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Boots on Sale $50 & Under

Shop Boots Deals

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Size 9 Medium Size Office & Career Shoes

29 items found

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Johnston & Murphy - Archer Cap Toe. Color Cognac. On sale for $65.00. MSRP $139.00. 53% 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: $65MSRP: $139

Cole Haan - Chamberlin Grand Plain Toe Oxfords. Color British Tan Nubuck/Black Water Resistant. On sale for $125.99. MSRP $130.00. 3% 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: $125.99MSRP: $130

Clarks - Whiddon Cap. Color Mahogany Leather. On sale for $85.50. MSRP $95.00. 10% 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: $85.50MSRP: $95

BILLY Footwear - Work Comfort Lo. Color Black/Black. On sale for $59.99. MSRP $90.00. 33% off. 4.8 out of 5 stars

BILLY Footwear Work Comfort Lo

BILLY Footwear Work Comfort Lo

Brand Name: BILLY Footwear
Product Name: Work Comfort Lo
Gender: Men's
Color: Black/Black
Price: $59.99MSRP: $90

Cole Haan - Bedford Plain-Toe Oxford. Color British Tan. On sale for $98.82. MSRP $120.00. 18% 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: $98.82MSRP: $120

johnnie-O - Santa Monica Suede. Color Whiskey. Low Stock. On sale for $89.00. MSRP $178.00. 50% off.

Low Stock

johnnie-O Santa Monica Suede

johnnie-O Santa Monica Suede

Brand Name: johnnie-O
Product Name: Santa Monica Suede
Gender: Men's
Color: Whiskey
Price: $89MSRP: $178

Nunn Bush - Stark Cap Toe Oxford Leather Business Formal Derby Dress Casual Lace-Up. Color Cognac. On sale for $73.25. MSRP $100.00. 27% off. 4.0 out of 5 stars

Nunn Bush Stark Cap Toe Oxford Leather Business Formal Derby Dress Casual Lace-Up

Nunn Bush Stark Cap Toe Oxford Leather Business Formal Derby Dress Casual Lace-Up

Brand Name: Nunn Bush
Product Name: Stark Cap Toe Oxford Leather Business Formal Derby Dress Casual Lace-Up
Gender: Men's
Color: Cognac
Price: $73.25MSRP: $100

Allen Edmonds - Newman. Color Antique Bronze. Low Stock. On sale for $212.50. MSRP $425.00. 50% off. 4.2 out of 5 stars

Low Stock

Allen Edmonds Newman

Allen Edmonds Newman

Brand Name: Allen Edmonds
Product Name: Newman
Gender: Men's
Color: Antique Bronze
Price: $212.50MSRP: $425

Cole Haan - Modern Essentials Wing Oxford. Color Black Waterproof. Low Stock. On sale for $106.00. MSRP $180.00. 41% off. 5.0 out of 5 stars

Low Stock

Cole Haan Modern Essentials Wing Oxford

Cole Haan Modern Essentials Wing Oxford

Brand Name: Cole Haan
Product Name: Modern Essentials Wing Oxford
Gender: Men's
Color: Black Waterproof
Price: $106MSRP: $180

Cole Haan - Judson Grand Wingtip Oxfords. Color Black Scotch Grain/Black. On sale for $184.62. 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: $184.62MSRP: $225

Cole Haan - Judson Grand Wingtip Oxfords. Color Raven Suede/Dark Natural. On sale for $184.22. 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: Raven Suede/Dark Natural
Price: $184.22MSRP: $225

Frye - Carter Oxford. Color Black. Low Stock. On sale for $174.00. MSRP $348.00. 50% off. 3.6 out of 5 stars

Low Stock

Frye Carter Oxford

Frye Carter Oxford

Brand Name: Frye
Product Name: Carter Oxford
Gender: Men's
Color: Black
Price: $174MSRP: $348

Magnanni - Melrose. Color Black. Low Stock. On sale for $199.00. MSRP $398.00. 50% off.

Low Stock

Magnanni Melrose

Magnanni Melrose

Brand Name: Magnanni
Product Name: Melrose
Gender: Men's
Color: Black
Price: $199MSRP: $398

Kenneth Cole - Armand. Color Black. On sale for $76.30. 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: Black
Price: $76.30MSRP: $108.95

Dockers - Longworth. Color Butterscotch. Low Stock. On sale for $42.50. MSRP $85.00. 50% off.

