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Boots on Sale $50 & Under

Shop Boots Deals

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Medium Size Leather Outsole Loafers

27 items found

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Marc Joseph New York - BROADWAY. Color Café Croco. Low Stock. On sale for $74.25. MSRP $165.00. 55% off.

Low Stock

Marc Joseph New York BROADWAY

Marc Joseph New York BROADWAY

Brand Name: Marc Joseph New York
Product Name: BROADWAY
Gender: Men's
Color: Café Croco
Price: $74.25MSRP: $165

Marc Joseph New York - Chambers St. Color Whiskey Brushed Napa. On sale for $126.75. MSRP $195.00. 35% off.

Marc Joseph New York Chambers St

Marc Joseph New York Chambers St

Brand Name: Marc Joseph New York
Product Name: Chambers St
Gender: Men's
Color: Whiskey Brushed Napa
Price: $126.75MSRP: $195

Marc Joseph New York - Hamilton Pl. Color Black Grainy. Low Stock. On sale for $105.00. MSRP $175.00. 40% off.

Low Stock

Marc Joseph New York Hamilton Pl

Marc Joseph New York Hamilton Pl

Brand Name: Marc Joseph New York
Product Name: Hamilton Pl
Gender: Men's
Color: Black Grainy
Price: $105MSRP: $175

Marc Joseph New York - Hamilton Pl. Color Whiskey Brushed Napa. Low Stock. On sale for $157.50. MSRP $175.00. 10% off.

Low Stock

Marc Joseph New York Hamilton Pl

Marc Joseph New York Hamilton Pl

Brand Name: Marc Joseph New York
Product Name: Hamilton Pl
Gender: Men's
Color: Whiskey Brushed Napa
Price: $157.50MSRP: $175

Marc Joseph New York - Chambers St. Color Black Grainy. Low Stock. On sale for $117.00. MSRP $195.00. 40% off.

Low Stock

Marc Joseph New York Chambers St

Marc Joseph New York Chambers St

Brand Name: Marc Joseph New York
Product Name: Chambers St
Gender: Men's
Color: Black Grainy
Price: $117MSRP: $195

Massimo Matteo - Italian Velvet Slip-On. Color Black. Low Stock. On sale for $67.05. MSRP $149.00. 55% off. 4.4 out of 5 stars

Low Stock

Massimo Matteo Italian Velvet Slip-On

Massimo Matteo Italian Velvet Slip-On

Brand Name: Massimo Matteo
Product Name: Italian Velvet Slip-On
Gender: Men's
Color: Black
Price: $67.05MSRP: $149

Marc Joseph New York - Spring Street. Color Black Basket Napa. Low Stock. On sale for $70.00. MSRP $175.00. 60% off.

Low Stock

Marc Joseph New York Spring Street

Marc Joseph New York Spring Street

Brand Name: Marc Joseph New York
Product Name: Spring Street
Gender: Men's
Color: Black Basket Napa
Price: $70MSRP: $175

Marc Joseph New York - Spring Street. Color Ice Basket Napa. On sale for $105.00. MSRP $175.00. 40% off.

Marc Joseph New York Spring Street

Marc Joseph New York Spring Street

Brand Name: Marc Joseph New York
Product Name: Spring Street
Gender: Men's
Color: Ice Basket Napa
Price: $105MSRP: $175

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

Massimo Matteo - Moccasin Loafers. Color Black. Low Stock. On sale for $54.50. MSRP $109.00. 50% off.

Low Stock

Massimo Matteo Moccasin Loafers

Massimo Matteo Moccasin Loafers

Brand Name: Massimo Matteo
Product Name: Moccasin Loafers
Gender: Men's
Color: Black
Price: $54.50MSRP: $109

Massimo Matteo - Almansa Moccasin Bit. Color Black. Low Stock. On sale for $117.00. MSRP $195.00. 40% off. 4.2 out of 5 stars

Low Stock

Massimo Matteo Almansa Moccasin Bit

Massimo Matteo Almansa Moccasin Bit

Brand Name: Massimo Matteo
Product Name: Almansa Moccasin Bit
Gender: Men's
Color: Black
Price: $117MSRP: $195

Stacy Adams - Valet Velour Slip-On Loafer. Color Dark Blue. Low Stock. On sale for $74.57. 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: $74.57MSRP: $105

Born - Cambridge. Color Black. On sale for $79.95. MSRP $135.00. 41% off.

Born Cambridge

Born Cambridge

Brand Name: Born
Product Name: Cambridge
Gender: Men's
Color: Black
Price: $79.95MSRP: $135

Born - Cambridge. Color Dark Brown (Braken). On sale for $121.50. MSRP $135.00. 10% off.

