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Boots on Sale $50 & Under

Shop Boots Deals

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Chukka Boots

37 items found

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Kenneth Cole - Vesto. Color Black. On sale for $89.25. MSRP $118.95. 25% off.

Kenneth Cole Vesto

Kenneth Cole Vesto

Brand Name: Kenneth Cole
Product Name: Vesto
Gender: Men's
Color: Black
Price: $89.25MSRP: $118.95

Dr. Scholl's - Manchester. Color Grey Faux Leather. Low Stock. On sale for $36.00. MSRP $120.00. 70% off. 3.0 out of 5 stars

Low Stock

Dr. Scholl's Manchester

Dr. Scholl's Manchester

Brand Name: Dr. Scholl's
Product Name: Manchester
Gender: Men's
Color: Grey Faux Leather
Price: $36MSRP: $120

Comfortiva - Holland. Color Light Grey. On sale for $69.68. MSRP $129.95. 46% off. 3.8 out of 5 stars

Comfortiva Holland

Comfortiva Holland

Brand Name: Comfortiva
Product Name: Holland
Gender: Women's
Color: Light Grey
Price: $69.68MSRP: $129.95

Cole Haan - Berkshire Chelsea Boots. Color British Tan/C. Low Stock. On sale for $109.95. MSRP $260.00. 58% 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: British Tan/C
Price: $109.95MSRP: $260

Tommy Hilfiger - Natash. Color Black. Low Stock. On sale for $32.70. MSRP $109.00. 70% off.

Low Stock

Tommy Hilfiger Natash

Tommy Hilfiger Natash

Brand Name: Tommy Hilfiger
Product Name: Natash
Gender: Men's
Color: Black
Price: $32.70MSRP: $109

Frye - Paul Chukka. Color Brown. Low Stock. On sale for $150.40. MSRP $188.00. 20% 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: $150.40MSRP: $188

Clarks - Wallaston Boot. Color Cola Suede. On sale for $67.83. MSRP $120.00. 43% off. 1.0 out of 5 stars

Clarks Wallaston Boot

Clarks Wallaston Boot

Brand Name: Clarks
Product Name: Wallaston Boot
Gender: Men's
Color: Cola Suede
Price: $67.83MSRP: $120

Dockers - Nigel. Color Taupe. Low Stock. On sale for $28.50. MSRP $95.00. 70% off.

Low Stock

Dockers Nigel

Dockers Nigel

Brand Name: Dockers
Product Name: Nigel
Gender: Men's
Color: Taupe
Price: $28.50MSRP: $95

Eastland 1955 Edition - Hugo. Color Brown. Low Stock. On sale for $30.00. MSRP $100.00. 70% off.

Low Stock

Eastland 1955 Edition Hugo

Eastland 1955 Edition Hugo

Brand Name: Eastland 1955 Edition
Product Name: Hugo
Gender: Men's
Color: Brown
Price: $30MSRP: $100

Sperry - Mini Lug Chukka. Color Other Brown. On sale for $75.00. MSRP $150.00. 50% off.

Sperry Mini Lug Chukka

Sperry Mini Lug Chukka

Brand Name: Sperry
Product Name: Mini Lug Chukka
Gender: Men's
Color: Other Brown
Price: $75MSRP: $150

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

Clarks - Relaxlite Moc. Color Black 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: Black Suede
Price: $99MSRP: $110

Clarks - Relaxlite Moc. Color Cola Suede. Low Stock. On sale for $62.57. MSRP $110.00. 43% off.

Low Stock

Clarks Relaxlite Moc

Clarks Relaxlite Moc

Brand Name: Clarks
Product Name: Relaxlite Moc
Gender: Men's
Color: Cola Suede
Price: $62.57MSRP: $110

Marc Fisher LTD - Percy. Color Medium Brown Suede. On sale for $158.88. MSRP $189.00. 16% off.

Marc Fisher LTD Percy

Marc Fisher LTD Percy

Brand Name: Marc Fisher LTD
Product Name: Percy
Gender: Women's
Color: Medium Brown Suede
Price: $158.88MSRP: $189

Marc Fisher LTD - Percy. Color Dark Brown Leather. On sale for $157.52. MSRP $189.00. 17% off.

Marc Fisher LTD Percy

Marc Fisher LTD Percy

Brand Name: Marc Fisher LTD
Product Name: Percy
Gender: Women's
Color: Dark Brown Leather
Price: $157.52MSRP: $189

Sperry - Cold Bay Chukka Realtree. Color Olive. On sale for $109.24. MSRP $120.00. 9% 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: $109.24MSRP: $120

Dockers - Norton. Color Taupe. Low Stock. On sale for $69.76. MSRP $85.00. 18% 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: $69.76MSRP: $85

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

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. On sale for $188.00. MSRP $235.00. 20% off. 4.5 out of 5 stars

FLY LONDON Brak593fly

FLY LONDON Brak593fly

Brand Name: FLY LONDON
Product Name: Brak593fly
Gender: Women's
Color: Elephant
Price: $188MSRP: $235

Dockers - Nigel. Color Dark Brown. Low Stock. On sale for $28.50. MSRP $95.00. 70% off.

