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Sneakers on Sale $50 & Under

Shop Sneaker Deals

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Men's Leather Casual On Sale Products

33 items found

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Taft - Jack Oxford Dress Shoes. Color Brown Paisley. On sale for $265.50. MSRP $295.00. 10% off. 4.9 out of 5 stars

Taft Jack Oxford Dress Shoes

Taft Jack Oxford Dress Shoes

Brand Name: Taft
Product Name: Jack Oxford Dress Shoes
Gender: Men's
Color: Brown Paisley
Price: $265.50MSRP: $295

Taft - Tommy. Color Florian. On sale for $236.00. MSRP $295.00. 20% off. 4.9 out of 5 stars

Taft Tommy

Taft Tommy

Brand Name: Taft
Product Name: Tommy
Gender: Men's
Color: Florian
Price: $236MSRP: $295

Bruno Magli - Delfino. Color Brown Leather. Low Stock. On sale for $355.50. MSRP $395.00. 10% off.

Low Stock

Bruno Magli Delfino

Bruno Magli Delfino

Brand Name: Bruno Magli
Product Name: Delfino
Gender: Men's
Color: Brown Leather
Price: $355.50MSRP: $395

Johnston & Murphy - Taylor Penny. Color Denim. On sale for $223.50. MSRP $298.00. 25% off. 4.9 out of 5 stars

Johnston & Murphy Taylor Penny

Johnston & Murphy Taylor Penny

Brand Name: Johnston & Murphy
Product Name: Taylor Penny
Gender: Men's
Color: Denim
Price: $223.50MSRP: $298

Bed Stu - Socrates. Color Teak. Low Stock. On sale for $311.50. MSRP $445.00. 30% off. 5.0 out of 5 stars

Low Stock

Bed Stu Socrates

Bed Stu Socrates

Brand Name: Bed Stu
Product Name: Socrates
Color: Teak
Price: $311.50MSRP: $445

Polo Ralph Lauren - Ranger Mid Cut Boots. Color Chocolate Brown/Patches. On sale for $205.20. MSRP $228.00. 10% off. 4.8 out of 5 stars

Polo Ralph Lauren Ranger Mid Cut Boots

Polo Ralph Lauren Ranger Mid Cut Boots

Brand Name: Polo Ralph Lauren
Product Name: Ranger Mid Cut Boots
Gender: Men's
Color: Chocolate Brown/Patches
Price: $205.20MSRP: $228

Taft - Luke. Color Taupe/Suede. Low Stock. On sale for $225.00. MSRP $250.00. 10% off. 4.5 out of 5 stars

Low Stock

Taft Luke

Taft Luke

Brand Name: Taft
Product Name: Luke
Gender: Men's
Color: Taupe/Suede
Price: $225MSRP: $250

COACH - Luca Leather Driver. Color Black. Low Stock. On sale for $202.50. MSRP $225.00. 10% off. 5.0 out of 5 stars

Low Stock

COACH Luca Leather Driver

COACH Luca Leather Driver

Brand Name: COACH
Product Name: Luca Leather Driver
Gender: Men's
Color: Black
Price: $202.50MSRP: $225

Magnanni - Estrella. Color Cuero/Midbrown. Low Stock. On sale for $391.50. MSRP $435.00. 10% off.

Low Stock

Magnanni Estrella

Magnanni Estrella

Brand Name: Magnanni
Product Name: Estrella
Gender: Men's
Color: Cuero/Midbrown
Price: $391.50MSRP: $435

Cole Haan - Roundhill Grand Chukka Boots. Color Toasted Coconut Suede/Dark Natural Waterproof. On sale for $204.41. MSRP $260.00. 21% off. 5.0 out of 5 stars

Cole Haan Roundhill Grand Chukka Boots

Cole Haan Roundhill Grand Chukka Boots

Brand Name: Cole Haan
Product Name: Roundhill Grand Chukka Boots
Gender: Men's
Color: Toasted Coconut Suede/Dark Natural Waterproof
Price: $204.41MSRP: $260

COACH - C301 Signature. Color Charcoal/Black. Low Stock. On sale for $202.50. MSRP $225.00. 10% off.

