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Boots on Sale $50 & Under

Shop Boots Deals

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Men's Size 8.5 Leather On Sale Products

34 items found

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Born - Mariner 3-Eye. Color Navy. Low Stock. On sale for $39.00. MSRP $130.00. 70% off. 5.0 out of 5 stars

Low Stock

Born Mariner 3-Eye

Born Mariner 3-Eye

Brand Name: Born
Product Name: Mariner 3-Eye
Gender: Men's
Color: Navy
Price: $39MSRP: $130

Josef Seibel - Finley 01. Color Black/Kombi Oiled Full Grain/Kombi. Low Stock. On sale for $60.00. MSRP $150.00. 60% off. 1.5 out of 5 stars

Low Stock

Josef Seibel Finley 01

Josef Seibel Finley 01

Brand Name: Josef Seibel
Product Name: Finley 01
Gender: Men's
Color: Black/Kombi Oiled Full Grain/Kombi
Price: $60MSRP: $150

Steve Madden - Cace Moc Toe Oxford. Color Taupe. Low Stock. On sale for $37.50. MSRP $125.00. 70% off. 2.0 out of 5 stars

Low Stock

Steve Madden Cace Moc Toe Oxford

Steve Madden Cace Moc Toe Oxford

Brand Name: Steve Madden
Product Name: Cace Moc Toe Oxford
Gender: Men's
Color: Taupe
Price: $37.50MSRP: $125

Marc Joseph New York - Cooper St. Color Oilve Suede. On sale for $58.50. MSRP $195.00. 70% off. 2.0 out of 5 stars

Marc Joseph New York Cooper St

Marc Joseph New York Cooper St

Brand Name: Marc Joseph New York
Product Name: Cooper St
Gender: Men's
Color: Oilve Suede
Price: $58.50MSRP: $195

Gola - Tornado '88. Color Navy/Off White/Rust. On sale for $72.00. MSRP $120.00. 40% off.

Gola Tornado '88

Gola Tornado '88

Brand Name: Gola
Product Name: Tornado '88
Gender: Men's
Color: Navy/Off White/Rust
Price: $72MSRP: $120

ECCO - Oslo Wing Tip Oxford. Color Dust. Low Stock. On sale for $74.98. MSRP $249.95. 70% off. 2.5 out of 5 stars

Low Stock

ECCO Oslo Wing Tip Oxford

ECCO Oslo Wing Tip Oxford

Brand Name: ECCO
Product Name: Oslo Wing Tip Oxford
Gender: Men's
Color: Dust
Price: $74.98MSRP: $249.95

adidas - S2G 24 Leather Spikeless Golf Shoes. Color Footwear White/Collgreen/Gum4. On sale for $55.00. MSRP $110.00. 50% off. 4.8 out of 5 stars

adidas S2G 24 Leather Spikeless Golf Shoes

adidas S2G 24 Leather Spikeless Golf Shoes

Brand Name: adidas
Product Name: S2G 24 Leather Spikeless Golf Shoes
Gender: Men's
Color: Footwear White/Collgreen/Gum4
Price: $55MSRP: $110

SKECHERS - Skechers Viper Court Rally. Color White/Navy/Red. On sale for $68.26. MSRP $80.00. 15% off. 4.0 out of 5 stars

SKECHERS Skechers Viper Court Rally

SKECHERS Skechers Viper Court Rally

Brand Name: SKECHERS
Product Name: Skechers Viper Court Rally
Gender: Men's
Color: White/Navy/Red
Price: $68.26MSRP: $80

Johnston & Murphy - Kinnon T-Toe. Color Sand Suede/White Full Grain. On sale for $69.97. MSRP $155.00. 55% off. 5.0 out of 5 stars

Johnston & Murphy Kinnon T-Toe

Johnston & Murphy Kinnon T-Toe

Brand Name: Johnston & Murphy
Product Name: Kinnon T-Toe
Gender: Men's
Color: Sand Suede/White Full Grain
Price: $69.97MSRP: $155

Marc Joseph New York - Princeton Street (Hands Free Technology). Color Navy Leather. On sale for $38.98. MSRP $129.95. 70% off. 4.2 out of 5 stars

Marc Joseph New York Princeton Street (Hands Free Technology)

Marc Joseph New York Princeton Street (Hands Free Technology)

Brand Name: Marc Joseph New York
Product Name: Princeton Street (Hands Free Technology)
Gender: Men's
Color: Navy Leather
Price: $38.98MSRP: $129.95

Marc Joseph New York - Hampton. Color Cognac Grainy. Low Stock. On sale for $52.50. MSRP $175.00. 70% off.

