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

Size 8.5 Penny Keeper On Sale Products

41 items found

Sort By

Your Selections

Search Results

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

Black Florsheim Throttle Penny

Black Florsheim Throttle Penny

+2

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

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(408)

Nunn Bush - Drexel Moc Toe Penny Loafer with KORE Walking Comfort Technology. Color Black. On sale for $69.99. MSRP $100.00. 30% off. 4.3 out of 5 stars

Black Nunn Bush Drexel Moc Toe Penny Loafer with KORE Walking Comfort Technology

Black Nunn Bush Drexel Moc Toe Penny Loafer with KORE Walking Comfort Technology

+2

Brand Name: Nunn Bush
Product Name: Drexel Moc Toe Penny Loafer with KORE Walking Comfort Technology
Gender: Men's
Color: Black
Price: $69.99MSRP: $100.0030% OFF
Rating: 4Rated 4 stars out of 5(171)

Johnston & Murphy - Hayes Penny Loafer. Color Burgundy. On sale for $99.90. MSRP $135.00. 26% off. 4.1 out of 5 stars

Burgundy Johnston & Murphy Hayes Penny Loafer

Burgundy Johnston & Murphy Hayes Penny Loafer

+2

Brand Name: Johnston & Murphy
Product Name: Hayes Penny Loafer
Gender: Men's
Color: Burgundy
Price: $99.90MSRP: $135.0026% OFF
Rating: 4Rated 4 stars out of 5(116)

Nunn Bush - Lincoln Penny Loafer. Color Black Polished. On sale for $69.95. MSRP $95.00. 26% off. 4.2 out of 5 stars

Black Nunn Bush Lincoln Penny Loafer

Black Nunn Bush Lincoln Penny Loafer

+2 colors/patterns

Brand Name: Nunn Bush
Product Name: Lincoln Penny Loafer
Gender: Men's
Color: Black Polished
Price: $69.95MSRP: $95.0026% OFF
Rating: 4Rated 4 stars out of 5(316)

Dockers - Colleague. Color Cordovan. On sale for $49.00. MSRP $90.00. 46% 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: $49.00MSRP: $90.0046% OFF
Rating: 4Rated 4 stars out of 5(4)

Florsheim - Midtown Penny Slip-On. Color Black Smooth. Low Stock. On sale for $89.95. MSRP $125.00. 28% off. 4.4 out of 5 stars

Low Stock

Black Florsheim Midtown Penny Slip-On

Black Florsheim Midtown Penny Slip-On

+2

Brand Name: Florsheim
Product Name: Midtown Penny Slip-On
Gender: Men's
Color: Black Smooth
Price: $89.95MSRP: $125.0028% OFF
Rating: 4Rated 4 stars out of 5(113)

Tommy Hilfiger - Amile. Color Dark Brown. On sale for $69.99. MSRP $89.00. 21% off. 4.6 out of 5 stars

Brown Tommy Hilfiger Amile

Brown Tommy Hilfiger Amile

+4

Brand Name: Tommy Hilfiger
Product Name: Amile
Gender: Men's
Color: Dark Brown
Price: $69.99MSRP: $89.0021% OFF
Rating: 5Rated 5 stars out of 5(5)

Cole Haan - Pinch Weekender Penny Textured. Color Dark Chocolate Pebble/Ivory. On sale for $75.00. MSRP $100.00. 25% off. 4.6 out of 5 stars

Black Cole Haan Pinch Weekender Penny Textured

Black Cole Haan Pinch Weekender Penny Textured

+4

Brand Name: Cole Haan
Product Name: Pinch Weekender Penny Textured
Gender: Men's
Color: Dark Chocolate Pebble/Ivory
Price: $75.00MSRP: $100.0025% OFF
Rating: 5Rated 5 stars out of 5(5)

Nunn Bush - Noah Beef Roll Penny Loafer. Color Black. On sale for $79.95. MSRP $100.00. 20% off. 4.1 out of 5 stars

Black Nunn Bush Noah Beef Roll Penny Loafer

Black Nunn Bush Noah Beef Roll Penny Loafer

+2

Brand Name: Nunn Bush
Product Name: Noah Beef Roll Penny Loafer
Gender: Men's
Color: Black
Price: $79.95MSRP: $100.0020% OFF
Rating: 4Rated 4 stars out of 5(67)

