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

Men's Ankle Leather Casual Products

244 items found

Sort By

Your Selections

Search Results

. Blundstone - BL558. Color Black. $199.95. 4.7 out of 5 stars

Black Blundstone BL558

Black Blundstone BL558

Brand Name: Blundstone
Product Name: BL558
Gender: Unisex
Color: Black
Price: $199.95
Rating: 5Rated 5 stars out of 5(7)

Carhartt - Plain Toe Wedge Chukka. Color Dark Brown. $139.99.

Brown Carhartt Plain Toe Wedge Chukka

Brown Carhartt Plain Toe Wedge Chukka

Brand Name: Carhartt
Product Name: Plain Toe Wedge Chukka
Gender: Men's
Color: Dark Brown
Price: $139.99
Rating

Blundstone - BL587. Color Rustic Black. $199.95. 4.0 out of 5 stars

Black Blundstone BL587

Black Blundstone BL587

Brand Name: Blundstone
Product Name: BL587
Gender: Unisex
Color: Rustic Black
Price: $199.95
Rating: 4Rated 4 stars out of 5(5)

Vans - FU MTE™ Crestline Waterproof. Color Teak. Low Stock. On sale for $142.35. MSRP $160.00. 11% off. 5.0 out of 5 stars

Low Stock

Brown Vans FU MTE™ Crestline Waterproof

Brown Vans FU MTE™ Crestline Waterproof

+8

Brand Name: Vans
Product Name: FU MTE™ Crestline Waterproof
Gender: Unisex
Color: Teak
Price: $142.35MSRP: $160.0011% OFF
Rating: 5Rated 5 stars out of 5(1)

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: $200.0045% OFF
Rating: 4Rated 4 stars out of 5(9)

Dr. Martens - 2976 Lo Chelsea. Color Kelp Brown. $159.95. 3.0 out of 5 stars

Brown Dr. Martens 2976 Lo Chelsea

Brown Dr. Martens 2976 Lo Chelsea

+2 colors/patterns

Brand Name: Dr. Martens
Product Name: 2976 Lo Chelsea
Gender: Unisex
Color: Kelp Brown
Price: $159.95
Rating: 3Rated 3 stars out of 5(1)

Stacy Adams - Henry Cap Toe Lace-Up Boot. Color Brown. Low Stock. $150.00. 5.0 out of 5 stars

Low Stock

Brown Stacy Adams Henry Cap Toe Lace-Up Boot

Brown Stacy Adams Henry Cap Toe Lace-Up Boot

Brand Name: Stacy Adams
Product Name: Henry Cap Toe Lace-Up Boot
Gender: Men's
Color: Brown
Price: $150.00
Rating: 5Rated 5 stars out of 5(2)

Hoss - Old Glory Distressed. Color Brown. $119.95.

Brown Hoss Old Glory Distressed

Brown Hoss Old Glory Distressed

Brand Name: Hoss
Product Name: Old Glory Distressed
Gender: Men's
Color: Brown
Price: $119.95
Rating

Ariat - Turbo Duratread 6" Waterproof Work Boots. Color Dark Brown. Low Stock. $159.95.

Low Stock

Brown Ariat Turbo Duratread 6" Waterproof Work Boots

Brown Ariat Turbo Duratread 6" Waterproof Work Boots

Brand Name: Ariat
Product Name: Turbo Duratread 6" Waterproof Work Boots
Gender: Men's
Color: Dark Brown
Price: $159.95
Rating

Dr. Martens - 2976 Quad Chelsea. Color Cherry Red. $209.95.

Red Dr. Martens 2976 Quad Chelsea

Red Dr. Martens 2976 Quad Chelsea

Brand Name: Dr. Martens
Product Name: 2976 Quad Chelsea
Gender: Unisex
Color: Cherry Red
Price: $209.95
Rating

Dr. Martens - Combs Jungle Zip Casual Boots. Color Black. $139.95. 2.5 out of 5 stars

Black Dr. Martens Combs Jungle Zip Casual Boots

Black Dr. Martens Combs Jungle Zip Casual Boots

+3

Brand Name: Dr. Martens
Product Name: Combs Jungle Zip Casual Boots
Gender: Unisex
Color: Black
Price: $139.95
Rating: 4Rated 4 stars out of 5(1)

AllSaints - Vince Boots. Color Black. Low Stock. $299.00.

