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Boots on Sale $50 & Under

Shop Boots Deals

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Men's Medium Size Stretch 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: $81.00MSRP: $180.00

Steve Madden - Highline. Color Black Suede. On sale for $79.98. MSRP $109.95. 27% off. 4.2 out of 5 stars

Steve Madden Highline

Steve Madden Highline

Brand Name: Steve Madden
Product Name: Highline
Gender: Men's
Color: Black Suede
Price: $79.98MSRP: $109.95

Gordon Rush - Portland. Color Taupe Suede. Low Stock. On sale for $95.34. MSRP $158.90. 40% off. 2.5 out of 5 stars

Low Stock

Gordon Rush Portland

Gordon Rush Portland

Brand Name: Gordon Rush
Product Name: Portland
Gender: Men's
Color: Taupe Suede
Price: $95.34MSRP: $158.90

Stacy Adams - Maury Cap Toe Chelsea Boot. Color Black. Low Stock. On sale for $91.00. MSRP $145.00. 37% off. 4.7 out of 5 stars

Low Stock

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: Black
Price: $91.00MSRP: $145.00

Stacy Adams - Maury Cap Toe Chelsea Boot. Color Chocolate. On sale for $91.00. 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: $91.00MSRP: $145.00

Nunn Bush - Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology. Color Brown CH. On sale for $100.95. MSRP $115.00. 12% 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: $100.95MSRP: $115.00

Teva - Tusayan Chelsea. Color Black. Low Stock. On sale for $67.46. MSRP $150.00. 55% off. 4.5 out of 5 stars

Low Stock

Teva Tusayan Chelsea

Teva Tusayan Chelsea

Brand Name: Teva
Product Name: Tusayan Chelsea
Gender: Men's
Color: Black
Price: $67.46MSRP: $150.00

Dr. Martens - 2976. Color Olive. On sale for $147.77. MSRP $180.00. 18% off. 3.4 out of 5 stars

Dr. Martens 2976

Dr. Martens 2976

Brand Name: Dr. Martens
Product Name: 2976
Gender: Men's
Color: Olive
Price: $147.77MSRP: $180.00

Merrell - Moab 3 Mid Waterproof. Color Earth. Low Stock. $149.95. 4.4 out of 5 stars

Low Stock

Merrell Moab 3 Mid Waterproof

Merrell Moab 3 Mid Waterproof

Brand Name: Merrell
Product Name: Moab 3 Mid Waterproof
Gender: Men's
Color: Earth
Price: $149.95

Merrell - Moab 3 Mid Waterproof. Color Paloma. On sale for $119.99. MSRP $150.00. 20% off. 4.4 out of 5 stars

Merrell Moab 3 Mid Waterproof

Merrell Moab 3 Mid Waterproof

Brand Name: Merrell
Product Name: Moab 3 Mid Waterproof
Gender: Men's
Color: Paloma
Price: $119.99MSRP: $150.00

Merrell - Moab 3 Mid Waterproof. Color Reed. Low Stock. On sale for $135.00. MSRP $150.00. 10% off. 4.4 out of 5 stars

Low Stock

Merrell Moab 3 Mid Waterproof

Merrell Moab 3 Mid Waterproof

Brand Name: Merrell
Product Name: Moab 3 Mid Waterproof
Gender: Men's
Color: Reed
Price: $135.00MSRP: $150.00

Ben Sherman - Birk Chelsea. Color Tan Leather. Low Stock. On sale for $65.25. MSRP $145.00. 55% off. 4.4 out of 5 stars

Low Stock

Ben Sherman Birk Chelsea

Ben Sherman Birk Chelsea

Brand Name: Ben Sherman
Product Name: Birk Chelsea
Gender: Men's
Color: Tan Leather
Price: $65.25MSRP: $145.00

Eastland 1955 Edition - Herman. Color Peanut. Low Stock. On sale for $96.08. MSRP $135.00. 29% 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: $96.08MSRP: $135.00

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: $75.00MSRP: $125.00

Globe - Dover II. Color Black/Wasted Talent. Low Stock. On sale for $99.96. MSRP $124.95. 20% off. 4.8 out of 5 stars

Low Stock

Globe Dover II

Globe Dover II

Brand Name: Globe
Product Name: Dover II
Gender: Men's
Color: Black/Wasted Talent
Price: $99.96MSRP: $124.95

Steve Madden - Noah. Color Taupe Suede. Low Stock. On sale for $59.99. MSRP $79.99. 25% off. 4.3 out of 5 stars

Low Stock

Steve Madden Noah

Brand Name: Steve Madden
Product Name: Noah
Gender: Men's
Color: Taupe Suede
Price: $59.99MSRP: $79.99

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: $195.00

Merrell - Alpine 83 Sneaker Recraft Mid Waterproof. Color Durum. Low Stock. $124.21. 3.4 out of 5 stars

Low Stock

Merrell Alpine 83 Sneaker Recraft Mid Waterproof

Merrell Alpine 83 Sneaker Recraft Mid Waterproof

Brand Name: Merrell
Product Name: Alpine 83 Sneaker Recraft Mid Waterproof
Gender: Men's
Color: Durum
Price: $124.21