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

Men's Ankle Casual Shoes

423 items found

Sort By

Your Selections

Search Results

. Dr. Martens - Embury. Color Black Wyoming. On sale for $114.95. MSRP $130.00.. 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(93)

. Dr. Martens - Combs Leather. Color Black Wyoming. On sale for $99.95. MSRP $130.00.. 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(68)

Dr. Martens - 2976 Yellow Stitch Smooth Leather Chelsea Boots. Color Dark Brown Crazy Horse. On sale for $134.95. MSRP $170.00.. 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: $170.00
Rating: 4Rated 4 stars out of 5(38)

Dr. Martens - 1460 Mono Boot. Color Black Smooth. On sale for $127.50. MSRP $170.00.. 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)

SOREL - Carson™ Chelsea Waterproof. Color Major/Ancient Fossil. On sale for $105.41. MSRP $155.00.. 3.8 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: $105.41MSRP: $155.00
Rating: 4Rated 4 stars out of 5(53)

Dr. Martens - 1460 Brush Off Leather Boots. Color Black. On sale for $75.00. MSRP $170.00..

Black Dr. Martens 1460 Brush Off Leather Boots

Black Dr. Martens 1460 Brush Off Leather Boots

Brand Name: Dr. Martens
Product Name: 1460 Brush Off Leather Boots
Gender: Unisex
Color: Black
Price: $75.00MSRP: $170.00
Rating

Dr. Martens - Combs Tech. Color Black. On sale for $99.95. MSRP $120.00.. 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)

. Clarks - Bushacre 3. Color Beeswax Leather. On sale for $84.00. MSRP $110.00.. 3.9 out of 5 stars

Brown Clarks Bushacre 3

Brown Clarks Bushacre 3

+6

Brand Name: Clarks
Product Name: Bushacre 3
Gender: Men's
Color: Beeswax Leather
Price: $84.00MSRP: $110.00
Rating: 4Rated 4 stars out of 5(174)

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

Black Dr. Martens 1460 Pascal Bex

Black Dr. Martens 1460 Pascal Bex

+2

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)

. Johnston & Murphy - Upton Chukka. Color Black Full Grain. On sale for $99.00. MSRP $169.00.. 4.4 out of 5 stars

Black Johnston & Murphy Upton Chukka

Black Johnston & Murphy Upton Chukka

+5

Brand Name: Johnston & Murphy
Product Name: Upton Chukka
Gender: Men's
Color: Black Full Grain
Price: $99.00MSRP: $169.00
Rating: 4Rated 4 stars out of 5(46)

Dr. Martens - 2976 Leather Chelsea Boots. Color Black. On sale for $144.50. MSRP $170.00.. 3.6 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(5)

UGG - Venture Daze Ultra Mini. Color Chestnut. On sale for $111.19. MSRP $180.00.. 4.8 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: $111.19MSRP: $180.00
Rating: 5Rated 5 stars out of 5(4)

SOREL - Cheyanne™ Metro II Sneaker WP. Color Quarry/Black. On sale for $74.17. MSRP $140.00.. 4.5 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: $74.17MSRP: $140.00
Rating: 5Rated 5 stars out of 5(38)

Rockport - Northfield Waterproof Boot. Color Black. On sale for $99.95. MSRP $140.00.. 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: $99.95MSRP: $140.00
Rating: 4Rated 4 stars out of 5(206)

Koolaburra by UGG - Burra Mini. Color Chestnut. On sale for $53.09. MSRP $89.99.. 4.0 out of 5 stars

Brown Koolaburra by UGG Burra Mini

Brown Koolaburra by UGG Burra Mini

+3

Brand Name: Koolaburra by UGG
Product Name: Burra Mini
Gender: Men's
Color: Chestnut
Price: $53.09MSRP: $89.99
Rating: 4Rated 4 stars out of 5(32)

Dr. Martens - Jadon II Mono Vegan. Color Black Felix Rub Off. On sale for $110.00. MSRP $200.00.. 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.. 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: 4Rated 4 stars out of 5(23)

Clarks - Desert Boot. Color Beeswax 1. On sale for $84.00. MSRP $150.00.. 4.5 out of 5 stars

Brown Clarks Desert Boot

Brown Clarks Desert Boot

+4

Brand Name: Clarks
Product Name: Desert Boot
Gender: Men's
Color: Beeswax 1
Price: $84.00MSRP: $150.00
Rating: 4Rated 4 stars out of 5(756)

