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Boots on Sale $50 & Under

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Size 8.5 Medium Size Leather Shoes

138 items found

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TOMS - Travel Lite 2.0. Color Black Canvas. Low Stock. On sale for $67.50. MSRP $90.00. 25% off. 3.7 out of 5 stars

Low Stock

TOMS Travel Lite 2.0

TOMS Travel Lite 2.0

Brand Name: TOMS
Product Name: Travel Lite 2.0
Gender: Men's
Color: Black Canvas
Price: $67.50MSRP: $90

SKECHERS - Durham Hands Free Slip-In. Color Black/Black. On sale for $69.98. MSRP $85.00. 18% off. 3.9 out of 5 stars

SKECHERS Durham Hands Free Slip-In

SKECHERS Durham Hands Free Slip-In

Brand Name: SKECHERS
Product Name: Durham Hands Free Slip-In
Gender: Men's
Color: Black/Black
Price: $69.98MSRP: $85

Columbia - Benson™. Color Black/City Grey. Low Stock. On sale for $63.00. MSRP $70.00. 10% off. 3.9 out of 5 stars

Low Stock

Columbia Benson™

Columbia Benson™

Brand Name: Columbia
Product Name: Benson™
Gender: Men's
Color: Black/City Grey
Price: $63MSRP: $70

Nunn Bush - Ponte Knit Moc Toe Sneakers Hybrid Oxford Casual Lightweight Athletic Style Lace Up. Color Taupe. On sale for $64.94. MSRP $90.00. 28% off. 3.5 out of 5 stars

Nunn Bush Ponte Knit Moc Toe Sneakers Hybrid Oxford Casual Lightweight Athletic Style Lace Up

Nunn Bush Ponte Knit Moc Toe Sneakers Hybrid Oxford Casual Lightweight Athletic Style Lace Up

Brand Name: Nunn Bush
Product Name: Ponte Knit Moc Toe Sneakers Hybrid Oxford Casual Lightweight Athletic Style Lace Up
Gender: Men's
Color: Taupe
Price: $64.94MSRP: $90

etnies - Fader. Color Red/White/Gum. On sale for $63.00. MSRP $70.00. 10% off. 4.3 out of 5 stars

etnies Fader

etnies Fader

Brand Name: etnies
Product Name: Fader
Gender: Men's
Color: Red/White/Gum
Price: $63MSRP: $70

Globe - Sabre. Color Butter/Cream. Low Stock. On sale for $66.00. MSRP $109.95. 40% off. 4.4 out of 5 stars

Low Stock

Globe Sabre

Globe Sabre

Brand Name: Globe
Product Name: Sabre
Gender: Men's
Color: Butter/Cream
Price: $66MSRP: $109.95

SKECHERS - Dynamite AT Escapar Hands Free Slip-in. Color Tapue. On sale for $60.45. MSRP $90.00. 33% off. 4.2 out of 5 stars

SKECHERS Dynamite AT Escapar Hands Free Slip-in

SKECHERS Dynamite AT Escapar Hands Free Slip-in

Brand Name: SKECHERS
Product Name: Dynamite AT Escapar Hands Free Slip-in
Gender: Men's
Color: Tapue
Price: $60.45MSRP: $90

Johnston & Murphy - Upton Venetian. Color Tan Full Grain 1. Low Stock. On sale for $59.60. MSRP $149.00. 60% off. 4.0 out of 5 stars

Low Stock

Johnston & Murphy Upton Venetian

Johnston & Murphy Upton Venetian

Brand Name: Johnston & Murphy
Product Name: Upton Venetian
Gender: Men's
Color: Tan Full Grain 1
Price: $59.60MSRP: $149

Stacy Adams - Edgewood Wing Tip Elastic Lace. Color Cognac. On sale for $65.00. MSRP $140.00. 54% off. 4.0 out of 5 stars

Stacy Adams Edgewood Wing Tip Elastic Lace

Stacy Adams Edgewood Wing Tip Elastic Lace

Brand Name: Stacy Adams
Product Name: Edgewood Wing Tip Elastic Lace
Gender: Men's
Color: Cognac
Price: $65MSRP: $140

Stacy Adams - Starleigh Rhinestone Slip-On. Color Black/Gold. On sale for $69.97. MSRP $90.00. 22% off. 4.0 out of 5 stars

Stacy Adams Starleigh Rhinestone Slip-On

Stacy Adams Starleigh Rhinestone Slip-On

Brand Name: Stacy Adams
Product Name: Starleigh Rhinestone Slip-On
Gender: Men's
Color: Black/Gold
Price: $69.97MSRP: $90

Globe - Tilt. Color Lunar/Grey/Green. Low Stock. On sale for $54.00. MSRP $84.95. 36% off. 4.4 out of 5 stars

Low Stock

Globe Tilt

Globe Tilt

Brand Name: Globe
Product Name: Tilt
Gender: Men's
Color: Lunar/Grey/Green
Price: $54MSRP: $84.95

Globe - Tilt. Color White/Green. On sale for $55.21. MSRP $84.95. 35% off. 4.4 out of 5 stars

Globe Tilt

Globe Tilt

Brand Name: Globe
Product Name: Tilt
Gender: Men's
Color: White/Green
Price: $55.21MSRP: $84.95

Oakley - B1B Classic Slip-On. Color Triple Black. Low Stock. $69.95.

