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Boots on Sale $50 & Under

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Size 9 Dress Round Toe Shoes On Sale

51 items found

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Deer Stags - Walkmaster Plain Toe Oxford. Color Black. On sale for $37.56. MSRP $110.00. 66% off. 3.6 out of 5 stars

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: $37.56MSRP: $110

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

Calvin Klein - Fasa. Color Black Patent. On sale for $69.00. MSRP $110.00. 37% off.

Calvin Klein Fasa

Calvin Klein Fasa

Brand Name: Calvin Klein
Product Name: Fasa
Gender: Men's
Color: Black Patent
Price: $69MSRP: $110

Cole Haan - Bedford Plain-Toe Oxford. Color British Tan. On sale for $101.14. MSRP $120.00. 16% 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: $101.14MSRP: $120

Clarks - Whiddon Apron. Color Black Tumbled. Low Stock. On sale for $52.99. MSRP $95.00. 44% off.

Low Stock

Clarks Whiddon Apron

Clarks Whiddon Apron

Brand Name: Clarks
Product Name: Whiddon Apron
Gender: Men's
Color: Black Tumbled
Price: $52.99MSRP: $95

Johnston & Murphy - Braydon Plain Toe. Color Grey. Low Stock. On sale for $83.40. MSRP $139.00. 40% off. 4.0 out of 5 stars

Low Stock

Johnston & Murphy Braydon Plain Toe

Johnston & Murphy Braydon Plain Toe

Brand Name: Johnston & Murphy
Product Name: Braydon Plain Toe
Gender: Men's
Color: Grey
Price: $83.40MSRP: $139

Clarks - Whiddon Cap. Color Mahogany Leather. On sale for $72.67. MSRP $95.00. 24% 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: $72.67MSRP: $95

Deer Stags - Oakland. Color Brown. On sale for $55.24. MSRP $90.00. 39% 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: $55.24MSRP: $90

Kenneth Cole - Captain Combat. Color Medium Brown. On sale for $84.00. MSRP $139.95. 40% off. 5.0 out of 5 stars

Kenneth Cole Captain Combat

Kenneth Cole Captain Combat

Brand Name: Kenneth Cole
Product Name: Captain Combat
Gender: Men's
Color: Medium Brown
Price: $84MSRP: $139.95

Johnston & Murphy - Hartley Plain Toe. Color Taupe. On sale for $147.50. MSRP $295.00. 50% off. 4.0 out of 5 stars

Johnston & Murphy Hartley Plain Toe

Johnston & Murphy Hartley Plain Toe

Brand Name: Johnston & Murphy
Product Name: Hartley Plain Toe
Gender: Men's
Color: Taupe
Price: $147.50MSRP: $295

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

Dansko - Carmella. Color Black Burnished Suede. Low Stock. On sale for $61.23. MSRP $174.95. 65% off. 4.4 out of 5 stars

Low Stock

Dansko Carmella

Dansko Carmella

Brand Name: Dansko
Product Name: Carmella
Gender: Women's
Color: Black Burnished Suede
Price: $61.23MSRP: $174.95

Clarks - Shepton. Color Sand Suede. On sale for $71.50. MSRP $110.00. 35% off. 1.7 out of 5 stars

Clarks Shepton

Clarks Shepton

Brand Name: Clarks
Product Name: Shepton
Gender: Men's
Color: Sand Suede
Price: $71.50MSRP: $110

Magnanni - 23037-00. Color Bone Suede. Low Stock. On sale for $446.25. MSRP $525.00. 15% off.

Low Stock

Magnanni 23037-00

Magnanni 23037-00

Brand Name: Magnanni
Product Name: 23037-00
Gender: Men's
Color: Bone Suede
Price: $446.25MSRP: $525

Johnston & Murphy - Jenson Longwing. Color Tan Italian Calfskin. On sale for $189.99. MSRP $295.00. 36% 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 Italian Calfskin
Price: $189.99MSRP: $295

Josef Seibel - Earl 08. Color Camel. Low Stock. On sale for $87.50. MSRP $175.00. 50% off. 4.0 out of 5 stars

Low Stock

Josef Seibel Earl 08

Josef Seibel Earl 08

Brand Name: Josef Seibel
Product Name: Earl 08
Gender: Men's
Color: Camel
Price: $87.50MSRP: $175

Deer Stags - Matthew. Color Brown. On sale for $60.09. MSRP $85.00. 29% off. 4.3 out of 5 stars

