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Boots on Sale $50 & Under

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Size 9.5 Leather Office & Career Shoes

23 items found

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Johnston & Murphy - Archer Cap Toe. Color Cognac. On sale for $69.50. MSRP $139.00. 50% off.

Johnston & Murphy Archer Cap Toe

Johnston & Murphy Archer Cap Toe

Brand Name: Johnston & Murphy
Product Name: Archer Cap Toe
Gender: Men's
Color: Cognac
Price: $69.50MSRP: $139

Cole Haan - Grand Remix Oxfords. Color Dark Chocolate/Silver Birch. On sale for $117.00. MSRP $130.00. 10% off. 4.5 out of 5 stars

Cole Haan Grand Remix Oxfords

Cole Haan Grand Remix Oxfords

Brand Name: Cole Haan
Product Name: Grand Remix Oxfords
Gender: Men's
Color: Dark Chocolate/Silver Birch
Price: $117MSRP: $130

Cole Haan - Modern Essentials Wing Oxford. Color Black Waterproof. On sale for $164.99. MSRP $180.00. 8% off. 5.0 out of 5 stars

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: Black Waterproof
Price: $164.99MSRP: $180

Steve Madden - Paulson. Color Black. On sale for $118.77. MSRP $130.00. 9% off.

Steve Madden Paulson

Steve Madden Paulson

Brand Name: Steve Madden
Product Name: Paulson
Gender: Men's
Color: Black
Price: $118.77MSRP: $130

Johnston & Murphy - Cormac Cap Toe. Color Brown/Tan Italian Calfskin. Low Stock. On sale for $172.42. MSRP $229.90. 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: Brown/Tan Italian Calfskin
Price: $172.42MSRP: $229.90

Cole Haan - Bedford Plain-Toe Oxford. Color British Tan. On sale for $102.53. 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: $102.53MSRP: $120

Cole Haan - Nantucket Deck Slipon. Color Black/Ivory. Low Stock. On sale for $81.00. MSRP $90.00. 10% off. 4.3 out of 5 stars

Low Stock

Cole Haan Nantucket Deck Slipon

Cole Haan Nantucket Deck Slipon

Brand Name: Cole Haan
Product Name: Nantucket Deck Slipon
Gender: Men's
Color: Black/Ivory
Price: $81MSRP: $90

Stacy Adams - Reynolds Cap Toe Lace-Up. Color Gray Multi. Low Stock. On sale for $78.00. MSRP $130.00. 40% off. 4.0 out of 5 stars

Low Stock

Stacy Adams Reynolds Cap Toe Lace-Up

Stacy Adams Reynolds Cap Toe Lace-Up

Brand Name: Stacy Adams
Product Name: Reynolds Cap Toe Lace-Up
Gender: Men's
Color: Gray Multi
Price: $78MSRP: $130

Stacy Adams - Gill Saddle Slip-On Loafer. Color Mushroom Multi. Low Stock. On sale for $76.11. MSRP $104.95. 27% 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: $76.11MSRP: $104.95

Stacy Adams - Glendon Slip-On Loafer. Color Blue. Low Stock. On sale for $76.96. MSRP $109.95. 30% off. 5.0 out of 5 stars

Low Stock

Stacy Adams Glendon Slip-On Loafer

Stacy Adams Glendon Slip-On Loafer

Brand Name: Stacy Adams
Product Name: Glendon Slip-On Loafer
Gender: Men's
Color: Blue
Price: $76.96MSRP: $109.95

Stacy Adams - Kinsley. Color Black. On sale for $79.99. MSRP $90.00. 11% off. 4.7 out of 5 stars

Stacy Adams Kinsley

Stacy Adams Kinsley

Brand Name: Stacy Adams
Product Name: Kinsley
Gender: Men's
Color: Black
Price: $79.99MSRP: $90

Stacy Adams - Reynolds Cap Toe Lace-Up. Color Burgundy Multi. Low Stock. On sale for $78.00. MSRP $130.00. 40% off. 4.0 out of 5 stars

Low Stock

Stacy Adams Reynolds Cap Toe Lace-Up

Stacy Adams Reynolds Cap Toe Lace-Up

Brand Name: Stacy Adams
Product Name: Reynolds Cap Toe Lace-Up
Gender: Men's
Color: Burgundy Multi
Price: $78MSRP: $130

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 - Conard 2.0 Plain Toe. Color Tan. Low Stock. On sale for $123.75. MSRP $165.00. 25% off. 4.3 out of 5 stars

Low Stock

Johnston & Murphy Conard 2.0 Plain Toe

Johnston & Murphy Conard 2.0 Plain Toe

Brand Name: Johnston & Murphy
Product Name: Conard 2.0 Plain Toe
Gender: Men's
Color: Tan
Price: $123.75MSRP: $165

Tommy Hilfiger - Creagan. Color Black Leather. On sale for $74.50. MSRP $149.00. 50% off.

Tommy Hilfiger Creagan

Tommy Hilfiger Creagan

Brand Name: Tommy Hilfiger
Product Name: Creagan
Gender: Men's
Color: Black Leather
Price: $74.50MSRP: $149

Born - Cambridge. Color Black. On sale for $79.95. MSRP $135.00. 41% off.

Born Cambridge

Born Cambridge

Brand Name: Born
Product Name: Cambridge
Gender: Men's
Color: Black
Price: $79.95MSRP: $135

Born - Cambridge. Color Dark Brown (Braken). On sale for $121.50. MSRP $135.00. 10% off.

Born Cambridge

Born Cambridge

Brand Name: Born
Product Name: Cambridge
Gender: Men's
Color: Dark Brown (Braken)
Price: $121.50MSRP: $135

Florsheim - Renegade Moc Toe Penny Loafer. Color Cognac Multi. On sale for $115.56. MSRP $145.00. 20% off. 4.3 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: $115.56MSRP: $145

Johnston & Murphy - Gibbons Wingtip. Color Tan Hand/Stained Full Grain. On sale for $83.85. MSRP $129.00. 35% 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: $83.85MSRP: $129

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

PIKOLINOS - Navarra M8C. Color Black 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: Black 1
Price: $189MSRP: $210

ECCO - St.1 Hybrid Penny Loafer. Color Night Sky. On sale for $129.95. MSRP $250.00. 48% 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: $129.95MSRP: $250

Marc Joseph New York - Bryant Park Weave. Color Black Grainy. Low Stock. On sale for $136.50. MSRP $195.00. 30% off.

Low Stock

Marc Joseph New York Bryant Park Weave

Marc Joseph New York Bryant Park Weave

Brand Name: Marc Joseph New York
Product Name: Bryant Park Weave
Gender: Men's
Color: Black Grainy
Price: $136.50MSRP: $195