Low Stock

Marc Joseph New York Hampton

Marc Joseph New York Hampton

Brand Name: Marc Joseph New York
Product Name: Hampton
Gender: Men's
Color: Cognac Grainy
Price: $52.50MSRP: $175

Vans - Authentic™. Color Dried Kelp. Low Stock. On sale for $29.25. MSRP $65.00. 55% off. 4.6 out of 5 stars

Low Stock

Vans Authentic™

Vans Authentic™

Brand Name: Vans
Product Name: Authentic™
Gender: Unisex
Color: Dried Kelp
Price: $29.25MSRP: $65

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

Marc Joseph New York Howard Street

Marc Joseph New York Howard Street

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

Marc Joseph New York - Boone Ave. Color Cognac Nobuck. Low Stock. On sale for $46.50. MSRP $155.00. 70% off. 4.0 out of 5 stars

Low Stock

Marc Joseph New York Boone Ave

Marc Joseph New York Boone Ave

Brand Name: Marc Joseph New York
Product Name: Boone Ave
Gender: Men's
Color: Cognac Nobuck
Price: $46.50MSRP: $155

Stacy Adams - Calderon City Sandal. Color Black/White. On sale for $72.87. MSRP $85.00. 14% off. 4.1 out of 5 stars

Stacy Adams Calderon City Sandal

Stacy Adams Calderon City Sandal

Brand Name: Stacy Adams
Product Name: Calderon City Sandal
Gender: Men's
Color: Black/White
Price: $72.87MSRP: $85

Cole Haan - Morse Grand Plain Toe Oxfords. Color Big Dipper Suede/Ivory/Sea Stone. Low Stock. On sale for $65.00. MSRP $130.00. 50% off.

Low Stock

Cole Haan Morse Grand Plain Toe Oxfords

Cole Haan Morse Grand Plain Toe Oxfords

Brand Name: Cole Haan
Product Name: Morse Grand Plain Toe Oxfords
Gender: Men's
Color: Big Dipper Suede/Ivory/Sea Stone
Price: $65MSRP: $130

Florsheim - Highland Canvas Plain Toe Oxford. Color Gray Canvas/White Sole. On sale for $73.56. MSRP $110.00. 33% off. 4.7 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: Gray Canvas/White Sole
Price: $73.56MSRP: $110

Frye - Connor Oxford. Color Saddle. Low Stock. On sale for $50.40. MSRP $168.00. 70% off. 1.0 out of 5 stars

Low Stock

Frye Connor Oxford

Frye Connor Oxford

Brand Name: Frye
Product Name: Connor Oxford
Gender: Men's
Color: Saddle
Price: $50.40MSRP: $168

Stacy Adams - Penley Cap Toe Oxford. Color Brown. Low Stock. On sale for $36.45. MSRP $135.00. 73% off. 4.8 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: Brown
Price: $36.45MSRP: $135

Birkenstock - Mogami Terra. Color Elemental Blue. On sale for $68.21. MSRP $104.95. 35% off. 3.5 out of 5 stars

Birkenstock Mogami Terra

Birkenstock Mogami Terra

Brand Name: Birkenstock
Product Name: Mogami Terra
Gender: Unisex
Color: Elemental Blue
Price: $68.21MSRP: $104.95

Vans - U MTE™ Crestline Waterproof. Color Brown/Khaki. Low Stock. On sale for $65.65. MSRP $160.00. 59% off. 5.0 out of 5 stars

Low Stock

Vans U MTE™ Crestline Waterproof

Vans U MTE™ Crestline Waterproof

Brand Name: Vans
Product Name: U MTE™ Crestline Waterproof
Gender: Unisex
Color: Brown/Khaki
Price: $65.65MSRP: $160

Gola - Grandslam Elite. Color White/Black/Gum. On sale for $72.00. MSRP $120.00. 40% off.

