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Boots on Sale $50 & Under

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Size 8.5 Dress On Sale Products

35 items found

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Steve Madden - Harpoon. Color Tan Leather. On sale for $63.00. MSRP $90.00. 30% off. 4.0 out of 5 stars

Steve Madden Harpoon

Steve Madden Harpoon

Brand Name: Steve Madden
Product Name: Harpoon
Gender: Men's
Color: Tan Leather
Price: $63MSRP: $90

Tommy Hilfiger - Rosell. Color Black. On sale for $66.82. MSRP $79.95. 16% off.

Tommy Hilfiger Rosell

Tommy Hilfiger Rosell

Brand Name: Tommy Hilfiger
Product Name: Rosell
Gender: Men's
Color: Black
Price: $66.82MSRP: $79.95

Nunn Bush - Bayridge Plain Toe Oxford. Color Brown Multi. Low Stock. On sale for $40.00. MSRP $100.00. 60% off. 4.1 out of 5 stars

Low Stock

Nunn Bush Bayridge Plain Toe Oxford

Nunn Bush Bayridge Plain Toe Oxford

Brand Name: Nunn Bush
Product Name: Bayridge Plain Toe Oxford
Gender: Men's
Color: Brown Multi
Price: $40MSRP: $100

Nunn Bush - Bayridge Plain Toe Oxford. Color Brown. Low Stock. On sale for $30.00. MSRP $100.00. 70% off. 4.1 out of 5 stars

Low Stock

Nunn Bush Bayridge Plain Toe Oxford

Nunn Bush Bayridge Plain Toe Oxford

Brand Name: Nunn Bush
Product Name: Bayridge Plain Toe Oxford
Gender: Men's
Color: Brown
Price: $30MSRP: $100

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

Dr. Scholl's - Russell. Color Black Faux Leather. Low Stock. On sale for $58.49. MSRP $85.00. 31% off. 5.0 out of 5 stars

Low Stock

Dr. Scholl's Russell

Dr. Scholl's Russell

Brand Name: Dr. Scholl's
Product Name: Russell
Gender: Men's
Color: Black Faux Leather
Price: $58.49MSRP: $85

Born - Ryker Oxford. Color Natural (latte). On sale for $80.09. MSRP $130.00. 38% off. 1.5 out of 5 stars

Born Ryker Oxford

Born Ryker Oxford

Brand Name: Born
Product Name: Ryker Oxford
Gender: Men's
Color: Natural (latte)
Price: $80.09MSRP: $130

Kenneth Cole - Estate Belt Oxford. Color Dark Grey. On sale for $81.46. MSRP $108.95. 25% off. 5.0 out of 5 stars

Kenneth Cole Estate Belt Oxford

Kenneth Cole Estate Belt Oxford

Brand Name: Kenneth Cole
Product Name: Estate Belt Oxford
Gender: Men's
Color: Dark Grey
Price: $81.46MSRP: $108.95

Florsheim - Highland Canvas Plain Toe Oxford. Color Sand Canvas/White Sole. On sale for $88.00. MSRP $110.00. 20% off. 4.8 out of 5 stars

Florsheim Highland Canvas Plain Toe Oxford

Florsheim Highland Canvas Plain Toe Oxford

Brand Name: Florsheim
Product Name: Highland Canvas Plain Toe Oxford
Gender: Men's
Color: Sand Canvas/White Sole
Price: $88MSRP: $110

Dansko - Carmella. Color Black Burnished Suede. Low Stock. On sale for $61.23. MSRP $174.95. 65% off. 4.4 out of 5 stars

Low Stock

Dansko Carmella

Dansko Carmella

Brand Name: Dansko
Product Name: Carmella
Gender: Women's
Color: Black Burnished Suede
Price: $61.23MSRP: $174.95

Stacy Adams - Paragon Suede Slip On Loafer. Color Navy Suede. On sale for $73.46. MSRP $104.95. 30% off. 4.8 out of 5 stars

Stacy Adams Paragon Suede Slip On Loafer

Stacy Adams Paragon Suede Slip On Loafer

Brand Name: Stacy Adams
Product Name: Paragon Suede Slip On Loafer
Gender: Men's
Color: Navy Suede
Price: $73.46MSRP: $104.95

Johnston & Murphy - Braydon Plain Toe. Color Grey. Low Stock. On sale for $99.99. MSRP $139.00. 28% off. 4.0 out of 5 stars

Low Stock

Johnston & Murphy Braydon Plain Toe

Johnston & Murphy Braydon Plain Toe

Brand Name: Johnston & Murphy
Product Name: Braydon Plain Toe
Gender: Men's
Color: Grey
Price: $99.99MSRP: $139

Deer Stags - Matthew. Color Brown. On sale for $64.56. MSRP $85.00. 24% off. 4.3 out of 5 stars

Deer Stags Matthew

Deer Stags Matthew

Brand Name: Deer Stags
Product Name: Matthew
Gender: Men's
Color: Brown
Price: $64.56MSRP: $85

Kenneth Cole - Nio Wing Lace Up Oxford. Color Black Leather. On sale for $76.30. MSRP $108.95. 30% off.

