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Boots on Sale $50 & Under

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Size 8.5 Leather On Sale Products

140 items found

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Tommy Hilfiger - Bage. Color Cognac Tumble. On sale for $54.97. MSRP $119.00. 54% off. 5.0 out of 5 stars

Tommy Hilfiger Bage

Tommy Hilfiger Bage

Brand Name: Tommy Hilfiger
Product Name: Bage
Gender: Men's
Color: Cognac Tumble
Price: $54.97MSRP: $119.00

Tommy Hilfiger - Wythe. Color Navy Multi. On sale for $59.50. MSRP $119.00. 50% off.

Tommy Hilfiger Wythe

Tommy Hilfiger Wythe

Brand Name: Tommy Hilfiger
Product Name: Wythe
Gender: Men's
Color: Navy Multi
Price: $59.50MSRP: $119.00

Tommy Hilfiger - Wythe. Color Grey Multi. On sale for $59.50. MSRP $119.00. 50% off.

Tommy Hilfiger Wythe

Tommy Hilfiger Wythe

Brand Name: Tommy Hilfiger
Product Name: Wythe
Gender: Men's
Color: Grey Multi
Price: $59.50MSRP: $119.00

Vans - MTE Ultrarange 2.0 RW. Color Bright Yellow. On sale for $45.00. MSRP $100.00. 55% off. 3.0 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: Bright Yellow
Price: $45.00MSRP: $100.00

Dr. Scholl's - Madison Men Oxford Derby. Color Light Tan Faux Leather. On sale for $61.05. MSRP $95.00. 36% off.

Dr. Scholl's Madison Men Oxford Derby

Dr. Scholl's Madison Men Oxford Derby

Brand Name: Dr. Scholl's
Product Name: Madison Men Oxford Derby
Gender: Men's
Color: Light Tan Faux Leather
Price: $61.05MSRP: $95.00

Gola - Allcourt High. Color White/Green. On sale for $63.00. MSRP $140.00. 55% off.

Gola Allcourt High

Gola Allcourt High

Brand Name: Gola
Product Name: Allcourt High
Gender: Men's
Color: White/Green
Price: $63.00MSRP: $140.00

Fila - Sizzo. Color Castlerock/White. On sale for $58.50. MSRP $90.00. 35% off.

Fila Sizzo

Fila Sizzo

Brand Name: Fila
Product Name: Sizzo
Gender: Men's
Color: Castlerock/White
Price: $58.50MSRP: $90.00

Nunn Bush - 1912 Plain Toe Chelsea Boot. Color Black. Low Stock. On sale for $59.90. MSRP $115.00. 48% off. 3.9 out of 5 stars

Low Stock

Nunn Bush 1912 Plain Toe Chelsea Boot

Nunn Bush 1912 Plain Toe Chelsea Boot

Brand Name: Nunn Bush
Product Name: 1912 Plain Toe Chelsea Boot
Gender: Men's
Color: Black
Price: $59.90MSRP: $115.00

Tommy Hilfiger - Yoron. Color Taupe. On sale for $49.50. MSRP $99.00. 50% off.

Tommy Hilfiger Yoron

Tommy Hilfiger Yoron

Brand Name: Tommy Hilfiger
Product Name: Yoron
Gender: Men's
Color: Taupe
Price: $49.50MSRP: $99.00

Tretorn - Harlow TBall. Color Green. Low Stock. On sale for $68.47. MSRP $74.99. 9% off.

