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Boots on Sale $50 & Under

Shop Boots Deals

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Size 8.5 Stacked Heel Casual Shoes On Sale

26 items found

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Kenneth Cole - Hulard. Color Black. On sale for $77.40. MSRP $128.95. 40% off.

Kenneth Cole Hulard

Kenneth Cole Hulard

Brand Name: Kenneth Cole
Product Name: Hulard
Gender: Men's
Color: Black
Price: $77.40MSRP: $128.95

Dansko - Delphine. Color Black Waterproof Burnished. On sale for $135.16. MSRP $219.95. 39% off. 3.5 out of 5 stars

Dansko Delphine

Dansko Delphine

Brand Name: Dansko
Product Name: Delphine
Gender: Women's
Color: Black Waterproof Burnished
Price: $135.16MSRP: $219.95

Dansko - Delphine. Color Stone Waterproof Nubuck. On sale for $134.48. MSRP $219.95. 39% off. 3.5 out of 5 stars

Dansko Delphine

Dansko Delphine

Brand Name: Dansko
Product Name: Delphine
Gender: Women's
Color: Stone Waterproof Nubuck
Price: $134.48MSRP: $219.95

COACH - Declan Loafer. Color Black. Low Stock. On sale for $213.75. MSRP $250.00. 15% off. 4.8 out of 5 stars

Low Stock

COACH Declan Loafer

COACH Declan Loafer

Brand Name: COACH
Product Name: Declan Loafer
Gender: Men's
Color: Black
Price: $213.75MSRP: $250

Florsheim - Renegade 4-Eye Boot. Color Black Crazy Horse. Low Stock. On sale for $70.00. MSRP $140.00. 50% off. 4.8 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

Florsheim - Norwalk Wingtip Oxford. Color Brown Crazy Horse. On sale for $108.71. MSRP $130.00. 16% off. 4.5 out of 5 stars

Florsheim Norwalk Wingtip Oxford

Florsheim Norwalk Wingtip Oxford

Brand Name: Florsheim
Product Name: Norwalk Wingtip Oxford
Gender: Men's
Color: Brown Crazy Horse
Price: $108.71MSRP: $130

Magnanni - Macsen. Color Tabaco. On sale for $427.50. MSRP $475.00. 10% off.

Magnanni Macsen

Magnanni Macsen

Brand Name: Magnanni
Product Name: Macsen
Gender: Men's
Color: Tabaco
Price: $427.50MSRP: $475

Florsheim - Norwalk Wingtip Oxford. Color Black Crazy Horse. Low Stock. On sale for $110.50. MSRP $130.00. 15% off. 4.5 out of 5 stars

Low Stock

Florsheim Norwalk Wingtip Oxford

Florsheim Norwalk Wingtip Oxford

Brand Name: Florsheim
Product Name: Norwalk Wingtip Oxford
Gender: Men's
Color: Black Crazy Horse
Price: $110.50MSRP: $130

Kenneth Cole - Hulard. Color Medium Brown. On sale for $86.18. MSRP $128.95. 33% off.

Kenneth Cole Hulard

Kenneth Cole Hulard

Brand Name: Kenneth Cole
Product Name: Hulard
Gender: Men's
Color: Medium Brown
Price: $86.18MSRP: $128.95

Stacy Adams - Valet Velour Slip-On Loafer. Color Dark Blue. Low Stock. On sale for $74.02. MSRP $105.00. 30% off. 4.5 out of 5 stars

Low Stock

Stacy Adams Valet Velour Slip-On Loafer

Stacy Adams Valet Velour Slip-On Loafer

Brand Name: Stacy Adams
Product Name: Valet Velour Slip-On Loafer
Gender: Men's
Color: Dark Blue
Price: $74.02MSRP: $105

Magnanni - Daren. Color Cognac. On sale for $393.75. MSRP $525.00. 25% off.

Magnanni Daren

Magnanni Daren

Brand Name: Magnanni
Product Name: Daren
Gender: Men's
Color: Cognac
Price: $393.75MSRP: $525

Magnanni - Macsen. Color Black. On sale for $356.25. MSRP $475.00. 25% off.

