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

Size 9 Penny Keeper Casual Closed Toe Shoes

46 items found

Sort By

Your Selections

Search Results

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

Black Rockport Classic Loafer Lite Penny

Black Rockport Classic Loafer Lite Penny

+3

Brand Name: Rockport
Product Name: Classic Loafer Lite Penny
Gender: Men's
Color: Black II
Price: $89.95MSRP: $124.9528% OFF
Rating: 4Rated 4 stars out of 5(410)

Florsheim - Throttle Penny. Color Brown Crazy Horse II. On sale for $79.95. MSRP $110.00. 27% off. 3.9 out of 5 stars

Brown Florsheim Throttle Penny

Brown Florsheim Throttle Penny

+2

Brand Name: Florsheim
Product Name: Throttle Penny
Gender: Men's
Color: Brown Crazy Horse II
Price: $79.95MSRP: $110.0027% OFF
Rating: 4Rated 4 stars out of 5(18)

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

Tan Marc Joseph New York Monaco

Tan Marc Joseph New York Monaco

+5

Brand Name: Marc Joseph New York
Product Name: Monaco
Gender: Men's
Color: Tan Napa
Price: $59.45MSRP: $185.0068% OFF
Rating: 4Rated 4 stars out of 5(2)

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

Black Tommy Hilfiger Ruven

Black Tommy Hilfiger Ruven

Brand Name: Tommy Hilfiger
Product Name: Ruven
Gender: Men's
Color: Black
Price: $69.35MSRP: $95.0027% OFF
Rating

Nunn Bush - Noah Beef Roll Penny Loafer. Color Brown. On sale for $79.95. MSRP $110.00. 27% off. 4.1 out of 5 stars

Brown Nunn Bush Noah Beef Roll Penny Loafer

Brown Nunn Bush Noah Beef Roll Penny Loafer

+2

Brand Name: Nunn Bush
Product Name: Noah Beef Roll Penny Loafer
Gender: Men's
Color: Brown
Price: $79.95MSRP: $110.0027% OFF
Rating: 4Rated 4 stars out of 5(67)

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: $298.00
Rating

Rockport - Liam. Color Black Leather. On sale for $116.95. MSRP $129.95. 10% off. 4.0 out of 5 stars

Black Rockport Liam

Black Rockport Liam

+1

Brand Name: Rockport
Product Name: Liam
Gender: Men's
Color: Black Leather
Price: $116.95MSRP: $129.9510% OFF
Rating: 4Rated 4 stars out of 5(2)

Cole Haan - Pinch Weekender Penny Textured. Color Navy Blazer Pebbled Leather/Ivory. $80.00. 4.7 out of 5 stars

Navy Cole Haan Pinch Weekender Penny Textured

Navy Cole Haan Pinch Weekender Penny Textured

+4

Brand Name: Cole Haan
Product Name: Pinch Weekender Penny Textured
Gender: Men's
Color: Navy Blazer Pebbled Leather/Ivory
Price: $80.00
Rating: 5Rated 5 stars out of 5(6)

Frye - Tyler Flex Penny. Color Black. On sale for $99.00. MSRP $198.00. 50% off. 4.2 out of 5 stars

Black Frye Tyler Flex Penny

Black Frye Tyler Flex Penny

+5

Brand Name: Frye
Product Name: Tyler Flex Penny
Gender: Men's
Color: Black
Price: $99.00MSRP: $198.0050% OFF
Rating: 4Rated 4 stars out of 5(4)

Cole Haan - Grand Laser Penny Driver. Color Black/Black. On sale for $108.98. MSRP $150.00. 27% off. 3.9 out of 5 stars

Black Cole Haan Grand Laser Penny Driver

Black Cole Haan Grand Laser Penny Driver

+4

Brand Name: Cole Haan
Product Name: Grand Laser Penny Driver
Gender: Men's
Color: Black/Black
Price: $108.98MSRP: $150.0027% OFF
Rating: 4Rated 4 stars out of 5(73)

Johnston & Murphy - Hayes Penny Loafer. Color Black. On sale for $95.87. MSRP $119.90. 20% off. 4.1 out of 5 stars

Black Johnston & Murphy Hayes Penny Loafer

Black Johnston & Murphy Hayes Penny Loafer

+2

Brand Name: Johnston & Murphy
Product Name: Hayes Penny Loafer
Gender: Men's
Color: Black
Price: $95.87MSRP: $119.9020% OFF
Rating: 4Rated 4 stars out of 5(117)

