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Boots on Sale $50 & Under

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Men's Size 8.5 Leather Outsole Comfort Shoes

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Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Black/Ivory. On sale for $80.53. MSRP $110.00. 27% off. 5.0 out of 5 stars

Cole Haan Grand Crosscourt Modern Perforated Lace To Toe Sneakers

Cole Haan Grand Crosscourt Modern Perforated Lace To Toe Sneakers

Brand Name: Cole Haan
Product Name: Grand Crosscourt Modern Perforated Lace To Toe Sneakers
Gender: Men's
Color: Black/Ivory
Price: $80.53MSRP: $110.00

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Navy Blazer. On sale for $89.98. MSRP $110.00. 18% off. 5.0 out of 5 stars

Cole Haan Grand Crosscourt Modern Perforated Lace To Toe Sneakers

Cole Haan Grand Crosscourt Modern Perforated Lace To Toe Sneakers

Brand Name: Cole Haan
Product Name: Grand Crosscourt Modern Perforated Lace To Toe Sneakers
Gender: Men's
Color: Navy Blazer
Price: $89.98MSRP: $110.00

Cole Haan - Grandpro Luxe Wholecut Sneakers. Color Optic White/Optic White. On sale for $162.00. MSRP $180.00. 10% off.

Cole Haan Grandpro Luxe Wholecut Sneakers

Cole Haan Grandpro Luxe Wholecut Sneakers

Brand Name: Cole Haan
Product Name: Grandpro Luxe Wholecut Sneakers
Gender: Men's
Color: Optic White/Optic White
Price: $162.00MSRP: $180.00

Vans - MTE Ultrarange 2.0 RW. Color Bright Orange. On sale for $90.00. MSRP $100.00. 10% off. 3.0 out of 5 stars

Vans MTE Ultrarange 2.0 RW

Vans MTE Ultrarange 2.0 RW

Brand Name: Vans
Product Name: MTE Ultrarange 2.0 RW
Gender: Unisex
Color: Bright Orange
Price: $90.00MSRP: $100.00

COACH - Cooper Loafer. Color Saddle. Low Stock. On sale for $192.50. MSRP $275.00. 30% off.

Low Stock

COACH Cooper Loafer

COACH Cooper Loafer

Brand Name: COACH
Product Name: Cooper Loafer
Gender: Men's
Color: Saddle
Price: $192.50MSRP: $275.00

Cole Haan - Pinch Weekender Venetians. Color Black/Angora. On sale for $115.22. MSRP $130.00. 11% 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: $115.22MSRP: $130.00

Frye - Connor Venetian. Color Driftwood. On sale for $79.00. MSRP $158.00. 50% 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: $79.00MSRP: $158.00

Frye - Connor Venetian. Color Black. On sale for $86.90. MSRP $158.00. 45% 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: $86.90MSRP: $158.00

Frye - Connor Venetian. Color Chocolate. Low Stock. On sale for $117.60. MSRP $168.00. 30% 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: $117.60MSRP: $168.00

Stacy Adams - Tallero Lace-Up. Color Dark Blue Multi. On sale for $86.50. MSRP $115.00. 25% off. 4.2 out of 5 stars

Stacy Adams Tallero Lace-Up

Stacy Adams Tallero Lace-Up

Brand Name: Stacy Adams
Product Name: Tallero Lace-Up
Gender: Men's
Color: Dark Blue Multi
Price: $86.50MSRP: $115.00

Stacy Adams - Tallero Lace-Up. Color Tan Multi. On sale for $85.00. MSRP $115.00. 26% off. 4.2 out of 5 stars

Stacy Adams Tallero Lace-Up

Stacy Adams Tallero Lace-Up

Brand Name: Stacy Adams
Product Name: Tallero Lace-Up
Gender: Men's
Color: Tan Multi
Price: $85.00MSRP: $115.00

Stacy Adams - Tallero Lace-Up. Color Burgundy Multi. On sale for $89.35. MSRP $115.00. 22% off. 4.2 out of 5 stars

Stacy Adams Tallero Lace-Up

Stacy Adams Tallero Lace-Up

Brand Name: Stacy Adams
Product Name: Tallero Lace-Up
Gender: Men's
Color: Burgundy Multi
Price: $89.35MSRP: $115.00

Vans - Lowland 2.0. Color Sun/Dried Tomato. On sale for $76.50. MSRP $85.00. 10% off.

Vans Lowland 2.0

Vans Lowland 2.0

Brand Name: Vans
Product Name: Lowland 2.0
Gender: Unisex
Color: Sun/Dried Tomato
Price: $76.50MSRP: $85.00

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

Vans - Hylane. Color Retro Skate Navy. On sale for $63.00. MSRP $90.00. 30% off.

