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Boots on Sale $50 & Under

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Men's Size 9.5 Office & Career Shoes

25 items found

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Born - Cambridge. Color Dark Brown (Braken). Low Stock. On sale for $94.50. MSRP $135.00. 30% off.

Low Stock

Born Cambridge

Born Cambridge

Brand Name: Born
Product Name: Cambridge
Gender: Men's
Color: Dark Brown (Braken)
Price: $94.50MSRP: $135

Stacy Adams - Savian Velour Slip-On. Color Black. On sale for $67.50. MSRP $90.00. 25% off. 5.0 out of 5 stars

Stacy Adams Savian Velour Slip-On

Stacy Adams Savian Velour Slip-On

Brand Name: Stacy Adams
Product Name: Savian Velour Slip-On
Gender: Men's
Color: Black
Price: $67.50MSRP: $90

Cole Haan - Bedford Plain-Toe Oxford. Color British Tan/Java. On sale for $99.97. 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/Java
Price: $99.97MSRP: $120

Clarks - Radcliff Low. Color Black Leather. On sale for $99.00. MSRP $110.00. 10% off.

Clarks Radcliff Low

Clarks Radcliff Low

Brand Name: Clarks
Product Name: Radcliff Low
Gender: Men's
Color: Black Leather
Price: $99MSRP: $110

Kenneth Cole - Armand. Color Black. On sale for $81.75. MSRP $108.95. 25% off. 5.0 out of 5 stars

Kenneth Cole Armand

Kenneth Cole Armand

Brand Name: Kenneth Cole
Product Name: Armand
Gender: Men's
Color: Black
Price: $81.75MSRP: $108.95

Kenneth Cole - Armand. Color Medium Brown. On sale for $76.36. MSRP $108.95. 30% off. 5.0 out of 5 stars

Kenneth Cole Armand

Kenneth Cole Armand

Brand Name: Kenneth Cole
Product Name: Armand
Gender: Men's
Color: Medium Brown
Price: $76.36MSRP: $108.95

Johnston & Murphy - Jenson Plain Toe. Color Gray Italian Suede. On sale for $179.00. MSRP $285.00. 37% off. 4.0 out of 5 stars

Johnston & Murphy Jenson Plain Toe

Johnston & Murphy Jenson Plain Toe

Brand Name: Johnston & Murphy
Product Name: Jenson Plain Toe
Gender: Men's
Color: Gray Italian Suede
Price: $179MSRP: $285

Kenneth Cole - Wilhem. Color Light Brown. On sale for $119.46. MSRP $164.95. 28% off. 5.0 out of 5 stars

Kenneth Cole Wilhem

Kenneth Cole Wilhem

Brand Name: Kenneth Cole
Product Name: Wilhem
Gender: Men's
Color: Light Brown
Price: $119.46MSRP: $164.95

Kenneth Cole - Winston. Color Mocha Multi. On sale for $120.00. MSRP $159.95. 25% off.

Kenneth Cole Winston

Kenneth Cole Winston

Brand Name: Kenneth Cole
Product Name: Winston
Gender: Men's
Color: Mocha Multi
Price: $120MSRP: $159.95

Stacy Adams - Asher Wingtip Lace Oxford. Color Cognac. Low Stock. On sale for $113.65. MSRP $130.00. 13% off. 4.8 out of 5 stars

Low Stock

Stacy Adams Asher Wingtip Lace Oxford

Stacy Adams Asher Wingtip Lace Oxford

Brand Name: Stacy Adams
Product Name: Asher Wingtip Lace Oxford
Gender: Men's
Color: Cognac
Price: $113.65MSRP: $130

Johnston & Murphy - Cormac Cap Toe. Color Brown/Tan Italian Calfskin. Low Stock. On sale for $68.97. MSRP $229.90. 70% off. 4.7 out of 5 stars

Low Stock

Johnston & Murphy Cormac Cap Toe

Johnston & Murphy Cormac Cap Toe

Brand Name: Johnston & Murphy
Product Name: Cormac Cap Toe
Gender: Men's
Color: Brown/Tan Italian Calfskin
Price: $68.97MSRP: $229.90

Kenneth Cole - Winston. Color Dark Brown Multi. On sale for $120.00. MSRP $159.95. 25% off.

Kenneth Cole Winston

Kenneth Cole Winston

Brand Name: Kenneth Cole
Product Name: Winston
Gender: Men's
Color: Dark Brown Multi
Price: $120MSRP: $159.95

Marc Joseph New York - Willmington. Color Atlantic Blue Suede. On sale for $120.25. MSRP $185.00. 35% off. 3.8 out of 5 stars

Marc Joseph New York Willmington

Marc Joseph New York Willmington

Brand Name: Marc Joseph New York
Product Name: Willmington
Gender: Men's
Color: Atlantic Blue Suede
Price: $120.25MSRP: $185

Clarks - Radcliff Low. Color Tan Leather. On sale for $69.97. MSRP $110.00. 36% off.

