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Boots on Sale $50 & Under

Shop Boots Deals

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Medium Size Dress Square Toe Shoes On Sale

24 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

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

Stacy Adams - Kepler Cap Toe Oxford. Color Black. Low Stock. On sale for $83.77. MSRP $90.00. 7% off. 5.0 out of 5 stars

Low Stock

Stacy Adams Kepler Cap Toe Oxford

Stacy Adams Kepler Cap Toe Oxford

Brand Name: Stacy Adams
Product Name: Kepler Cap Toe Oxford
Gender: Men's
Color: Black
Price: $83.77MSRP: $90

Kenneth Cole - Charles. Color Dark Grey Leather. On sale for $96.00. MSRP $159.95. 40% off. 5.0 out of 5 stars

Kenneth Cole Charles

Kenneth Cole Charles

Brand Name: Kenneth Cole
Product Name: Charles
Gender: Men's
Color: Dark Grey Leather
Price: $96MSRP: $159.95

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

Magnanni - 22845-00. Color Tabaco. Low Stock. On sale for $445.50. MSRP $495.00. 10% off.

Low Stock

Magnanni 22845-00

Magnanni 22845-00

Brand Name: Magnanni
Product Name: 22845-00
Gender: Men's
Color: Tabaco
Price: $445.50MSRP: $495

Stacy Adams - Tinsley Wingtip Oxford. Color Tan. Low Stock. On sale for $90.00. MSRP $150.00. 40% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Tinsley Wingtip Oxford

Stacy Adams Tinsley Wingtip Oxford

Brand Name: Stacy Adams
Product Name: Tinsley Wingtip Oxford
Gender: Men's
Color: Tan
Price: $90MSRP: $150

Magnanni - Jagger. Color Cognac/Mid Brown. Low Stock. On sale for $562.50. MSRP $625.00. 10% off.

Low Stock

Magnanni Jagger

Magnanni Jagger

Brand Name: Magnanni
Product Name: Jagger
Gender: Men's
Color: Cognac/Mid Brown
Price: $562.50MSRP: $625

Stacy Adams - Spark Brooch & Rhinestone Slip-On. Color Black. Low Stock. On sale for $28.00. MSRP $80.00. 65% off. 5.0 out of 5 stars

Low Stock

Stacy Adams Spark Brooch & Rhinestone Slip-On

Stacy Adams Spark Brooch & Rhinestone Slip-On

Brand Name: Stacy Adams
Product Name: Spark Brooch & Rhinestone Slip-On
Gender: Men's
Color: Black
Price: $28MSRP: $80

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 $85.45. MSRP $94.95. 10% 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: $85.45MSRP: $94.95

Stacy Adams - Turano Bike Toe Oxford. Color White/Black/Gray. Low Stock. On sale for $93.88. MSRP $105.00. 11% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Turano Bike Toe Oxford

Stacy Adams Turano Bike Toe Oxford

Brand Name: Stacy Adams
Product Name: Turano Bike Toe Oxford
Gender: Men's
Color: White/Black/Gray
Price: $93.88MSRP: $105

Stacy Adams - Gennaro Wing Tip Oxford. Color Cognac. Low Stock. On sale for $101.53. MSRP $115.00. 12% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Gennaro Wing Tip Oxford

Stacy Adams Gennaro Wing Tip Oxford

Brand Name: Stacy Adams
Product Name: Gennaro Wing Tip Oxford
Gender: Men's
Color: Cognac
Price: $101.53MSRP: $115

Stacy Adams - Gennaro Wing Tip Oxford. Color Red. Low Stock. On sale for $40.25. MSRP $115.00. 65% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Gennaro Wing Tip Oxford

Stacy Adams Gennaro Wing Tip Oxford

Brand Name: Stacy Adams
Product Name: Gennaro Wing Tip Oxford
Gender: Men's
Color: Red
Price: $40.25MSRP: $115