UGG - Biltmore Chelsea. Color Chestnut Suede. On sale for $100.50. MSRP $149.95.. 4.4 out of 5 stars

Brown UGG Biltmore Chelsea

Brown UGG Biltmore Chelsea

+2

Brand Name: UGG
Product Name: Biltmore Chelsea
Gender: Men's
Color: Chestnut Suede
Price: $100.50MSRP: $149.95
Rating: 4Rated 4 stars out of 5(244)

Timberland PRO - Setra Knit Composite Safety Toe. Color Black/Red 1. On sale for $109.95. MSRP $135.00.. 3.2 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(40)

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

Brown Rockport Rugged Bucks Waterproof Boot

Brown Rockport Rugged Bucks Waterproof Boot

+2

Brand Name: Rockport
Product Name: Rugged Bucks Waterproof Boot
Gender: Men's
Color: Boston Tan
Price: $99.95MSRP: $140.00
Rating: 4Rated 4 stars out of 5(170)

Dr. Martens Work - 2976 Slip Resistant Chelsea Boots. Color Dark Tan. On sale for $169.95. MSRP $180.00.. 4.5 out of 5 stars

Brown Dr. Martens Work 2976 Slip Resistant Chelsea Boots

Brown Dr. Martens Work 2976 Slip Resistant Chelsea Boots

Brand Name: Dr. Martens Work
Product Name: 2976 Slip Resistant Chelsea Boots
Gender: Unisex
Color: Dark Tan
Price: $169.95MSRP: $180.00
Rating: 5Rated 5 stars out of 5(2)

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

Brown SOREL Madson™ II Chore Waterproof

Brown SOREL Madson™ II Chore Waterproof

+3

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(23)

Propet - Blizzard Mid Zip. Color Brown/Black. On sale for $124.95. MSRP $129.95.. 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: $124.95MSRP: $129.95
Rating: 4Rated 4 stars out of 5(133)

SOREL - Madson™ II Moc Toe Waterproof. Color Coal. Low Stock. On sale for $120.00. MSRP $200.00.. 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: 5Rated 5 stars out of 5(244)

Dr. Martens - 2976 Platform Faux-Fur Lined. Color Black. On sale for $154.00. MSRP $220.00.. 4.2 out of 5 stars

Black Dr. Martens 2976 Platform Faux-Fur Lined

Black Dr. Martens 2976 Platform Faux-Fur Lined

Brand Name: Dr. Martens
Product Name: 2976 Platform Faux-Fur Lined
Gender: Unisex
Color: Black
Price: $154.00MSRP: $220.00
Rating: 4Rated 4 stars out of 5(13)

Dr. Martens - Rilla. Color Savannah Tan. On sale for $66.27. MSRP $130.00..

Tan Dr. Martens Rilla

Tan Dr. Martens Rilla

+2

Brand Name: Dr. Martens
Product Name: Rilla
Gender: Unisex
Color: Savannah Tan
Price: $66.27MSRP: $130.00
Rating

Dr. Martens - 101. Color Dark Brown Crazy Horse. On sale for $120.00. MSRP $160.00.. 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)

Dr. Martens - 101 Yellow Stitch. Color Black Smooth. On sale for $134.95. MSRP $160.00.. 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)

Dr. Martens Work - 1460 Waterproof. Color Black Blizzard Waterproof. On sale for $123.46. MSRP $190.00.. 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: $123.46MSRP: $190.00
Rating: 4Rated 4 stars out of 5(7)

Cole Haan - American Classics Plain Toe Boot Waterproof. Color Black/Black Waterproof. Low Stock. On sale for $89.95. MSRP $200.00.. 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(139)

SOREL - Carson™ Chukka WP. Color Blackened Brown/Khaki. On sale for $102.36. MSRP $160.00.. 4.0 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: $102.36MSRP: $160.00
Rating: 4Rated 4 stars out of 5(15)

Timberland PRO - Switchback LT 6 Inch Steel Safety Toe Industrial Work Hiker Boots. Color Coconut/Red. On sale for $114.95. MSRP $130.00.. 4.1 out of 5 stars

Brown Timberland PRO Switchback LT 6 Inch Steel Safety Toe Industrial Work Hiker Boots

Brown Timberland PRO Switchback LT 6 Inch Steel Safety Toe Industrial Work Hiker Boots

+2

Brand Name: Timberland PRO
Product Name: Switchback LT 6 Inch Steel Safety Toe Industrial Work Hiker Boots
Gender: Men's
Color: Coconut/Red
Price: $114.95MSRP: $130.00
Rating: 4Rated 4 stars out of 5(14)

