Penny Loafers

Showing 2233 penny loafers

+30% Select: DESIGNER

Mezlan Leather Penny Loafers
Mezlan Leather Penny Loafers 

Penny loafers rendered in fine leather lends classic appeal Leather upper, lining and sole Apron toe Penny slot at vamp Slip-on style Imported

Get Sale Alert

Free Shipping $100+

Magnanni Meruelo Penny Loafer
Magnanni Meruelo Penny Loafer 

Details Sizing: True to size. Leather upper, lining, and sole Square apron toe Penny slit vamp strap Slip-on Imported

Get Sale Alert

Free Ship $99+: LCSHIP

Magnanni Slip-On Penny Loafer
Magnanni Slip-On Penny Loafer 

Leather upper. Square, moc toe. Penny keeper strap across vamp. 1" flat, stacked heel. Made in Spain.

Get Sale Alert

Salvatore Ferragamo Penny Loafer
Salvatore Ferragamo Penny Loafer 

As timeless as the suit itself, this Salvatore Ferragamo Penny Loafer exudes classic confidence. ; Smooth leather upper with tonal stitching. ; Slip-on loafer construction. ; Leather vamp strap with penny keeper detail. ; Leather lining. ; Lightly padded leather insole with embossed logo. ; Stacked square heel. ; Leather outsole with rubber heel tap. ; Made in Italy. ; This item may ship with an attached security tag. Merchandise returned without the original security tag attached or a damaged tag may not qualify for a refund. Measurements: ; Weight: 1 lb 2 oz ; Product measurements were taken using size 46 (US Men's 13), width EE - Wide. Please note that measurements may vary by size. ; Weight of footwear is based on a single item, not a pair.

Get Sale Alert

Tod's classic loafers
Tod's classic loafers 

Born into a family of Italian shoemakers, Diego Della Valle launched the luxury footwear company Tod’s in 1978. Today, the label’s signature Gommino shoe is an understated symbol of status. Named after the 133 rubber pebbles - or “gommini” - embedded in the sole, this Italian-made pair is flawlessly constructed from supple grey suede in a classic round-toe silhouette which will work well with both formal and casual outfits. Sporting a classic penny slot and a pebbled heel panel, this timeless pair is finished with a full leather lining and hand-stitched seams over the toes - all features that demonstrate the house’s exceptional level of craftsmanship.

Get Sale Alert

Free Shipping $100+

Magnanni Meruelo Leather Loafer
Magnanni Meruelo Leather Loafer 

Details Sizing: True to size. Leather upper, rubber sole Tapered square toe Penny slot strap Slip-on Lightly padded footbed Grip sole Imported

Get Sale Alert

Free Shipping & Free Returns

Magnanni Soft Suede Flat Penny Loafer, Gray
Magnanni Soft Suede Flat Penny Loafer, Gray 

Magnanni for Neiman Marcus suede loafer. Round toe. Leather penny keeper strap. Notched vamp. Slip-on style. Padded footbed. Leather sole with rubber inserts. Made in Spain.

Get Sale Alert

Free Ship $99+: LCSHIP

Magnanni Suede Slip-On Penny Loafer
Magnanni Suede Slip-On Penny Loafer 

Magnanni for Neiman Marcus suede loafer. 0.8" flat stacked heel. Round toe. Keeper strap at notched vamp. Slip-on style. Leather lining and sole.

Get Sale Alert

Free Delivery & Free Returns

Christian Louboutin Monono patent leather loafers
Christian Louboutin Monono patent leather loafers 

Christian Louboutin updates the classic loafer with typical flair - a case in point this black patent-leather Monono style features a smooth white leather vamp and blue suede penny strap which holds a logo-engraved coin. Shaped to an almond toe they're outlined with silver-tone metal chain trim and lined with tan-brown leather then finished with signature red leather soles. Fits true to size.