Low Stock

COACH C301 Signature

COACH C301 Signature

Brand Name: COACH
Product Name: C301 Signature
Gender: Men's
Color: Charcoal/Black
Price: $202.50MSRP: $225

Cole Haan - Grandpro Court Skyweave Sneakers. Color Toasted Coconut/Dark Chocolate/Chestnut. On sale for $202.50. MSRP $225.00. 10% off. 3.0 out of 5 stars

Cole Haan Grandpro Court Skyweave Sneakers

Cole Haan Grandpro Court Skyweave Sneakers

Brand Name: Cole Haan
Product Name: Grandpro Court Skyweave Sneakers
Gender: Men's
Color: Toasted Coconut/Dark Chocolate/Chestnut
Price: $202.50MSRP: $225

Cole Haan - Roundhill Grand Chukka Boots. Color Steel Gray Nubuck/Light Natural Waterproof. On sale for $204.41. MSRP $260.00. 21% off. 5.0 out of 5 stars

Cole Haan Roundhill Grand Chukka Boots

Cole Haan Roundhill Grand Chukka Boots

Brand Name: Cole Haan
Product Name: Roundhill Grand Chukka Boots
Gender: Men's
Color: Steel Gray Nubuck/Light Natural Waterproof
Price: $204.41MSRP: $260

Magnanni - Estrella. Color Black. Low Stock. On sale for $282.75. MSRP $435.00. 35% off.

Low Stock

Magnanni Estrella

Magnanni Estrella

Brand Name: Magnanni
Product Name: Estrella
Gender: Men's
Color: Black
Price: $282.75MSRP: $435

Johnston & Murphy - Dayton Penny Loafer. Color Brown. Low Stock. On sale for $208.25. MSRP $245.00. 15% off. 5.0 out of 5 stars

Low Stock

Johnston & Murphy Dayton Penny Loafer

Johnston & Murphy Dayton Penny Loafer

Brand Name: Johnston & Murphy
Product Name: Dayton Penny Loafer
Gender: Men's
Color: Brown
Price: $208.25MSRP: $245

Cole Haan - Originalgrand 2.0 Oxford. Color Irish Coffee/Navy Blazer/Blue Blizzard Nubuck. On sale for $212.50. MSRP $250.00. 15% off.

Cole Haan Originalgrand 2.0 Oxford

Cole Haan Originalgrand 2.0 Oxford

Brand Name: Cole Haan
Product Name: Originalgrand 2.0 Oxford
Gender: Men's
Color: Irish Coffee/Navy Blazer/Blue Blizzard Nubuck
Price: $212.50MSRP: $250

Peter Millar - Excursionist Penny Loafers. Color Chestnut. Low Stock. On sale for $247.50. MSRP $275.00. 10% off. 5.0 out of 5 stars

Low Stock

Peter Millar Excursionist Penny Loafers

Peter Millar Excursionist Penny Loafers

Brand Name: Peter Millar
Product Name: Excursionist Penny Loafers
Gender: Men's
Color: Chestnut
Price: $247.50MSRP: $275

Taft - Jack Penny Loafers. Color Cordovan. On sale for $236.00. MSRP $295.00. 20% off. 4.6 out of 5 stars

Taft Jack Penny Loafers

Taft Jack Penny Loafers

Brand Name: Taft
Product Name: Jack Penny Loafers
Gender: Men's
Color: Cordovan
Price: $236MSRP: $295

Baffin - Yoho. Color Black/Silver. On sale for $237.60. MSRP $264.00. 10% off. 4.6 out of 5 stars

Baffin Yoho

Baffin Yoho

Brand Name: Baffin
Product Name: Yoho
Gender: Men's
Color: Black/Silver
Price: $237.60MSRP: $264

ECCO - Turn GORE-TEX® Chukka Tie. Color Black. On sale for $224.95. MSRP $250.00. 10% off. 4.3 out of 5 stars

ECCO Turn GORE-TEX® Chukka Tie

ECCO Turn GORE-TEX® Chukka Tie

Brand Name: ECCO
Product Name: Turn GORE-TEX® Chukka Tie
Gender: Men's
Color: Black
Price: $224.95MSRP: $250

Tumi - Zip Around Continental. Color Black/Gunmetal. Low Stock. On sale for $265.50. MSRP $295.00. 10% off. 5.0 out of 5 stars

Low Stock

Tumi Zip Around Continental

Tumi Zip Around Continental

Brand Name: Tumi
Product Name: Zip Around Continental
Color: Black/Gunmetal
Price: $265.50MSRP: $295

Taft - Jack Penny Loafers. Color Eden. Low Stock. On sale for $250.75. MSRP $295.00. 15% off. 4.6 out of 5 stars

