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Boots on Sale $50 & Under

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Size 9.5 Medium Size Dress Products

30 items found

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TOMS - Navi Oxford Dress Casual. Color Oatmeal Heavy Twill/Suede. On sale for $29.98. MSRP $99.95. 70% 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: $29.98MSRP: $99.95

Stacy Adams - Paragon Suede Slip On Loafer. Color Navy Suede. Low Stock. On sale for $31.48. MSRP $104.95. 70% off. 4.8 out of 5 stars

Low Stock

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: $31.48MSRP: $104.95

Clarks - Steadwell Bit. Color Black Leather. On sale for $79.99. MSRP $105.00. 24% off. 4.5 out of 5 stars

Clarks Steadwell Bit

Clarks Steadwell Bit

Brand Name: Clarks
Product Name: Steadwell Bit
Gender: Men's
Color: Black Leather
Price: $79.99MSRP: $105

Kenneth Cole - Mike. Color Black. On sale for $74.25. MSRP $98.95. 25% off. 3.7 out of 5 stars

Kenneth Cole Mike

Kenneth Cole Mike

Brand Name: Kenneth Cole
Product Name: Mike
Gender: Men's
Color: Black
Price: $74.25MSRP: $98.95

Stacy Adams - Corvell Slip-On Driver Loafer. Color Navy. Low Stock. On sale for $75.74. MSRP $90.00. 16% 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: Navy
Price: $75.74MSRP: $90

Calvin Klein - Fasa. Color Black Patent. On sale for $76.20. MSRP $110.00. 31% off.

Calvin Klein Fasa

Calvin Klein Fasa

Brand Name: Calvin Klein
Product Name: Fasa
Gender: Men's
Color: Black Patent
Price: $76.20MSRP: $110

ECCO - Classic Moc 2.0 Slip-On. Color Coffee. On sale for $83.91. MSRP $99.95. 16% off. 3.8 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: $83.91MSRP: $99.95

Cole Haan - Bedford Plain-Toe Oxford. Color British Tan. On sale for $99.70. MSRP $120.00. 17% off. 5.0 out of 5 stars

Cole Haan Bedford Plain-Toe Oxford

Cole Haan Bedford Plain-Toe Oxford

Brand Name: Cole Haan
Product Name: Bedford Plain-Toe Oxford
Gender: Men's
Color: British Tan
Price: $99.70MSRP: $120

Kenneth Cole - Stan. Color Black. On sale for $72.41. MSRP $98.95. 27% off.

Kenneth Cole Stan

Kenneth Cole Stan

Brand Name: Kenneth Cole
Product Name: Stan
Gender: Men's
Color: Black
Price: $72.41MSRP: $98.95

Clarks - Whiddon Cap. Color Mahogany Leather. On sale for $71.25. MSRP $95.00. 25% off. 3.8 out of 5 stars

Clarks Whiddon Cap

Clarks Whiddon Cap

Brand Name: Clarks
Product Name: Whiddon Cap
Gender: Men's
Color: Mahogany Leather
Price: $71.25MSRP: $95

Stacy Adams - Gill Saddle Slip-On Loafer. Color Mushroom Multi. Low Stock. On sale for $75.51. MSRP $104.95. 28% 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: $75.51MSRP: $104.95

Stacy Adams - Corvell Slip-On Driver Loafer. Color Tan. Low Stock. On sale for $57.55. MSRP $90.00. 36% 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: $57.55MSRP: $90

Stacy Adams - Aiden Moc Toe Slip-On Loafer. Color Black. Low Stock. On sale for $86.41. MSRP $130.00. 34% off. 4.3 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: Black
Price: $86.41MSRP: $130

Stacy Adams - Corvell Slip-On Driver Loafer. Color Black. Low Stock. On sale for $64.50. MSRP $90.00. 28% 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: Black
Price: $64.50MSRP: $90

Nunn Bush - Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology. Color Brown CH. Low Stock. On sale for $98.20. MSRP $115.00. 15% off. 4.2 out of 5 stars

Low Stock

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: $98.20MSRP: $115

TOMS - Navi Oxford Dress Casual. Color Pavement Grey Heavy Twill/Suede. Low Stock. On sale for $29.98. MSRP $99.95. 70% off. 4.6 out of 5 stars

Low Stock

TOMS Navi Oxford Dress Casual

TOMS Navi Oxford Dress Casual

Brand Name: TOMS
Product Name: Navi Oxford Dress Casual
Gender: Men's
Color: Pavement Grey Heavy Twill/Suede
Price: $29.98MSRP: $99.95

