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Boots on Sale $50 & Under

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Size 8 Leather Outsole Round Toe Products

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Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Navy Blazer. On sale for $89.98. MSRP $110.00. 18% 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: $89.98MSRP: $110.00

Cole Haan - Pinch Weekender Venetians. Color British Tan/Angora. On sale for $117.00. MSRP $130.00. 10% off.

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: $117.00MSRP: $130.00

Vagabond Shoemakers - Johnny 2.0 Warm Lined Leather Chelsea Boot. Color Black. Low Stock. On sale for $154.00. MSRP $220.00. 30% off.

Low Stock

Vagabond Shoemakers Johnny 2.0 Warm Lined Leather Chelsea Boot

Vagabond Shoemakers Johnny 2.0 Warm Lined Leather Chelsea Boot

Brand Name: Vagabond Shoemakers
Product Name: Johnny 2.0 Warm Lined Leather Chelsea Boot
Gender: Men's
Color: Black
Price: $154.00MSRP: $220.00

Vans - Hylane. Color Retro Skate Lunar Rock. On sale for $58.50. MSRP $90.00. 35% off.

Vans Hylane

Vans Hylane

Brand Name: Vans
Product Name: Hylane
Gender: Unisex
Color: Retro Skate Lunar Rock
Price: $58.50MSRP: $90.00

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Ivory/Black. On sale for $79.89. MSRP $110.00. 27% 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: $79.89MSRP: $110.00

Magnanni - Marcona. Color Cuero. Low Stock. On sale for $325.50. MSRP $465.00. 30% off.

Low Stock

Magnanni Marcona

Magnanni Marcona

Brand Name: Magnanni
Product Name: Marcona
Gender: Men's
Color: Cuero
Price: $325.50MSRP: $465.00

La Canadienne - Albie. Color Brown Leather. Low Stock. On sale for $209.25. MSRP $465.00. 55% off.

Low Stock

La Canadienne Albie

La Canadienne Albie

Brand Name: La Canadienne
Product Name: Albie
Gender: Men's
Color: Brown Leather
Price: $209.25MSRP: $465.00

Tommy Hilfiger - Rosell. Color Brown. $79.95.

Tommy Hilfiger Rosell

Tommy Hilfiger Rosell

Brand Name: Tommy Hilfiger
Product Name: Rosell
Gender: Men's
Color: Brown
Price: $79.95

Cole Haan - Pinch Weekender Venetians. Color China Blue Suede/Ivory. On sale for $109.14. MSRP $130.00. 16% 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: $109.14MSRP: $130.00

Johnston & Murphy - Baldwin Tassel. Color Brown. Low Stock. On sale for $175.50. MSRP $195.00. 10% off.

Low Stock

Johnston & Murphy Baldwin Tassel

Johnston & Murphy Baldwin Tassel

Brand Name: Johnston & Murphy
Product Name: Baldwin Tassel
Gender: Men's
Color: Brown
Price: $175.50MSRP: $195.00

Vans - Hylane. Color Retro Skate Navy. On sale for $63.00. MSRP $90.00. 30% off.

Vans Hylane

Vans Hylane

Brand Name: Vans
Product Name: Hylane
Gender: Unisex
Color: Retro Skate Navy
Price: $63.00MSRP: $90.00

Marc Joseph New York - BROADWAY. Color Café Croco. Low Stock. On sale for $115.50. MSRP $165.00. 30% off.

Low Stock

Marc Joseph New York BROADWAY

Marc Joseph New York BROADWAY

Brand Name: Marc Joseph New York
Product Name: BROADWAY
Gender: Men's
Color: Café Croco
Price: $115.50MSRP: $165.00

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Black/Ivory. On sale for $82.50. 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: Black/Ivory
Price: $82.50MSRP: $110.00

Steve Madden - Possess. Color White 1. On sale for $103.52. MSRP $120.00. 14% off. 3.0 out of 5 stars

Steve Madden Possess

Steve Madden Possess

Brand Name: Steve Madden
Product Name: Possess
Gender: Men's
Color: White 1
Price: $103.52MSRP: $120.00

Frye - Connor Venetian. Color Chocolate. Low Stock. On sale for $117.60. MSRP $168.00. 30% off. 4.0 out of 5 stars

Low Stock

Frye Connor Venetian

Frye Connor Venetian

Brand Name: Frye
Product Name: Connor Venetian
Gender: Men's
Color: Chocolate
Price: $117.60MSRP: $168.00

Cole Haan - American Classics Montrose Plain Toe Ox. Color Titanium Nubuck/Angora. On sale for $171.00. MSRP $190.00. 10% 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: Titanium Nubuck/Angora
Price: $171.00MSRP: $190.00

Tommy Hilfiger - Rosell. Color Black. On sale for $67.25. MSRP $79.95. 16% off.

