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Boots on Sale $50 & Under

Shop Boots Deals

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massimo matteo chukka classic boots

16 items found

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Cole Haan - Originalgrand Remastered Waterproof Chukka Boots. Color Scotch/Alabaster. Low Stock. $200.00. 2.2 out of 5 stars

Low Stock

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: Scotch/Alabaster
Price: $200

Cole Haan - Originalgrand Remastered Waterproof Chukka Boots. Color Woodbury/Dark Roast. Low Stock. On sale for $140.00. MSRP $200.00. 30% off. 2.2 out of 5 stars

Low Stock

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: Woodbury/Dark Roast
Price: $140MSRP: $200

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

Dr. Scholl's - Madison Men's Chukka. Color Mocha Taupe Textured Nubuck. Low Stock. On sale for $78.61. MSRP $115.00. 32% off. 5.0 out of 5 stars

Low Stock

Dr. Scholl's Madison Men's Chukka

Dr. Scholl's Madison Men's Chukka

Brand Name: Dr. Scholl's
Product Name: Madison Men's Chukka
Gender: Men's
Color: Mocha Taupe Textured Nubuck
Price: $78.61MSRP: $115

Johnston & Murphy - Upton Chukka. Color Navy Nubuck. Low Stock. On sale for $84.50. MSRP $169.00. 50% off. 4.1 out of 5 stars

Low Stock

Johnston & Murphy Upton Chukka

Johnston & Murphy Upton Chukka

Brand Name: Johnston & Murphy
Product Name: Upton Chukka
Gender: Men's
Color: Navy Nubuck
Price: $84.50MSRP: $169

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

Deer Stags - Bangor. Color Redwood/Dark Brown. On sale for $76.50. MSRP $90.00. 15% 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: $76.50MSRP: $90

Born - Ethan. Color Taupe (Avola). On sale for $88.87. 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: $88.87MSRP: $150

UGG - Neumel Crafted Regenerate. Color Chestnut. Low Stock. On sale for $105.00. MSRP $210.00. 50% off. 4.2 out of 5 stars

Low Stock

UGG Neumel Crafted Regenerate

UGG Neumel Crafted Regenerate

Brand Name: UGG
Product Name: Neumel Crafted Regenerate
Gender: Unisex
Color: Chestnut
Price: $105MSRP: $210

UGG - Neumel Crafted Regenerate. Color Burnt Cedar. Low Stock. On sale for $100.00. MSRP $200.00. 50% off. 4.2 out of 5 stars

Low Stock

UGG Neumel Crafted Regenerate

UGG Neumel Crafted Regenerate

Brand Name: UGG
Product Name: Neumel Crafted Regenerate
Gender: Unisex
Color: Burnt Cedar
Price: $100MSRP: $200

Kenneth Cole - Vesto. Color Black. On sale for $89.99. MSRP $118.95. 24% off.

Kenneth Cole Vesto

Kenneth Cole Vesto

Brand Name: Kenneth Cole
Product Name: Vesto
Gender: Men's
Color: Black
Price: $89.99MSRP: $118.95

Kenneth Cole - Vesto. Color Medium Brown. On sale for $83.78. MSRP $118.95. 30% off.

Kenneth Cole Vesto

Kenneth Cole Vesto

Brand Name: Kenneth Cole
Product Name: Vesto
Gender: Men's
Color: Medium Brown
Price: $83.78MSRP: $118.95

Clarks - Wallaston Boot. Color Cola Suede. On sale for $97.50. MSRP $120.00. 19% off. 4.3 out of 5 stars

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 $60.50. MSRP $110.00. 45% 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: $60.50MSRP: $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

Clarks - Shepton. Color Sand Suede. Low Stock. On sale for $59.58. MSRP $110.00. 46% off. 2.3 out of 5 stars

Low Stock

Clarks Shepton

Clarks Shepton

Brand Name: Clarks
Product Name: Shepton
Gender: Men's
Color: Sand Suede
Price: $59.58MSRP: $110