Low Stock

Taft Jack Penny Loafers

Taft Jack Penny Loafers

Brand Name: Taft
Product Name: Jack Penny Loafers
Gender: Men's
Color: Eden
Price: $250.75MSRP: $295

Bruno Magli - Lastra. Color Cognac. Low Stock. On sale for $208.60. MSRP $298.00. 30% off. 5.0 out of 5 stars

Low Stock

Bruno Magli Lastra

Bruno Magli Lastra

Brand Name: Bruno Magli
Product Name: Lastra
Gender: Men's
Color: Cognac
Price: $208.60MSRP: $298

Mephisto - Oskar. Color Off-White. Low Stock. On sale for $209.40. MSRP $349.00. 40% off. 4.0 out of 5 stars

Low Stock

Mephisto Oskar

Mephisto Oskar

Brand Name: Mephisto
Product Name: Oskar
Gender: Men's
Color: Off-White
Price: $209.40MSRP: $349

Taft - SH-Rome-OVJ. Color Oro Viejo. Low Stock. On sale for $265.50. MSRP $295.00. 10% off. 4.9 out of 5 stars

Low Stock

Taft SH-Rome-OVJ

Taft SH-Rome-OVJ

Brand Name: Taft
Product Name: SH-Rome-OVJ
Gender: Men's
Color: Oro Viejo
Price: $265.50MSRP: $295

Taft - LF-Sterling-BSU. Color Blue/Suede. Low Stock. On sale for $250.75. MSRP $295.00. 15% off.

Low Stock

Taft LF-Sterling-BSU

Taft LF-Sterling-BSU

Brand Name: Taft
Product Name: LF-Sterling-BSU
Gender: Men's
Color: Blue/Suede
Price: $250.75MSRP: $295

Finn Comfort - Nottingham. Color Indigo Nabuk. Low Stock. On sale for $202.50. MSRP $405.00. 50% off. 1.0 out of 5 stars

Low Stock

Finn Comfort Nottingham

Finn Comfort Nottingham

Brand Name: Finn Comfort
Product Name: Nottingham
Gender: Men's
Color: Indigo Nabuk
Price: $202.50MSRP: $405

Bruno Magli - Quarrata. Color Black Calf. On sale for $316.00. MSRP $395.00. 20% off.

Bruno Magli Quarrata

Bruno Magli Quarrata

Brand Name: Bruno Magli
Product Name: Quarrata
Gender: Men's
Color: Black Calf
Price: $316MSRP: $395

ECCO - Prague Brogue Mid-cut Ankle Boot. Color Cognac. On sale for $233.95. MSRP $259.95. 10% off.

ECCO Prague Brogue Mid-cut Ankle Boot

ECCO Prague Brogue Mid-cut Ankle Boot

Brand Name: ECCO
Product Name: Prague Brogue Mid-cut Ankle Boot
Gender: Men's
Color: Cognac
Price: $233.95MSRP: $259.95

ECCO - Walker 3.0 Gore-tex Waterproof Oxford. Color Nutmeg Brown Suede. On sale for $206.95. MSRP $229.95. 10% off.

ECCO Walker 3.0 Gore-tex Waterproof Oxford

ECCO Walker 3.0 Gore-tex Waterproof Oxford

Brand Name: ECCO
Product Name: Walker 3.0 Gore-tex Waterproof Oxford
Gender: Men's
Color: Nutmeg Brown Suede
Price: $206.95MSRP: $229.95

ECCO - Walker 3.0 Gore-tex Waterproof Oxford. Color Mocha Suede. On sale for $206.95. MSRP $229.95. 10% off.

ECCO Walker 3.0 Gore-tex Waterproof Oxford

ECCO Walker 3.0 Gore-tex Waterproof Oxford

Brand Name: ECCO
Product Name: Walker 3.0 Gore-tex Waterproof Oxford
Gender: Men's
Color: Mocha Suede
Price: $206.95MSRP: $229.95

Bruno Magli - Raging Chelsea Boots. Color Dark Brown Leather. On sale for $202.50. MSRP $450.00. 55% off.

Bruno Magli Raging Chelsea Boots

Bruno Magli Raging Chelsea Boots

Brand Name: Bruno Magli
Product Name: Raging Chelsea Boots
Gender: Men's
Color: Dark Brown Leather
Price: $202.50MSRP: $450

Johnston & Murphy - Flynch Braided Strap Loafer. Color Black Italian Calfskin. Low Stock. On sale for $246.00. MSRP $328.00. 25% off. 4.8 out of 5 stars

Low Stock

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: $246MSRP: $328