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Boots on Sale $50 & Under

Shop Boots Deals

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unisex vans chukka boot core classics

32 items found

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Cole Haan - Originalgrand Remastered Waterproof Chukka Boots. Color Chocolate Raisin/Natural/Dark Sequoia Wp. 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: Chocolate Raisin/Natural/Dark Sequoia Wp
Price: $140MSRP: $200

Cole Haan - Originalgrand Remastered Waterproof Chukka Boots. Color Scotch/Alabaster. 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: Scotch/Alabaster
Price: $140MSRP: $200

Cole Haan - Originalgrand Remastered Waterproof Chukka Boots. Color Woodbury/Dark Roast. Low Stock. On sale for $100.00. MSRP $200.00. 50% 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: $100MSRP: $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. On sale for $112.71. MSRP $120.00. 6% off.

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: $112.71MSRP: $120

Dr. Martens - Bonny Chukka Boot. Color Black/Extra Tough Nylon/Rubbery. Low Stock. On sale for $108.00. MSRP $120.00. 10% off. 4.6 out of 5 stars

Low Stock

Dr. Martens Bonny Chukka Boot

Dr. Martens Bonny Chukka Boot

Brand Name: Dr. Martens
Product Name: Bonny Chukka Boot
Gender: Men's
Color: Black/Extra Tough Nylon/Rubbery
Price: $108MSRP: $120

Dr. Scholl's - Madison Men's Chukka. Color Mocha Taupe Textured Nubuck. Low Stock. On sale for $69.65. MSRP $115.00. 39% 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: $69.65MSRP: $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 $87.00. MSRP $110.00. 21% 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: $87MSRP: $110

Born - Ethan. Color Taupe (Avola). On sale for $90.00. MSRP $150.00. 40% off. 2.0 out of 5 stars

Born Ethan

Born Ethan

Brand Name: Born
Product Name: Ethan
Gender: Men's
Color: Taupe (Avola)
Price: $90MSRP: $150

Deer Stags - Bangor. Color Redwood/Dark Brown. On sale for $50.95. 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: $50.95MSRP: $90

UGG - Neumel Crafted Regenerate. Color Chestnut. Low Stock. On sale for $105.00. MSRP $210.00. 50% off. 4.1 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

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 $79.84. MSRP $118.95. 33% off.

Kenneth Cole Vesto

Kenneth Cole Vesto

Brand Name: Kenneth Cole
Product Name: Vesto
Gender: Men's
Color: Medium Brown
Price: $79.84MSRP: $118.95

Dr. Martens - 939 Ben Six-Eye Core. Color Gaucho Crazy Horse. Low Stock. On sale for $128.16. MSRP $170.00. 25% off. 3.5 out of 5 stars

Low Stock

Dr. Martens 939 Ben Six-Eye Core

Dr. Martens 939 Ben Six-Eye Core

Brand Name: Dr. Martens
Product Name: 939 Ben Six-Eye Core
Gender: Unisex
Color: Gaucho Crazy Horse
Price: $128.16MSRP: $170

Eastland 1955 Edition - Meadow. Color Black. Low Stock. On sale for $72.00. MSRP $90.00. 20% off. 2.0 out of 5 stars

Low Stock

Eastland 1955 Edition Meadow

Eastland 1955 Edition Meadow

Brand Name: Eastland 1955 Edition
Product Name: Meadow
Gender: Women's
Color: Black
Price: $72MSRP: $90

Dr. Martens - 939. Color Black. On sale for $80.00. MSRP $160.00. 50% off. 5.0 out of 5 stars

Dr. Martens 939

Dr. Martens 939

Brand Name: Dr. Martens
Product Name: 939
Gender: Unisex
Color: Black
Price: $80MSRP: $160

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

Twisted X - Driving Moc (Little Kid/Big Kid). Color Bomber/Tan. Low Stock. On sale for $89.95. MSRP $94.95. 5% off. 4.5 out of 5 stars

