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Boots on Sale $50 & Under

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Size 8.5 Leather Dress Shoes On Sale

30 items found

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Johnston & Murphy - Upton Knit Wingtip. Color Brown Heathered Knit. On sale for $99.99. MSRP $159.00. 37% off. 4.8 out of 5 stars

Johnston & Murphy Upton Knit Wingtip

Johnston & Murphy Upton Knit Wingtip

Brand Name: Johnston & Murphy
Product Name: Upton Knit Wingtip
Gender: Men's
Color: Brown Heathered Knit
Price: $99.99MSRP: $159.00

Johnston & Murphy - Braydon Plain Toe. Color Grey. On sale for $78.89. MSRP $139.00. 43% off. 4.0 out of 5 stars

Johnston & Murphy Braydon Plain Toe

Johnston & Murphy Braydon Plain Toe

Brand Name: Johnston & Murphy
Product Name: Braydon Plain Toe
Gender: Men's
Color: Grey
Price: $78.89MSRP: $139.00

Born - Ryker Oxford. Color Black. On sale for $110.50. MSRP $130.00. 15% off. 1.5 out of 5 stars

Born Ryker Oxford

Born Ryker Oxford

Brand Name: Born
Product Name: Ryker Oxford
Gender: Men's
Color: Black
Price: $110.50MSRP: $130.00

Magnanni - Malachi. Color Brown Suede. Low Stock. On sale for $330.00. MSRP $550.00. 40% off. 4.0 out of 5 stars

Low Stock

Magnanni Malachi

Magnanni Malachi

Brand Name: Magnanni
Product Name: Malachi
Gender: Men's
Color: Brown Suede
Price: $330.00MSRP: $550.00

Clarks - Desert Boots. Color Navy Suede. On sale for $127.50. MSRP $150.00. 15% off.

Clarks Desert Boots

Clarks Desert Boots

Brand Name: Clarks
Product Name: Desert Boots
Gender: Men's
Color: Navy Suede
Price: $127.50MSRP: $150.00

Johnston & Murphy - Braydon Plain Toe. Color Black. On sale for $76.53. MSRP $139.00. 45% off. 4.0 out of 5 stars

Johnston & Murphy Braydon Plain Toe

Johnston & Murphy Braydon Plain Toe

Brand Name: Johnston & Murphy
Product Name: Braydon Plain Toe
Gender: Men's
Color: Black
Price: $76.53MSRP: $139.00

Magnanni - 23037-00. Color Bone Suede. Low Stock. On sale for $472.50. MSRP $525.00. 10% off.

Low Stock

Magnanni 23037-00

Magnanni 23037-00

Brand Name: Magnanni
Product Name: 23037-00
Gender: Men's
Color: Bone Suede
Price: $472.50MSRP: $525.00

Johnston & Murphy - Lewis Embossed Wing Tip. Color Black Full Grain. Low Stock. On sale for $83.30. MSRP $119.00. 30% off. 5.0 out of 5 stars

Low Stock

Johnston & Murphy Lewis Embossed Wing Tip

Johnston & Murphy Lewis Embossed Wing Tip

Brand Name: Johnston & Murphy
Product Name: Lewis Embossed Wing Tip
Gender: Men's
Color: Black Full Grain
Price: $83.30MSRP: $119.00

Stacy Adams - Penley Cap Toe Oxford. Color Cognac. Low Stock. On sale for $74.25. MSRP $135.00. 45% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Penley Cap Toe Oxford

Stacy Adams Penley Cap Toe Oxford

Brand Name: Stacy Adams
Product Name: Penley Cap Toe Oxford
Gender: Men's
Color: Cognac
Price: $74.25MSRP: $135.00

Johnston & Murphy - Flynch Monk Strap. Color Black Italian Calfskin. Low Stock. On sale for $199.00. MSRP $298.00. 33% off. 4.6 out of 5 stars

Low Stock

Johnston & Murphy Flynch Monk Strap

Johnston & Murphy Flynch Monk Strap

Brand Name: Johnston & Murphy
Product Name: Flynch Monk Strap
Gender: Men's
Color: Black Italian Calfskin
Price: $199.00MSRP: $298.00