Low Stock

Dockers Longworth

Dockers Longworth

Brand Name: Dockers
Product Name: Longworth
Gender: Men's
Color: Butterscotch
Price: $42.50MSRP: $85

Kenneth Cole - Wilhem. Color Light Brown. On sale for $115.46. MSRP $164.95. 30% off.

Kenneth Cole Wilhem

Kenneth Cole Wilhem

Brand Name: Kenneth Cole
Product Name: Wilhem
Gender: Men's
Color: Light Brown
Price: $115.46MSRP: $164.95

Kenneth Cole - Winston. Color Mocha Multi. On sale for $112.00. MSRP $159.95. 30% off.

Kenneth Cole Winston

Kenneth Cole Winston

Brand Name: Kenneth Cole
Product Name: Winston
Gender: Men's
Color: Mocha Multi
Price: $112MSRP: $159.95

Kenneth Cole - Winston. Color Dark Brown Multi. On sale for $95.97. MSRP $159.95. 40% off.

Kenneth Cole Winston

Kenneth Cole Winston

Brand Name: Kenneth Cole
Product Name: Winston
Gender: Men's
Color: Dark Brown Multi
Price: $95.97MSRP: $159.95

Kenneth Cole - Armand. Color Medium Brown. On sale for $71.63. MSRP $108.95. 34% 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: $71.63MSRP: $108.95

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

Johnston & Murphy - Jenson Plain Toe. Color Tan European Calfskin. Low Stock. On sale for $110.00. MSRP $275.00. 60% off. 4.0 out of 5 stars

Low Stock

Johnston & Murphy Jenson Plain Toe

Johnston & Murphy Jenson Plain Toe

Brand Name: Johnston & Murphy
Product Name: Jenson Plain Toe
Gender: Men's
Color: Tan European Calfskin
Price: $110MSRP: $275

ECCO - St.1 Hybrid Penny Loafer. Color Night Sky. On sale for $123.20. MSRP $250.00. 51% off. 5.0 out of 5 stars

ECCO St.1 Hybrid Penny Loafer

ECCO St.1 Hybrid Penny Loafer

Brand Name: ECCO
Product Name: St.1 Hybrid Penny Loafer
Gender: Men's
Color: Night Sky
Price: $123.20MSRP: $250

Florsheim - Renegade Moc Toe Penny Loafer. Color Cognac Multi. On sale for $116.65. MSRP $145.00. 20% 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: $116.65MSRP: $145

Johnston & Murphy - Jenson Plain Toe. Color Gray Italian Suede. On sale for $213.75. MSRP $285.00. 25% 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: $213.75MSRP: $285

Rockport - Cacey. Color Dark Blue. Low Stock. On sale for $69.99. MSRP $139.95. 50% off. 5.0 out of 5 stars

Low Stock

Rockport Cacey

Rockport Cacey

Brand Name: Rockport
Product Name: Cacey
Gender: Men's
Color: Dark Blue
Price: $69.99MSRP: $139.95

Johnston & Murphy - Gibbons Wingtip. Color Tan Hand/Stained Full Grain. On sale for $116.10. MSRP $129.00. 10% off. 3.8 out of 5 stars

Johnston & Murphy Gibbons Wingtip

Johnston & Murphy Gibbons Wingtip

Brand Name: Johnston & Murphy
Product Name: Gibbons Wingtip
Gender: Men's
Color: Tan Hand/Stained Full Grain
Price: $116.10MSRP: $129

Johnston & Murphy - Gibbons Wingtip. Color Black Full Grain. On sale for $116.10. MSRP $129.00. 10% off. 3.8 out of 5 stars

Johnston & Murphy Gibbons Wingtip

Johnston & Murphy Gibbons Wingtip

Brand Name: Johnston & Murphy
Product Name: Gibbons Wingtip
Gender: Men's
Color: Black Full Grain
Price: $116.10MSRP: $129

Stacy Adams - Kinsley. Color Black. Low Stock. On sale for $89.15. MSRP $90.00. 1% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Kinsley

Stacy Adams Kinsley

Brand Name: Stacy Adams
Product Name: Kinsley
Gender: Men's
Color: Black
Price: $89.15MSRP: $90

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

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