Timberland PRO - PRO Wedge 6" Soft Toe. Color Wheat 1. On sale for $123.25. MSRP $145.00.. 2.8 out of 5 stars

Tan Timberland PRO PRO Wedge 6" Soft Toe

Tan Timberland PRO PRO Wedge 6" Soft Toe

+2

Brand Name: Timberland PRO
Product Name: PRO Wedge 6" Soft Toe
Gender: Men's
Color: Wheat 1
Price: $123.25MSRP: $145.00
Rating: 3Rated 3 stars out of 5(13)

Dr. Martens - 1460 Crazy Horse Leather Boots. Color Dark Brown Crazy Horse. On sale for $139.95. MSRP $170.00.. 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: Men's
Color: Dark Brown Crazy Horse
Price: $139.95MSRP: $170.00
Rating: 4Rated 4 stars out of 5(33)

Dansko - Mckenzie. Color Tan Waxy Milled. On sale for $134.98. MSRP $199.95.. 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: $134.98MSRP: $199.95
Rating: 4Rated 4 stars out of 5(3)

Nunn Bush - Circuit DC Plain Toe Chukka. Color Black. On sale for $29.99. MSRP $85.00.. 3.7 out of 5 stars

Black Nunn Bush Circuit DC Plain Toe Chukka

Black Nunn Bush Circuit DC Plain Toe Chukka

+3

Brand Name: Nunn Bush
Product Name: Circuit DC Plain Toe Chukka
Gender: Men's
Color: Black
Price: $29.99MSRP: $85.00
Rating: 4Rated 4 stars out of 5(39)

Propet - Blizzard Mid Lace. Color Black. On sale for $109.95. MSRP $129.95.. 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: $109.95MSRP: $129.95
Rating: 4Rated 4 stars out of 5(121)

TOMS - Navi. Color Water Resistant Topaz Brown Leather. On sale for $119.00. MSRP $139.95.. 3.8 out of 5 stars

Brown TOMS Navi

Brown TOMS Navi

+2

Brand Name: TOMS
Product Name: Navi
Gender: Men's
Color: Water Resistant Topaz Brown Leather
Price: $119.00MSRP: $139.95
Rating: 4Rated 4 stars out of 5(28)

Clarks - Desert Boot Evo. Color Sand Suede. On sale for $120.00. MSRP $140.00.. 3.6 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: $140.00
Rating: 4Rated 4 stars out of 5(15)

Birkenstock - Stalon - Nubuck Leather (Unisex). Color Black Nubuck. Low Stock. On sale for $100.00. MSRP $200.00.. 3.8 out of 5 stars

Low Stock

Black Birkenstock Stalon - Nubuck Leather (Unisex)

Black Birkenstock Stalon - Nubuck Leather (Unisex)

Brand Name: Birkenstock
Product Name: Stalon - Nubuck Leather (Unisex)
Gender: Unisex
Color: Black Nubuck
Price: $100.00MSRP: $200.00
Rating: 4Rated 4 stars out of 5(49)

SOREL - Cheyanne™ Metro II Boot WP. Color Black/Jet. On sale for $67.47. MSRP $150.00.. 2.0 out of 5 stars

Black SOREL Cheyanne™ Metro II Boot WP

Black SOREL Cheyanne™ Metro II Boot WP

+2

Brand Name: SOREL
Product Name: Cheyanne™ Metro II Boot WP
Gender: Men's
Color: Black/Jet
Price: $67.47MSRP: $150.00
Rating: 2Rated 2 stars out of 5(2)

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

Brown UGG Venture Daze Ultra Mini

Brown UGG Venture Daze Ultra Mini

+4

Brand Name: UGG
Product Name: Venture Daze Ultra Mini
Gender: Unisex
Color: Chestnut/Ceramic
Price: $125.99MSRP: $180.00
Rating: 5Rated 5 stars out of 5(73)

SOREL - Carson™ Chelsea Waterproof. Color Brown. On sale for $99.17. MSRP $155.00.. 1.0 out of 5 stars

Brown SOREL Carson™ Chelsea Waterproof

Brown SOREL Carson™ Chelsea Waterproof

Brand Name: SOREL
Product Name: Carson™ Chelsea Waterproof
Gender: Men's
Color: Brown
Price: $99.17MSRP: $155.00
Rating: 1Rated 1 star out of 5(1)

SOREL - Madson™ II Chukka Waterproof. Color Tobacco. Low Stock. On sale for $114.00. MSRP $190.00.. 4.5 out of 5 stars

