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Boots on Sale $50 & Under

Shop Boots Deals

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Size 8.5 Office & Career Comfort Products

23 items found

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Steve Madden - Jabrian. Color Tan. Low Stock. On sale for $39.00. MSRP $130.00. 70% off.

Low Stock

Steve Madden Jabrian

Steve Madden Jabrian

Brand Name: Steve Madden
Product Name: Jabrian
Gender: Men's
Color: Tan
Price: $39MSRP: $130

Cole Haan - Bedford Plain-Toe Oxford. Color British Tan. On sale for $101.56. MSRP $120.00. 15% 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: $101.56MSRP: $120

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 $71.25. MSRP $95.00. 25% 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: $71.25MSRP: $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

Kenneth Cole - Nio Wing Lace Up Oxford. Color Black Leather. On sale for $76.30. MSRP $108.95. 30% 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: $76.30MSRP: $108.95

Stacy Adams - Gill Saddle Slip-On Loafer. Color Mushroom Multi. Low Stock. On sale for $85.50. MSRP $104.95. 19% off. 4.5 out of 5 stars

Low Stock

Stacy Adams Gill Saddle Slip-On Loafer

Stacy Adams Gill Saddle Slip-On Loafer

Brand Name: Stacy Adams
Product Name: Gill Saddle Slip-On Loafer
Gender: Men's
Color: Mushroom Multi
Price: $85.50MSRP: $104.95

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

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

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 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 $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: Medium Brown
Price: $76.30MSRP: $108.95

Samuel Hubbard - Frequent Traveler Loafer. Color Black. $285.00. 4.5 out of 5 stars

Samuel Hubbard Frequent Traveler Loafer

Samuel Hubbard Frequent Traveler Loafer

Brand Name: Samuel Hubbard
Product Name: Frequent Traveler Loafer
Gender: Men's
Color: Black
Price: $285

Johnston & Murphy - Cormac Cap Toe. Color Black Italian Calfskin. Low Stock. On sale for $265.50. MSRP $295.00. 10% 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: $265.50MSRP: $295

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

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

Florsheim - Renegade Moc Toe Penny Loafer. Color Cognac Multi. On sale for $118.14. MSRP $145.00. 19% 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: $118.14MSRP: $145

Cole Haan - Judson Grand Wingtip Oxfords. Color Raven Suede/Dark Natural. On sale for $187.15. MSRP $225.00. 17% 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: $187.15MSRP: $225

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

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