Marc Joseph New York - River Road. Color Black Grainy. On sale for $60.50. MSRP $185.00. 67% off. 5.0 out of 5 stars

Black Marc Joseph New York River Road

Black Marc Joseph New York River Road

+3

Brand Name: Marc Joseph New York
Product Name: River Road
Gender: Men's
Color: Black Grainy
Price: $60.50MSRP: $185.0067% OFF
Rating: 5Rated 5 stars out of 5(1)

Cole Haan - Wyatt Penny Driver. Color Black/Black. On sale for $120.00. MSRP $203.00. 41% off. 4.3 out of 5 stars

Black Cole Haan Wyatt Penny Driver

Black Cole Haan Wyatt Penny Driver

+2

Brand Name: Cole Haan
Product Name: Wyatt Penny Driver
Gender: Men's
Color: Black/Black
Price: $120.00MSRP: $203.0041% OFF
Rating: 4Rated 4 stars out of 5(282)

Marc Joseph New York - Valley Road 2.0. Color Black Grainy. On sale for $79.95. MSRP $195.00. 59% off. 4.2 out of 5 stars

Black Marc Joseph New York Valley Road 2.0

Black 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: Black Grainy
Price: $79.95MSRP: $195.0059% OFF
Rating: 4Rated 4 stars out of 5(9)

Magnanni - Ramiro II. Color Torba Suede. Low Stock. On sale for $382.50. MSRP $425.00. 10% off. 5.0 out of 5 stars

Low Stock

Brown Magnanni Ramiro II

Brown Magnanni Ramiro II

Brand Name: Magnanni
Product Name: Ramiro II
Gender: Men's
Color: Torba Suede
Price: $382.50MSRP: $425.0010% OFF
Rating: 5Rated 5 stars out of 5(7)

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)

Stacy Adams - Spencer Penny Slip-On. Color Navy. On sale for $72.00. MSRP $120.00. 40% off. 5.0 out of 5 stars

Navy Stacy Adams Spencer Penny Slip-On

Navy Stacy Adams Spencer Penny Slip-On

+4

Brand Name: Stacy Adams
Product Name: Spencer Penny Slip-On
Gender: Men's
Color: Navy
Price: $72.00MSRP: $120.0040% OFF
Rating: 5Rated 5 stars out of 5(7)

Born - Simon III. Color Tan Full Grain. On sale for $71.97. MSRP $120.00. 40% off. 3.8 out of 5 stars

Tan Born Simon III

Tan Born Simon III

Brand Name: Born
Product Name: Simon III
Gender: Men's
Color: Tan Full Grain
Price: $71.97MSRP: $120.0040% OFF
Rating: 4Rated 4 stars out of 5(4)

Johnston & Murphy Collection - Dayton Penny Loafer. Color Brown. On sale for $159.99. MSRP $245.00. 35% off. 5.0 out of 5 stars

Brown Johnston & Murphy Collection Dayton Penny Loafer

Brown Johnston & Murphy Collection Dayton Penny Loafer

+2

Brand Name: Johnston & Murphy Collection
Product Name: Dayton Penny Loafer
Gender: Men's
Color: Brown
Price: $159.99MSRP: $245.0035% OFF
Rating: 5Rated 5 stars out of 5(6)

To Boot New York - Moore. Color Brown. Low Stock. On sale for $187.55. MSRP $399.00. 53% off. 4.3 out of 5 stars

Low Stock

Brown To Boot New York Moore

Brown To Boot New York Moore

+3

Brand Name: To Boot New York
Product Name: Moore
Gender: Men's
Color: Brown
Price: $187.55MSRP: $399.0053% OFF
Rating: 4Rated 4 stars out of 5(3)

Marc Joseph New York - Union Street 2. Color Black Grainy. On sale for $99.95. MSRP $155.00. 36% off. 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: $99.95MSRP: $155.0036% OFF
Rating: 5Rated 5 stars out of 5(4)

Clarks - Markman Way. Color Dark Tan Leather. On sale for $79.96. MSRP $100.00. 20% off. 2.5 out of 5 stars

Brown Clarks Markman Way

Brown Clarks Markman Way

Brand Name: Clarks
Product Name: Markman Way
Gender: Men's
Color: Dark Tan Leather
Price: $79.96MSRP: $100.0020% OFF
Rating: 3Rated 3 stars out of 5(20)

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

Dockers - Vaughn. Color Dark Brown. On sale for $38.98. MSRP $85.00. 54% off.

