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Boots on Sale $50 & Under

Shop Boots Deals

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Men's Stacked Heel Leather Round Toe Products

29 items found

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Nunn Bush - Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology. Color Brown CH. Low Stock. On sale for $34.50. MSRP $115.00. 70% 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: $34.50MSRP: $115

Dr. Martens - 1460 Crazy Horse Leather Boots. Color Brown Crazy Horse. Low Stock. $169.99. 4.3 out of 5 stars

Low Stock

Dr. Martens 1460 Crazy Horse Leather Boots

Dr. Martens 1460 Crazy Horse Leather Boots

Brand Name: Dr. Martens
Product Name: 1460 Crazy Horse Leather Boots
Gender: Unisex
Color: Brown Crazy Horse
Price: $169.99

Nunn Bush - Odell Wingtip Boot with KORE Walking Comfort Technology. Color Brown CH. Low Stock. On sale for $34.50. MSRP $115.00. 70% off. 4.2 out of 5 stars

Low Stock

Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Odell Wingtip Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Brown CH
Price: $34.50MSRP: $115

Johnston & Murphy - Richland Monk Strap. Color Black Full Grain. On sale for $115.50. MSRP $165.00. 30% off. 1.0 out of 5 stars

Johnston & Murphy Richland Monk Strap

Johnston & Murphy Richland Monk Strap

Brand Name: Johnston & Murphy
Product Name: Richland Monk Strap
Gender: Men's
Color: Black Full Grain
Price: $115.50MSRP: $165

Clarks - Whiddon Cap. Color Mahogany Leather. On sale for $76.00. MSRP $95.00. 20% off. 3.8 out of 5 stars

Clarks Whiddon Cap

Clarks Whiddon Cap

Brand Name: Clarks
Product Name: Whiddon Cap
Gender: Men's
Color: Mahogany Leather
Price: $76MSRP: $95

COACH - Cooper Loafer. Color Black. $275.00.

COACH Cooper Loafer

COACH Cooper Loafer

Brand Name: COACH
Product Name: Cooper Loafer
Gender: Men's
Color: Black
Price: $275

Rockport - Total Motion Dressport Penny. Color Black. Low Stock. On sale for $117.00. MSRP $130.00. 10% off. 4.4 out of 5 stars

Low Stock

Rockport Total Motion Dressport Penny

Rockport Total Motion Dressport Penny

Brand Name: Rockport
Product Name: Total Motion Dressport Penny
Gender: Men's
Color: Black
Price: $117MSRP: $130

Clarks - Clarkslite Tie. Color Black Combi. Low Stock. On sale for $89.91. MSRP $100.00. 10% off.

Low Stock

Clarks Clarkslite Tie

Clarks Clarkslite Tie

Brand Name: Clarks
Product Name: Clarkslite Tie
Gender: Men's
Color: Black Combi
Price: $89.91MSRP: $100

Stacy Adams - Preston Lace Up Oxford. Color Ice. Low Stock. On sale for $39.00. MSRP $130.00. 70% off. 4.4 out of 5 stars

Low Stock

Stacy Adams Preston Lace Up Oxford

Stacy Adams Preston Lace Up Oxford

Brand Name: Stacy Adams
Product Name: Preston Lace Up Oxford
Gender: Men's
Color: Ice
Price: $39MSRP: $130

Stacy Adams - Preston Lace Up Oxford. Color Black. Low Stock. On sale for $110.39. MSRP $130.00. 15% off. 4.4 out of 5 stars

Low Stock

Stacy Adams Preston Lace Up Oxford

Stacy Adams Preston Lace Up Oxford

Brand Name: Stacy Adams
Product Name: Preston Lace Up Oxford
Gender: Men's
Color: Black
Price: $110.39MSRP: $130

Johnston & Murphy - Upton Venetian. Color Tan Full Grain 1. Low Stock. On sale for $99.99. MSRP $149.00. 33% off. 4.1 out of 5 stars

Low Stock

Johnston & Murphy Upton Venetian

Johnston & Murphy Upton Venetian

Brand Name: Johnston & Murphy
Product Name: Upton Venetian
Gender: Men's
Color: Tan Full Grain 1
Price: $99.99MSRP: $149

Dr. Martens - 1461 Quad II. Color Charcoal Grey. On sale for $136.72. MSRP $170.00. 20% off. 5.0 out of 5 stars

Dr. Martens 1461 Quad II

Dr. Martens 1461 Quad II

Brand Name: Dr. Martens
Product Name: 1461 Quad II
Gender: Unisex
Color: Charcoal Grey
Price: $136.72MSRP: $170

Nunn Bush - Centro Flex Wing Tip Oxford. Color Brown Crazy Horse. Low Stock. On sale for $79.95. MSRP $110.00. 27% off. 4.3 out of 5 stars

Low Stock

Nunn Bush Centro Flex Wing Tip Oxford

Nunn Bush Centro Flex Wing Tip Oxford

Brand Name: Nunn Bush
Product Name: Centro Flex Wing Tip Oxford
Gender: Men's
Color: Brown Crazy Horse
Price: $79.95MSRP: $110

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 - Highland Plain Toe Oxford. Color Cognac Smooth/White Sole. On sale for $102.00. MSRP $120.00. 15% off. 4.4 out of 5 stars

Florsheim Highland Plain Toe Oxford

Florsheim Highland Plain Toe Oxford

Brand Name: Florsheim
Product Name: Highland Plain Toe Oxford
Gender: Men's
Color: Cognac Smooth/White Sole
Price: $102MSRP: $120

Eastland 1955 Edition - Chimney Pond. Color Black. Low Stock. On sale for $65.25. MSRP $145.00. 55% off. 5.0 out of 5 stars

Low Stock

Eastland 1955 Edition Chimney Pond

Eastland 1955 Edition Chimney Pond

Brand Name: Eastland 1955 Edition
Product Name: Chimney Pond
Gender: Men's
Color: Black
Price: $65.25MSRP: $145

Dockers - Whitworth. Color Butterscotch. Low Stock. On sale for $25.50. MSRP $85.00. 70% off.

