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“penny loafers” we found 693 items!

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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 - Hamilton Grand Penny
Cole Haan Hamilton Grand Penny $280.00 Rated: 5 stars!
View More Like This Johnston & Murphy - Maggie Penny
Johnston & Murphy Maggie Penny $148.00 $104.99 Rated: 4 stars!
Massimo Matteo - Woven Vamp Penny
Massimo Matteo Woven Vamp Penny $79.00

View More Like This Cole Haan - Pinch Grand Penny
Cole Haan Pinch Grand Penny $170.00 $152.99 Rated: 5 stars!
View More Like This Cole Haan - Pinch Grand Penny
Cole Haan Pinch Grand Penny $170.00 Rated: 5 stars!
Rockport - Cayleb Penny
Rockport Cayleb Penny $99.95
NEW!
View More Like This Johnston & Murphy - Maggie Penny
Johnston & Murphy Maggie Penny $148.00 $104.99 Rated: 4 stars!

View More Like This Johnston & Murphy - Maggie Penny
Johnston & Murphy Maggie Penny $148.00 $104.99 Rated: 4 stars!
View More Like This Sebago - Meriden Penny
Sebago Meriden Penny $69.00 $47.99 Rated: 4 stars!
Cole Haan - Santa Barbara Penny II
Cole Haan Santa Barbara Penny II $170.00 $120.00
View More Like This Sebago - Heritage Penny
Sebago Heritage Penny $129.95 Rated: 5 stars!

View More Like This Cole Haan - Grant Canoe Penny
Cole Haan Grant Canoe Penny $170.00 Rated: 3 stars!
View More Like This Sebago - Kedge Penny
Sebago Kedge Penny $109.95 Rated: 5 stars!
View More Like This Frye - Hayden Penny
Frye Hayden Penny $278.00 $194.99
View More Like This Frye - Hayden Penny
Frye Hayden Penny $278.00 $194.99

View More Like This Sebago - Harper Penny
Sebago Harper Penny $79.95 Rated: 5 stars!
View More Like This Cole Haan - Pinch Grand Penny
Cole Haan Pinch Grand Penny $170.00 Rated: 5 stars!
View More Like This Sebago - Kedge Penny
Sebago Kedge Penny $109.95 Rated: 5 stars!
View More Like This Sebago - Vershire Penny
Sebago Vershire Penny $124.95

View More Like This Massimo Matteo - Nappa Penny Driver
Massimo Matteo Nappa Penny Driver $69.00 Rated: 4 stars!
View More Like This Johnston & Murphy - Garner Penny
Johnston & Murphy Garner Penny $198.00
View More Like This Sebago - Heritage Penny
Sebago Heritage Penny $129.95 Rated: 5 stars!
Massimo Matteo - Spazzolato Penny
Massimo Matteo Spazzolato Penny $159.00

View More Like This Massimo Matteo - Nappa Penny Driver
Massimo Matteo Nappa Penny Driver $69.00 Rated: 4 stars!
View More Like This Johnston & Murphy - Garner Penny
Johnston & Murphy Garner Penny $198.00
View More Like This Sebago - Sloop
Sebago Sloop $119.95 Rated: 5 stars!
View More Like This Polo Ralph Lauren Kids - Telly (Big Kid)
Polo Ralph Lauren Kids Telly (Big Kid) $75.00 $64.99 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 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 Polo Ralph Lauren Kids - Telly (Infant/Toddler)
Polo Ralph Lauren Kids Telly (Infant/Toddler) $65.00 $55.99 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 Clarks - Doraville Nest
Clarks Doraville Nest $100.00 $69.99 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 Cole Haan - Pinch Weekender
Cole Haan Pinch Weekender $100.00 $69.99 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 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 Allen-Edmonds - Cavanaugh
Allen-Edmonds Cavanaugh $275.00 Rated: 3 stars!
View More Like This Clarks - Doraville Nest
Clarks Doraville Nest $100.00 $69.99 Rated: 4 stars!

View More Like This Cole Haan - Pinch Weekender Hand Stain
Cole Haan Pinch Weekender Hand Stain $130.00 Rated: 5 stars!
View More Like This G.H. Bass & Co. - Whitney Weejuns
G.H. Bass & Co. Whitney Weejuns $110.00 $77.99 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 Tommy Hilfiger Kids - Dylan Boat Shoe (Little Kid/Big Kid)
Tommy Hilfiger Kids Dylan Boat Shoe (Little Kid/Big Kid) $39.00 Rated: 3 stars!

View More Like This Cole Haan - Pinch Weekender
Cole Haan Pinch Weekender $100.00 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 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 G.H. Bass & Co. - Whitney Weejuns
G.H. Bass & Co. Whitney Weejuns $110.00 Rated: 4 stars!

