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  • 183 Items
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Naturalizer 27 EDIT Haven Leather Penny Loafers27 EDIT Haven Leather Penny Loafers

Naturalizer27 EDIT Haven Leather Penny Loafers

Extended Sizes
Rated 3.4643 out of 5 starsRated 3.4643 out of 5 starsRated 3.4643 out of 5 starsRated 3.4643 out of 5 starsRated 3.4643 out of 5 stars(28)
Sperry Women's Seaport Penny Leather LoafersWomen's Seaport Penny Leather Loafers

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)
Flag LTD. Women's Morgan Pearl Leather Penny LoafersWomen's Morgan Pearl Leather Penny Loafers

Flag LTD.Women's Morgan Pearl Leather Penny Loafers

Dillard's Exclusive
Only size 7 available
Rated 4.576 out of 5 starsRated 4.576 out of 5 starsRated 4.576 out of 5 starsRated 4.576 out of 5 starsRated 4.576 out of 5 stars(250)
Cole Haan Danby Leather Travel Penny LoafersDanby Leather Travel Penny Loafers

Cole HaanDanby Leather Travel 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(9)
Donald Pliner Naolin Woven Leather LoafersNaolin Woven Leather Loafers

Donald PlinerNaolin Woven Leather Loafers

Internet Exclusive
Extended Sizes
Cole Haan Women's Treena Glazed Leather Lug Sole Penny LoafersWomen's Treena Glazed Leather Lug Sole Penny Loafers

Cole HaanWomen's Treena Glazed Leather Lug Sole Penny Loafers

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(3)
Marc Nolan Men's Adler Croco Embossed Leather Penny LoafersMen's Adler Croco Embossed Leather Penny Loafers

Marc NolanMen's Adler Croco Embossed Leather Penny Loafers

Extended Sizes
Amalfi Ornella Patent Leather Penny LoafersOrnella Patent Leather Penny Loafers

AmalfiOrnella Patent Leather Penny Loafers

Internet Exclusive
Extended Sizes
27 EDIT Haven Leather Penny Loafers

PLACEHOLDER27 EDIT Haven Leather Penny Loafers

Extended Sizes
Rated 3.4643 out of 5 starsRated 3.4643 out of 5 starsRated 3.4643 out of 5 starsRated 3.4643 out of 5 starsRated 3.4643 out of 5 stars(28)

Marc NolanMen's Calum Leather Rose Penny Loafers

Extended Sizes

BornMen's Marcel Leather Penny Driver Loafers

Rated 3.0 out of 5 starsRated 3.0 out of 5 starsRated 3.0 out of 5 starsRated 3.0 out of 5 starsRated 3.0 out of 5 stars(1)

PLACEHOLDER27 EDIT Haven Leather Penny Loafers

Extended Sizes
Rated 3.4643 out of 5 starsRated 3.4643 out of 5 starsRated 3.4643 out of 5 starsRated 3.4643 out of 5 starsRated 3.4643 out of 5 stars(28)

Johnston & MurphyMen's Higgins Leather Penny Keeper Loafers

Internet Exclusive

ECCOWomen's Classic Perforated Leather Tassel Penny Loafers

Internet Exclusive
Extended Sizes

PLACEHOLDER27 EDIT Haven Leather Penny Loafers

Extended Sizes
Rated 3.4643 out of 5 starsRated 3.4643 out of 5 starsRated 3.4643 out of 5 starsRated 3.4643 out of 5 starsRated 3.4643 out of 5 stars(28)

COACHMen's Reagan Patent Leather Penny Loafers

Internet Exclusive
Only size 7, 9 available
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(4)

Marc NolanMen's Abe Leather Penny Loafers

Extended Sizes

PLACEHOLDER27 EDIT Haven Leather Penny Loafers

Extended Sizes
Rated 3.4643 out of 5 starsRated 3.4643 out of 5 starsRated 3.4643 out of 5 starsRated 3.4643 out of 5 starsRated 3.4643 out of 5 stars(28)

Cole HaanMen's Hall Grand Leather Penny Driving Loafers

Internet Exclusive
Extended Sizes

FryeFaith Woven Leather Penny Loafers

Extended Sizes

Polo Ralph LaurenMen's Alston Plaid 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)

Marc NolanMen's Calum Floral Embossed Leather Penny Loafers

Internet Exclusive
Extended Sizes

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)

