Low Stock. On sale for $154.99. MSRP $170.00. 9% off.

Low Stock

Black Harley-Davidson Westmont 5" Strap

Black Harley-Davidson Westmont 5" Strap

Brand Name: Harley-Davidson
Product Name: Westmont 5" Strap
Gender: Men's
Color: Black
Price: $154.99MSRP: $170.009% OFF
Rating

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: $180.0017% OFF
Rating: 4Rated 4 stars out of 5(39)

Nunn Bush - Odell 2.0 Wingtip Dress Casual Chukka Leather Boot. Color Black. On sale for $66.18. 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: $66.18MSRP: $109.9540% OFF
Rating: 4Rated 4 stars out of 5(7)

. Clarks - Bushacre 3. Color Beeswax Leather. On sale for $72.00. MSRP $110.00. 35% 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: $72.00MSRP: $110.0035% OFF
Rating: 4Rated 4 stars out of 5(176)

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: $198.0040% OFF
Rating

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: $115.0040% OFF
Rating: 4Rated 4 stars out of 5(98)

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: $120.0017% OFF
Rating: 4Rated 4 stars out of 5(51)

Clarks - Desert Boot Evo. Color Beeswax Leather. Low Stock. On sale for $120.00. MSRP $140.00. 14% off. 3.4 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: $120.00MSRP: $140.0014% OFF
Rating: 3Rated 3 stars out of 5(28)

Birkenstock - Highwood Mid Lace-Up Deep Blue - Leather. Color Chocolate. On sale for $140.00. MSRP $200.00. 30% off. 5.0 out of 5 stars

Brown Birkenstock Highwood Mid Lace-Up Deep Blue - Leather

Brown 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: Chocolate
Price: $140.00MSRP: $200.0030% OFF
Rating: 5Rated 5 stars out of 5(1)

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: $210.0025% OFF
Rating: 3Rated 3 stars out of 5(39)

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: $130.0040% OFF
Rating: 4Rated 4 stars out of 5(106)

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: $228.0013% OFF
Rating: 4Rated 4 stars out of 5(4)

ALDO - Atwood. Color Other Black. Low Stock. On sale for $140.79. MSRP $150.00. 6% off.

Low Stock

Black ALDO Atwood

Black ALDO Atwood

+2

Brand Name: ALDO
Product Name: Atwood
Gender: Men's
Color: Other Black
Price: $140.79MSRP: $150.006% OFF
Rating

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

Low Stock

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: $145.0012% OFF
Rating: 3Rated 3 stars out of 5(13)

Polo Ralph Lauren - Ranger Mid Boot. Color Canopy Olive. On sale for $136.80. MSRP $228.00. 40% off. 4.8 out of 5 stars

Olive Polo Ralph Lauren Ranger Mid Boot

Olive Polo Ralph Lauren Ranger Mid Boot

Brand Name: Polo Ralph Lauren
Product Name: Ranger Mid Boot
Gender: Men's
Color: Canopy Olive
Price: $136.80MSRP: $228.0040% OFF
Rating: 5Rated 5 stars out of 5(9)

Nunn Bush - Ozark 2.0 Plain Toe Chukka Leather Boot. Color Black. On sale for $68.16. MSRP $109.95. 38% off. 4.5 out of 5 stars

Black Nunn Bush Ozark 2.0 Plain Toe Chukka Leather Boot

Black 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: Black
Price: $68.16MSRP: $109.9538% OFF
Rating: 5Rated 5 stars out of 5(2)

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: $140.0029% OFF
Rating: 4Rated 4 stars out of 5(173)

UGG - Biltmore Chelsea. Color Black. Low Stock. On sale for $104.99. MSRP $149.95. 30% off. 4.4 out of 5 stars

Low Stock

Black UGG Biltmore Chelsea

Black UGG Biltmore Chelsea

+3

Brand Name: UGG
Product Name: Biltmore Chelsea
Gender: Men's
Color: Black
Price: $104.99MSRP: $149.9530% OFF
Rating: 4Rated 4 stars out of 5(256)

Johnston & Murphy - Upton Chukka. Color Black Full Grain. Low Stock. On sale for $119.99. MSRP $169.00. 29% 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: $119.99MSRP: $169.0029% OFF
Rating: 4Rated 4 stars out of 5(232)

Steve Madden - Sverne. Color Tan Leather. Low Stock. On sale for $142.75. MSRP $150.00. 5% 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: $142.75MSRP: $150.005% OFF
Rating: 3Rated 3 stars out of 5(1)

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: $149.9540% OFF
Rating: 5Rated 5 stars out of 5(6120)

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: $129.9515% OFF
Rating: 4Rated 4 stars out of 5(133)

Eastland 1955 Edition - Herman. Color Peanut. Low Stock. On sale for $107.99. MSRP $135.00. 20% off.

