Penny Loafer Flat Shoes

  • Quick Look
    More Details Magnanni for Neiman Marcus Velvet Formal Penny Loafer, Black Details EXCLUSIVELY AT NEIMAN MARCUS Magnanni for Neiman Marcus formal loafer in velvet fabric with leather lining and detail. Patent leather trim. Almond toe. Penny saver strap across vamp. Leather lining and insole. Leather sole. Slip-on style. Handmade in Spain. Designer
    $425.00
  • Quick Look
    More Details Gucci Ravello Leather Penny Loafer, Black Details Gucci "Ravello" loafer in smooth leather. 0.8" stacked heel. Elongated apron toe. Notched vamp with penny keeper strap. Signature grosgrain green/red/green web detail at heel. Leather lining. Rubber outsole. Made in Italy. Designer
    $630.00
  • Quick Look
    More Details Tod's Leather Penny Loafer, Brown Details Tod's smooth calf leather penny loafer. Notched vamp with penny keeper strap; embossed logo. Round, plain toe. Leather lining and footbed. Signature Gommini pebbled rubber sole and heel guard. 1.5" flat stacked heel. Made in Italy. Designer
    $475.00
  • Quick Look
    More Details Swims Mesh and Rubber Penny Loafer, Navy Details Molded rubber upper is waterproof and easy to clean (mud just wipes right off), but also brings a fun, sportive look. Breathable, lightweight, antibacterial mesh vamp top. Ventilating gills around shoe base provide superior breathability. Rubber penny keeper strap across front. Hand-sewn finish joins rubber and mesh. Mesh lining; odor-resistant EVA footbed. Non-marking, lugged rubber sole with superior gripping ability. Imported. Designer
    $159.00
  • Quick Look
    More Details Swims Mesh & Rubber Penny Loafer, Black Details Molded rubber upper is waterproof and easy to clean (mud just wipes right off), but also brings a fun, sportive look. Breathable, lightweight, antibacterial mesh vamp top. Ventilating gills around shoe base provide superior breathability. Rubber penny keeper strap across front. Hand-sewn finish joins rubber and mesh. Mesh lining; odor-resistant EVA footbed. Non-marking, lugged rubber sole with superior gripping ability. Imported. Designer
    $159.00
  • Quick Look
    More Details Tod's Boston Leather Penny Loafer, Black Details Smooth calf leather penny loafer by Tod's. Notched vamp with penny keeper strap; embossed logo. Round, plain toe. Leather lining and footbed. Signature Gommini pebbled rubber sole and heel guard. 1" stacked heel. Made in Italy. Designer
    $475.00
  • Quick Look
    More Details Magnanni for Neiman Marcus Pebbled Leather Penny Loafer, Cognac Details EXCLUSIVELY AT NEIMAN MARCUS Magnanni for Neiman Marcus penny loafer in pebbled leather. Apron toe. Penny keeper strap across vamp. Leather lining and insole. Leather outsole. Stacked flat heel. Made in Spain. Designer
    $425.00
  • Quick Look
    More Details John Lobb Lopez Penny Loafer, Dark Brown Details John Lobb leather loafer with tonal topstitching. Penny saver details on vamp strap. Raised paneling on apron toe. 1" stacked heel with 0.25" leather sole. Leather insole; leather lining. Made in England. Designer
    $1,300.00
  • Quick Look
    More Details Swims Mesh & Rubber Penny Loafer, Red Details Molded rubber upper is waterproof and easy to clean (mud just wipes right off), but also brings a fun, sportive look. Breathable, lightweight, antibacterial mesh vamp top. Ventilating gills around shoe base provide superior breathability. Rubber penny keeper strap across front. Hand-sewn finish joins rubber and mesh. Mesh lining; odor-resistant EVA footbed. Non-marking, lugged rubber sole with superior gripping ability. Imported. Designer