Vans Hylane

Vans Hylane

Brand Name: Vans
Product Name: Hylane
Gender: Unisex
Color: Retro Skate Navy
Price: $63.00MSRP: $90.00

Johnston & Murphy - Ellsworth Plain Toe Medallion. Color Black Italian Calfskin. Low Stock. On sale for $177.00. MSRP $295.00. 40% off. 2.5 out of 5 stars

Low Stock

Johnston & Murphy Ellsworth Plain Toe Medallion

Johnston & Murphy Ellsworth Plain Toe Medallion

Brand Name: Johnston & Murphy
Product Name: Ellsworth Plain Toe Medallion
Gender: Men's
Color: Black Italian Calfskin
Price: $177.00MSRP: $295.00

Johnston & Murphy - Ellsworth Plain Toe Medallion. Color Brown Italian Calfskin. Low Stock. On sale for $206.50. MSRP $295.00. 30% off. 2.5 out of 5 stars

Low Stock

Johnston & Murphy Ellsworth Plain Toe Medallion

Johnston & Murphy Ellsworth Plain Toe Medallion

Brand Name: Johnston & Murphy
Product Name: Ellsworth Plain Toe Medallion
Gender: Men's
Color: Brown Italian Calfskin
Price: $206.50MSRP: $295.00

Tommy Hilfiger - Rosell. Color Brown. On sale for $77.50. MSRP $79.95. 3% off.

Tommy Hilfiger Rosell

Tommy Hilfiger Rosell

Brand Name: Tommy Hilfiger
Product Name: Rosell
Gender: Men's
Color: Brown
Price: $77.50MSRP: $79.95

Tommy Hilfiger - Rosell. Color Medium Brown. Low Stock. On sale for $55.96. MSRP $79.95. 30% off.

Low Stock

Tommy Hilfiger Rosell

Tommy Hilfiger Rosell

Brand Name: Tommy Hilfiger
Product Name: Rosell
Gender: Men's
Color: Medium Brown
Price: $55.96MSRP: $79.95

Tommy Hilfiger - Rosell. Color Black. On sale for $71.37. MSRP $79.95. 11% off.

Tommy Hilfiger Rosell

Tommy Hilfiger Rosell

Brand Name: Tommy Hilfiger
Product Name: Rosell
Gender: Men's
Color: Black
Price: $71.37MSRP: $79.95

Johnston & Murphy - Taylor Penny. Color Tan. Low Stock. On sale for $73.75. MSRP $295.00. 75% 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: Tan
Price: $73.75MSRP: $295.00

Magnanni - Shaw. Color Rocia Taupe Suede. On sale for $445.50. MSRP $495.00. 10% off.

Magnanni Shaw

Magnanni Shaw

Brand Name: Magnanni
Product Name: Shaw
Gender: Men's
Color: Rocia Taupe Suede
Price: $445.50MSRP: $495.00

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Ivory/Black. On sale for $79.25. MSRP $110.00. 28% off. 5.0 out of 5 stars

Cole Haan Grand Crosscourt Modern Perforated Lace To Toe Sneakers

Cole Haan Grand Crosscourt Modern Perforated Lace To Toe Sneakers

Brand Name: Cole Haan
Product Name: Grand Crosscourt Modern Perforated Lace To Toe Sneakers
Gender: Men's
Color: Ivory/Black
Price: $79.25MSRP: $110.00

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Quiet Shade. On sale for $87.21. MSRP $110.00. 21% off. 5.0 out of 5 stars

Cole Haan Grand Crosscourt Modern Perforated Lace To Toe Sneakers

Cole Haan Grand Crosscourt Modern Perforated Lace To Toe Sneakers

Brand Name: Cole Haan
Product Name: Grand Crosscourt Modern Perforated Lace To Toe Sneakers
Gender: Men's
Color: Quiet Shade
Price: $87.21MSRP: $110.00

Marc Joseph New York - Canal St 2.0. Color Black Napa. Low Stock. On sale for $146.25. MSRP $195.00. 25% 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: $146.25MSRP: $195.00

Vans - MTE Ultrarange 2.0 RW. Color Brown. On sale for $80.00. MSRP $100.00. 20% off. 3.0 out of 5 stars

Vans MTE Ultrarange 2.0 RW

Vans MTE Ultrarange 2.0 RW

Brand Name: Vans
Product Name: MTE Ultrarange 2.0 RW
Gender: Unisex
Color: Brown
Price: $80.00MSRP: $100.00

Vans - MTE Ultrarange 2.0 RW. Color Sepia Rose. On sale for $60.00. MSRP $100.00. 40% off. 3.0 out of 5 stars

Vans MTE Ultrarange 2.0 RW

Vans MTE Ultrarange 2.0 RW

Brand Name: Vans
Product Name: MTE Ultrarange 2.0 RW
Gender: Unisex
Color: Sepia Rose
Price: $60.00MSRP: $100.00

Bruno Magli - Arlo. Color Brown Tumbled. Low Stock. $395.00.

