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Boots on Sale $50 & Under

Shop Boots Deals

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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

Clarks - Relaxlite Moc. Color Cola Suede. Low Stock. On sale for $96.00. MSRP $110.00. 13% off.

Low Stock

Clarks Relaxlite Moc

Clarks Relaxlite Moc

Brand Name: Clarks
Product Name: Relaxlite Moc
Gender: Men's
Color: Cola Suede
Price: $96MSRP: $110

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

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

Dolce Vita - Ronnie. Color Camel Suede. Low Stock. On sale for $65.98. MSRP $220.00. 70% 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: $65.98MSRP: $220

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

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

Kenneth Cole - Vesto. Color Medium Brown. On sale for $77.81. 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: $77.81MSRP: $118.95

Kenneth Cole - Vesto. Color Black. On sale for $90.17. MSRP $118.95. 24% off.

Kenneth Cole Vesto

Kenneth Cole Vesto

Brand Name: Kenneth Cole
Product Name: Vesto
Gender: Men's
Color: Black
Price: $90.17MSRP: $118.95

Marc Fisher LTD - Percy. Color Medium Brown Suede. Low Stock. On sale for $104.46. MSRP $112.99. 8% off.

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: $104.46MSRP: $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

Clarks - Wallaston Boot. Color Cola Suede. On sale for $97.50. MSRP $120.00. 19% off. 4.0 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. On sale for $99.00. MSRP $110.00. 10% off.

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 $152.75. MSRP $235.00. 35% 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: $152.75MSRP: $235

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

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 Olive. On sale for $90.96. MSRP $129.95. 30% off. 3.9 out of 5 stars

Comfortiva Holland

Comfortiva Holland

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

Cole Haan - Berkshire Chelsea Boots. Color Black/Truffle. Low Stock. On sale for $99.97. MSRP $250.00. 60% off. 4.5 out of 5 stars

Low Stock

Cole Haan Berkshire Chelsea Boots

Cole Haan Berkshire Chelsea Boots

Brand Name: Cole Haan
Product Name: Berkshire Chelsea Boots
Gender: Men's
Color: Black/Truffle
Price: $99.97MSRP: $250

Cole Haan - Berkshire Chelsea Boots. Color Dark Sequoia/Natural. On sale for $214.15. MSRP $250.00. 14% off. 4.5 out of 5 stars

Cole Haan Berkshire Chelsea Boots

Cole Haan Berkshire Chelsea Boots

Brand Name: Cole Haan
Product Name: Berkshire Chelsea Boots
Gender: Men's
Color: Dark Sequoia/Natural
Price: $214.15MSRP: $250

Kenneth Cole - Wilhem. Color Light Brown. On sale for $110.76. 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: $110.76MSRP: $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

Stacy Adams - Eastmont Elastic Lace Boots. Color Cognac. Low Stock. On sale for $63.00. MSRP $140.00. 55% off. 4.0 out of 5 stars

Low Stock

Stacy Adams Eastmont Elastic Lace Boots

Stacy Adams Eastmont Elastic Lace Boots

Brand Name: Stacy Adams
Product Name: Eastmont Elastic Lace Boots
Gender: Men's
Color: Cognac
Price: $63MSRP: $140

Sperry - Coldbay Chukka Realtree MM. Color Olive. On sale for $113.46. MSRP $120.00. 5% 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: $113.46MSRP: $120

Eastland 1955 Edition - Devin. Color Dark Brown. Low Stock. On sale for $60.23. MSRP $90.00. 33% 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: $60.23MSRP: $90

ECCO - London Lace Up Waterproof Chukka Boots. Color Cocoa Brown Nubuck. Low Stock. On sale for $195.45. MSRP $229.95. 15% off. 4.0 out of 5 stars

Low Stock

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: $195.45MSRP: $229.95

ECCO - Metropole Milan Chukka Boots. Color Camel Suede. On sale for $137.41. 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: $137.41MSRP: $194.95

Cole Haan - Originalgrand Remastered Waterproof Chukka Boots. Color Black/Black. On sale for $169.95. MSRP $200.00. 15% off. 2.7 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: $169.95MSRP: $200

Cole Haan - Originalgrand Remastered Waterproof Chukka Boots. Color Scotch/Alabaster. Low Stock. $200.00. 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: $200

Cole Haan - Originalgrand Remastered Waterproof Chukka Boots. Color Woodbury/Dark Roast. Low Stock. On sale for $160.00. MSRP $200.00. 20% 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: $160MSRP: $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

KEEN - KS Moc Chukka. Color Bison/Bison. Low Stock. On sale for $125.95. MSRP $139.95. 10% off.

Low Stock

KEEN KS Moc Chukka

KEEN KS Moc Chukka

Brand Name: KEEN
Product Name: KS Moc Chukka
Gender: Men's
Color: Bison/Bison
Price: $125.95MSRP: $139.95

Steve Madden - Daviston. Color Black. On sale for $124.05. MSRP $165.00. 25% off.

Steve Madden Daviston

Steve Madden Daviston

Brand Name: Steve Madden
Product Name: Daviston
Gender: Men's
Color: Black
Price: $124.05MSRP: $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

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

Steve Madden - Daviston. Color Brown. On sale for $125.94. MSRP $165.00. 24% off.

Steve Madden Daviston

Steve Madden Daviston

Brand Name: Steve Madden
Product Name: Daviston
Gender: Men's
Color: Brown
Price: $125.94MSRP: $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

Frye - Paul Chukka. Color Brown. Low Stock. On sale for $131.60. MSRP $188.00. 30% off. 4.0 out of 5 stars

Low Stock

Frye Paul Chukka

Frye Paul Chukka

Brand Name: Frye
Product Name: Paul Chukka
Gender: Men's
Color: Brown
Price: $131.60MSRP: $188

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