Low Stock

Brown Eastland 1955 Edition Herman

Brown Eastland 1955 Edition Herman

+3

Brand Name: Eastland 1955 Edition
Product Name: Herman
Gender: Men's
Color: Peanut
Price: $107.99MSRP: $135.0020% OFF
Rating

Tommy Hilfiger - Bage. Color Black Tumble. On sale for $54.97. MSRP $109.00. 50% off. 5.0 out of 5 stars

Black Tommy Hilfiger Bage

Black Tommy Hilfiger Bage

+4

Brand Name: Tommy Hilfiger
Product Name: Bage
Gender: Men's
Color: Black Tumble
Price: $54.97MSRP: $109.0050% OFF
Rating: 5Rated 5 stars out of 5(1)

Nunn Bush - Otto Plain Toe Chukka Boot. Color Black. On sale for $74.99. MSRP $110.00. 32% off. 3.9 out of 5 stars

Black Nunn Bush Otto Plain Toe Chukka Boot

Black Nunn Bush Otto Plain Toe Chukka Boot

+4

Brand Name: Nunn Bush
Product Name: Otto Plain Toe Chukka Boot
Gender: Men's
Color: Black
Price: $74.99MSRP: $110.0032% OFF
Rating: 4Rated 4 stars out of 5(23)

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: $119.9530% OFF
Rating: 4Rated 4 stars out of 5(24)

Nunn Bush - 1912 Plain Toe Boot. Color Black. Low Stock. On sale for $69.97. MSRP $115.00. 39% off. 4.2 out of 5 stars

Low Stock

Black Nunn Bush 1912 Plain Toe Boot

Black Nunn Bush 1912 Plain Toe Boot

+2 colors/patterns

Brand Name: Nunn Bush
Product Name: 1912 Plain Toe Boot
Gender: Men's
Color: Black
Price: $69.97MSRP: $115.0039% OFF
Rating: 4Rated 4 stars out of 5(29)

Florsheim - Lodge Plain Toe Chukka Boot. Color Chestnut Smooth. On sale for $125.54. 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: $125.54MSRP: $130.003% OFF
Rating: 4Rated 4 stars out of 5(126)

Clarks - Shacre Boot. Color Beeswax Leather. On sale for $78.00. MSRP $110.00. 29% 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: $78.00MSRP: $110.0029% OFF
Rating: 4Rated 4 stars out of 5(67)

Johnston & Murphy Collection - Dudley Chukka. Color Brown Waxed English Suede. Low Stock. On sale for $153.67. MSRP $275.00. 44% off.

Low Stock

Brown Johnston & Murphy Collection Dudley Chukka

Brown Johnston & Murphy Collection Dudley Chukka

Brand Name: Johnston & Murphy Collection
Product Name: Dudley Chukka
Gender: Men's
Color: Brown Waxed English Suede
Price: $153.67MSRP: $275.0044% OFF
Rating

Volcom - Street Shield Slip-On Station Tactical Boots. Color Black. On sale for $134.95. MSRP $160.00. 16% off.

Black Volcom Street Shield Slip-On Station Tactical Boots

Black Volcom Street Shield Slip-On Station Tactical Boots

Brand Name: Volcom
Product Name: Street Shield Slip-On Station Tactical Boots
Gender: Men's
Color: Black
Price: $134.95MSRP: $160.0016% OFF
Rating

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

Gray Nunn Bush Karnak Plain Toe Boot Chukka

Gray Nunn Bush Karnak Plain Toe Boot Chukka

+1

Brand Name: Nunn Bush
Product Name: Karnak Plain Toe Boot Chukka
Gender: Men's
Color: Charcoal
Price: $79.95MSRP: $110.0027% OFF
Rating: 5Rated 5 stars out of 5(17)

Clarks - Shepton Easy. Color Beeswax Leather. On sale for $91.00. MSRP $120.00. 24% off.

