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Boots on Sale $50 & Under

Shop Boots Deals

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Size 8 Leather Comfort On Sale Products

417 items found

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Johnston & Murphy - Upton Flip Flop. Color Black Full Grain. On sale for $48.30. MSRP $69.00. 30% off. 5.0 out of 5 stars

Johnston & Murphy Upton Flip Flop

Johnston & Murphy Upton Flip Flop

Brand Name: Johnston & Murphy
Product Name: Upton Flip Flop
Gender: Men's
Color: Black Full Grain
Price: $48.30MSRP: $69

Cole Haan - American Classics Montrose Plain Toe Ox. Color Titanium Nubuck/Angora. Low Stock. On sale for $95.00. MSRP $190.00. 50% off. 5.0 out of 5 stars

Low Stock

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: $95MSRP: $190

Cole Haan - Originalgrand Energyweave Venetian Loafers. Color Ironstone Nubuck/Paloma/Paloma. On sale for $120.00. MSRP $160.00. 25% off. 5.0 out of 5 stars

Cole Haan Originalgrand Energyweave Venetian Loafers

Cole Haan Originalgrand Energyweave Venetian Loafers

Brand Name: Cole Haan
Product Name: Originalgrand Energyweave Venetian Loafers
Gender: Men's
Color: Ironstone Nubuck/Paloma/Paloma
Price: $120MSRP: $160

Cole Haan - Originalgrand Energyweave Venetian Loafers. Color Navy Blazer/Paloma/Gum. On sale for $120.00. MSRP $160.00. 25% off. 5.0 out of 5 stars

Cole Haan Originalgrand Energyweave Venetian Loafers

Cole Haan Originalgrand Energyweave Venetian Loafers

Brand Name: Cole Haan
Product Name: Originalgrand Energyweave Venetian Loafers
Gender: Men's
Color: Navy Blazer/Paloma/Gum
Price: $120MSRP: $160

Born - Laken. Color Black. On sale for $90.00. MSRP $100.00. 10% off.

Born Laken

Born Laken

Brand Name: Born
Product Name: Laken
Gender: Men's
Color: Black
Price: $90MSRP: $100

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

Johnston & Murphy - Dudley Chukka. Color Brown Waxed English Suede. Low Stock. On sale for $82.50. MSRP $275.00. 70% off.

Low Stock

Johnston & Murphy Dudley Chukka

Johnston & Murphy Dudley Chukka

Brand Name: Johnston & Murphy
Product Name: Dudley Chukka
Gender: Men's
Color: Brown Waxed English Suede
Price: $82.50MSRP: $275

Nunn Bush - Kore Tour 2.0 Plain Toe Oxford. Color Mocha. Low Stock. On sale for $73.75. MSRP $90.00. 18% off. 3.6 out of 5 stars

Low Stock

Nunn Bush Kore Tour 2.0 Plain Toe Oxford

Nunn Bush Kore Tour 2.0 Plain Toe Oxford

Brand Name: Nunn Bush
Product Name: Kore Tour 2.0 Plain Toe Oxford
Gender: Men's
Color: Mocha
Price: $73.75MSRP: $90

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.

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

SKECHERS - Go Walk Outdoor Hands Free Slip-Ins. Color Brown. On sale for $76.14. MSRP $100.00. 24% off. 4.4 out of 5 stars

SKECHERS Go Walk Outdoor Hands Free Slip-Ins

SKECHERS Go Walk Outdoor Hands Free Slip-Ins

Brand Name: SKECHERS
Product Name: Go Walk Outdoor Hands Free Slip-Ins
Gender: Men's
Color: Brown
Price: $76.14MSRP: $100

SKECHERS - Go Walk Outdoor Hands Free Slip-Ins. Color Charcoal. On sale for $71.88. MSRP $100.00. 28% off. 4.4 out of 5 stars

SKECHERS Go Walk Outdoor Hands Free Slip-Ins

SKECHERS Go Walk Outdoor Hands Free Slip-Ins

Brand Name: SKECHERS
Product Name: Go Walk Outdoor Hands Free Slip-Ins
Gender: Men's
Color: Charcoal
Price: $71.88MSRP: $100

Martin Dingman - Old Row Sneakers. Color Cigar. Low Stock. On sale for $191.75. MSRP $295.00. 35% off.

Low Stock

Martin Dingman Old Row Sneakers

Martin Dingman Old Row Sneakers

Brand Name: Martin Dingman
Product Name: Old Row Sneakers
Gender: Men's
Color: Cigar
Price: $191.75MSRP: $295

Vans - MTE Ultrarange 2.0 RW. Color Dress Blues. On sale for $70.00. MSRP $100.00. 30% off. 3.7 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: $70MSRP: $100

Sperry - Newton Boots. Color Taupe. On sale for $148.50. MSRP $165.00. 10% off. 5.0 out of 5 stars

Sperry Newton Boots

Sperry Newton Boots

Brand Name: Sperry
Product Name: Newton Boots
Gender: Men's
Color: Taupe
Price: $148.50MSRP: $165

Sperry - Mini Lug Chukka. Color Other Brown. On sale for $105.00. MSRP $150.00. 30% off.

Sperry Mini Lug Chukka

Sperry Mini Lug Chukka

Brand Name: Sperry
Product Name: Mini Lug Chukka
Gender: Men's
Color: Other Brown
Price: $105MSRP: $150

Sperry - Ao 3 Lug. Color Tan. On sale for $108.00. MSRP $135.00. 20% off.

Sperry Ao 3 Lug

Sperry Ao 3 Lug

Brand Name: Sperry
Product Name: Ao 3 Lug
Gender: Men's
Color: Tan
Price: $108MSRP: $135

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