Marc Joseph New York - Union Street 2. Color Cafe Grainy. Low Stock. On sale for $99.20. MSRP $155.00. 36% off. 4.8 out of 5 stars

Low Stock

Brown Marc Joseph New York Union Street 2

Brown Marc Joseph New York Union Street 2

+3

Brand Name: Marc Joseph New York
Product Name: Union Street 2
Gender: Men's
Color: Cafe Grainy
Price: $99.20MSRP: $155.0036% OFF
Rating: 5Rated 5 stars out of 5(4)

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

Brown Polo Ralph Lauren Anders Penny

Brown Polo Ralph Lauren Anders Penny

+3

Brand Name: Polo Ralph Lauren
Product Name: Anders Penny
Gender: Men's
Color: Brown
Price: $168.00
Rating: 3Rated 3 stars out of 5(2)

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

Black Florsheim Zaffiro Moc Toe Penny Loafer

Black Florsheim Zaffiro Moc Toe Penny Loafer

+2

Brand Name: Florsheim
Product Name: Zaffiro Moc Toe Penny Loafer
Gender: Men's
Color: Black
Price: $144.99
Rating: 5Rated 5 stars out of 5(16)

Cole Haan - Hawthorne Penny Loafer. Color Habana. On sale for $140.95. MSRP $148.00. 5% off. 3.5 out of 5 stars

Brown Cole Haan Hawthorne Penny Loafer

Brown Cole Haan Hawthorne Penny Loafer

+2

Brand Name: Cole Haan
Product Name: Hawthorne Penny Loafer
Gender: Men's
Color: Habana
Price: $140.95MSRP: $148.005% OFF
Rating: 4Rated 4 stars out of 5(4)

Cole Haan - American Classics Penny Loafer. Color Black/Black. On sale for $158.00. MSRP $165.00. 4% off. 4.2 out of 5 stars

Black Cole Haan American Classics Penny Loafer

Black Cole Haan American Classics Penny Loafer

+1

Brand Name: Cole Haan
Product Name: American Classics Penny Loafer
Gender: Men's
Color: Black/Black
Price: $158.00MSRP: $165.004% OFF
Rating: 4Rated 4 stars out of 5(359)

Marc Joseph New York - River Road. Color Cognac Grainy. On sale for $69.95. MSRP $185.00. 62% off. 5.0 out of 5 stars

Brown Marc Joseph New York River Road

Brown Marc Joseph New York River Road

+3

Brand Name: Marc Joseph New York
Product Name: River Road
Gender: Men's
Color: Cognac Grainy
Price: $69.95MSRP: $185.0062% OFF
Rating: 5Rated 5 stars out of 5(1)

La Canadienne - Alvin. Color Tan Leather. Low Stock. On sale for $70.00. MSRP $350.00. 80% off. 2.0 out of 5 stars

Low Stock

Tan La Canadienne Alvin

Tan La Canadienne Alvin

Brand Name: La Canadienne
Product Name: Alvin
Gender: Men's
Color: Tan Leather
Price: $70.00MSRP: $350.0080% OFF
Rating: 2Rated 2 stars out of 5(2)

Dockers - Colleague. Color Cordovan. On sale for $59.95. MSRP $90.00. 33% off. 3.8 out of 5 stars

Burgundy Dockers Colleague

Burgundy Dockers Colleague

+3

Brand Name: Dockers
Product Name: Colleague
Gender: Men's
Color: Cordovan
Price: $59.95MSRP: $90.0033% OFF
Rating: 4Rated 4 stars out of 5(4)

AllSaints - Jago Loafer. Color Tan. Low Stock. On sale for $89.70. MSRP $299.00. 70% off.

Low Stock

Tan AllSaints Jago Loafer

Tan AllSaints Jago Loafer

Brand Name: AllSaints
Product Name: Jago Loafer
Gender: Men's
Color: Tan
Price: $89.70MSRP: $299.0070% OFF
Rating

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

Low Stock

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: $399.00MSRP: $425.006% OFF
Rating

Steve Madden - Jules. Color Black/ Black. $120.00.

