EXTRA 20% OFF*
*Offer ends 12/29/25 at 11:59pm PST. Exclusions apply.
Hurry, hurry: use code SAVE20
Select styles only.
Shop Now

Skip to search results Skip to filters Skip to sort Skip to selected filters

Size 7 Penny Keeper Casual Products

30 items found

Filters

Search Results

Rockport - Classic Loafer Lite Penny. Color Cognac. On sale for $89.95. MSRP $124.95. 28% off. 3.9 out of 5 stars

Tan Rockport Classic Loafer Lite Penny

Tan Rockport Classic Loafer Lite Penny

+3

Brand Name: Rockport
Product Name: Classic Loafer Lite Penny
Gender: Men's
Color: Cognac
Price: $89.95MSRP: $124.9528% OFF
Rating: 4Rated 4 stars out of 5(414)

Nunn Bush - Odin II Moc Toe Penny Loafer Lightweight and Comfortable Slip-On. Color Burgundy. On sale for $79.95. MSRP $110.00. 27% off. 5.0 out of 5 stars

Burgundy Nunn Bush Odin II Moc Toe Penny Loafer Lightweight and Comfortable Slip-On

Burgundy Nunn Bush Odin II Moc Toe Penny Loafer Lightweight and Comfortable Slip-On

+3

Brand Name: Nunn Bush
Product Name: Odin II Moc Toe Penny Loafer Lightweight and Comfortable Slip-On
Gender: Men's
Color: Burgundy
Price: $79.95MSRP: $11027% OFF
Rating: 5Rated 5 stars out of 5(3)

Tommy Hilfiger - Ruven. Color Black. On sale for $69.35. MSRP $95.00. 27% off.

Black Tommy Hilfiger Ruven

Black Tommy Hilfiger Ruven

+2

Brand Name: Tommy Hilfiger
Product Name: Ruven
Gender: Men's
Color: Black
Price: $69.35MSRP: $9527% OFF
Rating

Johnston & Murphy - Hayes Penny Loafers. Color Burgundy. $119.90. 4.1 out of 5 stars

Burgundy Johnston & Murphy Hayes Penny Loafers

Burgundy Johnston & Murphy Hayes Penny Loafers

+2

Brand Name: Johnston & Murphy
Product Name: Hayes Penny Loafers
Gender: Men's
Color: Burgundy
Price: $119.90
Rating: 4Rated 4 stars out of 5(117)

Steve Madden - Belleaire. Color Tan. On sale for $70.00. MSRP $140.00. 50% off.

Tan Steve Madden Belleaire

Tan Steve Madden Belleaire

+2

Brand Name: Steve Madden
Product Name: Belleaire
Gender: Men's
Color: Tan
Price: $70MSRP: $14050% OFF
Rating

Tommy Hilfiger - Amile. Color Taupe. Low Stock. On sale for $59.63. MSRP $89.00. 33% off. 4.6 out of 5 stars

Low Stock

Taupe Tommy Hilfiger Amile

Taupe Tommy Hilfiger Amile

+4

Brand Name: Tommy Hilfiger
Product Name: Amile
Gender: Men's
Color: Taupe
Price: $59.63MSRP: $8933% OFF
Rating: 5Rated 5 stars out of 5(5)

Nunn Bush - Noah Beef Roll Penny Loafers. Color Black. On sale for $65.39. MSRP $110.00. 41% off. 4.1 out of 5 stars

Black Nunn Bush Noah Beef Roll Penny Loafers

Black Nunn Bush Noah Beef Roll Penny Loafers

+2

Brand Name: Nunn Bush
Product Name: Noah Beef Roll Penny Loafers
Gender: Men's
Color: Black
Price: $65.39MSRP: $11041% OFF
Rating: 4Rated 4 stars out of 5(67)

Rockport - Liam. Color Dark Brown Leather. On sale for $64.97. MSRP $129.95. 50% off. 4.3 out of 5 stars

Brown Rockport Liam

Brown Rockport Liam

Brand Name: Rockport
Product Name: Liam
Gender: Men's
Color: Dark Brown Leather
Price: $64.97MSRP: $129.9550% OFF
Rating: 4Rated 4 stars out of 5(3)

Steve Madden - Santee. Color Black 1. On sale for $110.06. MSRP $120.00. 8% off.

Black Steve Madden Santee

Black Steve Madden Santee

Brand Name: Steve Madden
Product Name: Santee
Gender: Men's
Color: Black 1
Price: $110.06MSRP: $1208% OFF
Rating

To Boot New York - Ravello. Color Black. On sale for $399.00. MSRP $425.00. 6% off.

