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Boots on Sale $50 & Under

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Men's Wingtip Comfort Shoes

45 items found

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Cole Haan - Zerogrand WFA Plain Toe Oxford. Color Black/White Cap Grey. On sale for $108.53. MSRP $125.00. 13% off. 5.0 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: $108.53MSRP: $125

Cole Haan - Zerogrand Remastered Wing Tip Oxford Unlined. Color Dark Chocolate/Irish Coffee. On sale for $180.68. MSRP $220.00. 18% off. 4.1 out of 5 stars

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: Dark Chocolate/Irish Coffee
Price: $180.68MSRP: $220

Cole Haan - Grand Hurrion Wing Tip Oxford. Color Black/Ivory. On sale for $124.46. 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: Black/Ivory
Price: $124.46MSRP: $150

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

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

Cole Haan - Zerogrand WFA Plain Toe Oxford. Color British Tan/White Cap Grey. On sale for $112.50. MSRP $125.00. 10% off. 5.0 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: British Tan/White Cap Grey
Price: $112.50MSRP: $125

Born - Tobias. Color Brown. Low Stock. On sale for $36.00. MSRP $120.00. 70% off. 4.0 out of 5 stars

Low Stock

Born Tobias

Born Tobias

Brand Name: Born
Product Name: Tobias
Gender: Men's
Color: Brown
Price: $36MSRP: $120

Cole Haan - Grand Hurrion Wing Tip Oxford. Color Ironstone Nubuck/Ivory. On sale for $119.79. MSRP $150.00. 20% 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: $119.79MSRP: $150

Cole Haan - Grand Hurrion Wing Tip Oxford. Color Black/Black. On sale for $112.13. MSRP $150.00. 25% 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: $112.13MSRP: $150

Cole Haan - Grand Hurrion Wing Tip Oxford. Color Midnight Moon/Irish Coffee/Oat. On sale for $120.06. MSRP $150.00. 20% 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: $120.06MSRP: $150

Kenneth Cole - Lance. Color Medium Brown. 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: Medium Brown
Price: $73.50MSRP: $104.95

Stacy Adams - Preston Lace Up Oxford. Color Black. Low Stock. On sale for $108.48. MSRP $130.00. 17% off. 4.4 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: $108.48MSRP: $130

Cole Haan - Zerogrand Remastered Stitchlite Wingtip. Color Light Sesame/Sesame/Dark Cuoio. Low Stock. On sale for $133.00. MSRP $190.00. 30% off. 3.6 out of 5 stars

Low Stock

Cole Haan Zerogrand Remastered Stitchlite Wingtip

Cole Haan Zerogrand Remastered Stitchlite Wingtip

Brand Name: Cole Haan
Product Name: Zerogrand Remastered Stitchlite Wingtip
Gender: Men's
Color: Light Sesame/Sesame/Dark Cuoio
Price: $133MSRP: $190

Florsheim - Norwalk Wingtip Oxford. Color Brown Crazy Horse. On sale for $102.71. MSRP $130.00. 21% off. 4.4 out of 5 stars

Florsheim Norwalk Wingtip Oxford

Florsheim Norwalk Wingtip Oxford

Brand Name: Florsheim
Product Name: Norwalk Wingtip Oxford
Gender: Men's
Color: Brown Crazy Horse
Price: $102.71MSRP: $130

Florsheim - Norwalk Wingtip Oxford. Color Black Crazy Horse. Low Stock. On sale for $102.22. MSRP $130.00. 21% off. 4.4 out of 5 stars

Low Stock

Florsheim Norwalk Wingtip Oxford

Florsheim Norwalk Wingtip Oxford

Brand Name: Florsheim
Product Name: Norwalk Wingtip Oxford
Gender: Men's
Color: Black Crazy Horse
Price: $102.22MSRP: $130

Florsheim - Norwalk Wingtip Oxford. Color Cognac. On sale for $113.72. MSRP $130.00. 13% off. 4.4 out of 5 stars

Florsheim Norwalk Wingtip Oxford

Florsheim Norwalk Wingtip Oxford

Brand Name: Florsheim
Product Name: Norwalk Wingtip Oxford
Gender: Men's
Color: Cognac
Price: $113.72MSRP: $130

Kenneth Cole - Todd. Color Dark Brown Leather. On sale for $153.30. MSRP $218.95. 30% off.

Kenneth Cole Todd

Kenneth Cole Todd

Brand Name: Kenneth Cole
Product Name: Todd
Gender: Men's
Color: Dark Brown Leather
Price: $153.30MSRP: $218.95

Stacy Adams - Plaza Cap Toe Oxford. Color Black/Gray. Low Stock. On sale for $133.93. MSRP $150.00. 11% 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: $133.93MSRP: $150

Cole Haan - Grand Hurrion Wing Tip Oxford. Color British Tan/Ivory. On sale for $132.00. MSRP $150.00. 12% 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: $132MSRP: $150

Kenneth Cole - Cheer Single Monk Strap. Color Light Natural Leather. On sale for $75.92. MSRP $108.95. 30% off.

