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Boots on Sale $50 & Under

Shop Boots Deals

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Size 9.5 Stacked Heel Shoes

34 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

Stacy Adams - Corvell Slip-On Driver Loafer. Color Navy. Low Stock. On sale for $75.37. MSRP $90.00. 16% off. 2.0 out of 5 stars

Low Stock

Stacy Adams Corvell Slip-On Driver Loafer

Stacy Adams Corvell Slip-On Driver Loafer

Brand Name: Stacy Adams
Product Name: Corvell Slip-On Driver Loafer
Gender: Men's
Color: Navy
Price: $75.37MSRP: $90

Stacy Adams - Kepler Cap Toe Oxford. Color Black. Low Stock. On sale for $84.02. MSRP $90.00. 7% off. 5.0 out of 5 stars

Low Stock

Stacy Adams Kepler Cap Toe Oxford

Stacy Adams Kepler Cap Toe Oxford

Brand Name: Stacy Adams
Product Name: Kepler Cap Toe Oxford
Gender: Men's
Color: Black
Price: $84.02MSRP: $90

Johnston & Murphy - Cormac Cap Toe. Color Brown/Tan Italian Calfskin. Low Stock. On sale for $172.42. MSRP $229.90. 25% 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: $172.42MSRP: $229.90

Cole Haan - Flexgrand360 Wingtip Oxford. Color British Tan/Ivory. On sale for $99.98. MSRP $130.00. 23% 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: $99.98MSRP: $130

Stacy Adams - Ravelle Moc Toe Bit Slip-On. Color Green Suede. On sale for $98.04. 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: $98.04MSRP: $115

Johnston & Murphy - Hartley Plain Toe. Color Black Italian Calfskin. Low Stock. On sale for $162.25. MSRP $295.00. 45% off. 4.0 out of 5 stars

Low Stock

Johnston & Murphy Hartley Plain Toe

Johnston & Murphy Hartley Plain Toe

Brand Name: Johnston & Murphy
Product Name: Hartley Plain Toe
Gender: Men's
Color: Black Italian Calfskin
Price: $162.25MSRP: $295

Stacy Adams - Reynolds Cap Toe Lace-Up. Color Burgundy Multi. Low Stock. On sale for $78.00. MSRP $130.00. 40% off. 4.0 out of 5 stars

Low Stock

Stacy Adams Reynolds Cap Toe Lace-Up

Stacy Adams Reynolds Cap Toe Lace-Up

Brand Name: Stacy Adams
Product Name: Reynolds Cap Toe Lace-Up
Gender: Men's
Color: Burgundy Multi
Price: $78MSRP: $130

Stacy Adams - Reynolds Cap Toe Lace-Up. Color Gray Multi. Low Stock. On sale for $78.00. MSRP $130.00. 40% off. 4.0 out of 5 stars

Low Stock

Stacy Adams Reynolds Cap Toe Lace-Up

Stacy Adams Reynolds Cap Toe Lace-Up

Brand Name: Stacy Adams
Product Name: Reynolds Cap Toe Lace-Up
Gender: Men's
Color: Gray Multi
Price: $78MSRP: $130

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 - Pinch Prep Penny Loafer. Color Dark Chocolate BOX Brush Off/Black. On sale for $112.00. MSRP $140.00. 20% off. 4.0 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: $112MSRP: $140

Cole Haan - Pinch Prep Penny Loafer. Color Birchbeige Suede/Dark Chocolate. On sale for $116.97. MSRP $130.00. 10% off. 4.0 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: $116.97MSRP: $130

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

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

COACH - Carver Boot. Color Black. Low Stock. On sale for $177.00. MSRP $295.00. 40% off.