Low Stock

Black AllSaints Vince Boots

Black AllSaints Vince Boots

Brand Name: AllSaints
Product Name: Vince Boots
Gender: Men's
Color: Black
Price: $299.00
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)

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

Blundstone - BL566. Color Black. $229.95. 5.0 out of 5 stars

Black Blundstone BL566

Black Blundstone BL566

Brand Name: Blundstone
Product Name: BL566
Gender: Unisex
Color: Black
Price: $229.95
Rating: 5Rated 5 stars out of 5(1)

Red Wing Heritage - 6" Moc Toe. Color Briar Oil Slick. $299.99. 4.5 out of 5 stars

Mahogany Red Wing Heritage 6" Moc Toe

Mahogany Red Wing Heritage 6" Moc Toe

+8

Brand Name: Red Wing Heritage
Product Name: 6" Moc Toe
Gender: Men's
Color: Briar Oil Slick
Price: $299.99
Rating: 5Rated 5 stars out of 5(259)

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)

Clarks - Desert Boot Evo. Color Sand Suede. On sale for $120.00. MSRP $140.00. 14% off. 3.4 out of 5 stars

Tan Clarks Desert Boot Evo

Tan Clarks Desert Boot Evo

+4

Brand Name: Clarks
Product Name: Desert Boot Evo
Gender: Men's
Color: Sand Suede
Price: $120.00MSRP: $140.0014% OFF
Rating: 3Rated 3 stars out of 5(28)

Nunn Bush - Otis 2.0 Chelsea Fashion Leather Boot. Color Brown. On sale for $67.98. 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: $67.98MSRP: $109.9538% OFF
Rating: 4Rated 4 stars out of 5(6)

Bruno Magli - Angiolini. Color Black. Low Stock. $495.00. 5.0 out of 5 stars

Low Stock

Black Bruno Magli Angiolini

Black Bruno Magli Angiolini

+2

Brand Name: Bruno Magli
Product Name: Angiolini
Gender: Men's
Color: Black
Price: $495.00
Rating: 5Rated 5 stars out of 5(3)

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 - Odell 2.0 Wingtip Dress Casual Chukka Leather Boot. Color Black. On sale for $68.04. MSRP $109.95. 38% 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: $68.04MSRP: $109.9538% OFF
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: $228.0013% OFF
Rating: 4Rated 4 stars out of 5(4)

Tommy Hilfiger - Sesame. Color Medium Brown Burnished. On sale for $63.26. MSRP $109.00. 42% off. 5.0 out of 5 stars

Brown Tommy Hilfiger Sesame

Brown Tommy Hilfiger Sesame

+2

Brand Name: Tommy Hilfiger
Product Name: Sesame
Gender: Men's
Color: Medium Brown Burnished
Price: $63.26MSRP: $109.0042% OFF
Rating: 5Rated 5 stars out of 5(2)

Born - Brody. Color Taupe Dist. On sale for $90.41. MSRP $140.00. 35% 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: $90.41MSRP: $140.0035% OFF
Rating: 5Rated 5 stars out of 5(26)

Frye - Tyler Flex Lace Up. Color Black 1. Low Stock. $258.00. 4.5 out of 5 stars

Low Stock

Black Frye Tyler Flex Lace Up

Black Frye Tyler Flex Lace Up

Brand Name: Frye
Product Name: Tyler Flex Lace Up
Gender: Men's
Color: Black 1
Price: $258.00
Rating: 5Rated 5 stars out of 5(2)

Allen Edmonds - Higgins Mill Lace-Up. Color Brown Waxed Suede. $495.00.

