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

“penny loafers” we found 542 items!

Narrow Your Choices

Newest Most Popular Name Lowest Price Highest Price Customer Rating
Versace Collection - Penny Loafer Versace Collection Penny Loafer $475.00 Fratelli Rossetti - Penny Loafer Fratelli Rossetti Penny Loafer $452.99 $565.00 SALE! Fratelli Rossetti - Penny Loafer Fratelli Rossetti Penny Loafer $315.99 $395.00 SALE! Just Cavalli - Penny Loafer Just Cavalli Penny Loafer $345.99 $385.00 SALE!
Viktor & Rolf - Penny Loafer Viktor & Rolf Penny Loafer $795.00 Sperry Top-Sider - Boat Oxford Penny Loafer Sperry Top-Sider Boat Oxford Penny Loafer $107.99 $120.00 SALE! Gravati - New Penny Loafer Gravati New Penny Loafer $495.99 $620.00 SALE! Dr. Martens - Ablett Penny Loafer Dr. Martens Ablett Penny Loafer $160.00
A. Testoni - Soft Grain Penny Loafer A. Testoni Soft Grain Penny Loafer $435.99 $545.00 SALE! Fratelli Rossetti - Estate Nappa Penny Loafer Fratelli Rossetti Estate Nappa Penny Loafer $292.99 $365.00 SALE! Just Cavalli - Python Effect Penny Loafer Just Cavalli Python Effect Penny Loafer $445.99 $495.00 SALE! Rockport - Drivesports Lite Penny Loafer Rockport Drivesports Lite Penny Loafer $99.99 $130.00 SALE!
Rockport - Drivesports Lite Penny Loafer Rockport Drivesports Lite Penny Loafer $99.99 $130.00 SALE! Rockport - Drivesports Lite Penny Loafer Rockport Drivesports Lite Penny Loafer $99.99 $130.00 SALE! Rockport - Drivesports Lite Penny Loafer Rockport Drivesports Lite Penny Loafer $99.99 $130.00 SALE! Rockport - Drivesports Lite Penny Loafer Rockport Drivesports Lite Penny Loafer $99.99 $130.00 SALE!
Rockport - Drivesports Lite Penny Loafer Rockport Drivesports Lite Penny Loafer $99.99 $130.00 SALE! Rockport - Drivesports Lite Penny Loafer Rockport Drivesports Lite Penny Loafer $99.99 $130.00 SALE! Cole Haan - Air Grant Penny Loafer Cole Haan Air Grant Penny Loafer $104.99 $148.00 Rated: 4 stars! SALE! Cole Haan - Air Grant Penny Loafer Cole Haan Air Grant Penny Loafer $104.99 $148.00 Rated: 4 stars! SALE!
Cole Haan - Air Grant Penny Loafer Cole Haan Air Grant Penny Loafer $148.00 Rated: 4 stars! Cole Haan - Air Grant Penny Loafer Cole Haan Air Grant Penny Loafer $148.00 Rated: 4 stars! Cole Haan - Air Grant Penny Loafer Cole Haan Air Grant Penny Loafer $148.00 Rated: 4 stars! Cole Haan - Air Grant Penny Loafer Cole Haan Air Grant Penny Loafer $148.00 Rated: 4 stars!
Frye - James Penny Loafer Frye James Penny Loafer $268.00 Rated: 4 stars! Frye - James Penny Loafer Frye James Penny Loafer $268.00 Rated: 4 stars! Frye - James Penny Loafer Frye James Penny Loafer $268.00 Rated: 4 stars! Ralph Lauren Collection Kids - Marlow Penny Loafer (Youth) Ralph Lauren Collection Kids Marlow Penny Loafer (Youth) $80.00
Frye - James Penny Loafer Frye James Penny Loafer $218.00 Rated: 4 stars! Rockport - Jackie Penny Loafer Rockport Jackie Penny Loafer $100.00 Rated: 4 stars! Rockport - Jackie Penny Loafer Rockport Jackie Penny Loafer $110.00 Rated: 4 stars! Rockport - Laguna Road Penny Loafer Rockport Laguna Road Penny Loafer $96.00 $120.00 SALE!