Low Stock

Tretorn Harlow TBall

Tretorn Harlow TBall

Brand Name: Tretorn
Product Name: Harlow TBall
Gender: Men's
Color: Green
Price: $68.47MSRP: $74.99

Rockport - Zaden Plain Toe Oxford. Color Olive. Low Stock. On sale for $65.97. MSRP $119.95. 45% off. 4.3 out of 5 stars

Low Stock

Rockport Zaden Plain Toe Oxford

Rockport Zaden Plain Toe Oxford

Brand Name: Rockport
Product Name: Zaden Plain Toe Oxford
Gender: Men's
Color: Olive
Price: $65.97MSRP: $119.95

Johnston & Murphy - Holcomb Plain Toe. Color Black Waterproof Full Grain. Low Stock. On sale for $59.97. MSRP $135.00. 56% off. 4.3 out of 5 stars

Low Stock

Johnston & Murphy Holcomb Plain Toe

Johnston & Murphy Holcomb Plain Toe

Brand Name: Johnston & Murphy
Product Name: Holcomb Plain Toe
Gender: Men's
Color: Black Waterproof Full Grain
Price: $59.97MSRP: $135.00

Dr. Scholl's - Madison. Color Dark Tan. Low Stock. On sale for $73.50. MSRP $105.00. 30% off.

Low Stock

Dr. Scholl's Madison

Dr. Scholl's Madison

Brand Name: Dr. Scholl's
Product Name: Madison
Gender: Men's
Color: Dark Tan
Price: $73.50MSRP: $105.00

Cole Haan - Go To Plain. Color British Tan. Low Stock. On sale for $71.97. MSRP $160.00. 55% off. 4.0 out of 5 stars

Low Stock

Cole Haan Go To Plain

Cole Haan Go To Plain

Brand Name: Cole Haan
Product Name: Go To Plain
Gender: Men's
Color: British Tan
Price: $71.97MSRP: $160.00

Eastland 1955 Edition - Scarborough. Color Beige. Low Stock. On sale for $68.75. MSRP $125.00. 45% off. 5.0 out of 5 stars

Low Stock

Eastland 1955 Edition Scarborough

Eastland 1955 Edition Scarborough

Brand Name: Eastland 1955 Edition
Product Name: Scarborough
Gender: Men's
Color: Beige
Price: $68.75MSRP: $125.00

Clarks - Malwood Lace. Color Dark Brown Leather. Low Stock. On sale for $69.96. MSRP $100.00. 30% off. 3.5 out of 5 stars

Low Stock

Clarks Malwood Lace

Clarks Malwood Lace

Brand Name: Clarks
Product Name: Malwood Lace
Gender: Men's
Color: Dark Brown Leather
Price: $69.96MSRP: $100.00

Drew - Journey II. Color Black Leather/Black Stretch. Low Stock. On sale for $73.50. MSRP $210.00. 65% off. 4.6 out of 5 stars

Low Stock

Drew Journey II

Drew Journey II

Brand Name: Drew
Product Name: Journey II
Gender: Men's
Color: Black Leather/Black Stretch
Price: $73.50MSRP: $210.00

Steve Madden - Bradshaw. Color Black Leather. Low Stock. On sale for $65.00. MSRP $100.00. 35% off. 5.0 out of 5 stars

Low Stock

Steve Madden Bradshaw

Steve Madden Bradshaw

Brand Name: Steve Madden
Product Name: Bradshaw
Gender: Men's
Color: Black Leather
Price: $65.00MSRP: $100.00

SKECHERS - Go Run Trail Altitude 2.0 - Mar. Color Black/Black. On sale for $62.37. MSRP $75.00. 17% off. 4.0 out of 5 stars

SKECHERS Go Run Trail Altitude 2.0 - Mar

SKECHERS Go Run Trail Altitude 2.0 - Mar

Brand Name: SKECHERS
Product Name: Go Run Trail Altitude 2.0 - Mar
Gender: Men's
Color: Black/Black
Price: $62.37MSRP: $75.00

Stacy Adams - Penley Cap Toe Oxford. Color Cognac. Low Stock. On sale for $74.25. MSRP $135.00. 45% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Penley Cap Toe Oxford

Stacy Adams Penley Cap Toe Oxford

Brand Name: Stacy Adams
Product Name: Penley Cap Toe Oxford
Gender: Men's
Color: Cognac
Price: $74.25MSRP: $135.00

