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Boots on Sale $50 & Under

Shop Boots Deals

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Brown Chelsea Boots

18 items found

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Dr. Martens - 2976. Color Saddle Tan. On sale for $81.00. MSRP $180.00. 55% off. 3.4 out of 5 stars

Dr. Martens 2976

Dr. Martens 2976

Brand Name: Dr. Martens
Product Name: 2976
Gender: Men's
Color: Saddle Tan
Price: $81MSRP: $180

Martin Dingman - McKinley Wingtip Boot. Color Oak. Low Stock. On sale for $118.50. MSRP $395.00. 70% off.

Low Stock

Martin Dingman McKinley Wingtip Boot

Martin Dingman McKinley Wingtip Boot

Brand Name: Martin Dingman
Product Name: McKinley Wingtip Boot
Gender: Men's
Color: Oak
Price: $118.50MSRP: $395

Eastland 1955 Edition - Cyrus. Color Brown. Low Stock. On sale for $67.50. MSRP $90.00. 25% off. 1.0 out of 5 stars

Low Stock

Eastland 1955 Edition Cyrus

Eastland 1955 Edition Cyrus

Brand Name: Eastland 1955 Edition
Product Name: Cyrus
Gender: Men's
Color: Brown
Price: $67.50MSRP: $90

Calvin Klein - Donto. Color Medium Brown Leather. Low Stock. On sale for $45.60. MSRP $113.99. 60% off.

Low Stock

Calvin Klein Donto

Calvin Klein Donto

Brand Name: Calvin Klein
Product Name: Donto
Gender: Men's
Color: Medium Brown Leather
Price: $45.60MSRP: $113.99

Johnston & Murphy - Hartley Chelsea. Color Brown Italian Calfskin. Low Stock. On sale for $227.50. MSRP $325.00. 30% off. 4.4 out of 5 stars

Low Stock

Johnston & Murphy Hartley Chelsea

Johnston & Murphy Hartley Chelsea

Brand Name: Johnston & Murphy
Product Name: Hartley Chelsea
Gender: Men's
Color: Brown Italian Calfskin
Price: $227.50MSRP: $325

Eastland 1955 Edition - Cyrus. Color Nutmeg. Low Stock. On sale for $40.50. MSRP $90.00. 55% off. 1.0 out of 5 stars

Low Stock

Eastland 1955 Edition Cyrus

Eastland 1955 Edition Cyrus

Brand Name: Eastland 1955 Edition
Product Name: Cyrus
Gender: Men's
Color: Nutmeg
Price: $40.50MSRP: $90

SOREL - Carson™ Chelsea Waterproof. Color Brown. On sale for $139.50. MSRP $155.00. 10% off. 1.0 out of 5 stars

SOREL Carson™ Chelsea Waterproof

SOREL Carson™ Chelsea Waterproof

Brand Name: SOREL
Product Name: Carson™ Chelsea Waterproof
Gender: Men's
Color: Brown
Price: $139.50MSRP: $155

Eastland 1955 Edition - Herman. Color Peanut. Low Stock. On sale for $93.23. MSRP $135.00. 31% off.

Low Stock

Eastland 1955 Edition Herman

Eastland 1955 Edition Herman

Brand Name: Eastland 1955 Edition
Product Name: Herman
Gender: Men's
Color: Peanut
Price: $93.23MSRP: $135

Kenneth Cole - Hulard. Color Medium Brown. On sale for $103.16. MSRP $128.95. 20% off.

Kenneth Cole Hulard

Kenneth Cole Hulard

Brand Name: Kenneth Cole
Product Name: Hulard
Gender: Men's
Color: Medium Brown
Price: $103.16MSRP: $128.95

Stacy Adams - Maury Cap Toe Chelsea Boot. Color Chocolate. On sale for $90.64. MSRP $145.00. 37% off. 4.7 out of 5 stars

Stacy Adams Maury Cap Toe Chelsea Boot

Stacy Adams Maury Cap Toe Chelsea Boot

Brand Name: Stacy Adams
Product Name: Maury Cap Toe Chelsea Boot
Gender: Men's
Color: Chocolate
Price: $90.64MSRP: $145

Cole Haan - Originalgrand Cityspectre Chelsea Boots. Color Woodbury/Dark Natural/Silver Birch. On sale for $207.00. MSRP $230.00. 10% off.

Cole Haan Originalgrand Cityspectre Chelsea Boots

Cole Haan Originalgrand Cityspectre Chelsea Boots

Brand Name: Cole Haan
Product Name: Originalgrand Cityspectre Chelsea Boots
Gender: Men's
Color: Woodbury/Dark Natural/Silver Birch
Price: $207MSRP: $230

Stacy Adams - Gabriel Chelsea Boot. Color Chocolate Suede. Low Stock. On sale for $90.08. MSRP $130.00. 31% off. 4.6 out of 5 stars

Low Stock

Stacy Adams Gabriel Chelsea Boot

Stacy Adams Gabriel Chelsea Boot

Brand Name: Stacy Adams
Product Name: Gabriel Chelsea Boot
Gender: Men's
Color: Chocolate Suede
Price: $90.08MSRP: $130

Marc Joseph New York - Austin. Color Cognac Washed Grainy. Low Stock. On sale for $136.50. MSRP $195.00. 30% off. 4.4 out of 5 stars

Low Stock

Marc Joseph New York Austin

Marc Joseph New York Austin

Brand Name: Marc Joseph New York
Product Name: Austin
Gender: Men's
Color: Cognac Washed Grainy
Price: $136.50MSRP: $195

Bogs - Classic Casual Chelsea II. Color Brown. Low Stock. On sale for $112.89. MSRP $150.00. 25% off. 4.5 out of 5 stars

Low Stock

Bogs Classic Casual Chelsea II

Bogs Classic Casual Chelsea II

Brand Name: Bogs
Product Name: Classic Casual Chelsea II
Gender: Men's
Color: Brown
Price: $112.89MSRP: $150

Nunn Bush - Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology. Color Brown CH. On sale for $103.54. MSRP $115.00. 10% off. 4.2 out of 5 stars

Nunn Bush Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology

Nunn Bush Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Brown CH
Price: $103.54MSRP: $115

Tommy Hilfiger - Risten. Color Brown. Low Stock. On sale for $71.95. MSRP $79.95. 10% off.

Low Stock

Tommy Hilfiger Risten

Tommy Hilfiger Risten

Brand Name: Tommy Hilfiger
Product Name: Risten
Gender: Men's
Color: Brown
Price: $71.95MSRP: $79.95

Sperry - Mountain-Sider Chelsea. Color Brown. Low Stock. On sale for $104.00. MSRP $130.00. 20% off.

Low Stock

Sperry Mountain-Sider Chelsea

Sperry Mountain-Sider Chelsea

Brand Name: Sperry
Product Name: Mountain-Sider Chelsea
Gender: Men's
Color: Brown
Price: $104MSRP: $130

Eastland 1955 Edition - Daily Double. Color Brown Nubuck. Low Stock. On sale for $75.00. MSRP $125.00. 40% off. 3.4 out of 5 stars

Low Stock

Eastland 1955 Edition Daily Double

Eastland 1955 Edition Daily Double

Brand Name: Eastland 1955 Edition
Product Name: Daily Double
Gender: Men's
Color: Brown Nubuck
Price: $75MSRP: $125