Clarks Radcliff Low

Clarks Radcliff Low

Brand Name: Clarks
Product Name: Radcliff Low
Gender: Men's
Color: Tan Leather
Price: $69.97MSRP: $110

ECCO - London Apron Toe Slip-On. Color Black. On sale for $119.91. MSRP $195.00. 39% off. 2.7 out of 5 stars

ECCO London Apron Toe Slip-On

ECCO London Apron Toe Slip-On

Brand Name: ECCO
Product Name: London Apron Toe Slip-On
Gender: Men's
Color: Black
Price: $119.91MSRP: $195

Johnston & Murphy - Archer Cap Toe. Color Cognac. On sale for $125.10. MSRP $139.00. 10% 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: $125.10MSRP: $139

Florsheim - Highland Plain Toe Oxford. Color Cognac Smooth/White Sole. On sale for $102.00. MSRP $120.00. 15% off. 4.4 out of 5 stars

Florsheim Highland Plain Toe Oxford

Florsheim Highland Plain Toe Oxford

Brand Name: Florsheim
Product Name: Highland Plain Toe Oxford
Gender: Men's
Color: Cognac Smooth/White Sole
Price: $102MSRP: $120

Kenneth Cole - Beautiful Ballad Loafer. Color Medium Brown. On sale for $74.25. MSRP $98.95. 25% off. 5.0 out of 5 stars

Kenneth Cole Beautiful Ballad Loafer

Kenneth Cole Beautiful Ballad Loafer

Brand Name: Kenneth Cole
Product Name: Beautiful Ballad Loafer
Gender: Men's
Color: Medium Brown
Price: $74.25MSRP: $98.95

Johnston & Murphy - Jenkins Plain Toe. Color Taupe Nubuck. On sale for $80.91. MSRP $89.90. 10% off. 5.0 out of 5 stars

Johnston & Murphy Jenkins Plain Toe

Johnston & Murphy Jenkins Plain Toe

Brand Name: Johnston & Murphy
Product Name: Jenkins Plain Toe
Gender: Men's
Color: Taupe Nubuck
Price: $80.91MSRP: $89.90

Florsheim - Renegade Moc Toe Penny Loafer. Color Cognac Multi. On sale for $130.50. MSRP $145.00. 10% off. 4.0 out of 5 stars

Florsheim Renegade Moc Toe Penny Loafer

Florsheim Renegade Moc Toe Penny Loafer

Brand Name: Florsheim
Product Name: Renegade Moc Toe Penny Loafer
Gender: Men's
Color: Cognac Multi
Price: $130.50MSRP: $145

Johnston & Murphy - Sullivan Plain Toe. Color Tan Italian Calfskin. Low Stock. On sale for $179.10. MSRP $199.00. 10% off. 5.0 out of 5 stars

Low Stock

Johnston & Murphy Sullivan Plain Toe

Johnston & Murphy Sullivan Plain Toe

Brand Name: Johnston & Murphy
Product Name: Sullivan Plain Toe
Gender: Men's
Color: Tan Italian Calfskin
Price: $179.10MSRP: $199

Johnston & Murphy - Sullivan Cap Toe. Color Espresso Italian Calfskin. On sale for $179.10. MSRP $199.00. 10% off. 5.0 out of 5 stars

Johnston & Murphy Sullivan Cap Toe

Johnston & Murphy Sullivan Cap Toe

Brand Name: Johnston & Murphy
Product Name: Sullivan Cap Toe
Gender: Men's
Color: Espresso Italian Calfskin
Price: $179.10MSRP: $199

Cole Haan - Judson Grand Wingtip Oxfords. Color Raven Suede/Dark Natural. On sale for $146.25. MSRP $225.00. 35% off.

Cole Haan Judson Grand Wingtip Oxfords

Cole Haan Judson Grand Wingtip Oxfords

Brand Name: Cole Haan
Product Name: Judson Grand Wingtip Oxfords
Gender: Men's
Color: Raven Suede/Dark Natural
Price: $146.25MSRP: $225

Cole Haan - Chamberlin Grand Plain Toe Oxfords. Color British Tan Nubuck/Black Water Resistant. On sale for $109.97. MSRP $130.00. 15% off.

Cole Haan Chamberlin Grand Plain Toe Oxfords

Cole Haan Chamberlin Grand Plain Toe Oxfords

Brand Name: Cole Haan
Product Name: Chamberlin Grand Plain Toe Oxfords
Gender: Men's
Color: British Tan Nubuck/Black Water Resistant
Price: $109.97MSRP: $130

Cole Haan - Judson Grand Wingtip Oxfords. Color Black Scotch Grain/Black. On sale for $185.51. MSRP $225.00. 18% off.

Cole Haan Judson Grand Wingtip Oxfords

Cole Haan Judson Grand Wingtip Oxfords

Brand Name: Cole Haan
Product Name: Judson Grand Wingtip Oxfords
Gender: Men's
Color: Black Scotch Grain/Black
Price: $185.51MSRP: $225