Stacy Adams - Paragon Suede Slip On Loafer. Color Navy Suede. On sale for $78.71. MSRP $104.95. 25% off. 4.8 out of 5 stars

Stacy Adams Paragon Suede Slip On Loafer

Stacy Adams Paragon Suede Slip On Loafer

Brand Name: Stacy Adams
Product Name: Paragon Suede Slip On Loafer
Gender: Men's
Color: Navy Suede
Price: $78.71MSRP: $104.95

Born - Ryker Oxford. Color Natural (latte). On sale for $80.20. MSRP $130.00. 38% off. 1.5 out of 5 stars

Born Ryker Oxford

Born Ryker Oxford

Brand Name: Born
Product Name: Ryker Oxford
Gender: Men's
Color: Natural (latte)
Price: $80.20MSRP: $130.00

Martin Dingman - McKinley Wingtip Boot. Color Oak. Low Stock. On sale for $276.50. MSRP $395.00. 30% off.

Low Stock

Martin Dingman McKinley Wingtip Boot

Martin Dingman McKinley Wingtip Boot

Brand Name: Martin Dingman
Product Name: McKinley Wingtip Boot
Gender: Men's
Color: Oak
Price: $276.50MSRP: $395.00

Dansko - Lizanne. Color Black Oiled Pull Up. Low Stock. On sale for $115.12. MSRP $184.95. 38% off. 3.6 out of 5 stars

Low Stock

Dansko Lizanne

Dansko Lizanne

Brand Name: Dansko
Product Name: Lizanne
Gender: Women's
Color: Black Oiled Pull Up
Price: $115.12MSRP: $184.95

Dansko - Lizanne. Color Tan Oiled Pull Up. Low Stock. On sale for $147.62. MSRP $184.95. 20% off. 3.6 out of 5 stars

Low Stock

Dansko Lizanne

Dansko Lizanne

Brand Name: Dansko
Product Name: Lizanne
Gender: Women's
Color: Tan Oiled Pull Up
Price: $147.62MSRP: $184.95

PIKOLINOS - Navarra M8C. Color Brandy 1. Low Stock. On sale for $189.00. MSRP $210.00. 10% off. 1.0 out of 5 stars

Low Stock

PIKOLINOS Navarra M8C

PIKOLINOS Navarra M8C

Brand Name: PIKOLINOS
Product Name: Navarra M8C
Gender: Men's
Color: Brandy 1
Price: $189.00MSRP: $210.00

Rockport - Noah Wing Tip. Color Burgundy. On sale for $121.45. MSRP $134.95. 10% off. 3.2 out of 5 stars

Rockport Noah Wing Tip

Rockport Noah Wing Tip

Brand Name: Rockport
Product Name: Noah Wing Tip
Gender: Men's
Color: Burgundy
Price: $121.45MSRP: $134.95

Magnanni - Keagan Penny. Color Navy/Brown Suede. Low Stock. On sale for $339.15. MSRP $399.00. 15% off. 3.5 out of 5 stars

Low Stock

Magnanni Keagan Penny

Magnanni Keagan Penny

Brand Name: Magnanni
Product Name: Keagan Penny
Gender: Men's
Color: Navy/Brown Suede
Price: $339.15MSRP: $399.00

ECCO - ST.1 Hybrid Cap Toe Oxford. Color Marine. On sale for $162.50. MSRP $249.95. 35% off. 3.7 out of 5 stars

ECCO ST.1 Hybrid Cap Toe Oxford

ECCO ST.1 Hybrid Cap Toe Oxford

Brand Name: ECCO
Product Name: ST.1 Hybrid Cap Toe Oxford
Gender: Men's
Color: Marine
Price: $162.50MSRP: $249.95

Johnston & Murphy - Bryson Zip Gore Boot. Color Tobacco. Low Stock. On sale for $134.10. MSRP $298.00. 55% off. 3.8 out of 5 stars

Low Stock

Johnston & Murphy Bryson Zip Gore Boot

Johnston & Murphy Bryson Zip Gore Boot

Brand Name: Johnston & Murphy
Product Name: Bryson Zip Gore Boot
Gender: Men's
Color: Tobacco
Price: $134.10MSRP: $298.00

Tommy Hilfiger - Yoron. Color Taupe. On sale for $49.50. MSRP $99.00. 50% off.