Low Stock

Oakley B1B Classic Slip-On

Oakley B1B Classic Slip-On

Brand Name: Oakley
Product Name: B1B Classic Slip-On
Gender: Men's
Color: Triple Black
Price: $69.95

Dansko - Stephanie. Color Morel Waterproof Suede. Low Stock. On sale for $67.23. MSRP $189.99. 65% off. 3.4 out of 5 stars

Low Stock

Dansko Stephanie

Dansko Stephanie

Brand Name: Dansko
Product Name: Stephanie
Gender: Women's
Color: Morel Waterproof Suede
Price: $67.23MSRP: $189.99

SKECHERS - Vigor AT Durango Sneaker. Color Navy/Gray. On sale for $60.55. MSRP $80.00. 24% off. 4.4 out of 5 stars

SKECHERS Vigor AT Durango Sneaker

SKECHERS Vigor AT Durango Sneaker

Brand Name: SKECHERS
Product Name: Vigor AT Durango Sneaker
Gender: Men's
Color: Navy/Gray
Price: $60.55MSRP: $80

Propet - Hatcher. Color Brown. On sale for $69.33. MSRP $89.95. 23% off. 2.0 out of 5 stars

Propet Hatcher

Propet Hatcher

Brand Name: Propet
Product Name: Hatcher
Gender: Men's
Color: Brown
Price: $69.33MSRP: $89.95

Propet - Hatcher. Color Dark Grey. On sale for $65.01. MSRP $89.95. 28% off. 2.0 out of 5 stars

Propet Hatcher

Propet Hatcher

Brand Name: Propet
Product Name: Hatcher
Gender: Men's
Color: Dark Grey
Price: $65.01MSRP: $89.95

Dr. Scholl's - Sync Cap. Color Black Faux Leather. Low Stock. On sale for $50.35. MSRP $95.00. 47% off. 1.5 out of 5 stars

Low Stock

Dr. Scholl's Sync Cap

Dr. Scholl's Sync Cap

Brand Name: Dr. Scholl's
Product Name: Sync Cap
Gender: Men's
Color: Black Faux Leather
Price: $50.35MSRP: $95

Reef - Terramar LE. Color Grey. Low Stock. On sale for $38.00. MSRP $95.00. 60% off. 4.0 out of 5 stars

Low Stock

Reef Terramar LE

Reef Terramar LE

Brand Name: Reef
Product Name: Terramar LE
Gender: Men's
Color: Grey
Price: $38MSRP: $95

Reef - Terramar LE. Color Tan. Low Stock. On sale for $66.50. MSRP $95.00. 30% off. 4.0 out of 5 stars

Low Stock

Reef Terramar LE

Reef Terramar LE

Brand Name: Reef
Product Name: Terramar LE
Gender: Men's
Color: Tan
Price: $66.50MSRP: $95

Stacy Adams - Starleigh Rhinestone Slip-On. Color Black/Silver. On sale for $69.97. MSRP $90.00. 22% off. 4.0 out of 5 stars

Stacy Adams Starleigh Rhinestone Slip-On

Stacy Adams Starleigh Rhinestone Slip-On

Brand Name: Stacy Adams
Product Name: Starleigh Rhinestone Slip-On
Gender: Men's
Color: Black/Silver
Price: $69.97MSRP: $90

Johnston & Murphy - Upton Gl3 Luxe Hybrid. Color Dark Brown Croc Print/White Full Grain. Low Stock. On sale for $50.70. MSRP $169.00. 70% off. 4.5 out of 5 stars

Low Stock

Johnston & Murphy Upton Gl3 Luxe Hybrid

Johnston & Murphy Upton Gl3 Luxe Hybrid

Brand Name: Johnston & Murphy
Product Name: Upton Gl3 Luxe Hybrid
Gender: Men's
Color: Dark Brown Croc Print/White Full Grain
Price: $50.70MSRP: $169

Steve Madden - Harpoon. Color Black Leather. On sale for $52.15. MSRP $99.99. 48% off. 4.0 out of 5 stars

Steve Madden Harpoon

Steve Madden Harpoon

Brand Name: Steve Madden
Product Name: Harpoon
Gender: Men's
Color: Black Leather
Price: $52.15MSRP: $99.99

Born - Laken. Color Dark Brown (Castagno). Low Stock. On sale for $65.00. MSRP $100.00. 35% off.

