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Boots on Sale $50 & Under

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Men's Size 8.5 Leather Outsole Shoes

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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

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Black/Ivory. On sale for $82.50. MSRP $110.00. 25% 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: $82.50MSRP: $110

Tommy Hilfiger - Rosell. Color Black. On sale for $65.68. MSRP $79.95. 18% off.

Tommy Hilfiger Rosell

Tommy Hilfiger Rosell

Brand Name: Tommy Hilfiger
Product Name: Rosell
Gender: Men's
Color: Black
Price: $65.68MSRP: $79.95

Cole Haan - Original Grand 2.0. Color Big Dipper Nubuck/Ancient Scroll. On sale for $125.92. MSRP $230.00. 45% 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: $125.92MSRP: $230

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: $162MSRP: $180

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Ivory/Black. On sale for $77.25. MSRP $110.00. 30% 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: $77.25MSRP: $110

Cole Haan - Pinch Weekender Venetians. Color Black/Angora. On sale for $117.00. MSRP $130.00. 10% 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: $117MSRP: $130

Cole Haan - Grand Crosscourt Modern Runner. Color Pavement/Biscuit/Storm Cloud. On sale for $87.93. MSRP $110.00. 20% off.

Cole Haan Grand Crosscourt Modern Runner

Cole Haan Grand Crosscourt Modern Runner

Brand Name: Cole Haan
Product Name: Grand Crosscourt Modern Runner
Gender: Men's
Color: Pavement/Biscuit/Storm Cloud
Price: $87.93MSRP: $110

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

Vans - MTE Ultrarange 2.0 RW. Color Bright Yellow. On sale for $45.00. MSRP $100.00. 55% off. 3.3 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: $45MSRP: $100

Tommy Hilfiger - Rosell. Color Brown. On sale for $78.19. MSRP $79.95. 2% off.

Tommy Hilfiger Rosell

Tommy Hilfiger Rosell

Brand Name: Tommy Hilfiger
Product Name: Rosell
Gender: Men's
Color: Brown
Price: $78.19MSRP: $79.95

Gordon Rush - Cooper. Color Grey. Low Stock. On sale for $50.97. MSRP $169.90. 70% off. 2.0 out of 5 stars

Low Stock

Gordon Rush Cooper

Gordon Rush Cooper

Brand Name: Gordon Rush
Product Name: Cooper
Gender: Men's
Color: Grey
Price: $50.97MSRP: $169.90

Cole Haan - Pinch Weekender Venetians. Color British Tan/Angora. On sale for $117.00. MSRP $130.00. 10% 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: $117MSRP: $130

Cole Haan - Pinch Weekender Venetians. Color Dark Chocolate/Angora. On sale for $111.63. MSRP $130.00. 14% 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: $111.63MSRP: $130

Cole Haan - American Classics Montrose Plain Toe Ox. Color Navy Blazer Nubuck/Angora. On sale for $161.50. MSRP $190.00. 15% off. 5.0 out of 5 stars

Cole Haan American Classics Montrose Plain Toe Ox

Cole Haan American Classics Montrose Plain Toe Ox

Brand Name: Cole Haan
Product Name: American Classics Montrose Plain Toe Ox
Gender: Men's
Color: Navy Blazer Nubuck/Angora
Price: $161.50MSRP: $190

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Quiet Shade. On sale for $85.89. MSRP $110.00. 22% 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: $85.89MSRP: $110

Cole Haan - Grandpro Breakaway. Color Light Sesame Suede/Hickory/Medium Gum. On sale for $119.88. MSRP $130.00. 8% off. 1.0 out of 5 stars

Cole Haan Grandpro Breakaway

Cole Haan Grandpro Breakaway

Brand Name: Cole Haan
Product Name: Grandpro Breakaway
Gender: Men's
Color: Light Sesame Suede/Hickory/Medium Gum
Price: $119.88MSRP: $130

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

Cole Haan - Grand Hurrion Stitchlite Plain Toe Oxfords. Color Navy Blazer/Silver Birch/Ivory. On sale for $110.50. MSRP $130.00. 15% off.