Low Stock

COACH Carver Boot

COACH Carver Boot

Brand Name: COACH
Product Name: Carver Boot
Gender: Men's
Color: Black
Price: $177MSRP: $295

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

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

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

Stacy Adams - Tinsley Wingtip Oxford. Color Tan. Low Stock. On sale for $90.00. MSRP $150.00. 40% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Tinsley Wingtip Oxford

Stacy Adams Tinsley Wingtip Oxford

Brand Name: Stacy Adams
Product Name: Tinsley Wingtip Oxford
Gender: Men's
Color: Tan
Price: $90MSRP: $150

Stacy Adams - Gill Saddle Slip-On Loafer. Color Mushroom Multi. Low Stock. On sale for $77.58. MSRP $104.95. 26% 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: $77.58MSRP: $104.95

Stacy Adams - Corvell Slip-On Driver Loafer. Color Tan. Low Stock. On sale for $59.73. MSRP $90.00. 34% off. 2.0 out of 5 stars

Low Stock

Stacy Adams Corvell Slip-On Driver Loafer

Stacy Adams Corvell Slip-On Driver Loafer

Brand Name: Stacy Adams
Product Name: Corvell Slip-On Driver Loafer
Gender: Men's
Color: Tan
Price: $59.73MSRP: $90

Stacy Adams - Harrington Lace Up Oxford. Color Black Multi. On sale for $104.45. MSRP $134.95. 23% off. 5.0 out of 5 stars

Stacy Adams Harrington Lace Up Oxford

Stacy Adams Harrington Lace Up Oxford

Brand Name: Stacy Adams
Product Name: Harrington Lace Up Oxford
Gender: Men's
Color: Black Multi
Price: $104.45MSRP: $134.95

Stacy Adams - Glendon Slip-On Loafer. Color Blue. Low Stock. On sale for $76.96. MSRP $109.95. 30% off. 5.0 out of 5 stars

Low Stock

Stacy Adams Glendon Slip-On Loafer

Stacy Adams Glendon Slip-On Loafer

Brand Name: Stacy Adams
Product Name: Glendon Slip-On Loafer
Gender: Men's
Color: Blue
Price: $76.96MSRP: $109.95

Stacy Adams - Valet Velour Slip-On Loafer. Color Dark Blue. Low Stock. On sale for $74.18. MSRP $105.00. 29% 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: $74.18MSRP: $105

Florsheim - Norwalk Wingtip Oxford. Color Cognac. On sale for $122.67. MSRP $130.00. 6% 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: Cognac
Price: $122.67MSRP: $130

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

Kenneth Cole - Hulard. Color Medium Brown. On sale for $86.36. 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: $86.36MSRP: $128.95

Nunn Bush - Baxter Cap Toe Oxford. Color Black. Low Stock. On sale for $85.45. MSRP $94.95. 10% off. 5.0 out of 5 stars

Low Stock

Nunn Bush Baxter Cap Toe Oxford

Nunn Bush Baxter Cap Toe Oxford

Brand Name: Nunn Bush
Product Name: Baxter Cap Toe Oxford
Gender: Men's
Color: Black
Price: $85.45MSRP: $94.95

Deer Stags - Matthew. Color Brown. On sale for $59.37. MSRP $85.00. 30% 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: $59.37MSRP: $85

Stacy Adams - Savoir Satin Slip-On Loafer. Color Burgundy. On sale for $68.02. MSRP $100.00. 32% 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: $68.02MSRP: $100

Stacy Adams - Savoir Satin Slip-On Loafer. Color Navy. On sale for $65.83. MSRP $100.00. 34% 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: $65.83MSRP: $100

Frye - Tyler Penny. Color Bronze. Low Stock. On sale for $116.05. MSRP $258.00. 55% off. 3.1 out of 5 stars

Low Stock

Frye Tyler Penny

Frye Tyler Penny

Brand Name: Frye
Product Name: Tyler Penny
Gender: Men's
Color: Bronze
Price: $116.05MSRP: $258

Johnston & Murphy - Richland Monk Strap. Color Black Full Grain. On sale for $140.25. MSRP $165.00. 15% 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: $140.25MSRP: $165

Eastland 1955 Edition - Allagash Standard. Color Peanut. On sale for $101.50. MSRP $145.00. 30% 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: $101.50MSRP: $145