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Men's Ankle Leather Comfort Products

39 items found

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Nunn Bush - Otis 2.0 Chelsea Fashion Leather Boots. Color Tan. On sale for $72.00. MSRP $120.00. 40% off. 4.3 out of 5 stars

Tan Nunn Bush Otis 2.0 Chelsea Fashion Leather Boots

Tan Nunn Bush Otis 2.0 Chelsea Fashion Leather Boots

+3

Brand Name: Nunn Bush
Product Name: Otis 2.0 Chelsea Fashion Leather Boots
Gender: Men's
Color: Tan
Price: $72MSRP: $12040% OFF
Rating: 4Rated 4 stars out of 5(14)

Nunn Bush - Ozark 2.0 Plain Toe Chukka Leather Boots. Color Tan. On sale for $72.00. MSRP $120.00. 40% off. 4.1 out of 5 stars

Tan Nunn Bush Ozark 2.0 Plain Toe Chukka Leather Boots

Tan Nunn Bush Ozark 2.0 Plain Toe Chukka Leather Boots

+3

Brand Name: Nunn Bush
Product Name: Ozark 2.0 Plain Toe Chukka Leather Boots
Gender: Men's
Color: Tan
Price: $72MSRP: $12040% OFF
Rating: 4Rated 4 stars out of 5(17)

Nunn Bush - Odell 2.0 Wingtip Dress Casual Chukka Leather Boots. Color Tan. On sale for $89.95. MSRP $120.00. 25% off. 4.2 out of 5 stars

Tan Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boots

Tan Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boots

+1

Brand Name: Nunn Bush
Product Name: Odell 2.0 Wingtip Dress Casual Chukka Leather Boots
Gender: Men's
Color: Tan
Price: $89.95MSRP: $12025% OFF
Rating: 4Rated 4 stars out of 5(21)

Deer Stags - Garfield. Color Black. On sale for $61.85. MSRP $100.00. 38% off. 3.3 out of 5 stars

Black Deer Stags Garfield

Black Deer Stags Garfield

+3

Brand Name: Deer Stags
Product Name: Garfield
Gender: Men's
Color: Black
Price: $61.85MSRP: $10038% OFF
Rating: 3Rated 3 stars out of 5(6)

Florsheim - Lodge Plain Toe 3-eye Chukka Boots. Color Black Crazy Horse. On sale for $98.00. MSRP $140.00. 30% off. 4.0 out of 5 stars

Black Florsheim Lodge Plain Toe 3-eye Chukka Boots

Black Florsheim Lodge Plain Toe 3-eye Chukka Boots

+2

Brand Name: Florsheim
Product Name: Lodge Plain Toe 3-eye Chukka Boots
Gender: Men's
Color: Black Crazy Horse
Price: $98MSRP: $14030% OFF
Rating: 4Rated 4 stars out of 5(6)

Nunn Bush - Karnak Plain Toe Boots Chukka. Color Tan. On sale for $72.00. MSRP $120.00. 40% off. 4.7 out of 5 stars

Tan Nunn Bush Karnak Plain Toe Boots Chukka

Tan Nunn Bush Karnak Plain Toe Boots Chukka

+1

Brand Name: Nunn Bush
Product Name: Karnak Plain Toe Boots Chukka
Gender: Men's
Color: Tan
Price: $72MSRP: $12040% OFF
Rating: 5Rated 5 stars out of 5(32)

Nunn Bush - Denali Plain Toe Chukka. Color Black. On sale for $89.95. MSRP $120.00. 25% off. 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: $89.95MSRP: $12025% OFF
Rating: 4Rated 4 stars out of 5(109)

SKECHERS - Relaxed Fit Respected - Boswell. Color Dark Brown. On sale for $75.00. MSRP $97.95. 23% off. 4.2 out of 5 stars

Brown SKECHERS Relaxed Fit Respected - Boswell

Brown SKECHERS Relaxed Fit Respected - Boswell

Brand Name: SKECHERS
Product Name: Relaxed Fit Respected - Boswell
Gender: Men's
Color: Dark Brown
Price: $75MSRP: $97.9523% OFF
Rating: 4Rated 4 stars out of 5(241)

Rockport - Northfield Waterproof Boots. Color Chocolate. On sale for $99.95. MSRP $159.95. 38% off. 4.3 out of 5 stars

