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Boots on Sale $50 & Under

Shop Boots Deals

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Size 8 Dress Comfort Shoes

22 items found

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Florsheim - Sorrento Wing Tip Oxford. Color Cognac Smooth. Low Stock. On sale for $65.25. MSRP $145.00. 55% off. 4.3 out of 5 stars

Low Stock

Florsheim Sorrento Wing Tip Oxford

Florsheim Sorrento Wing Tip Oxford

Brand Name: Florsheim
Product Name: Sorrento Wing Tip Oxford
Gender: Men's
Color: Cognac Smooth
Price: $65.25MSRP: $145

Kenneth Cole - Stan. Color Cognac. On sale for $69.30. MSRP $98.95. 30% off.

Kenneth Cole Stan

Kenneth Cole Stan

Brand Name: Kenneth Cole
Product Name: Stan
Gender: Men's
Color: Cognac
Price: $69.30MSRP: $98.95

Kenneth Cole - Lance. Color Black. On sale for $73.50. MSRP $104.95. 30% off.

Kenneth Cole Lance

Kenneth Cole Lance

Brand Name: Kenneth Cole
Product Name: Lance
Gender: Men's
Color: Black
Price: $73.50MSRP: $104.95

Florsheim - Norwalk Plain Toe Oxford. Color Navy. Low Stock. On sale for $65.00. MSRP $130.00. 50% off. 4.5 out of 5 stars

Low Stock

Florsheim Norwalk Plain Toe Oxford

Florsheim Norwalk Plain Toe Oxford

Brand Name: Florsheim
Product Name: Norwalk Plain Toe Oxford
Gender: Men's
Color: Navy
Price: $65MSRP: $130

Eastland 1955 Edition - DANTE. Color Natural. Low Stock. On sale for $52.50. MSRP $75.00. 30% off. 4.0 out of 5 stars

Low Stock

Eastland 1955 Edition DANTE

Eastland 1955 Edition DANTE

Brand Name: Eastland 1955 Edition
Product Name: DANTE
Gender: Men's
Color: Natural
Price: $52.50MSRP: $75

Born - Todd. Color Dark Brown. Low Stock. On sale for $74.75. MSRP $115.00. 35% off. 3.8 out of 5 stars

Low Stock

Born Todd

Born Todd

Brand Name: Born
Product Name: Todd
Gender: Men's
Color: Dark Brown
Price: $74.75MSRP: $115

Deer Stags - Matthew. Color Brown. On sale for $61.99. MSRP $85.00. 27% off. 4.3 out of 5 stars

Deer Stags Matthew

Deer Stags Matthew

Brand Name: Deer Stags
Product Name: Matthew
Gender: Men's
Color: Brown
Price: $61.99MSRP: $85

Kenneth Cole - Stan. Color Black. On sale for $69.30. MSRP $98.95. 30% off.

Kenneth Cole Stan

Kenneth Cole Stan

Brand Name: Kenneth Cole
Product Name: Stan
Gender: Men's
Color: Black
Price: $69.30MSRP: $98.95

Stacy Adams - Savian Velour Slip-On. Color Black. On sale for $55.52. MSRP $90.00. 38% off. 5.0 out of 5 stars

Stacy Adams Savian Velour Slip-On

Stacy Adams Savian Velour Slip-On

Brand Name: Stacy Adams
Product Name: Savian Velour Slip-On
Gender: Men's
Color: Black
Price: $55.52MSRP: $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

Nunn Bush - Chase Moccasin Toe Slip-On Lightweight Contemporary Loafer. Color Navy Multi. Low Stock. On sale for $63.00. MSRP $90.00. 30% off. 4.5 out of 5 stars

Low Stock

Nunn Bush Chase Moccasin Toe Slip-On Lightweight Contemporary Loafer

Nunn Bush Chase Moccasin Toe Slip-On Lightweight Contemporary Loafer

Brand Name: Nunn Bush
Product Name: Chase Moccasin Toe Slip-On Lightweight Contemporary Loafer
Gender: Men's
Color: Navy Multi
Price: $63MSRP: $90

Florsheim - Vibe Knit Plain Toe Oxford. Color Navy. On sale for $71.66. MSRP $110.00. 35% off. 4.7 out of 5 stars

Florsheim Vibe Knit Plain Toe Oxford

Florsheim Vibe Knit Plain Toe Oxford

Brand Name: Florsheim
Product Name: Vibe Knit Plain Toe Oxford
Gender: Men's
Color: Navy
Price: $71.66MSRP: $110

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

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

Florsheim - Vibe Wing Tip Oxford. Color Cognac 1. Low Stock. On sale for $60.00. MSRP $120.00. 50% off. 4.6 out of 5 stars

Low Stock

Florsheim Vibe Wing Tip Oxford

Florsheim Vibe Wing Tip Oxford

Brand Name: Florsheim
Product Name: Vibe Wing Tip Oxford
Gender: Men's
Color: Cognac 1
Price: $60MSRP: $120

Clarks - Whiddon Apron. Color Black Tumbled. Low Stock. On sale for $58.00. MSRP $95.00. 39% off.

Low Stock

Clarks Whiddon Apron

Clarks Whiddon Apron

Brand Name: Clarks
Product Name: Whiddon Apron
Gender: Men's
Color: Black Tumbled
Price: $58MSRP: $95

Eastland 1955 Edition - DANTE. Color Brown. Low Stock. On sale for $52.50. MSRP $75.00. 30% off. 4.0 out of 5 stars

Low Stock

Eastland 1955 Edition DANTE

Eastland 1955 Edition DANTE

Brand Name: Eastland 1955 Edition
Product Name: DANTE
Gender: Men's
Color: Brown
Price: $52.50MSRP: $75

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

Florsheim - Highland Canvas Plain Toe Oxford. Color Gray Canvas/White Sole. On sale for $73.56. MSRP $110.00. 33% off. 4.7 out of 5 stars

Florsheim Highland Canvas Plain Toe Oxford

Florsheim Highland Canvas Plain Toe Oxford

Brand Name: Florsheim
Product Name: Highland Canvas Plain Toe Oxford
Gender: Men's
Color: Gray Canvas/White Sole
Price: $73.56MSRP: $110

Florsheim - Highland Canvas Plain Toe Oxford. Color Sand Canvas/White Sole. On sale for $44.00. MSRP $110.00. 60% off. 4.7 out of 5 stars

Florsheim Highland Canvas Plain Toe Oxford

Florsheim Highland Canvas Plain Toe Oxford

Brand Name: Florsheim
Product Name: Highland Canvas Plain Toe Oxford
Gender: Men's
Color: Sand Canvas/White Sole
Price: $44MSRP: $110

Stacy Adams - Starleigh Rhinestone Slip-On. Color Black/Gold. On sale for $69.97. MSRP $90.00. 22% off. 4.5 out of 5 stars

Stacy Adams Starleigh Rhinestone Slip-On

Stacy Adams Starleigh Rhinestone Slip-On

Brand Name: Stacy Adams
Product Name: Starleigh Rhinestone Slip-On
Gender: Men's
Color: Black/Gold
Price: $69.97MSRP: $90

Stacy Adams - Starleigh Rhinestone Slip-On. Color Black. Low Stock. On sale for $69.97. MSRP $90.00. 22% off. 4.5 out of 5 stars

Low Stock

Stacy Adams Starleigh Rhinestone Slip-On

Stacy Adams Starleigh Rhinestone Slip-On

Brand Name: Stacy Adams
Product Name: Starleigh Rhinestone Slip-On
Gender: Men's
Color: Black
Price: $69.97MSRP: $90