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Boots on Sale $50 & Under

Shop Boots Deals

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Medium Size Ankle Dress Products

24 items found

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Tommy Hilfiger - Tarlin. Color Black. Low Stock. On sale for $83.30. MSRP $119.00. 30% off.

Low Stock

Tommy Hilfiger Tarlin

Tommy Hilfiger Tarlin

Brand Name: Tommy Hilfiger
Product Name: Tarlin
Gender: Men's
Color: Black
Price: $83.30MSRP: $119

Clarks - Shepton. Color Sand Suede. Low Stock. On sale for $71.50. MSRP $110.00. 35% off. 1.6 out of 5 stars

Low Stock

Clarks Shepton

Clarks Shepton

Brand Name: Clarks
Product Name: Shepton
Gender: Men's
Color: Sand Suede
Price: $71.50MSRP: $110

Dr. Martens - Anistone Lo Leather Boots. Color Sand. Low Stock. On sale for $51.00. MSRP $170.00. 70% off. 2.0 out of 5 stars

Low Stock

Dr. Martens Anistone Lo Leather Boots

Dr. Martens Anistone Lo Leather Boots

Brand Name: Dr. Martens
Product Name: Anistone Lo Leather Boots
Gender: Unisex
Color: Sand
Price: $51MSRP: $170

Clarks - Steadwell Mid. Color Black Leather. On sale for $99.00. MSRP $110.00. 10% off.

Clarks Steadwell Mid

Clarks Steadwell Mid

Brand Name: Clarks
Product Name: Steadwell Mid
Gender: Men's
Color: Black Leather
Price: $99MSRP: $110

Stacy Adams - Maxwell Plain Toe Demi Boot. Color Cognac. On sale for $99.65. MSRP $125.00. 20% off. 4.6 out of 5 stars

Stacy Adams Maxwell Plain Toe Demi Boot

Stacy Adams Maxwell Plain Toe Demi Boot

Brand Name: Stacy Adams
Product Name: Maxwell Plain Toe Demi Boot
Gender: Men's
Color: Cognac
Price: $99.65MSRP: $125

Kenneth Cole - Wilhem. Color Mocha. On sale for $99.00. MSRP $164.95. 40% off.

Kenneth Cole Wilhem

Kenneth Cole Wilhem

Brand Name: Kenneth Cole
Product Name: Wilhem
Gender: Men's
Color: Mocha
Price: $99MSRP: $164.95

Kenneth Cole - Wilhem. Color Light Brown. On sale for $99.00. MSRP $164.95. 40% off.

Kenneth Cole Wilhem

Kenneth Cole Wilhem

Brand Name: Kenneth Cole
Product Name: Wilhem
Gender: Men's
Color: Light Brown
Price: $99MSRP: $164.95

Born - Ryker. Color Brown (Wood). On sale for $90.00. MSRP $150.00. 40% off. 1.0 out of 5 stars

Born Ryker

Born Ryker

Brand Name: Born
Product Name: Ryker
Gender: Men's
Color: Brown (Wood)
Price: $90MSRP: $150

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

Born Ryker

Born Ryker

Brand Name: Born
Product Name: Ryker
Gender: Men's
Color: Black
Price: $82.50MSRP: $150

Kenneth Cole - Captain Combat. Color Black. On sale for $100.78. MSRP $139.95. 28% off. 5.0 out of 5 stars

Kenneth Cole Captain Combat

Kenneth Cole Captain Combat

Brand Name: Kenneth Cole
Product Name: Captain Combat
Gender: Men's
Color: Black
Price: $100.78MSRP: $139.95

Deer Stags - Bangor. Color Redwood/Dark Brown. On sale for $50.04. MSRP $90.00. 44% off. 3.9 out of 5 stars

Deer Stags Bangor

Deer Stags Bangor

Brand Name: Deer Stags
Product Name: Bangor
Gender: Men's
Color: Redwood/Dark Brown
Price: $50.04MSRP: $90

Dr. Scholl's - Russell. Color Dark Brown Faux Leather. Low Stock. On sale for $59.50. MSRP $85.00. 30% off. 5.0 out of 5 stars

Low Stock

Dr. Scholl's Russell

Dr. Scholl's Russell

Brand Name: Dr. Scholl's
Product Name: Russell
Gender: Men's
Color: Dark Brown Faux Leather
Price: $59.50MSRP: $85

Kamik - Atwater. Color Medium Brown. Low Stock. On sale for $107.99. MSRP $119.99. 10% off. 5.0 out of 5 stars