Get Sale Alert

Free Standard Shipping

Burberry Leather Penny Loafers
Burberry Leather Penny Loafers 

A pair of classic penny loafers in smooth calf leather. The Italian-made style is brushed for an antiqued look and features a serrated-edge detail. Upper: 100% calf leather Lining: 100% calf leather Sole: 100% leather Slip-on style Made in Italy

Get Sale Alert

Salvatore Ferragamo Facundo Leather Penny Loafer
Salvatore Ferragamo Facundo Leather Penny Loafer 

Please note: Sizes selections with an EE indicate wide sizing; EEE indicates extra wide sizing. Made in Italy Color/pattern: brown leather Lightly padded leather insole Rubber sole with traction

Get Sale Alert

Free Shipping & Free Returns

Magnanni Woven Leather Penny Loafer, Brown
Magnanni Woven Leather Penny Loafer, Brown 

EXCLUSIVELY AT NEIMAN MARCUS Magnanni for Neiman Marcus penny loafer in woven leather. Apron toe. Smooth leather penny keeper strap across vamp. Leather lining and insole. Leather outsole. Stacked flat heel. Made in Spain.

Get Sale Alert

+30% Select: DESIGNER

Salvatore Ferragamo Lionel Leather Penny Loafers
Salvatore Ferragamo Lionel Leather Penny Loafers 

Classic penny loafers made from pure leather Block heel, 1" (25mm) Leather upper Apron toe Slip-on style Leather lining and sole Made in Italy

Get Sale Alert

Free Shipping

Tod's MEN'S LEATHER PENNY LOAFERS
Tod's MEN'S LEATHER PENNY LOAFERS 

Tod's dark brown leather apron-toe penny loafers are designed with a durable rubber sole. This classic silhouette is expertly crafted at the label's factory in the Marche region of Italy. 0.75"/20mm midsole (approximately). Apron toe. Signature debossed "T" at vamp. Logo-embossed midsole. Slips on. Lined with leather. Textured rubber sole with injected rubber pebbles. Available in Dark Brown. Made in Italy.;LEATHER

Get Sale Alert

Free Shipping $100+

To Boot Thorne Penny Loafer
To Boot Thorne Penny Loafer 

Details Sizing: True to size. Leather upper, manmade sole Round moc toe Penny slot strap Slip-on Cushioned insole Made in Italy

Get Sale Alert

Free Shipping & Returns

Cole Haan Men's Pinch Gotham Bit Loafer
Cole Haan Men's Pinch Gotham Bit Loafer 

There's not a doubt in our minds that the Pinch Gotham Bit Loafer will have you looking as polished as your Monday morning presentation. The dapper leather upper is perfectly accented with a classic brass bit strap over the foot, while a sturdy heel and leather sole will carry you well into the next decade. Casual stitch detail and our Grand.OS technology in the outsole perfect this timeless silhouette. Traditional penny loafer with burnished leather uppers and a brass bit strap. Fully leather lined upper and sock. Genuine moccasin construction. Grand.OS technology. Constructed on our legendary Pinch last.

Get Sale Alert

Free Shipping $100+

Mezlan Leopold Penny Strap Loafer
Mezlan Leopold Penny Strap Loafer 

Details Sizing: True to size. Leather upper, and sole Round apron toe Penny slot vamp strap Slip-on Stacked sole Imported This item cannot be shipped to Delaware.

Get Sale Alert

Church's Pembrey penny loafers
Church's Pembrey penny loafers 

Ink blue leather and cotton Pembrey penny loafers from Church's featuring a round toe, a slip-on style and penny apron stitching.

Get Sale Alert

+30% Select: DESIGNER

Mezlan Elcano Leather Loafers
Mezlan Elcano Leather Loafers 

Genuine leather moccasins in basket-weave pattern Stacked heel, 1" (25.4mm) Moc toe Leather upper, lining and sole Penny sliders Slip-on style Made in Spain

Get Sale Alert

Free Shipping $100+

Magnanni Perfero Penny Driver
Magnanni Perfero Penny Driver 

Details Sizing: True to size. Leather upper, manmade sole Square moc toe Perforated Penny slot strap Slip-on Lightly padded footbed Removable padded insole Back bumper Grip waffle sole Imported

Get Sale Alert

Free Ship + Free Returns

Salvatore Ferragamo 'Rinaldo' Penny Loafer
Salvatore Ferragamo 'Rinaldo' Penny Loafer 

Smooth leather lights up a fine leather penny loafer made by skilled Italian artisens using the tramezza technique, a traditional handcrafting process that requires hundreds of separate steps and over four hours of crafting, resulting in perfect alignment and extraordinary comfort. Style Name:Salvatore Ferragamo 'Rinaldo' Penny Loafer (Men). Style Number: 5047115. Available in stores.