Brown Allen Edmonds Higgins Mill Lace-Up

Brown Allen Edmonds Higgins Mill Lace-Up

Brand Name: Allen Edmonds
Product Name: Higgins Mill Lace-Up
Gender: Men's
Color: Brown Waxed Suede
Price: $495.00
Rating

Blundstone - BL1306. Color Rustic Brown. $199.95. 2.5 out of 5 stars

Brown Blundstone BL1306

Brown Blundstone BL1306

Brand Name: Blundstone
Product Name: BL1306
Gender: Unisex
Color: Rustic Brown
Price: $199.95
Rating: 3Rated 3 stars out of 5(4)

Blundstone - BL2340. Color Brown. $209.95. 5.0 out of 5 stars

Brown Blundstone BL2340

Brown Blundstone BL2340

Brand Name: Blundstone
Product Name: BL2340
Gender: Unisex
Color: Brown
Price: $209.95
Rating: 5Rated 5 stars out of 5(1)

Red Wing Heritage - Classic Chelsea. Color Amber Harness. $299.99. 4.8 out of 5 stars

Brown Red Wing Heritage Classic Chelsea

Brown Red Wing Heritage Classic Chelsea

+3

Brand Name: Red Wing Heritage
Product Name: Classic Chelsea
Gender: Men's
Color: Amber Harness
Price: $299.99
Rating: 5Rated 5 stars out of 5(13)

Allen Edmonds - Park Boot. Color Chili. $495.00. 3.9 out of 5 stars

Brown Allen Edmonds Park Boot

Brown Allen Edmonds Park Boot

+2

Brand Name: Allen Edmonds
Product Name: Park Boot
Gender: Men's
Color: Chili
Price: $495.00
Rating: 4Rated 4 stars out of 5(15)

To Boot New York - Parker. Color Medium Brown. Low Stock. On sale for $339.15. MSRP $399.00. 15% off.

Low Stock

Brown To Boot New York Parker

Brown To Boot New York Parker

Brand Name: To Boot New York
Product Name: Parker
Gender: Men's
Color: Medium Brown
Price: $339.15MSRP: $399.0015% OFF
Rating

Dr. Martens - Jadon Smooth Leather Platform Boots. Color Black Polished Smooth. $199.95. 4.5 out of 5 stars

Black Dr. Martens Jadon Smooth Leather Platform Boots

Black Dr. Martens Jadon Smooth Leather Platform Boots

Brand Name: Dr. Martens
Product Name: Jadon Smooth Leather Platform Boots
Gender: Men's
Color: Black Polished Smooth
Price: $199.95
Rating: 4Rated 4 stars out of 5(70)

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)

Red Wing Heritage - Work Chukka. Color Briar Oil Slick. $289.99. 4.5 out of 5 stars

Mahogany Red Wing Heritage Work Chukka

Mahogany Red Wing Heritage Work Chukka

Brand Name: Red Wing Heritage
Product Name: Work Chukka
Gender: Men's
Color: Briar Oil Slick
Price: $289.99
Rating: 4Rated 4 stars out of 5(87)

Dr. Martens - Celestial Jadon. Color Black. Low Stock. $209.95. 4.0 out of 5 stars

Low Stock

Black Dr. Martens Celestial Jadon

Black Dr. Martens Celestial Jadon

Brand Name: Dr. Martens
Product Name: Celestial Jadon
Gender: Unisex
Color: Black
Price: $209.95
Rating: 4Rated 4 stars out of 5(1)

Eastland 1955 Edition - Hoyt. Color Black. On sale for $168.00. MSRP $240.00. 30% off.

Black Eastland 1955 Edition Hoyt

Black Eastland 1955 Edition Hoyt

Brand Name: Eastland 1955 Edition
Product Name: Hoyt
Gender: Men's
Color: Black
Price: $168.00MSRP: $240.0030% OFF
Rating

Stacy Adams - Maury Cap Toe Chelsea Boot. Color Cognac. On sale for $89.99. MSRP $129.95. 31% off. 4.7 out of 5 stars

Tan Stacy Adams Maury Cap Toe Chelsea Boot

Tan Stacy Adams Maury Cap Toe Chelsea Boot

+3

Brand Name: Stacy Adams
Product Name: Maury Cap Toe Chelsea Boot
Gender: Men's
Color: Cognac
Price: $89.99MSRP: $129.9531% OFF
Rating: 5Rated 5 stars out of 5(39)

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)

Steve Madden - Palta. Color Tan. $130.00.

