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Boots on Sale $50 & Under

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Size 8.5 Leather Outsole Casual Products

31 items found

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Frye - Connor Venetian. Color Black. On sale for $47.40. MSRP $158.00. 70% 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: $47.40MSRP: $158

Nunn Bush - MAC Moccasin Toe Oxford. Color Black. Low Stock. On sale for $30.00. MSRP $100.00. 70% 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: $30MSRP: $100

Cole Haan - Grand Crosscourt Modern Runner. Color Pavement/Biscuit/Storm Cloud. On sale for $78.36. MSRP $110.00. 29% 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: $78.36MSRP: $110

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Ivory/Black. On sale for $73.84. MSRP $110.00. 33% 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: $73.84MSRP: $110

Vans - MTE Ultrarange 2.0 RW. Color Dress Blues. On sale for $80.00. MSRP $100.00. 20% off. 3.5 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

Cole Haan - Grand Crosscourt Modern Runner. Color Microchip/Quiet Shade/Optic White. On sale for $83.42. 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: Microchip/Quiet Shade/Optic White
Price: $83.42MSRP: $110

Marc Joseph New York - Spring Street. Color Ice Basket Napa. Low Stock. On sale for $105.00. MSRP $175.00. 40% 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: $105MSRP: $175

Cole Haan - Original Grand 2.0. Color Big Dipper Nubuck/Ancient Scroll. On sale for $115.00. MSRP $230.00. 50% 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: $115MSRP: $230

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Navy Blazer. On sale for $85.54. 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: Navy Blazer
Price: $85.54MSRP: $110

Gordon Rush - Cooper. Color Grey. Low Stock. $169.90. 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: $169.90

Stacy Adams - Tallero Lace-Up. Color Burgundy Multi. Low Stock. On sale for $83.91. MSRP $115.00. 27% 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: $83.91MSRP: $115

Stacy Adams - Tallero Lace-Up. Color Tan Multi. Low Stock. On sale for $84.26. MSRP $115.00. 27% 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: $84.26MSRP: $115

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

Johnston & Murphy - Taylor Penny. Color Denim. Low Stock. On sale for $193.70. MSRP $298.00. 35% 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: $193.70MSRP: $298

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

Stacy Adams - Valet Velour Slip-On Loafer. Color Dark Blue. Low Stock. On sale for $68.85. MSRP $105.00. 34% 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: $68.85MSRP: $105

Cole Haan - Grand Hurrion Stitchlite Plain Toe Oxfords. Color Navy Blazer/Silver Birch/Ivory. On sale for $97.50. MSRP $130.00. 25% 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: Navy Blazer/Silver Birch/Ivory
Price: $97.50MSRP: $130

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

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

Cole Haan - Pinch Weekender Venetians. Color British Tan/Angora. Low Stock. On sale for $65.00. MSRP $130.00. 50% off.

Low Stock

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: $65MSRP: $130

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

Cole Haan - Pinch Weekender Venetians. Color China Blue Suede/Ivory. On sale for $96.64. MSRP $130.00. 26% 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: $96.64MSRP: $130

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

Low Stock

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

Cole Haan - Pinch Weekender Venetians. Color Black/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: Black/Angora
Price: $97.50MSRP: $130

Marc Joseph New York - Canal St 2.0. Color Black Napa. Low Stock. On sale for $97.50. MSRP $195.00. 50% 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: $97.50MSRP: $195

Cole Haan - Grandpro Luxe Slip-On Sneakers. Color Spiced Brown Suede/Raven/Ivory. Low Stock. On sale for $136.00. MSRP $170.00. 20% off. 4.0 out of 5 stars

Low Stock

Cole Haan Grandpro Luxe Slip-On Sneakers

Cole Haan Grandpro Luxe Slip-On Sneakers

Brand Name: Cole Haan
Product Name: Grandpro Luxe Slip-On Sneakers
Gender: Men's
Color: Spiced Brown Suede/Raven/Ivory
Price: $136MSRP: $170

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Quiet Shade. On sale for $77.55. 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: Quiet Shade
Price: $77.55MSRP: $110

Bruno Magli - Maioco Penny. Color Brown. Low Stock. On sale for $276.50. MSRP $395.00. 30% 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: $276.50MSRP: $395

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

Vans - Lowland 2.0. Color Sun/Dried Tomato. Low Stock. On sale for $68.00. MSRP $85.00. 20% 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: $68MSRP: $85

Vans - MTE Ultrarange Neo VR3. Color Dark Brown. On sale for $112.50. MSRP $125.00. 10% off.

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: $112.50MSRP: $125