Lauren Ralph LaurenMarli Leather Lug Sole Penny Loafers

Extended Sizes
Rated 3.0 out of 5 starsRated 3.0 out of 5 starsRated 3.0 out of 5 starsRated 3.0 out of 5 starsRated 3.0 out of 5 stars(2)

Dr. MartensMen's Mayfare Polished Smooth Leather Penny Loafers

Internet Exclusive
Extended Sizes

Steve MaddenMen's Zephyr Patent Lug Penny Loafers

Extended Sizes

AriatWomen's Selene Suede Driving Penny Loafers

Extended Sizes
Rated 4.9167 out of 5 starsRated 4.9167 out of 5 starsRated 4.9167 out of 5 starsRated 4.9167 out of 5 starsRated 4.9167 out of 5 stars(24)

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(2)

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)

Polo Ralph LaurenMen's Alston Penny Loafers

Internet Exclusive
Extended Sizes
Only size 13 available
Rated 4.8889 out of 5 starsRated 4.8889 out of 5 starsRated 4.8889 out of 5 starsRated 4.8889 out of 5 starsRated 4.8889 out of 5 stars(9)

Johnston & MurphyMen's Floyd Leather Penny Loafers

Internet Exclusive
Extended Sizes

VionicMen's Uptown Leather Penny Loafers

Internet Exclusive
Extended Sizes
Rated 4.8235 out of 5 starsRated 4.8235 out of 5 starsRated 4.8235 out of 5 starsRated 4.8235 out of 5 starsRated 4.8235 out of 5 stars(17)

VionicUptown Leather Snake Print Packable Penny Loafers

Internet Exclusive
Extended Sizes
Rated 4.6457 out of 5 starsRated 4.6457 out of 5 starsRated 4.6457 out of 5 starsRated 4.6457 out of 5 starsRated 4.6457 out of 5 stars(1592)

Marc NolanMen's Adler Lizard Embossed Leather Lug Penny Loafers

Internet Exclusive
Extended Sizes

Josef SeibelMen's Stuart 08 Leather Penny Loafers

Flag LTD.Men's Rowen Raffia Leather Penny Loafers

Dillard's Exclusive

Donald PlinerNajma Woven Raffia and Patent Leather Loafers

Extended Sizes

Bruno MagliMen's Lastra Leather Penny Loafers

Internet Exclusive
Extended Sizes

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

Dillard's Exclusive

Jack RogersTipson Leather Penny Loafers

Extended Sizes

Bruno MagliLola Tortoise Print Patent Leather Penny Loafers

Internet Exclusive
Extended Sizes

Jack RogersTipson Patent Leather Penny Loafers

Internet Exclusive
Extended Sizes

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)

Bruno MagliMen's Raging Penny Loafers

Internet Exclusive

Marc NolanMen's Del Mar Pebble Leather Loafer Mules

Internet Exclusive
Extended Sizes

Vince CamutoClarette Metallic Leather Penny Loafers

Internet Exclusive

FryeMen's Tyler Flex Distressed Leather Penny Loafers

Internet Exclusive

araCardiff Crinkle Patent Leather Studded Lugged Penny Loafers

Internet Exclusive
Extended Sizes

ASHBali Caged Leather Studded Penny Loafers

Internet Exclusive
Extended Sizes

Marc NolanWomen's Ms. Calum Patent Leather Penny Loafers

Internet Exclusive
Extended Sizes
Only size 10, 11 available

Marc NolanMen's Clint Calf Leather Kiltie Penny Loafers

Internet Exclusive
Extended Sizes

AmalfiGlaciale Leather Loafers

Internet Exclusive
Extended Sizes

BirdiesThe Vesper Leather and Raffia Penny Driver Loafers

Extended Sizes

ALDOMen's Tucker Leather Penny Loafers

Internet Exclusive
Only size 7 available

MephistoCarima Crinkle Patent Leather Penny Loafers

Extended Sizes

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)

Steve MaddenMen's Chevoit Leather Slip On Dress Loafers

Internet Exclusive
Extended Sizes

Johnston & MurphyCollection Men's Taylor Leather 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)