Tan Steve Madden Palta

Tan Steve Madden Palta

+2

Brand Name: Steve Madden
Product Name: Palta
Gender: Men's
Color: Tan
Price: $130.00
Rating

Clarks - Wallabee Boot. Color Maple Suede. $160.00. 4.5 out of 5 stars

Brown Clarks Wallabee Boot

Brown Clarks Wallabee Boot

+4

Brand Name: Clarks
Product Name: Wallabee Boot
Gender: Men's
Color: Maple Suede
Price: $160.00
Rating: 4Rated 4 stars out of 5(59)

Dr. Martens - 1460 Smooth Leather Lace Up Boots. Color Black Smooth. $169.95. 4.3 out of 5 stars

Black Dr. Martens 1460 Smooth Leather Lace Up Boots

Brand Name: Dr. Martens
Product Name: 1460 Smooth Leather Lace Up Boots
Gender: Unisex
Color: Black Smooth
Price: $169.95
Rating: 4Rated 4 stars out of 5(746)

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

Johnston & Murphy Collection - Dudley Lug Zip Boot. Color Brown Waxed English Suede. On sale for $256.50. MSRP $285.00. 10% off.

Brown Johnston & Murphy Collection Dudley Lug Zip Boot

Brown Johnston & Murphy Collection Dudley Lug Zip Boot

Brand Name: Johnston & Murphy Collection
Product Name: Dudley Lug Zip Boot
Gender: Men's
Color: Brown Waxed English Suede
Price: $256.50MSRP: $285.0010% OFF
Rating

Red Wing Heritage - Blacksmith. Color Black Prairie. $329.99. 4.5 out of 5 stars

Black Red Wing Heritage Blacksmith

Black Red Wing Heritage Blacksmith

+2

Brand Name: Red Wing Heritage
Product Name: Blacksmith
Gender: Men's
Color: Black Prairie
Price: $329.99
Rating: 4Rated 4 stars out of 5(23)

Florsheim - Renegade Cap Toe Boot. Color Cognac. On sale for $89.06. 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: $89.06MSRP: $150.0041% OFF
Rating: 4Rated 4 stars out of 5(26)

Marc Joseph New York - Bristol Ave. Color Black Waterproof Napa. Low Stock. On sale for $152.10. MSRP $195.00. 22% off. 5.0 out of 5 stars

Low Stock

Black Marc Joseph New York Bristol Ave

Black Marc Joseph New York Bristol Ave

+2

Brand Name: Marc Joseph New York
Product Name: Bristol Ave
Gender: Men's
Color: Black Waterproof Napa
Price: $152.10MSRP: $195.0022% OFF
Rating: 5Rated 5 stars out of 5(4)

Born - Hemlock. Color Brown Full Grain. $134.95. 4.3 out of 5 stars

Brown Born Hemlock

Brown Born Hemlock

+2

Brand Name: Born
Product Name: Hemlock
Gender: Men's
Color: Brown Full Grain
Price: $134.95
Rating: 4Rated 4 stars out of 5(189)

Clarks - Shepton Easy. Color Black Leather. On sale for $83.30. MSRP $120.00. 31% off.

Black Clarks Shepton Easy

Black Clarks Shepton Easy

+2

Brand Name: Clarks
Product Name: Shepton Easy
Gender: Men's
Color: Black Leather
Price: $83.30MSRP: $120.0031% OFF
Rating

Carhartt - Frontier 6" Water Resistant Steel Toe Boot. Color Brown. $139.99. 5.0 out of 5 stars

Brown Carhartt Frontier 6" Water Resistant Steel Toe Boot

Brown Carhartt Frontier 6" Water Resistant Steel Toe Boot

Brand Name: Carhartt
Product Name: Frontier 6" Water Resistant Steel Toe Boot
Gender: Men's
Color: Brown
Price: $139.99
Rating: 5Rated 5 stars out of 5(1)

Born - Brock. Color Taupe Distressed Leather. $140.00. 4.6 out of 5 stars

Taupe Born Brock

Taupe Born Brock

+1

Brand Name: Born
Product Name: Brock
Gender: Men's
Color: Taupe Distressed Leather
Price: $140.00
Rating: 5Rated 5 stars out of 5(18)

