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Boots on Sale $50 & Under

Shop Boots Deals

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Medium Size Dress Round Toe Boots

27 items found

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Tommy Hilfiger - Rosell. Color Black. On sale for $50.66. MSRP $79.95. 37% off.

Tommy Hilfiger Rosell

Tommy Hilfiger Rosell

Brand Name: Tommy Hilfiger
Product Name: Rosell
Gender: Men's
Color: Black
Price: $50.66MSRP: $79.95

Kenneth Cole - Captain Combat. Color Medium Brown. On sale for $84.00. MSRP $139.95. 40% 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: Medium Brown
Price: $84MSRP: $139.95

Martin Dingman - McKinley Wingtip Boot. Color Oak. Low Stock. On sale for $118.50. MSRP $395.00. 70% off.

Low Stock

Martin Dingman McKinley Wingtip Boot

Martin Dingman McKinley Wingtip Boot

Brand Name: Martin Dingman
Product Name: McKinley Wingtip Boot
Gender: Men's
Color: Oak
Price: $118.50MSRP: $395

Tommy Hilfiger - Rosell. Color Brown. On sale for $39.98. MSRP $79.95. 50% off.

Tommy Hilfiger Rosell

Tommy Hilfiger Rosell

Brand Name: Tommy Hilfiger
Product Name: Rosell
Gender: Men's
Color: Brown
Price: $39.98MSRP: $79.95

Tommy Hilfiger - Rosell. Color Medium Brown. Low Stock. On sale for $71.95. MSRP $79.95. 10% off.

Low Stock

Tommy Hilfiger Rosell

Tommy Hilfiger Rosell

Brand Name: Tommy Hilfiger
Product Name: Rosell
Gender: Men's
Color: Medium Brown
Price: $71.95MSRP: $79.95

Dr. Scholl's - Russell. Color Dark Brown Faux Leather. Low Stock. On sale for $62.63. MSRP $85.00. 26% 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: $62.63MSRP: $85

Roper - Gumsticker Romeo. Color Brown. Low Stock. On sale for $57.14. MSRP $126.99. 55% off.

Low Stock

Roper Gumsticker Romeo

Roper Gumsticker Romeo

Brand Name: Roper
Product Name: Gumsticker Romeo
Gender: Men's
Color: Brown
Price: $57.14MSRP: $126.99

Magnanni - Loda. Color Bone Suede. Low Stock. On sale for $261.25. MSRP $475.00. 45% off.

Low Stock

Magnanni Loda

Magnanni Loda

Brand Name: Magnanni
Product Name: Loda
Gender: Men's
Color: Bone Suede
Price: $261.25MSRP: $475

Nunn Bush - Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology. Color Brown CH. On sale for $110.00. MSRP $115.00. 4% 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: $110MSRP: $115

Josef Seibel - Earl 08. Color Camel. Low Stock. On sale for $87.50. MSRP $175.00. 50% off. 4.0 out of 5 stars

Low Stock

Josef Seibel Earl 08

Josef Seibel Earl 08

Brand Name: Josef Seibel
Product Name: Earl 08
Gender: Men's
Color: Camel
Price: $87.50MSRP: $175

Clarks - Shepton. Color Sand Suede. On sale for $71.50. MSRP $110.00. 35% off. 1.8 out of 5 stars

Clarks Shepton

Clarks Shepton

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

Johnston & Murphy - Dudley Lug Zip Boot. Color Brown Waxed English Suede. Low Stock. On sale for $171.00. MSRP $285.00. 40% 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: $171MSRP: $285

Nunn Bush - Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology. Color Black Tumbled. Low Stock. On sale for $80.50. MSRP $115.00. 30% 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: $80.50MSRP: $115

Nunn Bush - Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology. Color Brown CH. Low Stock. On sale for $102.15. MSRP $115.00. 11% 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: Brown CH
Price: $102.15MSRP: $115

Dr. Martens - Sinclair Leather Platform Boots. Color Dark Taupe. On sale for $178.50. MSRP $210.00. 15% off.

