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Boots on Sale $50 & Under

Shop Boots Deals

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Size 9.5 Leather Chukka Boots

11 items found

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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

Stacy Adams - Maxwell Plain Toe Demi Boot. Color Cognac. On sale for $88.00. MSRP $125.00. 30% off. 4.6 out of 5 stars

Stacy Adams Maxwell Plain Toe Demi Boot

Stacy Adams Maxwell Plain Toe Demi Boot

Brand Name: Stacy Adams
Product Name: Maxwell Plain Toe Demi Boot
Gender: Men's
Color: Cognac
Price: $88MSRP: $125

Steve Madden - Palta. Color Sand. On sale for $118.78. MSRP $130.00. 9% off.

Steve Madden Palta

Steve Madden Palta

Brand Name: Steve Madden
Product Name: Palta
Gender: Men's
Color: Sand
Price: $118.78MSRP: $130

Dr. Scholl's - Manchester. Color Grey 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: Grey Faux Leather
Price: $60MSRP: $120

Gordon Rush - Austin. Color Espresso. Low Stock. $145.75. 3.0 out of 5 stars

Low Stock

Gordon Rush Austin

Gordon Rush Austin

Brand Name: Gordon Rush
Product Name: Austin
Gender: Men's
Color: Espresso
Price: $145.75

Roper - Gumsticker Romeo. Color Brown. Low Stock. On sale for $76.19. MSRP $126.99. 40% off.

Low Stock

Roper Gumsticker Romeo

Roper Gumsticker Romeo

Brand Name: Roper
Product Name: Gumsticker Romeo
Gender: Men's
Color: Brown
Price: $76.19MSRP: $126.99

Blake McKay - Alder. Color Tan. Low Stock. On sale for $74.25. MSRP $165.00. 55% off.

Low Stock

Blake McKay Alder

Blake McKay Alder

Brand Name: Blake McKay
Product Name: Alder
Gender: Men's
Color: Tan
Price: $74.25MSRP: $165

Nunn Bush - Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology. Color Brown CH. Low Stock. On sale for $100.06. MSRP $115.00. 13% 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: Brown CH
Price: $100.06MSRP: $115

Cole Haan - Berkshire Lug Chukka Boots. Color British Tan/C. On sale for $253.89. MSRP $260.00. 2% off. 4.5 out of 5 stars

Cole Haan Berkshire Lug Chukka Boots

Cole Haan Berkshire Lug Chukka Boots

Brand Name: Cole Haan
Product Name: Berkshire Lug Chukka Boots
Gender: Men's
Color: British Tan/C
Price: $253.89MSRP: $260

SOREL - Carson™ Chukka WP. Color Blackened Brown/Khaki. On sale for $80.00. MSRP $160.00. 50% off. 3.8 out of 5 stars

SOREL Carson™ Chukka WP

SOREL Carson™ Chukka WP

Brand Name: SOREL
Product Name: Carson™ Chukka WP
Gender: Men's
Color: Blackened Brown/Khaki
Price: $80MSRP: $160

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