Adrienne Vittadini Footwear Women's Mitch Slip-On Loafer - Womens Shoes $62.99
Adrienne Vittadini Footwear Women's Mitch Slip-On Loafer more...
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Adrienne Vittadini Footwear Women's Tamar Loafer - Womens Shoes $68.87
We love the whimsical preppy charm of the Tamar from Adrienne Vittadini. Part loafer, part wedge pump, this vibrant shoe features classic penny detail and a practical heel for lift and wearability perfect for the office or for putting a fun twist in your more...
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AK Anne Klein Women's Lizbeth Loafer - Womens Shoes $39.97
Bring the memory of prep school style to your wardrobe with the Lizbeth loafer from AK Anne Klein. This darling penny loafer has ultra-classic style but with chic, updated sensibilities. The flexible rubber sole gives you an all-day wearable step in this more...
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ALL BLACK Women's Loafer Low Pump - Womens Shoes $138.9
ALL BLACK is an emerging indie brand that offers elegant and edgy styles for a discriminating customer. With clever design, thoughtful construction, and beautiful and unique materials, ALL BLACK is a rising star on the footwear scene. more...
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Annie Shoes Women's Maggie Mocasin - Womens Shoes $39.87
Step out in an updated classic with the Maggie loafer from Annie Shoes. This charming two-tone penny loafer features a smooth faux upper with just a hint of shine and a touch of croc print at the toe to incorporate delightfully subtle textural contrast. A more...
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Aquatalia by Marvin K. Women's Habit Loafer - Womens Shoes $185.93
Meet your new best friend: The Aquatalia by Marvin K. Women's Habit loafer. The familiar penny loafer silhouette is paired with a luxe leather upper. A plaid lining complements it beautifully and a rubber sole ensures cushioning and traction. Pair with wi more...
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Aquatalia by Marvin K. Women's Hipster-CV Loafer - Womens Shoes $283.61
Aquatalia by Marvin K. Women's Hipster-CV Loafer more...
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Aquatalia by Marvin K. Women's Hipster-PP Loafer - Womens Shoes $248.96
The Aquatalia by Marvin K. Women's Hipster-PP loafer offers a luxe take on the penny loafer and the result is both hip and classic. The familiar penny loafer silhouette is paired with a luxe haircalf upper. A plaid lining complements it nicely, and a rubb more...
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Aquatalia by Marvin K. Women's Hipster-VC Loafer - Womens Shoes $195.72
Slip into quiet luxury with the Aquatalia by Marvin K. Hipster-VC loafer. The rich leather upper features a snakeskin texture and a penny loafer slot over the foot. Meanwhile, the thick rubber sole will provide cushioning for years and the modest heel wil more...
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Aquatalia by Marvin K. Women's Wacky-CP Loafer - Womens Shoes $248.96
Two classic styles come together in the Aquatalia by Marvin K. Women's Wacky-CP loafer, and the result is super cool. The familiar penny loafer upper is paired with a luxe leather in a camouflage pattern. A plaid lining complements it nicely, and a rubber more...
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Aquatalia by Marvin K. Women's Wacky-VC Loafer - Womens Shoes $179.62
The penny loafer gets a facelift in the Aquatalia by Marvin K. Women's Wacky-VC loafer, and the result is both hip and classic. The familiar penny loafer upper is paired with a luxe leather in a snakeskin texture. A plaid lining complements it nicely, and more...
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ara Women's Luca Slip-On - Womens Shoes $195
ara Women's Luca Slip-On more...
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ara Women's Lucy Slip-On - Womens Shoes $215
ara Women's Lucy Slip-On more...
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ara Women's Penny Loafer - Womens Shoes $110.99
Step out in your sophisticated style with the ultra sleek Portland loafer from ara. Its glossy faux croc patent leather upper has a beautiful tonal quality that shows off its square toe and chunky topstitching. Its thick heel has lots of traction for a no more...
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Bass Women's Waylon Penny Loafer - Womens Shoes $44.5
A lifesaver for frequent business travelers, this deceptively comfortable number also delivers a professional and polished ride. First, the Waylon's hand-sewn leather upper borrows the tailored look of a moc toe and pairs it with the classic vamp of your more...