Magnanni Macsen

Magnanni Macsen

Brand Name: Magnanni
Product Name: Macsen
Gender: Men's
Color: Black
Price: $356.25MSRP: $475

Stacy Adams - Gill Saddle Slip-On Loafer. Color Mushroom Multi. Low Stock. On sale for $76.11. MSRP $104.95. 27% off. 4.5 out of 5 stars

Low Stock

Stacy Adams Gill Saddle Slip-On Loafer

Stacy Adams Gill Saddle Slip-On Loafer

Brand Name: Stacy Adams
Product Name: Gill Saddle Slip-On Loafer
Gender: Men's
Color: Mushroom Multi
Price: $76.11MSRP: $104.95

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

Stacy Adams - Savoir Satin Slip-On Loafer. Color Burgundy. On sale for $69.33. MSRP $100.00. 31% off. 4.7 out of 5 stars

Stacy Adams Savoir Satin Slip-On Loafer

Stacy Adams Savoir Satin Slip-On Loafer

Brand Name: Stacy Adams
Product Name: Savoir Satin Slip-On Loafer
Gender: Men's
Color: Burgundy
Price: $69.33MSRP: $100

Stacy Adams - Savoir Satin Slip-On Loafer. Color Navy. On sale for $64.88. MSRP $100.00. 35% off. 4.7 out of 5 stars

Stacy Adams Savoir Satin Slip-On Loafer

Stacy Adams Savoir Satin Slip-On Loafer

Brand Name: Stacy Adams
Product Name: Savoir Satin Slip-On Loafer
Gender: Men's
Color: Navy
Price: $64.88MSRP: $100

Eastland 1955 Edition - Daily Double. Color Brown Nubuck. Low Stock. On sale for $75.00. MSRP $125.00. 40% off. 3.4 out of 5 stars

Low Stock

Eastland 1955 Edition Daily Double

Eastland 1955 Edition Daily Double

Brand Name: Eastland 1955 Edition
Product Name: Daily Double
Gender: Men's
Color: Brown Nubuck
Price: $75MSRP: $125

Johnston & Murphy - Upton Saddle. Color Snuff Nubuck/Olive Full Grain. Low Stock. On sale for $119.25. MSRP $159.00. 25% off. 3.7 out of 5 stars

Low Stock

Johnston & Murphy Upton Saddle

Johnston & Murphy Upton Saddle

Brand Name: Johnston & Murphy
Product Name: Upton Saddle
Gender: Men's
Color: Snuff Nubuck/Olive Full Grain
Price: $119.25MSRP: $159

Magnanni - Shaw. Color Rocia Taupe Suede. On sale for $346.50. MSRP $495.00. 30% off.

Magnanni Shaw

Magnanni Shaw

Brand Name: Magnanni
Product Name: Shaw
Gender: Men's
Color: Rocia Taupe Suede
Price: $346.50MSRP: $495

Johnston & Murphy - Baldwin Tassel. Color Brown. Low Stock. On sale for $87.75. MSRP $195.00. 55% off.

Low Stock

Johnston & Murphy Baldwin Tassel

Johnston & Murphy Baldwin Tassel

Brand Name: Johnston & Murphy
Product Name: Baldwin Tassel
Gender: Men's
Color: Brown
Price: $87.75MSRP: $195

Stacy Adams - Rellaire Moc Toe Bit Slip-On. Color Black. On sale for $93.72. MSRP $120.00. 22% off.

Stacy Adams Rellaire Moc Toe Bit Slip-On

Stacy Adams Rellaire Moc Toe Bit Slip-On

Brand Name: Stacy Adams
Product Name: Rellaire Moc Toe Bit Slip-On
Gender: Men's
Color: Black
Price: $93.72MSRP: $120

Cole Haan - Flexgrand360 Wingtip Oxford. Color British Tan/Ivory. On sale for $88.99. MSRP $130.00. 32% off. 5.0 out of 5 stars

Cole Haan Flexgrand360 Wingtip Oxford

Cole Haan Flexgrand360 Wingtip Oxford

Brand Name: Cole Haan
Product Name: Flexgrand360 Wingtip Oxford
Gender: Men's
Color: British Tan/Ivory
Price: $88.99MSRP: $130

Nunn Bush - Odell Wingtip Boot with KORE Walking Comfort Technology. Color Brown CH. On sale for $79.98. MSRP $115.00. 30% off. 4.2 out of 5 stars

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: $79.98MSRP: $115

Stacy Adams - Ravelle Moc Toe Bit Slip-On. Color Green Suede. On sale for $98.31. MSRP $115.00. 15% off. 4.6 out of 5 stars

Stacy Adams Ravelle Moc Toe Bit Slip-On

Stacy Adams Ravelle Moc Toe Bit Slip-On

Brand Name: Stacy Adams
Product Name: Ravelle Moc Toe Bit Slip-On
Gender: Men's
Color: Green Suede
Price: $98.31MSRP: $115

Bruno Magli - Raging Penny. Color Black. On sale for $289.38. MSRP $395.00. 27% off. 3.0 out of 5 stars

Bruno Magli Raging Penny

Bruno Magli Raging Penny

Brand Name: Bruno Magli
Product Name: Raging Penny
Gender: Men's
Color: Black
Price: $289.38MSRP: $395

Johnston & Murphy - Upton Venetian. Color Tan Full Grain 1. On sale for $134.10. MSRP $149.00. 10% off. 4.0 out of 5 stars

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: $134.10MSRP: $149