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Boots on Sale $50 & Under

Shop Boots Deals

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ben sherman brent plain toe boot

19 items found

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Ben Sherman - Dirk Chukka. Color Tan PU. Low Stock. On sale for $84.00. MSRP $120.00. 30% off.

Low Stock

Ben Sherman Dirk Chukka

Ben Sherman Dirk Chukka

Brand Name: Ben Sherman
Product Name: Dirk Chukka
Gender: Men's
Color: Tan PU
Price: $84MSRP: $120

Ben Sherman - Birk Chelsea. Color Tan Leather. Low Stock. On sale for $52.00. MSRP $145.00. 64% off. 4.4 out of 5 stars

Low Stock

Ben Sherman Birk Chelsea

Ben Sherman Birk Chelsea

Brand Name: Ben Sherman
Product Name: Birk Chelsea
Gender: Men's
Color: Tan Leather
Price: $52MSRP: $145

Nunn Bush - Otto Plain Toe Chukka Boots. Color Gray. Low Stock. On sale for $79.98. 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: $79.98MSRP: $120

Johnston & Murphy - Bolivar Plain Toe Boots. Color Snuff Italian Suede. Low Stock. On sale for $213.75. MSRP $285.00. 25% off.

Low Stock

Johnston & Murphy Bolivar Plain Toe Boots

Johnston & Murphy Bolivar Plain Toe Boots

Brand Name: Johnston & Murphy
Product Name: Bolivar Plain Toe Boots
Gender: Men's
Color: Snuff Italian Suede
Price: $213.75MSRP: $285

Florsheim - Norwalk Plain Toe Lace-Up Boot. Color Brown Crazy Horse. Low Stock. On sale for $142.44. MSRP $155.00. 8% 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: $142.44MSRP: $155

Cole Haan - American Classics Plain Toe Boot Waterproof. Color Morel Suede/Golden Honey/Waterproof. Low Stock. On sale for $189.00. MSRP $210.00. 10% 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: $189MSRP: $210

Florsheim - Norwalk Plain Toe Lace-Up Boot. Color Black Milled Nubuck. Low Stock. On sale for $125.33. MSRP $155.00. 19% 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: $125.33MSRP: $155

Nunn Bush - Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology. Color Brown CH. On sale for $92.15. MSRP $115.00. 20% 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: $92.15MSRP: $115

Stacy Adams - Maxwell Plain Toe Demi Boot. Color Cognac. On sale for $88.00. MSRP $125.00. 30% 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: $88MSRP: $125

Cole Haan - American Classics Plain Toe Boot Waterproof. Color Black/Black Waterproof. Low Stock. On sale for $119.95. MSRP $210.00. 43% 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: Black/Black Waterproof
Price: $119.95MSRP: $210

Cole Haan - American Classics Plain Toe Boot Waterproof. Color British Tan/A. Low Stock. On sale for $117.00. MSRP $210.00. 44% 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: $117MSRP: $210

Nunn Bush - Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology. Color Black Tumbled. Low Stock. On sale for $40.25. MSRP $115.00. 65% 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: $40.25MSRP: $115

Stacy Adams - Gabriel Chelsea Boot. Color Chocolate Suede. Low Stock. On sale for $87.00. MSRP $130.00. 33% 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: Chocolate Suede
Price: $87MSRP: $130

Stacy Adams - Gabriel Chelsea Boot. Color Mushroom. Low Stock. On sale for $81.90. MSRP $130.00. 37% 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: $81.90MSRP: $130

Florsheim - Renegade 4-Eye Boot. Color Black Crazy Horse. Low Stock. On sale for $70.00. MSRP $140.00. 50% off. 4.7 out of 5 stars

Low Stock

Florsheim Renegade 4-Eye Boot

Florsheim Renegade 4-Eye Boot

Brand Name: Florsheim
Product Name: Renegade 4-Eye Boot
Gender: Men's
Color: Black Crazy Horse
Price: $70MSRP: $140

Eastland 1955 Edition - Finn. Color Tan. Low Stock. On sale for $72.00. MSRP $90.00. 20% off.

Low Stock

Eastland 1955 Edition Finn

Eastland 1955 Edition Finn

Brand Name: Eastland 1955 Edition
Product Name: Finn
Gender: Men's
Color: Tan
Price: $72MSRP: $90

Clarks - Atticus LT Top. Color Black Leather. Low Stock. On sale for $89.70. MSRP $130.00. 31% off. 5.0 out of 5 stars

Low Stock

Clarks Atticus LT Top

Clarks Atticus LT Top

Brand Name: Clarks
Product Name: Atticus LT Top
Gender: Men's
Color: Black Leather
Price: $89.70MSRP: $130

Eastland 1955 Edition - Allagash Standard. Color Peanut. On sale for $87.00. MSRP $145.00. 40% off.

Eastland 1955 Edition Allagash Standard

Eastland 1955 Edition Allagash Standard

Brand Name: Eastland 1955 Edition
Product Name: Allagash Standard
Gender: Men's
Color: Peanut
Price: $87MSRP: $145

Tommy Hilfiger - Natash. Color Black. Low Stock. On sale for $54.50. MSRP $109.00. 50% off.

Low Stock

Tommy Hilfiger Natash

Tommy Hilfiger Natash

Brand Name: Tommy Hilfiger
Product Name: Natash
Gender: Men's
Color: Black
Price: $54.50MSRP: $109