    Original:  $185.00

    NOW:  $83.00

  • Quick Look
    More Details Prada Leather Penny Loafer Details Prada men's penny loafer in calf leather. Square apron toe. Penny keeper strap with silvertone logo detail. Notched vamp. Leather-rubber sole. Slip-on style. Made in Italy. Designer
    $720.00
  • Quick Look
    More Details Cole Haan Grant Canoe Penny Loafer, Brown Details Cole Haan "Grant" penny loafer. Hand-sewn topstitching. Penny keeper strap across vamp. Leather lining with cushioned insole. Flexible pebbled rubber sole for comfort. Imported. Designer
    $170.00
  • Quick Look
    More Details Prada Calf Leather Driving Loafer Details Prada soft calf leather driving loafer. Flat heel. Moc-stitched round toe. Penny keeper strap. Metal logo lettering. Rubber driving sole. Slip-on style. Made in Italy. Designer
    $530.00
  • Quick Look
    More Details John Lobb Lopez Penny Loafer, Black Details John Lobb leather loafer with tonal topstitching. Penny saver details on vamp strap. Raised paneling on apron toe. 1" stacked heel with 0.25" leather sole. Leather insole; leather lining. Made in England. Designer
    $1,300.00
  • Quick Look
    More Details Gravati Flat Leather Penny Loafer Details Gravati bicolor leather loafer with metallic and patent trim. Available in multiple colors. 0.8" flat stacked heel. Apron toe. Penny keeper strap. Tonal topstitching. Slip-on style. Made in Italy. Designer
    $590.00
  • Quick Look
    More Details Gravati Crocodile Penny Loafer Details Gravati crocodile leather loafer. 0.8" stacked flat heel. Apron toe. Notched vamp. Penny-keeper strap. Leather lining. Leather/rubber outsole. Slip-on style. Made in Italy. Designer
    $1,200.00
  • Quick Look
    More Details Magnanni for Neiman Marcus Smooth Leather Penny Loafer, Brown Details EXCLUSIVELY AT NEIMAN MARCUS Magnanni for Neiman Marcus penny loafer in smooth leather. Apron toe. Penny keeper strap across vamp. Leather lining and insole. Leather outsole. Stacked flat heel. Made in Spain. Designer
    $475.00
  • Quick Look
    More Details Gravati Suede Penny Loafer Details Gravati calf suede loafer. 0.8" stacked heel. Apron toe. Notched vamp. Penny-keeper strap. Leather/rubber outsole. Made in Italy. Designer
    $590.00
  • Quick Look
    More Details Gravati Leather Penny Loafer with Metallic Plug Details Gravati pebbled leather penny loafer with metallic leather plug. Flat stacked heel. Round toe. Keeper strap at notched vamp. Slip-on style. Leather lining. Smooth outsole. Made in Italy. Designer
    $590.00
  • Quick Look
    More Details Magnanni for Neiman Marcus Woven Leather Penny Loafer, Brown Details 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. Designer
    $495.00
  • Quick Look
    More Details Magnanni for Neiman Marcus Velvet Formal Penny Loafer, Navy Details EXCLUSIVELY AT NEIMAN MARCUS Magnanni for Neiman Marcus formal loafer in velvet fabric with leather lining and detail. Patent leather trim. Almond toe. Penny saver strap across vamp. Leather lining and insole. Leather sole. Slip-on style. Handmade in Spain. Designer
    $425.00
  • Quick Look
    More Details TOM FORD Calf Leather Penny Loafer, Brown Details TOM FORD calf leather loafer. Penny keeper strap across vamp. Apron toe. Leather lining and insole. Leather/rubber outsole. Slip-on style. Made in Italy. Designer

    Original:  $1,690.00

    NOW:  $760.00

  • Quick Look
    More Details Gravati Nico Peccary Penny Loafer Details Peruvian peccary skin upper with tonal topstitching. Raised paneling at almond toe and backstay. Penny loafer strap at vamp. 1 1/4" stacked heel. Padded kid leather insole and lining. Tractable lugged rubber outsole with leather insets. Made in Italy. Designer

    Original:  $795.00

    NOW:  $344.00

  • Quick Look
    More Details Tod's Gommini Suede Penny Loafer, Red Details Tod's penny loafer in calfskin suede. Moc toe. Penny keeper strap across vamp. Embossed logo at tongue. Textile and leather lining. Gommini pebbled sole. Made in Italy. Designer