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BC Footwear Women's Crown Loafer - Womens Shoes $37.8
Preppy and oh-so-glam, the Crown loafer from BC Footwear is a fun addition to your shoe closet. The iconically detailed upper has a metallic gleam for some retro shine. The addition of a stacked heel emphasizes the touch of boost this great loafer offers. more...
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Boutique 9 Women's Rosaley Oxford - Womens Shoes $83.99
Side zipper Comfortable heel more...
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Candela N.Y.C. Women's Perfo Loafer - Womens Shoes $124.18
Candela N.Y.C. Women's Perfo Loafer more...
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Candela Women's Sh611 Perfo Loafer - Womens Shoes $121
Candela gives the classic loafer a fresh update with rich perforations that offer a translucent look. Lightweight and breathable, this shoe pairs especially well with cuffed jeans and a button-down blouse. more...
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Charles David Women's Mantra Loafer - Womens Shoes $126.47
Step into chic fashion at its finest in this women's Mantra loafer by Charles David. Utterly classic with a tailored suit or jeans, the versatile loafer sports a luxurious leather upper, classic toe stitching and subtle vamp band detail. Furthermore, its more...
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Circa Joan & David Women's Alexes Slip-On Loafer - Womens Shoes $64.99
We love the feisty bite of the Alexes loafer from Circa Joan & David. Croc embossed leather gives the upper and extra edge while preppy penny loafer detail keeps things lighthearted and fun. The practical construction brings all-day comfort to this sweet more...
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Circa Joan & David Women's Beamer Flat - Womens Shoes $99
Luxe cushioning more...
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Cole Haan Women's Sloane Penny Loafer - Womens Shoes $110.26
Patent leather adds a slick sophistication to this classic penny loafer from Cole Haan. The Sloane includes contrasting stitching along the seams to amp up the personality even more. Even better: it's super-comfy, with concealed Nike Air technology and a more...
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Cordani Women's Annie Slip-On Loafer - Womens Shoes $123.97
With Cordani's Annie loafer, you don't have to sacrifice comfort or style for one or the other. The easy-going shoe boasts a rich leather upper, a thick heel and platform, and a simple design that pairs with almost anything. And on top of all of that, the more...
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crocs Women's Lano Loafer - Womens Shoes $19.97
Enjoy the classic comfort you expect from crocs in a chic penny loafer with the Lano. The contoured footbed offers great support while the fabric lining brings in breathability. A classic penny loafer bears the unmistakable crocs touch in this fun find. more...
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Dirty Laundry Women's Odell Slip-On Loafer - Womens Shoes $39.99
Practical can be pretty, as is the case with Dirty Laundry's Odell loafer. This slip-on style shoe has the classic stylings of the penny loafter, such as moc-toe seaming and the traditional coin slot, but it's been modernized with different colors and tex more...
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DKNY Women's Nan Flat Loafer - Womens Shoes $224.95
In DKNY's Nan, the classic loafer gets sassy. Its soft haircalf upper is bold in animal-inspired prints, and its patent accents give the look extra polish. Dust bag included. more...
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Dr. Martens Women's Clara Penny Loafer - Womens Shoes $89.95
Dr. Martens brings its signature comfort and style to the Clara Penny loafer and the result is a new classic. The sleek leather upper features a traditional penny loafer slot, but the real story is down below. The thick treaded sole and heel create a cush more...
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Fossil Women's Boston Flat - Womens Shoes $79
Geniune Leather Upper Custom Hardware Leather Insole Flexible Footbed more...
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Franco Sarto Women's Journey Loafer - Womens Shoes $54.42
Every Journey begins with a single step, and yours will be stylish and comfortable in this loafer from Franco Sarto. Its marshmallow-soft leather upper is accented with contrasting stitching and moc toe styling for a look that's both chic and playful, and more...
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FRYE Women's James Penny Loafer - Womens Shoes $187.95
The traditional penny loafer gets a modern makeover in this fresh and hip design from Frye. Lightly distressed for that already-broken-in look and feel, the James is ready to add a relaxed yet sophisticated style to your wardrobe. more...
