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  • 235 Items
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Sperry Women's Authentic Original Leather Penny LoafersWomen's Authentic Original Leather Penny Loafers

SperryWomen's Authentic Original Leather Penny Loafers

Extended Sizes
Only size 9 available
Amalfi Ornella Patent Leather Penny LoafersOrnella Patent Leather Penny Loafers

AmalfiOrnella Patent Leather Penny Loafers

Internet Exclusive
Extended Sizes
Belvedere Men's Luca Woven Leather Penny LoafersMen's Luca Woven Leather Penny Loafers

BelvedereMen's Luca Woven Leather Penny Loafers

Marc Nolan Men's Calum Penny LoafersMen's Calum Penny Loafers

Marc NolanMen's Calum Penny Loafers

Extended Sizes
Marc Nolan Men's Del Mar Pebble Leather Penny Loafer MulesMen's Del Mar Pebble Leather Penny Loafer Mules

Marc NolanMen's Del Mar Pebble Leather Penny Loafer Mules

Internet Exclusive
Extended Sizes
Johnston & Murphy Men's Collier Leather Penny LoafersMen's Collier Leather Penny Loafers

Johnston & MurphyMen's Collier Leather Penny Loafers

Extended Sizes
Rated 4.25 out of 5 starsRated 4.25 out of 5 starsRated 4.25 out of 5 starsRated 4.25 out of 5 starsRated 4.25 out of 5 stars(12)
Steve Madden Men's Zephyr Patent Lug Penny LoafersMen's Zephyr Patent Lug Penny Loafers

Steve MaddenMen's Zephyr Patent Lug Penny Loafers

Extended Sizes
Bruno Magli Lixia Leather Penny LoafersLixia Leather Penny Loafers

Bruno MagliLixia Leather Penny Loafers

Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)
Women's Authentic Original Leather Penny Loafers

PLACEHOLDERWomen's Authentic Original Leather Penny Loafers

Extended Sizes
Only size 9 available

Polo Ralph LaurenMen's Anders Suede Penny Loafers

Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(2)

ClarksNalle Glide Woven Nubuck Suede Penny Loafers

Internet Exclusive
Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

PLACEHOLDERWomen's Authentic Original Leather Penny Loafers

Extended Sizes
Only size 9 available

Donald PlinerNaolin Woven Leather Loafers

Extended Sizes

VionicUptown Suede Leopard Print Packable Penny Loafers

Extended Sizes
Rated 4.6937 out of 5 starsRated 4.6937 out of 5 starsRated 4.6937 out of 5 starsRated 4.6937 out of 5 starsRated 4.6937 out of 5 stars(3079)

PLACEHOLDERWomen's Authentic Original Leather Penny Loafers

Extended Sizes
Only size 9 available

SperryWomen's Seaport Penny Leather Loafers

Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

Johnston & MurphyCollection Mens Baldwin Suede Penny Loafers

Rated 3.5 out of 5 starsRated 3.5 out of 5 starsRated 3.5 out of 5 starsRated 3.5 out of 5 starsRated 3.5 out of 5 stars(2)

PLACEHOLDERWomen's Authentic Original Leather Penny Loafers

Extended Sizes
Only size 9 available

Polo Ralph LaurenBoys' Telly Penny Loafers (Toddler)

Rated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 starsRated 4.5 out of 5 stars(16)

Marc NolanMen's Adler Croco Embossed Leather Penny Loafers

Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

VionicSadie Calf Hair Leopard Print Penny Loafers

Internet Exclusive
Extended Sizes
Rated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 stars(5)

ASHBali Caged Leather Studded Penny Loafers

Internet Exclusive
Extended Sizes
Only size 35(5) available

FryeMen's Tyler Flex Suede Penny Loafers

Rated 3.6897 out of 5 starsRated 3.6897 out of 5 starsRated 3.6897 out of 5 starsRated 3.6897 out of 5 starsRated 3.6897 out of 5 stars(29)

Naturalizer27 EDIT Haven Leather Penny Loafers

Extended Sizes
Rated 3.3529 out of 5 starsRated 3.3529 out of 5 starsRated 3.3529 out of 5 starsRated 3.3529 out of 5 starsRated 3.3529 out of 5 stars(34)

VionicSadie Suede Penny Loafers

Internet Exclusive
Extended Sizes
Rated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 stars(5)

Johnston & MurphyMen's Floyd Leather Penny Loafers

Internet Exclusive
Extended Sizes

Dr. MartensMen's Mayfare Polished Smooth Leather Penny Loafers

Extended Sizes

Marc NolanMen's Adler Pebble Leather Penny Loafers

Internet Exclusive
Extended Sizes

Dr. MartensWomen's Temara Leather Penny Loafers

Extended Sizes

Dr. MartensMen's Mayfare Arcadia Rub Off Leather Penny Loafers

Internet Exclusive
Extended Sizes

Johnston & MurphyMen's Cort 2.0 Colorblock Croco Embossed Leather Penny Loafers

Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(3)

