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Boots on Sale $50 & Under

Shop Boots Deals

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Chukka Boots

17 items found

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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

Clarks - Relaxlite Moc. Color Cola Suede. Low Stock. On sale for $99.00. MSRP $110.00. 10% off.

Low Stock

Clarks Relaxlite Moc

Clarks Relaxlite Moc

Brand Name: Clarks
Product Name: Relaxlite Moc
Gender: Men's
Color: Cola Suede
Price: $99MSRP: $110

Kenneth Cole - Wilhem. Color Mocha. On sale for $85.33. MSRP $164.95. 48% off.

Kenneth Cole Wilhem

Kenneth Cole Wilhem

Brand Name: Kenneth Cole
Product Name: Wilhem
Gender: Men's
Color: Mocha
Price: $85.33MSRP: $164.95

Kenneth Cole - Vesto. Color Medium Brown. On sale for $76.75. MSRP $118.95. 35% off.

Kenneth Cole Vesto

Kenneth Cole Vesto

Brand Name: Kenneth Cole
Product Name: Vesto
Gender: Men's
Color: Medium Brown
Price: $76.75MSRP: $118.95

Steve Madden - Daviston. Color Black. On sale for $124.37. MSRP $165.00. 25% off.

Steve Madden Daviston

Steve Madden Daviston

Brand Name: Steve Madden
Product Name: Daviston
Gender: Men's
Color: Black
Price: $124.37MSRP: $165

Johnston & Murphy - Bolivar Plain Toe Boots. Color Snuff Italian Suede. Low Stock. On sale for $114.00. MSRP $285.00. 60% off.

Low Stock

Johnston & Murphy Bolivar Plain Toe Boots

Johnston & Murphy Bolivar Plain Toe Boots

Brand Name: Johnston & Murphy
Product Name: Bolivar Plain Toe Boots
Gender: Men's
Color: Snuff Italian Suede
Price: $114MSRP: $285

Johnston & Murphy - Calder Chukka. Color Mahogany Full Grain. On sale for $140.25. MSRP $165.00. 15% off. 4.0 out of 5 stars

Johnston & Murphy Calder Chukka

Johnston & Murphy Calder Chukka

Brand Name: Johnston & Murphy
Product Name: Calder Chukka
Gender: Men's
Color: Mahogany Full Grain
Price: $140.25MSRP: $165

Clarks - Steadwell Mid. Color Black Leather. On sale for $72.50. MSRP $110.00. 34% off.

Clarks Steadwell Mid

Clarks Steadwell Mid

Brand Name: Clarks
Product Name: Steadwell Mid
Gender: Men's
Color: Black Leather
Price: $72.50MSRP: $110

Stacy Adams - Maxwell Plain Toe Demi Boot. Color Cognac. On sale for $99.65. MSRP $125.00. 20% off. 4.6 out of 5 stars

Stacy Adams Maxwell Plain Toe Demi Boot

Stacy Adams Maxwell Plain Toe Demi Boot

Brand Name: Stacy Adams
Product Name: Maxwell Plain Toe Demi Boot
Gender: Men's
Color: Cognac
Price: $99.65MSRP: $125

Dr. Scholl's - Madison Men's Chukka. Color Mocha Taupe Textured Nubuck. Low Stock. On sale for $71.16. MSRP $115.00. 38% 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: $71.16MSRP: $115

Sperry - Cold Bay Chukka Realtree. Color Olive. On sale for $111.99. MSRP $120.00. 7% off.

Sperry Cold Bay Chukka Realtree

Sperry Cold Bay Chukka Realtree

Brand Name: Sperry
Product Name: Cold Bay Chukka Realtree
Gender: Men's
Color: Olive
Price: $111.99MSRP: $120

Kenneth Cole - Wilhem. Color Light Brown. On sale for $109.70. MSRP $164.95. 33% off.

Kenneth Cole Wilhem

Kenneth Cole Wilhem

Brand Name: Kenneth Cole
Product Name: Wilhem
Gender: Men's
Color: Light Brown
Price: $109.70MSRP: $164.95

Kenneth Cole - Winston. Color Mocha Multi. On sale for $109.67. MSRP $159.95. 31% off.

Kenneth Cole Winston

Kenneth Cole Winston

Brand Name: Kenneth Cole
Product Name: Winston
Gender: Men's
Color: Mocha Multi
Price: $109.67MSRP: $159.95

Kenneth Cole - Winston. Color Dark Brown Multi. On sale for $108.30. MSRP $159.95. 32% off.

Kenneth Cole Winston

Kenneth Cole Winston

Brand Name: Kenneth Cole
Product Name: Winston
Gender: Men's
Color: Dark Brown Multi
Price: $108.30MSRP: $159.95

Kenneth Cole - Vesto. Color Black. On sale for $66.68. MSRP $118.95. 44% off.

Kenneth Cole Vesto

Kenneth Cole Vesto

Brand Name: Kenneth Cole
Product Name: Vesto
Gender: Men's
Color: Black
Price: $66.68MSRP: $118.95

Clarks - Bushacre 3. Color Dark Brown Leather. On sale for $65.00. MSRP $110.00. 41% off. 3.9 out of 5 stars

Clarks Bushacre 3

Clarks Bushacre 3

Brand Name: Clarks
Product Name: Bushacre 3
Gender: Men's
Color: Dark Brown Leather
Price: $65MSRP: $110

ECCO - Metropole Milan Chukka Boots. Color Camel Suede. On sale for $137.00. MSRP $194.95. 30% off. 4.0 out of 5 stars

ECCO Metropole Milan Chukka Boots

ECCO Metropole Milan Chukka Boots

Brand Name: ECCO
Product Name: Metropole Milan Chukka Boots
Gender: Men's
Color: Camel Suede
Price: $137MSRP: $194.95