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FRYE Women's Otis Slip-On Loafer - Womens Shoes $148
Sweet and simple, the Otis loafer from FRYE is the kind of staple you can build any casual outfit on. The buttery leather upper has a laid-back attitude thanks to soft moc stitching and a dash of preppy detail. A soft leather lining adds that extra layer more...
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Heart Soul Women's Mackenzie Slip-On Loafer - Womens Shoes $65.5
Heart Soul Women's Mackenzie Slip-On Loafer more...
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Kenneth Cole REACTION Women's Ace of Spades Slip-On Loafer - Womens Shoes $39.97
Try not to enjoy the comfort and appearance of Kennth Cole REACTION's Ace of Spades loafer. This classic slip-on shoe features a sumptious suede upper with a fierce animal print accent and super-cute chain-enhanced buckle. And a lightly treaded rubber sol more...
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Lauren Ralph Lauren Women's Glenda Slip-On Loafer - Womens Shoes $67.99
Make the workday a little less drab with the Lauren Ralph Lauren Glenda. This classic slip-on loafer boasts a gorgeous leather upper and comfortable leather lining. Plus, a soft manmade sole molds itself to your foot so you can walk in comfort from 9-to-5 more...
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Lauren Ralph Lauren Women's Gratia Slip-On Loafer - Womens Shoes $89
Take dress casual at the office to a whole new level with the Lauren Ralph Lauren Gratia. This slip-on loafer features a beautiful leather upper and a soft leather lining. Its cushioned manmade sole offers all the comfort you need whether you're walking f more...
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Marais USA Women's 022 Loafer - Womens Shoes $53.9
Step into style with this chic loafer sandal from Marais. With a detailed synthetic upper and penny loafer detail at the vamp, this loafer is perfect for work or play. A stacked heel finishes the design for a look that wows. more...
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Marais USA Women's 031 Slip-On Loafer - Womens Shoes $98
The 031 from Marais USA adds pitch perfect preppy style to your casual and dress casual looks. The glossy upper has chic attitude and the classic details have you looking snazzy and sharp. more...
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Marc by Marc Jacobs Women's Penny 61622511 Loafer - Womens Shoes $202.15
Smart loafer style is given a modern makeover in Marc by Marc Jacobs's Penny. A polished leather upper with traditional tassels and a monk strap pairs with a low wooden heel for fashion that's oh so now. A leather sole completes the look for luxury from t more...
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Me Too Women's Mayla Loafer - Womens Shoes $89
Preppy chic and classic, the Mayla loafer from Me Too is an impeccable look for your shoe closet. A timeless penny slot and a prim mocc toe lend pitch-perfect detail. A flexible rubber outsole is flexible and comfy for all-day wear. more...
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MICHAEL Michael Kors Women's Bayville Loafer Loafer - Womens Shoes $98
MICHAEL Michael Kors Women's Bayville Loafer Loafer more...
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Michael Michael Kors Women's Fallyn Loafer - Womens Shoes $140
Michael Michael Kors Women's Fallyn Loafer more...
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Michael Michael Kors Women's Fallyn Platform Loafer - Womens Shoes $175
Michael Michael Kors Women's Fallyn Platform Loafer more...
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MICHAEL Michael Kors Women's Hamilton Slip-On Loafer - Womens Shoes $110
A gold-toned, logoed padlock accent lends a luxe look to this leather slip-on from Michael Kors. The Hamilton Loafer features a casual moc-style design with a stylishly squared toe, flattering low-cut vamp and flexible rubber sole. Dress up a cuffed jean, more...
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Paul Green Women's Elling Penny Loafer - Womens Shoes $146.85
If you're a fan of simple luxury, then Paul Green's Elling is for you. Offered in soft suede or sleek leather, this slip-on has classic penny loafer styling for timeless appeal and versatile wear. It will be a staple in your wardrobe for seasons to come. more...
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Peter Kaiser Women's Karin - Womens Shoes $295
Peter Kaiser Women's Karin more...