Low Stock

Brown SOREL Madson™ II Chukka Waterproof

Brown SOREL Madson™ II Chukka Waterproof

+4

Brand Name: SOREL
Product Name: Madson™ II Chukka Waterproof
Gender: Men's
Color: Tobacco
Price: $114.00MSRP: $190.00
Rating: 4Rated 4 stars out of 5(182)

SKECHERS - Relaxed Fit Segment - Melego. Color Dark Brown. On sale for $88.70. MSRP $102.95.. 4.4 out of 5 stars

Brown SKECHERS Relaxed Fit Segment - Melego

Brown SKECHERS Relaxed Fit Segment - Melego

Brand Name: SKECHERS
Product Name: Relaxed Fit Segment - Melego
Gender: Men's
Color: Dark Brown
Price: $88.70MSRP: $102.95
Rating: 4Rated 4 stars out of 5(188)

Hunter - Original Play Boot Chelsea. Color Black. On sale for $110.00. MSRP $115.00.. 4.7 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(26)

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

Tan Rockport Storm Surge Water Proof Plain Toe Boot

Tan 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: Tan
Price: $99.95MSRP: $139.95
Rating: 3Rated 3 stars out of 5(11)

UGG - Burleigh Chukka. Color Chestnut. Low Stock. On sale for $107.20. MSRP $159.95.. 4.8 out of 5 stars

Low Stock

Brown UGG Burleigh Chukka

Brown UGG Burleigh Chukka

+2

Brand Name: UGG
Product Name: Burleigh Chukka
Gender: Men's
Color: Chestnut
Price: $107.20MSRP: $159.95
Rating: 5Rated 5 stars out of 5(19)

Dr. Martens - Jadon Arc. Color Dark Brown. On sale for $179.95. MSRP $200.00.. 3.8 out of 5 stars

Brown Dr. Martens Jadon Arc

Brown Dr. Martens Jadon Arc

Brand Name: Dr. Martens
Product Name: Jadon Arc
Gender: Unisex
Color: Dark Brown
Price: $179.95MSRP: $200.00
Rating: 4Rated 4 stars out of 5(12)

Nunn Bush - Odell 2.0 Wingtip Dress Casual Chukka Leather Boot. Color Black. On sale for $79.95. MSRP $109.95.. 4.8 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: $79.95MSRP: $109.95
Rating: 5Rated 5 stars out of 5(5)

Nunn Bush - Otis 2.0 Chelsea Fashion Leather Boot. Color Brown. On sale for $79.95. MSRP $109.95.. 4.0 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: $79.95MSRP: $109.95
Rating: 4Rated 4 stars out of 5(3)

Nunn Bush - Ozark 2.0 Plain Toe Chukka Leather Boot. Color Brown. On sale for $79.95. MSRP $109.95.. 4.0 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: $79.95MSRP: $109.95
Rating: 4Rated 4 stars out of 5(1)

Born - Theo. Color Dark.Brown (Pyramid). On sale for $110.50. MSRP $130.00.. 5.0 out of 5 stars

Brown Born Theo

Brown Born Theo

+4

Brand Name: Born
Product Name: Theo
Gender: Men's
Color: Dark.Brown (Pyramid)
Price: $110.50MSRP: $130.00
Rating: 5Rated 5 stars out of 5(2)

Clarks - Shacre Boot. Color Dark Sand Suede. On sale for $84.00. MSRP $110.00.. 4.3 out of 5 stars

Brown Clarks Shacre Boot

Brown Clarks Shacre Boot

+4

Brand Name: Clarks
Product Name: Shacre Boot
Gender: Men's
Color: Dark Sand Suede
Price: $84.00MSRP: $110.00
Rating: 4Rated 4 stars out of 5(66)

Original S.W.A.T. - Alpha Fury 2.0 8" Side Zip Boot. Color Black. On sale for $129.99. MSRP $139.99.. 5.0 out of 5 stars

Black Original S.W.A.T. Alpha Fury 2.0 8" Side Zip Boot

Black Original S.W.A.T. Alpha Fury 2.0 8" Side Zip Boot

Brand Name: Original S.W.A.T.
Product Name: Alpha Fury 2.0 8" Side Zip Boot
Gender: Unisex
Color: Black
Price: $129.99MSRP: $139.99
Rating: 5Rated 5 stars out of 5(1)

Dr. Martens - Church Quad. Color Black Vintage Smooth. On sale for $159.95. MSRP $200.00.. 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: $200.00
Rating: 4Rated 4 stars out of 5(9)

