No Way! Free Next Day Shipping On Clothing M-F. Order Today, Wear It Tomorrow! Plus Free Returns. Learn More

“penny loafers” we found 170 items!

Sperry Top-Sider Kids - Colton (Big Kid) Sperry Top-Sider Kids Colton (Big Kid) $55.00 Rated: 5 stars! Sperry Top-Sider Kids - Colton (Big Kid) Sperry Top-Sider Kids Colton (Big Kid) $55.00 Rated: 5 stars! Bass - Walton Bass Walton $69.00 Rated: 4 stars! Kenneth Cole Reaction Kids - Loaf-er (Little Kid/Big Kid) Kenneth Cole Reaction Kids Loaf-er (Little Kid/Big Kid) $48.00 Rated: 4 stars!
Bass - Wayfarer Bass Wayfarer $99.00 Rated: 4 stars! Kenneth Cole Reaction Kids - Loaf-er (Little Kid/Big Kid) Kenneth Cole Reaction Kids Loaf-er (Little Kid/Big Kid) $48.00 Rated: 4 stars! Bass - Wayfarer Bass Wayfarer $99.00 Rated: 4 stars! Sperry Top-Sider Kids - Colton (Little Kid) Sperry Top-Sider Kids Colton (Little Kid) $55.00 Rated: 5 stars!
Cobb Hill - Deidre Cobb Hill Deidre $94.99 Rated: 5 stars! Nine West - Beany Nine West Beany $89.00 Rated: 4 stars! Bass - Walton Bass Walton $69.00 Rated: 4 stars! Bogs Kids - Wall Ball H&L (Toddler/Little Kid/Big Kid) Bogs Kids Wall Ball H&L (Toddler/Little Kid/Big Kid) $55.00
Born - Dinah Born Dinah $95.00 Rated: 4 stars! Bass - Casell Bass Casell $79.00 Rated: 4 stars! Bass - Casell Bass Casell $79.00 Rated: 4 stars! Sperry Top-Sider Kids - Colton (Little Kid) Sperry Top-Sider Kids Colton (Little Kid) $55.00 Rated: 5 stars!
Rockport - Classic Loafer Lite Penny Rockport Classic Loafer Lite Penny $100.00 Rated: 5 stars! Sperry Top-Sider - Avery Sperry Top-Sider Avery $85.00 Rated: 5 stars! Ralph Lauren Collection Kids - Telly (Infant/Toddler) Ralph Lauren Collection Kids Telly (Infant/Toddler) $65.00 Rated: 5 stars! LAUREN by Ralph Lauren - Camila LAUREN by Ralph Lauren Camila $98.00 Rated: 5 stars!
Rockport - Classic Loafer Lite Penny Rockport Classic Loafer Lite Penny $100.00 Rated: 5 stars! Born - Simon Born Simon $99.00 Rated: 5 stars! Florsheim Kids - Reveal Penny Jr. (Toddler/Little Kid/Big Kid) Florsheim Kids Reveal Penny Jr. (Toddler/Little Kid/Big Kid) $54.95 Sperry Top-Sider - Pennyfish Sperry Top-Sider Pennyfish $85.00 Rated: 4 stars!
Ralph Lauren Collection Kids - Telly (Big Kid) Ralph Lauren Collection Kids Telly (Big Kid) $75.00 Rated: 5 stars! Massimo Matteo - Penny Keeper Massimo Matteo Penny Keeper $69.00 Rated: 5 stars! Massimo Matteo - Penny Keeper Massimo Matteo Penny Keeper $69.00 Rated: 5 stars! Softspots - Maven Softspots Maven $85.00 Rated: 4 stars!
Minnetonka - Penny Driving Moc Minnetonka Penny Driving Moc $79.95 Rated: 5 stars! Cole Haan - Laurel Moccasin Cole Haan Laurel Moccasin $99.99 Rated: 5 stars! LAUREN by Ralph Lauren - Camila LAUREN by Ralph Lauren Camila $98.00 Rated: 5 stars! Cole Haan - Trillby Driver Cole Haan Trillby Driver $99.99 Rated: 5 stars!