Low Stock

Twisted X Driving Moc (Little Kid/Big Kid)

Twisted X Driving Moc (Little Kid/Big Kid)

Brand Name: Twisted X
Product Name: Driving Moc (Little Kid/Big Kid)
Color: Bomber/Tan
Price: $89.95MSRP: $94.95

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

Comfortiva - Holland. Color Olive. On sale for $64.97. MSRP $129.95. 50% off. 3.9 out of 5 stars

Comfortiva Holland

Comfortiva Holland

Brand Name: Comfortiva
Product Name: Holland
Gender: Women's
Color: Olive
Price: $64.97MSRP: $129.95

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

Comfortiva - Holland. Color Light Grey. On sale for $58.47. MSRP $129.95. 55% off. 3.9 out of 5 stars

Comfortiva Holland

Comfortiva Holland

Brand Name: Comfortiva
Product Name: Holland
Gender: Women's
Color: Light Grey
Price: $58.47MSRP: $129.95

Comfortiva - Holland. Color Black. On sale for $51.98. MSRP $129.95. 60% off. 3.9 out of 5 stars

Comfortiva Holland

Comfortiva Holland

Brand Name: Comfortiva
Product Name: Holland
Gender: Women's
Color: Black
Price: $51.98MSRP: $129.95

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

Steve Madden - Tharkeen (Toddler/Little Kid). Color Black Leather. Low Stock. On sale for $19.50. MSRP $65.00. 70% off. 4.2 out of 5 stars

Low Stock

Steve Madden Tharkeen (Toddler/Little Kid)

Steve Madden Tharkeen (Toddler/Little Kid)

Brand Name: Steve Madden
Product Name: Tharkeen (Toddler/Little Kid)
Color: Black Leather
Price: $19.50MSRP: $65

Clarks - Desert Trek. Color Beeswax. On sale for $120.59. MSRP $150.00. 20% 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: $120.59MSRP: $150

Clarks - Wallabee. Color Black Tumbled Leather. Low Stock. On sale for $48.00. MSRP $160.00. 70% off. 4.4 out of 5 stars

Low Stock

Clarks Wallabee

Clarks Wallabee

Brand Name: Clarks
Product Name: Wallabee
Gender: Women's
Color: Black Tumbled Leather
Price: $48MSRP: $160

Free People - Kellee High Rise Palazzo. Color Unexplored. On sale for $74.00. MSRP $148.00. 50% off.

Free People Kellee High Rise Palazzo

Free People Kellee High Rise Palazzo

Brand Name: Free People
Product Name: Kellee High Rise Palazzo
Gender: Women's
Color: Unexplored
Price: $74MSRP: $148

Free People - Kellee High Rise Palazzo. Color Brick Wall. On sale for $74.00. MSRP $148.00. 50% off.

Free People Kellee High Rise Palazzo

Free People Kellee High Rise Palazzo

Brand Name: Free People
Product Name: Kellee High Rise Palazzo
Gender: Women's
Color: Brick Wall
Price: $74MSRP: $148

Free People - We The Free Kellee High-Rise Palazzo Jeans. Color Blue Night. On sale for $74.00. MSRP $148.00. 50% off.

Free People We The Free Kellee High-Rise Palazzo Jeans

Free People We The Free Kellee High-Rise Palazzo Jeans

Brand Name: Free People
Product Name: We The Free Kellee High-Rise Palazzo Jeans
Gender: Women's
Color: Blue Night
Price: $74MSRP: $148

Free People - We The Free Kellee High-Rise Palazzo Jeans. Color Black Eyeliner. On sale for $59.20. MSRP $148.00. 60% off.

Free People We The Free Kellee High-Rise Palazzo Jeans

Free People We The Free Kellee High-Rise Palazzo Jeans

Brand Name: Free People
Product Name: We The Free Kellee High-Rise Palazzo Jeans
Gender: Women's
Color: Black Eyeliner
Price: $59.20MSRP: $148