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Boots on Sale $50 & Under

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Men's Size 8 Medium Size Office & Career Products

34 items found

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Cole Haan - Bedford Plain-Toe Oxford. Color British Tan. On sale for $97.96. 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: $97.96MSRP: $120

Clarks - Whiddon Cap. Color Mahogany Leather. On sale for $77.99. MSRP $95.00. 18% 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: $77.99MSRP: $95

Cole Haan - Chamberlin Grand Plain Toe Oxfords. Color British Tan Nubuck/Black Water Resistant. On sale for $116.07. MSRP $130.00. 11% 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: $116.07MSRP: $130

Born - Cambridge. Color Black. 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: Black
Price: $87.75MSRP: $135

Johnston & Murphy - Jenson Plain Toe. Color Tan European Calfskin. Low Stock. On sale for $206.25. MSRP $275.00. 25% 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: $206.25MSRP: $275

Cole Haan - Judson Grand Wingtip Oxfords. Color Raven Suede/Dark Natural. On sale for $176.13. MSRP $225.00. 22% 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: $176.13MSRP: $225

Clarks - Whiddon Apron. Color Black Tumbled. Low Stock. On sale for $79.69. 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: $79.69MSRP: $95

Nunn Bush - Stark Cap Toe Oxford Leather Business Formal Derby Dress Casual Lace-Up. Color Cognac. On sale for $74.38. MSRP $100.00. 26% 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: $74.38MSRP: $100

Kenneth Cole - Armand. Color Black. On sale for $80.88. MSRP $108.95. 26% 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: $80.88MSRP: $108.95

Kenneth Cole - Armand. Color Medium Brown. On sale for $71.26. MSRP $108.95. 35% 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: $71.26MSRP: $108.95

Johnston & Murphy - Calder Chukka. Color Mahogany Full Grain. On sale for $82.60. 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: $82.60MSRP: $165

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

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

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

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

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 $69.60. 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

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

Kenneth Cole - Wilhem. Color Mocha. On sale for $132.00. MSRP $164.95. 20% off.

Kenneth Cole Wilhem

Kenneth Cole Wilhem

Brand Name: Kenneth Cole
Product Name: Wilhem
Gender: Men's
Color: Mocha
Price: $132MSRP: $164.95

Kenneth Cole - Wilhem. Color Light Brown. On sale for $132.00. MSRP $164.95. 20% off.

Kenneth Cole Wilhem

Kenneth Cole Wilhem

Brand Name: Kenneth Cole
Product Name: Wilhem
Gender: Men's
Color: Light Brown
Price: $132MSRP: $164.95

Kenneth Cole - Winston. Color Mocha Multi. On sale for $111.45. 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: $111.45MSRP: $159.95

Kenneth Cole - Winston. Color Dark Brown Multi. On sale for $128.00. MSRP $159.95. 20% off.

Kenneth Cole Winston

Kenneth Cole Winston

Brand Name: Kenneth Cole
Product Name: Winston
Gender: Men's
Color: Dark Brown Multi
Price: $128MSRP: $159.95

Deer Stags - Uplift. Color Brown/Dark Brown. On sale for $84.68. MSRP $90.00. 6% off.

Deer Stags Uplift

Deer Stags Uplift

Brand Name: Deer Stags
Product Name: Uplift
Gender: Men's
Color: Brown/Dark Brown
Price: $84.68MSRP: $90

Stacy Adams - Finney Cap Toe Chelsea Boot. Color Navy Multi. Low Stock. On sale for $118.82. MSRP $160.00. 26% 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: $118.82MSRP: $160

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

Johnston & Murphy - Cormac Cap Toe. Color Black Italian Calfskin. Low Stock. On sale for $147.50. MSRP $295.00. 50% 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: $147.50MSRP: $295

HUGO BOSS - Colby Smooth Leather Derby Dress Shoes. Color Burnt Caramel. Low Stock. $199.00.

Low Stock

HUGO BOSS Colby Smooth Leather Derby Dress Shoes

HUGO BOSS Colby Smooth Leather Derby Dress Shoes

Brand Name: HUGO BOSS
Product Name: Colby Smooth Leather Derby Dress Shoes
Gender: Men's
Color: Burnt Caramel
Price: $199

Dr. Scholl's - Sync Chill Slip On Loafer. Color Tan Smooth. On sale for $66.61. MSRP $90.00. 26% off. 3.7 out of 5 stars

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: $66.61MSRP: $90

COACH - Cooper Loafer. Color Black. $275.00.

COACH Cooper Loafer

COACH Cooper Loafer

Brand Name: COACH
Product Name: Cooper Loafer
Gender: Men's
Color: Black
Price: $275

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

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

Steve Madden - Pippen. Color Black. Low Stock. On sale for $95.45. MSRP $125.00. 24% off.

Low Stock

Steve Madden Pippen

Steve Madden Pippen

Brand Name: Steve Madden
Product Name: Pippen
Gender: Men's
Color: Black
Price: $95.45MSRP: $125

Stacy Adams - Scottie Lace-Up. Color Black Patent. Low Stock. On sale for $76.76. MSRP $85.00. 10% off.

Low Stock

Stacy Adams Scottie Lace-Up

Stacy Adams Scottie Lace-Up

Brand Name: Stacy Adams
Product Name: Scottie Lace-Up
Gender: Men's
Color: Black Patent
Price: $76.76MSRP: $85