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Boots on Sale $50 & Under

Shop Boots Deals

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Men's Leather Casual Wingtip Products

26 items found

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Nunn Bush - Odell Wingtip Boot with KORE Walking Comfort Technology. Color Brown CH. Low Stock. On sale for $34.50. MSRP $115.00. 70% off. 4.2 out of 5 stars

Low Stock

Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Odell Wingtip Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Brown CH
Price: $34.50MSRP: $115

Cole Haan - Grand Hurrion Wing Tip Oxford. Color Midnight Moon/Irish Coffee/Oat. On sale for $135.00. MSRP $150.00. 10% 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: $135MSRP: $150

ECCO - Oslo Wing Tip Oxford. Color Dust. Low Stock. On sale for $74.98. MSRP $249.95. 70% off. 2.5 out of 5 stars

Low Stock

ECCO Oslo Wing Tip Oxford

ECCO Oslo Wing Tip Oxford

Brand Name: ECCO
Product Name: Oslo Wing Tip Oxford
Gender: Men's
Color: Dust
Price: $74.98MSRP: $249.95

Deer Stags - Brayden. Color Brown. On sale for $75.00. MSRP $100.00. 25% off. 3.3 out of 5 stars

Deer Stags Brayden

Deer Stags Brayden

Brand Name: Deer Stags
Product Name: Brayden
Gender: Men's
Color: Brown
Price: $75MSRP: $100

Deer Stags - Walkmaster Wing Tip Oxford. Color Black. On sale for $64.00. MSRP $105.00. 39% 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: $64MSRP: $105

Kenneth Cole - Frank. Color Black Leather. On sale for $139.97. MSRP $184.95. 24% off.

Kenneth Cole Frank

Kenneth Cole Frank

Brand Name: Kenneth Cole
Product Name: Frank
Gender: Men's
Color: Black Leather
Price: $139.97MSRP: $184.95

Kenneth Cole - Frank. Color Light Brown Leather. On sale for $148.15. MSRP $184.95. 20% off.

Kenneth Cole Frank

Kenneth Cole Frank

Brand Name: Kenneth Cole
Product Name: Frank
Gender: Men's
Color: Light Brown Leather
Price: $148.15MSRP: $184.95

Cole Haan - 5.Zerogrand Wingtip Oxford. Color Dark Sequoia/Alabaster Gleam. Low Stock. On sale for $164.50. MSRP $235.00. 30% off. 4.5 out of 5 stars

Low Stock

Cole Haan 5.Zerogrand Wingtip Oxford

Cole Haan 5.Zerogrand Wingtip Oxford

Brand Name: Cole Haan
Product Name: 5.Zerogrand Wingtip Oxford
Gender: Men's
Color: Dark Sequoia/Alabaster Gleam
Price: $164.50MSRP: $235

Cole Haan - 4.Zerogrand Stitchlite Oxford. Color Tea Leaf/Oil Green. Low Stock. On sale for $110.00. MSRP $220.00. 50% off. 4.2 out of 5 stars

Low Stock

Cole Haan 4.Zerogrand Stitchlite Oxford

Cole Haan 4.Zerogrand Stitchlite Oxford

Brand Name: Cole Haan
Product Name: 4.Zerogrand Stitchlite Oxford
Gender: Men's
Color: Tea Leaf/Oil Green
Price: $110MSRP: $220

Cole Haan - Original Grand Ultra Wingtip Oxford. Color Deep Mahogany/Red Ochre/Irish Coffee Waterproof. Low Stock. On sale for $100.00. MSRP $200.00. 50% off. 5.0 out of 5 stars

Low Stock

Cole Haan Original Grand Ultra Wingtip Oxford

Cole Haan Original Grand Ultra Wingtip Oxford

Brand Name: Cole Haan
Product Name: Original Grand Ultra Wingtip Oxford
Gender: Men's
Color: Deep Mahogany/Red Ochre/Irish Coffee Waterproof
Price: $100MSRP: $200

Cole Haan - Grand Crosscourt Modern Perf Sn. Color Black/White. On sale for $86.63. MSRP $135.00. 36% off. 4.4 out of 5 stars

Cole Haan Grand Crosscourt Modern Perf Sn

Cole Haan Grand Crosscourt Modern Perf Sn

Brand Name: Cole Haan
Product Name: Grand Crosscourt Modern Perf Sn
Gender: Men's
Color: Black/White
Price: $86.63MSRP: $135

Cole Haan - Grand Crosscourt Modern Perf Sn. Color Truffle Nubuck/Madeira/Ivory. Low Stock. On sale for $121.50. MSRP $135.00. 10% off. 4.4 out of 5 stars