Black To Boot New York Ravello

Black To Boot New York Ravello

Brand Name: To Boot New York
Product Name: Ravello
Gender: Men's
Color: Black
Price: $399MSRP: $4256% OFF
Rating

Bruno Magli - Raging Penny. Color Cognac. On sale for $276.50. MSRP $395.00. 30% off. 3.0 out of 5 stars

Tan Bruno Magli Raging Penny

Tan Bruno Magli Raging Penny

Brand Name: Bruno Magli
Product Name: Raging Penny
Gender: Men's
Color: Cognac
Price: $276.50MSRP: $39530% OFF
Rating: 3Rated 3 stars out of 5(3)

COACH - Declan Loafer. Color Dark Saddle. $250.00. 4.8 out of 5 stars

Tan COACH Declan Loafer

Tan COACH Declan Loafer

Brand Name: COACH
Product Name: Declan Loafer
Gender: Men's
Color: Dark Saddle
Price: $250
Rating: 5Rated 5 stars out of 5(4)

Allen Edmonds - Supersport Penny. Color Walnut. $300.00. 3.7 out of 5 stars

Brown Allen Edmonds Supersport Penny

Brown Allen Edmonds Supersport Penny

+2

Brand Name: Allen Edmonds
Product Name: Supersport Penny
Gender: Men's
Color: Walnut
Price: $300
Rating: 4Rated 4 stars out of 5(29)

Steve Madden - Crescent. Color Black Velvet. On sale for $69.97. MSRP $100.00. 30% off. 5.0 out of 5 stars

Black Steve Madden Crescent

Black Steve Madden Crescent

Brand Name: Steve Madden
Product Name: Crescent
Gender: Men's
Color: Black Velvet
Price: $69.97MSRP: $10030% OFF
Rating: 5Rated 5 stars out of 5(1)

Allen Edmonds - Randolph. Color Black Calf. $450.00. 3.5 out of 5 stars

Black Allen Edmonds Randolph

Black Allen Edmonds Randolph

Brand Name: Allen Edmonds
Product Name: Randolph
Gender: Men's
Color: Black Calf
Price: $450
Rating: 3Rated 3 stars out of 5(11)

Dockers - Vaughn. Color Dark Brown. Low Stock. On sale for $59.99. MSRP $85.00. 29% off.

Low Stock

Brown Dockers Vaughn

Brown Dockers Vaughn

Brand Name: Dockers
Product Name: Vaughn
Gender: Men's
Color: Dark Brown
Price: $59.99MSRP: $8529% OFF
Rating

To Boot New York - Idris. Color Blue Suede. Low Stock. On sale for $130.00. MSRP $325.00. 60% off. 5.0 out of 5 stars

Low Stock

Blue To Boot New York Idris

Blue To Boot New York Idris

Brand Name: To Boot New York
Product Name: Idris
Gender: Men's
Color: Blue Suede
Price: $130MSRP: $32560% OFF
Rating: 5Rated 5 stars out of 5(1)

Marc Joseph New York - Union Street 2. Color Black Grainy. $155.00. 4.8 out of 5 stars

Black Marc Joseph New York Union Street 2

Black Marc Joseph New York Union Street 2

+3

Brand Name: Marc Joseph New York
Product Name: Union Street 2
Gender: Men's
Color: Black Grainy
Price: $155
Rating: 5Rated 5 stars out of 5(4)

Dockers - Colleague. Color Black. On sale for $49.99. MSRP $90.00. 44% off. 4.0 out of 5 stars

Black Dockers Colleague

Black Dockers Colleague

+3

Brand Name: Dockers
Product Name: Colleague
Gender: Men's
Color: Black
Price: $49.99MSRP: $9044% OFF
Rating: 4Rated 4 stars out of 5(5)

Marc Joseph New York - Monaco. Color Black Napa. Low Stock. On sale for $59.45. MSRP $185.00. 68% off. 3.5 out of 5 stars

Low Stock

Black Marc Joseph New York Monaco

Black Marc Joseph New York Monaco

+5

Brand Name: Marc Joseph New York
Product Name: Monaco
Gender: Men's
Color: Black Napa
Price: $59.45MSRP: $18568% OFF
Rating: 4Rated 4 stars out of 5(4)

Allen Edmonds - Randolph 2.0 Slip-on Sneaker. Color Dark Chili Leather. $350.00. 3.5 out of 5 stars