Low Stock

Dockers Whitworth

Dockers Whitworth

Brand Name: Dockers
Product Name: Whitworth
Gender: Men's
Color: Butterscotch
Price: $25.50MSRP: $85

Dockers - Whitworth. Color Antique Brown. On sale for $51.00. MSRP $85.00. 40% off.

Dockers Whitworth

Dockers Whitworth

Brand Name: Dockers
Product Name: Whitworth
Gender: Men's
Color: Antique Brown
Price: $51MSRP: $85

Johnston & Murphy - Cormac Cap Toe. Color Black Italian Calfskin. Low Stock. On sale for $136.00. MSRP $295.00. 54% off. 4.7 out of 5 stars

Low Stock

Johnston & Murphy Cormac Cap Toe

Johnston & Murphy Cormac Cap Toe

Brand Name: Johnston & Murphy
Product Name: Cormac Cap Toe
Gender: Men's
Color: Black Italian Calfskin
Price: $136MSRP: $295

Clarks - Maplewalk Moc. Color Black Combi. Low Stock. On sale for $67.00. MSRP $120.00. 44% off. 3.9 out of 5 stars

Low Stock

Clarks Maplewalk Moc

Clarks Maplewalk Moc

Brand Name: Clarks
Product Name: Maplewalk Moc
Gender: Men's
Color: Black Combi
Price: $67MSRP: $120

Johnston & Murphy - Dudley Lug Zip Boot. Color Brown Waxed English Suede. Low Stock. On sale for $85.50. MSRP $285.00. 70% 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: $85.50MSRP: $285

La Canadienne - Alessio. Color Navy Suede. Low Stock. On sale for $87.50. MSRP $350.00. 75% off.

Low Stock

La Canadienne Alessio

La Canadienne Alessio

Brand Name: La Canadienne
Product Name: Alessio
Gender: Men's
Color: Navy Suede
Price: $87.50MSRP: $350

Johnston & Murphy - Cormac Cap Toe. Color Brown/Tan Italian Calfskin. Low Stock. On sale for $68.97. MSRP $229.90. 70% off. 4.7 out of 5 stars

Low Stock

Johnston & Murphy Cormac Cap Toe

Johnston & Murphy Cormac Cap Toe

Brand Name: Johnston & Murphy
Product Name: Cormac Cap Toe
Gender: Men's
Color: Brown/Tan Italian Calfskin
Price: $68.97MSRP: $229.90

Steve Madden - Abott. Color Black. On sale for $118.79. MSRP $130.00. 9% off. 5.0 out of 5 stars

Steve Madden Abott

Steve Madden Abott

Brand Name: Steve Madden
Product Name: Abott
Gender: Men's
Color: Black
Price: $118.79MSRP: $130

Cole Haan - Pinch Prep Penny Loafer. Color Dark Chocolate BOX Brush Off/Black. On sale for $120.00. MSRP $140.00. 14% off. 3.9 out of 5 stars

Cole Haan Pinch Prep Penny Loafer

Cole Haan Pinch Prep Penny Loafer

Brand Name: Cole Haan
Product Name: Pinch Prep Penny Loafer
Gender: Men's
Color: Dark Chocolate BOX Brush Off/Black
Price: $120MSRP: $140

Cole Haan - Pinch Prep Penny Loafer. Color Birchbeige Suede/Dark Chocolate. On sale for $119.77. MSRP $130.00. 8% off. 3.9 out of 5 stars

Cole Haan Pinch Prep Penny Loafer

Cole Haan Pinch Prep Penny Loafer

Brand Name: Cole Haan
Product Name: Pinch Prep Penny Loafer
Gender: Men's
Color: Birchbeige Suede/Dark Chocolate
Price: $119.77MSRP: $130

Johnston & Murphy - Hartley Wingtip Boot. Color Snuff Italian Suede. Low Stock. On sale for $97.50. MSRP $325.00. 70% off.

Low Stock

Johnston & Murphy Hartley Wingtip Boot

Johnston & Murphy Hartley Wingtip Boot

Brand Name: Johnston & Murphy
Product Name: Hartley Wingtip Boot
Gender: Men's
Color: Snuff Italian Suede
Price: $97.50MSRP: $325

Rockport - Total Motion Dressport Slip-On. Color Tan. Low Stock. On sale for $56.22. MSRP $124.95. 55% off. 2.6 out of 5 stars

Low Stock

Rockport Total Motion Dressport Slip-On

Rockport Total Motion Dressport Slip-On

Brand Name: Rockport
Product Name: Total Motion Dressport Slip-On
Gender: Men's
Color: Tan
Price: $56.22MSRP: $124.95

Dr. Martens - Combs Jungle Zip Casual Boots. Color Dark Khaki. On sale for $42.00. MSRP $140.00. 70% off. 3.4 out of 5 stars

Dr. Martens Combs Jungle Zip Casual Boots

Dr. Martens Combs Jungle Zip Casual Boots

Brand Name: Dr. Martens
Product Name: Combs Jungle Zip Casual Boots
Gender: Unisex
Color: Dark Khaki
Price: $42MSRP: $140