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Boots on Sale $50 & Under

Shop Boots Deals

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Medium Size Square Toe Comfort On Sale Products

28 items found

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Johnston & Murphy - Archer Cap Toe. Color Cognac. On sale for $69.50. MSRP $139.00. 50% off.

Johnston & Murphy Archer Cap Toe

Johnston & Murphy Archer Cap Toe

Brand Name: Johnston & Murphy
Product Name: Archer Cap Toe
Gender: Men's
Color: Cognac
Price: $69.50MSRP: $139

Marc Joseph New York - Watson Ave. Color Black Napa. Low Stock. On sale for $66.00. MSRP $165.00. 60% off.

Low Stock

Marc Joseph New York Watson Ave

Marc Joseph New York Watson Ave

Brand Name: Marc Joseph New York
Product Name: Watson Ave
Gender: Men's
Color: Black Napa
Price: $66MSRP: $165

Born - Marcel. Color Navy. On sale for $76.97. MSRP $100.00. 23% off. 3.5 out of 5 stars

Born Marcel

Born Marcel

Brand Name: Born
Product Name: Marcel
Gender: Men's
Color: Navy
Price: $76.97MSRP: $100

Florsheim - Postino Cap Toe. Color Cognac Smooth. Low Stock. On sale for $52.00. MSRP $130.00. 60% off. 4.6 out of 5 stars

Low Stock

Florsheim Postino Cap Toe

Florsheim Postino Cap Toe

Brand Name: Florsheim
Product Name: Postino Cap Toe
Gender: Men's
Color: Cognac Smooth
Price: $52MSRP: $130

Born - Marcel. Color Taupe. Low Stock. On sale for $44.00. MSRP $110.00. 60% off. 3.5 out of 5 stars

Low Stock

Born Marcel

Born Marcel

Brand Name: Born
Product Name: Marcel
Gender: Men's
Color: Taupe
Price: $44MSRP: $110

Calvin Klein - Follman. Color Black. On sale for $63.59. MSRP $105.00. 39% off.

Calvin Klein Follman

Calvin Klein Follman

Brand Name: Calvin Klein
Product Name: Follman
Gender: Men's
Color: Black
Price: $63.59MSRP: $105

Steve Madden - Paulson. Color Black. On sale for $118.77. MSRP $130.00. 9% off.

Steve Madden Paulson

Steve Madden Paulson

Brand Name: Steve Madden
Product Name: Paulson
Gender: Men's
Color: Black
Price: $118.77MSRP: $130

Johnston & Murphy - Gibbons Bit. Color Black Full Grain. Low Stock. On sale for $48.54. MSRP $129.00. 62% off. 4.0 out of 5 stars

Low Stock

Johnston & Murphy Gibbons Bit

Johnston & Murphy Gibbons Bit

Brand Name: Johnston & Murphy
Product Name: Gibbons Bit
Gender: Men's
Color: Black Full Grain
Price: $48.54MSRP: $129

Marc Joseph New York - Spring Street. Color Black Basket Napa. Low Stock. On sale for $70.00. MSRP $175.00. 60% off.

Low Stock

Marc Joseph New York Spring Street

Marc Joseph New York Spring Street

Brand Name: Marc Joseph New York
Product Name: Spring Street
Gender: Men's
Color: Black Basket Napa
Price: $70MSRP: $175

Marc Joseph New York - Watson Ave. Color Grey Suede. Low Stock. On sale for $82.50. MSRP $165.00. 50% off.

Low Stock

Marc Joseph New York Watson Ave

Marc Joseph New York Watson Ave

Brand Name: Marc Joseph New York
Product Name: Watson Ave
Gender: Men's
Color: Grey Suede
Price: $82.50MSRP: $165

Marc Joseph New York - Spring Street. Color Ice Basket Napa. On sale for $105.00. MSRP $175.00. 40% off.

Marc Joseph New York Spring Street

Marc Joseph New York Spring Street

Brand Name: Marc Joseph New York
Product Name: Spring Street
Gender: Men's
Color: Ice Basket Napa
Price: $105MSRP: $175

Eastland 1955 Edition - WHITMAN. Color Brown. Low Stock. On sale for $54.00. MSRP $120.00. 55% off.

Low Stock

Eastland 1955 Edition WHITMAN

Eastland 1955 Edition WHITMAN

Brand Name: Eastland 1955 Edition
Product Name: WHITMAN
Gender: Men's
Color: Brown
Price: $54MSRP: $120

Rockport - Tayo. Color Black Embossed Leather. On sale for $77.62. MSRP $129.95. 40% off.

Rockport Tayo

Rockport Tayo

Brand Name: Rockport
Product Name: Tayo
Gender: Men's
Color: Black Embossed Leather
Price: $77.62MSRP: $129.95

Steve Madden - Pippen. Color Black. Low Stock. On sale for $113.81. MSRP $125.00. 9% off.

Low Stock

Steve Madden Pippen

Steve Madden Pippen

Brand Name: Steve Madden
Product Name: Pippen
Gender: Men's
Color: Black
Price: $113.81MSRP: $125

New Balance - 600 - Knox. Color Black. On sale for $84.94. MSRP $99.99. 15% off.