Rockport - Laguna Road Penny Loafer Rockport Laguna Road Penny Loafer $96.00 $120.00 SALE! A. Testoni - Suede Penny Loafer A. Testoni Suede Penny Loafer $250.00 $500.00 SALE! ECCO - Birmingham Penny Loafer ECCO Birmingham Penny Loafer $200.00 Rated: 5 stars! ECCO - Birmingham Penny Loafer ECCO Birmingham Penny Loafer $200.00 Rated: 5 stars!
Versace Collection - Patent Penny Loafer Versace Collection Patent Penny Loafer $345.99 $495.00 SALE! A. Testoni - Penny Loafer Mocassin A. Testoni Penny Loafer Mocassin $395.00 Rated: 5 stars! A. Testoni - Penny Loafer Mocassin A. Testoni Penny Loafer Mocassin $395.00 Rated: 5 stars! Just Cavalli - Penny Loafer with Rubber Sole Just Cavalli Penny Loafer with Rubber Sole $314.99 $350.00 SALE!
Gravati - Penny Loafer with Top Stitching Gravati Penny Loafer with Top Stitching $495.99 $620.00 SALE! Rockport - Off The Coast Penny Loafer Rockport Off The Coast Penny Loafer $94.99 $135.00 Rated: 5 stars! SALE! Rockport - Off The Coast Penny Loafer Rockport Off The Coast Penny Loafer $94.99 $135.00 Rated: 5 stars! SALE! Frye - Dalia Penny Frye Dalia Penny $198.00 Rated: 4 stars!
Frye - Dalia Penny Frye Dalia Penny $198.00 Rated: 4 stars! Frye - Dalia Penny Frye Dalia Penny $198.00 Rated: 4 stars! Rockport - Washington Square Penny Rockport Washington Square Penny $120.00 Rated: 4 stars! Rockport - Washington Square Penny Rockport Washington Square Penny $120.00 Rated: 4 stars!
Rockport - Washington Square Penny Rockport Washington Square Penny $120.00 Rated: 4 stars! Cole Haan Kids - Lila Penny (Youth) Cole Haan Kids Lila Penny (Youth) $78.00 Cole Haan - Pinch Cup Penny Cole Haan Pinch Cup Penny $94.99 $158.00 Rated: 5 stars! SALE! Cole Haan - LunarGrand Penny Cole Haan LunarGrand Penny $189.99 $248.00 SALE!
Cole Haan - LunarGrand Penny Cole Haan LunarGrand Penny $189.99 $248.00 SALE! Cole Haan - LunarGrand Penny Cole Haan LunarGrand Penny $189.99 $248.00 SALE! Cole Haan - LunarGrand Penny Cole Haan LunarGrand Penny $189.99 $248.00 SALE! A. Testoni - Dress Slip On Calf Penny A. Testoni Dress Slip On Calf Penny $595.00
Johnston & Murphy - Ainsworth Penny Johnston & Murphy Ainsworth Penny $140.00 Rated: 4 stars! Johnston & Murphy - Ainsworth Penny Johnston & Murphy Ainsworth Penny $140.00 Rated: 4 stars! Sperry Top-Sider - Gold Dress Casual Penny w/ASV Sperry Top-Sider Gold Dress Casual Penny w/ASV $170.00 Cole Haan - Air Monroe Eva Penny Cole Haan Air Monroe Eva Penny $130.99 $188.00 Rated: 4 stars! SALE!
Cole Haan - Air Monroe Eva Penny Cole Haan Air Monroe Eva Penny $130.99 $188.00 Rated: 4 stars! SALE! Cole Haan - Air Monroe Eva Penny Cole Haan Air Monroe Eva Penny $130.99 $188.00 Rated: 4 stars! SALE! Cole Haan - Air Monroe Penny Cole Haan Air Monroe Penny $114.99 $198.00 Rated: 5 stars! SALE! Cole Haan - Air Monroe Penny Cole Haan Air Monroe Penny $114.99 $198.00 Rated: 5 stars! SALE!
