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  4. Dress
  1. Men's Shoes

Men's Penny Dress Shoes

82 Results
Top Rated
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Vince Camuto Varrak Penny Loafer

Now $79.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(4)
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Florsheim Rucci Penny Loafer

Now $109.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(28)
Top Rated
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Rockport Classic Penny Loafer

Now $89.99
★★★★★ ★★★★★
(553)
Top Rated
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Cole Haan Nantucket Drift Penny Loafer

Now $99.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(3)
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Steve Madden Payton Loafer

Now $99.99
Extra 25% off reg. price!
Top Rated
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Cole Haan Pinch Prep Penny Loafer - Men's

Minimum Clearance Price $104.98 $104.98 – Maximum Clearance Price $129.99 $129.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(32)
New Arrival
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Mix No. 6 Kenedy Penny Loafer

$59.99
Extra 25% off reg. price!
Clearance
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Vince Camuto Utaro Penny Loafer

Minimum Clearance Price $59.98 $59.98
Clearance Item - Original Price $69.99 $69.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(2)
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Nunn Bush Lincoln Penny Loafer - Men's

Now $79.99
Extra 25% off reg. price!
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Cole Haan Newmark Grand Penny Loafer

Now $139.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(1)
Top Rated
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Vance Yates Penny Loafer

Now $59.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(8)
Clearance
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Vince Camuto Esmail Driving Loafer

Minimum Clearance Price $64.98 $64.98
Extra 25% off reg. price!
★★★★★ ★★★★★
(308)
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Florsheim Motor Driving Loafer

Now $89.99
★★★★★ ★★★★★
(1)
Top Rated
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TAFT Jack Penny Loafer

$274.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(15)
Clearance
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Mix No. 6 Cairro Loafer

Minimum Clearance Price $39.98 $39.98 – Maximum Clearance Price $49.98 $49.98
Extra 25% off reg. price!
★★★★★ ★★★★★
(8)
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Nunn Bush Noah Penny Loafer

Now $89.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(22)
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Florsheim Berkley Penny Loafer

Now $129.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(305)
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Rockport Wilcox Penny Loafer

Now $99.99
Top Rated
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Florsheim Motor Penny Driving Loafer

Minimum Clearance Price $74.98 $74.98 – Maximum Clearance Price $89.99 $89.99
★★★★★ ★★★★★
(6)
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Nunn Bush Drexel Penny Loafer

Now $89.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(15)
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Nunn Bush Odin II Penny Loafer

Now $89.99
Extra 25% off reg. price!
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Florsheim Motor Penny Loafer

Now $89.99
Extra 25% off reg. price!
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Rockport Soren Penny Loafer

Now $99.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(1)
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Carlos by Carlos Santana Ritchie Penny Loafer

$128.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(14)
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Steve Madden Boca Penny Loafer

$139.99
★★★★★ ★★★★★
(1)
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Rockport Cory Penny Loafer

Now $109.99
★★★★★ ★★★★★
(2)
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Cole Haan Nantucket Drift Penny Loafer

Now $99.99
Extra 25% off reg. price!
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Calvin Klein Magnus Penny Loafer

Now $109.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(42)
New Arrival
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Stacy Adams Everett Penny Loafer

Now $99.99
Extra 25% off reg. price!
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A. Veer Cairo Loafer

$158.99
Extra 25% off reg. price!
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Dockers Pembroke Penny Loafer

Now $64.99
Extra 25% off reg. price!
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Born Davis Penny Loafer

$134.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(1)
Top Rated
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Vance Phineas Penny Loafer

Now $69.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(3)
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Guess Symon Penny Loafer

Now $79.99
Extra 25% off reg. price!
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Rockport Cory Penny Loafer

Now $109.99
★★★★★ ★★★★★
(1)
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Stacy Adams Spencer Penny Loafer

Now $74.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(1)
Clearance
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Steve Madden Zionn Penny Loafer

Minimum Clearance Price $89.98 $89.98
Extra 25% off reg. price!
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Johnston & Murphy Tyson Penny Loafer

$168.99
★★★★★ ★★★★★
(3)
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Anthony Veer Belmont Penny Loafer

$278.99
Extra 25% off reg. price!
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Brooks Brothers Glenrock Loafer

$198.99
★★★★★ ★★★★★
(1)
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Anthony Veer Como Penny Loafer

$278.99
Extra 25% off reg. price!
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A. Veer Mason Penny Loafer

$148.99
Extra 25% off reg. price!
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A. Veer Jasper Loafer

$138.99
Extra 25% off reg. price!
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Florsheim Zaffiro Penny Loafer

$144.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(1)
New Arrival
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Dockers Blair Penny Loafer

Now $64.99 – Maximum Clearance Price $89.99 $89.99
Extra 25% off reg. price!
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Steve Madden Natan Penny Loafer

$139.99
★★★★★ ★★★★★
(10)
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Carlos by Carlos Santana Nocturne Penny Loafer

$178.99
Extra 25% off reg. price!
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Stacy Adams Hayes Penny Loafer

Now $109.99
Extra 25% off reg. price!
New Arrival
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ALDO Radisson Penny Loafer

$139.99
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Stacy Adams Ravito Penny Loafer

Now $89.99
Extra 25% off reg. price!
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Anthony Veer Brighton Penny Loafer

$228.99
Extra 25% off reg. price!
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Vance Isaiah Loafer

Now $49.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(1)
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A. Veer Rhodes Penny Loafer

Now $124.99
Extra 25% off reg. price!
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ALDO Garret Penny Loafer

$119.99
New Arrival
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Frye & Co. Everett Penny Loafer

Now $109.99
New Arrival
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Guess Hiljon Loafer - Men's

Now $69.99
Extra 25% off reg. price!
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Dockers Pembroke Penny Loafer

Now $64.99
Extra 25% off reg. price!
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Tommy Hilfiger Covel Loafer

Now $119.99
Extra 25% off reg. price!
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Vance Kahlil Penny Loafer

Now $59.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(9)
New Arrival
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ECCO Metropole Milan Loafer - Men's

$184.99