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Boots on Sale $50 & Under

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Men's Size 9.5 Office & Career Shoes

36 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

Kenneth Cole - Armand. Color Black. On sale for $65.40. MSRP $108.95. 40% 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: $65.40MSRP: $108.95

Kenneth Cole - Beautiful Ballad Loafer. Color Medium Brown. On sale for $59.71. MSRP $98.95. 40% 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: $59.71MSRP: $98.95

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

Merrell - Jungle Moc Nubuck. Color Brown Nubuck. On sale for $99.00. MSRP $110.00. 10% off. 4.6 out of 5 stars

Merrell Jungle Moc Nubuck

Merrell Jungle Moc Nubuck

Brand Name: Merrell
Product Name: Jungle Moc Nubuck
Gender: Men's
Color: Brown Nubuck
Price: $99MSRP: $110

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 $121.73. MSRP $130.00. 6% off.

Steve Madden Paulson

Steve Madden Paulson

Brand Name: Steve Madden
Product Name: Paulson
Gender: Men's
Color: Black
Price: $121.73MSRP: $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

Kenneth Cole - Armand. Color Medium Brown. On sale for $65.40. MSRP $108.95. 40% 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: $65.40MSRP: $108.95

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 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

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

Johnston & Murphy - Flynch Cap Toe. Color Tan Italian Calfskin. Low Stock. On sale for $268.20. MSRP $298.00. 10% off. 3.1 out of 5 stars

Low Stock

Johnston & Murphy Flynch Cap Toe

Johnston & Murphy Flynch Cap Toe

Brand Name: Johnston & Murphy
Product Name: Flynch Cap Toe
Gender: Men's
Color: Tan Italian Calfskin
Price: $268.20MSRP: $298

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

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

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 - Gill Saddle Slip-On Loafer. Color Mushroom Multi. Low Stock. On sale for $77.95. MSRP $104.95. 26% 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: $77.95MSRP: $104.95

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

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

Low Stock

Stacy Adams Kinsley

Stacy Adams Kinsley

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

Magnanni - Leone. Color Tabaco. Low Stock. On sale for $427.50. MSRP $475.00. 10% off.

Low Stock

Magnanni Leone

Magnanni Leone

Brand Name: Magnanni
Product Name: Leone
Gender: Men's
Color: Tabaco
Price: $427.50MSRP: $475

Magnanni - Jonas. Color Taupe. Low Stock. On sale for $367.50. MSRP $525.00. 30% off.

Low Stock

Magnanni Jonas

Magnanni Jonas

Brand Name: Magnanni
Product Name: Jonas
Gender: Men's
Color: Taupe
Price: $367.50MSRP: $525

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

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

Magnanni - Malta. Color Cognac. On sale for $299.99. MSRP $465.00. 35% off.

Magnanni Malta

Magnanni Malta

Brand Name: Magnanni
Product Name: Malta
Gender: Men's
Color: Cognac
Price: $299.99MSRP: $465

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

Cole Haan - Bedford Plain-Toe Oxford. Color British Tan. On sale for $103.19. MSRP $120.00. 14% 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: $103.19MSRP: $120

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

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

Rockport - Cacey. Color Dark Blue. Low Stock. On sale for $125.95. MSRP $139.95. 10% 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: $125.95MSRP: $139.95

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

Johnston & Murphy - Cormac Cap Toe. Color Black Italian Calfskin. On sale for $236.00. MSRP $295.00. 20% off. 4.7 out of 5 stars

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: $236MSRP: $295

Johnston & Murphy - Jenson Plain Toe. Color Tan European Calfskin. On sale for $247.50. MSRP $275.00. 10% off. 4.1 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: Tan European Calfskin
Price: $247.50MSRP: $275

Johnston & Murphy - Jenson Longwing. Color Tan European Calfskin. On sale for $247.50. MSRP $275.00. 10% off. 4.1 out of 5 stars

Johnston & Murphy Jenson Longwing

Johnston & Murphy Jenson Longwing

Brand Name: Johnston & Murphy
Product Name: Jenson Longwing
Gender: Men's
Color: Tan European Calfskin
Price: $247.50MSRP: $275