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Boots on Sale $50 & Under

Shop Boots Deals

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Medium Size Stacked Heel Shoes

25 items found

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Nunn Bush - Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology. Color Black Tumbled. 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: Black Tumbled
Price: $34.50MSRP: $115

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

Stacy Adams - Rellaire Moc Toe Bit Slip-On. Color Black. On sale for $60.00. MSRP $120.00. 50% off. 5.0 out of 5 stars

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: $60MSRP: $120

Stacy Adams - Savian Velour Slip-On. Color Black. On sale for $55.47. 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: $55.47MSRP: $90

Florsheim - Highland Canvas Plain Toe Oxford. Color Sand Canvas/White Sole. On sale for $33.00. MSRP $110.00. 70% off. 4.8 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: $33MSRP: $110

Florsheim - Sorrento Wing Tip Oxford. Color Cognac Smooth. Low Stock. On sale for $43.50. MSRP $145.00. 70% 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: $43.50MSRP: $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 - Simmons. Color Mahogany. Low Stock. On sale for $63.00. MSRP $90.00. 30% off. 3.0 out of 5 stars

Low Stock

Dockers Simmons

Dockers Simmons

Brand Name: Dockers
Product Name: Simmons
Gender: Men's
Color: Mahogany
Price: $63MSRP: $90

Dockers - Stiles. Color Black. Low Stock. On sale for $62.78. MSRP $90.00. 30% off. 2.5 out of 5 stars

Low Stock

Dockers Stiles

Dockers Stiles

Brand Name: Dockers
Product Name: Stiles
Gender: Men's
Color: Black
Price: $62.78MSRP: $90

Stacy Adams - Corvell Slip-On Driver Loafer. Color Tan. Low Stock. On sale for $65.57. MSRP $90.00. 27% 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: $65.57MSRP: $90

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

Stacy Adams - Swainson Embroidered Slip-On Loafer. Color Black/Silver. Low Stock. On sale for $48.00. MSRP $90.00. 47% off. 5.0 out of 5 stars

Low Stock

Stacy Adams Swainson Embroidered Slip-On Loafer

Stacy Adams Swainson Embroidered Slip-On Loafer

Brand Name: Stacy Adams
Product Name: Swainson Embroidered Slip-On Loafer
Gender: Men's
Color: Black/Silver
Price: $48MSRP: $90

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

Stacy Adams - Ravelle Moc Toe Bit Slip-On. Color Navy Suede. On sale for $69.00. MSRP $115.00. 40% off. 4.5 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: Navy Suede
Price: $69MSRP: $115

Stacy Adams - Gill Saddle Slip-On Loafer. Color Mushroom Multi. Low Stock. On sale for $31.48. MSRP $104.95. 70% off. 4.7 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: $31.48MSRP: $104.95

Calvin Klein - Aggussie. Color Dark Grey. Low Stock. On sale for $37.50. MSRP $125.00. 70% off.

Low Stock

Calvin Klein Aggussie

Calvin Klein Aggussie

Brand Name: Calvin Klein
Product Name: Aggussie
Gender: Men's
Color: Dark Grey
Price: $37.50MSRP: $125

Stacy Adams - Valet Velour Slip-On Loafer. Color Dark Blue. Low Stock. On sale for $65.04. MSRP $105.00. 38% 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: $65.04MSRP: $105

Eastland 1955 Edition - Chimney Pond. Color Black. Low Stock. On sale for $43.50. MSRP $145.00. 70% 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: $43.50MSRP: $145

Stacy Adams - Savoir Satin Slip-On Loafer. Color Navy. On sale for $68.47. MSRP $100.00. 32% off. 4.6 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: $68.47MSRP: $100

Clarks - Maplewalk Moc. Color Black Combi. Low Stock. On sale for $39.00. MSRP $120.00. 68% 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: $39MSRP: $120

Stacy Adams - Gennaro Wing Tip Oxford. Color Red. Low Stock. On sale for $34.50. MSRP $115.00. 70% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Gennaro Wing Tip Oxford

Stacy Adams Gennaro Wing Tip Oxford

Brand Name: Stacy Adams
Product Name: Gennaro Wing Tip Oxford
Gender: Men's
Color: Red
Price: $34.50MSRP: $115

Dockers - Whitworth. Color Antique Brown. On sale for $51.07. MSRP $85.00. 40% off.

Dockers Whitworth

Dockers Whitworth

Brand Name: Dockers
Product Name: Whitworth
Gender: Men's
Color: Antique Brown
Price: $51.07MSRP: $85

Deer Stags - Matthew. Color Brown. On sale for $62.92. MSRP $85.00. 26% 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: $62.92MSRP: $85

Florsheim - Postino Cap Toe. Color Black Smooth. Low Stock. On sale for $65.00. MSRP $130.00. 50% off. 4.6 out of 5 stars

Low Stock

Florsheim Postino Cap Toe

Florsheim Postino Cap Toe

Brand Name: Florsheim
Product Name: Postino Cap Toe
Gender: Men's
Color: Black Smooth
Price: $65MSRP: $130

Stacy Adams - Spark Brooch & Rhinestone Slip-On. Color Black. Low Stock. On sale for $24.00. MSRP $80.00. 70% off. 5.0 out of 5 stars

Low Stock

Stacy Adams Spark Brooch & Rhinestone Slip-On

Stacy Adams Spark Brooch & Rhinestone Slip-On

Brand Name: Stacy Adams
Product Name: Spark Brooch & Rhinestone Slip-On
Gender: Men's
Color: Black
Price: $24MSRP: $80