Gola Grandslam Elite

Gola Grandslam Elite

Brand Name: Gola
Product Name: Grandslam Elite
Gender: Men's
Color: White/Black/Gum
Price: $72MSRP: $120

Dockers - Whitworth. Color Antique Brown. On sale for $50.77. MSRP $85.00. 40% off.

Dockers Whitworth

Dockers Whitworth

Brand Name: Dockers
Product Name: Whitworth
Gender: Men's
Color: Antique Brown
Price: $50.77MSRP: $85

Marc Joseph New York - Mulberry Ave. Color Havana Suede. On sale for $70.00. MSRP $175.00. 60% off.

Marc Joseph New York Mulberry Ave

Marc Joseph New York Mulberry Ave

Brand Name: Marc Joseph New York
Product Name: Mulberry Ave
Gender: Men's
Color: Havana Suede
Price: $70MSRP: $175

Propet - Cash North. Color Black. Low Stock. On sale for $74.99. MSRP $149.99. 50% off. 3.1 out of 5 stars

Low Stock

Propet Cash North

Propet Cash North

Brand Name: Propet
Product Name: Cash North
Gender: Men's
Color: Black
Price: $74.99MSRP: $149.99

Dockers - Callum. Color Butterscotch. Low Stock. On sale for $59.50. MSRP $85.00. 30% off.

Low Stock

Dockers Callum

Dockers Callum

Brand Name: Dockers
Product Name: Callum
Gender: Men's
Color: Butterscotch
Price: $59.50MSRP: $85

Gola - Tornado '88. Color Dark Khaki/Off White/Rust. On sale for $72.00. MSRP $120.00. 40% off.

Gola Tornado '88

Gola Tornado '88

Brand Name: Gola
Product Name: Tornado '88
Gender: Men's
Color: Dark Khaki/Off White/Rust
Price: $72MSRP: $120

Gola - Grandslam Elite. Color Off-White/Navy/Burgundy/Gum. Low Stock. On sale for $60.00. MSRP $120.00. 50% off.

Low Stock

Gola Grandslam Elite

Gola Grandslam Elite

Brand Name: Gola
Product Name: Grandslam Elite
Gender: Men's
Color: Off-White/Navy/Burgundy/Gum
Price: $60MSRP: $120

Vans - Authentic™. Color Black Sidewall Gothic Grape. On sale for $49.50. MSRP $55.00. 10% off. 4.6 out of 5 stars

Vans Authentic™

Vans Authentic™

Brand Name: Vans
Product Name: Authentic™
Gender: Unisex
Color: Black Sidewall Gothic Grape
Price: $49.50MSRP: $55

Vans - Authentic™. Color Chipmunk. On sale for $58.50. MSRP $65.00. 10% off. 4.6 out of 5 stars

Vans Authentic™

Vans Authentic™

Brand Name: Vans
Product Name: Authentic™
Gender: Unisex
Color: Chipmunk
Price: $58.50MSRP: $65

Johnston & Murphy - Upton Knit Saddle. Color Gray Knit/Full Grain. Low Stock. On sale for $47.70. MSRP $159.00. 70% off. 4.0 out of 5 stars

Low Stock

Johnston & Murphy Upton Knit Saddle

Johnston & Murphy Upton Knit Saddle

Brand Name: Johnston & Murphy
Product Name: Upton Knit Saddle
Gender: Men's
Color: Gray Knit/Full Grain
Price: $47.70MSRP: $159

Marc Joseph New York - Howard Street. Color Tan Brushed Napa. On sale for $70.00. MSRP $175.00. 60% off.

Marc Joseph New York Howard Street

Marc Joseph New York Howard Street

Brand Name: Marc Joseph New York
Product Name: Howard Street
Gender: Men's
Color: Tan Brushed Napa
Price: $70MSRP: $175

Marc Joseph New York - Watson Ave. Color Grey Suede. Low Stock. On sale for $74.25. MSRP $165.00. 55% off.

Low Stock

Marc Joseph New York Watson Ave

Marc Joseph New York Watson Ave

Brand Name: Marc Joseph New York
Product Name: Watson Ave
Gender: Men's
Color: Grey Suede
Price: $74.25MSRP: $165

Johnston & Murphy - Braydon Plain Toe. Color Grey. Low Stock. On sale for $69.50. MSRP $139.00. 50% off. 4.0 out of 5 stars

Low Stock

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: $69.50MSRP: $139