    Original:  $645.00

    NOW:  $290.00

  • Quick Look
    More Details Prada Saffiano Leather Penny Loafer Details Prada Saffiano leather penny loafer with tonal topstitching. Squared apron toe. 1" flat stacked heel. Penny keeper strap across Venetian vamp. Slip-on style. Leather lining and insole. Rubber outsole. Made in Italy. Designer
    $650.00
  • Quick Look
    More Details Salvatore Ferragamo Leather Penny Loafer Details Shiny calfskin leather penny loafer by Salvatore Ferragamo. Penny keeper-strap across vamp. 1" stacked flat heel. Tapered apron toe. Tonal topstitching. Leather lining and cushioned insole. Leather outsole with rubber heel inset. Made in Italy. Designer
    $750.00
  • Quick Look
    More Details Bottega Veneta Stitched Slip-On Leather Penny Loafer, Brown Details Bottega Veneta calfskin leather penny loafer with stitched design. 1" flat stacked heel. Apron toe. Intrecciato woven keeper strap over notched vamp. Slip-on style. Padded footbed. Leather outsole. Made in Italy. Designer
    $990.00
  • Quick Look
    More Details Salvatore Ferragamo Tramezza Calfskin Penny Loafer, Black Details Salvatore Ferragamo leather loafer. 1" flat heel. Round toe. Notched vamp. Penny keeper strap. Leather lining, footbed, and sole. Slip-on style. Made in Italy. Designer
    $975.00
  • Quick Look
    More Details Ermenegildo Zegna Asola Napa Leather Penny Loafer, Light Brown Details Ermenegildo Zegna loafer in napa leather. Squared apron toe. Penny keeper strap. Notched vamp. Slip-on style. "Asola" is made in Italy. Designer
    $695.00
  • Quick Look
    More Details Salvatore Ferragamo Textured Calfskin Penny Loafer, Black Details Salvatore Ferragamo penny loafer in pebbled calfskin leather. Tapered apron toe. Penny keeper strap across notched vamp. Leather lining and insole. Rubber outsole. Flat stacked heel. Slip-on style. Made in Italy. Designer
    $575.00
  • Quick Look
    More Details Frye Men's Aiden Suede Penny Loafer, Gray Details Frye men's "Aiden" loafer in calf suede. Apron toe. Penny keeper strap across notched vamp. Leather lining and sole. Flat stacked heel. Slip-on style. Made in Italy. Designer
    $358.00
  • Quick Look
    More Details Salvatore Ferragamo Textured Calfskin Penny Loafer, Brown Details Salvatore Ferragamo penny loafer in pebbled calfskin leather. Tapered apron toe. Penny keeper strap across notched vamp. Leather lining and insole. Rubber outsole. Flat stacked heel. Slip-on style. Made in Italy. Designer
    $575.00
  • Quick Look
    More Details Tod's City Gommini Suede Penny Loafer, Tan Details Tod's "City Gommini" loafer in velvety suede. Round moc toe. Penny keeper strap. Heat-stamped logo at tongue. Signature rubber pebble detail at heel. Pebbled rubber driving sole. Slip-on style. Made in Italy. Designer
    $495.00
  • Quick Look
    More Details Ermenegildo Zegna Burnished Calf Leather Penny Loafer, Chestnut Details Ermenegildo Zegna penny loafer in burnished calf leather. Tapered apron toe. Penny keeper strap across vamp. Brogue details at heel counter. Flexible rubber outsole. Flat stacked heel. Slip-on style. Made in Italy. Designer
    $595.00
  • Quick Look
    More Details Ermenegildo Zegna Calf Leather Penny Loafer, Black Details Ermenegildo Zegna penny loafer in calf leather. Tapered apron toe. Penny keeper strap across vamp. Brogue details at heel counter. Flexible rubber outsole. Flat stacked heel. Slip-on style. Made in Italy. Designer
    $595.00
  • Quick Look
    More Details Tod's Gommini Suede Penny Loafer, Ivory Details Tod's penny loafer in calfskin suede. Moc toe. Penny keeper strap across vamp. Embossed logo at tongue. Textile and leather lining. Gommini pebbled sole. Made in Italy. Designer