Low Stock

Dockers Nigel

Dockers Nigel

Brand Name: Dockers
Product Name: Nigel
Gender: Men's
Color: Dark Brown
Price: $28.50MSRP: $95

Dockers - Norton. Color Dark Brown. 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: Dark Brown
Price: $25.50MSRP: $85

ECCO - Grainer Chukka Boot. Color Camel. On sale for $133.00. MSRP $190.00. 30% off. 2.5 out of 5 stars

ECCO Grainer Chukka Boot

ECCO Grainer Chukka Boot

Brand Name: ECCO
Product Name: Grainer Chukka Boot
Gender: Men's
Color: Camel
Price: $133MSRP: $190

Dolce Vita - Ronnie. Color Camel Suede. Low Stock. On sale for $52.00. MSRP $220.00. 76% 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: $52MSRP: $220

Polo Ralph Lauren - Talan Chukka Boot. Color Defender Green. On sale for $111.31. MSRP $138.00. 19% off. 4.2 out of 5 stars

Polo Ralph Lauren Talan Chukka Boot

Polo Ralph Lauren Talan Chukka Boot

Brand Name: Polo Ralph Lauren
Product Name: Talan Chukka Boot
Gender: Men's
Color: Defender Green
Price: $111.31MSRP: $138

Stuart Weitzman - Soluxe Hudson Chukka. Color Black. Low Stock. On sale for $585.00. MSRP $650.00. 10% off.

Low Stock

Stuart Weitzman Soluxe Hudson Chukka

Stuart Weitzman Soluxe Hudson Chukka

Brand Name: Stuart Weitzman
Product Name: Soluxe Hudson Chukka
Gender: Women's
Color: Black
Price: $585MSRP: $650

Stuart Weitzman - Soluxe Hudson Chukka. Color Doe. On sale for $585.00. MSRP $650.00. 10% off.

Stuart Weitzman Soluxe Hudson Chukka

Stuart Weitzman Soluxe Hudson Chukka

Brand Name: Stuart Weitzman
Product Name: Soluxe Hudson Chukka
Gender: Women's
Color: Doe
Price: $585MSRP: $650

Stuart Weitzman - Soluxe Hudson Chukka. Color Black 1. On sale for $625.50. MSRP $695.00. 10% off.

Stuart Weitzman Soluxe Hudson Chukka

Stuart Weitzman Soluxe Hudson Chukka

Brand Name: Stuart Weitzman
Product Name: Soluxe Hudson Chukka
Gender: Women's
Color: Black 1
Price: $625.50MSRP: $695

Eastland 1955 Edition - Devin. Color Dark Brown. Low Stock. On sale for $60.49. 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: $60.49MSRP: $90

Cole Haan - Originalgrand Remastered Waterproof Chukka Boots. Color Woodbury/Dark Roast. Low Stock. On sale for $159.95. 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: $159.95MSRP: $200

Comfortiva - Holland. Color Olive. On sale for $56.23. MSRP $129.95. 57% off. 3.8 out of 5 stars

Comfortiva Holland

Comfortiva Holland

Brand Name: Comfortiva
Product Name: Holland
Gender: Women's
Color: Olive
Price: $56.23MSRP: $129.95

Comfortiva - Holland. Color Black. On sale for $69.88. MSRP $129.95. 46% off. 3.8 out of 5 stars

Comfortiva Holland

Comfortiva Holland

Brand Name: Comfortiva
Product Name: Holland
Gender: Women's
Color: Black
Price: $69.88MSRP: $129.95

See Kai Run - Casey (Infant/Toddler). Color Navy Suede. Low Stock. On sale for $30.55. MSRP $55.00. 44% off. 5.0 out of 5 stars

Low Stock

See Kai Run Casey (Infant/Toddler)

See Kai Run Casey (Infant/Toddler)

Brand Name: See Kai Run
Product Name: Casey (Infant/Toddler)
Color: Navy Suede
Price: $30.55MSRP: $55

Clarks - Torhill Bee. Color Black Patent Leather. Low Stock. On sale for $117.00. MSRP $130.00. 10% off. 3.0 out of 5 stars

Low Stock

Clarks Torhill Bee

Clarks Torhill Bee

Brand Name: Clarks
Product Name: Torhill Bee
Gender: Women's
Color: Black Patent Leather
Price: $117MSRP: $130

Sperry - Newton Boots. Color Taupe. On sale for $148.50. MSRP $165.00. 10% off.

Sperry Newton Boots

Sperry Newton Boots

Brand Name: Sperry
Product Name: Newton Boots
Gender: Men's
Color: Taupe
Price: $148.50MSRP: $165

Cole Haan - Berkshire Chelsea Boots. Color Pavement Nubuck/Demitasse Water Resistant. Low Stock. $220.00. 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: Pavement Nubuck/Demitasse Water Resistant
Price: $220

Cole Haan - Berkshire Chelsea Boots. Color Bloodstone/Dark Natural Water Resistant. Low Stock. On sale for $72.00. MSRP $240.00. 70% 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: Bloodstone/Dark Natural Water Resistant
Price: $72MSRP: $240

Cole Haan - Berkshire Chelsea Boots. Color Lava Suede/Dark. Low Stock. On sale for $222.32. MSRP $250.00. 11% 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: Lava Suede/Dark
Price: $222.32MSRP: $250