Brown Rockport Northfield Waterproof Boots

Brown Rockport Northfield Waterproof Boots

+2

Brand Name: Rockport
Product Name: Northfield Waterproof Boots
Gender: Men's
Color: Chocolate
Price: $99.95MSRP: $159.9538% OFF
Rating: 4Rated 4 stars out of 5(225)

Florsheim - Lodge Plain Toe Chukka Boots. Color Chestnut Smooth. On sale for $90.04. MSRP $145.00. 38% off. 4.5 out of 5 stars

Brown Florsheim Lodge Plain Toe Chukka Boots

Brown Florsheim Lodge Plain Toe Chukka Boots

+3

Brand Name: Florsheim
Product Name: Lodge Plain Toe Chukka Boots
Gender: Men's
Color: Chestnut Smooth
Price: $90.04MSRP: $14538% OFF
Rating: 5Rated 5 stars out of 5(165)

Nunn Bush - Karnak Plain Toe Chelsea Boots Lightweight Comfortable Chukka. Color Black. On sale for $72.00. MSRP $120.00. 40% off. 5.0 out of 5 stars

Black Nunn Bush Karnak Plain Toe Chelsea Boots Lightweight Comfortable Chukka

Black Nunn Bush Karnak Plain Toe Chelsea Boots Lightweight Comfortable Chukka

+2

Brand Name: Nunn Bush
Product Name: Karnak Plain Toe Chelsea Boots Lightweight Comfortable Chukka
Gender: Men's
Color: Black
Price: $72MSRP: $12040% OFF
Rating: 5Rated 5 stars out of 5(6)

Clarks - Steadwell Mid. Color Black Leather. On sale for $99.00. MSRP $110.00. 10% off. 5.0 out of 5 stars

Black Clarks Steadwell Mid

Black Clarks Steadwell Mid

Brand Name: Clarks
Product Name: Steadwell Mid
Gender: Men's
Color: Black Leather
Price: $99MSRP: $11010% OFF
Rating: 5Rated 5 stars out of 5(2)

Florsheim - Trail Mix Plain Toe Chukka Boot. Color Brown Crazy Horse. On sale for $90.58. MSRP $120.00. 25% off. 4.4 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: $90.58MSRP: $12025% OFF
Rating: 4Rated 4 stars out of 5(84)

Born - Rydker. Color Black. On sale for $82.50. MSRP $150.00. 45% off. 1.0 out of 5 stars

Black Born Rydker

Black Born Rydker

+2

Brand Name: Born
Product Name: Rydker
Gender: Men's
Color: Black
Price: $82.50MSRP: $15045% OFF
Rating: 1Rated 1 star out of 5(2)

Florsheim - Launch Plain Toe Chukka Boots. Color Cognac Multi. Low Stock. On sale for $89.98. MSRP $135.00. 33% off.

Low Stock

Tan Florsheim Launch Plain Toe Chukka Boots

Tan Florsheim Launch Plain Toe Chukka Boots

Brand Name: Florsheim
Product Name: Launch Plain Toe Chukka Boots
Gender: Men's
Color: Cognac Multi
Price: $89.98MSRP: $13533% OFF
Rating

SKECHERS - Relaxed Fit Resment Traven. Color Dark Brown. $97.95. 4.2 out of 5 stars

Brown SKECHERS Relaxed Fit Resment Traven

Brown SKECHERS Relaxed Fit Resment Traven

Brand Name: SKECHERS
Product Name: Relaxed Fit Resment Traven
Gender: Men's
Color: Dark Brown
Price: $97.95
Rating: 4Rated 4 stars out of 5(395)

Dr. Martens - Combs Tech II. Color Black. On sale for $95.95. MSRP $130.00. 26% 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: $95.95MSRP: $13026% OFF
Rating: 5Rated 5 stars out of 5(9)

Nunn Bush - Karnak Moc Toe Boots Lightweight Comfortable Chukka. Color Black. On sale for $89.95. MSRP $120.00. 25% off. 4.4 out of 5 stars

Black Nunn Bush Karnak Moc Toe Boots Lightweight Comfortable Chukka

Black Nunn Bush Karnak Moc Toe Boots Lightweight Comfortable Chukka

+1

Brand Name: Nunn Bush
Product Name: Karnak Moc Toe Boots Lightweight Comfortable Chukka
Gender: Men's
Color: Black
Price: $89.95MSRP: $12025% OFF
Rating: 4Rated 4 stars out of 5(20)

Rockport - Seamus. Color Dark Brown Suede. On sale for $74.60. MSRP $149.95. 50% off. 3.0 out of 5 stars