Brown Dockers Vaughn

Brown Dockers Vaughn

+2

Brand Name: Dockers
Product Name: Vaughn
Gender: Men's
Color: Dark Brown
Price: $38.98MSRP: $85.0054% OFF
Rating

Gordon Rush - Parkside. Color Navy Suede. Low Stock. On sale for $97.43. MSRP $129.90. 25% off. 2.0 out of 5 stars

Low Stock

Blue Gordon Rush Parkside

Blue Gordon Rush Parkside

Brand Name: Gordon Rush
Product Name: Parkside
Gender: Men's
Color: Navy Suede
Price: $97.43MSRP: $129.9025% OFF
Rating: 2Rated 2 stars out of 5(2)

Carlos by Carlos Santana - Ritchie Driver Loafer. Color Olive Calf Nubuck. Low Stock. On sale for $66.71. MSRP $88.95. 25% off. 3.9 out of 5 stars

Low Stock

Brown Carlos by Carlos Santana Ritchie Driver Loafer

Brown Carlos by Carlos Santana Ritchie Driver Loafer

+2

Brand Name: Carlos by Carlos Santana
Product Name: Ritchie Driver Loafer
Gender: Men's
Color: Olive Calf Nubuck
Price: $66.71MSRP: $88.9525% OFF
Rating: 4Rated 4 stars out of 5(8)

Magnanni - Lawford. Color Black. Low Stock. On sale for $290.00. MSRP $445.00. 35% off. 4.5 out of 5 stars

Low Stock

Black Magnanni Lawford

Black Magnanni Lawford

+2

Brand Name: Magnanni
Product Name: Lawford
Gender: Men's
Color: Black
Price: $290.00MSRP: $445.0035% OFF
Rating: 5Rated 5 stars out of 5(2)

Johnston & Murphy Collection - Dayton Woven Penny. Color Brown Italian Calfskin. On sale for $159.99. MSRP $245.00. 35% off. 4.1 out of 5 stars

Brown Johnston & Murphy Collection Dayton Woven Penny

Brown Johnston & Murphy Collection Dayton Woven Penny

Brand Name: Johnston & Murphy Collection
Product Name: Dayton Woven Penny
Gender: Men's
Color: Brown Italian Calfskin
Price: $159.99MSRP: $245.0035% OFF
Rating: 4Rated 4 stars out of 5(15)

Tommy Hilfiger - Tabaro. Color Cognac. On sale for $70.14. MSRP $99.00. 29% off.

Tan Tommy Hilfiger Tabaro

Tan Tommy Hilfiger Tabaro

Brand Name: Tommy Hilfiger
Product Name: Tabaro
Gender: Men's
Color: Cognac
Price: $70.14MSRP: $99.0029% OFF
Rating

Florsheim - Berkley Flex Penny Loafer. Color Black Smooth. On sale for $106.00. MSRP $125.00. 15% off. 4.2 out of 5 stars

Black Florsheim Berkley Flex Penny Loafer

Black Florsheim Berkley Flex Penny Loafer

+5

Brand Name: Florsheim
Product Name: Berkley Flex Penny Loafer
Gender: Men's
Color: Black Smooth
Price: $106.00MSRP: $125.0015% OFF
Rating: 4Rated 4 stars out of 5(199)

Cole Haan - Grand Laser Penny Driver. Color Cherry Mahogany. On sale for $112.00. MSRP $140.00. 20% off. 3.9 out of 5 stars

Burgundy Cole Haan Grand Laser Penny Driver

Burgundy Cole Haan Grand Laser Penny Driver

+4

Brand Name: Cole Haan
Product Name: Grand Laser Penny Driver
Gender: Men's
Color: Cherry Mahogany
Price: $112.00MSRP: $140.0020% OFF
Rating: 4Rated 4 stars out of 5(73)

