Phone
Call
1 (888) 200 - 8414
Mon - Fri: 8:00 AM - Midnight ET
Sat - Sun: 8:00 AM - 11:00 PM ET
FREE shipping and FREE exchanges. every day. no minimum.
0 Cart
Loading...
Your cart is currently unavailable
Loading...
Advanced search is currently unavailable

Penny Loafers

1-36 of 147 results
 1 2 3 4 5 
Sort by
Display
Florsheim Berkley (Men's)
Florsheim Berkley (Men's)
Florsheim Berkley (Men's)
Florsheim Berkley (Men's)
New!
Sale
Florsheim Berkley(
                                      Men's) -
                                     Brown Crazy Horse
Florsheim Berkley(
                                      Men's) -
                                     Campus Black
Florsheim Berkley(
                                      Men's) -
                                     Campus Wine
$109.95
Rockport Classic Loafer Lite Penny (Men's)
Rockport Classic Loafer Lite Penny (Men's)
Rockport Classic Loafer Lite Penny (Men's)
Rockport Classic Loafer Lite Penny (Men's)
Rockport Classic Loafer Lite Penny (Men's)
Rockport Classic Loafer Lite Penny (Men's)
Rockport Classic Loafer Lite Penny (Men's)
New!
Sale
Rockport Classic Loafer Lite Penny(
                                      Men's) -
                                     Black II Leather
Sale
Rockport Classic Loafer Lite Penny(
                                      Men's) -
                                     Black/New Brown Leather
Sale
Rockport Classic Loafer Lite Penny(
                                      Men's) -
                                     Cognac Leather
Sale
Rockport Classic Loafer Lite Penny(
                                      Men's) -
                                     Dark Brown Leather
Sale
Rockport Classic Loafer Lite Penny(
                                      Men's) -
                                     New Brown/Dark Bitter Chocolate Leather
Sale
Rockport Classic Loafer Lite Penny(
                                      Men's) -
                                     New Caramel 2 Leather
Sale
$99.95
$110.00 9% off
Sebago Classic (Men's)
Sebago Classic (Men's)
Sebago Classic (Men's)
Sebago Classic (Men's)
New!
Sale
Sebago Classic(
                                      Men's) -
                                     Antique Brown
Sebago Classic(
                                      Men's) -
                                     Black
Sebago Classic(
                                      Men's) -
                                     Cordo (Dark Brown)
$139.95
Rockport Classic Penny Loafer (Men's)
Rockport Classic Penny Loafer (Men's)
Rockport Classic Penny Loafer (Men's)
Rockport Classic Penny Loafer (Men's)
New!
Sale
Rockport Classic Penny Loafer(
                                      Men's) -
                                     Black Leather
Rockport Classic Penny Loafer(
                                      Men's) -
                                     Burgundy Leather
Rockport Classic Penny Loafer(
                                      Men's) -
                                     Coach Brown Leather
$109.95
Johnston & Murphy Ski-Moc (Men's)
Johnston & Murphy Ski-Moc (Men's)
Johnston & Murphy Ski-Moc (Men's)
New!
Sale
Johnston & Murphy Ski-Moc(
                                      Men's) -
                                     Black Brushed Calfskin
Sale
Johnston & Murphy Ski-Moc(
                                      Men's) -
                                     Burgundy Brushed Calfskin
Sale
$148.95
$175.00 15% off
Nunn Bush Lincoln 85538 Penny Loafer (Men's)
Nunn Bush Lincoln 85538 Penny Loafer (Men's)
Nunn Bush Lincoln 85538 Penny Loafer (Men's)
New!
Sale
Nunn Bush Lincoln 85538 Penny Loafer(
                                      Men's) -
                                     Black Polish Leather
Sale
Nunn Bush Lincoln 85538 Penny Loafer(
                                      Men's) -
                                     Burgundy Polished Leather
Sale
$64.00
$80.00 20% off
Cole Haan Pinch Weekender Loafer (Men's)
Cole Haan Pinch Weekender Loafer (Men's)
Cole Haan Pinch Weekender Loafer (Men's)
Cole Haan Pinch Weekender Loafer (Men's)
New!
Sale
Cole Haan Pinch Weekender Loafer(
                                      Men's) -
                                     Black
Cole Haan Pinch Weekender Loafer(
                                      Men's) -
                                     Java
Cole Haan Pinch Weekender Loafer(
                                      Men's) -
                                     Peacoat
$99.95
Dockers Dalton (Men's)
Dockers Dalton (Men's)
New!
Sale
Dockers Dalton(
                                      Men's) -
                                     Tan Burnished Full Grain
Sale
$64.99
$80.00 19% off
Florsheim Jet Penny (Men's)
Florsheim Jet Penny (Men's)
Florsheim Jet Penny (Men's)
New!
Sale
Florsheim Jet Penny(
                                      Men's) -
                                     Black Smooth Leather
Florsheim Jet Penny(
                                      Men's) -
                                     Brown Smooth Leather
$124.95
Clarks Ashmont Way (Men's)
Clarks Ashmont Way (Men's)
Clarks Ashmont Way (Men's)
New!
Sale
Clarks Ashmont Way(
                                      Men's) -
                                     Black Smooth
Clarks Ashmont Way(
                                      Men's) -
                                     Cognac Leather
Sale
$79.95 - $89.95
$90.00 up to 11% off
Florsheim Felix Penny Loafer (Men's)
Florsheim Felix Penny Loafer (Men's)
Florsheim Felix Penny Loafer (Men's)
Florsheim Felix Penny Loafer (Men's)
Florsheim Felix Penny Loafer (Men's)
New!
