Skip to main content

$100+ receives free shipping

M-F, 6AM-6PM PST

Live Chat

Customer service

Call customer service

1-888-676-2660

M-F, 6AM-6PM PST

Live Chat

Live Chat

Shoes
Women's
Boots
Sneakers
Heels
Flats
Clogs & Mules
Sandals
View all...
Men's
Sneakers
Sandals
Loafers
Oxfords
Boat Shoes
Boots
View all...
Specialty Shops
Luxury Collections
1-Style Left
Athleisure
Running
Wide Shoes
Narrow Shoes
Work Shoes
Top Trending Brands
Crocs
Tommy Hilfiger
adidas
Dr. Martens
PUMA
Clothing
Women's
Dresses
Swimwear
Shirts & Tops
Jeans
Sweaters
View all...
Men's
T-Shirts
Swimwear
Jeans
Shorts
Sweaters
View all...
Specialty Shops
Career & Suiting
Athletic
Outdoor
Designer
Running
Athleisure
Plus Size
Yoga
Featured Brands
Bebe
J.Crew
Juicy Couture
London Times
Tommy Hilfiger
U.S. POLO ASSN.
Bags
All Bags
Handbags
Backpacks
Wallets & Accessories
Luggage
View all...
Top Styles
Cross Body
Totes
Shoulder Bags
Satchels
Belt Bags
Top Brands
COACH
Tommy Hilfiger
ZAC Zac Posen
Nine West
Frye
Specialty Shops
Designer
Career
Juniors'
Timeless Bags
Accessories
All Accessories
Sunglasses
Hats
Watches
Jewelry
Belts
Sunglass Styles
Aviators
Oval
Rectangular
Cat Eye
View all...
Top Brands
Oakley
Spy Optic
Under Armour
GUESS
Columbia
Featured Brands
Alex and Ani
GUESS
Michael Kors
Diff
Nixon
Women's
Shoes
Sandals
Sneakers
Heels
Boots
View all...
Clothing
Dresses
Swimsuits & Cover-Ups
Shirts & Tops
Activewear
View all...
Handbags
Eyewear
Watches
Jewelry
Accessories
Specialty Sizes
Plus Size
Petite
Wide Shoes
Narrow Shoes
Men's
Shoes
Sneakers
Oxfords
Sandals
Loafers
View all...
Clothing
T-Shirts
Jeans
Board Shorts
Activewear
View all...
Bags
Eyewear
Watches
Accessories
Fan Shop
Specialty Shops
Activewear
Athletic Shoes
Kids'
Boys
Shoes
Clothing
Accessories
View all...
Girls
Shoes
Clothing
Accessories
View all...
Shop by Age
Infant
Toddler
Little Kid
Big Kid
Clearance
Brands
Featured Brands
COACH
Brooks
Nine West
ASICS
UGG
SKECHERS
Cole Haan
Brand Index
#
A
B
C
D
E
F
G
H
I
J
K
L
M
N
O
P
Q
R
S
T
U
V
W
X
Y
Z
New Brands
Avec Les Filles
BCBGeneration
Bebe Sport
Chaser
Juicy Couture
Koolaburra By UGG
Tory Burch
Need Help?

Boots on Sale $50 & Under

Shop Boots Deals

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

Men's Size 10 Penny Keeper Shoes

19 items found

Sort By

Your Selections

Search Results

Marc Joseph New York - Lexington. Color Brown Suede. Low Stock. On sale for $117.00. MSRP $195.00. 40% off. 4.3 out of 5 stars

Low Stock

Marc Joseph New York Lexington

Marc Joseph New York Lexington

Brand Name: Marc Joseph New York
Product Name: Lexington
Gender: Men's
Color: Brown Suede
Price: $117.00MSRP: $195.00

Rockport - Liam. Color Black Leather. On sale for $110.45. MSRP $129.95. 15% off. 4.0 out of 5 stars

Rockport Liam

Rockport Liam

Brand Name: Rockport
Product Name: Liam
Gender: Men's
Color: Black Leather
Price: $110.45MSRP: $129.95

Cole Haan - Pinch Prep Penny Loafer. Color Dark Chocolate BOX Brush Off/Black. On sale for $112.00. MSRP $140.00. 20% off. 3.9 out of 5 stars

Cole Haan Pinch Prep Penny Loafer

Cole Haan Pinch Prep Penny Loafer

Brand Name: Cole Haan
Product Name: Pinch Prep Penny Loafer
Gender: Men's
Color: Dark Chocolate BOX Brush Off/Black
Price: $112.00MSRP: $140.00

Calvin Klein - Olin. Color Black. On sale for $41.30. MSRP $59.00. 30% off.

Calvin Klein Olin

Calvin Klein Olin

Brand Name: Calvin Klein
Product Name: Olin
Gender: Men's
Color: Black
Price: $41.30MSRP: $59.00

Calvin Klein - Olin. Color Dark Grey. On sale for $39.99. MSRP $59.00. 32% off.

