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“penny loafers” we found 671 items!

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View More Like This Cole Haan - Howland Penny
Cole Haan Howland Penny $118.90 Rated: 4 stars!
View More Like This Rockport - Classic Loafer Lite Penny
Rockport Classic Loafer Lite Penny $99.95 Rated: 4 stars!
View More Like This Florsheim - Berkley Penny Loafer
Florsheim Berkley Penny Loafer $109.95 Rated: 4 stars!
View More Like This Sebago - Sloop
Sebago Sloop $119.95 $84.99 Rated: 5 stars!

View More Like This Johnston & Murphy - Beckwith Penny
Johnston & Murphy Beckwith Penny $135.00 $94.99 Rated: 4 stars!
View More Like This Rockport - Oaklawn Park Penny
Rockport Oaklawn Park Penny $99.95 Rated: 4 stars!
View More Like This Cole Haan - Pinch Weekender
Cole Haan Pinch Weekender $100.00 Rated: 4 stars!
View More Like This Florsheim - Berkley Penny Loafer
Florsheim Berkley Penny Loafer $109.95 Rated: 4 stars!

View More Like This Polo Ralph Lauren Kids - Telly (Big Kid)
Polo Ralph Lauren Kids Telly (Big Kid) $75.00 Rated: 4 stars!
View More Like This Florsheim Kids - Croquet Penny Loafer Jr. (Toddler/Little Kid/Big Kid)
Florsheim Kids Croquet Penny Loafer Jr. (Toddler/Little Kid/Big Kid) $54.95 Rated: 4 stars!
View More Like This Cole Haan - Howland Penny
Cole Haan Howland Penny $118.90 Rated: 4 stars!
View More Like This Florsheim Kids - Jasper Driver Jr. (Toddler/Little Kid/Big Kid)
Florsheim Kids Jasper Driver Jr. (Toddler/Little Kid/Big Kid) $54.95 Rated: 3 stars!

View More Like This Rockport - Classic Loafer Lite Penny
Rockport Classic Loafer Lite Penny $99.95 Rated: 4 stars!
View More Like This Born - Simon
Born Simon $110.00 $90.00 Rated: 4 stars!
View More Like This Stuart Weitzman - Manila
Stuart Weitzman Manila $455.00 $319.99 Rated: 4 stars!
View More Like This Alegria - Taylor
Alegria Taylor $129.95 Rated: 4 stars!

View More Like This Nunn Bush - Lincoln Penny Loafer
Nunn Bush Lincoln Penny Loafer $80.00 $64.00 Rated: 4 stars!
View More Like This Polo Ralph Lauren Kids - Telly (Little Kid)
Polo Ralph Lauren Kids Telly (Little Kid) $70.00 Rated: 5 stars!
View More Like This Johnston & Murphy - Beckwith Penny
Johnston & Murphy Beckwith Penny $135.00 $94.99 Rated: 4 stars!
View More Like This Cole Haan - Pinch Penny
Cole Haan Pinch Penny $100.00 Rated: 4 stars!

View More Like This Cole Haan - Pinch Weekender
Cole Haan Pinch Weekender $100.00 Rated: 4 stars!
View More Like This Massimo Matteo - Penny Keeper
Massimo Matteo Penny Keeper $69.00 Rated: 4 stars!
View More Like This Cole Haan - Pinch Penny
Cole Haan Pinch Penny $100.00 Rated: 4 stars!
View More Like This Massimo Matteo - Penny Keeper
Massimo Matteo Penny Keeper $69.00 Rated: 4 stars!

View More Like This Florsheim - Oval Penny Driver
Florsheim Oval Penny Driver $99.95 Rated: 5 stars!
View More Like This Rockport - Oaklawn Park Penny
Rockport Oaklawn Park Penny $99.95 Rated: 4 stars!
View More Like This Cole Haan - Pinch Weekender
Cole Haan Pinch Weekender $100.00 $89.99 Rated: 4 stars!
View More Like This Johnston & Murphy - Ainsworth Penny
Johnston & Murphy Ainsworth Penny $145.00 Rated: 4 stars!

View More Like This MICHAEL Michael Kors - Bayville Loafer
MICHAEL Michael Kors Bayville Loafer $99.00 Rated: 4 stars!
View More Like This Florsheim - Oval Penny Driver
Florsheim Oval Penny Driver $99.95 Rated: 5 stars!
View More Like This Nunn Bush - Noah Beef Roll Penny Slip-On
Nunn Bush Noah Beef Roll Penny Slip-On $85.00 $68.00 Rated: 5 stars!
View More Like This Florsheim - Oval Penny Driver
Florsheim Oval Penny Driver $99.95 Rated: 5 stars!

