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Boots on Sale $50 & Under

Shop Boots Deals

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Size 8 Medium Size Office & Career On Sale Products

30 items found

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Born - Cambridge. Color Dark Brown (Braken). Low Stock. On sale for $87.75. MSRP $135.00. 35% off.

Low Stock

Born Cambridge

Born Cambridge

Brand Name: Born
Product Name: Cambridge
Gender: Men's
Color: Dark Brown (Braken)
Price: $87.75MSRP: $135

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

Stacy Adams - Savian Velour Slip-On. Color Black. On sale for $63.70. MSRP $90.00. 29% 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: $63.70MSRP: $90

ECCO - St.1 Hybrid Penny Loafer. Color Night Sky. Low Stock. On sale for $118.19. MSRP $250.00. 53% 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: $118.19MSRP: $250

Kenneth Cole - Armand. Color Black. On sale for $82.31. MSRP $108.95. 24% 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: $82.31MSRP: $108.95

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

Dr. Scholl's - Sync Chill Slip On Loafer. Color Tan Smooth. Low Stock. On sale for $80.32. MSRP $90.00. 11% off. 3.7 out of 5 stars

Low Stock

Dr. Scholl's Sync Chill Slip On Loafer

Dr. Scholl's Sync Chill Slip On Loafer

Brand Name: Dr. Scholl's
Product Name: Sync Chill Slip On Loafer
Gender: Men's
Color: Tan Smooth
Price: $80.32MSRP: $90

Stacy Adams - Asher Wingtip Lace Oxford. Color Cognac. Low Stock. On sale for $96.07. MSRP $130.00. 26% 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: $96.07MSRP: $130

Johnston & Murphy - Cormac Cap Toe. Color Black Italian Calfskin. Low Stock. On sale for $136.00. MSRP $295.00. 54% 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: $136MSRP: $295

Johnston & Murphy - Jenson Plain Toe. Color Tan European Calfskin. Low Stock. On sale for $165.00. MSRP $275.00. 40% 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: $165MSRP: $275

Born - Cambridge. Color Black. Low Stock. On sale for $81.00. MSRP $135.00. 40% off.

Low Stock

Born Cambridge

Born Cambridge

Brand Name: Born
Product Name: Cambridge
Gender: Men's
Color: Black
Price: $81MSRP: $135

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

Marc Joseph New York - Willmington. Color Atlantic Blue Suede. On sale for $120.25. MSRP $185.00. 35% off. 3.7 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

Kenneth Cole - Armand. Color Medium Brown. On sale for $76.70. 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: $76.70MSRP: $108.95

Stacy Adams - Finney Cap Toe Chelsea Boot. Color Navy Multi. Low Stock. On sale for $123.92. MSRP $160.00. 23% 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: $123.92MSRP: $160

ECCO - London Oxford. Color Cognac. On sale for $148.72. MSRP $194.95. 24% off. 4.0 out of 5 stars

ECCO London Oxford

ECCO London Oxford

Brand Name: ECCO
Product Name: London Oxford
Gender: Men's
Color: Cognac
Price: $148.72MSRP: $194.95

Kenneth Cole - Wilhem. Color Mocha. On sale for $85.43. MSRP $164.95. 48% off.

Kenneth Cole Wilhem

Kenneth Cole Wilhem

Brand Name: Kenneth Cole
Product Name: Wilhem
Gender: Men's
Color: Mocha
Price: $85.43MSRP: $164.95

Kenneth Cole - Wilhem. Color Light Brown. On sale for $99.00. MSRP $164.95. 40% off.

Kenneth Cole Wilhem

Kenneth Cole Wilhem

Brand Name: Kenneth Cole
Product Name: Wilhem
Gender: Men's
Color: Light Brown
Price: $99MSRP: $164.95

Kenneth Cole - Winston. Color Mocha Multi. On sale for $80.00. MSRP $159.95. 50% off.

Kenneth Cole Winston

Kenneth Cole Winston

Brand Name: Kenneth Cole
Product Name: Winston
Gender: Men's
Color: Mocha Multi
Price: $80MSRP: $159.95

Kenneth Cole - Winston. Color Dark Brown Multi. On sale for $129.03. MSRP $159.95. 19% off.

Kenneth Cole Winston

Kenneth Cole Winston

Brand Name: Kenneth Cole
Product Name: Winston
Gender: Men's
Color: Dark Brown Multi
Price: $129.03MSRP: $159.95

Cole Haan - Grand Remix Oxford. Color Truffle Nubuck/Irish Coffee. Low Stock. On sale for $117.00. MSRP $130.00. 10% off. 4.7 out of 5 stars

Low Stock

Cole Haan Grand Remix Oxford

Cole Haan Grand Remix Oxford

Brand Name: Cole Haan
Product Name: Grand Remix Oxford
Gender: Men's
Color: Truffle Nubuck/Irish Coffee
Price: $117MSRP: $130

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

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

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.

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

Clarks - Whiddon Cap. Color Mahogany Leather. On sale for $76.00. MSRP $95.00. 20% 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: $76MSRP: $95

Kenneth Cole - Beautiful Ballad Loafer. Color Medium Brown. On sale for $75.37. MSRP $98.95. 24% 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: $75.37MSRP: $98.95

Rockport - Cacey. Color Grey. Low Stock. On sale for $79.00. MSRP $139.95. 44% 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: $79MSRP: $139.95

Rockport - Cacey. Color Dark Blue. Low Stock. On sale for $69.60. 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: $69.60MSRP: $139.95

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