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Boots on Sale $50 & Under

Shop Boots Deals

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Men's Size 10 Chukka Boots

17 items found

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

Eastland 1955 Edition Hugo

Eastland 1955 Edition Hugo

Brand Name: Eastland 1955 Edition
Product Name: Hugo
Gender: Men's
Color: Black
Price: $34.97MSRP: $100.00

The North Face - Never Stop Exploring Chukka Suede. Color TNF Black/Asphalt Grey. On sale for $75.00. MSRP $125.00. 40% 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: $75.00MSRP: $125.00

Martin Dingman - Bad Weather Boot. Color Chestnut. Low Stock. On sale for $79.00. MSRP $395.00. 80% off.

Low Stock

Martin Dingman Bad Weather Boot

Martin Dingman Bad Weather Boot

Brand Name: Martin Dingman
Product Name: Bad Weather Boot
Gender: Men's
Color: Chestnut
Price: $79.00MSRP: $395.00

The North Face - Never Stop Exploring Chukka Suede. Color Almond Butter/Warm Sand. On sale for $75.00. MSRP $125.00. 40% 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: Almond Butter/Warm Sand
Price: $75.00MSRP: $125.00

Eastland 1955 Edition - Hugo. Color Brown. Low Stock. On sale for $75.00. MSRP $100.00. 25% 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: $75.00MSRP: $100.00

Stacy Adams - Martindale Chukka Boot. Color Bordeaux. Low Stock. On sale for $58.50. MSRP $130.00. 55% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Martindale Chukka Boot

Stacy Adams Martindale Chukka Boot

Brand Name: Stacy Adams
Product Name: Martindale Chukka Boot
Gender: Men's
Color: Bordeaux
Price: $58.50MSRP: $130.00

ECCO - Grainer Chukka Boot. Color Camel. On sale for $134.54. MSRP $190.00. 29% 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: $134.54MSRP: $190.00

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: $88.00MSRP: $125.00

ECCO - London Plain Toe Chukka Boots. Color Cognac. Low Stock. On sale for $123.75. MSRP $225.00. 45% off. 5.0 out of 5 stars

Low Stock

ECCO London Plain Toe Chukka Boots

ECCO London Plain Toe Chukka Boots

Brand Name: ECCO
Product Name: London Plain Toe Chukka Boots
Gender: Men's
Color: Cognac
Price: $123.75MSRP: $225.00

Eastland 1955 Edition - Jack. Color Oak. Low Stock. On sale for $119.00. MSRP $140.00. 15% off. 4.4 out of 5 stars

Low Stock

Eastland 1955 Edition Jack

Eastland 1955 Edition Jack

Brand Name: Eastland 1955 Edition
Product Name: Jack
Gender: Men's
Color: Oak
Price: $119.00MSRP: $140.00

Tommy Hilfiger - Rosell. Color Black. On sale for $67.25. MSRP $79.95. 16% off.

Tommy Hilfiger Rosell

Tommy Hilfiger Rosell

Brand Name: Tommy Hilfiger
Product Name: Rosell
Gender: Men's
Color: Black
Price: $67.25MSRP: $79.95

SOREL - Carson™ Chukka WP. Color Major/Wet Sand. Low Stock. $160.00. 3.8 out of 5 stars

Low Stock

SOREL Carson™ Chukka WP

SOREL Carson™ Chukka WP

Brand Name: SOREL
Product Name: Carson™ Chukka WP
Gender: Men's
Color: Major/Wet Sand
Price: $160.00

Johnston & Murphy - Bolivar Plain Toe Boot. Color Brown Hand-Stained Calfskin. Low Stock. On sale for $199.50. MSRP $285.00. 30% off.

Low Stock

Johnston & Murphy Bolivar Plain Toe Boot

Johnston & Murphy Bolivar Plain Toe Boot

Brand Name: Johnston & Murphy
Product Name: Bolivar Plain Toe Boot
Gender: Men's
Color: Brown Hand-Stained Calfskin
Price: $199.50MSRP: $285.00

Sperry - Cold Bay Chukka Realtree. Color Olive. $118.84.

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: $118.84

Cole Haan - Berkshire Lug Chukka Boots. Color British Tan/C. On sale for $234.00. MSRP $260.00. 10% 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: $234.00MSRP: $260.00

Cole Haan - Berkshire Lug Chukka Boots. Color Lava Suede/Dark. Low Stock. On sale for $208.68. MSRP $250.00. 17% off. 4.5 out of 5 stars

Low Stock

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: Lava Suede/Dark
Price: $208.68MSRP: $250.00

Cole Haan - Berkshire Lug Chukka Boots. Color Pavement Nubuck/Demitasse Water Resistant. Low Stock. $218.42. 4.5 out of 5 stars

Low Stock

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: Pavement Nubuck/Demitasse Water Resistant
Price: $218.42