View More Like This Florsheim Kids - Jasper Driver Jr. (Toddler/Little Kid/Big Kid)
Florsheim Kids Jasper Driver Jr. (Toddler/Little Kid/Big Kid) $54.95 Rated: 3 stars!
View More Like This Clarks - Doraville Nest
Clarks Doraville Nest $100.00 $69.99 Rated: 4 stars!
View More Like This Rockport - Total Motion Loafer Penny
Rockport Total Motion Loafer Penny $129.95 $104.99 Rated: 5 stars!
View More Like This ECCO - Hybrid Casual Penny
ECCO Hybrid Casual Penny $150.00 $134.99

Cole Haan - Santa Barbara Penny II
Cole Haan Santa Barbara Penny II $170.00
View More Like This Nunn Bush - Lincoln Penny Loafer
Nunn Bush Lincoln Penny Loafer $80.00 $64.00 Rated: 4 stars!
View More Like This Polo Ralph Lauren Kids - Telly (Infant/Toddler)
Polo Ralph Lauren Kids Telly (Infant/Toddler) $65.00 Rated: 5 stars!
View More Like This Cole Haan - Pinch Weekender
Cole Haan Pinch Weekender $100.00 $89.99 Rated: 4 stars!

View More Like This Cole Haan - Pinch Weekender
Cole Haan Pinch Weekender $100.00 Rated: 4 stars!
View More Like This Cole Haan - Pinch Friday Contemporary
Cole Haan Pinch Friday Contemporary $130.00 Rated: 4 stars!
View More Like This Dolce Vita - Cybil
Dolce Vita Cybil $100.00 $79.99 Rated: 5 stars!
View More Like This Sam Edelman - Filly
Sam Edelman Filly $100.00 $69.99 Rated: 5 stars!

View More Like This Rockport - Total Motion Loafer Penny
Rockport Total Motion Loafer Penny $129.95 $117.99 Rated: 5 stars!
View More Like This Sebago - Classic
Sebago Classic $139.95 $97.99 Rated: 4 stars!
View More Like This Rockport - Oak Knoll - Shakespeare Circle
Rockport Oak Knoll - Shakespeare Circle $119.95 Rated: 5 stars!
View More Like This Rockport - Oak Knoll - Shakespeare Circle
Rockport Oak Knoll - Shakespeare Circle $119.95 Rated: 5 stars!

View More Like This Johnston & Murphy - Ainsworth Penny
Johnston & Murphy Ainsworth Penny $145.00 Rated: 4 stars!
View More Like This Rockport - Oak Knoll - Shakespeare Circle
Rockport Oak Knoll - Shakespeare Circle $119.95 Rated: 5 stars!
View More Like This Sperry Kids - Colton (Big Kid)
Sperry Kids Colton (Big Kid) $54.95 Rated: 5 stars!
View More Like This G.H. Bass & Co. - Whitney Weejuns
G.H. Bass & Co. Whitney Weejuns $110.00 Rated: 4 stars!

View More Like This Florsheim - Jet Penny Slip-On
Florsheim Jet Penny Slip-On $124.95 Rated: 5 stars!
View More Like This Florsheim - Oval Penny Driver
Florsheim Oval Penny Driver $99.95 Rated: 5 stars!
Cole Haan - Santa Barbara Penny II
Cole Haan Santa Barbara Penny II $170.00
ECCO - Dynamic Moc 2.0 Penny
ECCO Dynamic Moc 2.0 Penny $170.00

View More Like This Rockport - Classic Loafer Lite Penny
Rockport Classic Loafer Lite Penny $99.95 Rated: 4 stars!
View More Like This Clarks - Doraville Nest
Clarks Doraville Nest $100.00 $69.99 Rated: 4 stars!
View More Like This Born - Andes
Born Andes $100.00 $90.00
View More Like This Allen-Edmonds - Sedona
Allen-Edmonds Sedona $195.00 $135.99

View More Like This ECCO - Holton Penny Loafer
ECCO Holton Penny Loafer $180.00 $144.99 Rated: 4 stars!
View More Like This Rockport - Total Motion Loafer Penny
Rockport Total Motion Loafer Penny $129.95 $90.99 Rated: 5 stars!
View More Like This Florsheim - Oval Penny Driver
Florsheim Oval Penny Driver $99.95 Rated: 5 stars!
View More Like This Nunn Bush - Noah Beef Roll Penny Slip-On
Nunn Bush Noah Beef Roll Penny Slip-On $85.00 $68.00 Rated: 5 stars!