Brown Rockport Seamus

Brown Rockport Seamus

+2

Brand Name: Rockport
Product Name: Seamus
Gender: Men's
Color: Dark Brown Suede
Price: $74.60MSRP: $149.9550% OFF
Rating: 3Rated 3 stars out of 5(2)

Deer Stags - Brayden. Color Brown. On sale for $76.69. MSRP $100.00. 23% off. 3.3 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: $76.69MSRP: $10023% OFF
Rating: 3Rated 3 stars out of 5(3)

Deer Stags - Bangor. Color Black/Black. On sale for $54.00. MSRP $90.00. 40% off. 3.9 out of 5 stars

Black Deer Stags Bangor

Black Deer Stags Bangor

Brand Name: Deer Stags
Product Name: Bangor
Gender: Men's
Color: Black/Black
Price: $54MSRP: $9040% OFF
Rating: 4Rated 4 stars out of 5(14)

Eastland 1955 Edition - Chimney Pond. Color Black. Low Stock. On sale for $87.00. MSRP $145.00. 40% off. 5.0 out of 5 stars

Low Stock

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: $87MSRP: $14540% OFF
Rating: 5Rated 5 stars out of 5(2)

Clarks - Bushacre 3. Color Dark Brown Leather. On sale for $74.98. MSRP $110.00. 32% off. 3.9 out of 5 stars

Brown Clarks Bushacre 3

Brown Clarks Bushacre 3

Brand Name: Clarks
Product Name: Bushacre 3
Gender: Men's
Color: Dark Brown Leather
Price: $74.98MSRP: $11032% OFF
Rating: 4Rated 4 stars out of 5(179)

Eastland 1955 Edition - Lumber Up. Color Peanut Leather. On sale for $99.97. MSRP $135.00. 26% off. 4.2 out of 5 stars

Tan Eastland 1955 Edition Lumber Up

Tan Eastland 1955 Edition Lumber Up

+4

Brand Name: Eastland 1955 Edition
Product Name: Lumber Up
Gender: Men's
Color: Peanut Leather
Price: $99.97MSRP: $13526% OFF
Rating: 4Rated 4 stars out of 5(57)

Born - Ethan. Color Taupe (Avola). Low Stock. On sale for $88.65. MSRP $150.00. 41% off. 2.0 out of 5 stars

Low Stock

Taupe Born Ethan

Taupe Born Ethan

Brand Name: Born
Product Name: Ethan
Gender: Men's
Color: Taupe (Avola)
Price: $88.65MSRP: $15041% OFF
Rating: 2Rated 2 stars out of 5(1)

Clarks - Eastridge Mid. Color Beeswax Leather. On sale for $89.99. MSRP $120.00. 25% off. 2.0 out of 5 stars

Brown Clarks Eastridge Mid

Brown Clarks Eastridge Mid

+2

Brand Name: Clarks
Product Name: Eastridge Mid
Gender: Men's
Color: Beeswax Leather
Price: $89.99MSRP: $12025% OFF
Rating: 2Rated 2 stars out of 5(2)

Nunn Bush - Otto Plain Toe Chukka Boots. Color Gray. Low Stock. On sale for $72.00. MSRP $120.00. 40% off. 4.1 out of 5 stars

Low Stock

Gray Nunn Bush Otto Plain Toe Chukka Boots

Gray Nunn Bush Otto Plain Toe Chukka Boots

+3

Brand Name: Nunn Bush
Product Name: Otto Plain Toe Chukka Boots
Gender: Men's
Color: Gray
Price: $72MSRP: $12040% OFF
Rating: 4Rated 4 stars out of 5(33)

Nunn Bush - Bayridge Plain Toe Chelsea Boot. Color Moss. Low Stock. On sale for $66.00. MSRP $110.00. 40% off. 4.4 out of 5 stars

Low Stock

Green Nunn Bush Bayridge Plain Toe Chelsea Boot

Green Nunn Bush Bayridge Plain Toe Chelsea Boot

Brand Name: Nunn Bush
Product Name: Bayridge Plain Toe Chelsea Boot
Gender: Men's
Color: Moss
Price: $66MSRP: $11040% OFF
Rating: 4Rated 4 stars out of 5(36)

Eastland 1955 Edition - Allagash Standard. Color Oak. Low Stock. On sale for $79.75. MSRP $145.00. 45% off. 5.0 out of 5 stars

