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Boots on Sale $50 & Under

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Size 9.5 Leather Outsole Leather Products

31 items found

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Born - Cambridge. Color Dark Brown (Braken). Low Stock. On sale for $94.50. MSRP $135.00. 30% off.

Low Stock

Born Cambridge

Born Cambridge

Brand Name: Born
Product Name: Cambridge
Gender: Men's
Color: Dark Brown (Braken)
Price: $94.50MSRP: $135

Frye - Astor Low Lace Court. Color Fog. Low Stock. On sale for $134.30. MSRP $158.00. 15% 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: $134.30MSRP: $158

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Navy Blazer. On sale for $77.10. 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: Navy Blazer
Price: $77.10MSRP: $110

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Ivory/Black. On sale for $77.95. 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: $77.95MSRP: $110

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Black/Ivory. Low Stock. On sale for $84.00. MSRP $110.00. 24% off. 5.0 out of 5 stars

Low Stock

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: $84MSRP: $110

Cole Haan - Grandpro Luxe Wholecut Sneakers. Color Optic White/Optic White. Low Stock. On sale for $133.12. MSRP $180.00. 26% 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: $133.12MSRP: $180

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

Low Stock

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 $83.07. MSRP $110.00. 24% 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: $83.07MSRP: $110

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

Cole Haan - Grandpro Ashland 2 Golf. Color Navy Blazer/Titanium/Ivory. On sale for $127.54. 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: Navy Blazer/Titanium/Ivory
Price: $127.54MSRP: $155

TOMS - Travel Lite Forrest. Color Brown. On sale for $65.00. MSRP $130.00. 50% off. 5.0 out of 5 stars

TOMS Travel Lite Forrest

TOMS Travel Lite Forrest

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

Stacy Adams - Gabardo Bike Toe Lace-Up. Color Blue. Low Stock. On sale for $109.93. MSRP $115.00. 4% 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: $109.93MSRP: $115

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 - Original Grand Tour Golf Waterproof. Color Birch Beige/Cinnabar/Ivory Wp. On sale for $192.44. MSRP $210.00. 8% off.

Cole Haan Original Grand Tour Golf Waterproof

Cole Haan Original Grand Tour Golf Waterproof

Brand Name: Cole Haan
Product Name: Original Grand Tour Golf Waterproof
Gender: Men's
Color: Birch Beige/Cinnabar/Ivory Wp
Price: $192.44MSRP: $210

Cole Haan - Morse Grand Wingtip Oxfords. Color Golden Honey Suede/Silver Birch. Low Stock. On sale for $81.00. MSRP $140.00. 42% 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: $81MSRP: $140

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 - Newbury Street (Hands Free Technology). Color Black Napa Leather. On sale for $104.96. MSRP $149.95. 30% 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: $104.96MSRP: $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

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 - 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

Dr. Scholl's - Madison Men's Chukka. Color Mocha Taupe Textured Nubuck. Low Stock. On sale for $78.61. MSRP $115.00. 32% 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: $78.61MSRP: $115

Cole Haan - Grandpro Ashland 2 Golf. Color Black/New Caramel/Ivory. On sale for $123.76. MSRP $155.00. 20% 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: $123.76MSRP: $155

Cole Haan - Grandpro Ashland 2 Golf. Color Optic White/Glacier Gray/Ivory. On sale for $124.86. 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: $124.86MSRP: $160

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

Johnston & Murphy - Jenkins Plain Toe. Color Taupe Nubuck. On sale for $80.91. MSRP $89.90. 10% off. 5.0 out of 5 stars

Johnston & Murphy Jenkins Plain Toe

Johnston & Murphy Jenkins Plain Toe

Brand Name: Johnston & Murphy
Product Name: Jenkins Plain Toe
Gender: Men's
Color: Taupe Nubuck
Price: $80.91MSRP: $89.90

Bruno Magli - Santino. Color Brown. On sale for $355.50. MSRP $395.00. 10% off. 1.0 out of 5 stars

Bruno Magli Santino

Bruno Magli Santino

Brand Name: Bruno Magli
Product Name: Santino
Gender: Men's
Color: Brown
Price: $355.50MSRP: $395

TOMS - Travel Lite Forrest. Color Tan. On sale for $58.50. MSRP $130.00. 55% off. 5.0 out of 5 stars

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

COACH - Cooper Loafer. Color Black. $275.00.

COACH Cooper Loafer

COACH Cooper Loafer

Brand Name: COACH
Product Name: Cooper Loafer
Gender: Men's
Color: Black
Price: $275

Johnston & Murphy - Cormac Cap Toe. Color Brown/Tan Italian Calfskin. Low Stock. On sale for $68.97. MSRP $229.90. 70% 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: $68.97MSRP: $229.90