UGG - Neumel Shaggy Suede. Color Dark Grey. On sale for $70.00. MSRP $150.00.. 5.0 out of 5 stars

Gray UGG Neumel Shaggy Suede

Gray UGG Neumel Shaggy Suede

+2 colors/patterns

Brand Name: UGG
Product Name: Neumel Shaggy Suede
Gender: Men's
Color: Dark Grey
Price: $70.00MSRP: $150.00
Rating: 5Rated 5 stars out of 5(4)

Nunn Bush - Chase Plain Toe Chukka Contemporary Fashion Boot. Color Cognac. On sale for $51.99. MSRP $90.00.. 3.9 out of 5 stars

Tan Nunn Bush Chase Plain Toe Chukka Contemporary Fashion Boot

Tan 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: Cognac
Price: $51.99MSRP: $90.00
Rating: 4Rated 4 stars out of 5(10)

Florsheim - Trail Mix Plain Toe Chukka Boot. Color Brown Crazy Horse. On sale for $92.11. MSRP $120.00.. 4.5 out of 5 stars

Brown Florsheim Trail Mix Plain Toe Chukka Boot

Brown Florsheim Trail Mix Plain Toe Chukka Boot

Brand Name: Florsheim
Product Name: Trail Mix Plain Toe Chukka Boot
Gender: Men's
Color: Brown Crazy Horse
Price: $92.11MSRP: $120.00
Rating: 5Rated 5 stars out of 5(54)

Vans - U MTE™ Crestline Waterproof. Color Dark Gray. On sale for $111.93. MSRP $160.00.. 5.0 out of 5 stars

Gray Vans U MTE™ Crestline Waterproof

Gray Vans U MTE™ Crestline Waterproof

+9

Brand Name: Vans
Product Name: U MTE™ Crestline Waterproof
Gender: Unisex
Color: Dark Gray
Price: $111.93MSRP: $160.00
Rating: 5Rated 5 stars out of 5(1)

Johnston & Murphy - Upton Lug Plain Toe Boots. Color Light Tan Oiled Waterproof Full Grain. On sale for $104.55. MSRP $175.00..

Tan Johnston & Murphy Upton Lug Plain Toe Boots

Tan Johnston & Murphy Upton Lug Plain Toe Boots

+3

Brand Name: Johnston & Murphy
Product Name: Upton Lug Plain Toe Boots
Gender: Men's
Color: Light Tan Oiled Waterproof Full Grain
Price: $104.55MSRP: $175.00
Rating

Deer Stags - Rockland. Color Redwood/Dark Brown. Low Stock. On sale for $44.99. MSRP $100.00.. 3.6 out of 5 stars

Low Stock

Brown Deer Stags Rockland

Brown Deer Stags Rockland

+1

Brand Name: Deer Stags
Product Name: Rockland
Gender: Men's
Color: Redwood/Dark Brown
Price: $44.99MSRP: $100.00
Rating: 4Rated 4 stars out of 5(29)

Nunn Bush - Karnak Plain Toe Boot Chukka. Color Charcoal. On sale for $79.95. MSRP $110.00.. 4.8 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: $110.00
Rating: 5Rated 5 stars out of 5(10)

Propet - Blizzard Ankle Zip. Color Brown/Black. On sale for $114.95. MSRP $119.95.. 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: $114.95MSRP: $119.95
Rating: 4Rated 4 stars out of 5(141)

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

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

UGG - Classic short Weather Hybrid. Color Black/Black. On sale for $147.40. MSRP $219.95.. 4.2 out of 5 stars

Black UGG Classic short Weather Hybrid

Black UGG Classic short Weather Hybrid

+3

Brand Name: UGG
Product Name: Classic short Weather Hybrid
Gender: Men's
Color: Black/Black
Price: $147.40MSRP: $219.95
Rating: 4Rated 4 stars out of 5(68)

SOREL - Buxton™ Lite Lace Plus Waterproof. Color Black/Black. Low Stock. On sale for $85.28. MSRP $135.00..