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: Light Natural Leather
Price: $75.92MSRP: $108.95

Kenneth Cole - Nio Wing Lace Up Oxford. Color Black Leather. On sale for $76.30. MSRP $108.95. 30% off.

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: $76.30MSRP: $108.95

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 - Judson Grand Wingtip Oxfords. Color Black Scotch Grain/Black. On sale for $184.62. MSRP $225.00. 18% 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: $184.62MSRP: $225

Nunn Bush - Centro Flex Wing Tip Oxford. Color Brown Crazy Horse. On sale for $94.66. MSRP $110.00. 14% off. 4.2 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: $94.66MSRP: $110

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 - Judson Grand Wingtip Oxfords. Color Raven Suede/Dark Natural. On sale for $184.22. MSRP $225.00. 18% 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: $184.22MSRP: $225

Cole Haan - Originalgrand Cityspectre Wingtip Oxfords. Color Morel Nubuck/Dark Natural/Silver Birch. 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: Morel Nubuck/Dark Natural/Silver Birch
Price: $171MSRP: $190

Eastland 1955 Edition - Jason. Color Tan. Low Stock. On sale for $63.00. MSRP $90.00. 30% off.

Low Stock

Eastland 1955 Edition Jason

Eastland 1955 Edition Jason

Brand Name: Eastland 1955 Edition
Product Name: Jason
Gender: Men's
Color: Tan
Price: $63MSRP: $90

Cole Haan - 5.Zerogrand Wingtip Oxford. Color Black/Pavement. $235.00. 4.5 out of 5 stars

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: Black/Pavement
Price: $235

Cole Haan - 5.Zerogrand Wingtip Oxford. Color Dark Sequoia/Alabaster Gleam. Low Stock. On sale for $211.50. MSRP $235.00. 10% 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: $211.50MSRP: $235

Cole Haan - Zerogrand WFA Plain Toe Oxford. Color Navy Nubuck/White Cap Gray. On sale for $118.85. MSRP $125.00. 5% off. 5.0 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: Navy Nubuck/White Cap Gray
Price: $118.85MSRP: $125

Cole Haan - Og Energyweave Wingtip Oxfords. Color Golden Toffee Nubuck/China Blue/Ivory. On sale for $132.77. MSRP $170.00. 22% off.

Cole Haan Og Energyweave Wingtip Oxfords

Cole Haan Og Energyweave Wingtip Oxfords

Brand Name: Cole Haan
Product Name: Og Energyweave Wingtip Oxfords
Gender: Men's
Color: Golden Toffee Nubuck/China Blue/Ivory
Price: $132.77MSRP: $170

ECCO - Oslo Wing Tip Oxford. Color Dust. Low Stock. On sale for $124.97. MSRP $249.95. 50% 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: $124.97MSRP: $249.95

Nunn Bush - Odell Wingtip Boot with KORE Walking Comfort Technology. Color Brown CH. Low Stock. On sale for $79.98. MSRP $115.00. 30% 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: $79.98MSRP: $115

ECCO - Oslo Wing Tip Oxford. Color Potting Soil. Low Stock. On sale for $212.46. MSRP $249.95. 15% 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: $212.46MSRP: $249.95

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

Johnston & Murphy - Gibbons Wingtip. Color Black Full Grain. On sale for $116.10. MSRP $129.00. 10% 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: $116.10MSRP: $129

Johnston & Murphy - Tanner Wingtip. Color Tan. On sale for $92.50. MSRP $185.00. 50% 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: Tan
Price: $92.50MSRP: $185

Johnston & Murphy - Gibbons Wingtip. Color Tan Hand/Stained Full Grain. On sale for $116.10. MSRP $129.00. 10% 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: $116.10MSRP: $129

Tommy Hilfiger - Trenity. Color Light Brown. Low Stock. On sale for $49.50. MSRP $99.00. 50% off.

Low Stock

Tommy Hilfiger Trenity

Tommy Hilfiger Trenity

Brand Name: Tommy Hilfiger
Product Name: Trenity
Gender: Men's
Color: Light Brown
Price: $49.50MSRP: $99

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

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

Stacy Adams - Prentice Slip-On Loafer. Color White. Low Stock. On sale for $78.00. MSRP $130.00. 40% 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: White
Price: $78MSRP: $130

Stacy Adams - Reynolds Cap Toe Lace-Up. Color Burgundy Multi. Low Stock. On sale for $91.00. MSRP $130.00. 30% 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: $91MSRP: $130

ECCO - Gruuv Studio Wingtip Sneaker. Color Cocoa Brown/Mocha. Low Stock. On sale for $159.19. MSRP $194.95. 18% 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: $159.19MSRP: $194.95

Stacy Adams - Reynolds Cap Toe Lace-Up. Color Gray Multi. Low Stock. On sale for $91.00. MSRP $130.00. 30% 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: $91MSRP: $130