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Boots on Sale $50 & Under

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Size 8.5 Synthetic Leather Shoes

45 items found

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New Balance - BB480L v1. Color White/Black. On sale for $79.99. MSRP $99.99. 20% off. 3.9 out of 5 stars

New Balance BB480L v1

New Balance BB480L v1

Brand Name: New Balance
Product Name: BB480L v1
Gender: Unisex
Color: White/Black
Price: $79.99MSRP: $99.99

Cole Haan - Grand Remix Chukka. Color Morel Nubuck/Ivory. Low Stock. On sale for $98.00. MSRP $140.00. 30% off. 4.3 out of 5 stars

Low Stock

Cole Haan Grand Remix Chukka

Cole Haan Grand Remix Chukka

Brand Name: Cole Haan
Product Name: Grand Remix Chukka
Gender: Men's
Color: Morel Nubuck/Ivory
Price: $98MSRP: $140

Cole Haan - Grand Crosscourt II. Color Raven Nubuck/Raven. On sale for $104.08. MSRP $120.00. 13% off. 3.7 out of 5 stars

Cole Haan Grand Crosscourt II

Cole Haan Grand Crosscourt II

Brand Name: Cole Haan
Product Name: Grand Crosscourt II
Gender: Men's
Color: Raven Nubuck/Raven
Price: $104.08MSRP: $120

adidas - Barreda Decode. Color Grey/Black/Grey. On sale for $62.97. MSRP $80.00. 21% off. 3.3 out of 5 stars

adidas Barreda Decode

adidas Barreda Decode

Brand Name: adidas
Product Name: Barreda Decode
Gender: Men's
Color: Grey/Black/Grey
Price: $62.97MSRP: $80

PUMA - Palermo Shoes. Color Smokey Gray/Desert Dust. On sale for $76.50. MSRP $85.00. 10% off. 4.2 out of 5 stars

PUMA Palermo Shoes

PUMA Palermo Shoes

Brand Name: PUMA
Product Name: Palermo Shoes
Gender: Men's
Color: Smokey Gray/Desert Dust
Price: $76.50MSRP: $85

Sperry - AO Double Sole Cross Lace MM. Color Dark Tan. On sale for $72.00. MSRP $120.00. 40% off. 4.1 out of 5 stars

Sperry AO Double Sole Cross Lace MM

Sperry AO Double Sole Cross Lace MM

Brand Name: Sperry
Product Name: AO Double Sole Cross Lace MM
Gender: Men's
Color: Dark Tan
Price: $72MSRP: $120

SOREL - Outing Nw Sneaker Mid Waterproof. Color Utility Green/Black. $120.00. 4.1 out of 5 stars

SOREL Outing Nw Sneaker Mid Waterproof

SOREL Outing Nw Sneaker Mid Waterproof

Brand Name: SOREL
Product Name: Outing Nw Sneaker Mid Waterproof
Gender: Men's
Color: Utility Green/Black
Price: $120

Sperry - Stringer. Color Tan. On sale for $91.00. MSRP $130.00. 30% off.

Sperry Stringer

Sperry Stringer

Brand Name: Sperry
Product Name: Stringer
Gender: Men's
Color: Tan
Price: $91MSRP: $130

Sperry - Tour Mid Moc. Color Tan. Low Stock. On sale for $98.00. MSRP $140.00. 30% off.

Low Stock

Sperry Tour Mid Moc

Sperry Tour Mid Moc

Brand Name: Sperry
Product Name: Tour Mid Moc
Gender: Men's
Color: Tan
Price: $98MSRP: $140

COACH - Ellis Sneakers. Color Dark Teal. On sale for $102.68. MSRP $145.00. 29% off.

COACH Ellis Sneakers

COACH Ellis Sneakers

Brand Name: COACH
Product Name: Ellis Sneakers
Gender: Men's
Color: Dark Teal
Price: $102.68MSRP: $145

Rockport - Tayo. Color Dark Brown Embossed Leather. On sale for $64.60. MSRP $129.95. 50% off.

Rockport Tayo

Rockport Tayo

Brand Name: Rockport
Product Name: Tayo
Gender: Men's
Color: Dark Brown Embossed Leather
Price: $64.60MSRP: $129.95

Rockport - Tayo. Color Black Embossed Leather. On sale for $87.50. MSRP $129.95. 33% off.