Marc NolanMen's Clint Suede Kiltie Penny Loafers

Extended Sizes

Polo Ralph LaurenMen's Anders Leather Collapsible Heel Penny Loafers

Extended Sizes

VionicMen's Uptown Leather Penny Loafers

Internet Exclusive
Extended Sizes
Rated 4.85 out of 5 starsRated 4.85 out of 5 starsRated 4.85 out of 5 starsRated 4.85 out of 5 starsRated 4.85 out of 5 stars(20)

Steve MaddenToryn Suede Penny Loafer Clogs

Internet Exclusive
Extended Sizes
Only size 8 available

Cole HaanStassi Soft Suede Penny Loafers

Extended Sizes

Marc NolanMen's Calum Embossed Bull Croco Leather Penny Loafers

Extended Sizes

Bruno MagliMen's Lastra Leather Penny Loafers

Internet Exclusive
Extended Sizes

Johnston & MurphyMen's XC+Copley Waterproof Penny Loafer

Internet Exclusive
Extended Sizes
Rated 4.6667 out of 5 starsRated 4.6667 out of 5 starsRated 4.6667 out of 5 starsRated 4.6667 out of 5 starsRated 4.6667 out of 5 stars(6)

Jack RogersPennie Patent Leather Slingback Penny Loafer Flats

Internet Exclusive
Extended Sizes
Rated 1.0 out of 5 starsRated 1.0 out of 5 starsRated 1.0 out of 5 starsRated 1.0 out of 5 starsRated 1.0 out of 5 stars(1)

Johnston & MurphyMen's Tyson Leather Dress Penny Loafers

Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(2)

Johnston & MurphyMen's Gibbons Embossed Penny Loafers

Internet Exclusive

BelvedereMen's Nohr Deerskin Leather Penny Loafers

Internet Exclusive

Marc NolanMen's Adler Lizard Embossed Leather Lug Penny Loafers

Internet Exclusive
Extended Sizes

BornMen's Davis Penny Loafers

Polo Ralph LaurenBoys' Telly Penny Loafers (Infant)

Internet Exclusive
Rated 4.2222 out of 5 starsRated 4.2222 out of 5 starsRated 4.2222 out of 5 starsRated 4.2222 out of 5 starsRated 4.2222 out of 5 stars(9)

Bruno MagliLola Tortoise Print Patent Leather Penny Loafers

Internet Exclusive
Extended Sizes

Jack RogersTipson Patent Leather Penny Loafers

Internet Exclusive
Extended Sizes

To Boot New YorkMen's Suede Driver Penny Loafers

Internet Exclusive
Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

VionicSadie Tonal Snake Print Nubuck Penny Loafers

Extended Sizes
Rated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 stars(5)

BlondoPenny Waterproof Suede Loafers

Extended Sizes

TaftMen's Luke Suede Penny Driver Moc Loafers

Internet Exclusive
Extended Sizes
Rated 4.3333 out of 5 starsRated 4.3333 out of 5 starsRated 4.3333 out of 5 starsRated 4.3333 out of 5 starsRated 4.3333 out of 5 stars(6)

Bruno MagliMen's Lastra Suede Unlined Penny Loafers

Internet Exclusive

Johnston & MurphyCollection Men's Baldwin Colorblock Suede Penny Loafers

Internet Exclusive
Rated 2.0 out of 5 starsRated 2.0 out of 5 starsRated 2.0 out of 5 starsRated 2.0 out of 5 starsRated 2.0 out of 5 stars(1)

Donald PlinerGenova Suede and Snake Print Platform Penny Loafers

Internet Exclusive
Extended Sizes
Only size 6 available

Marc NolanMen's Calum Floral Embossed Leather Penny Loafers

Internet Exclusive
Extended Sizes

Marc NolanWomen's Ms. Calum Leather and Mesh Penny Loafers

Internet Exclusive
Extended Sizes
Only size 10 available
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

TaftMen's Jack Leather Penny Loafers

Internet Exclusive
Extended Sizes
Rated 3.6 out of 5 starsRated 3.6 out of 5 starsRated 3.6 out of 5 starsRated 3.6 out of 5 starsRated 3.6 out of 5 stars(5)

Bruno MagliMen's Maioco Penny Loafers

Internet Exclusive
Extended Sizes

AmalfiGlaciale Leather Loafers

Internet Exclusive
Extended Sizes

Marc NolanWomen's Ms. Del Cow Print Hair Calf Shearling Penny Loafer Mules

Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

araCardiff Crinkle Patent Leather Studded Lugged Penny Loafers

Internet Exclusive
Extended Sizes

Marc NolanMen's Del Mar Croco Embossed Suede Penny Loafer Mules

Extended Sizes

MinnetonkaMellony Penny Suede Loafers

Extended Sizes

TaftMen's Luke Leather Penny Driver Moc Loafers

Internet Exclusive
Extended Sizes
Rated 4.4286 out of 5 starsRated 4.4286 out of 5 starsRated 4.4286 out of 5 starsRated 4.4286 out of 5 starsRated 4.4286 out of 5 stars(7)