Low Stock

Born Laken

Born Laken

Brand Name: Born
Product Name: Laken
Gender: Men's
Color: Dark Brown (Castagno)
Price: $65MSRP: $100

etnies - Windrow Vulc Mid. Color Green. On sale for $60.00. MSRP $80.00. 25% off.

etnies Windrow Vulc Mid

etnies Windrow Vulc Mid

Brand Name: etnies
Product Name: Windrow Vulc Mid
Gender: Men's
Color: Green
Price: $60MSRP: $80

Vans - Lowland 2.0. Color Sun/Dried Tomato. Low Stock. On sale for $38.25. MSRP $85.00. 55% 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: $38.25MSRP: $85

Josef Seibel - Finley 01. Color Black/Kombi Oiled Full Grain/Kombi. On sale for $60.00. MSRP $150.00. 60% off. 1.5 out of 5 stars

Josef Seibel Finley 01

Josef Seibel Finley 01

Brand Name: Josef Seibel
Product Name: Finley 01
Gender: Men's
Color: Black/Kombi Oiled Full Grain/Kombi
Price: $60MSRP: $150

Josef Seibel - Finley 02. Color Black Full Grain/Kombi. On sale for $60.00. MSRP $150.00. 60% off. 5.0 out of 5 stars

Josef Seibel Finley 02

Josef Seibel Finley 02

Brand Name: Josef Seibel
Product Name: Finley 02
Gender: Men's
Color: Black Full Grain/Kombi
Price: $60MSRP: $150

Born - Beck Tie. Color Navy. Low Stock. On sale for $62.50. MSRP $125.00. 50% off. 5.0 out of 5 stars

Low Stock

Born Beck Tie

Born Beck Tie

Brand Name: Born
Product Name: Beck Tie
Gender: Men's
Color: Navy
Price: $62.50MSRP: $125

Johnston & Murphy - Upton Perfed Plain Toe. Color Navy. Low Stock. On sale for $69.99. MSRP $149.00. 53% off. 5.0 out of 5 stars

Low Stock

Johnston & Murphy Upton Perfed Plain Toe

Johnston & Murphy Upton Perfed Plain Toe

Brand Name: Johnston & Murphy
Product Name: Upton Perfed Plain Toe
Gender: Men's
Color: Navy
Price: $69.99MSRP: $149

Sperry - Racquet Oxford. Color Black. On sale for $63.00. MSRP $90.00. 30% off.

Sperry Racquet Oxford

Sperry Racquet Oxford

Brand Name: Sperry
Product Name: Racquet Oxford
Gender: Men's
Color: Black
Price: $63MSRP: $90

Propet - Vercors. Color Grey/Blue. Low Stock. On sale for $65.45. MSRP $144.95. 55% off. 3.4 out of 5 stars

Low Stock

Propet Vercors

Propet Vercors

Brand Name: Propet
Product Name: Vercors
Gender: Men's
Color: Grey/Blue
Price: $65.45MSRP: $144.95

Deer Stags - Infinity. Color Brown. On sale for $44.97. MSRP $64.99. 31% off. 4.7 out of 5 stars

Deer Stags Infinity

Deer Stags Infinity

Brand Name: Deer Stags
Product Name: Infinity
Gender: Men's
Color: Brown
Price: $44.97MSRP: $64.99

Vans - Classic Slip-On. Color Sherpa White. On sale for $58.50. MSRP $65.00. 10% off. 4.6 out of 5 stars

Vans Classic Slip-On

Vans Classic Slip-On

Brand Name: Vans
Product Name: Classic Slip-On
Gender: Unisex
Color: Sherpa White
Price: $58.50MSRP: $65

Johnston & Murphy - Lewis Plain Toe. Color Black Patent Leather. Low Stock. On sale for $49.95. MSRP $99.90. 50% off. 4.5 out of 5 stars

Low Stock

Johnston & Murphy Lewis Plain Toe

Johnston & Murphy Lewis Plain Toe

Brand Name: Johnston & Murphy
Product Name: Lewis Plain Toe
Gender: Men's
Color: Black Patent Leather
Price: $49.95MSRP: $99.90

Tommy Hilfiger - Trenity. Color Light Brown. Low Stock. On sale for $57.53. MSRP $99.00. 42% off.

Low Stock

Tommy Hilfiger Trenity

Tommy Hilfiger Trenity

Brand Name: Tommy Hilfiger
Product Name: Trenity
Gender: Men's
Color: Light Brown
Price: $57.53MSRP: $99

Vans - Classic Slip-On. Color Wool Navy/Black. On sale for $63.00. MSRP $70.00. 10% off. 4.6 out of 5 stars

Vans Classic Slip-On

Vans Classic Slip-On

Brand Name: Vans
Product Name: Classic Slip-On
Gender: Unisex
Color: Wool Navy/Black
Price: $63MSRP: $70

Vans - Classic Slip-On. Color Wool Gray/Black. On sale for $63.00. MSRP $70.00. 10% off. 4.6 out of 5 stars

Vans Classic Slip-On

Vans Classic Slip-On

Brand Name: Vans
Product Name: Classic Slip-On
Gender: Unisex
Color: Wool Gray/Black
Price: $63MSRP: $70

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