View More Like This Allen-Edmonds - Sedona
Allen-Edmonds Sedona $195.00 $135.99
View More Like This Cole Haan - Pinch Weekender
Cole Haan Pinch Weekender $100.00 $89.99 Rated: 4 stars!
View More Like This G.H. Bass & Co. - Logan Weejuns
G.H. Bass & Co. Logan Weejuns $109.95 Rated: 5 stars!
View More Like This Trotters - Staci
Trotters Staci $99.95 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 G.H. Bass & Co. - Whitney Weejuns
G.H. Bass & Co. Whitney Weejuns $110.00 $77.99 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!
Cole Haan - Pinch Weeknder - Prep Prints
Cole Haan Pinch Weeknder - Prep Prints $90.00 $62.99

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 Allen-Edmonds - Sedona
Allen-Edmonds Sedona $195.00 $135.99
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 Weekender
Cole Haan Pinch Weekender $100.00 $69.99 Rated: 4 stars!
View More Like This LAUREN Ralph Lauren - Belen
LAUREN Ralph Lauren Belen $98.00 $79.99 Rated: 4 stars!
View More Like This Cole Haan - Pinch Weekender
Cole Haan Pinch Weekender $90.00 Rated: 4 stars!
View More Like This Stuart Weitzman - Manila
Stuart Weitzman Manila $445.00 $266.99 Rated: 4 stars!

View More Like This Sebago - Classic
Sebago Classic $139.95 Rated: 4 stars!
View More Like This G.H. Bass & Co. - Whitney Weejuns
G.H. Bass & Co. Whitney Weejuns $110.00 $77.99 Rated: 4 stars!
G.H. Bass & Co. - Whitney Weejuns
G.H. Bass & Co. Whitney Weejuns $110.00 Rated: 4 stars!
NEW!
View More Like This Cole Haan - Pinch Friday Contemporary
Cole Haan Pinch Friday Contemporary $130.00 Rated: 4 stars!

G.H. Bass & Co. - Warrick
G.H. Bass & Co. Warrick $99.95 $89.95
View More Like This Mezlan - Toulon
Mezlan Toulon $375.00 $262.99 Rated: 5 stars!
View More Like This LAUREN Ralph Lauren - Belen
LAUREN Ralph Lauren Belen $98.00 Rated: 4 stars!
View More Like This G.H. Bass & Co. - Whitney Weejuns
G.H. Bass & Co. Whitney Weejuns $110.00 $77.99 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 LAUREN Ralph Lauren - Belen
LAUREN Ralph Lauren Belen $98.00 $69.99 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 Trotters - Staci
Trotters Staci $99.95 Rated: 5 stars!

View More Like This Pablosky Kids - 7021 (Little Kid/Big Kid)
Pablosky Kids 7021 (Little Kid/Big Kid) $79.00 $70.99
View More Like This Pablosky Kids - 7021 (Little Kid/Big Kid)
Pablosky Kids 7021 (Little Kid/Big Kid) $79.00 $55.99
View More Like This Polo Ralph Lauren Kids - Telly (Big Kid)
Polo Ralph Lauren Kids Telly (Big Kid) $95.00 $79.99
View More Like This G.H. Bass & Co. - Whitney Weejuns
G.H. Bass & Co. Whitney Weejuns $110.00 $77.99 Rated: 4 stars!

View More Like This Trask - Sadler
Trask Sadler $195.00 Rated: 4 stars!
View More Like This G.H. Bass & Co. - Logan Weejuns
G.H. Bass & Co. Logan Weejuns $109.95 Rated: 5 stars!
View More Like This Sebago - Classic
Sebago Classic $139.95 Rated: 4 stars!
Vince Camuto - Elroy
Vince Camuto Elroy $99.00 Rated: 4 stars!

View More Like This Naturalizer - Gwen
Naturalizer Gwen $85.00 $59.99 Rated: 4 stars!
View More Like This LAUREN Ralph Lauren - Belen
LAUREN Ralph Lauren Belen $98.00 Rated: 4 stars!
View More Like This Tommy Hilfiger - Butter 4
Tommy Hilfiger Butter 4 $69.00 $47.99 Rated: 5 stars!
View More Like This Sebago - Classic
Sebago Classic $139.95 Rated: 4 stars!

View More Like This G.H. Bass & Co. - Ellie
G.H. Bass & Co. Ellie $110.00 $77.99
LAUREN Ralph Lauren - Barrett-SH
LAUREN Ralph Lauren Barrett-SH $100.00
G.H. Bass & Co. - Conner
G.H. Bass & Co. Conner $119.95 $89.95 Rated: 5 stars!
Vince Camuto - Elroy
Vince Camuto Elroy $99.00 Rated: 4 stars!

View More Like This Mezlan - Toulon
Mezlan Toulon $375.00 $262.99 Rated: 5 stars!
View More Like This Lacoste - Herron 117 1 Cam
Lacoste Herron 117 1 Cam $149.95 $104.99
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 Sebago - Sloop
Sebago Sloop $120.00 $84.99 Rated: 5 stars!

View More Like This Sebago - Sloop
Sebago Sloop $120.00 $84.99 Rated: 5 stars!
View More Like This Franco Sarto - Jolette
Franco Sarto Jolette $109.00 Rated: 5 stars!
Cole Haan - Pinch Friday Contemporary
Cole Haan Pinch Friday Contemporary $130.00 Rated: 4 stars!
View More Like This Donald J Pliner - Vinco5
Donald J Pliner Vinco5 $120.00 $89.99

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