Low Stock

Black SOREL Buxton™ Lite Lace Plus Waterproof

Black SOREL Buxton™ Lite Lace Plus Waterproof

+2

Brand Name: SOREL
Product Name: Buxton™ Lite Lace Plus Waterproof
Gender: Men's
Color: Black/Black
Price: $85.28MSRP: $135.00
Rating

Dr. Martens - Anistone Lo Leather Boots. Color Black. On sale for $159.95. MSRP $170.00.. 3.6 out of 5 stars

Black Dr. Martens Anistone Lo Leather Boots

Black Dr. Martens Anistone Lo Leather Boots

+3

Brand Name: Dr. Martens
Product Name: Anistone Lo Leather Boots
Gender: Unisex
Color: Black
Price: $159.95MSRP: $170.00
Rating: 4Rated 4 stars out of 5(5)

Dr. Martens - 1460 Vegan 8-Eye Boot. Color Black. On sale for $124.83. MSRP $170.00.. 4.3 out of 5 stars

Black Dr. Martens 1460 Vegan 8-Eye Boot

Black Dr. Martens 1460 Vegan 8-Eye Boot

+2

Brand Name: Dr. Martens
Product Name: 1460 Vegan 8-Eye Boot
Gender: Men's
Color: Black
Price: $124.83MSRP: $170.00
Rating: 4Rated 4 stars out of 5(96)

Hunter - Play Short Sherpa Insulated Boot. Color Black. On sale for $93.75. MSRP $125.00.. 5.0 out of 5 stars

Black Hunter Play Short Sherpa Insulated Boot

Black Hunter Play Short Sherpa Insulated Boot

+2

Brand Name: Hunter
Product Name: Play Short Sherpa Insulated Boot
Gender: Men's
Color: Black
Price: $93.75MSRP: $125.00
Rating: 5Rated 5 stars out of 5(4)

L.L.Bean - Rubber Moc. Color Tan/Bean Boot Brown/Gum. On sale for $75.00. MSRP $119.00.. 4.0 out of 5 stars

Brown L.L.Bean Rubber Moc

Brown L.L.Bean Rubber Moc

Brand Name: L.L.Bean
Product Name: Rubber Moc
Gender: Men's
Color: Tan/Bean Boot Brown/Gum
Price: $75.00MSRP: $119.00
Rating: 4Rated 4 stars out of 5(20)

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

Black Steve Madden Harken

Black Steve Madden Harken

+2

Brand Name: Steve Madden
Product Name: Harken
Gender: Men's
Color: Black
Price: $44.99MSRP: $90.00
Rating: 4Rated 4 stars out of 5(115)

Rockport - Classic Break Chukka. Color Dark Brown Leather. On sale for $98.00. MSRP $139.95.. 4.3 out of 5 stars

Brown Rockport Classic Break Chukka

Brown Rockport Classic Break Chukka

Brand Name: Rockport
Product Name: Classic Break Chukka
Gender: Men's
Color: Dark Brown Leather
Price: $98.00MSRP: $139.95
Rating: 4Rated 4 stars out of 5(211)

Dockers - Durham. Color Dark Brown. On sale for $49.99. MSRP $85.00.. 5.0 out of 5 stars

Brown Dockers Durham

Brown Dockers Durham

+3

Brand Name: Dockers
Product Name: Durham
Gender: Men's
Color: Dark Brown
Price: $49.99MSRP: $85.00
Rating: 5Rated 5 stars out of 5(1)

Columbia - Landroamer™ Scout. Color Espresso II/Warp Red. On sale for $60.00. MSRP $100.00.. 4.3 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: $60.00MSRP: $100.00
Rating: 4Rated 4 stars out of 5(21)

SOREL - Carson™ Moc Waterproof. Color Velvet Tan/Gum 2. On sale for $98.97. MSRP $165.00.. 4.3 out of 5 stars

Tan SOREL Carson™ Moc Waterproof

Tan SOREL Carson™ Moc Waterproof

+3

Brand Name: SOREL
Product Name: Carson™ Moc Waterproof
Gender: Men's
Color: Velvet Tan/Gum 2
Price: $98.97MSRP: $165.00
Rating: 4Rated 4 stars out of 5(40)

Nunn Bush - Denali Plain Toe Chukka. Color Black. On sale for $84.95. MSRP $115.00.. 4.4 out of 5 stars

Black Nunn Bush Denali Plain Toe Chukka

Black Nunn Bush Denali Plain Toe Chukka

+2

Brand Name: Nunn Bush
Product Name: Denali Plain Toe Chukka
Gender: Men's
Color: Black
Price: $84.95MSRP: $115.00
Rating: 4Rated 4 stars out of 5(88)

SOREL - Slabtown 62'™ Chelsea Waterproof. Color Black/Black. Low Stock. On sale for $107.39. MSRP $170.00..