Calvin Klein Olin

Calvin Klein Olin

Brand Name: Calvin Klein
Product Name: Olin
Gender: Men's
Color: Dark Grey
Price: $39.99MSRP: $59.00

Stacy Adams - Spencer Penny Slip-On. Color Navy. On sale for $70.64. MSRP $130.00. 46% off. 4.8 out of 5 stars

Stacy Adams Spencer Penny Slip-On

Stacy Adams Spencer Penny Slip-On

Brand Name: Stacy Adams
Product Name: Spencer Penny Slip-On
Gender: Men's
Color: Navy
Price: $70.64MSRP: $130.00

COACH - Declan Loafer. Color Black. Low Stock. On sale for $150.00. MSRP $250.00. 40% off. 4.8 out of 5 stars

Low Stock

COACH Declan Loafer

COACH Declan Loafer

Brand Name: COACH
Product Name: Declan Loafer
Gender: Men's
Color: Black
Price: $150.00MSRP: $250.00

Thomas & Vine - Bishop Apron Toe Penny Loafer. Color Black. Low Stock. On sale for $90.99. MSRP $129.99. 30% off. 3.8 out of 5 stars

Low Stock

Thomas & Vine Bishop Apron Toe Penny Loafer

Thomas & Vine Bishop Apron Toe Penny Loafer

Brand Name: Thomas & Vine
Product Name: Bishop Apron Toe Penny Loafer
Gender: Men's
Color: Black
Price: $90.99MSRP: $129.99

Stacy Adams - Spencer Penny Slip-On. Color Burgundy. On sale for $84.50. MSRP $130.00. 35% off. 4.8 out of 5 stars

Stacy Adams Spencer Penny Slip-On

Stacy Adams Spencer Penny Slip-On

Brand Name: Stacy Adams
Product Name: Spencer Penny Slip-On
Gender: Men's
Color: Burgundy
Price: $84.50MSRP: $130.00

Polo Ralph Lauren - Anders Penny. Color Milkshake. Low Stock. On sale for $102.53. MSRP $168.00. 39% off. 3.0 out of 5 stars

Low Stock

Polo Ralph Lauren Anders Penny

Polo Ralph Lauren Anders Penny

Brand Name: Polo Ralph Lauren
Product Name: Anders Penny
Gender: Men's
Color: Milkshake
Price: $102.53MSRP: $168.00

Sebago - Dan Boat Flesh Out. Color Dark Brown/Brown Dark. Low Stock. On sale for $101.75. MSRP $185.00. 45% off. 3.0 out of 5 stars

Low Stock

Sebago Dan Boat Flesh Out

Sebago Dan Boat Flesh Out

Brand Name: Sebago
Product Name: Dan Boat Flesh Out
Gender: Men's
Color: Dark Brown/Brown Dark
Price: $101.75MSRP: $185.00

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

Rockport Liam

Rockport Liam

Brand Name: Rockport
Product Name: Liam
Gender: Men's
Color: Dark Natural Leather
Price: $116.95MSRP: $129.95

Sandro Moscoloni - Taylor. Color Cognac. Low Stock. On sale for $95.00. MSRP $190.00. 50% off. 5.0 out of 5 stars

Low Stock

Sandro Moscoloni Taylor

Sandro Moscoloni Taylor

Brand Name: Sandro Moscoloni
Product Name: Taylor
Gender: Men's
Color: Cognac
Price: $95.00MSRP: $190.00

Cole Haan - Hawthorne Penny Loafer. Color Black. On sale for $133.20. MSRP $148.00. 10% off. 3.5 out of 5 stars

Cole Haan Hawthorne Penny Loafer

Cole Haan Hawthorne Penny Loafer

Brand Name: Cole Haan
Product Name: Hawthorne Penny Loafer
Gender: Men's
Color: Black
Price: $133.20MSRP: $148.00

Marc Joseph New York - Union Street 2. Color Tan Burnished Nappa. Low Stock. On sale for $54.25. MSRP $155.00. 65% off. 4.8 out of 5 stars

Low Stock

Marc Joseph New York Union Street 2

Marc Joseph New York Union Street 2

Brand Name: Marc Joseph New York
Product Name: Union Street 2
Gender: Men's
Color: Tan Burnished Nappa
Price: $54.25MSRP: $155.00

Marc Joseph New York - Union Street Perforated. Color Cognac Grainy Perforated. On sale for $78.75. MSRP $175.00. 55% off.

Marc Joseph New York Union Street Perforated

Marc Joseph New York Union Street Perforated

Brand Name: Marc Joseph New York
Product Name: Union Street Perforated
Gender: Men's
Color: Cognac Grainy Perforated
Price: $78.75MSRP: $175.00

Cole Haan - Grand Laser Penny Driver. Color Cherry Mahogany. On sale for $98.00. MSRP $140.00. 30% off. 4.0 out of 5 stars

Cole Haan Grand Laser Penny Driver

Cole Haan Grand Laser Penny Driver

Brand Name: Cole Haan
Product Name: Grand Laser Penny Driver
Gender: Men's
Color: Cherry Mahogany
Price: $98.00MSRP: $140.00

Cole Haan - American Classics Penny Loafer. Color Hickory/Birchbeige. Low Stock. On sale for $102.70. MSRP $158.00. 35% off. 4.2 out of 5 stars

Low Stock

Cole Haan American Classics Penny Loafer

Cole Haan American Classics Penny Loafer

Brand Name: Cole Haan
Product Name: American Classics Penny Loafer
Gender: Men's
Color: Hickory/Birchbeige
Price: $102.70MSRP: $158.00

Cole Haan - Pinch Prep Penny Loafer. Color Birchbeige Suede/Dark Chocolate. On sale for $111.14. MSRP $130.00. 15% off. 3.9 out of 5 stars

Cole Haan Pinch Prep Penny Loafer

Cole Haan Pinch Prep Penny Loafer

Brand Name: Cole Haan
Product Name: Pinch Prep Penny Loafer
Gender: Men's
Color: Birchbeige Suede/Dark Chocolate
Price: $111.14MSRP: $130.00