Rockport Tayo

Rockport Tayo

Brand Name: Rockport
Product Name: Tayo
Gender: Men's
Color: Black Embossed Leather
Price: $87.50MSRP: $129.95

SOREL - Outing Nw Sneaker Mid Waterproof. Color Khaki Ii/Jet. $120.00. 4.1 out of 5 stars

SOREL Outing Nw Sneaker Mid Waterproof

SOREL Outing Nw Sneaker Mid Waterproof

Brand Name: SOREL
Product Name: Outing Nw Sneaker Mid Waterproof
Gender: Men's
Color: Khaki Ii/Jet
Price: $120

Nunn Bush - Bayridge Plain Toe Oxford. Color Black. On sale for $81.41. MSRP $100.00. 19% off. 4.1 out of 5 stars

Nunn Bush Bayridge Plain Toe Oxford

Nunn Bush Bayridge Plain Toe Oxford

Brand Name: Nunn Bush
Product Name: Bayridge Plain Toe Oxford
Gender: Men's
Color: Black
Price: $81.41MSRP: $100

New Balance - FURON DISPATCH FG V7+ Soccer Cleats. Color Black/White. $84.99. 2.0 out of 5 stars

New Balance FURON DISPATCH FG V7+ Soccer Cleats

New Balance FURON DISPATCH FG V7+ Soccer Cleats

Brand Name: New Balance
Product Name: FURON DISPATCH FG V7+ Soccer Cleats
Gender: Unisex
Color: Black/White
Price: $84.99

Cole Haan - Grand Crosscourt II. Color Chocolate Nubuck/Black Water Resistant. On sale for $100.59. MSRP $120.00. 16% off. 3.7 out of 5 stars

Cole Haan Grand Crosscourt II

Cole Haan Grand Crosscourt II

Brand Name: Cole Haan
Product Name: Grand Crosscourt II
Gender: Men's
Color: Chocolate Nubuck/Black Water Resistant
Price: $100.59MSRP: $120

Cole Haan - Grand Crosscourt II. Color Morel Nubuck/Irish Coffee. On sale for $106.30. MSRP $120.00. 11% off. 3.7 out of 5 stars

Cole Haan Grand Crosscourt II

Cole Haan Grand Crosscourt II

Brand Name: Cole Haan
Product Name: Grand Crosscourt II
Gender: Men's
Color: Morel Nubuck/Irish Coffee
Price: $106.30MSRP: $120

Align - Buckley. Color Cashmere. On sale for $123.96. MSRP $154.95. 20% off. 4.0 out of 5 stars

Align Buckley

Align Buckley

Brand Name: Align
Product Name: Buckley
Gender: Men's
Color: Cashmere
Price: $123.96MSRP: $154.95

Align - Venton. Color Cognac. On sale for $143.95. MSRP $159.95. 10% off.

Align Venton

Align Venton

Brand Name: Align
Product Name: Venton
Gender: Men's
Color: Cognac
Price: $143.95MSRP: $159.95

Align - Voyage. Color Brown. On sale for $113.71. MSRP $174.95. 35% off.

Align Voyage

Align Voyage

Brand Name: Align
Product Name: Voyage
Gender: Men's
Color: Brown
Price: $113.71MSRP: $174.95

Align - Buckley. Color Black. On sale for $123.96. MSRP $154.95. 20% off. 4.0 out of 5 stars

Align Buckley

Align Buckley

Brand Name: Align
Product Name: Buckley
Gender: Men's
Color: Black
Price: $123.96MSRP: $154.95

Born - Todd. Color Brown Full Grain Leather. On sale for $86.25. MSRP $115.00. 25% off. 3.8 out of 5 stars

Born Todd

Born Todd

Brand Name: Born
Product Name: Todd
Gender: Men's
Color: Brown Full Grain Leather
Price: $86.25MSRP: $115

Nunn Bush - Otto Plain Toe Chukka Boots. Color Gray. Low Stock. On sale for $79.95. MSRP $120.00. 33% off. 4.1 out of 5 stars