Vans - Old Skool V. Color College Mauvewood. On sale for $56.00. MSRP $80.00. 30% off. 4.5 out of 5 stars

Vans Old Skool V

Vans Old Skool V

Brand Name: Vans
Product Name: Old Skool V
Gender: Unisex
Color: College Mauvewood
Price: $56.00MSRP: $80.00

Vans - Old Skool V. Color College Mushroom. On sale for $72.00. MSRP $80.00. 10% off. 4.5 out of 5 stars

Vans Old Skool V

Vans Old Skool V

Brand Name: Vans
Product Name: Old Skool V
Gender: Unisex
Color: College Mushroom
Price: $72.00MSRP: $80.00

Gola - Grandslam Trident. Color White/Moonlight/Rust. On sale for $71.50. MSRP $110.00. 35% off. 4.2 out of 5 stars

Gola Grandslam Trident

Gola Grandslam Trident

Brand Name: Gola
Product Name: Grandslam Trident
Gender: Men's
Color: White/Moonlight/Rust
Price: $71.50MSRP: $110.00

Tommy Hilfiger - Toris. Color Cognac. On sale for $69.35. MSRP $95.00. 27% off. 5.0 out of 5 stars

Tommy Hilfiger Toris

Tommy Hilfiger Toris

Brand Name: Tommy Hilfiger
Product Name: Toris
Gender: Men's
Color: Cognac
Price: $69.35MSRP: $95.00

Thomas & Vine - Clarkson. Color Black. Low Stock. On sale for $48.99. MSRP $139.99. 65% off.

Low Stock

Thomas & Vine Clarkson

Thomas & Vine Clarkson

Brand Name: Thomas & Vine
Product Name: Clarkson
Gender: Men's
Color: Black
Price: $48.99MSRP: $139.99

Thomas & Vine - Darko-WD. Color Black. Low Stock. On sale for $59.49. MSRP $169.99. 65% off. 3.0 out of 5 stars

Low Stock

Thomas & Vine Darko-WD

Thomas & Vine Darko-WD

Brand Name: Thomas & Vine
Product Name: Darko-WD
Gender: Men's
Color: Black
Price: $59.49MSRP: $169.99

Calvin Klein - Oliver. Color Light Grey. On sale for $68.60. MSRP $99.00. 31% 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: $68.60MSRP: $99.00

Eastland 1955 Edition - Daily Double. Color Brown Nubuck. Low Stock. On sale for $74.38. MSRP $125.00. 40% off. 3.4 out of 5 stars

Low Stock

Eastland 1955 Edition Daily Double

Eastland 1955 Edition Daily Double

Brand Name: Eastland 1955 Edition
Product Name: Daily Double
Gender: Men's
Color: Brown Nubuck
Price: $74.38MSRP: $125.00

Merrell - Alpine 83 Sneaker Recraft. Color Charcoal. Low Stock. On sale for $72.00. MSRP $110.00. 35% off. 3.1 out of 5 stars

Low Stock

Merrell Alpine 83 Sneaker Recraft

Merrell Alpine 83 Sneaker Recraft

Brand Name: Merrell
Product Name: Alpine 83 Sneaker Recraft
Gender: Men's
Color: Charcoal
Price: $72.00MSRP: $110.00

Tommy Hilfiger - Nyo. Color Black. On sale for $55.96. MSRP $79.95. 30% off.

Tommy Hilfiger Nyo

Tommy Hilfiger Nyo

Brand Name: Tommy Hilfiger
Product Name: Nyo
Gender: Men's
Color: Black
Price: $55.96MSRP: $79.95

Dr. Scholl's - Russell. Color Black Faux Leather. Low Stock. On sale for $67.70. MSRP $85.00. 20% off. 5.0 out of 5 stars

Low Stock

Dr. Scholl's Russell

Dr. Scholl's Russell

Brand Name: Dr. Scholl's
Product Name: Russell
Gender: Men's
Color: Black Faux Leather
Price: $67.70MSRP: $85.00

SKECHERS - Eden Lx. Color Navy. On sale for $53.19. MSRP $70.00. 24% off.