    Original:  $645.00

    NOW:  $290.00

  • Quick Look
    More Details Swims Rubber Penny Loafer with Faux-Croc Trim Details Swims molded rubber loafer with faux-crocodile trim. Breathable, lightweight, antibacterial mesh top. Ventilating gills around shoe base for breathability. Rubber penny keeper strap across front. Hand-sewn finish joins rubber and mesh. Mesh lining; odor-resistant EVA insole. Non-marking, lugged rubber sole with superior gripping ability. Imported. Designer

    Original:  $179.00

    NOW:  $80.00

  • Quick Look
    More Details TOM FORD Taylor Burnished Leather Penny Loafer, Brown Details Tom Ford "Taylor" loafer in burnished calf leather with subtle contrast stitching. Apron toe. Penny keeper strap across notched vamp. Contrast leather topline. Leather lining and insole. Leather/rubber outsole. Slip-on style. Made in Italy. Designer

    Original:  $1,690.00

    NOW:  $760.00

  • Quick Look
    More Details Prada Saffiano Leather Penny Loafer, Cafe Details Prada leather penny loafer. 1" stacked heel. Square toe. Penny-keep strap across vamp. Slip-on style. Leather lining and insole. Stacked rubber outsole. Made in Italy. Designer
    $650.00
  • Quick Look
    More Details Cole Haan Grant Canoe Penny Loafer, Black Details Cole Haan genuine hand-sewn penny loafer. Penny saver vamp strap. New Cole Haan cushioning system in the heel. Flexible rubber island pod outsole for comfort. Leather. Imported. Designer
    $170.00
  • Quick Look
    More Details Ermenegildo Zegna La Sola Suede Penny Loafer Details Ermenegildo Zegna loafer in suede. Apron toe. Burnished leather penny keeper. Flexible leather sole. "La Sola" is made in Italy. Designer
    $725.00
  • Quick Look
    More Details Giorgio Armani Textured Leather Penny Loafer Details Giorgio Armani loafer in textured calfskin leather with smooth leather details. Apron toe. Penny keeper strap. Notched vamp. Rubber outsole. Slip-on style. Made in Italy. Designer
    $595.00
  • Quick Look
    More Details Ermenegildo Zegna La Sola Suede Penny Loafer, Blue Details Ermenegildo Zegna loafer in suede. Apron toe. Burnished leather penny keeper. Flexible leather sole. "La Sola" is made in Italy. Designer
    $725.00
  • Quick Look
    More Details Giorgio Armani York Textured Leather Penny Loafer with Rubber Sole Details Giorgio Armani loafer in Parma textured calfskin leather with smooth leather details. Apron toe. Penny keeper strap. Notched vamp. Rubber outsole. Slip-on style. Made in Italy. Designer
    $645.00
  • Quick Look
    More Details Ermenegildo Zegna Highway Pelle Tessuta Penny Loafer Details Ermenegildo Zegna loafer in woven calf lather. Apron toe; contrast smooth leather trim. Contrast smooth leather penny keeper. Pebbled rubber driving sole. Designer
    $850.00
  • Quick Look
    More Details Ermenegildo Zegna Highway Pelle Tessuta Penny Loafer, Black Details Ermenegildo Zegna loafer in woven calf lather. Apron toe; smooth leather trim. Smooth leather penny keeper. Pebbled rubber driving sole. Designer
    $850.00
  • Quick Look
    More Details Bally Mody Burnished Leather Penny Loafer Details Bally loafer in richly burnished calf leather. Apron toe. Penny keeper strap. Serrated-edge tongue. Looped pull with signature Trainspotting stripes at back. Lateral seam detail at heel counter. Rubber outsole. Slip-on style. "Mody" is made in Switzerland. Designer
    $495.00
  • Quick Look
    More Details Ermenegildo Zegna Mocassino Suede Penny Loafer Details Ermenegildo Zegna loafer in soft suede. Apron toe. Crisscross strap across notched vamp. Flexible rubber sole. "Mocassino" is made in Italy. Designer
    $750.00
  • Quick Look
    More Details Ermenegildo Zegna Asola Napa Leather Penny Loafer, Navy Details Ermenegildo Zegna loafer in napa leather. Squared apron toe. Penny keeper strap. Notched vamp. Slip-on style. "Asola" is made in Italy. Designer
    $695.00
  • Quick Look
    More Details Ermenegildo Zegna Asola Suede Penny Loafer, Dark Brown Details Ermenegildo Zegna loafer in lamb suede. Squared apron toe. Penny keeper strap. Notched vamp. Slip-on style. "Asola" is made in Italy. Designer
    $695.00
  • Quick Look
    More Details Bally Webb Leather Penny Loafer Details Bally loafer in textured calf leather. Squared apron toe. Penny keeper strap across vamp. Brogue details at sides. Leather lining. Rubber outsole. Slip-on style. "Webb" is made in Switzerland. Designer
    $575.00
  • Quick Look
    More Details Bally Webb Leather Penny Loafer Details Bally loafer in textured deer leather. Squared apron toe. Penny keeper strap across vamp. Leather lining. Rubber outsole. Slip-on style. "Webb" is made in Switzerland. Designer
    $575.00
  • Quick Look
    More Details Bally Larso Fashion Penny Loafer Details Bally loafer in textured calf leather. Squared apron toe. Penny keeper strap across vamp. Brogue details at sides. Leather lining. Rubber outsole. Slip-on style. "Larso" is made in Switzerland. Designer
    $495.00
  • Quick Look
    More Details Manolo Blahnik Consulta Buck Suede Loafer Details Manolo Blahnik buck suede loafer. 0.8" flat heel. Apron toe. Notched vamp. Penny-keeper strap. Lugged rubber sole. Slip-on style. "Consulta" is made in Italy. Sizing note: Manolo Blahnik runs small. We suggest that you order a half size larger than you typically wear. Designer
    $745.00
  • Quick Look
    More Details Burberry Bedmont Leather Penny Loafer Details Burberry calf grain leather loafer with pinked trim. 0.5" stacked heel. Round toe. Keeper strap at notched vamp. Slip-on style. Leather lining. Smooth outsole. Made in Italy. Designer
    $525.00
  • Quick Look
    More Details Berluti Lorenzo Unlined Leather Loafer, Brown Details Berluti grain leather penny loafer. Stacked flat heel. Apron toe. Penny keeper strap across vamp. Leather lining and soles. Made in Italy. Designer
    $1,250.00
  • Quick Look
    More Details Pedro Garcia Queron Patent Slip-On Loafer Details Pedro Garcia patent leather loafer. Flat stacked heel. Round toe. Penny keeper strap at notched vamp. Slip-on style. Padded footbed. Rubber outsole. "Queron" is made in Spain. Designer

