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Boots on Sale $50 & Under

Shop Boots Deals

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Solid Chukka Boots

41 items found

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Birkenstock - Uppsala Mid Lace-Up Shearling - Suede. Color Dark Tea. On sale for $90.00. MSRP $180.00. 50% off. 4.1 out of 5 stars

Birkenstock Uppsala Mid Lace-Up Shearling - Suede

Birkenstock Uppsala Mid Lace-Up Shearling - Suede

Brand Name: Birkenstock
Product Name: Uppsala Mid Lace-Up Shearling - Suede
Gender: Women's
Color: Dark Tea
Price: $90MSRP: $180

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

Kenneth Cole - Wilhem. Color Mocha. On sale for $140.20. MSRP $164.95. 15% off.

Kenneth Cole Wilhem

Kenneth Cole Wilhem

Brand Name: Kenneth Cole
Product Name: Wilhem
Gender: Men's
Color: Mocha
Price: $140.20MSRP: $164.95

Comfortiva - Holland. Color Black. On sale for $51.98. MSRP $129.95. 60% off. 3.8 out of 5 stars

Comfortiva Holland

Comfortiva Holland

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

Eastland 1955 Edition - Devin. Color Dark Brown. Low Stock. On sale for $61.65. MSRP $90.00. 32% off.

Low Stock

Eastland 1955 Edition Devin

Eastland 1955 Edition Devin

Brand Name: Eastland 1955 Edition
Product Name: Devin
Gender: Men's
Color: Dark Brown
Price: $61.65MSRP: $90

Dolce Vita - Ronnie. Color Camel Suede. Low Stock. On sale for $54.98. MSRP $220.00. 75% off. 3.5 out of 5 stars

Low Stock

Dolce Vita Ronnie

Dolce Vita Ronnie

Brand Name: Dolce Vita
Product Name: Ronnie
Gender: Women's
Color: Camel Suede
Price: $54.98MSRP: $220

Steve Madden - Daviston. Color Brown. On sale for $132.78. MSRP $165.00. 20% off.

Steve Madden Daviston

Steve Madden Daviston

Brand Name: Steve Madden
Product Name: Daviston
Gender: Men's
Color: Brown
Price: $132.78MSRP: $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

Johnston & Murphy - Brody Chukka. Color Snuff Suede. Low Stock. On sale for $49.50. MSRP $165.00. 70% off.

Low Stock

Johnston & Murphy Brody Chukka

Johnston & Murphy Brody Chukka

Brand Name: Johnston & Murphy
Product Name: Brody Chukka
Gender: Men's
Color: Snuff Suede
Price: $49.50MSRP: $165

Clarks - Wallaston Boot. Color Cola Suede. On sale for $97.50. MSRP $120.00. 19% off. 3.7 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 - Steadwell Mid. Color Black Leather. Low Stock. On sale for $99.00. MSRP $110.00. 10% off.

Low Stock

Clarks Steadwell Mid

Clarks Steadwell Mid

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

FLY LONDON - Brak593fly. Color Black. Low Stock. On sale for $225.00. MSRP $250.00. 10% off. 4.5 out of 5 stars

Low Stock

FLY LONDON Brak593fly

FLY LONDON Brak593fly

Brand Name: FLY LONDON
Product Name: Brak593fly
Gender: Women's
Color: Black
Price: $225MSRP: $250

FLY LONDON - Brak593fly. Color Elephant. Low Stock. On sale for $176.25. MSRP $235.00. 25% off. 4.5 out of 5 stars

Low Stock

FLY LONDON Brak593fly

FLY LONDON Brak593fly

Brand Name: FLY LONDON
Product Name: Brak593fly
Gender: Women's
Color: Elephant
Price: $176.25MSRP: $235

Birkenstock - Uppsala Mid Lace-Up Shearling - Suede. Color Black. On sale for $120.60. MSRP $180.00. 33% off. 4.1 out of 5 stars

Birkenstock Uppsala Mid Lace-Up Shearling - Suede

Birkenstock Uppsala Mid Lace-Up Shearling - Suede

Brand Name: Birkenstock
Product Name: Uppsala Mid Lace-Up Shearling - Suede
Gender: Women's
Color: Black
Price: $120.60MSRP: $180

Dockers - Norton. Color Taupe. Low Stock. On sale for $25.50. MSRP $85.00. 70% off. 2.6 out of 5 stars

Low Stock

Dockers Norton

Dockers Norton

Brand Name: Dockers
Product Name: Norton
Gender: Men's
Color: Taupe
Price: $25.50MSRP: $85

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

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

Clarks Relaxlite Moc

Clarks Relaxlite Moc

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

Marc Fisher LTD - Percy. Color Medium Brown Suede. Low Stock. $112.99.

Low Stock

Marc Fisher LTD Percy

Marc Fisher LTD Percy

Brand Name: Marc Fisher LTD
Product Name: Percy
Gender: Women's
Color: Medium Brown Suede
Price: $112.99

Marc Fisher LTD - Percy. Color Dark Brown Leather. $112.99.

Marc Fisher LTD Percy

Marc Fisher LTD Percy

Brand Name: Marc Fisher LTD
Product Name: Percy
Gender: Women's
Color: Dark Brown Leather
Price: $112.99

Kenneth Cole - Wilhem. Color Light Brown. On sale for $98.97. MSRP $164.95. 40% off.

Kenneth Cole Wilhem

Kenneth Cole Wilhem

Brand Name: Kenneth Cole
Product Name: Wilhem
Gender: Men's
Color: Light Brown
Price: $98.97MSRP: $164.95

Kenneth Cole - Winston. Color Mocha Multi. On sale for $80.00. MSRP $159.95. 50% off.