Johnston & Murphy Collection - Baldwin Driver Penny. Color Black. Low Stock. On sale for $138.75. MSRP $185.00. 25% off. 3.9 out of 5 stars

Low Stock

Black Johnston & Murphy Collection Baldwin Driver Penny

Black Johnston & Murphy Collection Baldwin Driver Penny

+3

Brand Name: Johnston & Murphy Collection
Product Name: Baldwin Driver Penny
Gender: Men's
Color: Black
Price: $138.75MSRP: $185.0025% OFF
Rating: 4Rated 4 stars out of 5(31)

COACH - Declan Loafer. Color Black. Low Stock. On sale for $225.00. MSRP $250.00. 10% off. 4.8 out of 5 stars

Low Stock

Black COACH Declan Loafer

Black COACH Declan Loafer

+1

Brand Name: COACH
Product Name: Declan Loafer
Gender: Men's
Color: Black
Price: $225.00MSRP: $250.0010% OFF
Rating: 5Rated 5 stars out of 5(4)

Marc Joseph New York - Nebraska. Color Black Grainy. On sale for $67.95. MSRP $185.00. 63% off. 4.2 out of 5 stars

Black Marc Joseph New York Nebraska

Black Marc Joseph New York Nebraska

+7

Brand Name: Marc Joseph New York
Product Name: Nebraska
Gender: Men's
Color: Black Grainy
Price: $67.95MSRP: $185.0063% OFF
Rating: 4Rated 4 stars out of 5(10)

Cole Haan - Pinch Prep Penny Loafer. Color Birchbeige Suede/Dark Chocolate. On sale for $113.17. MSRP $130.00. 13% off. 3.9 out of 5 stars

Beige Cole Haan Pinch Prep Penny Loafer

Beige Cole Haan Pinch Prep Penny Loafer

+7

Brand Name: Cole Haan
Product Name: Pinch Prep Penny Loafer
Gender: Men's
Color: Birchbeige Suede/Dark Chocolate
Price: $113.17MSRP: $130.0013% OFF
Rating: 4Rated 4 stars out of 5(9)

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

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

Florsheim - Zaffiro Moc Toe Penny Loafer. Color Black. On sale for $119.99. MSRP $130.00. 8% off. 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: $119.99MSRP: $130.008% OFF
Rating: 5Rated 5 stars out of 5(16)

Steve Madden - Ramsee. Color Taupe Suede. On sale for $54.00. MSRP $120.00. 55% off. 3.8 out of 5 stars

Taupe Steve Madden Ramsee

Taupe Steve Madden Ramsee

+2

Brand Name: Steve Madden
Product Name: Ramsee
Gender: Men's
Color: Taupe Suede
Price: $54.00MSRP: $120.0055% OFF
Rating: 4Rated 4 stars out of 5(10)

. 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

+2

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)

Tommy Hilfiger - Simol. Color Black. On sale for $54.97. MSRP $109.00. 50% off. 3.0 out of 5 stars

Black Tommy Hilfiger Simol

Black Tommy Hilfiger Simol

+2

Brand Name: Tommy Hilfiger
Product Name: Simol
Gender: Men's
Color: Black
Price: $54.97MSRP: $109.0050% OFF
Rating: 3Rated 3 stars out of 5(2)

Bruno Magli - Tonio. Color Black 2. On sale for $281.25. MSRP $375.00. 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 2
Price: $281.25MSRP: $375.0025% OFF
Rating: 5Rated 5 stars out of 5(2)

Allen Edmonds - Supersport Penny. Color Dark Chili. Low Stock. On sale for $225.00. MSRP $300.00. 25% off. 3.7 out of 5 stars

Low Stock

Red Allen Edmonds Supersport Penny

Red Allen Edmonds Supersport Penny

+2

Brand Name: Allen Edmonds
Product Name: Supersport Penny
Gender: Men's
Color: Dark Chili
Price: $225.00MSRP: $300.0025% OFF
Rating: 4Rated 4 stars out of 5(29)

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.)