Bruno MagliMen's Maioco Penny Loafers

Internet Exclusive
Extended Sizes

Bruno MagliMen's Prato Slip-On Loafers

Internet Exclusive

Ted Baker LondonMen's Parkhill Leather Penny Loafers

Internet Exclusive
Extended Sizes
Only size 10.5 available

araCrescent Croco Embossed Patent Leather Lugged Penny Loafers

Internet Exclusive
Extended Sizes

TaftMen's Luke Leather 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)

Dune LondonGlances Leather Convertible Penny Loafers

Internet Exclusive
Extended Sizes
Only size 38(8) available

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

Extended Sizes

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(3)

BuenoRuth Patent Leather Block Heel Penny Loafer Pumps

Internet Exclusive

ALDOMen's Keifer Leather Studded Penny Dress Loafers

Internet Exclusive
Extended Sizes
Only size 10.5 available

ALDOMen's Keifer Leather Penny Dress Loafers

Internet Exclusive
Extended Sizes
Only size 9.5, 10.5 available

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)

TaftMen's Jack Leather Penny Loafers

Internet Exclusive
Extended Sizes
Rated 3.25 out of 5 starsRated 3.25 out of 5 starsRated 3.25 out of 5 starsRated 3.25 out of 5 starsRated 3.25 out of 5 stars(4)

SperryWomen's Authentic Original Leather Penny Loafers

Internet Exclusive
Extended Sizes

Marc NolanMen's Calum Bull Leather Penny Loafers

Extended Sizes

Cole HaanMen's Pinch Penny Loafers

Extended Sizes
Rated 4.2857 out of 5 starsRated 4.2857 out of 5 starsRated 4.2857 out of 5 starsRated 4.2857 out of 5 starsRated 4.2857 out of 5 stars(56)

FryeMen's Graham Penny Loafers

FryeMen's Graham Waxed Suede Penny Loafers

FryeMen's Graham Penny Loafers

Vince CamutoCalie Braided Leather Penny Loafers

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Rated 3.0 out of 5 starsRated 3.0 out of 5 starsRated 3.0 out of 5 starsRated 3.0 out of 5 starsRated 3.0 out of 5 stars(2)

ECCOMetropole Oslo Leather Kiltie Brogue Detail Penny Loafers

Permanently Reduced
Orig.
Now
Extended Sizes

VionicCaitlin Leather Penny Loafers

Permanently Reduced
Orig.
Now
Extended Sizes
Only size 9.5 available
Rated 4.2535 out of 5 starsRated 4.2535 out of 5 starsRated 4.2535 out of 5 starsRated 4.2535 out of 5 starsRated 4.2535 out of 5 stars(71)

To Boot New YorkMen's Zenith Woven Penny Loafers

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 8.5, 9 available

Kurt Geiger LondonMen's Brompton Leather and Haircalf Penny Loafers

Permanently Reduced
Orig.
Now
Internet Exclusive

Johnston & MurphyMens Cort 2.0 Suede Penny Loafers

Permanently Reduced
Orig.
Now
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)

SperryWomen's Striped Seaport Penny Loafers

Permanently Reduced
Orig.
Now
Extended Sizes
Only size 7 available

SperryMen's Authentic Original Harbor Penny Loafers

Permanently Reduced
Orig.
Now
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)

Cole HaanMen's Carnegie Penny Loafers

Permanently Reduced
Orig.
Now
Internet Exclusive

Cole HaanMen's Pinch Weekender Leather Penny Loafers

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 10.5 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(2)

Cole HaanMen's Grand Leather Laser Cut Penny Driver Loafers

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
Only size 8 available
Rated 4.1048 out of 5 starsRated 4.1048 out of 5 starsRated 4.1048 out of 5 starsRated 4.1048 out of 5 starsRated 4.1048 out of 5 stars(124)

Flag LTD.Men's Vincent Colorblock Penny Loafers

Permanently Reduced
Orig.
Now
Dillard's Exclusive
Only size 11.5 available

Cole HaanMen's Zerøgrand Remastered Penny Loafers

Permanently Reduced
Orig.
Now
Internet Exclusive
Only size 7.5 available
Steve Madden Rafe Faux Fur and Leather Penny Loafer MulesRafe Faux Fur and Leather Penny Loafer Mules

Steve MaddenRafe Faux Fur and Leather Penny Loafer Mules

Permanently Reduced
Orig.
Now
Internet Exclusive
Extended Sizes
  • 183 Items
  • First
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