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Boots on Sale $50 & Under

Shop Boots Deals

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Size 8.5 Office & Career On Sale Products

23 items found

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Deer Stags - Walkmaster Plain Toe Oxford. Color Black. Low Stock. On sale for $31.80. MSRP $110.00. 71% off. 3.6 out of 5 stars

Low Stock

Deer Stags Walkmaster Plain Toe Oxford

Deer Stags Walkmaster Plain Toe Oxford

Brand Name: Deer Stags
Product Name: Walkmaster Plain Toe Oxford
Gender: Men's
Color: Black
Price: $31.80MSRP: $110

ECCO - St.1 Hybrid Penny Loafer. Color Cognac. Low Stock. On sale for $75.00. MSRP $250.00. 70% 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: Cognac
Price: $75MSRP: $250

Johnston & Murphy - Sullivan Cap Toe. Color Espresso Italian Calfskin. On sale for $119.40. MSRP $199.00. 40% 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: $119.40MSRP: $199

Deer Stags - Oakland. Color Brown. On sale for $56.00. MSRP $90.00. 38% off. 3.0 out of 5 stars

Deer Stags Oakland

Deer Stags Oakland

Brand Name: Deer Stags
Product Name: Oakland
Gender: Men's
Color: Brown
Price: $56MSRP: $90

Kenneth Cole - Armand. Color Black. On sale for $76.26. 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: $76.26MSRP: $108.95

Kenneth Cole - Armand. Color Medium Brown. On sale for $71.22. 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: $71.22MSRP: $108.95

Cole Haan - Bedford Plain-Toe Oxford. Color British Tan. On sale for $98.90. 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: $98.90MSRP: $120

Nunn Bush - MAC Moccasin Toe Oxford. Color Black. Low Stock. On sale for $50.00. MSRP $100.00. 50% off. 5.0 out of 5 stars

Low Stock

Nunn Bush MAC Moccasin Toe Oxford

Nunn Bush MAC Moccasin Toe Oxford

Brand Name: Nunn Bush
Product Name: MAC Moccasin Toe Oxford
Gender: Men's
Color: Black
Price: $50MSRP: $100

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

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

Kenneth Cole - Beautiful Ballad Loafer. Color Medium Brown. On sale for $69.92. MSRP $98.95. 29% 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: $69.92MSRP: $98.95

ECCO - St.1 Hybrid Penny Loafer. Color Night Sky. On sale for $123.38. 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: $123.38MSRP: $250

Born - Cambridge. Color Black. Low Stock. On sale for $121.50. MSRP $135.00. 10% off.

Low Stock

Born Cambridge

Born Cambridge

Brand Name: Born
Product Name: Cambridge
Gender: Men's
Color: Black
Price: $121.50MSRP: $135

Stacy Adams - Gill Saddle Slip-On Loafer. Color Mushroom Multi. Low Stock. On sale for $75.30. MSRP $104.95. 28% 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: $75.30MSRP: $104.95

Cole Haan - Chamberlin Grand Plain Toe Oxfords. Color British Tan Nubuck/Black Water Resistant. On sale for $115.58. 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: $115.58MSRP: $130

Steve Madden - Paulson. Color Black. On sale for $109.17. MSRP $130.00. 16% off.

Steve Madden Paulson

Steve Madden Paulson

Brand Name: Steve Madden
Product Name: Paulson
Gender: Men's
Color: Black
Price: $109.17MSRP: $130

Vince Camuto - Lyre. Color Cognac/Brown. Low Stock. On sale for $134.10. MSRP $149.00. 10% off. 4.0 out of 5 stars

Low Stock

Vince Camuto Lyre

Vince Camuto Lyre

Brand Name: Vince Camuto
Product Name: Lyre
Gender: Men's
Color: Cognac/Brown
Price: $134.10MSRP: $149

BILLY Footwear - Work Comfort Lo. Color Black/Black. On sale for $58.11. MSRP $90.00. 35% 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: $58.11MSRP: $90

Cole Haan - Grand Remix Oxford. Color Raven Nubuck/Quiet Shade/Paloma. On sale for $117.00. MSRP $130.00. 10% off. 4.6 out of 5 stars

Cole Haan Grand Remix Oxford

Cole Haan Grand Remix Oxford

Brand Name: Cole Haan
Product Name: Grand Remix Oxford
Gender: Men's
Color: Raven Nubuck/Quiet Shade/Paloma
Price: $117MSRP: $130

Florsheim - Renegade Moc Toe Penny Loafer. Color Cognac Multi. On sale for $114.64. MSRP $145.00. 21% 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: $114.64MSRP: $145

Florsheim - Forecast Waterproof Bike Toe Oxford. Color Cognac Smooth. Low Stock. On sale for $140.00. MSRP $160.00. 13% off. 4.5 out of 5 stars

Low Stock

Florsheim Forecast Waterproof Bike Toe Oxford

Florsheim Forecast Waterproof Bike Toe Oxford

Brand Name: Florsheim
Product Name: Forecast Waterproof Bike Toe Oxford
Gender: Men's
Color: Cognac Smooth
Price: $140MSRP: $160

PIKOLINOS - Navarra M8C. Color Brandy 1. Low Stock. On sale for $189.00. MSRP $210.00. 10% off. 1.0 out of 5 stars

Low Stock

PIKOLINOS Navarra M8C

PIKOLINOS Navarra M8C

Brand Name: PIKOLINOS
Product Name: Navarra M8C
Gender: Men's
Color: Brandy 1
Price: $189MSRP: $210

Steve Madden - Jabrian. Color Tan. Low Stock. On sale for $100.53. MSRP $130.00. 23% off.

Low Stock

Steve Madden Jabrian

Steve Madden Jabrian

Brand Name: Steve Madden
Product Name: Jabrian
Gender: Men's
Color: Tan
Price: $100.53MSRP: $130