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Boots on Sale $50 & Under

Shop Boots Deals

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Medium Size Black Chukka Boots

12 items found

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Tommy Hilfiger - Nyo. Color Black. Low Stock. On sale for $27.98. MSRP $79.95. 65% off.

Low Stock

Tommy Hilfiger Nyo

Tommy Hilfiger Nyo

Brand Name: Tommy Hilfiger
Product Name: Nyo
Gender: Men's
Color: Black
Price: $27.98MSRP: $79.95

Eastland 1955 Edition - Hugo. Color Black. Low Stock. On sale for $34.97. MSRP $100.00. 65% off.

Low Stock

Eastland 1955 Edition Hugo

Eastland 1955 Edition Hugo

Brand Name: Eastland 1955 Edition
Product Name: Hugo
Gender: Men's
Color: Black
Price: $34.97MSRP: $100

Sperry - A/O Plushwave Lug Chukka. Color Black 2. Low Stock. On sale for $63.00. MSRP $140.00. 55% off. 4.1 out of 5 stars

Low Stock

Sperry A/O Plushwave Lug Chukka

Sperry A/O Plushwave Lug Chukka

Brand Name: Sperry
Product Name: A/O Plushwave Lug Chukka
Gender: Men's
Color: Black 2
Price: $63MSRP: $140

Tommy Hilfiger - Rosell. Color Black. On sale for $65.32. MSRP $79.95. 18% off.

Tommy Hilfiger Rosell

Tommy Hilfiger Rosell

Brand Name: Tommy Hilfiger
Product Name: Rosell
Gender: Men's
Color: Black
Price: $65.32MSRP: $79.95

The North Face - Never Stop Exploring Chukka Suede. Color TNF Black/Asphalt Grey. On sale for $93.75. MSRP $125.00. 25% off. 4.1 out of 5 stars

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: TNF Black/Asphalt Grey
Price: $93.75MSRP: $125

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

Johnston & Murphy - Fullerton Chukka. Color Black. Low Stock. On sale for $83.25. MSRP $185.00. 55% off. 3.7 out of 5 stars

Low Stock

Johnston & Murphy Fullerton Chukka

Johnston & Murphy Fullerton Chukka

Brand Name: Johnston & Murphy
Product Name: Fullerton Chukka
Gender: Men's
Color: Black
Price: $83.25MSRP: $185

Nunn Bush - Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology. Color Black Tumbled. Low Stock. On sale for $106.59. MSRP $115.00. 7% off. 4.3 out of 5 stars

Low Stock

Nunn Bush Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology

Nunn Bush Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Black Tumbled
Price: $106.59MSRP: $115

Steve Madden - Harken - Extended Sizes. Color Black. Low Stock. On sale for $67.80. MSRP $99.99. 32% off. 4.1 out of 5 stars

Low Stock

Steve Madden Harken - Extended Sizes

Steve Madden Harken - Extended Sizes

Brand Name: Steve Madden
Product Name: Harken - Extended Sizes
Gender: Men's
Color: Black
Price: $67.80MSRP: $99.99

Oboz - Burke Chukka. Color Trout. Low Stock. On sale for $105.00. MSRP $140.00. 25% off. 4.1 out of 5 stars

Low Stock

Oboz Burke Chukka

Oboz Burke Chukka

Brand Name: Oboz
Product Name: Burke Chukka
Gender: Men's
Color: Trout
Price: $105MSRP: $140

Dr. Scholl's - Madison Men's Chukka. Color Dark Grey Textured Nubuck. Low Stock. On sale for $89.10. MSRP $115.00. 23% 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: Dark Grey Textured Nubuck
Price: $89.10MSRP: $115

Dr. Scholl's - Manchester. Color Black Faux Leather. Low Stock. On sale for $60.00. MSRP $120.00. 50% 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: Black Faux Leather
Price: $60MSRP: $120