Dr. Martens Sinclair Leather Platform Boots

Dr. Martens Sinclair Leather Platform Boots

Brand Name: Dr. Martens
Product Name: Sinclair Leather Platform Boots
Gender: Unisex
Color: Dark Taupe
Price: $178.50MSRP: $210

Clarks - Whiddon Zip. Color Waterproof Black Leather. Low Stock. On sale for $84.17. MSRP $120.00. 30% off. 3.3 out of 5 stars

Low Stock

Clarks Whiddon Zip

Clarks Whiddon Zip

Brand Name: Clarks
Product Name: Whiddon Zip
Gender: Men's
Color: Waterproof Black Leather
Price: $84.17MSRP: $120

Tommy Hilfiger - Risten. Color Black. Low Stock. On sale for $35.97. MSRP $79.95. 55% off.

Low Stock

Tommy Hilfiger Risten

Tommy Hilfiger Risten

Brand Name: Tommy Hilfiger
Product Name: Risten
Gender: Men's
Color: Black
Price: $35.97MSRP: $79.95

Dr. Scholl's - Russell. Color Black Faux Leather. Low Stock. On sale for $58.49. MSRP $85.00. 31% 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: Black Faux Leather
Price: $58.49MSRP: $85

Dr. Martens - Anistone Lo Leather Boots. Color Sand. On sale for $127.50. MSRP $170.00. 25% off. 2.0 out of 5 stars

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: $127.50MSRP: $170

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

Frye - Barrett Lace Up. Color Black. On sale for $223.20. MSRP $248.00. 10% off. 5.0 out of 5 stars

Frye Barrett Lace Up

Frye Barrett Lace Up

Brand Name: Frye
Product Name: Barrett Lace Up
Gender: Men's
Color: Black
Price: $223.20MSRP: $248

Milwaukee Boot Company - Clybourn Chelsea Boot. Color Tan. Low Stock. On sale for $172.25. MSRP $265.00. 35% off. 4.2 out of 5 stars

Low Stock

Milwaukee Boot Company Clybourn Chelsea Boot

Milwaukee Boot Company Clybourn Chelsea Boot

Brand Name: Milwaukee Boot Company
Product Name: Clybourn Chelsea Boot
Gender: Men's
Color: Tan
Price: $172.25MSRP: $265

Stacy Adams - Martindale Chukka Boot. Color Bordeaux. Low Stock. On sale for $58.50. MSRP $130.00. 55% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Martindale Chukka Boot

Stacy Adams Martindale Chukka Boot

Brand Name: Stacy Adams
Product Name: Martindale Chukka Boot
Gender: Men's
Color: Bordeaux
Price: $58.50MSRP: $130

Bruno Magli - Raging Boots. Color Black. On sale for $315.00. MSRP $450.00. 30% off. 4.0 out of 5 stars

Bruno Magli Raging Boots

Bruno Magli Raging Boots

Brand Name: Bruno Magli
Product Name: Raging Boots
Gender: Men's
Color: Black
Price: $315MSRP: $450

Eastland 1955 Edition - Baxter. Color Black. Low Stock. On sale for $87.75. MSRP $135.00. 35% off.

Low Stock

Eastland 1955 Edition Baxter

Eastland 1955 Edition Baxter

Brand Name: Eastland 1955 Edition
Product Name: Baxter
Gender: Men's
Color: Black
Price: $87.75MSRP: $135

Dansko - Carmella. Color Black Burnished Suede. Low Stock. On sale for $61.23. MSRP $174.95. 65% off. 4.4 out of 5 stars

Low Stock

Dansko Carmella

Dansko Carmella

Brand Name: Dansko
Product Name: Carmella
Gender: Women's
Color: Black Burnished Suede
Price: $61.23MSRP: $174.95

Dansko - Lizanne. Color Tan Oiled Pull Up. Low Stock. On sale for $166.45. MSRP $184.95. 10% off. 3.6 out of 5 stars

Low Stock

Dansko Lizanne

Dansko Lizanne

Brand Name: Dansko
Product Name: Lizanne
Gender: Women's
Color: Tan Oiled Pull Up
Price: $166.45MSRP: $184.95