Cole Haan - Monroe Penny Cole Haan Monroe Penny $138.90 $198.00 Rated: 5 stars! SALE! Cole Haan - Monroe Penny Cole Haan Monroe Penny $139.99 $198.00 Rated: 5 stars! SALE! Cole Haan - Monroe Penny Cole Haan Monroe Penny $139.99 $198.00 Rated: 5 stars! SALE! Cole Haan - Monroe Penny Cole Haan Monroe Penny $139.99 $198.00 Rated: 5 stars! SALE!
Fratelli Rossetti - Hand Woven Penny Fratelli Rossetti Hand Woven Penny $632.99 $790.00 SALE! Cole Haan - LunarGrand Penny Cole Haan LunarGrand Penny $166.00 $248.00 Rated: 4 stars! SALE! Cole Haan - LunarGrand Penny Cole Haan LunarGrand Penny $166.00 $248.00 Rated: 4 stars! SALE! Cole Haan - LunarGrand Penny Cole Haan LunarGrand Penny $166.00 $248.00 Rated: 4 stars! SALE!
Cole Haan - LunarGrand Penny Cole Haan LunarGrand Penny $166.00 $248.00 Rated: 4 stars! SALE! Ben Sherman - Azzar Ben Sherman Azzar $258.00 $345.00 SALE! Fitzwell - Jackson Penny Fitzwell Jackson Penny $99.00 Rated: 1 stars! Fitzwell - Jackson Penny Fitzwell Jackson Penny $99.00 Rated: 1 stars!
Fitzwell - Jackson Penny Fitzwell Jackson Penny $99.00 Rated: 1 stars! Easy Spirit - Tara Easy Spirit Tara $79.00 NEW! Easy Spirit - Tara Easy Spirit Tara $79.00 NEW! Cole Haan - Air Monroe Penny Cole Haan Air Monroe Penny $139.99 $198.00 Rated: 5 stars! SALE!
Cole Haan - Air Monroe Penny Cole Haan Air Monroe Penny $139.99 $198.00 Rated: 5 stars! SALE! Cole Haan - Air Monroe Penny Cole Haan Air Monroe Penny $139.99 $198.00 Rated: 5 stars! SALE! Cole Haan - Air Monroe Penny Cole Haan Air Monroe Penny $139.99 $198.00 Rated: 5 stars! SALE! Cole Haan - Air Monroe Penny Cole Haan Air Monroe Penny $139.99 $198.00 Rated: 5 stars! SALE!
Cole Haan - Air Monroe Penny Cole Haan Air Monroe Penny $139.99 $198.00 Rated: 5 stars! SALE! Cole Haan - Air Monroe Penny Cole Haan Air Monroe Penny $139.99 $198.00 Rated: 5 stars! SALE! To Boot New York - Joaquin To Boot New York Joaquin $295.00 To Boot New York - Joaquin To Boot New York Joaquin $295.00
Cole Haan - Monroe Penny Cole Haan Monroe Penny $138.90 $198.00 Rated: 5 stars! SALE! Florsheim - Croquet Penny Florsheim Croquet Penny $80.99 $115.00 SALE! Florsheim - Croquet Penny Florsheim Croquet Penny $80.99 $115.00 SALE! Florsheim - Croquet Penny Florsheim Croquet Penny $80.99 $115.00 SALE!
Florsheim - Croquet Penny Florsheim Croquet Penny $80.99 $115.00 SALE! Cole Haan - Monroe Penny Cole Haan Monroe Penny $139.99 $198.00 Rated: 5 stars! SALE! Cole Haan - Monroe Penny Cole Haan Monroe Penny $139.99 $198.00 Rated: 5 stars! SALE! Ted Baker - Vitric3 Ted Baker Vitric3 $200.00
Ted Baker - Vitric3 Ted Baker Vitric3 $200.00 Ted Baker - Vitric3 Ted Baker Vitric3 $200.00 Cole Haan - Monroe Deconstructed Cole Haan Monroe Deconstructed $178.00 Cole Haan - Monroe Deconstructed Cole Haan Monroe Deconstructed $178.00
Zappos Family Core Value

10. Be Humble

 What are Zappos Family Employees Doing Right Now?