Stacy Adams - Kepler Cap Toe Oxford. Color Black. Low Stock. On sale for $87.47. MSRP $90.00. 3% 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: $87.47MSRP: $90

Johnston & Murphy - Flynch Cap Toe. Color Tan Italian Calfskin. Low Stock. On sale for $89.40. MSRP $298.00. 70% off. 3.1 out of 5 stars

Low Stock

Johnston & Murphy Flynch Cap Toe

Johnston & Murphy Flynch Cap Toe

Brand Name: Johnston & Murphy
Product Name: Flynch Cap Toe
Gender: Men's
Color: Tan Italian Calfskin
Price: $89.40MSRP: $298

Kenneth Cole - Theme Bit Detail Driver. Color Black. On sale for $97.72. MSRP $144.95. 33% off.

Kenneth Cole Theme Bit Detail Driver

Kenneth Cole Theme Bit Detail Driver

Brand Name: Kenneth Cole
Product Name: Theme Bit Detail Driver
Gender: Men's
Color: Black
Price: $97.72MSRP: $144.95

Calvin Klein - Fayze. Color Black Patent. Low Stock. On sale for $72.58. MSRP $115.00. 37% off. 5.0 out of 5 stars

Low Stock

Calvin Klein Fayze

Calvin Klein Fayze

Brand Name: Calvin Klein
Product Name: Fayze
Gender: Men's
Color: Black Patent
Price: $72.58MSRP: $115

Johnston & Murphy - Upton Plain Toe. Color Navy Nubuck. Low Stock. On sale for $63.60. MSRP $159.00. 60% off. 4.4 out of 5 stars

Low Stock

Johnston & Murphy Upton Plain Toe

Johnston & Murphy Upton Plain Toe

Brand Name: Johnston & Murphy
Product Name: Upton Plain Toe
Gender: Men's
Color: Navy Nubuck
Price: $63.60MSRP: $159

Calvin Klein - Bernard. Color Black Patent. Low Stock. On sale for $55.00. MSRP $110.00. 50% off. 4.0 out of 5 stars

Low Stock

Calvin Klein Bernard

Calvin Klein Bernard

Brand Name: Calvin Klein
Product Name: Bernard
Gender: Men's
Color: Black Patent
Price: $55MSRP: $110

Johnston & Murphy - Upton Knit Wingtip. Color Brown Heathered Knit. On sale for $81.25. MSRP $159.00. 49% 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: $81.25MSRP: $159

Stacy Adams - Penley Cap Toe Oxford. Color Brown. Low Stock. On sale for $40.50. MSRP $135.00. 70% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Penley Cap Toe Oxford

Stacy Adams Penley Cap Toe Oxford

Brand Name: Stacy Adams
Product Name: Penley Cap Toe Oxford
Gender: Men's
Color: Brown
Price: $40.50MSRP: $135

Kenneth Cole - Lance. Color Medium Brown. On sale for $78.75. MSRP $104.95. 25% off.

Kenneth Cole Lance

Kenneth Cole Lance

Brand Name: Kenneth Cole
Product Name: Lance
Gender: Men's
Color: Medium Brown
Price: $78.75MSRP: $104.95

Dockers - Thacher. Color Black. Low Stock. On sale for $67.50. MSRP $75.00. 10% off.

Low Stock

Dockers Thacher

Dockers Thacher

Brand Name: Dockers
Product Name: Thacher
Gender: Men's
Color: Black
Price: $67.50MSRP: $75

Kenneth Cole - Heath. Color Medium Brown. On sale for $78.75. MSRP $104.95. 25% off.

Kenneth Cole Heath

Kenneth Cole Heath

Brand Name: Kenneth Cole
Product Name: Heath
Gender: Men's
Color: Medium Brown
Price: $78.75MSRP: $104.95

Kenneth Cole - Stan. Color Cognac. On sale for $68.90. MSRP $98.95. 30% off.

Kenneth Cole Stan

Kenneth Cole Stan

Brand Name: Kenneth Cole
Product Name: Stan
Gender: Men's
Color: Cognac
Price: $68.90MSRP: $98.95

Kenneth Cole - Estate Belt Oxford. Color Dark Grey. On sale for $67.88. MSRP $108.95. 38% 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: $67.88MSRP: $108.95

Deer Stags - Matthew. Color Brown. On sale for $61.07. MSRP $85.00. 28% 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: $61.07MSRP: $85