Low Stock

Kamik Atwater

Kamik Atwater

Brand Name: Kamik
Product Name: Atwater
Gender: Men's
Color: Medium Brown
Price: $107.99MSRP: $119.99

ECCO - Metropole Milan Chukka Boots. Color Camel Suede. On sale for $157.22. MSRP $194.95. 19% off. 4.0 out of 5 stars

ECCO Metropole Milan Chukka Boots

ECCO Metropole Milan Chukka Boots

Brand Name: ECCO
Product Name: Metropole Milan Chukka Boots
Gender: Men's
Color: Camel Suede
Price: $157.22MSRP: $194.95

Hunter - Orford. Color Black. Low Stock. On sale for $90.00. MSRP $180.00. 50% off. 4.6 out of 5 stars

Low Stock

Hunter Orford

Hunter Orford

Brand Name: Hunter
Product Name: Orford
Gender: Men's
Color: Black
Price: $90MSRP: $180

SOREL - Cyprus Chelsea Waterproof. Color Khaki Ii/Jet. $125.00. 1.0 out of 5 stars

SOREL Cyprus Chelsea Waterproof

SOREL Cyprus Chelsea Waterproof

Brand Name: SOREL
Product Name: Cyprus Chelsea Waterproof
Gender: Men's
Color: Khaki Ii/Jet
Price: $125

Johnston & Murphy - Dudley Lug Zip Boot. Color Brown Waxed English Suede. Low Stock. On sale for $85.50. MSRP $285.00. 70% off.

Low Stock

Johnston & Murphy Dudley Lug Zip Boot

Johnston & Murphy Dudley Lug Zip Boot

Brand Name: Johnston & Murphy
Product Name: Dudley Lug Zip Boot
Gender: Men's
Color: Brown Waxed English Suede
Price: $85.50MSRP: $285

Nunn Bush - Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology. Color Black Tumbled. Low Stock. On sale for $34.50. MSRP $115.00. 70% off. 4.2 out of 5 stars

Low Stock

Nunn Bush Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology

Nunn Bush Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Black Tumbled
Price: $34.50MSRP: $115

Nunn Bush - Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology. Color Brown CH. Low Stock. On sale for $69.00. MSRP $115.00. 40% off. 4.2 out of 5 stars

Low Stock

Nunn Bush Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology

Nunn Bush Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Brown CH
Price: $69MSRP: $115

SOREL - Cyprus Chelsea Waterproof. Color Velvet Tan/Gum 10. $125.00. 1.0 out of 5 stars

SOREL Cyprus Chelsea Waterproof

SOREL Cyprus Chelsea Waterproof

Brand Name: SOREL
Product Name: Cyprus Chelsea Waterproof
Gender: Men's
Color: Velvet Tan/Gum 10
Price: $125

SOREL - Cyprus Chelsea Waterproof. Color Tobacco/Blackened Brown. Low Stock. $125.00. 1.0 out of 5 stars

Low Stock

SOREL Cyprus Chelsea Waterproof

SOREL Cyprus Chelsea Waterproof

Brand Name: SOREL
Product Name: Cyprus Chelsea Waterproof
Gender: Men's
Color: Tobacco/Blackened Brown
Price: $125

Kenneth Cole - Frank. Color Black Leather. Low Stock. On sale for $139.42. MSRP $184.95. 25% off.

Low Stock

Kenneth Cole Frank

Kenneth Cole Frank

Brand Name: Kenneth Cole
Product Name: Frank
Gender: Men's
Color: Black Leather
Price: $139.42MSRP: $184.95

Dr. Martens - 101 Unbound Leather Ankle Boot. Color Cashew. Low Stock. On sale for $144.00. MSRP $160.00. 10% off. 4.0 out of 5 stars

Low Stock

Dr. Martens 101 Unbound Leather Ankle Boot

Dr. Martens 101 Unbound Leather Ankle Boot

Brand Name: Dr. Martens
Product Name: 101 Unbound Leather Ankle Boot
Gender: Unisex
Color: Cashew
Price: $144MSRP: $160

Globe - Dover II Trek. Color Wheat/Gum/Summit. On sale for $87.46. MSRP $124.95. 30% off.

Globe Dover II Trek

Globe Dover II Trek

Brand Name: Globe
Product Name: Dover II Trek
Gender: Men's
Color: Wheat/Gum/Summit
Price: $87.46MSRP: $124.95