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Pour La Victoire Women's Levi Loafer - Womens Shoes $229
Shopping for shoes for women of all ages has just reached new heights thanks to Pour La Victoire. Launched for Resort 2007, the collection is Brazilian made and French inspired. Pour La Victoire is the shoe for the 20th century Marie Antoinette, a shopaho more...
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Pour La Victoire Women's Rory Loafer - Womens Shoes $107.25
Shopping for shoes for women of all ages has just reached new heights thanks to Pour La Victoire. Launched for Resort 2007, the collection is Brazilian made and French inspired. Pour La Victoire is the shoe for the 20th century Marie Antoinette, a shopaho more...
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Rebecca Minkoff Women's Mab Penny Loafer - Womens Shoes $98.32
Rebecca Minkoff offers a gorgeous interpretation of the classic penny loafer. Crafted in Brazil, the Mab features a rich leather upper with moc-toe stitching and a traditional penny catcher detail. Metallic trim at the heel offers an unexpected touch of s more...
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Rebels Women's Genetic Loafer - Womens Shoes $26.94
Rebels Women's Genetic Loafer more...
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Report Women's Donovan Loafer - Womens Shoes $61.99
Slip into the classic style and comfort of a penny loafer with the Report Donovan loafer. The leather upper is supple and sleek, with a traditional penny slot over the vamp for stylish detail. The thick sole and small heel will be supportive and comfortab more...
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Rockport Women's Lilly Penny Loafer - Womens Shoes $99.95
adidas adiPRENE creates lightweight cushioning and maximum shock absorption more...
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Ros Hommerson Women's Magician Penny Loafer - Womens Shoes $127.95
The Magician Penny loafer offers a rich, tailored profile that'll work its stylish magic all week long. Full leather construction translates to a dress-casual silhouette that's comfortable right out of the box, and the gathered toe updates this classic wh more...
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Sam Edelman Women's Etiene Slip-On Loafer - Womens Shoes $70.04
Sam Edelman brings the classic penny loafer into the 21st century with the Etiene. The polished leather upper has eye-catching gleam but it's the details that make this look really shine. Pinking around the tongue spices up the silhouette ever so nicely w more...
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Schutz Women's Anastasia Pump - Womens Shoes $129.32
Unleash the preppy chic in the Anastasia pump from Schutz. The buttery smooth leather upper gives your look a touch of with with its penny loafer detail. A gorgeous block heel perfects the silhouette and adds abundant lift and length to this instant class more...
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Schutz Women's Beverly Loafer - Womens Shoes $194
Schutz Women's Beverly Loafer more...
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Sebago Women's Halifax Strap Loafer - Womens Shoes $49.5
Pair this traditional looking Halifax Strap loafer with business casual outfits for a professional look that's perfect for meeting clients or leading board meetings. This shoe's classic styling, from Sebago, also features a full-grain leather upper, breat more...
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Sperry Top-Sider Women's Winsor Loafer - Womens Shoes $71.47
Sperry Top-Sider Women's Winsor Loafer more...
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Swedish Hasbeens Women's Loafer - Womens Shoes $369.55
Swedish Hasbeens Women's Loafer more...
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Swedish Hasbeens Women's Penny High Loafer - Womens Shoes $349
Swedish Hasbeens Women's Penny High Loafer more...
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Swedish Hasbeens Women's Tassel Sky High Loafer - Womens Shoes $419
Swedish Hasbeens Women's Tassel Sky High Loafer more...
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Tahari Women's Leslie Loafer - Womens Shoes $98
Tahari Women's Leslie Loafer more...
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Tommy Hilfiger Women's Sara Loafer - Womens Shoes $55.09
Add a preppy-chic polish to your favorite dress-casual outfits with the Sara loafer from Tommy Hilfiger. Its moc toe and gentle heel are classic, while the banded vamp with angular cutouts and high-shine or metallic finish offer totally of-the-moment styl more...
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Wanted Shoes Women's Presto Slip-On Loafer - Womens Shoes $59.99
Wanted Shoes Women's Presto Slip-On Loafer more...
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ZiGiny Women's Aleph Slip-On - Womens Shoes $66.95
ZiGiny Women's Aleph Slip-On more...
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