Low Stock

Nunn Bush Otto Plain Toe Chukka Boots

Nunn Bush Otto Plain Toe Chukka Boots

Brand Name: Nunn Bush
Product Name: Otto Plain Toe Chukka Boots
Gender: Men's
Color: Gray
Price: $79.95MSRP: $120

adidas - Terrex Trailmaker 2 Leather Hiking Shoes. Color Black/Black/Grey. On sale for $118.31. MSRP $130.00. 9% off. 4.5 out of 5 stars

adidas Terrex Trailmaker 2 Leather Hiking Shoes

adidas Terrex Trailmaker 2 Leather Hiking Shoes

Brand Name: adidas
Product Name: Terrex Trailmaker 2 Leather Hiking Shoes
Gender: Men's
Color: Black/Black/Grey
Price: $118.31MSRP: $130

adidas - Terrex Trailmaker 2 Leather Hiking Shoes. Color Olive Strata/Olive Strata/Silver Pebble. On sale for $116.85. MSRP $130.00. 10% off. 4.5 out of 5 stars

adidas Terrex Trailmaker 2 Leather Hiking Shoes

adidas Terrex Trailmaker 2 Leather Hiking Shoes

Brand Name: adidas
Product Name: Terrex Trailmaker 2 Leather Hiking Shoes
Gender: Men's
Color: Olive Strata/Olive Strata/Silver Pebble
Price: $116.85MSRP: $130

adidas - Terrex Trailmaker 2 Leather Hiking Shoes. Color Wonder Beige/Wonder Beige/Charcoal. On sale for $115.05. MSRP $130.00. 12% off. 4.5 out of 5 stars

adidas Terrex Trailmaker 2 Leather Hiking Shoes

adidas Terrex Trailmaker 2 Leather Hiking Shoes

Brand Name: adidas
Product Name: Terrex Trailmaker 2 Leather Hiking Shoes
Gender: Men's
Color: Wonder Beige/Wonder Beige/Charcoal
Price: $115.05MSRP: $130

Born - Todd. Color Dark Brown. Low Stock. On sale for $74.75. MSRP $115.00. 35% off. 3.8 out of 5 stars

Low Stock

Born Todd

Born Todd

Brand Name: Born
Product Name: Todd
Gender: Men's
Color: Dark Brown
Price: $74.75MSRP: $115

Calvin Klein - Jay. Color Black 1. On sale for $98.10. MSRP $109.00. 10% off. 5.0 out of 5 stars

Calvin Klein Jay

Calvin Klein Jay

Brand Name: Calvin Klein
Product Name: Jay
Gender: Men's
Color: Black 1
Price: $98.10MSRP: $109

Sperry - Davenport Venetian. Color Brown. Low Stock. On sale for $76.96. MSRP $109.95. 30% off. 3.9 out of 5 stars

Low Stock

Sperry Davenport Venetian

Sperry Davenport Venetian

Brand Name: Sperry
Product Name: Davenport Venetian
Gender: Men's
Color: Brown
Price: $76.96MSRP: $109.95

Rockport - Ports of Call Perth. Color Navy Blue Leather. $149.95. 4.2 out of 5 stars

Rockport Ports of Call Perth

Rockport Ports of Call Perth

Brand Name: Rockport
Product Name: Ports of Call Perth
Gender: Men's
Color: Navy Blue Leather
Price: $149.95

KEEN - KNX Chukka. Color Tortoise Shell/Plaza Taupe. Low Stock. On sale for $111.96. MSRP $159.95. 30% off. 3.8 out of 5 stars

Low Stock

KEEN KNX Chukka

KEEN KNX Chukka

Brand Name: KEEN
Product Name: KNX Chukka
Gender: Men's
Color: Tortoise Shell/Plaza Taupe
Price: $111.96MSRP: $159.95

Born - Allegheny II. Color Taupe. On sale for $84.50. MSRP $130.00. 35% off. 3.1 out of 5 stars

Born Allegheny II

Born Allegheny II

Brand Name: Born
Product Name: Allegheny II
Gender: Men's
Color: Taupe
Price: $84.50MSRP: $130

Born - Allegheny II. Color Dk. Brown. Low Stock. On sale for $117.00. MSRP $130.00. 10% off. 3.1 out of 5 stars

Low Stock

Born Allegheny II

Born Allegheny II

Brand Name: Born
Product Name: Allegheny II
Gender: Men's
Color: Dk. Brown
Price: $117MSRP: $130

Kenneth Cole - Charles. Color Medium Brown Leather. On sale for $143.95. MSRP $159.95. 10% off. 5.0 out of 5 stars

Kenneth Cole Charles

Kenneth Cole Charles

Brand Name: Kenneth Cole
Product Name: Charles
Gender: Men's
Color: Medium Brown Leather
Price: $143.95MSRP: $159.95

Sperry - Tour Mid Moc. Color Dark Brown. Low Stock. On sale for $98.00. MSRP $140.00. 30% off.