View More Like This Nunn Bush - Noah Beef Roll Penny Slip-On
Nunn Bush Noah Beef Roll Penny Slip-On $85.00 $68.00 Rated: 5 stars!
View More Like This Cole Haan - Pinch Weekender Textile
Cole Haan Pinch Weekender Textile $90.00 $80.99 Rated: 5 stars!
View More Like This Rockport - Classic Move Penny
Rockport Classic Move Penny $109.95 $99.95 Rated: 5 stars!
View More Like This Clarks - Doraville Nest
Clarks Doraville Nest $100.00 $69.99 Rated: 4 stars!

View More Like This G.H. Bass & Co. - Whitney Weejuns
G.H. Bass & Co. Whitney Weejuns $110.00 Rated: 4 stars!
View More Like This Cole Haan - Grant Canoe Penny
Cole Haan Grant Canoe Penny $170.00 Rated: 3 stars!
View More Like This Cole Haan - Pinch Friday Contemporary
Cole Haan Pinch Friday Contemporary $130.00 Rated: 4 stars!
View More Like This Allen-Edmonds - Daytona
Allen-Edmonds Daytona $195.00 Rated: 4 stars!

View More Like This Cole Haan - Pinch Grand Penny
Cole Haan Pinch Grand Penny $170.00 $101.98 Rated: 4 stars!
View More Like This Cole Haan - Kelson Penny
Cole Haan Kelson Penny $150.00 $104.99 Rated: 4 stars!
View More Like This Massimo Matteo - Penny Keeper
Massimo Matteo Penny Keeper $69.00 Rated: 4 stars!
View More Like This Rockport - Modern Prep Penny
Rockport Modern Prep Penny $109.95 $99.95 Rated: 5 stars!

View More Like This Florsheim Kids - Reveal Penny Jr. (Toddler/Little Kid/Big Kid)
Florsheim Kids Reveal Penny Jr. (Toddler/Little Kid/Big Kid) $59.95 Rated: 5 stars!
View More Like This Rockport - Classic Move Penny
Rockport Classic Move Penny $109.95 $99.95 Rated: 5 stars!
View More Like This Trask - Sadler
Trask Sadler $195.00 Rated: 4 stars!
View More Like This Cole Haan - Pinch Weekender
Cole Haan Pinch Weekender $100.00 $89.99 Rated: 4 stars!

View More Like This Geox Kids - Jr. Fast 13 (Big Kid)
Geox Kids Jr. Fast 13 (Big Kid) $85.00 Rated: 5 stars!
View More Like This Giorgio Brutini - Birch
Giorgio Brutini Birch $55.00 $29.97 Rated: 3 stars!
View More Like This Cole Haan - Pinch Weekender
Cole Haan Pinch Weekender $100.00 $79.99 Rated: 4 stars!
View More Like This Rockport - Total Motion Loafer Penny
Rockport Total Motion Loafer Penny $129.95 Rated: 5 stars!

View More Like This Sperry - Hampden Penny
Sperry Hampden Penny $100.00 Rated: 4 stars!
View More Like This Massimo Matteo - Penny Keeper
Massimo Matteo Penny Keeper $69.00 Rated: 4 stars!
Cole Haan - Santa Barbara Penny II
Cole Haan Santa Barbara Penny II $170.00
G.H. Bass & Co. - Larson Weejuns
G.H. Bass & Co. Larson Weejuns $109.95 Rated: 5 stars!

ECCO - Dynamic Moc 2.0 Penny
ECCO Dynamic Moc 2.0 Penny $170.00
View More Like This Sam Edelman - Filly
Sam Edelman Filly $100.00 $69.99 Rated: 5 stars!
View More Like This Sebago - Classic
Sebago Classic $139.95 $97.99 Rated: 4 stars!
View More Like This G.H. Bass & Co. - Whitney Weejuns
G.H. Bass & Co. Whitney Weejuns $110.00 $87.99 Rated: 4 stars!

View More Like This Cole Haan - Pinch Weekender
Cole Haan Pinch Weekender $100.00 $89.99 Rated: 4 stars!
View More Like This Stuart Weitzman - Manila
Stuart Weitzman Manila $455.00 $319.99 Rated: 4 stars!
View More Like This LAUREN Ralph Lauren - Belen
LAUREN Ralph Lauren Belen $98.00 Rated: 4 stars!
View More Like This Clarks - Reazor Drive
Clarks Reazor Drive $120.00 $95.99

View More Like This Clarks - Reazor Drive
Clarks Reazor Drive $120.00 $84.99
Vince Camuto - Elroy
Vince Camuto Elroy $99.00 Rated: 5 stars!
NEW!
View More Like This Johnston & Murphy - Gibson Penny Driver
Johnston & Murphy Gibson Penny Driver $135.00 Rated: 5 stars!
View More Like This Florsheim Kids - Jasper Driver Jr. (Toddler/Little Kid/Big Kid)
Florsheim Kids Jasper Driver Jr. (Toddler/Little Kid/Big Kid) $54.95 Rated: 3 stars!

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