Born Cambridge

Born Cambridge

Brand Name: Born
Product Name: Cambridge
Gender: Men's
Color: Dark Brown (Braken)
Price: $121.50MSRP: $135

Johnston & Murphy - Taylor Penny. Color Denim. Low Stock. On sale for $199.99. MSRP $298.00. 33% off. 4.8 out of 5 stars

Low Stock

Johnston & Murphy Taylor Penny

Johnston & Murphy Taylor Penny

Brand Name: Johnston & Murphy
Product Name: Taylor Penny
Gender: Men's
Color: Denim
Price: $199.99MSRP: $298

Cole Haan - Pinch Weekender Venetians. Color British Tan/Angora. On sale for $78.08. MSRP $130.00. 40% off.

Cole Haan Pinch Weekender Venetians

Cole Haan Pinch Weekender Venetians

Brand Name: Cole Haan
Product Name: Pinch Weekender Venetians
Gender: Men's
Color: British Tan/Angora
Price: $78.08MSRP: $130

Cole Haan - Pinch Weekender Venetians. Color Dark Chocolate/Angora. On sale for $97.50. MSRP $130.00. 25% off.

Cole Haan Pinch Weekender Venetians

Cole Haan Pinch Weekender Venetians

Brand Name: Cole Haan
Product Name: Pinch Weekender Venetians
Gender: Men's
Color: Dark Chocolate/Angora
Price: $97.50MSRP: $130

Anthony Veer - Sherman Penny Loafer. Color Black. Low Stock. On sale for $107.21. MSRP $164.95. 35% off. 4.0 out of 5 stars

Low Stock

Anthony Veer Sherman Penny Loafer

Anthony Veer Sherman Penny Loafer

Brand Name: Anthony Veer
Product Name: Sherman Penny Loafer
Gender: Men's
Color: Black
Price: $107.21MSRP: $164.95

Cole Haan - Pinch Weekender Venetians. Color Black/Angora. On sale for $97.50. MSRP $130.00. 25% off.

Cole Haan Pinch Weekender Venetians

Cole Haan Pinch Weekender Venetians

Brand Name: Cole Haan
Product Name: Pinch Weekender Venetians
Gender: Men's
Color: Black/Angora
Price: $97.50MSRP: $130

Frye - Connor Venetian. Color Driftwood. On sale for $63.20. MSRP $158.00. 60% off. 4.0 out of 5 stars

Frye Connor Venetian

Frye Connor Venetian

Brand Name: Frye
Product Name: Connor Venetian
Gender: Men's
Color: Driftwood
Price: $63.20MSRP: $158

Frye - Connor Venetian. Color Black. On sale for $94.80. MSRP $158.00. 40% off. 4.0 out of 5 stars

Frye Connor Venetian

Frye Connor Venetian

Brand Name: Frye
Product Name: Connor Venetian
Gender: Men's
Color: Black
Price: $94.80MSRP: $158

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

Frye - Connor Venetian. Color Chocolate. Low Stock. On sale for $84.00. MSRP $168.00. 50% off. 4.0 out of 5 stars

Low Stock

Frye Connor Venetian

Frye Connor Venetian

Brand Name: Frye
Product Name: Connor Venetian
Gender: Men's
Color: Chocolate
Price: $84MSRP: $168

Cole Haan - Pinch Weekender Venetians. Color China Blue Suede/Ivory. On sale for $100.17. MSRP $130.00. 23% off.

Cole Haan Pinch Weekender Venetians

Cole Haan Pinch Weekender Venetians

Brand Name: Cole Haan
Product Name: Pinch Weekender Venetians
Gender: Men's
Color: China Blue Suede/Ivory
Price: $100.17MSRP: $130

Cole Haan - Grand Laser Bit Drivers. Color Golden Toffee Nubuck/Gum. Low Stock. On sale for $135.00. MSRP $150.00. 10% off.

Low Stock

Cole Haan Grand Laser Bit Drivers

Cole Haan Grand Laser Bit Drivers

Brand Name: Cole Haan
Product Name: Grand Laser Bit Drivers
Gender: Men's
Color: Golden Toffee Nubuck/Gum
Price: $135MSRP: $150

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

Bruno Magli - Solero. Color Black. Low Stock. On sale for $238.40. MSRP $298.00. 20% off.

Low Stock

Bruno Magli Solero

Bruno Magli Solero

Brand Name: Bruno Magli
Product Name: Solero
Gender: Men's
Color: Black
Price: $238.40MSRP: $298