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Boots on Sale $50 & Under

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Size 10 Leather Outsole Comfort Products

39 items found

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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

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

Tommy Hilfiger - Rosell. Color Black. On sale for $66.82. MSRP $79.95. 16% off.

Tommy Hilfiger Rosell

Tommy Hilfiger Rosell

Brand Name: Tommy Hilfiger
Product Name: Rosell
Gender: Men's
Color: Black
Price: $66.82MSRP: $79.95

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

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

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

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 Crosscourt Modern Runner. Color Pavement/Biscuit/Storm Cloud. On sale for $89.07. MSRP $110.00. 19% 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: $89.07MSRP: $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

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

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

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

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 $85.66. MSRP $110.00. 22% 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: $85.66MSRP: $110

Vans - Hylane. Color Retro Skate Lunar Rock. On sale for $58.50. MSRP $90.00. 35% off.

Vans Hylane

Vans Hylane

Brand Name: Vans
Product Name: Hylane
Gender: Unisex
Color: Retro Skate Lunar Rock
Price: $58.50MSRP: $90

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 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

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

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 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

Born - Cambridge. Color Black. On sale for $96.33. MSRP $135.00. 29% off.

Born Cambridge

Born Cambridge

Brand Name: Born
Product Name: Cambridge
Gender: Men's
Color: Black
Price: $96.33MSRP: $135

Vans - Classic Slip-On Checkerboard. Color Checkerboard Crystal Blue. On sale for $45.50. MSRP $65.00. 30% off. 4.6 out of 5 stars

Vans Classic Slip-On Checkerboard

Vans Classic Slip-On Checkerboard

Brand Name: Vans
Product Name: Classic Slip-On Checkerboard
Gender: Unisex
Color: Checkerboard Crystal Blue
Price: $45.50MSRP: $65

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Ivory/Black. On sale for $77.37. 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: $77.37MSRP: $110

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

Stacy Adams - Tallero Lace-Up. Color Dark Blue Multi. Low Stock. On sale for $93.67. MSRP $115.00. 19% 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: $93.67MSRP: $115

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 - American Classics Montrose Plain Toe Ox. Color Titanium 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: Titanium Nubuck/Angora
Price: $161.50MSRP: $190

Cole Haan - American Classics Montrose Plain Toe Ox. Color Light Sesame Suede/Birch Beige/Ivory. On sale for $171.00. MSRP $190.00. 10% 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: Light Sesame Suede/Birch Beige/Ivory
Price: $171MSRP: $190

Cole Haan - Grandpro Breakaway. Color Light Sesame Suede/Hickory/Medium Gum. On sale for $110.50. MSRP $130.00. 15% 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: $110.50MSRP: $130

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

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 - Og Energyweave Wingtip Oxfords. Color Golden Toffee Nubuck/China Blue/Ivory. On sale for $153.00. MSRP $170.00. 10% off.

Cole Haan Og Energyweave Wingtip Oxfords

Cole Haan Og Energyweave Wingtip Oxfords

Brand Name: Cole Haan
Product Name: Og Energyweave Wingtip Oxfords
Gender: Men's
Color: Golden Toffee Nubuck/China Blue/Ivory
Price: $153MSRP: $170

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 $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

Cole Haan - Grandpro Ashland 2 Golf. Color Navy Blazer/Titanium/Ivory. On sale for $146.20. MSRP $155.00. 6% 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: $146.20MSRP: $155

Cole Haan - Grandpro Ashland 2 Golf. Color Black/New Caramel/Ivory. On sale for $131.69. MSRP $155.00. 15% 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: $131.69MSRP: $155

Cole Haan - Grandpro Ashland 2 Golf. Color Optic White/Glacier Gray/Ivory. On sale for $132.06. MSRP $160.00. 17% 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: $132.06MSRP: $160

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