Cole Haan Grand Hurrion Stitchlite Plain Toe Oxfords

Cole Haan Grand Hurrion Stitchlite Plain Toe Oxfords

Brand Name: Cole Haan
Product Name: Grand Hurrion Stitchlite Plain Toe Oxfords
Gender: Men's
Color: Navy Blazer/Silver Birch/Ivory
Price: $110.50MSRP: $130

Cole Haan - Grand Crosscourt Modern Runner. Color Microchip/Quiet Shade/Optic White. On sale for $93.50. MSRP $110.00. 15% off.

Cole Haan Grand Crosscourt Modern Runner

Cole Haan Grand Crosscourt Modern Runner

Brand Name: Cole Haan
Product Name: Grand Crosscourt Modern Runner
Gender: Men's
Color: Microchip/Quiet Shade/Optic White
Price: $93.50MSRP: $110

Johnston & Murphy - Cormac Cap Toe. Color Brown/Tan Italian Calfskin. Low Stock. On sale for $172.42. MSRP $229.90. 25% off. 4.7 out of 5 stars

Low Stock

Johnston & Murphy Cormac Cap Toe

Johnston & Murphy Cormac Cap Toe

Brand Name: Johnston & Murphy
Product Name: Cormac Cap Toe
Gender: Men's
Color: Brown/Tan Italian Calfskin
Price: $172.42MSRP: $229.90

Magnanni - 23037-00. Color Bone Suede. Low Stock. On sale for $446.25. MSRP $525.00. 15% off.

Low Stock

Magnanni 23037-00

Magnanni 23037-00

Brand Name: Magnanni
Product Name: 23037-00
Gender: Men's
Color: Bone Suede
Price: $446.25MSRP: $525

Acorn - Polar Pair. Color Dark Pine. Low Stock. On sale for $51.55. MSRP $55.00. 6% off. 4.8 out of 5 stars

Low Stock

Acorn Polar Pair

Acorn Polar Pair

Brand Name: Acorn
Product Name: Polar Pair
Gender: Men's
Color: Dark Pine
Price: $51.55MSRP: $55

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: $63MSRP: $90

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

Vans - MTE Ultrarange 2.0 RW. Color Bungee Cord. On sale for $90.00. MSRP $100.00. 10% off. 3.3 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: Bungee Cord
Price: $90MSRP: $100

Vans - MTE Crosspath Mid. Color Dark Green/Dark Brown. On sale for $126.00. MSRP $140.00. 10% off. 5.0 out of 5 stars

Vans MTE Crosspath Mid

Vans MTE Crosspath Mid

Brand Name: Vans
Product Name: MTE Crosspath Mid
Gender: Unisex
Color: Dark Green/Dark Brown
Price: $126MSRP: $140

Steve Madden - Possess. Color White 1. On sale for $102.77. MSRP $120.00. 14% off. 3.0 out of 5 stars

Steve Madden Possess

Steve Madden Possess

Brand Name: Steve Madden
Product Name: Possess
Gender: Men's
Color: White 1
Price: $102.77MSRP: $120

Cole Haan - Pinch Weekender Venetians. Color China Blue Suede/Ivory. On sale for $106.93. MSRP $130.00. 18% 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: $106.93MSRP: $130

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

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

Bruno Magli - Maioco Penny. Color Brown. Low Stock. On sale for $335.75. MSRP $395.00. 15% off.

Low Stock

Bruno Magli Maioco Penny

Bruno Magli Maioco Penny

Brand Name: Bruno Magli
Product Name: Maioco Penny
Gender: Men's
Color: Brown
Price: $335.75MSRP: $395

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

Cole Haan - Grand Hurrion Stitchlite Plain Toe Oxfords. Color Black/Nimbus/Cloud Ivory. On sale for $97.50. MSRP $130.00. 25% off.

Cole Haan Grand Hurrion Stitchlite Plain Toe Oxfords

Cole Haan Grand Hurrion Stitchlite Plain Toe Oxfords

Brand Name: Cole Haan
Product Name: Grand Hurrion Stitchlite Plain Toe Oxfords
Gender: Men's
Color: Black/Nimbus/Cloud Ivory
Price: $97.50MSRP: $130

Cole Haan - Grand Remix Knit Oxfords. Color Silver Lining/Acorn/Ivory. Low Stock. On sale for $88.00. MSRP $110.00. 20% off.