Bruno MagliMen's Raging Penny Loafers

Internet Exclusive

FRANKIE4Franklin Leather Penny Loafers

Extended Sizes
Rated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 stars(1)

Marc NolanMen's Clint Calf Leather Kiltie Penny Loafers

Internet Exclusive
Extended Sizes

FryeMen's Graham Leather Penny Loafers

Internet Exclusive

TaftMen's Jack Floral Jacquard and Leather Penny Loafers

Internet Exclusive
Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(5)

TaftMen's Jack Floral Embossed Leather Penny Loafers

Internet Exclusive
Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(4)

TaftMen's Sterling Floral Embossed Suede Penny Loafers

Internet Exclusive

FryeMen's Tyler Flex Distressed Leather Penny Loafers

Marc NolanMen's Kennedy Colorblock Sheepskin Suede Pleated Penny Loafers

Extended Sizes

FryeMen's Tyler Penny Loafers

Internet Exclusive
Rated 3.7273 out of 5 starsRated 3.7273 out of 5 starsRated 3.7273 out of 5 starsRated 3.7273 out of 5 starsRated 3.7273 out of 5 stars(22)

Marc NolanMen's Del Mar Cow Print Dark Horse Penny Loafer Mules

Internet Exclusive
Extended Sizes

Dolce VitaBetzy Embossed Leather Pleated Loafer Mules

Internet Exclusive
Extended Sizes

ALOHASRivet Leather Slip On Penny Loafers

Extended Sizes

SchutzTyche Suede Penny Loafers

Internet Exclusive
Extended Sizes
Only size 9.5 available

ASHKriss Suede Penny Loafers

Extended Sizes
Only size 35(5), 36(5.5/6) available

Cole HaanMen's Wyeth Grand Penny Loafers

Extended Sizes

Cole HaanMen's Wyeth Penny Loafers

Internet Exclusive
Extended Sizes

Hugo BossMen's Tayil Penny Loafers

Sam EdelmanLouella Eel Print Leather Penny Loafer Mules

Internet Exclusive

Wolf & ShepherdMen's Coast Calfskin Leather Penny Loafers

Internet Exclusive
Extended Sizes

Franco SartoBessy Leather Penny Loafers

Internet Exclusive
Extended Sizes

Polo Ralph LaurenMen's Alston Leather Inset Stripe Wool Penny Loafers

Internet Exclusive

VionicUptown Suede and Leather Packable Penny Loafers

Internet Exclusive
Rated 4.6468 out of 5 starsRated 4.6468 out of 5 starsRated 4.6468 out of 5 starsRated 4.6468 out of 5 starsRated 4.6468 out of 5 stars(1611)

Sam EdelmanLouella Suede Penny Loafer Mules

Internet Exclusive
Extended Sizes

VionicUptown Perforated Leather Packable Travel Penny Loafers

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.6533 out of 5 starsRated 4.6533 out of 5 starsRated 4.6533 out of 5 starsRated 4.6533 out of 5 starsRated 4.6533 out of 5 stars(75)

NaturalizerBloom Perforated Leather Penny Loafers

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.7778 out of 5 starsRated 4.7778 out of 5 starsRated 4.7778 out of 5 starsRated 4.7778 out of 5 starsRated 4.7778 out of 5 stars(9)

Jeffrey CampbellMiles Suede Penny Loafer Clogs

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.6667 out of 5 starsRated 4.6667 out of 5 starsRated 4.6667 out of 5 starsRated 4.6667 out of 5 starsRated 4.6667 out of 5 stars(3)

VionicUptown Perforated Suede Packable Travel Penny Loafers

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 4.6438 out of 5 starsRated 4.6438 out of 5 starsRated 4.6438 out of 5 starsRated 4.6438 out of 5 starsRated 4.6438 out of 5 stars(73)

Donald PlinerNaolin Woven Leather Loafers

Permanently Reduced
Orig.
Now

BriosoMonique Leather Penny Loafers

Permanently Reduced
Orig.
Now
Extended Sizes

Polo Ralph LaurenMen's Alston Plaid Penny Loafers

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(2)

Flag LTD.Men's Mario Leather Patriot Penny Loafer Drivers

Permanently Reduced
Orig.
Now
Dillard's Exclusive
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)

Johnston & MurphyMen's Beck Leather Slip On Penny Loafers

Permanently Reduced
Orig.
Now
Rated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 starsRated 4.0 out of 5 stars(1)

Steve MaddenMen's Ashland Leather Penny Loafers

Permanently Reduced
Orig.
Now
Extended Sizes
ECCO Women's Classic Perforated Suede Tassel Penny LoafersWomen's Classic Perforated Suede Tassel Penny Loafers

ECCOWomen's Classic Perforated Suede Tassel Penny Loafers

Permanently Reduced
Orig.
Now
Extended Sizes
Rated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 starsRated 5.0 out of 5 stars(1)
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