Low Stock

Black SOREL Slabtown 62'™ Chelsea Waterproof

Black SOREL Slabtown 62'™ Chelsea Waterproof

Brand Name: SOREL
Product Name: Slabtown 62'™ Chelsea Waterproof
Gender: Men's
Color: Black/Black
Price: $107.39MSRP: $170.00
Rating

ECCO - Helsinki 2 Chelsea Boot. Color Black Smooth Leather. On sale for $120.62. MSRP $200.00.. 3.0 out of 5 stars

Black ECCO Helsinki 2 Chelsea Boot

Black ECCO Helsinki 2 Chelsea Boot

+2

Brand Name: ECCO
Product Name: Helsinki 2 Chelsea Boot
Gender: Men's
Color: Black Smooth Leather
Price: $120.62MSRP: $200.00
Rating: 3Rated 3 stars out of 5(4)

UGG - Classic Ultra Mini. Color Hickory. Low Stock. On sale for $99.99. MSRP $150.00.. 4.0 out of 5 stars

Low Stock

Brown UGG Classic Ultra Mini

Brown UGG Classic Ultra Mini

+3

Brand Name: UGG
Product Name: Classic Ultra Mini
Gender: Men's
Color: Hickory
Price: $99.99MSRP: $150.00
Rating: 4Rated 4 stars out of 5(73)

Kamik - Iceland Lo. Color Black. On sale for $98.94. MSRP $109.99.. 3.0 out of 5 stars

Black Kamik Iceland Lo

Black Kamik Iceland Lo

Brand Name: Kamik
Product Name: Iceland Lo
Gender: Men's
Color: Black
Price: $98.94MSRP: $109.99
Rating: 3Rated 3 stars out of 5(1)

ALDO - Bristoll-Wide. Color Black. On sale for $114.80. MSRP $140.00..

Black ALDO Bristoll-Wide

Black ALDO Bristoll-Wide

+2

Brand Name: ALDO
Product Name: Bristoll-Wide
Gender: Men's
Color: Black
Price: $114.80MSRP: $140.00
Rating

Bogs - Sauvie Chelsea II. Color Dark Green. On sale for $82.80. MSRP $100.00.. 3.9 out of 5 stars

Green Bogs Sauvie Chelsea II

Green Bogs Sauvie Chelsea II

+1

Brand Name: Bogs
Product Name: Sauvie Chelsea II
Gender: Men's
Color: Dark Green
Price: $82.80MSRP: $100.00
Rating: 4Rated 4 stars out of 5(46)

Cole Haan - Zerogrand Remastered Hiking Boots Water Proof. Color December Sky/Black/Pavement. On sale for $225.00. MSRP $250.00.. 5.0 out of 5 stars

Silver Cole Haan Zerogrand Remastered Hiking Boots Water Proof

Silver Cole Haan Zerogrand Remastered Hiking Boots Water Proof

+4

Brand Name: Cole Haan
Product Name: Zerogrand Remastered Hiking Boots Water Proof
Gender: Men's
Color: December Sky/Black/Pavement
Price: $225.00MSRP: $250.00
Rating: 5Rated 5 stars out of 5(1)

Cole Haan - Berkshire Lug Chukka Boot. Color Pavement Nubuck/Demitasse Water Resistant. Low Stock. On sale for $120.00. MSRP $220.00.. 4.7 out of 5 stars

Low Stock

Black Cole Haan Berkshire Lug Chukka Boot

Black Cole Haan Berkshire Lug Chukka Boot

+9

Brand Name: Cole Haan
Product Name: Berkshire Lug Chukka Boot
Gender: Men's
Color: Pavement Nubuck/Demitasse Water Resistant
Price: $120.00MSRP: $220.00
Rating: 5Rated 5 stars out of 5(23)

Rockport - Flynn. Color Black Leather. $149.00. 3.5 out of 5 stars

Black Rockport Flynn

Black Rockport Flynn

+2

Brand Name: Rockport
Product Name: Flynn
Gender: Men's
Color: Black Leather
Price: $149.00
Rating: 4Rated 4 stars out of 5(2)

Steve Madden - Hestonn. Color Tan Leather. Low Stock. On sale for $44.99. MSRP $90.00.. 3.8 out of 5 stars

Low Stock

Tan Steve Madden Hestonn

Tan Steve Madden Hestonn

+3

Brand Name: Steve Madden
Product Name: Hestonn
Gender: Men's
Color: Tan Leather
Price: $44.99MSRP: $90.00
Rating: 4Rated 4 stars out of 5(71)