Low Stock

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: $79.75MSRP: $14545% OFF
Rating: 5Rated 5 stars out of 5(1)

Nunn Bush - Odell Wingtip Boot with KORE Walking Comfort Technology. Color Tan CH. Low Stock. On sale for $68.54. MSRP $110.00. 38% off. 4.2 out of 5 stars

Low Stock

Brown Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

Brown Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Odell Wingtip Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Tan CH
Price: $68.54MSRP: $11038% OFF
Rating: 4Rated 4 stars out of 5(132)

Nunn Bush - Cam Moc Toe Boot. Color Black Tumbled. Low Stock. On sale for $72.00. MSRP $120.00. 40% off. 4.4 out of 5 stars

Low Stock

Black Nunn Bush Cam Moc Toe Boot

Black Nunn Bush Cam Moc Toe Boot

Brand Name: Nunn Bush
Product Name: Cam Moc Toe Boot
Gender: Men's
Color: Black Tumbled
Price: $72MSRP: $12040% OFF
Rating: 4Rated 4 stars out of 5(65)

Florsheim - Vibe Plain Toe Chukka. Color Black Crazy Horse. Low Stock. On sale for $83.82. MSRP $125.00. 33% off. 4.5 out of 5 stars

Low Stock

Black Florsheim Vibe Plain Toe Chukka

Black Florsheim Vibe Plain Toe Chukka

Brand Name: Florsheim
Product Name: Vibe Plain Toe Chukka
Gender: Men's
Color: Black Crazy Horse
Price: $83.82MSRP: $12533% OFF
Rating: 4Rated 4 stars out of 5(35)

Clarks - Shacre Boots. Color Beeswax Leather. On sale for $72.00. MSRP $120.00. 40% off. 4.2 out of 5 stars

Brown Clarks Shacre Boots

Brown Clarks Shacre Boots

+4

Brand Name: Clarks
Product Name: Shacre Boots
Gender: Men's
Color: Beeswax Leather
Price: $72MSRP: $12040% OFF
Rating: 4Rated 4 stars out of 5(72)

. Clarks - Shepton. Color Black Leather. On sale for $75.00. MSRP $110.00. 32% off. 2.3 out of 5 stars

Black Clarks Shepton

Black Clarks Shepton

+5

Brand Name: Clarks
Product Name: Shepton
Gender: Men's
Color: Black Leather
Price: $75MSRP: $11032% OFF
Rating: 2Rated 2 stars out of 5(9)

Rockport - Rugged Bucks Waterproof Boot. Color Boston Tan. On sale for $98.10. MSRP $169.95. 42% off. 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: $98.10MSRP: $169.9542% OFF
Rating: 4Rated 4 stars out of 5(177)

Rockport - Storm Surge Water Proof Plain Toe Boots. Color Tan. On sale for $99.95. MSRP $159.95. 38% off. 3.5 out of 5 stars

Tan Rockport Storm Surge Water Proof Plain Toe Boots

Tan Rockport Storm Surge Water Proof Plain Toe Boots

+2

Brand Name: Rockport
Product Name: Storm Surge Water Proof Plain Toe Boots
Gender: Men's
Color: Tan
Price: $99.95MSRP: $159.9538% OFF
Rating: 3Rated 3 stars out of 5(22)

Dr. Martens - 939. Color Black. On sale for $80.00. MSRP $160.00. 50% off. 3.7 out of 5 stars

Black Dr. Martens 939

Black Dr. Martens 939

+2

Brand Name: Dr. Martens
Product Name: 939
Gender: Unisex
Color: Black
Price: $80MSRP: $16050% OFF
Rating: 4Rated 4 stars out of 5(3)

Born - Reed. Color Chocolate (Espresso). Low Stock. On sale for $75.00. MSRP $150.00. 50% off. 4.8 out of 5 stars

Low Stock

Black Born Reed

Black Born Reed

Brand Name: Born
Product Name: Reed
Gender: Men's
Color: Chocolate (Espresso)
Price: $75MSRP: $15050% OFF
Rating: 5Rated 5 stars out of 5(4)

Dunham - Brisco. Color Dark Brown Leather. On sale for $99.18. MSRP $159.95. 38% off. 4.0 out of 5 stars

Brown Dunham Brisco

Brown Dunham Brisco

+2

Brand Name: Dunham
Product Name: Brisco
Gender: Men's
Color: Dark Brown Leather
Price: $99.18MSRP: $159.9538% OFF
Rating: 4Rated 4 stars out of 5(1)

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