Low Stock

Sperry Tour Mid Moc

Sperry Tour Mid Moc

Brand Name: Sperry
Product Name: Tour Mid Moc
Gender: Men's
Color: Dark Brown
Price: $98MSRP: $140

PUMA - King 21 Indoor Trainer Soccer Shoes. Color Puma Black/Puma White/Gum. On sale for $62.95. MSRP $69.95. 10% off. 3.5 out of 5 stars

PUMA King 21 Indoor Trainer Soccer Shoes

PUMA King 21 Indoor Trainer Soccer Shoes

Brand Name: PUMA
Product Name: King 21 Indoor Trainer Soccer Shoes
Gender: Men's
Color: Puma Black/Puma White/Gum
Price: $62.95MSRP: $69.95

Steve Madden - Actton. Color Tan Nubuck. On sale for $97.32. MSRP $130.00. 25% off.

Steve Madden Actton

Steve Madden Actton

Brand Name: Steve Madden
Product Name: Actton
Gender: Men's
Color: Tan Nubuck
Price: $97.32MSRP: $130

Calvin Klein - Oliver. Color Light Grey. On sale for $78.41. MSRP $99.00. 21% off. 3.0 out of 5 stars

Calvin Klein Oliver

Calvin Klein Oliver

Brand Name: Calvin Klein
Product Name: Oliver
Gender: Men's
Color: Light Grey
Price: $78.41MSRP: $99

Kenneth Cole - Theo. Color Black. On sale for $125.95. MSRP $139.95. 10% off. 5.0 out of 5 stars

Kenneth Cole Theo

Kenneth Cole Theo

Brand Name: Kenneth Cole
Product Name: Theo
Gender: Men's
Color: Black
Price: $125.95MSRP: $139.95

Kenneth Cole - Theo. Color Cognac. On sale for $105.00. MSRP $139.95. 25% off. 5.0 out of 5 stars

Kenneth Cole Theo

Kenneth Cole Theo

Brand Name: Kenneth Cole
Product Name: Theo
Gender: Men's
Color: Cognac
Price: $105MSRP: $139.95

Kenneth Cole - Theme Bit Detail Driver. Color Black. On sale for $108.75. MSRP $144.95. 25% off.

Kenneth Cole Theme Bit Detail Driver

Kenneth Cole Theme Bit Detail Driver

Brand Name: Kenneth Cole
Product Name: Theme Bit Detail Driver
Gender: Men's
Color: Black
Price: $108.75MSRP: $144.95

Kenneth Cole - Theme Bit Detail Driver. Color Cognac. On sale for $106.94. MSRP $144.95. 26% off.

Kenneth Cole Theme Bit Detail Driver

Kenneth Cole Theme Bit Detail Driver

Brand Name: Kenneth Cole
Product Name: Theme Bit Detail Driver
Gender: Men's
Color: Cognac
Price: $106.94MSRP: $144.95

Cole Haan - Go To Wing. Color Black/Gray Midsole. On sale for $100.90. MSRP $160.00. 37% off. 4.5 out of 5 stars

Cole Haan Go To Wing

Cole Haan Go To Wing

Brand Name: Cole Haan
Product Name: Go To Wing
Gender: Men's
Color: Black/Gray Midsole
Price: $100.90MSRP: $160

COACH - Flat Sneakers. Color Optic White/Grey. On sale for $120.57. MSRP $165.00. 27% off.

COACH Flat Sneakers

COACH Flat Sneakers

Brand Name: COACH
Product Name: Flat Sneakers
Gender: Men's
Color: Optic White/Grey
Price: $120.57MSRP: $165

Stacy Adams - Everidge Elastic Lace. Color Olive. On sale for $78.00. MSRP $130.00. 40% off. 4.5 out of 5 stars

Stacy Adams Everidge Elastic Lace

Stacy Adams Everidge Elastic Lace

Brand Name: Stacy Adams
Product Name: Everidge Elastic Lace
Gender: Men's
Color: Olive
Price: $78MSRP: $130