Deer Stags Matthew

Deer Stags Matthew

Brand Name: Deer Stags
Product Name: Matthew
Gender: Men's
Color: Brown
Price: $60.09MSRP: $85

Johnston & Murphy - Jenson Longwing. Color Black. On sale for $265.50. MSRP $295.00. 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: Black
Price: $265.50MSRP: $295

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

Florsheim - Duke. Color White. Low Stock. On sale for $148.50. MSRP $165.00. 10% off. 4.5 out of 5 stars

Low Stock

Florsheim Duke

Florsheim Duke

Brand Name: Florsheim
Product Name: Duke
Gender: Men's
Color: White
Price: $148.50MSRP: $165

Cole Haan - Grandpro Luxe Slip-On Sneakers. Color Spiced Brown Suede/Raven/Ivory. Low Stock. On sale for $142.24. MSRP $170.00. 16% off. 4.0 out of 5 stars

Low Stock

Cole Haan Grandpro Luxe Slip-On Sneakers

Cole Haan Grandpro Luxe Slip-On Sneakers

Brand Name: Cole Haan
Product Name: Grandpro Luxe Slip-On Sneakers
Gender: Men's
Color: Spiced Brown Suede/Raven/Ivory
Price: $142.24MSRP: $170

Cole Haan - Grandpro Angleace Sneakers. Color Light Sesame Nubuck/ Dusty Olive/Ivory. On sale for $122.58. MSRP $150.00. 18% off.

Cole Haan Grandpro Angleace Sneakers

Cole Haan Grandpro Angleace Sneakers

Brand Name: Cole Haan
Product Name: Grandpro Angleace Sneakers
Gender: Men's
Color: Light Sesame Nubuck/ Dusty Olive/Ivory
Price: $122.58MSRP: $150

Cole Haan - Grandpro Angleace Sneakers. Color Faded Denim Suede/Sea Stone/Glacier Grey. On sale for $135.00. MSRP $150.00. 10% off.

Cole Haan Grandpro Angleace Sneakers

Cole Haan Grandpro Angleace Sneakers

Brand Name: Cole Haan
Product Name: Grandpro Angleace Sneakers
Gender: Men's
Color: Faded Denim Suede/Sea Stone/Glacier Grey
Price: $135MSRP: $150

Thomas & Vine - Perkins. Color Grey. Low Stock. On sale for $76.99. MSRP $139.99. 45% off.

Low Stock

Thomas & Vine Perkins

Thomas & Vine Perkins

Brand Name: Thomas & Vine
Product Name: Perkins
Gender: Men's
Color: Grey
Price: $76.99MSRP: $139.99

Stacy Adams - Maxwell Plain Toe Demi Boot. Color Cognac. On sale for $93.50. MSRP $125.00. 25% off. 4.6 out of 5 stars

Stacy Adams Maxwell Plain Toe Demi Boot

Stacy Adams Maxwell Plain Toe Demi Boot

Brand Name: Stacy Adams
Product Name: Maxwell Plain Toe Demi Boot
Gender: Men's
Color: Cognac
Price: $93.50MSRP: $125

Bruno Magli - Arlo. Color Black Tumbled. On sale for $355.50. MSRP $395.00. 10% off.

Bruno Magli Arlo

Bruno Magli Arlo

Brand Name: Bruno Magli
Product Name: Arlo
Gender: Men's
Color: Black Tumbled
Price: $355.50MSRP: $395

Cole Haan - Go To Wing. Color Black/Gray Midsole. On sale for $98.61. MSRP $160.00. 38% off. 4.5 out of 5 stars

Cole Haan Go To Wing

Cole Haan Go To Wing

Brand Name: Cole Haan
Product Name: Go To Wing
Gender: Men's
Color: Black/Gray Midsole
Price: $98.61MSRP: $160

Stacy Adams - Synchro Elastic Lace Oxford. Color Black. On sale for $69.00. MSRP $115.00. 40% off. 4.4 out of 5 stars

Stacy Adams Synchro Elastic Lace Oxford

Stacy Adams Synchro Elastic Lace Oxford

Brand Name: Stacy Adams
Product Name: Synchro Elastic Lace Oxford
Gender: Men's
Color: Black
Price: $69MSRP: $115

johnnie-O - Topspin Oxford. Color Tan. Low Stock. On sale for $142.40. MSRP $178.00. 20% off.