Tommy Hilfiger Rosell

Tommy Hilfiger Rosell

Brand Name: Tommy Hilfiger
Product Name: Rosell
Gender: Men's
Color: Black
Price: $67.25MSRP: $79.95

Magnanni - 23037-00. Color Bone Suede. Low Stock. On sale for $472.50. MSRP $525.00. 10% off.

Low Stock

Magnanni 23037-00

Magnanni 23037-00

Brand Name: Magnanni
Product Name: 23037-00
Gender: Men's
Color: Bone Suede
Price: $472.50MSRP: $525.00

Cole Haan - Grandpro Breakaway. Color Light Sesame Suede/Hickory/Medium Gum. On sale for $97.50. MSRP $130.00. 25% off. 1.0 out of 5 stars

Cole Haan Grandpro Breakaway

Cole Haan Grandpro Breakaway

Brand Name: Cole Haan
Product Name: Grandpro Breakaway
Gender: Men's
Color: Light Sesame Suede/Hickory/Medium Gum
Price: $97.50MSRP: $130.00

Cole Haan - Og Energyweave Wingtip Oxfords. Color Golden Toffee Nubuck/China Blue/Ivory. On sale for $153.00. MSRP $170.00. 10% off.

Cole Haan Og Energyweave Wingtip Oxfords

Cole Haan Og Energyweave Wingtip Oxfords

Brand Name: Cole Haan
Product Name: Og Energyweave Wingtip Oxfords
Gender: Men's
Color: Golden Toffee Nubuck/China Blue/Ivory
Price: $153.00MSRP: $170.00

Cole Haan - Pinch Weekender Venetians. Color Dark Chocolate/Angora. On sale for $108.55. MSRP $130.00. 17% off.

Cole Haan Pinch Weekender Venetians

Cole Haan Pinch Weekender Venetians

Brand Name: Cole Haan
Product Name: Pinch Weekender Venetians
Gender: Men's
Color: Dark Chocolate/Angora
Price: $108.55MSRP: $130.00

Frye - Astor Low Lace Court. Color Bluestone. Low Stock. On sale for $142.20. MSRP $158.00. 10% off. 5.0 out of 5 stars

Low Stock

Frye Astor Low Lace Court

Frye Astor Low Lace Court

Brand Name: Frye
Product Name: Astor Low Lace Court
Gender: Men's
Color: Bluestone
Price: $142.20MSRP: $158.00

Frye - Connor Venetian. Color Driftwood. On sale for $79.00. MSRP $158.00. 50% off. 4.0 out of 5 stars

Frye Connor Venetian

Frye Connor Venetian

Brand Name: Frye
Product Name: Connor Venetian
Gender: Men's
Color: Driftwood
Price: $79.00MSRP: $158.00

Frye - Connor Venetian. Color Black. On sale for $86.90. MSRP $158.00. 45% off. 4.0 out of 5 stars

Frye Connor Venetian

Frye Connor Venetian

Brand Name: Frye
Product Name: Connor Venetian
Gender: Men's
Color: Black
Price: $86.90MSRP: $158.00

Johnston & Murphy - Taylor Penny. Color Taupe. Low Stock. On sale for $206.50. MSRP $295.00. 30% 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: Taupe
Price: $206.50MSRP: $295.00

Johnston & Murphy - Taylor Penny. Color Denim. Low Stock. On sale for $268.20. MSRP $298.00. 10% 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: $268.20MSRP: $298.00

Stacy Adams - Valet Velour Slip-On Loafer. Color Dark Blue. Low Stock. On sale for $81.52. MSRP $105.00. 22% 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: $81.52MSRP: $105.00

Vans - MTE Ultrarange 2.0 RW. Color Brown. On sale for $80.00. MSRP $100.00. 20% 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: Brown
Price: $80.00MSRP: $100.00

COACH - Cooper Loafer. Color Black. On sale for $228.96. MSRP $275.00. 17% off.

COACH Cooper Loafer

COACH Cooper Loafer

Brand Name: COACH
Product Name: Cooper Loafer
Gender: Men's
Color: Black
Price: $228.96MSRP: $275.00

Cole Haan - Grand Hurrion Stitchlite Plain Toe Oxfords. Color Navy Blazer/Silver Birch/Ivory. On sale for $99.00. MSRP $130.00. 24% off.