Stacy Adams - Kalvin Plain Toe Oxford. Color Cognac. Low Stock. On sale for $66.00. MSRP $120.00. 45% off. 4.5 out of 5 stars

Low Stock

Stacy Adams Kalvin Plain Toe Oxford

Stacy Adams Kalvin Plain Toe Oxford

Brand Name: Stacy Adams
Product Name: Kalvin Plain Toe Oxford
Gender: Men's
Color: Cognac
Price: $66MSRP: $120

Calvin Klein - Olaf. Color Black 1. Low Stock. On sale for $89.10. MSRP $99.00. 10% off. 3.5 out of 5 stars

Low Stock

Calvin Klein Olaf

Calvin Klein Olaf

Brand Name: Calvin Klein
Product Name: Olaf
Gender: Men's
Color: Black 1
Price: $89.10MSRP: $99

Stacy Adams - Tedesco Cap Toe Oxford. Color Gray/Black. Low Stock. On sale for $104.99. MSRP $115.00. 9% off. 4.6 out of 5 stars

Low Stock

Stacy Adams Tedesco Cap Toe Oxford

Stacy Adams Tedesco Cap Toe Oxford

Brand Name: Stacy Adams
Product Name: Tedesco Cap Toe Oxford
Gender: Men's
Color: Gray/Black
Price: $104.99MSRP: $115

Stacy Adams - Tedesco Cap Toe Oxford. Color Black. Low Stock. On sale for $90.45. MSRP $115.00. 21% off. 4.6 out of 5 stars

Low Stock

Stacy Adams Tedesco Cap Toe Oxford

Stacy Adams Tedesco Cap Toe Oxford

Brand Name: Stacy Adams
Product Name: Tedesco Cap Toe Oxford
Gender: Men's
Color: Black
Price: $90.45MSRP: $115

Stacy Adams - Trubiano Moc Toe Oxford. Color Brown Multi. Low Stock. On sale for $73.50. MSRP $105.00. 30% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Trubiano Moc Toe Oxford

Stacy Adams Trubiano Moc Toe Oxford

Brand Name: Stacy Adams
Product Name: Trubiano Moc Toe Oxford
Gender: Men's
Color: Brown Multi
Price: $73.50MSRP: $105

Stacy Adams - Pierson Cap Toe Double Monk. Color Cognac. Low Stock. On sale for $126.17. MSRP $135.00. 7% off. 5.0 out of 5 stars

Low Stock

Stacy Adams Pierson Cap Toe Double Monk

Stacy Adams Pierson Cap Toe Double Monk

Brand Name: Stacy Adams
Product Name: Pierson Cap Toe Double Monk
Gender: Men's
Color: Cognac
Price: $126.17MSRP: $135

Stacy Adams - Tedesco Cap Toe Oxford. Color Brown Multi. Low Stock. On sale for $80.50. MSRP $115.00. 30% off. 4.6 out of 5 stars

Low Stock

Stacy Adams Tedesco Cap Toe Oxford

Stacy Adams Tedesco Cap Toe Oxford

Brand Name: Stacy Adams
Product Name: Tedesco Cap Toe Oxford
Gender: Men's
Color: Brown Multi
Price: $80.50MSRP: $115

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

Magnanni - Logan Zip. Color Black. Low Stock. On sale for $427.50. MSRP $475.00. 10% off.

Low Stock

Magnanni Logan Zip

Magnanni Logan Zip

Brand Name: Magnanni
Product Name: Logan Zip
Gender: Men's
Color: Black
Price: $427.50MSRP: $475

Kenneth Cole - Charles. Color Medium Brown Leather. On sale for $96.00. MSRP $159.95. 40% off. 5.0 out of 5 stars

Kenneth Cole Charles

Kenneth Cole Charles

Brand Name: Kenneth Cole
Product Name: Charles
Gender: Men's
Color: Medium Brown Leather
Price: $96MSRP: $159.95