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Boots on Sale $50 & Under

Shop Boots Deals

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massimo matteo chukka classic boots

13 items found

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Cole Haan - Originalgrand Remastered Waterproof Chukka Boots. Color Black/Black. On sale for $182.19. MSRP $200.00. 9% off. 2.2 out of 5 stars

Cole Haan Originalgrand Remastered Waterproof Chukka Boots

Cole Haan Originalgrand Remastered Waterproof Chukka Boots

Brand Name: Cole Haan
Product Name: Originalgrand Remastered Waterproof Chukka Boots
Gender: Men's
Color: Black/Black
Price: $182.19MSRP: $200

The Original Muck Boot Company - Edgewater Classic. Color Black. Low Stock. On sale for $80.50. MSRP $115.00. 30% off. 3.0 out of 5 stars

Low Stock

The Original Muck Boot Company Edgewater Classic

The Original Muck Boot Company Edgewater Classic

Brand Name: The Original Muck Boot Company
Product Name: Edgewater Classic
Gender: Men's
Color: Black
Price: $80.50MSRP: $115

Sperry - Coldbay Chukka Realtree MM. Color Olive. $120.00.

Sperry Coldbay Chukka Realtree MM

Sperry Coldbay Chukka Realtree MM

Brand Name: Sperry
Product Name: Coldbay Chukka Realtree MM
Gender: Men's
Color: Olive
Price: $120

Clarks - Steadwell Mid. Color Black Leather. On sale for $99.00. MSRP $110.00. 10% off. 5.0 out of 5 stars

Clarks Steadwell Mid

Clarks Steadwell Mid

Brand Name: Clarks
Product Name: Steadwell Mid
Gender: Men's
Color: Black Leather
Price: $99MSRP: $110

Born - Ethan. Color Taupe (Avola). On sale for $88.57. MSRP $150.00. 41% off. 2.0 out of 5 stars

Born Ethan

Born Ethan

Brand Name: Born
Product Name: Ethan
Gender: Men's
Color: Taupe (Avola)
Price: $88.57MSRP: $150

Deer Stags - Bangor. Color Redwood/Dark Brown. On sale for $51.01. MSRP $90.00. 43% off. 3.9 out of 5 stars

Deer Stags Bangor

Deer Stags Bangor

Brand Name: Deer Stags
Product Name: Bangor
Gender: Men's
Color: Redwood/Dark Brown
Price: $51.01MSRP: $90

Kenneth Cole - Vesto. Color Black. On sale for $83.30. MSRP $118.95. 30% off.

Kenneth Cole Vesto

Kenneth Cole Vesto

Brand Name: Kenneth Cole
Product Name: Vesto
Gender: Men's
Color: Black
Price: $83.30MSRP: $118.95

Kenneth Cole - Vesto. Color Medium Brown. On sale for $75.77. MSRP $118.95. 36% off.

Kenneth Cole Vesto

Kenneth Cole Vesto

Brand Name: Kenneth Cole
Product Name: Vesto
Gender: Men's
Color: Medium Brown
Price: $75.77MSRP: $118.95

Clarks - Wallaston Boot. Color Cola Suede. Low Stock. On sale for $97.50. MSRP $120.00. 19% off. 4.2 out of 5 stars

Low Stock

Clarks Wallaston Boot

Clarks Wallaston Boot

Brand Name: Clarks
Product Name: Wallaston Boot
Gender: Men's
Color: Cola Suede
Price: $97.50MSRP: $120

Clarks - Relaxlite Moc. Color Cola Suede. Low Stock. On sale for $66.00. MSRP $110.00. 40% off. 5.0 out of 5 stars

Low Stock

Clarks Relaxlite Moc

Clarks Relaxlite Moc

Brand Name: Clarks
Product Name: Relaxlite Moc
Gender: Men's
Color: Cola Suede
Price: $66MSRP: $110

Clarks - Relaxlite Moc. Color Black Suede. Low Stock. On sale for $55.00. MSRP $110.00. 50% off. 5.0 out of 5 stars

Low Stock

Clarks Relaxlite Moc

Clarks Relaxlite Moc

Brand Name: Clarks
Product Name: Relaxlite Moc
Gender: Men's
Color: Black Suede
Price: $55MSRP: $110

Marc Joseph New York - Smith ST. Color Black Grainy/Suede. Low Stock. On sale for $78.00. MSRP $195.00. 60% off.

Low Stock

Marc Joseph New York Smith ST

Marc Joseph New York Smith ST

Brand Name: Marc Joseph New York
Product Name: Smith ST
Gender: Men's
Color: Black Grainy/Suede
Price: $78MSRP: $195

Clarks - Desert Trek. Color Beeswax. On sale for $130.47. MSRP $150.00. 13% off. 4.5 out of 5 stars

Clarks Desert Trek

Clarks Desert Trek

Brand Name: Clarks
Product Name: Desert Trek
Gender: Men's
Color: Beeswax
Price: $130.47MSRP: $150