L.L.Bean - 6" Bean Boots. Color Tan/Bean Boot Brown/Gum. On sale for $93.67. MSRP $139.00. 33% off. 4.6 out of 5 stars

Brown L.L.Bean 6" Bean Boots

Brown L.L.Bean 6" Bean Boots

Brand Name: L.L.Bean
Product Name: 6" Bean Boots
Gender: Men's
Color: Tan/Bean Boot Brown/Gum
Price: $93.67MSRP: $139.0033% OFF
Rating: 5Rated 5 stars out of 5(1055)

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)

Red Wing Heritage - Weekend Chukka. Color Copper Rough & Tough. $249.99. 4.3 out of 5 stars

Tan Red Wing Heritage Weekend Chukka

Tan Red Wing Heritage Weekend Chukka

Brand Name: Red Wing Heritage
Product Name: Weekend Chukka
Gender: Men's
Color: Copper Rough & Tough
Price: $249.99
Rating: 4Rated 4 stars out of 5(50)

Dr. Martens - 1460 Pascal. Color Powder Pink. $169.95. 4.4 out of 5 stars

White Dr. Martens 1460 Pascal

White Dr. Martens 1460 Pascal

Brand Name: Dr. Martens
Product Name: 1460 Pascal
Gender: Unisex
Color: Powder Pink
Price: $169.95
Rating: 4Rated 4 stars out of 5(17)

Dr. Martens - 1460 Ambassador Leather Lace Up Boots. Color Cashew. $169.95. 5.0 out of 5 stars

Beige Dr. Martens 1460 Ambassador Leather Lace Up Boots

Beige Dr. Martens 1460 Ambassador Leather Lace Up Boots

+2

Brand Name: Dr. Martens
Product Name: 1460 Ambassador Leather Lace Up Boots
Gender: Unisex
Color: Cashew
Price: $169.95
Rating: 5Rated 5 stars out of 5(4)

Dr. Martens - 1460 Bex Smooth Leather Lace Up Boots. Color Black Smooth. $179.95. 3.5 out of 5 stars

Black Dr. Martens 1460 Bex Smooth Leather Lace Up Boots

Black Dr. Martens 1460 Bex Smooth Leather Lace Up Boots

Brand Name: Dr. Martens
Product Name: 1460 Bex Smooth Leather Lace Up Boots
Gender: Unisex
Color: Black Smooth
Price: $179.95
Rating: 3Rated 3 stars out of 5(33)

Rockport - Flynn. Color Black Leather. $149.95. 2.8 out of 5 stars

Black Rockport Flynn

Black Rockport Flynn

+2

Brand Name: Rockport
Product Name: Flynn
Gender: Men's
Color: Black Leather
Price: $149.95
Rating: 3Rated 3 stars out of 5(4)

Frye - Astor Chukka. Color Tan. Low Stock. $178.00. 4.0 out of 5 stars

Low Stock

Tan Frye Astor Chukka

Tan Frye Astor Chukka

Brand Name: Frye
Product Name: Astor Chukka
Gender: Men's
Color: Tan
Price: $178.00
Rating: 4Rated 4 stars out of 5(22)

Dr. Martens - Jadon III. Color Black Pisa. $199.95. 4.2 out of 5 stars

Black Dr. Martens Jadon III

Black Dr. Martens Jadon III

+2

Brand Name: Dr. Martens
Product Name: Jadon III
Gender: Unisex
Color: Black Pisa
Price: $199.95
Rating: 4Rated 4 stars out of 5(18)

Johnston & Murphy Collection - Dudley Chukka. Color Brown Waxed English Suede. Low Stock. On sale for $153.69. 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: $153.69MSRP: $275.0044% OFF
Rating

Florsheim - Rucci Wingtip Lace Boot. Color Black. $140.00. 5.0 out of 5 stars

Black Florsheim Rucci Wingtip Lace Boot

Black Florsheim Rucci Wingtip Lace Boot

+2

Brand Name: Florsheim
Product Name: Rucci Wingtip Lace Boot
Gender: Men's
Color: Black
Price: $140.00
Rating: 5Rated 5 stars out of 5(7)

L.L.Bean - Allagash Handsewn Chukka Boot. Color Canyon. $159.00. 5.0 out of 5 stars

