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Boots on Sale $50 & Under

Shop Boots Deals

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Men's Size 9.5 Leather Outsole On Sale Products

32 items found

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Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Navy Blazer. On sale for $78.17. MSRP $110.00. 29% 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: $78.17MSRP: $110

Vans - MTE Ultrarange Neo VR3. Color Dark Brown. Low Stock. On sale for $75.00. MSRP $125.00. 40% off.

Low Stock

Vans MTE Ultrarange Neo VR3

Vans MTE Ultrarange Neo VR3

Brand Name: Vans
Product Name: MTE Ultrarange Neo VR3
Gender: Unisex
Color: Dark Brown
Price: $75MSRP: $125

Cole Haan - Grandpro Ashland 2 Golf. Color Navy Blazer/Titanium/Ivory. On sale for $128.77. MSRP $155.00. 17% off. 5.0 out of 5 stars

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: $128.77MSRP: $155

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

Cole Haan - Grandpro Luxe Wholecut Sneakers. Color Optic White/Optic White. Low Stock. On sale for $135.00. MSRP $180.00. 25% off. 5.0 out of 5 stars

Low Stock

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: $135MSRP: $180

TOMS - Travel Lite Forrest. Color Tan. On sale for $58.50. MSRP $130.00. 55% off.

TOMS Travel Lite Forrest

TOMS Travel Lite Forrest

Brand Name: TOMS
Product Name: Travel Lite Forrest
Gender: Men's
Color: Tan
Price: $58.50MSRP: $130

TOMS - Travel Lite Forrest. Color Brown. On sale for $65.00. MSRP $130.00. 50% off.

TOMS Travel Lite Forrest

TOMS Travel Lite Forrest

Brand Name: TOMS
Product Name: Travel Lite Forrest
Gender: Men's
Color: Brown
Price: $65MSRP: $130

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 - North Street (Hands Free Technology). Color Cognac Napa Leather. On sale for $111.96. MSRP $159.95. 30% off. 4.5 out of 5 stars

Marc Joseph New York North Street (Hands Free Technology)

Marc Joseph New York North Street (Hands Free Technology)

Brand Name: Marc Joseph New York
Product Name: North Street (Hands Free Technology)
Gender: Men's
Color: Cognac Napa Leather
Price: $111.96MSRP: $159.95

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

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

Marc Joseph New York - Newbury Street (Hands Free Technology). Color Black Napa Leather. On sale for $119.96. MSRP $149.95. 20% 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: $119.96MSRP: $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

Born - Cambridge. Color Dark Brown (Braken). Low Stock. On sale for $67.50. MSRP $135.00. 50% off.

Low Stock

Born Cambridge

Born Cambridge

Brand Name: Born
Product Name: Cambridge
Gender: Men's
Color: Dark Brown (Braken)
Price: $67.50MSRP: $135

Stacy Adams - Gabardo Bike Toe Lace-Up. Color Blue. Low Stock. On sale for $102.12. MSRP $115.00. 11% off. 4.8 out of 5 stars

Low Stock

Stacy Adams Gabardo Bike Toe Lace-Up

Stacy Adams Gabardo Bike Toe Lace-Up

Brand Name: Stacy Adams
Product Name: Gabardo Bike Toe Lace-Up
Gender: Men's
Color: Blue
Price: $102.12MSRP: $115

Cole Haan - Grand Hurrion Stitchlite Plain Toe Oxfords. Color Black/Nimbus/Cloud Ivory. On sale for $99.97. MSRP $130.00. 23% off. 3.0 out of 5 stars

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: $99.97MSRP: $130

Cole Haan - Grand Crosscourt Modern Runner. Color Pavement/Biscuit/Storm Cloud. On sale for $84.85. MSRP $110.00. 23% 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: $84.85MSRP: $110

Cole Haan - Morse Grand Wingtip Oxfords. Color Golden Honey Suede/Silver Birch. Low Stock. On sale for $126.00. MSRP $140.00. 10% off. 4.0 out of 5 stars

Low Stock

Cole Haan Morse Grand Wingtip Oxfords

Cole Haan Morse Grand Wingtip Oxfords

Brand Name: Cole Haan
Product Name: Morse Grand Wingtip Oxfords
Gender: Men's
Color: Golden Honey Suede/Silver Birch
Price: $126MSRP: $140

Dr. Scholl's - Madison Men's Chukka. Color Mocha Taupe Textured Nubuck. Low Stock. On sale for $75.10. MSRP $115.00. 35% off. 5.0 out of 5 stars

Low Stock

Dr. Scholl's Madison Men's Chukka

Dr. Scholl's Madison Men's Chukka

Brand Name: Dr. Scholl's
Product Name: Madison Men's Chukka
Gender: Men's
Color: Mocha Taupe Textured Nubuck
Price: $75.10MSRP: $115

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Ivory/Black. On sale for $78.43. MSRP $110.00. 29% 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: $78.43MSRP: $110

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Black/Ivory. On sale for $81.73. MSRP $110.00. 26% 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: $81.73MSRP: $110

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

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 - Astor Low Lace Court. Color Fog. Low Stock. On sale for $71.10. MSRP $158.00. 55% off. 5.0 out of 5 stars

Low Stock

Frye Astor Low Lace Court

Frye Astor Low Lace Court

Brand Name: Frye
Product Name: Astor Low Lace Court
Gender: Men's
Color: Fog
Price: $71.10MSRP: $158

Stacy Adams - Valet Velour Slip-On Loafer. Color Dark Blue. Low Stock. On sale for $65.06. 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: $65.06MSRP: $105

Stacy Adams - Valet Velour Slip-On Loafer. Color Burgundy. On sale for $74.71. MSRP $105.00. 29% 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: $74.71MSRP: $105

Marc Joseph New York - Wall St 3.0. Color Black Napa. Low Stock. On sale for $87.75. MSRP $195.00. 55% off.

Low Stock

Marc Joseph New York Wall St 3.0

Marc Joseph New York Wall St 3.0

Brand Name: Marc Joseph New York
Product Name: Wall St 3.0
Gender: Men's
Color: Black Napa
Price: $87.75MSRP: $195

Cole Haan - Grandpro Ashland 2 Golf. Color Optic White/Glacier Gray/Ivory. On sale for $125.55. MSRP $160.00. 22% off. 5.0 out of 5 stars

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: $125.55MSRP: $160

Cole Haan - Grandpro Ashland 2 Golf. Color Black/New Caramel/Ivory. On sale for $126.37. MSRP $155.00. 18% off. 5.0 out of 5 stars

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: $126.37MSRP: $155

Johnston & Murphy - Cormac Cap Toe. Color Brown/Tan Italian Calfskin. Low Stock. On sale for $118.38. MSRP $229.90. 49% 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: $118.38MSRP: $229.90