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Boots on Sale $50 & Under

Shop Boots Deals

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Medium Size Wingtip Black Shoes

27 items found

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Kenneth Cole - Cheer Single Monk Strap. Color Black Leather. Low Stock. On sale for $76.30. MSRP $108.95. 30% off.

Low Stock

Kenneth Cole Cheer Single Monk Strap

Kenneth Cole Cheer Single Monk Strap

Brand Name: Kenneth Cole
Product Name: Cheer Single Monk Strap
Gender: Men's
Color: Black Leather
Price: $76.30MSRP: $108.95

Johnston & Murphy - Gibbons Wingtip. Color Black Full Grain. On sale for $90.30. MSRP $129.00. 30% 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: $90.30MSRP: $129

Johnston & Murphy - Tanner Wingtip. Color Black. On sale for $99.99. MSRP $185.00. 46% off. 5.0 out of 5 stars

Johnston & Murphy Tanner Wingtip

Johnston & Murphy Tanner Wingtip

Brand Name: Johnston & Murphy
Product Name: Tanner Wingtip
Gender: Men's
Color: Black
Price: $99.99MSRP: $185

Cole Haan - 2.Zerogrand Stitchlite Oxfords. Color Black/Magnet/Black. Low Stock. On sale for $80.27. MSRP $140.00. 43% off. 4.3 out of 5 stars

Low Stock

Cole Haan 2.Zerogrand Stitchlite Oxfords

Cole Haan 2.Zerogrand Stitchlite Oxfords

Brand Name: Cole Haan
Product Name: 2.Zerogrand Stitchlite Oxfords
Gender: Men's
Color: Black/Magnet/Black
Price: $80.27MSRP: $140

Deer Stags - Walkmaster Wing Tip Oxford. Color Black. On sale for $59.99. MSRP $105.00. 43% off. 4.5 out of 5 stars

Deer Stags Walkmaster Wing Tip Oxford

Deer Stags Walkmaster Wing Tip Oxford

Brand Name: Deer Stags
Product Name: Walkmaster Wing Tip Oxford
Gender: Men's
Color: Black
Price: $59.99MSRP: $105

SKECHERS - Garza - Palma. Color Charcoal. On sale for $68.40. MSRP $76.00. 10% off. 4.7 out of 5 stars

SKECHERS Garza - Palma

SKECHERS Garza - Palma

Brand Name: SKECHERS
Product Name: Garza - Palma
Gender: Men's
Color: Charcoal
Price: $68.40MSRP: $76

Cole Haan - 2.Zerogrand Laser Wing Tip Oxford Lined. Color Marine Blue Nubuck/Optic White. Low Stock. On sale for $50.40. MSRP $168.00. 70% 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: Marine Blue Nubuck/Optic White
Price: $50.40MSRP: $168

Kenneth Cole - Lance. Color Black. On sale for $73.50. MSRP $104.95. 30% off.

Kenneth Cole Lance

Kenneth Cole Lance

Brand Name: Kenneth Cole
Product Name: Lance
Gender: Men's
Color: Black
Price: $73.50MSRP: $104.95

Kenneth Cole - Future Pod. Color Black. On sale for $112.00. MSRP $159.95. 30% off. 5.0 out of 5 stars

Kenneth Cole Future Pod

Kenneth Cole Future Pod

Brand Name: Kenneth Cole
Product Name: Future Pod
Gender: Men's
Color: Black
Price: $112MSRP: $159.95

Kenneth Cole - Nio Wing Lace Up Oxford. Color Black Leather. Low Stock. On sale for $98.05. MSRP $108.95. 10% off.

Low Stock

Kenneth Cole Nio Wing Lace Up Oxford

Kenneth Cole Nio Wing Lace Up Oxford

Brand Name: Kenneth Cole
Product Name: Nio Wing Lace Up Oxford
Gender: Men's
Color: Black Leather
Price: $98.05MSRP: $108.95

Kenneth Cole - Frank. Color Black Leather. Low Stock. On sale for $147.96. MSRP $184.95. 20% off.

Low Stock

Kenneth Cole Frank

Kenneth Cole Frank

Brand Name: Kenneth Cole
Product Name: Frank
Gender: Men's
Color: Black Leather
Price: $147.96MSRP: $184.95

Cole Haan - Originalgrand Cityspectre Wingtip Oxfords. Color Black/Black. On sale for $171.00. MSRP $190.00. 10% off. 4.0 out of 5 stars

Cole Haan Originalgrand Cityspectre Wingtip Oxfords

Cole Haan Originalgrand Cityspectre Wingtip Oxfords

Brand Name: Cole Haan
Product Name: Originalgrand Cityspectre Wingtip Oxfords
Gender: Men's
Color: Black/Black
Price: $171MSRP: $190

Cole Haan - Judson Grand Wingtip Oxfords. Color Black Scotch Grain/Black. On sale for $182.99. MSRP $225.00. 19% off.

Cole Haan Judson Grand Wingtip Oxfords

Cole Haan Judson Grand Wingtip Oxfords

Brand Name: Cole Haan
Product Name: Judson Grand Wingtip Oxfords
Gender: Men's
Color: Black Scotch Grain/Black
Price: $182.99MSRP: $225

Cole Haan - Judson Grand Wingtip Oxfords. Color Raven Suede/Dark Natural. On sale for $146.25. MSRP $225.00. 35% off.