Brown Clarks Shepton Easy

Brown Clarks Shepton Easy

+2

Brand Name: Clarks
Product Name: Shepton Easy
Gender: Men's
Color: Beeswax Leather
Price: $91.00MSRP: $120.0024% OFF
Rating

Dr. Martens Work - 1460 Waterproof. Color Black Blizzard Waterproof. On sale for $119.66. MSRP $190.00. 37% off. 4.2 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: $119.66MSRP: $190.0037% OFF
Rating: 4Rated 4 stars out of 5(8)

Tommy Hilfiger - Oregon. Color Cognac. On sale for $85.81. MSRP $89.95. 5% off.

Tan Tommy Hilfiger Oregon

Tan Tommy Hilfiger Oregon

Brand Name: Tommy Hilfiger
Product Name: Oregon
Gender: Men's
Color: Cognac
Price: $85.81MSRP: $89.955% OFF
Rating

Steve Madden - Harken - Extended Sizes. Color Black. On sale for $67.36. MSRP $95.00. 29% off. 4.1 out of 5 stars

Black Steve Madden Harken - Extended Sizes

Black Steve Madden Harken - Extended Sizes

Brand Name: Steve Madden
Product Name: Harken - Extended Sizes
Gender: Men's
Color: Black
Price: $67.36MSRP: $95.0029% OFF
Rating: 4Rated 4 stars out of 5(115)

Born - Brody. Color Taupe Dist. On sale for $89.82. MSRP $140.00. 36% off. 4.7 out of 5 stars

Taupe Born Brody

Taupe Born Brody

+2

Brand Name: Born
Product Name: Brody
Gender: Men's
Color: Taupe Dist
Price: $89.82MSRP: $140.0036% OFF
Rating: 5Rated 5 stars out of 5(26)

COACH - Carver Boot. Color Black. On sale for $221.45. MSRP $295.00. 25% off.

Black COACH Carver Boot

Black COACH Carver Boot

Brand Name: COACH
Product Name: Carver Boot
Gender: Men's
Color: Black
Price: $221.45MSRP: $295.0025% OFF
Rating

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: $170.0018% OFF
Rating: 4Rated 4 stars out of 5(33)

Florsheim - Renegade Cap Toe Boot. Color Cognac. On sale for $88.43. MSRP $150.00. 41% off. 4.1 out of 5 stars

Tan Florsheim Renegade Cap Toe Boot

Tan Florsheim Renegade Cap Toe Boot

+1

Brand Name: Florsheim
Product Name: Renegade Cap Toe Boot
Gender: Men's
Color: Cognac
Price: $88.43MSRP: $150.0041% OFF
Rating: 4Rated 4 stars out of 5(26)

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

Black Dansko Mckenzie

Black Dansko Mckenzie

+2

Brand Name: Dansko
Product Name: Mckenzie
Gender: Unisex
Color: Black Waxy Milled
Price: $129.95MSRP: $199.9535% OFF
Rating: 4Rated 4 stars out of 5(3)

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

Black LABEL Go-To Moc Boot

Black LABEL Go-To Moc Boot

Brand Name: LABEL
Product Name: Go-To Moc Boot
Gender: Men's
Color: Black/Cloud Cream
Price: $120.00MSRP: $160.0025% OFF
Rating: 4Rated 4 stars out of 5(28)

Mephisto - Fosco. Color Tobacco. Low Stock. On sale for $377.52. MSRP $429.00. 12% off.

Low Stock

Brown Mephisto Fosco

Brown Mephisto Fosco

+2

Brand Name: Mephisto
Product Name: Fosco
Gender: Men's
Color: Tobacco
Price: $377.52MSRP: $429.0012% OFF
Rating

Nunn Bush - Karnak Moc Toe Boot Lightweight Comfortable Chukka. Color Brown. On sale for $79.95. MSRP $109.95. 27% off. 4.6 out of 5 stars

Brown Nunn Bush Karnak Moc Toe Boot Lightweight Comfortable Chukka

Brown Nunn Bush Karnak Moc Toe Boot Lightweight Comfortable Chukka

+1

Brand Name: Nunn Bush
Product Name: Karnak Moc Toe Boot Lightweight Comfortable Chukka
Gender: Men's
Color: Brown
Price: $79.95MSRP: $109.9527% OFF
Rating: 5Rated 5 stars out of 5(9)

