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Boots on Sale $50 & Under

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Size 9.5 Leather Dress Round Toe Shoes

31 items found

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Cole Haan - Bedford Plain-Toe Oxford. Color British Tan. On sale for $98.30. 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: $98.30MSRP: $120

Clarks - Whiddon Cap. Color Mahogany Leather. On sale for $77.99. MSRP $95.00. 18% 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: $77.99MSRP: $95

Bruno Magli - Arlo. Color White. Low Stock. On sale for $217.25. MSRP $395.00. 45% off.

Low Stock

Bruno Magli Arlo

Bruno Magli Arlo

Brand Name: Bruno Magli
Product Name: Arlo
Gender: Men's
Color: White
Price: $217.25MSRP: $395

Steve Madden - Harpoon. Color Black Leather. On sale for $79.52. MSRP $99.99. 20% off. 4.0 out of 5 stars

Steve Madden Harpoon

Steve Madden Harpoon

Brand Name: Steve Madden
Product Name: Harpoon
Gender: Men's
Color: Black Leather
Price: $79.52MSRP: $99.99

Florsheim - Renegade Moc Toe Penny Loafer. Color Cognac Multi. On sale for $115.96. MSRP $145.00. 20% 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: $115.96MSRP: $145

PIKOLINOS - Navarra M8C. Color Blue 1. Low Stock. On sale for $63.00. MSRP $210.00. 70% 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: Blue 1
Price: $63MSRP: $210

PIKOLINOS - Navarra M8C. Color Black 1. Low Stock. On sale for $105.00. MSRP $210.00. 50% 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: $105MSRP: $210

Cole Haan - Grand Remix Apron Toe Oxfords. Color Black. On sale for $126.00. MSRP $140.00. 10% off. 4.0 out of 5 stars

Cole Haan Grand Remix Apron Toe Oxfords

Cole Haan Grand Remix Apron Toe Oxfords

Brand Name: Cole Haan
Product Name: Grand Remix Apron Toe Oxfords
Gender: Men's
Color: Black
Price: $126MSRP: $140

Cole Haan - Grandpro Angleace Sneakers. Color Raven/Black/Silver Birch. On sale for $144.00. MSRP $160.00. 10% off. 5.0 out of 5 stars

Cole Haan Grandpro Angleace Sneakers

Cole Haan Grandpro Angleace Sneakers

Brand Name: Cole Haan
Product Name: Grandpro Angleace Sneakers
Gender: Men's
Color: Raven/Black/Silver Birch
Price: $144MSRP: $160

Deer Stags - Bangor. Color Redwood/Dark Brown. On sale for $49.50. MSRP $90.00. 45% off. 3.9 out of 5 stars

Deer Stags Bangor

Deer Stags Bangor

Brand Name: Deer Stags
Product Name: Bangor
Gender: Men's
Color: Redwood/Dark Brown
Price: $49.50MSRP: $90

Stacy Adams - Gill Saddle Slip-On Loafer. Color Mushroom Multi. Low Stock. On sale for $80.12. MSRP $104.95. 24% off. 4.7 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: $80.12MSRP: $104.95

Nunn Bush - Stark Cap Toe Oxford Leather Business Formal Derby Dress Casual Lace-Up. Color Cognac. On sale for $69.95. MSRP $100.00. 30% 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: $69.95MSRP: $100

Johnston & Murphy - Jenson Longwing. Color Tan Italian Calfskin. Low Stock. On sale for $250.75. MSRP $295.00. 15% off. 4.1 out of 5 stars

Low Stock

Johnston & Murphy Jenson Longwing

Johnston & Murphy Jenson Longwing

Brand Name: Johnston & Murphy
Product Name: Jenson Longwing
Gender: Men's
Color: Tan Italian Calfskin
Price: $250.75MSRP: $295

Kenneth Cole - Tully Cap Toe Oxford. Color Dark Grey Leather. On sale for $86.99. MSRP $159.95. 46% off. 3.0 out of 5 stars

Kenneth Cole Tully Cap Toe Oxford

Kenneth Cole Tully Cap Toe Oxford

Brand Name: Kenneth Cole
Product Name: Tully Cap Toe Oxford
Gender: Men's
Color: Dark Grey Leather
Price: $86.99MSRP: $159.95

Cole Haan - Grandpro Angleace Sneakers. Color Light Sesame Nubuck/ Dusty Olive/Ivory. Low Stock. On sale for $75.00. MSRP $150.00. 50% off. 5.0 out of 5 stars

Low Stock

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: $75MSRP: $150

ECCO - Metropole Milan Chukka Boots. Color Camel Suede. On sale for $135.60. MSRP $194.95. 30% off. 4.0 out of 5 stars

ECCO Metropole Milan Chukka Boots

ECCO Metropole Milan Chukka Boots

Brand Name: ECCO
Product Name: Metropole Milan Chukka Boots
Gender: Men's
Color: Camel Suede
Price: $135.60MSRP: $194.95