New Balance 600 - Knox

New Balance 600 - Knox

Brand Name: New Balance
Product Name: 600 - Knox
Gender: Men's
Color: Black
Price: $84.94MSRP: $99.99

Calvin Klein - Follman. Color Dark Brown. On sale for $63.00. MSRP $105.00. 40% off.

Calvin Klein Follman

Calvin Klein Follman

Brand Name: Calvin Klein
Product Name: Follman
Gender: Men's
Color: Dark Brown
Price: $63MSRP: $105

Cole Haan - Nantucket Deck Slipon. Color Black/Ivory. Low Stock. On sale for $81.00. MSRP $90.00. 10% off. 4.3 out of 5 stars

Low Stock

Cole Haan Nantucket Deck Slipon

Cole Haan Nantucket Deck Slipon

Brand Name: Cole Haan
Product Name: Nantucket Deck Slipon
Gender: Men's
Color: Black/Ivory
Price: $81MSRP: $90

Rockport - Tayo. Color Dark Brown Embossed Leather. On sale for $64.99. MSRP $129.95. 50% off.

Rockport Tayo

Rockport Tayo

Brand Name: Rockport
Product Name: Tayo
Gender: Men's
Color: Dark Brown Embossed Leather
Price: $64.99MSRP: $129.95

Rockport - Tayo. Color Dark Natural Embossed Leather. On sale for $76.21. MSRP $129.95. 41% off.

Rockport Tayo

Rockport Tayo

Brand Name: Rockport
Product Name: Tayo
Gender: Men's
Color: Dark Natural Embossed Leather
Price: $76.21MSRP: $129.95

Stacy Adams - Kallum Cap Toe Oxford. Color Navy. Low Stock. On sale for $106.50. MSRP $130.00. 18% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Kallum Cap Toe Oxford

Stacy Adams Kallum Cap Toe Oxford

Brand Name: Stacy Adams
Product Name: Kallum Cap Toe Oxford
Gender: Men's
Color: Navy
Price: $106.50MSRP: $130

ECCO - Classic Moc 2.0 Slip-On. Color Coffee. On sale for $86.94. MSRP $99.95. 13% off. 3.9 out of 5 stars

ECCO Classic Moc 2.0 Slip-On

ECCO Classic Moc 2.0 Slip-On

Brand Name: ECCO
Product Name: Classic Moc 2.0 Slip-On
Gender: Men's
Color: Coffee
Price: $86.94MSRP: $99.95

Marc Joseph New York - Chambers St. Color Black Grainy. Low Stock. On sale for $117.00. MSRP $195.00. 40% off.

Low Stock

Marc Joseph New York Chambers St

Marc Joseph New York Chambers St

Brand Name: Marc Joseph New York
Product Name: Chambers St
Gender: Men's
Color: Black Grainy
Price: $117MSRP: $195

Havaianas - Top Mix Sandals. Color Lavender Blue. On sale for $23.40. MSRP $26.00. 10% off. 5.0 out of 5 stars

Havaianas Top Mix Sandals

Havaianas Top Mix Sandals

Brand Name: Havaianas
Product Name: Top Mix Sandals
Gender: Men's
Color: Lavender Blue
Price: $23.40MSRP: $26

Marc Joseph New York - Chambers St. Color Whiskey Brushed Napa. On sale for $126.75. MSRP $195.00. 35% off.

Marc Joseph New York Chambers St

Marc Joseph New York Chambers St

Brand Name: Marc Joseph New York
Product Name: Chambers St
Gender: Men's
Color: Whiskey Brushed Napa
Price: $126.75MSRP: $195

Nunn Bush - Baxter Plain Toe Oxford. Color Black. Low Stock. On sale for $85.45. MSRP $94.95. 10% off. 4.0 out of 5 stars

Low Stock

Nunn Bush Baxter Plain Toe Oxford

Nunn Bush Baxter Plain Toe Oxford

Brand Name: Nunn Bush
Product Name: Baxter Plain Toe Oxford
Gender: Men's
Color: Black
Price: $85.45MSRP: $94.95

Nunn Bush - Baxter Cap Toe Oxford. Color Black. Low Stock. On sale for $49.97. MSRP $94.95. 47% off. 5.0 out of 5 stars

Low Stock

Nunn Bush Baxter Cap Toe Oxford

Nunn Bush Baxter Cap Toe Oxford

Brand Name: Nunn Bush
Product Name: Baxter Cap Toe Oxford
Gender: Men's
Color: Black
Price: $49.97MSRP: $94.95

Johnston & Murphy - Gibbons Bit. Color Tan Hand/Stained Full Grain. Low Stock. On sale for $109.65. MSRP $129.00. 15% off. 4.0 out of 5 stars

Low Stock

Johnston & Murphy Gibbons Bit

Johnston & Murphy Gibbons Bit

Brand Name: Johnston & Murphy
Product Name: Gibbons Bit
Gender: Men's
Color: Tan Hand/Stained Full Grain
Price: $109.65MSRP: $129

ECCO - Helsinki 2.0 Plain Toe Tie. Color Mocha. Low Stock. On sale for $68.00. MSRP $170.00. 60% off. 4.4 out of 5 stars

Low Stock

ECCO Helsinki 2.0 Plain Toe Tie

ECCO Helsinki 2.0 Plain Toe Tie

Brand Name: ECCO
Product Name: Helsinki 2.0 Plain Toe Tie
Gender: Men's
Color: Mocha
Price: $68MSRP: $170