Kenneth Cole Nio Wing Lace Up Oxford

Kenneth Cole Nio Wing Lace Up Oxford

Brand Name: Kenneth Cole
Product Name: Nio Wing Lace Up Oxford
Gender: Men's
Color: Black Leather
Price: $76.30MSRP: $108.95

Kenneth Cole - Estate Belt Oxford. Color Black. On sale for $76.30. MSRP $108.95. 30% off. 5.0 out of 5 stars

Kenneth Cole Estate Belt Oxford

Kenneth Cole Estate Belt Oxford

Brand Name: Kenneth Cole
Product Name: Estate Belt Oxford
Gender: Men's
Color: Black
Price: $76.30MSRP: $108.95

Clarks - Whiddon Apron. Color Black Tumbled. Low Stock. On sale for $80.81. MSRP $95.00. 15% off.

Low Stock

Clarks Whiddon Apron

Clarks Whiddon Apron

Brand Name: Clarks
Product Name: Whiddon Apron
Gender: Men's
Color: Black Tumbled
Price: $80.81MSRP: $95

Johnston & Murphy - Braydon Plain Toe. Color Black. Low Stock. On sale for $99.99. MSRP $139.00. 28% off. 4.0 out of 5 stars

Low Stock

Johnston & Murphy Braydon Plain Toe

Johnston & Murphy Braydon Plain Toe

Brand Name: Johnston & Murphy
Product Name: Braydon Plain Toe
Gender: Men's
Color: Black
Price: $99.99MSRP: $139

Roper - Gumsticker Romeo. Color Brown. Low Stock. On sale for $76.19. MSRP $126.99. 40% off.

Low Stock

Roper Gumsticker Romeo

Roper Gumsticker Romeo

Brand Name: Roper
Product Name: Gumsticker Romeo
Gender: Men's
Color: Brown
Price: $76.19MSRP: $126.99

Florsheim - Frenzi Wing Tip Oxford. Color Cognac Smooth/White Sole. Low Stock. On sale for $97.50. MSRP $130.00. 25% off. 4.5 out of 5 stars

Low Stock

Florsheim Frenzi Wing Tip Oxford

Florsheim Frenzi Wing Tip Oxford

Brand Name: Florsheim
Product Name: Frenzi Wing Tip Oxford
Gender: Men's
Color: Cognac Smooth/White Sole
Price: $97.50MSRP: $130

Johnston & Murphy - Upton Knit Wingtip. Color Brown Heathered Knit. On sale for $99.99. MSRP $159.00. 37% off. 4.8 out of 5 stars

Johnston & Murphy Upton Knit Wingtip

Johnston & Murphy Upton Knit Wingtip

Brand Name: Johnston & Murphy
Product Name: Upton Knit Wingtip
Gender: Men's
Color: Brown Heathered Knit
Price: $99.99MSRP: $159

Johnston & Murphy - Lewis Plain Toe. Color Black Patent Leather. Low Stock. On sale for $79.92. MSRP $99.90. 20% off. 4.5 out of 5 stars

Low Stock

Johnston & Murphy Lewis Plain Toe

Johnston & Murphy Lewis Plain Toe

Brand Name: Johnston & Murphy
Product Name: Lewis Plain Toe
Gender: Men's
Color: Black Patent Leather
Price: $79.92MSRP: $99.90

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

Born - Tobias. Color Brown. Low Stock. On sale for $54.00. MSRP $120.00. 55% off. 4.0 out of 5 stars

Low Stock

Born Tobias

Born Tobias

Brand Name: Born
Product Name: Tobias
Gender: Men's
Color: Brown
Price: $54MSRP: $120

Cole Haan - Grand Evolution Stitchlite Oxford. Color Cloudburst/Ivory/Natural Tan. Low Stock. On sale for $71.97. MSRP $130.00. 45% off. 4.3 out of 5 stars

Low Stock

Cole Haan Grand Evolution Stitchlite Oxford

Cole Haan Grand Evolution Stitchlite Oxford

Brand Name: Cole Haan
Product Name: Grand Evolution Stitchlite Oxford
Gender: Men's
Color: Cloudburst/Ivory/Natural Tan
Price: $71.97MSRP: $130

