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Boots on Sale $50 & Under

Shop Boots Deals

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Men's Medium Size Slip-On Leather Outsole Products

25 items found

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Born - Cambridge. Color Dark Brown (Braken). Low Stock. On sale for $94.50. MSRP $135.00. 30% off.

Low Stock

Born Cambridge

Born Cambridge

Brand Name: Born
Product Name: Cambridge
Gender: Men's
Color: Dark Brown (Braken)
Price: $94.50MSRP: $135

Cole Haan - Pinch Weekender Venetians. Color China Blue Suede/Ivory. Low Stock. On sale for $65.00. MSRP $130.00. 50% off.

Low Stock

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: $65MSRP: $130

To Boot New York - Perry. Color Black. Low Stock. On sale for $106.25. MSRP $425.00. 75% off.

Low Stock

To Boot New York Perry

To Boot New York Perry

Brand Name: To Boot New York
Product Name: Perry
Gender: Men's
Color: Black
Price: $106.25MSRP: $425

Johnston & Murphy - Gavney Slip-On Loafers. Color Black Velvet. Low Stock. On sale for $134.10. MSRP $149.00. 10% off. 5.0 out of 5 stars

Low Stock

Johnston & Murphy Gavney Slip-On Loafers

Johnston & Murphy Gavney Slip-On Loafers

Brand Name: Johnston & Murphy
Product Name: Gavney Slip-On Loafers
Gender: Men's
Color: Black Velvet
Price: $134.10MSRP: $149

Marc Joseph New York - Newbury Street (Hands Free Technology). Color Grey Napa Leather. On sale for $134.95. MSRP $149.95. 10% off. 5.0 out of 5 stars

Marc Joseph New York Newbury Street (Hands Free Technology)

Marc Joseph New York Newbury Street (Hands Free Technology)

Brand Name: Marc Joseph New York
Product Name: Newbury Street (Hands Free Technology)
Gender: Men's
Color: Grey Napa Leather
Price: $134.95MSRP: $149.95

Frye - Connor Venetian. Color Driftwood. Low Stock. On sale for $47.40. MSRP $158.00. 70% off. 3.5 out of 5 stars

Low Stock

Frye Connor Venetian

Frye Connor Venetian

Brand Name: Frye
Product Name: Connor Venetian
Gender: Men's
Color: Driftwood
Price: $47.40MSRP: $158

Frye - Connor Venetian. Color Black. On sale for $110.60. MSRP $158.00. 30% off. 3.5 out of 5 stars

Frye Connor Venetian

Frye Connor Venetian

Brand Name: Frye
Product Name: Connor Venetian
Gender: Men's
Color: Black
Price: $110.60MSRP: $158

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

Stacy Adams - Valet Velour Slip-On Loafer. Color Burgundy. On sale for $82.15. MSRP $105.00. 22% off. 4.5 out of 5 stars

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: Burgundy
Price: $82.15MSRP: $105

Marc Joseph New York - Canal St 2.0. Color Black Napa. Low Stock. On sale for $97.50. MSRP $195.00. 50% off.

Low Stock

Marc Joseph New York Canal St 2.0

Marc Joseph New York Canal St 2.0

Brand Name: Marc Joseph New York
Product Name: Canal St 2.0
Gender: Men's
Color: Black Napa
Price: $97.50MSRP: $195

Marc Joseph New York - Harbor Road (Hands Free Technology). Color White Napa Leather. On sale for $119.96. MSRP $149.95. 20% off. 5.0 out of 5 stars

Marc Joseph New York Harbor Road (Hands Free Technology)

Marc Joseph New York Harbor Road (Hands Free Technology)

Brand Name: Marc Joseph New York
Product Name: Harbor Road (Hands Free Technology)
Gender: Men's
Color: White Napa Leather
Price: $119.96MSRP: $149.95

Marc Joseph New York - Newbury Street (Hands Free Technology). Color Black Napa Leather. On sale for $104.96. MSRP $149.95. 30% off. 5.0 out of 5 stars

Marc Joseph New York Newbury Street (Hands Free Technology)

Marc Joseph New York Newbury Street (Hands Free Technology)

Brand Name: Marc Joseph New York
Product Name: Newbury Street (Hands Free Technology)
Gender: Men's
Color: Black Napa Leather
Price: $104.96MSRP: $149.95

Marc Joseph New York - Harbor Road (Hands Free Technology). Color Navy Napa Leather. On sale for $119.96. MSRP $149.95. 20% off. 5.0 out of 5 stars

Marc Joseph New York Harbor Road (Hands Free Technology)

Marc Joseph New York Harbor Road (Hands Free Technology)

Brand Name: Marc Joseph New York
Product Name: Harbor Road (Hands Free Technology)
Gender: Men's
Color: Navy Napa Leather
Price: $119.96MSRP: $149.95

Bruno Magli - Santino. Color Brown. On sale for $355.50. MSRP $395.00. 10% off. 1.0 out of 5 stars

Bruno Magli Santino

Bruno Magli Santino

Brand Name: Bruno Magli
Product Name: Santino
Gender: Men's
Color: Brown
Price: $355.50MSRP: $395

Born - Cambridge. Color Black. Low Stock. On sale for $87.75. MSRP $135.00. 35% off.

Low Stock

Born Cambridge

Born Cambridge

Brand Name: Born
Product Name: Cambridge
Gender: Men's
Color: Black
Price: $87.75MSRP: $135

Marc Joseph New York - Hamilton Pl. Color Whiskey Brushed Napa. On sale for $131.25. MSRP $175.00. 25% off.

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: $131.25MSRP: $175

Marc Joseph New York - Chambers St. Color Black Grainy. On sale for $146.25. MSRP $195.00. 25% 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: Black Grainy
Price: $146.25MSRP: $195

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

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

Polo Ralph Lauren - Yarmond Slipper. Color Snuff. On sale for $92.50. MSRP $185.00. 50% off. 3.0 out of 5 stars

Polo Ralph Lauren Yarmond Slipper

Polo Ralph Lauren Yarmond Slipper

Brand Name: Polo Ralph Lauren
Product Name: Yarmond Slipper
Gender: Unisex
Color: Snuff
Price: $92.50MSRP: $185

Cole Haan - Grand Laser Bit Drivers. Color Golden Toffee Nubuck/Gum. Low Stock. On sale for $105.00. MSRP $150.00. 30% 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: $105MSRP: $150

Cole Haan - Pinch Weekender Venetians. Color Dark Chocolate/Angora. Low Stock. On sale for $65.00. MSRP $130.00. 50% off.

Low Stock

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: $65MSRP: $130

Glerups - Wool Slip-On Leather Outsole. Color Denim. Low Stock. On sale for $90.00. MSRP $100.00. 10% off. 4.5 out of 5 stars

Low Stock

Glerups Wool Slip-On Leather Outsole

Glerups Wool Slip-On Leather Outsole

Brand Name: Glerups
Product Name: Wool Slip-On Leather Outsole
Gender: Unisex
Color: Denim
Price: $90MSRP: $100

Marc Joseph New York - BROADWAY. Color Café Croco. Low Stock. On sale for $82.50. MSRP $165.00. 50% 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: $82.50MSRP: $165

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

Marc Joseph New York - BROADWAY. Color Navy Suede. On sale for $132.00. MSRP $165.00. 20% off.

Marc Joseph New York BROADWAY

Marc Joseph New York BROADWAY

Brand Name: Marc Joseph New York
Product Name: BROADWAY
Gender: Men's
Color: Navy Suede
Price: $132MSRP: $165