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: $160.0037% OFF
Rating: 4Rated 4 stars out of 5(18)

Florsheim - Renegade Plain Toe Chukka Boot. Color Black. On sale for $134.13. MSRP $150.00. 11% off. 4.4 out of 5 stars

Black Florsheim Renegade Plain Toe Chukka Boot

Black Florsheim Renegade Plain Toe Chukka Boot

+1

Brand Name: Florsheim
Product Name: Renegade Plain Toe Chukka Boot
Gender: Men's
Color: Black
Price: $134.13MSRP: $150.0011% OFF
Rating: 4Rated 4 stars out of 5(31)

Clarks - Walpath Mid. Color Dark Brown Leather. On sale for $112.17. 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: $112.17MSRP: $120.007% OFF
Rating: 4Rated 4 stars out of 5(15)

Calvin Klein - Donto. Color Black Leather. Low Stock. On sale for $126.00. MSRP $150.00. 16% off.

Low Stock

Black Calvin Klein Donto

Black Calvin Klein Donto

Brand Name: Calvin Klein
Product Name: Donto
Gender: Men's
Color: Black Leather
Price: $126.00MSRP: $150.0016% OFF
Rating

TOMS - Navi. Color Water Resistant Topaz Brown Leather. Low Stock. On sale for $95.98. MSRP $139.95. 31% 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: $95.98MSRP: $139.9531% OFF
Rating: 4Rated 4 stars out of 5(28)

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: $225.0029% OFF
Rating

Thorogood - American Heritage 6" Waterproof Safety Toe. Color Crazy Horse. On sale for $289.95. MSRP $306.00. 5% off.

Brown Thorogood American Heritage 6" Waterproof Safety Toe

Brown Thorogood American Heritage 6" Waterproof Safety Toe

Brand Name: Thorogood
Product Name: American Heritage 6" Waterproof Safety Toe
Gender: Men's
Color: Crazy Horse
Price: $289.95MSRP: $306.005% OFF
Rating

Clarks - Desert Trek. Color Beeswax. On sale for $136.66. 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: $136.66MSRP: $150.009% OFF
Rating: 4Rated 4 stars out of 5(109)

Cole Haan - Zerogrand Remastered Waterproof Chelsea Boots. Color Dark Coffee/Oxford Tan. Low Stock. On sale for $133.81. MSRP $230.00. 42% off.

Low Stock

Brown Cole Haan Zerogrand Remastered Waterproof Chelsea Boots

Brown Cole Haan Zerogrand Remastered Waterproof Chelsea Boots

Brand Name: Cole Haan
Product Name: Zerogrand Remastered Waterproof Chelsea Boots
Gender: Men's
Color: Dark Coffee/Oxford Tan
Price: $133.81MSRP: $230.0042% OFF
Rating

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: $145.0021% OFF
Rating: 5Rated 5 stars out of 5(5)

Deer Stags - Brayden. Color Brown. On sale for $55.25. MSRP $100.00. 45% off. 3.0 out of 5 stars

Brown Deer Stags Brayden

Brown Deer Stags Brayden

+2

Brand Name: Deer Stags
Product Name: Brayden
Gender: Men's
Color: Brown
Price: $55.25MSRP: $100.0045% OFF
Rating: 3Rated 3 stars out of 5(1)

SOREL - Carson™ Moc Waterproof. Color Major/Wet Sand. Low Stock. On sale for $99.00. MSRP $165.00. 40% off. 4.2 out of 5 stars

Low Stock

Brown SOREL Carson™ Moc Waterproof

Brown SOREL Carson™ Moc Waterproof

+3

Brand Name: SOREL
Product Name: Carson™ Moc Waterproof
Gender: Men's
Color: Major/Wet Sand
Price: $99.00MSRP: $165.0040% OFF
Rating: 4Rated 4 stars out of 5(49)

Stacy Adams - Maury Cap Toe Chelsea Boot. Color Black. On sale for $78.27. MSRP $125.00. 37% 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: $78.27MSRP: $125.0037% OFF
Rating: 5Rated 5 stars out of 5(39)

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: $200.0055% OFF
Rating: 4Rated 4 stars out of 5(140)