Brown Allen Edmonds Randolph 2.0 Slip-on Sneaker

Brown Allen Edmonds Randolph 2.0 Slip-on Sneaker

+5

Brand Name: Allen Edmonds
Product Name: Randolph 2.0 Slip-on Sneaker
Gender: Men's
Color: Dark Chili Leather
Price: $350
Rating: 4Rated 4 stars out of 5(2)

Polo Ralph Lauren - Anders Penny. Color Black. $168.00. 3.0 out of 5 stars

Black Polo Ralph Lauren Anders Penny

Black Polo Ralph Lauren Anders Penny

+2

Brand Name: Polo Ralph Lauren
Product Name: Anders Penny
Gender: Men's
Color: Black
Price: $168
Rating: 3Rated 3 stars out of 5(2)

Cole Haan - Grand Laser Penny Driver. Color Black/Black. On sale for $69.97. MSRP $150.00. 53% off. 4.0 out of 5 stars

Black Cole Haan Grand Laser Penny Driver

Black Cole Haan Grand Laser Penny Driver

+2

Brand Name: Cole Haan
Product Name: Grand Laser Penny Driver
Gender: Men's
Color: Black/Black
Price: $69.97MSRP: $15053% OFF
Rating: 4Rated 4 stars out of 5(74)

Polo Ralph Lauren - Alston Penny. Color Tan. $178.00. 4.0 out of 5 stars

Tan Polo Ralph Lauren Alston Penny

Tan Polo Ralph Lauren Alston Penny

+2

Brand Name: Polo Ralph Lauren
Product Name: Alston Penny
Gender: Men's
Color: Tan
Price: $178
Rating: 4Rated 4 stars out of 5(2)

Stacy Adams - Spencer Penny Slip-On. Color Tan. On sale for $65.00. MSRP $130.00. 50% off. 4.8 out of 5 stars

Tan Stacy Adams Spencer Penny Slip-On

Tan Stacy Adams Spencer Penny Slip-On

+2

Brand Name: Stacy Adams
Product Name: Spencer Penny Slip-On
Gender: Men's
Color: Tan
Price: $65MSRP: $13050% OFF
Rating: 5Rated 5 stars out of 5(9)

Florsheim - Zaffiro Moc Toe Penny Loafers. Color Black. $144.99. 4.7 out of 5 stars

Black Florsheim Zaffiro Moc Toe Penny Loafers

Black Florsheim Zaffiro Moc Toe Penny Loafers

+2

Brand Name: Florsheim
Product Name: Zaffiro Moc Toe Penny Loafers
Gender: Men's
Color: Black
Price: $144.99
Rating: 5Rated 5 stars out of 5(17)

Bruno Magli - Lastra. Color Black. Low Stock. $298.00.

Low Stock

Black Bruno Magli Lastra

Black Bruno Magli Lastra

+2

Brand Name: Bruno Magli
Product Name: Lastra
Gender: Men's
Color: Black
Price: $298
Rating

ECCO - S Lite Moc Penny Loafers. Color Cognac. On sale for $174.95. MSRP $179.95. 3% off. 4.0 out of 5 stars

Tan ECCO S Lite Moc Penny Loafers

Tan ECCO S Lite Moc Penny Loafers

+2

Brand Name: ECCO
Product Name: S Lite Moc Penny Loafers
Gender: Men's
Color: Cognac
Price: $174.95MSRP: $179.953% OFF
Rating: 4Rated 4 stars out of 5(4)

Cole Haan - American Classics Penny Loafers. Color Dark Chocolate/Light Amber Brushoff/Black. On sale for $143.51. MSRP $165.00. 13% off. 4.2 out of 5 stars

Mahogany Cole Haan American Classics Penny Loafers

Mahogany Cole Haan American Classics Penny Loafers

+1

Brand Name: Cole Haan
Product Name: American Classics Penny Loafers
Gender: Men's
Color: Dark Chocolate/Light Amber Brushoff/Black
Price: $143.51MSRP: $16513% OFF
Rating: 4Rated 4 stars out of 5(360)

Bruno Magli - Tonio. Color Black Cervo. $395.00. 5.0 out of 5 stars

Black Bruno Magli Tonio

Black Bruno Magli Tonio

Brand Name: Bruno Magli
Product Name: Tonio
Gender: Men's
Color: Black Cervo
Price: $395
Rating: 5Rated 5 stars out of 5(2)

Join Our Email List

Never miss out on latest drops & sales—plus, new subscribers get 10% off.*

*One code per email address.