Multi L.L.Bean Allagash Handsewn Chukka Boot

Multi L.L.Bean Allagash Handsewn Chukka Boot

+2

Brand Name: L.L.Bean
Product Name: Allagash Handsewn Chukka Boot
Gender: Men's
Color: Canyon
Price: $159.00
Rating: 5Rated 5 stars out of 5(1)

Ariat - Midtown Rambler Boots. Color Matte Black. $159.95. 4.6 out of 5 stars

Black Ariat Midtown Rambler Boots

Black Ariat Midtown Rambler Boots

Brand Name: Ariat
Product Name: Midtown Rambler Boots
Gender: Men's
Color: Matte Black
Price: $159.95
Rating: 5Rated 5 stars out of 5(16)

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

TOMS - Navi. Color Water Resistant Topaz Brown Leather. Low Stock. On sale for $113.85. MSRP $139.95. 19% 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: $113.85MSRP: $139.9519% OFF
Rating: 4Rated 4 stars out of 5(28)

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)

. Nisolo - All-Weather Andres Boot. Color Dark Tobacco. $280.00.

Red Nisolo All-Weather Andres Boot

Red Nisolo All-Weather Andres Boot

Brand Name: Nisolo
Product Name: All-Weather Andres Boot
Gender: Men's
Color: Dark Tobacco
Price: $280.00
Rating

Dr. Martens - Sinclair Leather Platform Boots. Color Dark Brown. $209.95.

Brown Dr. Martens Sinclair Leather Platform Boots

Brown Dr. Martens Sinclair Leather Platform Boots

Brand Name: Dr. Martens
Product Name: Sinclair Leather Platform Boots
Gender: Unisex
Color: Dark Brown
Price: $209.95
Rating

COACH - Carver Boot. Color Black. On sale for $221.25. 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: $221.25MSRP: $295.0025% OFF
Rating

Cole Haan - American Classics Plain Toe Boot Waterproof. Color British Tan/A. Low Stock. $200.00. 4.4 out of 5 stars

Low Stock

Brown Cole Haan American Classics Plain Toe Boot Waterproof

Brown Cole Haan American Classics Plain Toe Boot Waterproof

+2

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

Steve Madden - Millsen. Color Tan Leather. On sale for $93.60. MSRP $130.00. 28% off.

Tan Steve Madden Millsen

Tan Steve Madden Millsen

Brand Name: Steve Madden
Product Name: Millsen
Gender: Men's
Color: Tan Leather
Price: $93.60MSRP: $130.0028% OFF
Rating

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)

Dr. Martens - 1460. Color Cherry Red. $169.95. 5.0 out of 5 stars

Red Dr. Martens 1460

Red Dr. Martens 1460

Brand Name: Dr. Martens
Product Name: 1460
Gender: Unisex
Color: Cherry Red
Price: $169.95
Rating: 5Rated 5 stars out of 5(2)

Samuel Hubbard - Rafael Chukka Boot. Color Taupe Suede. $245.00.

Taupe Samuel Hubbard Rafael Chukka Boot

Taupe Samuel Hubbard Rafael Chukka Boot

Brand Name: Samuel Hubbard
Product Name: Rafael Chukka Boot
Gender: Men's
Color: Taupe Suede
Price: $245.00
Rating

Cole Haan - Zerogrand Remastered Waterproof Chelsea Boots. Color Black/Black. $229.95.

Black Cole Haan Zerogrand Remastered Waterproof Chelsea Boots

Black Cole Haan Zerogrand Remastered Waterproof Chelsea Boots

Brand Name: Cole Haan
Product Name: Zerogrand Remastered Waterproof Chelsea Boots
Gender: Men's
Color: Black/Black
Price: $229.95
Rating

Steve Madden - Haynes. Color Black Leat. $169.95.

Black Steve Madden Haynes

Black Steve Madden Haynes

Brand Name: Steve Madden
Product Name: Haynes
Gender: Men's
Color: Black Leat
Price: $169.95
Rating

Naot - Washington. Color Cordovan Leather. $239.95.