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: $170.006% OFF
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: $210.0010% OFF
Rating: 4Rated 4 stars out of 5(18)

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: $129.9528% OFF
Rating: 4Rated 4 stars out of 5(123)

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: $160.0025% OFF
Rating: 5Rated 5 stars out of 5(6)

Allen Edmonds - Chandler. Color Teak. On sale for $435.60. MSRP $495.00. 12% off. 4.4 out of 5 stars

Brown Allen Edmonds Chandler

Brown Allen Edmonds Chandler

+2

Brand Name: Allen Edmonds
Product Name: Chandler
Gender: Men's
Color: Teak
Price: $435.60MSRP: $495.0012% OFF
Rating: 4Rated 4 stars out of 5(64)

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

Low Stock

Tan Steve Madden Noby

Tan Steve Madden Noby

+1

Brand Name: Steve Madden
Product Name: Noby
Gender: Men's
Color: Tan
Price: $150.00MSRP: $190.0021% OFF
Rating: 3Rated 3 stars out of 5(1)

Dr. Martens - Combs Tech II. Color Black. On sale for $90.00. MSRP $120.00. 25% off. 4.8 out of 5 stars

Black Dr. Martens Combs Tech II

Black Dr. Martens Combs Tech II

Brand Name: Dr. Martens
Product Name: Combs Tech II
Gender: Unisex
Color: Black
Price: $90.00MSRP: $120.0025% OFF
Rating: 5Rated 5 stars out of 5(9)

Dr. Martens - Church Quad. Color Black Vintage Smooth. On sale for $159.95. MSRP $200.00. 20% off. 3.9 out of 5 stars

Black Dr. Martens Church Quad

Black Dr. Martens Church Quad

Brand Name: Dr. Martens
Product Name: Church Quad
Gender: Unisex
Color: Black Vintage Smooth
Price: $159.95MSRP: $200.0020% OFF
Rating: 4Rated 4 stars out of 5(9)

Columbia - Landroamer™ Scout. Color Espresso II/Warp Red. On sale for $70.96. MSRP $100.00. 29% off. 4.2 out of 5 stars

Tan Columbia Landroamer™ Scout

Tan Columbia Landroamer™ Scout

+3

Brand Name: Columbia
Product Name: Landroamer™ Scout
Gender: Men's
Color: Espresso II/Warp Red
Price: $70.96MSRP: $100.0029% OFF
Rating: 4Rated 4 stars out of 5(29)

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: $160.0016% OFF
Rating: 4Rated 4 stars out of 5(5)

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

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: $195.0054% OFF
Rating: 3Rated 3 stars out of 5(2)

Steve Madden - Rydder. Color Black. On sale for $102.98. MSRP $110.00. 6% off.

Black Steve Madden Rydder

Black Steve Madden Rydder

Brand Name: Steve Madden
Product Name: Rydder
Gender: Men's
Color: Black
Price: $102.98MSRP: $110.006% OFF
Rating

Dockers - Esmond. Color Cognac. Low Stock. On sale for $59.99. MSRP $85.00. 29% off.

Low Stock

Tan Dockers Esmond

Tan Dockers Esmond

+4

Brand Name: Dockers
Product Name: Esmond
Gender: Men's
Color: Cognac
Price: $59.99MSRP: $85.0029% OFF
Rating

Ariat - Brushrider Western Boot. Color Suntan Roughout. On sale for $233.95. MSRP $269.95. 13% off. 4.3 out of 5 stars

Brown Ariat Brushrider Western Boot

Brown Ariat Brushrider Western Boot

Brand Name: Ariat
Product Name: Brushrider Western Boot
Gender: Men's
Color: Suntan Roughout
Price: $233.95MSRP: $269.9513% OFF
Rating: 4Rated 4 stars out of 5(35)

UGG - Kirkson. Color Chestnut Leather. Low Stock. On sale for $99.99. MSRP $209.95. 52% off. 4.2 out of 5 stars

Low Stock

Brown UGG Kirkson

Brown UGG Kirkson

+2

Brand Name: UGG
Product Name: Kirkson
Gender: Men's
Color: Chestnut Leather
Price: $99.99MSRP: $209.9552% OFF
Rating: 4Rated 4 stars out of 5(62)