Cole Haan - Trillby Driver Cole Haan Trillby Driver $99.99 Rated: 5 stars! Nine West - Docile Nine West Docile $89.00 Rated: 4 stars! Ralph Lauren Collection Kids - Telly (Little Kid) Ralph Lauren Collection Kids Telly (Little Kid) $70.00 Rated: 5 stars! Rockport - Classic Loafer Lite Penny Rockport Classic Loafer Lite Penny $100.00 Rated: 5 stars!
LifeStride - Soho LifeStride Soho $59.99 Rated: 5 stars! NEW! LAUREN by Ralph Lauren - Lisette LAUREN by Ralph Lauren Lisette $89.00 Rated: 4 stars! LAUREN by Ralph Lauren - Camila LAUREN by Ralph Lauren Camila $98.00 Rated: 5 stars! Born - Dinah Born Dinah $95.00 Rated: 4 stars!
Sperry Top-Sider - Avery Shimmer Sperry Top-Sider Avery Shimmer $85.00 Minnetonka - Penny Driving Moc Minnetonka Penny Driving Moc $79.95 Rated: 5 stars! Cole Haan - Trillby Driver Cole Haan Trillby Driver $99.99 Rated: 5 stars! Hush Puppies - Iris Sloan Hush Puppies Iris Sloan $79.00 NEW!
Hush Puppies - Iris Sloan Hush Puppies Iris Sloan $79.00 NEW! Massimo Matteo - Penny with Cheeta Vamp Massimo Matteo Penny with Cheeta Vamp $79.00 Bogs Kids - Wall Ball H&L (Toddler/Little Kid/Big Kid) Bogs Kids Wall Ball H&L (Toddler/Little Kid/Big Kid) $55.00 Nine West - Docile Nine West Docile $79.00 Rated: 4 stars!
Born - Simon Born Simon $99.00 Rated: 5 stars! Rockport - Classic Loafer Lite Penny Rockport Classic Loafer Lite Penny $100.00 Rated: 5 stars! Born - Dinah Born Dinah $95.00 Rated: 4 stars! Sperry Top-Sider - Pennyfish Sperry Top-Sider Pennyfish $85.00 Rated: 4 stars!
LAUREN by Ralph Lauren - Lisette LAUREN by Ralph Lauren Lisette $89.00 Rated: 4 stars! Venettini Kids - 55-Savor (Little Kid/Big Kid) Venettini Kids 55-Savor (Little Kid/Big Kid) $82.50 Rated: 5 stars! Nine West - Beany Nine West Beany $89.00 Rated: 4 stars! Softspots - Maven Softspots Maven $85.00 Rated: 4 stars!
Born - Dinah Born Dinah $95.00 Rated: 4 stars! SKECHERS - Relaxed Fit - Career-Penny Moc SKECHERS Relaxed Fit - Career-Penny Moc $64.99 Rated: 3 stars! Cobb Hill - Deidre Cobb Hill Deidre $94.99 Rated: 5 stars! Geox Kids - Jr Fast 11 (Toddler/Little Kid) Geox Kids Jr Fast 11 (Toddler/Little Kid) $75.00
Polo Ralph Lauren - Kennith Polo Ralph Lauren Kennith $99.00 Rated: 5 stars! Steve Madden - Murphey Steve Madden Murphey $40.16 Rated: 5 stars! Geox Kids - Jr Fast 11 (Toddler/Little Kid) Geox Kids Jr Fast 11 (Toddler/Little Kid) $75.00 Venettini Kids - 55-Savor (Little Kid/Big Kid) Venettini Kids 55-Savor (Little Kid/Big Kid) $82.50 Rated: 5 stars!
Nine West - Beany Nine West Beany $89.00 Rated: 4 stars! LAUREN by Ralph Lauren - Camila LAUREN by Ralph Lauren Camila $98.00 Rated: 5 stars! SKECHERS - Relaxed Fit - Career-Penny Moc SKECHERS Relaxed Fit - Career-Penny Moc $64.99 Rated: 3 stars! LifeStride - Soho LifeStride Soho $59.99 Rated: 5 stars! NEW!