Low Stock

Cole Haan Grand Remix Knit Oxfords

Cole Haan Grand Remix Knit Oxfords

Brand Name: Cole Haan
Product Name: Grand Remix Knit Oxfords
Gender: Men's
Color: Silver Lining/Acorn/Ivory
Price: $88MSRP: $110

Stacy Adams - Valet Velour Slip-On Loafer. Color Dark Blue. Low Stock. On sale for $78.02. MSRP $105.00. 26% 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: $78.02MSRP: $105

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: $79MSRP: $158

Vans - MTE Ultrarange 2.0 RW. Color Mushroom. On sale for $80.00. MSRP $100.00. 20% off. 3.3 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: $80MSRP: $100

Vans - MTE Ultrarange 2.0 RW. Color Bright Orange. On sale for $90.00. MSRP $100.00. 10% off. 3.3 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: $90MSRP: $100

Vans - MTE Ultrarange 2.0 RW. Color Brown. On sale for $80.00. MSRP $100.00. 20% off. 3.3 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: $80MSRP: $100

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

Vans - MTE Ultrarange 2.0 RW. Color Sepia Rose. On sale for $55.00. MSRP $100.00. 45% off. 3.3 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: $55MSRP: $100

Vans - MTE Ultrarange 2.0 RW. Color Dress Blues. On sale for $80.00. MSRP $100.00. 20% off. 3.3 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: Dress Blues
Price: $80MSRP: $100

Stacy Adams - Tallero Lace-Up. Color Dark Blue Multi. Low Stock. On sale for $93.94. MSRP $115.00. 18% off. 4.2 out of 5 stars

Low Stock

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: $93.94MSRP: $115

Stacy Adams - Tallero Lace-Up. Color Tan Multi. Low Stock. On sale for $85.56. MSRP $115.00. 26% off. 4.2 out of 5 stars

Low Stock

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: $85.56MSRP: $115

Nunn Bush - MAC Moccasin Toe Oxford. Color Black. Low Stock. On sale for $79.95. MSRP $100.00. 20% off. 5.0 out of 5 stars

Low Stock

Nunn Bush MAC Moccasin Toe Oxford

Nunn Bush MAC Moccasin Toe Oxford

Brand Name: Nunn Bush
Product Name: MAC Moccasin Toe Oxford
Gender: Men's
Color: Black
Price: $79.95MSRP: $100

Stacy Adams - Tallero Lace-Up. Color Burgundy Multi. Low Stock. On sale for $86.07. MSRP $115.00. 25% off. 4.2 out of 5 stars

Low Stock

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: $86.07MSRP: $115

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

Wolf & Shepherd - Supercrossover. Color Navy. On sale for $250.75. MSRP $295.00. 15% off.

Wolf & Shepherd Supercrossover

Wolf & Shepherd Supercrossover

Brand Name: Wolf & Shepherd
Product Name: Supercrossover
Gender: Men's
Color: Navy
Price: $250.75MSRP: $295

Johnston & Murphy - Ellsworth Plain Toe Medallion. Color Brown Italian Calfskin. Low Stock. On sale for $132.75. MSRP $295.00. 55% 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: $132.75MSRP: $295

Cole Haan - Grandpro Ashland 2 Golf. Color Navy Blazer/Titanium/Ivory. On sale for $146.95. MSRP $155.00. 5% 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: $146.95MSRP: $155

Born - Cambridge. Color Dark Brown (Braken). On sale for $87.75. MSRP $135.00. 35% off.

Born Cambridge

Born Cambridge

Brand Name: Born
Product Name: Cambridge
Gender: Men's
Color: Dark Brown (Braken)
Price: $87.75MSRP: $135

PUMA - Royale. Color Puma White/Deep Navy/Team Light Blue. On sale for $144.00. MSRP $160.00. 10% off.

PUMA Royale

PUMA Royale

Brand Name: PUMA
Product Name: Royale
Gender: Men's
Color: Puma White/Deep Navy/Team Light Blue
Price: $144MSRP: $160

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

Cole Haan - Grandpro Ashland 2 Golf. Color Black/New Caramel/Ivory. On sale for $130.18. 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: $130.18MSRP: $155

Cole Haan - Grandpro Ashland 2 Golf. Color Optic White/Glacier Gray/Ivory. On sale for $128.73. MSRP $160.00. 20% 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: $128.73MSRP: $160

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

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

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