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: $99.00MSRP: $130.00

Cole Haan - Grand Crosscourt Modern Runner. Color Microchip/Quiet Shade/Optic White. On sale for $93.50. MSRP $110.00. 15% 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: $93.50MSRP: $110.00

Cole Haan - Grand Crosscourt Modern Runner. Color Pavement/Biscuit/Storm Cloud. On sale for $86.19. MSRP $110.00. 22% 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: $86.19MSRP: $110.00

Vans - MTE Ultrarange 2.0 RW. Color Sepia Rose. On sale for $60.00. MSRP $100.00. 40% 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: Sepia Rose
Price: $60.00MSRP: $100.00

Vans - MTE Ultrarange 2.0 RW. Color Brown/Multi. On sale for $80.00. MSRP $100.00. 20% 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: Brown/Multi
Price: $80.00MSRP: $100.00

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

Vans - MTE Ultrarange 2.0 RW. Color Mushroom. On sale for $85.00. MSRP $100.00. 15% 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: Mushroom
Price: $85.00MSRP: $100.00

Vans - MTE Ultrarange 2.0 RW. Color Bright Orange. On sale for $90.00. MSRP $100.00. 10% 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 Orange
Price: $90.00MSRP: $100.00

Vans - MTE Crosspath Mid. Color Dark Green/Dark Brown. On sale for $126.00. MSRP $140.00. 10% off. 5.0 out of 5 stars

Vans MTE Crosspath Mid

Vans MTE Crosspath Mid

Brand Name: Vans
Product Name: MTE Crosspath Mid
Gender: Unisex
Color: Dark Green/Dark Brown
Price: $126.00MSRP: $140.00

Marc Joseph New York - Hamilton Pl. Color Whiskey Brushed Napa. Low Stock. On sale for $157.50. MSRP $175.00. 10% off.

Low Stock

Marc Joseph New York Hamilton Pl

Marc Joseph New York Hamilton Pl

Brand Name: Marc Joseph New York
Product Name: Hamilton Pl
Gender: Men's
Color: Whiskey Brushed Napa
Price: $157.50MSRP: $175.00

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Quiet Shade. On sale for $86.90. MSRP $110.00. 21% 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: $86.90MSRP: $110.00

Wolf & Shepherd - Supercrossover. Color Navy. On sale for $250.75. MSRP $295.00. 15% off.

Wolf & Shepherd Supercrossover

Wolf & Shepherd Supercrossover

Brand Name: Wolf & Shepherd
Product Name: Supercrossover
Gender: Men's
Color: Navy
Price: $250.75MSRP: $295.00

Vans - Classic Slip-On Checkerboard. Color Checkerboard Crystal Blue. On sale for $48.75. MSRP $65.00. 25% 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: Checkerboard Crystal Blue
Price: $48.75MSRP: $65.00

Gordon Rush - Cooper. Color Grey. Low Stock. On sale for $59.46. MSRP $169.90. 65% 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: $59.46MSRP: $169.90

Cole Haan - Grandpro Ashland 2 Golf. Color Navy Blazer/Titanium/Ivory. On sale for $134.56. MSRP $155.00. 13% 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: $134.56MSRP: $155.00

Cole Haan - Original Grand 2.0. Color Big Dipper Nubuck/Ancient Scroll. On sale for $138.00. MSRP $230.00. 40% 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: $138.00MSRP: $230.00

Cole Haan - Grandpro Featherarc Bike Toe Sneakers. Color Big Dipper/Sea Stone/Ivory. On sale for $135.00. MSRP $150.00. 10% off. 5.0 out of 5 stars

Cole Haan Grandpro Featherarc Bike Toe Sneakers

Cole Haan Grandpro Featherarc Bike Toe Sneakers

Brand Name: Cole Haan
Product Name: Grandpro Featherarc Bike Toe Sneakers
Gender: Men's
Color: Big Dipper/Sea Stone/Ivory
Price: $135.00MSRP: $150.00

Cole Haan - Grandpro Ashland 2 Golf. Color Black/New Caramel/Ivory. On sale for $128.24. MSRP $155.00. 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: Black/New Caramel/Ivory
Price: $128.24MSRP: $155.00

Cole Haan - Grandpro Ashland 2 Golf. Color Optic White/Glacier Gray/Ivory. On sale for $142.42. MSRP $160.00. 11% 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: $142.42MSRP: $160.00