Get Sale Alert

Free Shipping: FREESHIP

Prada Leather Penny Loafer
Prada Leather Penny Loafer 

A substantial rubber sole ensures all-day comfort on a classic penny loafer rendered in buttery Italian leather. Leather upper. Leather lining. Rubber sole. Made in Italy.

Get Sale Alert

Free Ship + Free Returns

Mezlan Claude Penny Loafer
Mezlan Claude Penny Loafer 

A squared apron toe and an exaggerated angular footprint distinguish a classic loafer fitted with a breathable leather footbed featuring Mezlan's proprietary cushioning. Style Name:Mezlan Claude Penny Loafer (Men). Style Number: 5417764. Available in stores.

Get Sale Alert

Free Shipping $100+

Mezlan Horner Penny Loafer
Mezlan Horner Penny Loafer 

Suede upper, leather and manmade sole Round moc toe Penny slot strap Vintage, hand-colored suede construction Slip-on Injected comfort insole Imported This item cannot be shipped to Delaware.

Get Sale Alert

Free Ship + Free Returns

Mezlan 'Bione' Penny Loafer
Mezlan 'Bione' Penny Loafer 

Finely grained leather elevates a sleek Spanish loafer cast in an attractive, continental silhouette. Style Name:Mezlan 'Bione' Penny Loafer (Men). Style Number: 5185349. Available in stores.

Get Sale Alert

HUGO BOSS Italian Velvet Penny Loafer Glam Slon Vlt 10.5Green
HUGO BOSS Italian Velvet Penny Loafer Glam Slon Vlt 10.5Green 

Crafted in Italy on a mirror-finish outsole, these refined slip-on loafers feature soft sock lining with quilted velvet detailing and grosgrain piping at the collar for added comfort and luxury. This streamlined design is supplied with a protective dust bag for enduring style. Italian velvet upper Leather tassels Leather lining Leather sole Made in Italy

Get Sale Alert

Free Ship + Free Returns

Magnanni 'Camerino' Lizard Penny Loafer
Magnanni 'Camerino' Lizard Penny Loafer 

Genuine lizard skin elevates a timeless loafer fronted with a classic penny keeper and lined with smooth Italian suede. Style Name:Magnanni 'Camerino' Lizard Penny Loafer (Men). Style Number: 5013757. Available in stores.

Get Sale Alert

Free Ship + Free Returns

Magnanni 'Ramiro II' Penny Loafer
Magnanni 'Ramiro II' Penny Loafer 

Rich burnished leather adds handsome color to a classic Spanish loafer cast in a clean silhouette. Style Name:Magnanni 'Ramiro Ii' Penny Loafer (Men). Style Number: 5092588. Available in stores.

Get Sale Alert

Free Shipping and Returns

Gucci Leather loafer with Web
Gucci Leather loafer with Web 

A penny loafer in smooth leather with perforated details and gold bee embroidered Web. Black leather with green and red Web Gold embroidered bee Leather sole .5" heel height Made in Italy

Get Sale Alert

Free Ship + Free Returns

Mezlan 'Lipari' Lizard Leather Penny Loafer
Mezlan 'Lipari' Lizard Leather Penny Loafer 

Genuine lizard leather highlights a rich penny loafer expertly crafted in Spain with an apron toe for a rustic touch. Style Name:Mezlan 'Lipari' Lizard Leather Penny Loafer (Men). Style Number: 5185260_1. Available in stores.