Black Steve Madden Jules

Black Steve Madden Jules

Brand Name: Steve Madden
Product Name: Jules
Gender: Men's
Color: Black/ Black
Price: $120.00
Rating

ECCO - S Lite Moc Penny Loafer. Color Cognac. $174.95. 4.0 out of 5 stars

Tan ECCO S Lite Moc Penny Loafer

Tan ECCO S Lite Moc Penny Loafer

+2

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

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

Black Allen Edmonds Randolph 2.0 Slip-on Sneaker

Black 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: Black Leather
Price: $350.00
Rating: 4Rated 4 stars out of 5(2)

Johnston & Murphy - Dayton Penny Loafer. Color Brown. On sale for $173.95. MSRP $245.00. 29% off. 5.0 out of 5 stars

Brown Johnston & Murphy Dayton Penny Loafer

Brown Johnston & Murphy Dayton Penny Loafer

Brand Name: Johnston & Murphy
Product Name: Dayton Penny Loafer
Gender: Men's
Color: Brown
Price: $173.95MSRP: $245.0029% OFF
Rating: 5Rated 5 stars out of 5(7)

Johnston & Murphy - Baldwin Penny. Color Taupe Suede. $217.95. 4.4 out of 5 stars

Taupe Johnston & Murphy Baldwin Penny

Taupe Johnston & Murphy Baldwin Penny

+7

Brand Name: Johnston & Murphy
Product Name: Baldwin Penny
Gender: Men's
Color: Taupe Suede
Price: $217.95
Rating: 4Rated 4 stars out of 5(51)

johnnie-O - Clubhouse Penny Loafer. Color Tan. $198.00.

Tan johnnie-O Clubhouse Penny Loafer

Tan johnnie-O Clubhouse Penny Loafer

Brand Name: johnnie-O
Product Name: Clubhouse Penny Loafer
Gender: Men's
Color: Tan
Price: $198.00
Rating

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

Black Tommy Hilfiger Amile

Black Tommy Hilfiger Amile

+4

Brand Name: Tommy Hilfiger
Product Name: Amile
Gender: Men's
Color: Black
Price: $59.63MSRP: $89.0033% OFF
Rating: 5Rated 5 stars out of 5(5)

Polo Ralph Lauren - Alston Penny. Color Black. $178.00. 3.0 out of 5 stars

Black Polo Ralph Lauren Alston Penny

Black Polo Ralph Lauren Alston Penny

+3

Brand Name: Polo Ralph Lauren
Product Name: Alston Penny
Gender: Men's
Color: Black
Price: $178.00
Rating: 3Rated 3 stars out of 5(1)

Steve Madden - Crescent. Color Black Velvet. $100.00. 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: $100.00
Rating: 5Rated 5 stars out of 5(1)

Marc Joseph New York - Union Street Perforated. Color Fast Blue Grainy. On sale for $157.50. MSRP $175.00. 10% off.

Blue Marc Joseph New York Union Street Perforated

Blue Marc Joseph New York Union Street Perforated

+2

Brand Name: Marc Joseph New York
Product Name: Union Street Perforated
Gender: Men's
Color: Fast Blue Grainy
Price: $157.50MSRP: $175.0010% OFF
Rating

Martin Dingman - All American Penny. Color Chestnut. Low Stock. $295.00. 3.0 out of 5 stars

Low Stock

Brown Martin Dingman All American Penny

Brown Martin Dingman All American Penny

Brand Name: Martin Dingman
Product Name: All American Penny
Gender: Men's
Color: Chestnut
Price: $295.00
Rating: 3Rated 3 stars out of 5(2)

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: $450.00
Rating: 3Rated 3 stars out of 5(11)

Tommy Hilfiger - Ladden. Color Tan. On sale for $59.99. MSRP $99.00. 39% off.

Tan Tommy Hilfiger Ladden

Tan Tommy Hilfiger Ladden

Brand Name: Tommy Hilfiger
Product Name: Ladden
Gender: Men's
Color: Tan
Price: $59.99MSRP: $99.0039% OFF
Rating

Marc Joseph New York - Valley Road 2.0. Color Navy Napa. On sale for $79.95. MSRP $195.00. 59% off. 4.1 out of 5 stars

Blue Marc Joseph New York Valley Road 2.0

Blue Marc Joseph New York Valley Road 2.0

+3

Brand Name: Marc Joseph New York
Product Name: Valley Road 2.0
Gender: Men's
Color: Navy Napa
Price: $79.95MSRP: $195.0059% OFF
Rating: 4Rated 4 stars out of 5(10)

