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Boots on Sale $50 & Under

Shop Boots Deals

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Medium Size Stretch Round Toe Products

24 items found

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Stacy Adams - Maury Cap Toe Chelsea Boot. Color Chocolate. Low Stock. On sale for $78.00. MSRP $145.00. 46% 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: Chocolate
Price: $78MSRP: $145

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

Deer Stags - Argos. Color Tan/Blue. Low Stock. On sale for $50.00. MSRP $100.00. 50% off. 3.7 out of 5 stars

Low Stock

Deer Stags Argos

Deer Stags Argos

Brand Name: Deer Stags
Product Name: Argos
Gender: Men's
Color: Tan/Blue
Price: $50MSRP: $100

Merrell - Moab 3 Mid Waterproof. Color Earth. Low Stock. On sale for $139.90. MSRP $150.00. 7% 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: Earth
Price: $139.90MSRP: $150

Eastland 1955 Edition - Herman. Color Peanut. Low Stock. On sale for $96.21. 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: $96.21MSRP: $135

UGG - Biltmore Chelsea. Color Chestnut Suede. On sale for $112.46. MSRP $149.95. 25% off. 4.4 out of 5 stars

UGG Biltmore Chelsea

UGG Biltmore Chelsea

Brand Name: UGG
Product Name: Biltmore Chelsea
Gender: Men's
Color: Chestnut Suede
Price: $112.46MSRP: $149.95

The Original Muck Boot Company - Pathfinder. Color Brown/Mossy Country DNA. Low Stock. On sale for $85.00. MSRP $170.00. 50% off. 3.5 out of 5 stars

Low Stock

The Original Muck Boot Company Pathfinder

The Original Muck Boot Company Pathfinder

Brand Name: The Original Muck Boot Company
Product Name: Pathfinder
Gender: Men's
Color: Brown/Mossy Country DNA
Price: $85MSRP: $170

Steve Madden - Noah. Color Taupe Suede. Low Stock. On sale for $71.99. MSRP $79.99. 10% 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: $71.99MSRP: $79.99

Stacy Adams - Maury Cap Toe Chelsea Boot. Color Cognac. Low Stock. On sale for $103.33. MSRP $145.00. 29% 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: Cognac
Price: $103.33MSRP: $145

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

The Original Muck Boot Company - Pathfinder. Color Moss. Low Stock. On sale for $85.00. MSRP $170.00. 50% off. 3.5 out of 5 stars

Low Stock

The Original Muck Boot Company Pathfinder

The Original Muck Boot Company Pathfinder

Brand Name: The Original Muck Boot Company
Product Name: Pathfinder
Gender: Men's
Color: Moss
Price: $85MSRP: $170

Marc Joseph New York - Austin. Color Cognac Grainy. On sale for $117.00. MSRP $195.00. 40% off. 4.4 out of 5 stars

Marc Joseph New York Austin

Marc Joseph New York Austin

Brand Name: Marc Joseph New York
Product Name: Austin
Gender: Men's
Color: Cognac Grainy
Price: $117MSRP: $195

Dr. Martens - 2976. Color Saddle Tan. On sale for $90.00. MSRP $180.00. 50% 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: $90MSRP: $180

Dr. Martens - 2976. Color Olive. On sale for $144.22. MSRP $180.00. 20% 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: $144.22MSRP: $180

Marc Joseph New York - Austin. Color Truffle Washed Grainy. Low Stock. On sale for $126.75. MSRP $195.00. 35% 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: Truffle Washed Grainy
Price: $126.75MSRP: $195

Marc Joseph New York - Austin. Color Black Washed Grainy. Low Stock. On sale for $175.50. MSRP $195.00. 10% 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: Black Washed Grainy
Price: $175.50MSRP: $195

Marc Joseph New York - Austin. Color Cognac Washed Grainy. Low Stock. On sale for $117.00. MSRP $195.00. 40% 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: $117MSRP: $195

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

Merrell - Alpine 83 Sneaker Recraft Mid Waterproof. Color Indigo. On sale for $112.50. MSRP $125.00. 10% off. 3.4 out of 5 stars

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: Indigo
Price: $112.50MSRP: $125

Merrell - Alpine 83 Sneaker Recraft Mid Waterproof. Color Durum. Low Stock. On sale for $116.44. MSRP $125.00. 7% off. 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: $116.44MSRP: $125

Josef Seibel - Earl 08. Color Camel. Low Stock. On sale for $87.50. MSRP $175.00. 50% off. 4.0 out of 5 stars

Low Stock

Josef Seibel Earl 08

Josef Seibel Earl 08

Brand Name: Josef Seibel
Product Name: Earl 08
Gender: Men's
Color: Camel
Price: $87.50MSRP: $175

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

Ariat - Turbo Chelsea Waterproof Carbon Toe EH. Color Black. Low Stock. $164.95. 4.3 out of 5 stars

Low Stock

Ariat Turbo Chelsea Waterproof Carbon Toe EH

Ariat Turbo Chelsea Waterproof Carbon Toe EH

Brand Name: Ariat
Product Name: Turbo Chelsea Waterproof Carbon Toe EH
Gender: Men's
Color: Black
Price: $164.95

Nunn Bush - Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology. Color Brown CH. On sale for $110.00. MSRP $115.00. 4% 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: $110MSRP: $115