Primigi Kids - Brad (Little Kid) Primigi Kids Brad (Little Kid) $89.20 Rated: 5 stars! Florsheim Kids - Brook Jr. (Toddler/Little Kid/Big Kid) Florsheim Kids Brook Jr. (Toddler/Little Kid/Big Kid) $54.95 Rated: 5 stars! Primigi Kids - Choate-E (Big Kid) Primigi Kids Choate-E (Big Kid) $96.00 Polo Ralph Lauren - Kennith Polo Ralph Lauren Kennith $99.00 Rated: 5 stars!
pediped - Charlie Original (Infant) pediped Charlie Original (Infant) $34.00 Rated: 5 stars! LAUREN by Ralph Lauren - Camila LAUREN by Ralph Lauren Camila $98.00 Rated: 5 stars! Venettini Kids - 55-Savor (Little Kid/Big Kid) Venettini Kids 55-Savor (Little Kid/Big Kid) $82.50 LAUREN by Ralph Lauren - Camila LAUREN by Ralph Lauren Camila $98.00 Rated: 5 stars!
Softspots - Maven Softspots Maven $85.00 Rated: 4 stars! Primigi Kids - Brad (Little Kid) Primigi Kids Brad (Little Kid) $89.20 Rated: 5 stars! Robeez - Loafer (Infant/Toddler) Robeez Loafer (Infant/Toddler) $25.00 Venettini Kids - 55-Savor (Little Kid/Big Kid) Venettini Kids 55-Savor (Little Kid/Big Kid) $82.50
Venettini Kids - 55-Savor (Toddler/Little Kid) Venettini Kids 55-Savor (Toddler/Little Kid) $84.50 Nunn Bush - Westby Penny Nunn Bush Westby Penny $85.00 Rated: 4 stars! Polo Ralph Lauren - Kennith Polo Ralph Lauren Kennith $99.00 Rated: 5 stars! Nine West - Docile Nine West Docile $79.00 Rated: 4 stars!
Umi Kids - Morie II (Little Kid/Big Kid) Umi Kids Morie II (Little Kid/Big Kid) $64.95 Rated: 5 stars! Wolford - Velvet 66 Socks Wolford Velvet 66 Socks $27.00 Rated: 5 stars! Nunn Bush - Glenwood Slip Nunn Bush Glenwood Slip $85.00 LAUREN by Ralph Lauren - Lisette LAUREN by Ralph Lauren Lisette $89.00 Rated: 4 stars!
Venettini Kids - 55-Savor (Little Kid/Big Kid) Venettini Kids 55-Savor (Little Kid/Big Kid) $82.50 Venettini Kids - 55-Savor (Little Kid/Big Kid) Venettini Kids 55-Savor (Little Kid/Big Kid) $82.50 Rated: 5 stars! LAUREN by Ralph Lauren - Camila LAUREN by Ralph Lauren Camila $98.00 Rated: 5 stars! Primigi Kids - Choate (Big Kid) Primigi Kids Choate (Big Kid) $96.80 Rated: 2 stars!
Robeez - Loafer (Infant/Toddler) Robeez Loafer (Infant/Toddler) $25.00 Geox Kids - Jr Fast (Big Kid) Geox Kids Jr Fast (Big Kid) $85.00 Nunn Bush - Westby Penny Nunn Bush Westby Penny $85.00 Rated: 4 stars! LAUREN by Ralph Lauren - Camila LAUREN by Ralph Lauren Camila $98.00 Rated: 5 stars!
Venettini Kids - 55-Vicky (Little Kid/Big Kid) Venettini Kids 55-Vicky (Little Kid/Big Kid) $86.50 LAUREN by Ralph Lauren - Camila LAUREN by Ralph Lauren Camila $98.00 Rated: 5 stars! Primigi Kids - Choate (Toddler/Little Kid) Primigi Kids Choate (Toddler/Little Kid) $81.80 Rated: 5 stars! Cole Haan - Laurel Moccasin Cole Haan Laurel Moccasin $99.99 Rated: 5 stars!
Zappos Family Core Value:

10. Be Humble