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Boots on Sale $50 & Under

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Size 8.5 Leather Outsole Leather Products

28 items found

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Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Ivory/Black. On sale for $84.09. MSRP $110.00. 24% 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: $84.09MSRP: $110

Cole Haan - Pinch Weekender Venetians. Color China Blue Suede/Ivory. On sale for $65.00. MSRP $130.00. 50% 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: $65MSRP: $130

Bruno Magli - Arlo. Color White. Low Stock. On sale for $158.00. MSRP $395.00. 60% off.

Low Stock

Bruno Magli Arlo

Bruno Magli Arlo

Brand Name: Bruno Magli
Product Name: Arlo
Gender: Men's
Color: White
Price: $158MSRP: $395

Cole Haan - Grandpro Ashland 2 Golf. Color Optic White/Glacier Gray/Ivory. On sale for $133.13. 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: $133.13MSRP: $160

Marc Joseph New York - Spring Street. Color Ice Basket Napa. Low Stock. On sale for $87.50. MSRP $175.00. 50% 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: Ice Basket Napa
Price: $87.50MSRP: $175

Stacy Adams - Tallero Lace-Up. Color Dark Blue Multi. Low Stock. $115.00. 4.8 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: $115

Stacy Adams - Gabardo Bike Toe Lace-Up. Color Blue. On sale for $106.93. MSRP $115.00. 7% off. 5.0 out of 5 stars

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: $106.93MSRP: $115

Bruno Magli - Arlo. Color Black Tumbled. Low Stock. On sale for $276.50. MSRP $395.00. 30% off.

Low Stock

Bruno Magli Arlo

Bruno Magli Arlo

Brand Name: Bruno Magli
Product Name: Arlo
Gender: Men's
Color: Black Tumbled
Price: $276.50MSRP: $395

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Navy Blazer. On sale for $82.14. 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: Navy Blazer
Price: $82.14MSRP: $110

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Quiet Shade. On sale for $80.89. 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: Quiet Shade
Price: $80.89MSRP: $110

Johnston & Murphy - Cormac Cap Toe. Color Black Italian Calfskin. Low Stock. On sale for $265.50. MSRP $295.00. 10% 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: Black Italian Calfskin
Price: $265.50MSRP: $295

Cole Haan - Grandpro Ashland 2 Golf. Color Black/New Caramel/Ivory. On sale for $130.17. 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: $130.17MSRP: $155

Cole Haan - Grandpro Ashland 2 Golf. Color Navy Blazer/Titanium/Ivory. On sale for $131.97. 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: Navy Blazer/Titanium/Ivory
Price: $131.97MSRP: $155

Magnanni - Borazo. Color Taupe/Grey. Low Stock. On sale for $374.25. MSRP $499.00. 25% off.

Low Stock

Magnanni Borazo

Magnanni Borazo

Brand Name: Magnanni
Product Name: Borazo
Gender: Men's
Color: Taupe/Grey
Price: $374.25MSRP: $499

Gordon Rush - Cooper. Color Grey. Low Stock. On sale for $67.96. MSRP $169.90. 60% 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: $67.96MSRP: $169.90

PUMA - Royale. Color Puma White/Deep Navy/Team Light Blue. On sale for $119.99. MSRP $160.00. 25% off.

PUMA Royale

PUMA Royale

Brand Name: PUMA
Product Name: Royale
Gender: Men's
Color: Puma White/Deep Navy/Team Light Blue
Price: $119.99MSRP: $160

TOMS - Travel Lite Forrest. Color Brown. On sale for $78.00. MSRP $130.00. 40% off.

TOMS Travel Lite Forrest

TOMS Travel Lite Forrest

Brand Name: TOMS
Product Name: Travel Lite Forrest
Gender: Men's
Color: Brown
Price: $78MSRP: $130

Born - Cambridge. Color Black. Low Stock. On sale for $87.75. MSRP $135.00. 35% off.

Low Stock

Born Cambridge

Born Cambridge

Brand Name: Born
Product Name: Cambridge
Gender: Men's
Color: Black
Price: $87.75MSRP: $135

Stacy Adams - Tallero Lace-Up. Color Tan Multi. Low Stock. On sale for $80.17. MSRP $115.00. 30% off. 4.8 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: $80.17MSRP: $115

Stacy Adams - Tallero Lace-Up. Color Burgundy Multi. Low Stock. On sale for $92.49. MSRP $115.00. 20% off. 4.8 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: $92.49MSRP: $115

ECCO - Classic Tie Sneakers. Color Mink. On sale for $107.95. MSRP $119.95. 10% off. 4.0 out of 5 stars

ECCO Classic Tie Sneakers

ECCO Classic Tie Sneakers

Brand Name: ECCO
Product Name: Classic Tie Sneakers
Gender: Men's
Color: Mink
Price: $107.95MSRP: $119.95

Vans - Lowland 2.0. Color Sun/Dried Tomato. Low Stock. On sale for $42.50. MSRP $85.00. 50% off. 5.0 out of 5 stars

Low Stock

Vans Lowland 2.0

Vans Lowland 2.0

Brand Name: Vans
Product Name: Lowland 2.0
Gender: Unisex
Color: Sun/Dried Tomato
Price: $42.50MSRP: $85

Johnston & Murphy - Taylor Penny. Color Denim. Low Stock. On sale for $178.80. MSRP $298.00. 40% 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: Denim
Price: $178.80MSRP: $298

Cole Haan - Grand Crosscourt Modern Runner. Color Microchip/Quiet Shade/Optic White. On sale for $89.37. 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: Microchip/Quiet Shade/Optic White
Price: $89.37MSRP: $110

Cole Haan - Grand Crosscourt Modern Runner. Color Pavement/Biscuit/Storm Cloud. On sale for $81.57. MSRP $110.00. 26% 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: $81.57MSRP: $110

Vans - MTE Ultrarange 2.0 RW. Color Bungee Cord. On sale for $85.00. MSRP $100.00. 15% off. 3.7 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: $85MSRP: $100

Cole Haan - Original Grand Tour Golf Waterproof. Color Birch Beige/Cinnabar/Ivory Wp. On sale for $193.81. 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: $193.81MSRP: $210

Cole Haan - American Classics Montrose Plain Toe Ox. Color Navy Blazer Nubuck/Angora. On sale for $142.50. MSRP $190.00. 25% 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: $142.50MSRP: $190