Johnston & Murphy - Dayton Woven Penny. Color Brown Italian Calfskin. On sale for $173.95. MSRP $245.00. 29% off. 4.1 out of 5 stars

Brown Johnston & Murphy Dayton Woven Penny

Brown Johnston & Murphy Dayton Woven Penny

Brand Name: Johnston & Murphy
Product Name: Dayton Woven Penny
Gender: Men's
Color: Brown Italian Calfskin
Price: $173.95MSRP: $245.0029% OFF
Rating: 4Rated 4 stars out of 5(15)

Tommy Hilfiger - Tabaro. Color Cognac. On sale for $52.79. MSRP $99.00. 47% off.

Tan Tommy Hilfiger Tabaro

Tan Tommy Hilfiger Tabaro

Brand Name: Tommy Hilfiger
Product Name: Tabaro
Gender: Men's
Color: Cognac
Price: $52.79MSRP: $99.0047% OFF
Rating

To Boot New York - Moore. Color Blue. Low Stock. On sale for $239.40. MSRP $399.00. 40% off. 4.3 out of 5 stars

Low Stock

Blue To Boot New York Moore

Blue To Boot New York Moore

+3

Brand Name: To Boot New York
Product Name: Moore
Gender: Men's
Color: Blue
Price: $239.40MSRP: $399.0040% OFF
Rating: 4Rated 4 stars out of 5(3)

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: $300.00
Rating: 4Rated 4 stars out of 5(29)

Bruno Magli - Tonio. Color Black Cervo. On sale for $296.25. MSRP $395.00. 25% off. 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: $296.25MSRP: $395.0025% OFF
Rating: 5Rated 5 stars out of 5(2)

Samuel Hubbard - Free Spirit for Him. Color Brown Leather. $195.00. 3.5 out of 5 stars

Brown Samuel Hubbard Free Spirit for Him

Brown Samuel Hubbard Free Spirit for Him

+2

Brand Name: Samuel Hubbard
Product Name: Free Spirit for Him
Gender: Men's
Color: Brown Leather
Price: $195.00
Rating: 4Rated 4 stars out of 5(4)

Bruno Magli - Raging Penny. Color Cognac. $395.00. 5.0 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: $395.00
Rating: 5Rated 5 stars out of 5(1)

PIKOLINOS - Avila M1T-3205. Color Cuero. $195.00. 5.0 out of 5 stars

Tan PIKOLINOS Avila M1T-3205

Tan PIKOLINOS Avila M1T-3205

+2

Brand Name: PIKOLINOS
Product Name: Avila M1T-3205
Gender: Men's
Color: Cuero
Price: $195.00
Rating: 5Rated 5 stars out of 5(1)

Steve Madden - Ramsee. Color Tobacco. $120.00. 3.8 out of 5 stars

Brown Steve Madden Ramsee

Brown Steve Madden Ramsee

Brand Name: Steve Madden
Product Name: Ramsee
Gender: Men's
Color: Tobacco
Price: $120.00
Rating: 4Rated 4 stars out of 5(10)

Stacy Adams - Spencer Penny Slip-On. Color Tan. On sale for $83.20. MSRP $130.00. 36% off. 4.8 out of 5 stars

Tan Stacy Adams Spencer Penny Slip-On

Tan Stacy Adams Spencer Penny Slip-On

+4

Brand Name: Stacy Adams
Product Name: Spencer Penny Slip-On
Gender: Men's
Color: Tan
Price: $83.20MSRP: $130.0036% OFF
Rating: 5Rated 5 stars out of 5(8)

Johnston & Murphy - Baldwin Driver Penny. Color Cognac. Low Stock. On sale for $115.76. MSRP $218.00. 47% off. 3.9 out of 5 stars

Low Stock

Tan Johnston & Murphy Baldwin Driver Penny

Tan Johnston & Murphy Baldwin Driver Penny

+2

Brand Name: Johnston & Murphy
Product Name: Baldwin Driver Penny
Gender: Men's
Color: Cognac
Price: $115.76MSRP: $218.0047% OFF
Rating: 4Rated 4 stars out of 5(31)

Join Our List, Get 10% Off

Sign up for Zappos emails—new subscribers get 10% off a future order!* Plus, get early access to sales, coupons, and more. (One code per email address.)