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Boots on Sale $50 & Under

Shop Boots Deals

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Men's Size 8.5 Ankle Dress Shoes

17 items found

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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

Tommy Hilfiger - Rosell. Color Black. 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: Black
Price: $39.98MSRP: $79.95

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

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

Kenneth Cole - Frank. Color Black Leather. On sale for $111.00. MSRP $184.95. 40% off.

Kenneth Cole Frank

Kenneth Cole Frank

Brand Name: Kenneth Cole
Product Name: Frank
Gender: Men's
Color: Black Leather
Price: $111MSRP: $184.95

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

Kenneth Cole - Frank. Color Light Brown Leather. On sale for $111.00. MSRP $184.95. 40% off.

Kenneth Cole Frank

Kenneth Cole Frank

Brand Name: Kenneth Cole
Product Name: Frank
Gender: Men's
Color: Light Brown Leather
Price: $111MSRP: $184.95

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

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

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

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

MOON BOOT - Icon Low Quilt. Color Caramel. Low Stock. On sale for $279.00. MSRP $310.00. 10% off.

Low Stock

MOON BOOT Icon Low Quilt

MOON BOOT Icon Low Quilt

Brand Name: MOON BOOT
Product Name: Icon Low Quilt
Gender: Unisex
Color: Caramel
Price: $279MSRP: $310

Bruno Magli - Raging Boots. Color Black. On sale for $270.00. MSRP $450.00. 40% 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: $270MSRP: $450

Johnston & Murphy - Dudley Lug Wingtip Boots. Color Tan Multi Calfskin. Low Stock. On sale for $295.20. MSRP $328.00. 10% off. 3.0 out of 5 stars

Low Stock

Johnston & Murphy Dudley Lug Wingtip Boots

Johnston & Murphy Dudley Lug Wingtip Boots

Brand Name: Johnston & Murphy
Product Name: Dudley Lug Wingtip Boots
Gender: Men's
Color: Tan Multi Calfskin
Price: $295.20MSRP: $328