SKECHERS Eden Lx

SKECHERS Eden Lx

Brand Name: SKECHERS
Product Name: Eden Lx
Gender: Men's
Color: Navy
Price: $53.19MSRP: $70.00

SKECHERS - Eden Lx. Color Charcoal. On sale for $52.24. MSRP $70.00. 25% off.

SKECHERS Eden Lx

SKECHERS Eden Lx

Brand Name: SKECHERS
Product Name: Eden Lx
Gender: Men's
Color: Charcoal
Price: $52.24MSRP: $70.00

Vans - Classic Slip-On Checkerboard. Color Color Theory Checkerboard Heritage Blue. On sale for $54.00. MSRP $60.00. 10% off. 4.6 out of 5 stars

Vans Classic Slip-On Checkerboard

Vans Classic Slip-On Checkerboard

Brand Name: Vans
Product Name: Classic Slip-On Checkerboard
Gender: Unisex
Color: Color Theory Checkerboard Heritage Blue
Price: $54.00MSRP: $60.00

adidas - Grand Court Alpha 00s. Color Semi Lucid Blue/Utility Yellow/Off-White. On sale for $69.17. MSRP $80.00. 14% off.

adidas Grand Court Alpha 00s

adidas Grand Court Alpha 00s

Brand Name: adidas
Product Name: Grand Court Alpha 00s
Gender: Men's
Color: Semi Lucid Blue/Utility Yellow/Off-White
Price: $69.17MSRP: $80.00

adidas - F50 League Indoor Soccer Cleats. Color Black/Iron Metallic/Lucid Red. On sale for $73.36. MSRP $90.00. 18% off. 2.0 out of 5 stars

adidas F50 League Indoor Soccer Cleats

adidas F50 League Indoor Soccer Cleats

Brand Name: adidas
Product Name: F50 League Indoor Soccer Cleats
Gender: Unisex
Color: Black/Iron Metallic/Lucid Red
Price: $73.36MSRP: $90.00

New Balance - 417 - Franky Villani. Color Sea Salt/Light Navy. Low Stock. On sale for $72.00. MSRP $80.00. 10% off. 2.0 out of 5 stars

Low Stock

New Balance 417 - Franky Villani

New Balance 417 - Franky Villani

Brand Name: New Balance
Product Name: 417 - Franky Villani
Gender: Unisex
Color: Sea Salt/Light Navy
Price: $72.00MSRP: $80.00

Vans - Cruze 3.0. Color Khaki/Gum. On sale for $56.00. MSRP $80.00. 30% off. 5.0 out of 5 stars

Vans Cruze 3.0

Vans Cruze 3.0

Brand Name: Vans
Product Name: Cruze 3.0
Gender: Unisex
Color: Khaki/Gum
Price: $56.00MSRP: $80.00

Converse - Run Star Trainer. Color Egret/Egret/Egret. On sale for $71.25. MSRP $95.00. 25% off. 4.0 out of 5 stars

Converse Run Star Trainer

Converse Run Star Trainer

Brand Name: Converse
Product Name: Run Star Trainer
Gender: Unisex
Color: Egret/Egret/Egret
Price: $71.25MSRP: $95.00

Converse - Run Star Trainer. Color Summit Pink/Vintage White. On sale for $63.00. MSRP $90.00. 30% off. 4.0 out of 5 stars

Converse Run Star Trainer

Converse Run Star Trainer

Brand Name: Converse
Product Name: Run Star Trainer
Gender: Unisex
Color: Summit Pink/Vintage White
Price: $63.00MSRP: $90.00

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