Cole Haan Judson Grand Wingtip Oxfords

Cole Haan Judson Grand Wingtip Oxfords

Brand Name: Cole Haan
Product Name: Judson Grand Wingtip Oxfords
Gender: Men's
Color: Raven Suede/Dark Natural
Price: $146.25MSRP: $225

Stacy Adams - Prentice Slip-On Loafer. Color Black. Low Stock. On sale for $71.00. MSRP $130.00. 45% off. 3.5 out of 5 stars

Low Stock

Stacy Adams Prentice Slip-On Loafer

Stacy Adams Prentice Slip-On Loafer

Brand Name: Stacy Adams
Product Name: Prentice Slip-On Loafer
Gender: Men's
Color: Black
Price: $71MSRP: $130

Stacy Adams - Preston Lace Up Oxford. Color Black. Low Stock. On sale for $110.34. MSRP $130.00. 15% off. 4.2 out of 5 stars

Low Stock

Stacy Adams Preston Lace Up Oxford

Stacy Adams Preston Lace Up Oxford

Brand Name: Stacy Adams
Product Name: Preston Lace Up Oxford
Gender: Men's
Color: Black
Price: $110.34MSRP: $130

Cole Haan - Go To Wing. Color Black/Gray Midsole. On sale for $105.51. MSRP $160.00. 34% 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: $105.51MSRP: $160

Cole Haan - 2.Zerogrand Laser Wing Tip Oxford Lined. Color Raven Nubuck/Black/Midnight Moon. Low Stock. On sale for $89.97. MSRP $168.00. 46% 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: Raven Nubuck/Black/Midnight Moon
Price: $89.97MSRP: $168

Cole Haan - Zerogrand WFA. Color Black/Black. Low Stock. On sale for $100.75. MSRP $155.00. 35% off. 4.5 out of 5 stars

Low Stock

Cole Haan Zerogrand WFA

Cole Haan Zerogrand WFA

Brand Name: Cole Haan
Product Name: Zerogrand WFA
Gender: Men's
Color: Black/Black
Price: $100.75MSRP: $155

Cole Haan - Zerogrand Remastered Wing Tip Oxford Unlined. Color Raven/Dark Natural/Marmalade. Low Stock. On sale for $198.00. MSRP $220.00. 10% off. 4.1 out of 5 stars

Low Stock

Cole Haan Zerogrand Remastered Wing Tip Oxford Unlined

Cole Haan Zerogrand Remastered Wing Tip Oxford Unlined

Brand Name: Cole Haan
Product Name: Zerogrand Remastered Wing Tip Oxford Unlined
Gender: Men's
Color: Raven/Dark Natural/Marmalade
Price: $198MSRP: $220

Cole Haan - Grandflex Dress Wingtip Oxfords. Color Black. Low Stock. On sale for $90.00. MSRP $180.00. 50% off.

Low Stock

Cole Haan Grandflex Dress Wingtip Oxfords

Cole Haan Grandflex Dress Wingtip Oxfords

Brand Name: Cole Haan
Product Name: Grandflex Dress Wingtip Oxfords
Gender: Men's
Color: Black
Price: $90MSRP: $180

Stacy Adams - Plaza Cap Toe Oxford. Color Black/Gray. Low Stock. On sale for $132.40. MSRP $150.00. 12% off. 4.8 out of 5 stars

Low Stock

Stacy Adams Plaza Cap Toe Oxford

Stacy Adams Plaza Cap Toe Oxford

Brand Name: Stacy Adams
Product Name: Plaza Cap Toe Oxford
Gender: Men's
Color: Black/Gray
Price: $132.40MSRP: $150

Cole Haan - Grand Hurrion Wing Tip Oxford. Color Black/Black. On sale for $114.98. MSRP $150.00. 23% off. 5.0 out of 5 stars

Cole Haan Grand Hurrion Wing Tip Oxford

Cole Haan Grand Hurrion Wing Tip Oxford

Brand Name: Cole Haan
Product Name: Grand Hurrion Wing Tip Oxford
Gender: Men's
Color: Black/Black
Price: $114.98MSRP: $150

Cole Haan - Grand Hurrion Wing Tip Oxford. Color Midnight Moon/Irish Coffee/Oat. On sale for $124.94. MSRP $150.00. 17% off. 5.0 out of 5 stars

Cole Haan Grand Hurrion Wing Tip Oxford

Cole Haan Grand Hurrion Wing Tip Oxford

Brand Name: Cole Haan
Product Name: Grand Hurrion Wing Tip Oxford
Gender: Men's
Color: Midnight Moon/Irish Coffee/Oat
Price: $124.94MSRP: $150

Florsheim - Norwalk Wingtip Oxford. Color Black Crazy Horse. On sale for $92.81. MSRP $130.00. 29% off. 4.5 out of 5 stars

Florsheim Norwalk Wingtip Oxford

Florsheim Norwalk Wingtip Oxford

Brand Name: Florsheim
Product Name: Norwalk Wingtip Oxford
Gender: Men's
Color: Black Crazy Horse
Price: $92.81MSRP: $130

ECCO - Gruuv Studio Wingtip Sneaker. Color Black/Black. Low Stock. On sale for $149.33. MSRP $194.95. 23% off. 4.0 out of 5 stars

Low Stock

ECCO Gruuv Studio Wingtip Sneaker

ECCO Gruuv Studio Wingtip Sneaker

Brand Name: ECCO
Product Name: Gruuv Studio Wingtip Sneaker
Gender: Men's
Color: Black/Black
Price: $149.33MSRP: $194.95

Cole Haan - Zerogrand WFA Plain Toe Oxford. Color Black/White Cap Grey. On sale for $121.03. MSRP $125.00. 3% off. 3.7 out of 5 stars

Cole Haan Zerogrand WFA Plain Toe Oxford

Cole Haan Zerogrand WFA Plain Toe Oxford

Brand Name: Cole Haan
Product Name: Zerogrand WFA Plain Toe Oxford
Gender: Men's
Color: Black/White Cap Grey
Price: $121.03MSRP: $125