Brown Naot Washington

Brown Naot Washington

+2

Brand Name: Naot
Product Name: Washington
Gender: Men's
Color: Cordovan Leather
Price: $239.95
Rating

L.L.Bean - Bean Boots Rubber Moc. Color Tan/Brown. Low Stock. $119.00. 4.2 out of 5 stars

Low Stock

Tan L.L.Bean Bean Boots Rubber Moc

Tan L.L.Bean Bean Boots Rubber Moc

Brand Name: L.L.Bean
Product Name: Bean Boots Rubber Moc
Gender: Men's
Color: Tan/Brown
Price: $119.00
Rating: 4Rated 4 stars out of 5(968)

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

Polo Ralph Lauren - Asher Suede Chukka Boot. Color Chocolate Brown. $198.00.

Brown Polo Ralph Lauren Asher Suede Chukka Boot

Brown Polo Ralph Lauren Asher Suede Chukka Boot

+2

Brand Name: Polo Ralph Lauren
Product Name: Asher Suede Chukka Boot
Gender: Men's
Color: Chocolate Brown
Price: $198.00
Rating

Dr. Martens - 1460 Smooth Leather Boot. Color Cherry Red Smooth. $169.95. 4.3 out of 5 stars

Red Dr. Martens 1460 Smooth Leather Boot

Red Dr. Martens 1460 Smooth Leather Boot

Brand Name: Dr. Martens
Product Name: 1460 Smooth Leather Boot
Gender: Unisex
Color: Cherry Red Smooth
Price: $169.95
Rating: 4Rated 4 stars out of 5(756)

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: $190.0021% OFF
Rating: 3Rated 3 stars out of 5(1)

Eastland 1955 Edition - Allagash Standard. Color Oak. On sale for $121.80. MSRP $145.00. 16% off.

Brown Eastland 1955 Edition Allagash Standard

Brown Eastland 1955 Edition Allagash Standard

+3

Brand Name: Eastland 1955 Edition
Product Name: Allagash Standard
Gender: Men's
Color: Oak
Price: $121.80MSRP: $145.0016% OFF
Rating

Allen Edmonds - Higgins Mill Waterproof. Color Black. $495.00. 4.5 out of 5 stars

Black Allen Edmonds Higgins Mill Waterproof

Black Allen Edmonds Higgins Mill Waterproof

Brand Name: Allen Edmonds
Product Name: Higgins Mill Waterproof
Gender: Men's
Color: Black
Price: $495.00
Rating: 4Rated 4 stars out of 5(26)

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

Dr. Martens - 2976 Quad Smooth Leather Platform Chelsea Boots. Color Black Polished Smooth. $209.95. 4.2 out of 5 stars

Black Dr. Martens 2976 Quad Smooth Leather Platform Chelsea Boots

Black Dr. Martens 2976 Quad Smooth Leather Platform Chelsea Boots

Brand Name: Dr. Martens
Product Name: 2976 Quad Smooth Leather Platform Chelsea Boots
Gender: Unisex
Color: Black Polished Smooth
Price: $209.95
Rating: 4Rated 4 stars out of 5(34)

Allen Edmonds - Liverpool. Color Espresso Leather. Low Stock. $495.00. 4.3 out of 5 stars

Low Stock

Brown Allen Edmonds Liverpool

Brown Allen Edmonds Liverpool

+5

Brand Name: Allen Edmonds
Product Name: Liverpool
Gender: Men's
Color: Espresso Leather
Price: $495.00
Rating: 4Rated 4 stars out of 5(154)

Johnston & Murphy - Calder Chelsea Boots. Color Brown Oiled Full Grain. Low Stock. $164.95.

Low Stock

Brown Johnston & Murphy Calder Chelsea Boots

Brown Johnston & Murphy Calder Chelsea Boots

+2

Brand Name: Johnston & Murphy
Product Name: Calder Chelsea Boots
Gender: Men's
Color: Brown Oiled Full Grain
Price: $164.95
Rating

Dr. Martens - 1460 Nappa Leather Lace Up Boots. Color Black Nappa. $169.95. 4.3 out of 5 stars

Black Dr. Martens 1460 Nappa Leather Lace Up Boots

Black Dr. Martens 1460 Nappa Leather Lace Up Boots

Brand Name: Dr. Martens
Product Name: 1460 Nappa Leather Lace Up Boots
Gender: Unisex
Color: Black Nappa
Price: $169.95
Rating: 4Rated 4 stars out of 5(720)