Stacy Adams - Gill Saddle Slip-On Loafer. Color Mushroom Multi. Low Stock. On sale for $77.39. MSRP $104.95. 26% off. 4.5 out of 5 stars

Low Stock

Stacy Adams Gill Saddle Slip-On Loafer

Stacy Adams Gill Saddle Slip-On Loafer

Brand Name: Stacy Adams
Product Name: Gill Saddle Slip-On Loafer
Gender: Men's
Color: Mushroom Multi
Price: $77.39MSRP: $104.95

Stacy Adams - Aiden Moc Toe Slip-On Loafer. Color Cognac. Low Stock. On sale for $96.27. MSRP $130.00. 26% off. 4.2 out of 5 stars

Low Stock

Stacy Adams Aiden Moc Toe Slip-On Loafer

Stacy Adams Aiden Moc Toe Slip-On Loafer

Brand Name: Stacy Adams
Product Name: Aiden Moc Toe Slip-On Loafer
Gender: Men's
Color: Cognac
Price: $96.27MSRP: $130

Stacy Adams - Corvell Slip-On Driver Loafer. Color Tan. Low Stock. On sale for $60.91. MSRP $90.00. 32% off. 2.0 out of 5 stars

Low Stock

Stacy Adams Corvell Slip-On Driver Loafer

Stacy Adams Corvell Slip-On Driver Loafer

Brand Name: Stacy Adams
Product Name: Corvell Slip-On Driver Loafer
Gender: Men's
Color: Tan
Price: $60.91MSRP: $90

Stacy Adams - Starleigh Rhinestone Slip-On. Color Black/Silver. On sale for $73.22. MSRP $90.00. 19% off. 4.0 out of 5 stars

Stacy Adams Starleigh Rhinestone Slip-On

Stacy Adams Starleigh Rhinestone Slip-On

Brand Name: Stacy Adams
Product Name: Starleigh Rhinestone Slip-On
Gender: Men's
Color: Black/Silver
Price: $73.22MSRP: $90

Stacy Adams - Raythorne Cap Toe Double Monk. Color Black Multi. Low Stock. On sale for $74.00. MSRP $130.00. 43% off. 5.0 out of 5 stars

Low Stock

Stacy Adams Raythorne Cap Toe Double Monk

Stacy Adams Raythorne Cap Toe Double Monk

Brand Name: Stacy Adams
Product Name: Raythorne Cap Toe Double Monk
Gender: Men's
Color: Black Multi
Price: $74MSRP: $130

Stacy Adams - Starleigh Rhinestone Slip-On. Color Black/Gold. On sale for $69.97. MSRP $90.00. 22% off. 4.0 out of 5 stars

Stacy Adams Starleigh Rhinestone Slip-On

Stacy Adams Starleigh Rhinestone Slip-On

Brand Name: Stacy Adams
Product Name: Starleigh Rhinestone Slip-On
Gender: Men's
Color: Black/Gold
Price: $69.97MSRP: $90

Kenneth Cole - Captain Combat. Color Medium Brown. On sale for $98.00. MSRP $139.95. 30% off. 5.0 out of 5 stars

Kenneth Cole Captain Combat

Kenneth Cole Captain Combat

Brand Name: Kenneth Cole
Product Name: Captain Combat
Gender: Men's
Color: Medium Brown
Price: $98MSRP: $139.95

Kenneth Cole - Captain Combat. Color Black. On sale for $98.00. MSRP $139.95. 30% off. 5.0 out of 5 stars

Kenneth Cole Captain Combat

Kenneth Cole Captain Combat

Brand Name: Kenneth Cole
Product Name: Captain Combat
Gender: Men's
Color: Black
Price: $98MSRP: $139.95

Calvin Klein - Fasa. Color Black Patent. On sale for $82.50. MSRP $110.00. 25% off.

Calvin Klein Fasa

Calvin Klein Fasa

Brand Name: Calvin Klein
Product Name: Fasa
Gender: Men's
Color: Black Patent
Price: $82.50MSRP: $110

TOMS - Navi Oxford Dress Casual. Color Oatmeal Heavy Twill/Suede. On sale for $78.74. MSRP $99.95. 21% off. 4.6 out of 5 stars

TOMS Navi Oxford Dress Casual

TOMS Navi Oxford Dress Casual

Brand Name: TOMS
Product Name: Navi Oxford Dress Casual
Gender: Men's
Color: Oatmeal Heavy Twill/Suede
Price: $78.74MSRP: $99.95

Anne Klein - Pepper. Color Black Suede. On sale for $73.13. MSRP $85.00. 14% off.

Anne Klein Pepper

Anne Klein Pepper

Brand Name: Anne Klein
Product Name: Pepper
Gender: Women's
Color: Black Suede
Price: $73.13MSRP: $85