Low Stock

Bruno Magli Arlo

Bruno Magli Arlo

Brand Name: Bruno Magli
Product Name: Arlo
Gender: Men's
Color: Brown Tumbled
Price: $395.00

Cole Haan - Grandpro Ashland 2 Golf. Color Navy Blazer/Titanium/Ivory. On sale for $134.73. MSRP $155.00. 13% off.

Cole Haan Grandpro Ashland 2 Golf

Cole Haan Grandpro Ashland 2 Golf

Brand Name: Cole Haan
Product Name: Grandpro Ashland 2 Golf
Gender: Men's
Color: Navy Blazer/Titanium/Ivory
Price: $134.73MSRP: $155.00

Cole Haan - Original Grand 2.0. Color Big Dipper Nubuck/Ancient Scroll. On sale for $138.00. MSRP $230.00. 40% off.

Cole Haan Original Grand 2.0

Cole Haan Original Grand 2.0

Brand Name: Cole Haan
Product Name: Original Grand 2.0
Gender: Men's
Color: Big Dipper Nubuck/Ancient Scroll
Price: $138.00MSRP: $230.00

Cole Haan - Grandpro Ashland 2 Golf. Color Black/New Caramel/Ivory. On sale for $129.75. MSRP $155.00. 16% off.

Cole Haan Grandpro Ashland 2 Golf

Cole Haan Grandpro Ashland 2 Golf

Brand Name: Cole Haan
Product Name: Grandpro Ashland 2 Golf
Gender: Men's
Color: Black/New Caramel/Ivory
Price: $129.75MSRP: $155.00

Cole Haan - Grandpro Ashland 2 Golf. Color Optic White/Glacier Gray/Ivory. On sale for $144.77. MSRP $160.00. 10% off.

Cole Haan Grandpro Ashland 2 Golf

Cole Haan Grandpro Ashland 2 Golf

Brand Name: Cole Haan
Product Name: Grandpro Ashland 2 Golf
Gender: Men's
Color: Optic White/Glacier Gray/Ivory
Price: $144.77MSRP: $160.00

Vans - MTE Ultrarange 2.0 RW. Color Bright Yellow. On sale for $45.00. MSRP $100.00. 55% off. 3.0 out of 5 stars

Vans MTE Ultrarange 2.0 RW

Vans MTE Ultrarange 2.0 RW

Brand Name: Vans
Product Name: MTE Ultrarange 2.0 RW
Gender: Unisex
Color: Bright Yellow
Price: $45.00MSRP: $100.00

Vans - MTE Ultrarange 2.0 RW. Color Mushroom. On sale for $80.00. MSRP $100.00. 20% off. 3.0 out of 5 stars

Vans MTE Ultrarange 2.0 RW

Vans MTE Ultrarange 2.0 RW

Brand Name: Vans
Product Name: MTE Ultrarange 2.0 RW
Gender: Unisex
Color: Mushroom
Price: $80.00MSRP: $100.00

Magnanni - Marcona. Color Cuero. Low Stock. On sale for $279.00. MSRP $465.00. 40% off.

Low Stock

Magnanni Marcona

Magnanni Marcona

Brand Name: Magnanni
Product Name: Marcona
Gender: Men's
Color: Cuero
Price: $279.00MSRP: $465.00

Marc Joseph New York - Chambers St. Color Whiskey Brushed Napa. 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: Whiskey Brushed Napa
Price: $146.25MSRP: $195.00

Marc Joseph New York - Spring Street. Color Cognac Basket Napa. Low Stock. On sale for $105.00. MSRP $175.00. 40% 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: Cognac Basket Napa
Price: $105.00MSRP: $175.00

Marc Joseph New York - Spring Street. Color Ice Basket Napa. On sale for $113.75. MSRP $175.00. 35% 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: $113.75MSRP: $175.00

Johnston & Murphy - Cormac Cap Toe. Color Brown Italian Calfskin. On sale for $265.50. MSRP $295.00. 10% off. 4.7 out of 5 stars

Johnston & Murphy Cormac Cap Toe

Johnston & Murphy Cormac Cap Toe

Brand Name: Johnston & Murphy
Product Name: Cormac Cap Toe
Gender: Men's
Color: Brown Italian Calfskin
Price: $265.50MSRP: $295.00