Low Stock

johnnie-O Topspin Oxford

johnnie-O Topspin Oxford

Brand Name: johnnie-O
Product Name: Topspin Oxford
Gender: Men's
Color: Tan
Price: $142.40MSRP: $178

Born - Ryker Oxford. Color Chocolate (Espresso). On sale for $71.50. MSRP $130.00. 45% off. 1.5 out of 5 stars

Born Ryker Oxford

Born Ryker Oxford

Brand Name: Born
Product Name: Ryker Oxford
Gender: Men's
Color: Chocolate (Espresso)
Price: $71.50MSRP: $130

Born - Ryker Oxford. Color Black. On sale for $117.00. MSRP $130.00. 10% off. 1.5 out of 5 stars

Born Ryker Oxford

Born Ryker Oxford

Brand Name: Born
Product Name: Ryker Oxford
Gender: Men's
Color: Black
Price: $117MSRP: $130

Johnston & Murphy - Ellsworth Cap Toe. Color Brown/Tan Italian Calfskin. Low Stock. On sale for $253.30. MSRP $298.00. 15% off. 4.4 out of 5 stars

Low Stock

Johnston & Murphy Ellsworth Cap Toe

Johnston & Murphy Ellsworth Cap Toe

Brand Name: Johnston & Murphy
Product Name: Ellsworth Cap Toe
Gender: Men's
Color: Brown/Tan Italian Calfskin
Price: $253.30MSRP: $298

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

Johnston & Murphy - Upton Knit Wingtip. Color Brown Heathered Knit. On sale for $80.86. MSRP $159.00. 49% off. 4.8 out of 5 stars

Johnston & Murphy Upton Knit Wingtip

Johnston & Murphy Upton Knit Wingtip

Brand Name: Johnston & Murphy
Product Name: Upton Knit Wingtip
Gender: Men's
Color: Brown Heathered Knit
Price: $80.86MSRP: $159

Cole Haan - Grand Atlantic Oxford. Color Big Dipper Nubuck/Ivory. On sale for $109.44. MSRP $125.00. 12% off. 3.7 out of 5 stars

Cole Haan Grand Atlantic Oxford

Cole Haan Grand Atlantic Oxford

Brand Name: Cole Haan
Product Name: Grand Atlantic Oxford
Gender: Men's
Color: Big Dipper Nubuck/Ivory
Price: $109.44MSRP: $125

Dr. Martens - Sinclair Leather Platform Boots. Color Dark Taupe. On sale for $178.50. MSRP $210.00. 15% off.

Dr. Martens Sinclair Leather Platform Boots

Dr. Martens Sinclair Leather Platform Boots

Brand Name: Dr. Martens
Product Name: Sinclair Leather Platform Boots
Gender: Unisex
Color: Dark Taupe
Price: $178.50MSRP: $210

Cole Haan - 2.Zerogrand Laser Wing Tip Oxford Lined. Color Morel/Marmalade/Silver Birch. Low Stock. On sale for $151.20. MSRP $168.00. 10% off. 4.7 out of 5 stars

Low Stock

Cole Haan 2.Zerogrand Laser Wing Tip Oxford Lined

Cole Haan 2.Zerogrand Laser Wing Tip Oxford Lined

Brand Name: Cole Haan
Product Name: 2.Zerogrand Laser Wing Tip Oxford Lined
Gender: Men's
Color: Morel/Marmalade/Silver Birch
Price: $151.20MSRP: $168

Deer Stags - Oakland. Color Black. On sale for $59.99. MSRP $90.00. 33% off. 3.0 out of 5 stars

Deer Stags Oakland

Deer Stags Oakland

Brand Name: Deer Stags
Product Name: Oakland
Gender: Men's
Color: Black
Price: $59.99MSRP: $90

Nunn Bush - Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology. Color Brown CH. Low Stock. On sale for $74.75. MSRP $115.00. 35% off. 4.3 out of 5 stars

Low Stock

Nunn Bush Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology

Nunn Bush Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Brown CH
Price: $74.75MSRP: $115

Stacy Adams - Starleigh Rhinestone Slip-On. Color Black/Silver. On sale for $75.27. MSRP $90.00. 16% off. 4.0 out of 5 stars

Stacy Adams Starleigh Rhinestone Slip-On

Stacy Adams Starleigh Rhinestone Slip-On

Brand Name: Stacy Adams
Product Name: Starleigh Rhinestone Slip-On
Gender: Men's
Color: Black/Silver
Price: $75.27MSRP: $90