Tommy Hilfiger Yoron

Tommy Hilfiger Yoron

Brand Name: Tommy Hilfiger
Product Name: Yoron
Gender: Men's
Color: Taupe
Price: $49.50MSRP: $99.00

Johnston & Murphy - Lewis Plain Toe. Color Black Patent Leather. Low Stock. On sale for $79.92. MSRP $99.90. 20% off. 4.5 out of 5 stars

Low Stock

Johnston & Murphy Lewis Plain Toe

Johnston & Murphy Lewis Plain Toe

Brand Name: Johnston & Murphy
Product Name: Lewis Plain Toe
Gender: Men's
Color: Black Patent Leather
Price: $79.92MSRP: $99.90

Clarks - Un Hugh Lace. Color Black Leather. Low Stock. On sale for $100.78. MSRP $140.00. 28% off. 3.0 out of 5 stars

Low Stock

Clarks Un Hugh Lace

Clarks Un Hugh Lace

Brand Name: Clarks
Product Name: Un Hugh Lace
Gender: Men's
Color: Black Leather
Price: $100.78MSRP: $140.00

PIKOLINOS - Olvera M8A-4222C1. Color Blue. On sale for $136.24. MSRP $185.00. 26% off.

PIKOLINOS Olvera M8A-4222C1

PIKOLINOS Olvera M8A-4222C1

Brand Name: PIKOLINOS
Product Name: Olvera M8A-4222C1
Gender: Men's
Color: Blue
Price: $136.24MSRP: $185.00

Calvin Klein - Olaf. Color Black 1. Low Stock. On sale for $89.10. MSRP $99.00. 10% off. 3.5 out of 5 stars

Low Stock

Calvin Klein Olaf

Calvin Klein Olaf

Brand Name: Calvin Klein
Product Name: Olaf
Gender: Men's
Color: Black 1
Price: $89.10MSRP: $99.00

Magnanni - Crucero. Color Cognac Suede. Low Stock. On sale for $244.75. MSRP $445.00. 45% off. 4.9 out of 5 stars

Low Stock

Magnanni Crucero

Magnanni Crucero

Brand Name: Magnanni
Product Name: Crucero
Gender: Men's
Color: Cognac Suede
Price: $244.75MSRP: $445.00

Johnston & Murphy - Upton Plain Toe. Color Navy Tumbled Nubuck. Low Stock. On sale for $98.01. MSRP $159.00. 38% off. 4.4 out of 5 stars

Low Stock

Johnston & Murphy Upton Plain Toe

Johnston & Murphy Upton Plain Toe

Brand Name: Johnston & Murphy
Product Name: Upton Plain Toe
Gender: Men's
Color: Navy Tumbled Nubuck
Price: $98.01MSRP: $159.00

Marc Joseph New York - Sullivan ST. Color Havana Grainy. Low Stock. On sale for $115.50. MSRP $165.00. 30% off.

Low Stock

Marc Joseph New York Sullivan ST

Marc Joseph New York Sullivan ST

Brand Name: Marc Joseph New York
Product Name: Sullivan ST
Gender: Men's
Color: Havana Grainy
Price: $115.50MSRP: $165.00

Bruno Magli - Locascio. Color Dark Brown Nappa. Low Stock. On sale for $168.00. MSRP $298.00. 44% off. 3.0 out of 5 stars

Low Stock

Bruno Magli Locascio

Bruno Magli Locascio

Brand Name: Bruno Magli
Product Name: Locascio
Gender: Men's
Color: Dark Brown Nappa
Price: $168.00MSRP: $298.00

Stacy Adams - Simmons Bike Toe Lace-Up. Color Cognac. On sale for $116.98. MSRP $135.00. 13% off. 4.5 out of 5 stars

Stacy Adams Simmons Bike Toe Lace-Up

Stacy Adams Simmons Bike Toe Lace-Up

Brand Name: Stacy Adams
Product Name: Simmons Bike Toe Lace-Up
Gender: Men's
Color: Cognac
Price: $116.98MSRP: $135.00