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Boots on Sale $50 & Under

Shop Boots Deals

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ben sherman brent plain toe boot

18 items found

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Ben Sherman - Countryside Chukka. Color Taupe. Low Stock. On sale for $27.00. MSRP $90.00. 70% off. 3.0 out of 5 stars

Low Stock

Ben Sherman Countryside Chukka

Ben Sherman Countryside Chukka

Brand Name: Ben Sherman
Product Name: Countryside Chukka
Gender: Men's
Color: Taupe
Price: $27MSRP: $90

Nunn Bush - Otto Plain Toe Chukka Boots. Color Gray. Low Stock. On sale for $79.95. MSRP $120.00. 33% off. 4.1 out of 5 stars

Low Stock

Nunn Bush Otto Plain Toe Chukka Boots

Nunn Bush Otto Plain Toe Chukka Boots

Brand Name: Nunn Bush
Product Name: Otto Plain Toe Chukka Boots
Gender: Men's
Color: Gray
Price: $79.95MSRP: $120

Dunham - 8000 Works 6 in Plain Toe Waterproof Boot. Color Dark Grey Leather. Low Stock. On sale for $73.82. MSRP $194.95. 62% off. 4.0 out of 5 stars

Low Stock

Dunham 8000 Works 6 in Plain Toe Waterproof Boot

Dunham 8000 Works 6 in Plain Toe Waterproof Boot

Brand Name: Dunham
Product Name: 8000 Works 6 in Plain Toe Waterproof Boot
Gender: Men's
Color: Dark Grey Leather
Price: $73.82MSRP: $194.95

Nunn Bush - 1912 Waterproof Plain Toe Boot. Color Black. Low Stock. On sale for $103.50. MSRP $115.00. 10% off. 4.6 out of 5 stars

Low Stock

Nunn Bush 1912 Waterproof Plain Toe Boot

Nunn Bush 1912 Waterproof Plain Toe Boot

Brand Name: Nunn Bush
Product Name: 1912 Waterproof Plain Toe Boot
Gender: Men's
Color: Black
Price: $103.50MSRP: $115

Florsheim - Norwalk Plain Toe Lace-Up Boot. Color Brown Crazy Horse. Low Stock. On sale for $138.61. MSRP $155.00. 11% off. 4.7 out of 5 stars

Low Stock

Florsheim Norwalk Plain Toe Lace-Up Boot

Florsheim Norwalk Plain Toe Lace-Up Boot

Brand Name: Florsheim
Product Name: Norwalk Plain Toe Lace-Up Boot
Gender: Men's
Color: Brown Crazy Horse
Price: $138.61MSRP: $155

Florsheim - Norwalk Plain Toe Lace-Up Boot. Color Black Milled Nubuck. Low Stock. On sale for $134.51. MSRP $155.00. 13% off. 4.7 out of 5 stars

Low Stock

Florsheim Norwalk Plain Toe Lace-Up Boot

Florsheim Norwalk Plain Toe Lace-Up Boot

Brand Name: Florsheim
Product Name: Norwalk Plain Toe Lace-Up Boot
Gender: Men's
Color: Black Milled Nubuck
Price: $134.51MSRP: $155

Nunn Bush - Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology. Color Brown CH. On sale for $98.01. MSRP $115.00. 15% off. 4.2 out of 5 stars

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: $98.01MSRP: $115

Cole Haan - American Classics Plain Toe Boot Waterproof. Color British Tan/A. Low Stock. On sale for $159.35. MSRP $210.00. 24% off. 4.4 out of 5 stars

Low Stock

Cole Haan American Classics Plain Toe Boot Waterproof

Cole Haan American Classics Plain Toe Boot Waterproof

Brand Name: Cole Haan
Product Name: American Classics Plain Toe Boot Waterproof
Gender: Men's
Color: British Tan/A
Price: $159.35MSRP: $210

Stacy Adams - Maxwell Plain Toe Demi Boot. Color Cognac. On sale for $93.50. MSRP $125.00. 25% 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: $93.50MSRP: $125

Cole Haan - American Classics Plain Toe Boot Waterproof. Color Morel Suede/Golden Honey/Waterproof. Low Stock. On sale for $147.00. MSRP $210.00. 30% off. 4.4 out of 5 stars

Low Stock

Cole Haan American Classics Plain Toe Boot Waterproof

Cole Haan American Classics Plain Toe Boot Waterproof

Brand Name: Cole Haan
Product Name: American Classics Plain Toe Boot Waterproof
Gender: Men's
Color: Morel Suede/Golden Honey/Waterproof
Price: $147MSRP: $210

Nunn Bush - 1912 Plain Toe Boot. Color Brown Crazy Horse. Low Stock. On sale for $57.50. MSRP $115.00. 50% off. 4.1 out of 5 stars

Low Stock

Nunn Bush 1912 Plain Toe Boot

Nunn Bush 1912 Plain Toe Boot

Brand Name: Nunn Bush
Product Name: 1912 Plain Toe Boot
Gender: Men's
Color: Brown Crazy Horse
Price: $57.50MSRP: $115

Nunn Bush - Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology. Color Black Tumbled. Low Stock. On sale for $57.50. MSRP $115.00. 50% off. 4.3 out of 5 stars

Low Stock

Nunn Bush Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology

Nunn Bush Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Black Tumbled
Price: $57.50MSRP: $115

Johnston & Murphy - Dudley Lug Plain Toe Boot. Color Brown. Low Stock. On sale for $142.50. MSRP $285.00. 50% off.

Low Stock

Johnston & Murphy Dudley Lug Plain Toe Boot

Johnston & Murphy Dudley Lug Plain Toe Boot

Brand Name: Johnston & Murphy
Product Name: Dudley Lug Plain Toe Boot
Gender: Men's
Color: Brown
Price: $142.50MSRP: $285

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

Rockport Northfield Waterproof Boots

Rockport Northfield Waterproof Boots

Brand Name: Rockport
Product Name: Northfield Waterproof Boots
Gender: Men's
Color: Chocolate
Price: $99.95MSRP: $159.95

Stacy Adams - Eastmont Elastic Lace Boots. Color Cognac. Low Stock. On sale for $56.00. MSRP $140.00. 60% off. 4.0 out of 5 stars

Low Stock

Stacy Adams Eastmont Elastic Lace Boots

Stacy Adams Eastmont Elastic Lace Boots

Brand Name: Stacy Adams
Product Name: Eastmont Elastic Lace Boots
Gender: Men's
Color: Cognac
Price: $56MSRP: $140

Stacy Adams - Gabriel Chelsea Boot. Color Mushroom. Low Stock. On sale for $97.15. MSRP $130.00. 25% off. 4.2 out of 5 stars

Low Stock

Stacy Adams Gabriel Chelsea Boot

Stacy Adams Gabriel Chelsea Boot

Brand Name: Stacy Adams
Product Name: Gabriel Chelsea Boot
Gender: Men's
Color: Mushroom
Price: $97.15MSRP: $130

Kenneth Cole - Winston. Color Mocha Multi. On sale for $110.60. MSRP $159.95. 31% off.

Kenneth Cole Winston

Kenneth Cole Winston

Brand Name: Kenneth Cole
Product Name: Winston
Gender: Men's
Color: Mocha Multi
Price: $110.60MSRP: $159.95

Kenneth Cole - Winston. Color Dark Brown Multi. On sale for $109.93. MSRP $159.95. 31% off.

Kenneth Cole Winston

Kenneth Cole Winston

Brand Name: Kenneth Cole
Product Name: Winston
Gender: Men's
Color: Dark Brown Multi
Price: $109.93MSRP: $159.95