Stacy Adams - Simmons Bike Toe Lace-Up. Color Cognac. Low Stock. On sale for $116.40. MSRP $135.00. 14% off. 4.5 out of 5 stars

Low Stock

Stacy Adams Simmons Bike Toe Lace-Up

Stacy Adams Simmons Bike Toe Lace-Up

Brand Name: Stacy Adams
Product Name: Simmons Bike Toe Lace-Up
Gender: Men's
Color: Cognac
Price: $116.40MSRP: $135

Cole Haan - 2.Zerogrand Laser Wing Tip Oxford Lined. Color Irish Coffee Nubuck/Truffle/Molten Lava. On sale for $126.00. MSRP $168.00. 25% off. 4.7 out of 5 stars

Cole Haan 2.Zerogrand Laser Wing Tip Oxford Lined

Cole Haan 2.Zerogrand Laser Wing Tip Oxford Lined

Brand Name: Cole Haan
Product Name: 2.Zerogrand Laser Wing Tip Oxford Lined
Gender: Men's
Color: Irish Coffee Nubuck/Truffle/Molten Lava
Price: $126MSRP: $168

Tommy Hilfiger - Tarlin. Color Black. On sale for $99.82. MSRP $119.00. 16% off.

Tommy Hilfiger Tarlin

Tommy Hilfiger Tarlin

Brand Name: Tommy Hilfiger
Product Name: Tarlin
Gender: Men's
Color: Black
Price: $99.82MSRP: $119

Stacy Adams - Starleigh Rhinestone Slip-On. Color Black. Low Stock. On sale for $70.96. MSRP $90.00. 21% off. 4.0 out of 5 stars

Low Stock

Stacy Adams Starleigh Rhinestone Slip-On

Stacy Adams Starleigh Rhinestone Slip-On

Brand Name: Stacy Adams
Product Name: Starleigh Rhinestone Slip-On
Gender: Men's
Color: Black
Price: $70.96MSRP: $90

Johnston & Murphy - Lewis Cap Toe. Color Black Full Grain Leather. Low Stock. On sale for $134.10. MSRP $149.00. 10% off. 4.4 out of 5 stars

Low Stock

Johnston & Murphy Lewis Cap Toe

Johnston & Murphy Lewis Cap Toe

Brand Name: Johnston & Murphy
Product Name: Lewis Cap Toe
Gender: Men's
Color: Black Full Grain Leather
Price: $134.10MSRP: $149

Johnston & Murphy - Lewis Cap Toe. Color Tan Full Grain Leather. Low Stock. On sale for $134.10. MSRP $149.00. 10% off. 4.4 out of 5 stars

Low Stock

Johnston & Murphy Lewis Cap Toe

Johnston & Murphy Lewis Cap Toe

Brand Name: Johnston & Murphy
Product Name: Lewis Cap Toe
Gender: Men's
Color: Tan Full Grain Leather
Price: $134.10MSRP: $149

TOMS - Navi Oxford Dress Casual. Color Oatmeal Heavy Twill/Suede. On sale for $78.12. MSRP $99.95. 22% off. 4.6 out of 5 stars

TOMS Navi Oxford Dress Casual

TOMS Navi Oxford Dress Casual

Brand Name: TOMS
Product Name: Navi Oxford Dress Casual
Gender: Men's
Color: Oatmeal Heavy Twill/Suede
Price: $78.12MSRP: $99.95

Frye - Barrett Lace Up. Color Cognac. On sale for $198.40. MSRP $248.00. 20% off. 5.0 out of 5 stars

Frye Barrett Lace Up

Frye Barrett Lace Up

Brand Name: Frye
Product Name: Barrett Lace Up
Gender: Men's
Color: Cognac
Price: $198.40MSRP: $248

Frye - Barrett Lace Up. Color Black. On sale for $223.20. MSRP $248.00. 10% off. 5.0 out of 5 stars

Frye Barrett Lace Up

Frye Barrett Lace Up

Brand Name: Frye
Product Name: Barrett Lace Up
Gender: Men's
Color: Black
Price: $223.20MSRP: $248

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 - Upton Plain Toe. Color Navy Nubuck. On sale for $99.99. MSRP $159.00. 37% off. 4.4 out of 5 stars

Johnston & Murphy Upton Plain Toe

Johnston & Murphy Upton Plain Toe

Brand Name: Johnston & Murphy
Product Name: Upton Plain Toe
Gender: Men's
Color: Navy Nubuck
Price: $99.99MSRP: $159