    Original:  $620.00

    NOW:  $186.00

  • Quick Look
    More Details Giorgio Armani Formal Deconstructed Soft Patent Leather Loafer Details Giorgio Armani loafer in soft patent leather. Flat heel. Round toe. Penny keeper strap. Slip-on style. Leather sole. Made in Italy. Designer
    $925.00
  • Quick Look
    More Details Swims Rubber Penny Loafer, Red Details Swims penny loafer with molded rubber upper. Breathable, lightweight, antibacterial mesh vamp top. Ventilating gills around shoe base provide breathability. Rubbed penny keeper strap across front. Hand-sewn finishing joins rubber and mesh. Mesh lining; odor-resistant EVA footbed. Non-marking, lugged rubber sole with superior gripping ability. Slip-on style. Imported. Designer
    $160.00
  • Quick Look
    More Details Mansur Gavriel Classic Flat Suede Loafer Details Mansur Gavriel classic loafer in Italian suede. Available in multiple colors. 0.5" flat stacked heel. Apron toe. Penny keeper strap. Tonal topstitching. Slip-on style. Made in Italy. Please note: Mansur Gavriel runs small. We suggest ordering one size larger than you would typically wear.Designer
    $425.00
  • Quick Look
    More Details Berluti Gaspard Conduit College Loafer, Black Details Berluti "Gaspard" loafer in leather. Flat stacked heel. Moc toe. Penny keeper strap across vamp. Leather lining and insole. Slip-on style. Made in Italy. Designer
    $1,540.00