Sale
Florsheim Felix Penny Loafer(
                                      Men's) -
                                     Black Leather
Florsheim Felix Penny Loafer(
                                      Men's) -
                                     Brown Leather
Florsheim Felix Penny Loafer(
                                      Men's) -
                                     Mocha Leather
Florsheim Felix Penny Loafer(
                                      Men's) -
                                     Navy Leather
$114.95
Born Simon (Men's)
Born Simon (Men's)
Born Simon (Men's)
Born Simon (Men's)
New!
Sale
Born Simon(
                                      Men's) -
                                     Black Full Grain
Born Simon(
                                      Men's) -
                                     Cymbal Full Grain Leather
Born Simon(
                                      Men's) -
                                     Espresso Full Grain Leather
$98.95
Sebago Grant (Men's)
Sebago Grant (Men's)
Sebago Grant (Men's)
New!
Sale
Sebago Grant(
                                      Men's) -
                                     Black Dress
Sebago Grant(
                                      Men's) -
                                     Cordo (Whiskey)
$114.95
Johnston & Murphy Pannell Penny (Men's)
Johnston & Murphy Pannell Penny (Men's)
New!
Sale
Johnston & Murphy Pannell Penny(
                                      Men's) -
                                     Burgundy Brushed Calfskin
Sale
$99.95
$135.00 26% off
Florsheim Jasper Bit (Men's)
Florsheim Jasper Bit (Men's)
Florsheim Jasper Bit (Men's)
Florsheim Jasper Bit (Men's)
Florsheim Jasper Bit (Men's)
New!
Sale
Florsheim Jasper Bit(
                                      Men's) -
                                     Black Smooth Leather
Florsheim Jasper Bit(
                                      Men's) -
                                     Brown Smooth Leather
Florsheim Jasper Bit(
                                      Men's) -
                                     Burnt Orange Suede
Florsheim Jasper Bit(
                                      Men's) -
                                     Navy Suede
$109.95
Cole Haan Grant Canoe Penny Loafer (Men's)
Cole Haan Grant Canoe Penny Loafer (Men's)
Cole Haan Grant Canoe Penny Loafer (Men's)
New!
Sale
Cole Haan Grant Canoe Penny Loafer(
                                      Men's) -
                                     Black
Sale
Cole Haan Grant Canoe Penny Loafer(
                                      Men's) -
                                     Tan
Sale
$114.95
$168.00 32% off
Nunn Bush Westby Penny (Men's)
Nunn Bush Westby Penny (Men's)
Nunn Bush Westby Penny (Men's)
New!
Sale
Nunn Bush Westby Penny(
                                      Men's) -
                                     Black Leather
Sale
Nunn Bush Westby Penny(
                                      Men's) -
                                     Cognac Smooth Leather
Sale
$68.00
$85.00 20% off
Handsewn Company Penny Driver (Women's)
Handsewn Company Penny Driver (Women's)
Handsewn Company Penny Driver (Women's)
Handsewn Company Penny Driver (Women's)
Handsewn Company Penny Driver (Women's)
Handsewn Company Penny Driver (Women's)
Handsewn Company Penny Driver (Women's)
New!
Sale
Handsewn Company Penny Driver(
                                      Women's) -
                                     Beige Nubuck
Handsewn Company Penny Driver(
                                      Women's) -
                                     Black Leather
Handsewn Company Penny Driver(
                                      Women's) -
                                     Blue/Gray Nubuck
Handsewn Company Penny Driver(
                                      Women's) -
                                     Dark Brown Leather
Handsewn Company Penny Driver(
                                      Women's) -
                                     White Nubuck
Handsewn Company Penny Driver(
                                      Women's) -
                                     Yellow Nubuck
$157.95
Florsheim Jasper Penny (Men's)
Florsheim Jasper Penny (Men's)
Florsheim Jasper Penny (Men's)
Florsheim Jasper Penny (Men's)
New!
Sale
Florsheim Jasper Penny(
                                      Men's) -
                                     Black Smooth Leather
Florsheim Jasper Penny(
                                      Men's) -
                                     Brown Smooth Leather
Florsheim Jasper Penny(
                                      Men's) -
                                     Cognac Smooth Leather
$109.95
ara Hanley 48604 (Women's)
ara Hanley 48604 (Women's)
New!
Sale
ara Hanley 48604(
                                      Women's) -
                                     Lead Suede/Black Patent
Sale
$114.45
$189.00 39% off
David Spencer Marco (Men's)
David Spencer Marco (Men's)
New!
Sale
David Spencer Marco(
                                      Men's) -
                                     Black/Briar Waxy
Sale
$134.95
$180.00 25% off
White Mountain Skipper (Women's)
White Mountain Skipper (Women's)
White Mountain Skipper (Women's)
White Mountain Skipper (Women's)
White Mountain Skipper (Women's)
White Mountain Skipper (Women's)
White Mountain Skipper (Women's)
New!
Sale
White Mountain Skipper(
                                      Women's) -
                                     Black Leather
Sale
White Mountain Skipper(
                                      Women's) -
                                     Burgundy
Sale
White Mountain Skipper(
                                      Women's) -
                                     Dark Charcoal
Sale
White Mountain Skipper(
                                      Women's) -
                                     Hazel
Sale
White Mountain Skipper(
                                      Women's) -
                                     Navy
Sale
White Mountain Skipper(
                                      Women's) -
                                     White Leather
Sale
$64.85
$89.00 27% off
Related Products
Transition seamlessly from spring to summer with the Luxury Cruise collection of classic driving mocs. Built with soft leathers and ...
The Hampden Penny features effortless style with luxuriously hand sewn construction for longevity of wear. The full length, foam cushioned ...
The Commercial Director Penny Loafer Imported features a synthetic sole, moccasin toe and logo embossed heel counter. It also has ...