Red Wing Heritage - 6" Moc Toe Lug. Color Briar Oil Slick. $319.99. 4.7 out of 5 stars

Mahogany Red Wing Heritage 6" Moc Toe Lug

Mahogany Red Wing Heritage 6" Moc Toe Lug

Brand Name: Red Wing Heritage
Product Name: 6" Moc Toe Lug
Gender: Men's
Color: Briar Oil Slick
Price: $319.99
Rating: 5Rated 5 stars out of 5(42)

Dr. Martens - 2976 Bex Smooth Leather Chelsea Boots. Color Black Smooth. $179.95. 3.7 out of 5 stars

Black Dr. Martens 2976 Bex Smooth Leather Chelsea Boots

Black Dr. Martens 2976 Bex Smooth Leather Chelsea Boots

Brand Name: Dr. Martens
Product Name: 2976 Bex Smooth Leather Chelsea Boots
Gender: Unisex
Color: Black Smooth
Price: $179.95
Rating: 4Rated 4 stars out of 5(25)

ALDO - Kenora. Color Brown. $130.00. 5.0 out of 5 stars

Brown ALDO Kenora

Brown ALDO Kenora

Brand Name: ALDO
Product Name: Kenora
Gender: Men's
Color: Brown
Price: $130.00
Rating: 5Rated 5 stars out of 5(2)

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

L.L.Bean - Bucksport Work Boot Cap Toe. Color Coffee Bean. Low Stock. $179.00. 4.0 out of 5 stars

Low Stock

Brown L.L.Bean Bucksport Work Boot Cap Toe

Brown L.L.Bean Bucksport Work Boot Cap Toe

Brand Name: L.L.Bean
Product Name: Bucksport Work Boot Cap Toe
Gender: Men's
Color: Coffee Bean
Price: $179.00
Rating: 4Rated 4 stars out of 5(65)

Johnston & Murphy - Brody Chukka. Color Brown Hand-Stained Calfskin. On sale for $101.41. MSRP $165.00. 39% off.

Brown Johnston & Murphy Brody Chukka

Brown Johnston & Murphy Brody Chukka

+2

Brand Name: Johnston & Murphy
Product Name: Brody Chukka
Gender: Men's
Color: Brown Hand-Stained Calfskin
Price: $101.41MSRP: $165.0039% OFF
Rating

Born - Harrison. Color Black Full Grain. $134.98. 4.3 out of 5 stars

Black Born Harrison

Black Born Harrison

+2

Brand Name: Born
Product Name: Harrison
Gender: Men's
Color: Black Full Grain
Price: $134.98
Rating: 4Rated 4 stars out of 5(114)

Nisolo - Andres All Weather Boot. Color Tobacco. Low Stock. $280.00. 4.7 out of 5 stars

Low Stock

Brown Nisolo Andres All Weather Boot

Brown Nisolo Andres All Weather Boot

Brand Name: Nisolo
Product Name: Andres All Weather Boot
Gender: Men's
Color: Tobacco
Price: $280.00
Rating: 5Rated 5 stars out of 5(200)

Carhartt - Frontier Water Resistant Steel Toe Chelsea. Color Brown. Low Stock. $139.99. 5.0 out of 5 stars

Low Stock

Brown Carhartt Frontier Water Resistant Steel Toe Chelsea

Brown Carhartt Frontier Water Resistant Steel Toe Chelsea

Brand Name: Carhartt
Product Name: Frontier Water Resistant Steel Toe Chelsea
Gender: Men's
Color: Brown
Price: $139.99
Rating: 5Rated 5 stars out of 5(5)

Dr. Martens - 1460. Color Black Milled Nubuck WP. On sale for $118.76. MSRP $180.00. 34% off. 4.6 out of 5 stars

Black Dr. Martens 1460

Black Dr. Martens 1460

Brand Name: Dr. Martens
Product Name: 1460
Gender: Unisex
Color: Black Milled Nubuck WP
Price: $118.76MSRP: $180.0034% OFF
Rating: 5Rated 5 stars out of 5(13)

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.)