Get Sale Alert

Free Shipping & Returns

Cole Haan Santa Barbara Penny Loafer
Cole Haan Santa Barbara Penny Loafer 

Premium leather uppers. Textile-covered latex molded footbed. Grand Ø.S. comfort technology. Single-density PU outsole.

Get Sale Alert

Mezlan Men's Bione Slip-On Loafer
Mezlan Men's Bione Slip-On Loafer 

Penny style loafer with hand stitched detail

Get Sale Alert

Free Shipping: FREESHIP

Prada Spazz Rois Penny Loafers
Prada Spazz Rois Penny Loafers 

Classic penny loafers in leather with a penny slot. Leather upper. Slip-on style. Mesh lining. Rubber sole. Padded insole. Made in Italy.

Get Sale Alert

Salvatore Ferragamo Penny Loafer Men's Shoes
Salvatore Ferragamo Penny Loafer Men's Shoes 

As timeless as the suit itself this Salvatore Ferragamo Penny Loafer exudes classic confidence. Smooth leather upper with tonal stitching. Slip-on loafer construction. Leather vamp strap with penny keeper detail. Leather lining. Lightly padded leather insole with embossed logo. Stacked square heel. Leather outsole with rubber heel tap. Made in Italy. This item may ship with an attached security tag. Merchandise returned without the original security tag attached or a damaged tag may not qualify for a refund. Measurements: Weight: 1 lb 2 oz Product measurements were taken using size 46 (US Men' s 13) width EE - Wide.Weight of footwear is based on a single item not a pair.

Get Sale Alert

Free Ship + Free Returns

Magnanni Laguna Penny Loafer
Magnanni Laguna Penny Loafer 

Burnished leather adds color to a stylish Spanish loafer crafted with a lightweight contrast sole for casual comfort. Style Name:Magnanni Laguna Penny Loafer (Men). Style Number: 5266493. Available in stores.

Get Sale Alert

Free Ship + Free Returns

Magnanni Marc Penny Loafer
Magnanni Marc Penny Loafer 

A smart chisel-toe silhouette defines a sharp Spanish loafer crafted from smooth leather. Style Name:Magnanni Marc Penny Loafer (Men). Style Number: 5391804. Available in stores.

Get Sale Alert

Free Shipping $100+

Cole Haan Aiden Grand II Penny Loafer - Wide Width Available
Cole Haan Aiden Grand II Penny Loafer - Wide Width Available 

Leather upper, rubber sole Almond toe Penny slot vamp Slip-on Lightly padded footbed Imported

Get Sale Alert

Free Ship + Free Returns

Mezlan Kronos Moc Toe Penny Loafer
Mezlan Kronos Moc Toe Penny Loafer 

Genuine crocodile leather brings distinctive pattern and texture to the vamp of a brightly burnished penny loafer stitched with a neatly puckered moc toe. Style Name:Mezlan Kronos Moc Toe Penny Loafer (Men). Style Number: 5517307. Available in stores.

Get Sale Alert

Free Ship + Free Returns

Mezlan Marcus Penny Loafer
Mezlan Marcus Penny Loafer 

Burnished leather construction elevates a charming Spanish loafer featuring proprietary cushioning and arch support for all-day comfort. Style Name:Mezlan Marcus Penny Loafer (Men). Style Number: 5517325. Available in stores.

Get Sale Alert

Salvatore Ferragamo Darsen Loafer Men's Shoes
Salvatore Ferragamo Darsen Loafer Men's Shoes 

Luxuriate in the richly styled perfection of the Salvatore Ferragamo Darsen Loafer. Genuine leather upper. Slip-on style. Penny keeper strap across the vamp. Leather lining. Lightly padded leather insole. Metal and synthetic outsole. Made in Italy. This item may ship with an attached security tag. Merchandise returned without the original security tag attached or a damaged tag may not qualify for a refund. Measurements: Heel Height: 1 1 2 in Weight: 1 lb 12 oz Platform Height: 3 4 in Product measurements were taken using size 45 (US Men' s 12) width D - Medium.Weight of footwear is based on a single item not a pair.

Get Sale Alert
Top