Low Stock

Cole Haan Grand Crosscourt Modern Perf Sn

Cole Haan Grand Crosscourt Modern Perf Sn

Brand Name: Cole Haan
Product Name: Grand Crosscourt Modern Perf Sn
Gender: Men's
Color: Truffle Nubuck/Madeira/Ivory
Price: $121.50MSRP: $135

Cole Haan - 4.Zerogrand Stitchlite Oxford. Color Navy Ink Knit. Low Stock. On sale for $87.16. MSRP $218.00. 60% off. 4.2 out of 5 stars

Low Stock

Cole Haan 4.Zerogrand Stitchlite Oxford

Cole Haan 4.Zerogrand Stitchlite Oxford

Brand Name: Cole Haan
Product Name: 4.Zerogrand Stitchlite Oxford
Gender: Men's
Color: Navy Ink Knit
Price: $87.16MSRP: $218

Cole Haan - Grand Hurrion Wing Tip Oxford. Color British Tan/Ivory. On sale for $135.00. MSRP $150.00. 10% 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: British Tan/Ivory
Price: $135MSRP: $150

Cole Haan - Grand Hurrion Wing Tip Oxford. Color Ironstone Nubuck/Ivory. On sale for $99.97. MSRP $150.00. 33% 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: Ironstone Nubuck/Ivory
Price: $99.97MSRP: $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

Kenneth Cole - Todd. Color Dark Brown Leather. On sale for $164.25. MSRP $218.95. 25% off. 3.0 out of 5 stars

Kenneth Cole Todd

Kenneth Cole Todd

Brand Name: Kenneth Cole
Product Name: Todd
Gender: Men's
Color: Dark Brown Leather
Price: $164.25MSRP: $218.95

Stacy Adams - Beaumont Wing Tip Lace-Up. Color Natural Multi. Low Stock. On sale for $99.97. MSRP $155.00. 36% off. 3.5 out of 5 stars

Low Stock

Stacy Adams Beaumont Wing Tip Lace-Up

Stacy Adams Beaumont Wing Tip Lace-Up

Brand Name: Stacy Adams
Product Name: Beaumont Wing Tip Lace-Up
Gender: Men's
Color: Natural Multi
Price: $99.97MSRP: $155

ECCO - Oslo Wing Tip Oxford. Color Potting Soil. Low Stock. On sale for $236.76. MSRP $249.95. 5% off. 2.5 out of 5 stars

Low Stock

ECCO Oslo Wing Tip Oxford

ECCO Oslo Wing Tip Oxford

Brand Name: ECCO
Product Name: Oslo Wing Tip Oxford
Gender: Men's
Color: Potting Soil
Price: $236.76MSRP: $249.95

Stacy Adams - Finnegan Wing Tip Boot. Color Navy/Cognac. Low Stock. On sale for $131.22. MSRP $160.00. 18% off. 4.5 out of 5 stars

Low Stock

Stacy Adams Finnegan Wing Tip Boot

Stacy Adams Finnegan Wing Tip Boot

Brand Name: Stacy Adams
Product Name: Finnegan Wing Tip Boot
Gender: Men's
Color: Navy/Cognac
Price: $131.22MSRP: $160

Johnston & Murphy - Hartley Wingtip Boot. Color Snuff Italian Suede. Low Stock. On sale for $97.50. MSRP $325.00. 70% off.

Low Stock

Johnston & Murphy Hartley Wingtip Boot

Johnston & Murphy Hartley Wingtip Boot

Brand Name: Johnston & Murphy
Product Name: Hartley Wingtip Boot
Gender: Men's
Color: Snuff Italian Suede
Price: $97.50MSRP: $325

Cole Haan - Morse Grand Wingtip Oxfords. Color Golden Honey Suede/Silver Birch. Low Stock. On sale for $126.00. MSRP $140.00. 10% off. 4.0 out of 5 stars

Low Stock

Cole Haan Morse Grand Wingtip Oxfords

Cole Haan Morse Grand Wingtip Oxfords

Brand Name: Cole Haan
Product Name: Morse Grand Wingtip Oxfords
Gender: Men's
Color: Golden Honey Suede/Silver Birch
Price: $126MSRP: $140

Cole Haan - Originalgrand Cityspectre Wingtip Oxfords. Color Morel Nubuck/Dark Natural/Silver Birch. On sale for $133.00. MSRP $190.00. 30% 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: Morel Nubuck/Dark Natural/Silver Birch
Price: $133MSRP: $190

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

ECCO - Gruuv Studio Wingtip Sneaker. Color Black/Black. Low Stock. On sale for $154.96. MSRP $194.95. 21% 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: $154.96MSRP: $194.95

ECCO - Gruuv Studio Wingtip Sneaker. Color Cocoa Brown/Mocha. Low Stock. On sale for $152.46. MSRP $194.95. 22% 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: Cocoa Brown/Mocha
Price: $152.46MSRP: $194.95