Dockers - Dudley. Color Dark Brown. On sale for $49.99. MSRP $85.00.. 3.3 out of 5 stars

Brown Dockers Dudley

Brown Dockers Dudley

+2

Brand Name: Dockers
Product Name: Dudley
Gender: Men's
Color: Dark Brown
Price: $49.99MSRP: $85.00
Rating: 3Rated 3 stars out of 5(3)

Nunn Bush - Karnak Moc Toe Boot Lightweight Comfortable Chukka. Color Tan. On sale for $79.95. MSRP $109.95.. 4.4 out of 5 stars

Tan Nunn Bush Karnak Moc Toe Boot Lightweight Comfortable Chukka

Tan 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: Tan
Price: $79.95MSRP: $109.95
Rating: 4Rated 4 stars out of 5(7)

Calvin Klein - Brayden. Color Black. On sale for $115.50. MSRP $165.00..

Black Calvin Klein Brayden

Black Calvin Klein Brayden

Brand Name: Calvin Klein
Product Name: Brayden
Gender: Men's
Color: Black
Price: $115.50MSRP: $165.00
Rating

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

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: $495.00
Rating

SOREL - Mac Hill™ Lite Mid Plus Waterproof. Color Elk/Black. Low Stock. On sale for $105.00. MSRP $175.00.. 3.0 out of 5 stars

Low Stock

Tan SOREL Mac Hill™ Lite Mid Plus Waterproof

Tan SOREL Mac Hill™ Lite Mid Plus Waterproof

+4

Brand Name: SOREL
Product Name: Mac Hill™ Lite Mid Plus Waterproof
Gender: Men's
Color: Elk/Black
Price: $105.00MSRP: $175.00
Rating: 3Rated 3 stars out of 5(2)

SOREL - Ankeny™ II Hiker Plus Waterproof. Color Major/Wet Sand. Low Stock. On sale for $101.09. MSRP $165.00..

Low Stock

Brown SOREL Ankeny™ II Hiker Plus Waterproof

Brown SOREL Ankeny™ II Hiker Plus Waterproof

Brand Name: SOREL
Product Name: Ankeny™ II Hiker Plus Waterproof
Gender: Men's
Color: Major/Wet Sand
Price: $101.09MSRP: $165.00
Rating

Clarks - Eastridge Mid. Color Light Brown Leather. Low Stock. On sale for $72.00. MSRP $110.00..

Low Stock

Brown Clarks Eastridge Mid

Brown Clarks Eastridge Mid

+2

Brand Name: Clarks
Product Name: Eastridge Mid
Gender: Men's
Color: Light Brown Leather
Price: $72.00MSRP: $110.00
Rating

Eastland 1955 Edition - Lumber Up. Color Peanut Leather. On sale for $81.00. MSRP $135.00.. 4.2 out of 5 stars

Tan Eastland 1955 Edition Lumber Up

Tan Eastland 1955 Edition Lumber Up

+8

Brand Name: Eastland 1955 Edition
Product Name: Lumber Up
Gender: Men's
Color: Peanut Leather
Price: $81.00MSRP: $135.00
Rating: 4Rated 4 stars out of 5(52)

Sperry - Mountain-Sider Chelsea. Color Brown. On sale for $60.00. MSRP $130.00..

Brown Sperry Mountain-Sider Chelsea

Brown Sperry Mountain-Sider Chelsea

Brand Name: Sperry
Product Name: Mountain-Sider Chelsea
Gender: Men's
Color: Brown
Price: $60.00MSRP: $130.00
Rating

Florsheim - Renegade Wing Tip Lace-Up Boot. Color Brown Crazy Horse. On sale for $130.96. MSRP $150.00.. 4.6 out of 5 stars

Brown Florsheim Renegade Wing Tip Lace-Up Boot

Brown Florsheim Renegade Wing Tip Lace-Up Boot

+2

Brand Name: Florsheim
Product Name: Renegade Wing Tip Lace-Up Boot
Gender: Men's
Color: Brown Crazy Horse
Price: $130.96MSRP: $150.00
Rating: 5Rated 5 stars out of 5(25)

Hunter - Original Chelsea Tricolor Logo Backstrap Boot. Color Black. Low Stock. On sale for $127.50. MSRP $170.00..

Low Stock

Brand Name: Hunter
Product Name: Original Chelsea Tricolor Logo Backstrap Boot
Gender: Men's
Color: Black
Price: $127.50MSRP: $170.00
Rating

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

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

1 of 5

12 3 4…5Next 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.)