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

Nunn Bush - Centro Flex Wing Tip Oxford. Color Brown Crazy Horse. On sale for $79.95. MSRP $110.00. 27% off. 4.3 out of 5 stars

Nunn Bush Centro Flex Wing Tip Oxford

Nunn Bush Centro Flex Wing Tip Oxford

Brand Name: Nunn Bush
Product Name: Centro Flex Wing Tip Oxford
Gender: Men's
Color: Brown Crazy Horse
Price: $79.95MSRP: $110

Born - Ryker. Color Brown (Wood). On sale for $90.00. MSRP $150.00. 40% off. 1.0 out of 5 stars

Born Ryker

Born Ryker

Brand Name: Born
Product Name: Ryker
Gender: Men's
Color: Brown (Wood)
Price: $90MSRP: $150

Johnston & Murphy - Upton Plain Toe. Color Navy Nubuck. Low Stock. On sale for $79.50. MSRP $159.00. 50% off. 4.4 out of 5 stars

Low Stock

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: $79.50MSRP: $159

PIKOLINOS - Navarra M8C. Color Brandy 1. Low Stock. On sale for $105.00. MSRP $210.00. 50% 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: $105MSRP: $210

Clarks - Steadwell Mid. Color Black Leather. Low Stock. On sale for $99.00. MSRP $110.00. 10% off.

Low Stock

Clarks Steadwell Mid

Clarks Steadwell Mid

Brand Name: Clarks
Product Name: Steadwell Mid
Gender: Men's
Color: Black Leather
Price: $99MSRP: $110

Cole Haan - Originalgrand Cityspectre Wholecut Oxfords. Color Woodbury/Silver Birch. On sale for $171.00. MSRP $190.00. 10% off.

Cole Haan Originalgrand Cityspectre Wholecut Oxfords

Cole Haan Originalgrand Cityspectre Wholecut Oxfords

Brand Name: Cole Haan
Product Name: Originalgrand Cityspectre Wholecut Oxfords
Gender: Men's
Color: Woodbury/Silver Birch
Price: $171MSRP: $190

Cole Haan - Originalgrand Cityspectre Wholecut Oxfords. Color Dark Chocolate/Dark Natural/Silver Birch. On sale for $133.00. MSRP $190.00. 30% off.

Cole Haan Originalgrand Cityspectre Wholecut Oxfords

Cole Haan Originalgrand Cityspectre Wholecut Oxfords

Brand Name: Cole Haan
Product Name: Originalgrand Cityspectre Wholecut Oxfords
Gender: Men's
Color: Dark Chocolate/Dark Natural/Silver Birch
Price: $133MSRP: $190

Cole Haan - Originalgrand Cityspectre Wholecut Oxfords. Color Truffle Nubuck/Dark Natural/Angora. On sale for $133.00. MSRP $190.00. 30% off.

Cole Haan Originalgrand Cityspectre Wholecut Oxfords

Cole Haan Originalgrand Cityspectre Wholecut Oxfords

Brand Name: Cole Haan
Product Name: Originalgrand Cityspectre Wholecut Oxfords
Gender: Men's
Color: Truffle Nubuck/Dark Natural/Angora
Price: $133MSRP: $190

Cole Haan - Grand Remix Apron Toe Oxfords. Color Sequoia Nubuck/Dark Chocolate/Truffle. On sale for $126.00. MSRP $140.00. 10% off. 4.0 out of 5 stars

Cole Haan Grand Remix Apron Toe Oxfords

Cole Haan Grand Remix Apron Toe Oxfords

Brand Name: Cole Haan
Product Name: Grand Remix Apron Toe Oxfords
Gender: Men's
Color: Sequoia Nubuck/Dark Chocolate/Truffle
Price: $126MSRP: $140

Steve Madden - Nunan. Color Tan. Low Stock. $79.99. 4.4 out of 5 stars

Low Stock

Steve Madden Nunan

Steve Madden Nunan

Brand Name: Steve Madden
Product Name: Nunan
Gender: Men's
Color: Tan
Price: $79.99

Nunn Bush - Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology. Color Brown CH. On sale for $98.72. MSRP $115.00. 14% off. 4.2 out of 5 stars

Nunn Bush Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology

Nunn Bush Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Brown CH
Price: $98.72MSRP: $115

Johnston & Murphy - Flynch Braided Strap Loafer. Color Black Italian Calfskin. On sale for $278.80. MSRP $328.00. 15% off.

Johnston & Murphy Flynch Braided Strap Loafer

Johnston & Murphy Flynch Braided Strap Loafer

Brand Name: Johnston & Murphy
Product Name: Flynch Braided Strap Loafer
Gender: Men's
Color: Black Italian Calfskin
Price: $278.80MSRP: $328

Frye - Barrett Lace Up. Color Cognac. On sale for $173.60. MSRP $248.00. 30% 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: $173.60MSRP: $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