Stacy Adams - Finnegan Wing Tip Boot. Color Navy Multi. On sale for $108.75. MSRP $145.00. 25% off. 4.4 out of 5 stars

Blue Stacy Adams Finnegan Wing Tip Boot

Blue Stacy Adams Finnegan Wing Tip Boot

Brand Name: Stacy Adams
Product Name: Finnegan Wing Tip Boot
Gender: Men's
Color: Navy Multi
Price: $108.75MSRP: $145.0025% OFF
Rating: 4Rated 4 stars out of 5(45)

Zamberlan - Vioz GTX. Color Dark Brown. Low Stock. On sale for $339.00. MSRP $350.00. 3% off. 4.7 out of 5 stars

Low Stock

Brown Zamberlan Vioz GTX

Brown Zamberlan Vioz GTX

Brand Name: Zamberlan
Product Name: Vioz GTX
Gender: Men's
Color: Dark Brown
Price: $339.00MSRP: $350.003% OFF
Rating: 5Rated 5 stars out of 5(94)

Florsheim - Rucci Plain Toe Gore Boot. Color Black. On sale for $119.99. MSRP $140.00. 14% off. 4.7 out of 5 stars

Black Florsheim Rucci Plain Toe Gore Boot

Black Florsheim Rucci Plain Toe Gore Boot

+2

Brand Name: Florsheim
Product Name: Rucci Plain Toe Gore Boot
Gender: Men's
Color: Black
Price: $119.99MSRP: $140.0014% OFF
Rating: 5Rated 5 stars out of 5(39)

. Dingo - Rev Up. Color Black. On sale for $129.99. MSRP $139.95. 7% off. 3.7 out of 5 stars

Black Dingo Rev Up

+2

Brand Name: Dingo
Product Name: Rev Up
Gender: Men's
Color: Black
Price: $129.99MSRP: $139.957% OFF
Rating: 4Rated 4 stars out of 5(74)

Rockport - Storm Surge Water Proof Plain Toe Boot. Color Black. On sale for $99.95. MSRP $139.95. 29% off. 3.3 out of 5 stars

Black Rockport Storm Surge Water Proof Plain Toe Boot

Black Rockport Storm Surge Water Proof Plain Toe Boot

+2

Brand Name: Rockport
Product Name: Storm Surge Water Proof Plain Toe Boot
Gender: Men's
Color: Black
Price: $99.95MSRP: $139.9529% OFF
Rating: 3Rated 3 stars out of 5(11)

Eastland 1955 Edition - Chimney Pond. Color Black. On sale for $79.75. MSRP $145.00. 45% off.

Black Eastland 1955 Edition Chimney Pond

Black Eastland 1955 Edition Chimney Pond

+2

Brand Name: Eastland 1955 Edition
Product Name: Chimney Pond
Gender: Men's
Color: Black
Price: $79.75MSRP: $145.0045% OFF
Rating

Propet - Blizzard Ankle Zip. Color Brown/Black. On sale for $91.99. MSRP $119.95. 23% off. 4.3 out of 5 stars

Brown Propet Blizzard Ankle Zip

Brown Propet Blizzard Ankle Zip

+2

Brand Name: Propet
Product Name: Blizzard Ankle Zip
Gender: Men's
Color: Brown/Black
Price: $91.99MSRP: $119.9523% OFF
Rating: 4Rated 4 stars out of 5(142)

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: $90.0050% OFF
Rating: 4Rated 4 stars out of 5(116)

Vince Camuto - Bendmore Lace-Up Boot. Color Bourbon. On sale for $117.58. MSRP $179.00. 34% 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: $117.58MSRP: $179.0034% OFF
Rating

Vince Camuto - Ferko Lace-Up Cap Toe Boot. Color Dark Brown. Low Stock. On sale for $120.45. MSRP $189.00. 36% 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: $120.45MSRP: $189.0036% OFF
Rating

Allen Edmonds - Tompkins. Color Black Leather. Low Stock. On sale for $379.00. MSRP $495.00. 23% off.

Low Stock

Black Allen Edmonds Tompkins

Black Allen Edmonds Tompkins

+3

Brand Name: Allen Edmonds
Product Name: Tompkins
Gender: Men's
Color: Black Leather
Price: $379.00MSRP: $495.0023% OFF
Rating

1 of 3

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.)