Kenneth Cole Winston

Kenneth Cole Winston

Brand Name: Kenneth Cole
Product Name: Winston
Gender: Men's
Color: Mocha Multi
Price: $80MSRP: $159.95

Kenneth Cole - Winston. Color Dark Brown Multi. On sale for $108.49. 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: $108.49MSRP: $159.95

Kenneth Cole - Vesto. Color Medium Brown. On sale for $71.37. MSRP $118.95. 40% off.

Kenneth Cole Vesto

Kenneth Cole Vesto

Brand Name: Kenneth Cole
Product Name: Vesto
Gender: Men's
Color: Medium Brown
Price: $71.37MSRP: $118.95

Kenneth Cole - Vesto. Color Black. On sale for $77.31. MSRP $118.95. 35% off.

Kenneth Cole Vesto

Kenneth Cole Vesto

Brand Name: Kenneth Cole
Product Name: Vesto
Gender: Men's
Color: Black
Price: $77.31MSRP: $118.95

ECCO - London Lace Up Waterproof Chukka Boots. Color Cocoa Brown Nubuck. On sale for $206.95. MSRP $229.95. 10% off. 4.0 out of 5 stars

ECCO London Lace Up Waterproof Chukka Boots

ECCO London Lace Up Waterproof Chukka Boots

Brand Name: ECCO
Product Name: London Lace Up Waterproof Chukka Boots
Gender: Men's
Color: Cocoa Brown Nubuck
Price: $206.95MSRP: $229.95

ECCO - Metropole Milan Chukka Boots. Color Camel Suede. On sale for $135.60. 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: $135.60MSRP: $194.95

Born - Theo. Color Black. Low Stock. On sale for $71.50. MSRP $130.00. 45% off. 5.0 out of 5 stars

Low Stock

Born Theo

Born Theo

Brand Name: Born
Product Name: Theo
Gender: Men's
Color: Black
Price: $71.50MSRP: $130

Sperry - Cold Bay Chukka Realtree. Color Olive. On sale for $111.94. 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: $111.94MSRP: $120

Comfortiva - Holland. Color Light Grey. On sale for $58.47. MSRP $129.95. 55% off. 3.8 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 Olive. On sale for $90.96. MSRP $129.95. 30% off. 3.8 out of 5 stars

Comfortiva Holland

Comfortiva Holland

Brand Name: Comfortiva
Product Name: Holland
Gender: Women's
Color: Olive
Price: $90.96MSRP: $129.95

Cole Haan - Originalgrand Remastered Waterproof Chukka Boots. Color Scotch/Alabaster. Low Stock. On sale for $193.10. MSRP $200.00. 3% off. 2.7 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: $193.10MSRP: $200

Cole Haan - Originalgrand Remastered Waterproof Chukka Boots. Color Woodbury/Dark Roast. Low Stock. On sale for $180.00. MSRP $200.00. 10% off. 2.7 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: $180MSRP: $200

Cole Haan - Originalgrand Remastered Waterproof Chukka Boots. Color Chocolate Raisin/Natural/Dark Sequoia Wp. Low Stock. On sale for $180.00. MSRP $200.00. 10% off. 2.7 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: $180MSRP: $200

Steve Madden - Daviston. Color Black. On sale for $125.59. MSRP $165.00. 24% off.

Steve Madden Daviston

Steve Madden Daviston

Brand Name: Steve Madden
Product Name: Daviston
Gender: Men's
Color: Black
Price: $125.59MSRP: $165

The North Face - Never Stop Exploring Chukka Suede. Color Almond Butter/Warm Sand. Low Stock. On sale for $55.50. MSRP $125.00. 56% off. 4.1 out of 5 stars

Low Stock

The North Face Never Stop Exploring Chukka Suede

The North Face Never Stop Exploring Chukka Suede

Brand Name: The North Face
Product Name: Never Stop Exploring Chukka Suede
Gender: Men's
Color: Almond Butter/Warm Sand
Price: $55.50MSRP: $125

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

Sperry - Tour Mid Moc. Color Tan. Low Stock. On sale for $126.00. MSRP $140.00. 10% off.

Low Stock

Sperry Tour Mid Moc

Sperry Tour Mid Moc

Brand Name: Sperry
Product Name: Tour Mid Moc
Gender: Men's
Color: Tan
Price: $126MSRP: $140

Sperry - Tour Mid Moc. Color Dark Brown. On sale for $126.00. MSRP $140.00. 10% off.

Sperry Tour Mid Moc

Sperry Tour Mid Moc

Brand Name: Sperry
Product Name: Tour Mid Moc
Gender: Men's
Color: Dark Brown
Price: $126MSRP: $140

Johnston & Murphy - Brody Chukka. Color Brown Hand-Stained Calfskin. Low Stock. On sale for $82.50. MSRP $165.00. 50% off.

Low Stock

Johnston & Murphy Brody Chukka

Johnston & Murphy Brody Chukka

Brand Name: Johnston & Murphy
Product Name: Brody Chukka
Gender: Men's
Color: Brown Hand-Stained Calfskin
Price: $82.50MSRP: $165

Steve Madden - Palta. Color Sand. Low Stock. On sale for $65.00. MSRP $130.00. 50% off.

Low Stock

Steve Madden Palta

Steve Madden Palta

Brand Name: Steve Madden
Product Name: Palta
Gender: Men's
Color: Sand
Price: $65MSRP: $130

Cole Haan - Morse Grand Chukka Boots. Color Morel Suede/Ivory. Low Stock. On sale for $125.80. MSRP $148.00. 15% off.

Low Stock

Cole Haan Morse Grand Chukka Boots

Cole Haan Morse Grand Chukka Boots

Brand Name: Cole Haan
Product Name: Morse Grand Chukka Boots
Gender: Men's
Color: Morel Suede/Ivory
Price: $125.80MSRP: $148