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Boots on Sale $50 & Under

Shop Boots Deals

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Size 8 Medium Size Office & Career Shoes On Sale

30 items found

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Johnston & Murphy - Calder Chukka. Color Mahogany Full Grain. On sale for $83.07. MSRP $165.00. 50% off. 4.0 out of 5 stars

Johnston & Murphy Calder Chukka

Johnston & Murphy Calder Chukka

Brand Name: Johnston & Murphy
Product Name: Calder Chukka
Gender: Men's
Color: Mahogany Full Grain
Price: $83.07MSRP: $165

Clarks - Whiddon Cap. Color Mahogany Leather. On sale for $59.95. MSRP $95.00. 37% 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: $59.95MSRP: $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

Marc Joseph New York - Dover ST. Color Cognac Grainy. Low Stock. On sale for $58.50. MSRP $195.00. 70% off. 3.0 out of 5 stars

Low Stock

Marc Joseph New York Dover ST

Marc Joseph New York Dover ST

Brand Name: Marc Joseph New York
Product Name: Dover ST
Gender: Men's
Color: Cognac Grainy
Price: $58.50MSRP: $195

Cole Haan - Bedford Plain-Toe Oxford. Color British Tan. On sale for $98.77. 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: $98.77MSRP: $120

Kenneth Cole - Nio Wing Lace Up Oxford. Color Black Leather. On sale for $98.05. MSRP $108.95. 10% 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: $98.05MSRP: $108.95

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

Marc Joseph New York - Willmington. Color Atlantic Blue Suede. On sale for $79.95. MSRP $185.00. 57% 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: $79.95MSRP: $185

Stacy Adams - Finney Cap Toe Chelsea Boot. Color Navy Multi. Low Stock. On sale for $120.66. MSRP $160.00. 25% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Finney Cap Toe Chelsea Boot

Stacy Adams Finney Cap Toe Chelsea Boot

Brand Name: Stacy Adams
Product Name: Finney Cap Toe Chelsea Boot
Gender: Men's
Color: Navy Multi
Price: $120.66MSRP: $160

Born - Cambridge. Color Dark Brown (Braken). Low Stock. On sale for $54.00. MSRP $135.00. 60% off.

Low Stock

Born Cambridge

Born Cambridge

Brand Name: Born
Product Name: Cambridge
Gender: Men's
Color: Dark Brown (Braken)
Price: $54MSRP: $135

Born - Cambridge. Color Black. Low Stock. On sale for $65.00. MSRP $135.00. 52% off.

Low Stock

Born Cambridge

Born Cambridge

Brand Name: Born
Product Name: Cambridge
Gender: Men's
Color: Black
Price: $65MSRP: $135

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

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

Cole Haan - Modern Essentials Wing Oxford. Color British Tan. Low Stock. On sale for $136.00. MSRP $170.00. 20% 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: British Tan
Price: $136MSRP: $170

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

Clarks - Whiddon Apron. Color Black Tumbled. Low Stock. On sale for $79.82. MSRP $95.00. 16% off.

Low Stock

Clarks Whiddon Apron

Clarks Whiddon Apron

Brand Name: Clarks
Product Name: Whiddon Apron
Gender: Men's
Color: Black Tumbled
Price: $79.82MSRP: $95

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

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

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

Rockport - Cacey. Color Grey. Low Stock. On sale for $76.97. MSRP $139.95. 45% off. 5.0 out of 5 stars

Low Stock

Rockport Cacey

Rockport Cacey

Brand Name: Rockport
Product Name: Cacey
Gender: Men's
Color: Grey
Price: $76.97MSRP: $139.95

Steve Madden - Arrnold. Color Tan Leather. Low Stock. On sale for $36.00. MSRP $120.00. 70% off.

Low Stock

Steve Madden Arrnold

Steve Madden Arrnold

Brand Name: Steve Madden
Product Name: Arrnold
Gender: Men's
Color: Tan Leather
Price: $36MSRP: $120

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

Low Stock

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

Kenneth Cole - Wilhem. Color Mocha. On sale for $140.20. MSRP $164.95. 15% off.

Kenneth Cole Wilhem

Kenneth Cole Wilhem

Brand Name: Kenneth Cole
Product Name: Wilhem
Gender: Men's
Color: Mocha
Price: $140.20MSRP: $164.95

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

Johnston & Murphy - Cormac Cap Toe. Color Black Italian Calfskin. Low Stock. On sale for $221.25. MSRP $295.00. 25% 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: Black Italian Calfskin
Price: $221.25MSRP: $295

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

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

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