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

Medium Size Penny Keeper Slip-On Shoes

21 items found

Filters

Search Results

Rockport - Liam. Color Black Leather. On sale for $38.98. MSRP $129.95. 70% off. 4.3 out of 5 stars

Rockport Liam

Rockport Liam

Brand Name: Rockport
Product Name: Liam
Gender: Men's
Color: Black Leather
Price: $38.98MSRP: $129.95

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

Low Stock

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: $65MSRP: $130

Thomas & Vine - Woodrow. Color Wine. Low Stock. On sale for $44.99. MSRP $149.99. 70% off. 3.0 out of 5 stars

Low Stock

Thomas & Vine Woodrow

Thomas & Vine Woodrow

Brand Name: Thomas & Vine
Product Name: Woodrow
Gender: Men's
Color: Wine
Price: $44.99MSRP: $149.99

Cole Haan - Pinch Prep Penny Loafer. Color Birchbeige Suede/Dark Chocolate. On sale for $125.61. MSRP $130.00. 3% off. 4.0 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: $125.61MSRP: $130

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

Rockport Liam

Rockport Liam

Brand Name: Rockport
Product Name: Liam
Gender: Men's
Color: Dark Brown Leather
Price: $64.97MSRP: $129.95

Carlos by Carlos Santana - Ritchie Driver Loafers. Color Camel Calf Nubuck. Low Stock. On sale for $40.02. MSRP $88.95. 55% off. 3.9 out of 5 stars

Low Stock

Carlos by Carlos Santana Ritchie Driver Loafers

Carlos by Carlos Santana Ritchie Driver Loafers

Brand Name: Carlos by Carlos Santana
Product Name: Ritchie Driver Loafers
Gender: Men's
Color: Camel Calf Nubuck
Price: $40.02MSRP: $88.95

Cole Haan - Pinch Prep Penny Loafer. Color Dark Chocolate BOX Brush Off/Black. On sale for $123.60. MSRP $140.00. 12% off. 4.0 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: $123.60MSRP: $140

PIKOLINOS - Avila M1T-3205. Color Cuero. Low Stock. On sale for $146.25. MSRP $195.00. 25% off. 5.0 out of 5 stars

Low Stock

PIKOLINOS Avila M1T-3205

PIKOLINOS Avila M1T-3205

Brand Name: PIKOLINOS
Product Name: Avila M1T-3205
Gender: Men's
Color: Cuero
Price: $146.25MSRP: $195

Stacy Adams - Marlowe Penny Slip-On Loafer. Color Black Leather. Low Stock. On sale for $72.00. MSRP $114.95. 37% off. 4.6 out of 5 stars

Low Stock

Stacy Adams Marlowe Penny Slip-On Loafer

Stacy Adams Marlowe Penny Slip-On Loafer

Brand Name: Stacy Adams
Product Name: Marlowe Penny Slip-On Loafer
Gender: Men's
Color: Black Leather
Price: $72MSRP: $114.95

Cole Haan - Pinch Weekender Penny Textured. Color Navy Blazer Pebbled Leather/Ivory. Low Stock. On sale for $43.55. MSRP $80.00. 46% off. 4.8 out of 5 stars

Low Stock

Cole Haan Pinch Weekender Penny Textured

Cole Haan Pinch Weekender Penny Textured

Brand Name: Cole Haan
Product Name: Pinch Weekender Penny Textured
Gender: Men's
Color: Navy Blazer Pebbled Leather/Ivory
Price: $43.55MSRP: $80

Cole Haan - Pinch Weekender Penny Textured. Color Dark Chocolate Pebble/Ivory. Low Stock. On sale for $90.00. MSRP $100.00. 10% off. 4.8 out of 5 stars

Low Stock

Cole Haan Pinch Weekender Penny Textured

Cole Haan Pinch Weekender Penny Textured

Brand Name: Cole Haan
Product Name: Pinch Weekender Penny Textured
Gender: Men's
Color: Dark Chocolate Pebble/Ivory
Price: $90MSRP: $100

Marc Joseph New York - Nebraska. Color Grey Suede. On sale for $111.00. MSRP $185.00. 40% off. 3.9 out of 5 stars

Marc Joseph New York Nebraska

Marc Joseph New York Nebraska

Brand Name: Marc Joseph New York
Product Name: Nebraska
Gender: Men's
Color: Grey Suede
Price: $111MSRP: $185

La Canadienne - Alvin. Color Tan Leather. Low Stock. On sale for $87.50. MSRP $350.00. 75% off. 2.0 out of 5 stars

Low Stock

La Canadienne Alvin

La Canadienne Alvin

Brand Name: La Canadienne
Product Name: Alvin
Gender: Men's
Color: Tan Leather
Price: $87.50MSRP: $350

Cole Haan - Hawthorne Penny Loafer. Color Black. Low Stock. On sale for $133.20. MSRP $148.00. 10% off. 3.7 out of 5 stars

Low Stock

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

Martin Dingman - All American Penny. Color Oak. Low Stock. On sale for $250.75. MSRP $295.00. 15% off. 3.0 out of 5 stars

Low Stock

Martin Dingman All American Penny

Martin Dingman All American Penny

Brand Name: Martin Dingman
Product Name: All American Penny
Gender: Men's
Color: Oak
Price: $250.75MSRP: $295

Stacy Adams - Spencer Penny Slip-On. Color Navy. Low Stock. On sale for $95.58. MSRP $130.00. 26% off. 4.8 out of 5 stars

Low Stock

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: $95.58MSRP: $130

Polo Ralph Lauren - Anders Penny. Color Milkshake. Low Stock. On sale for $77.25. MSRP $168.00. 54% 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: $77.25MSRP: $168

COACH - Declan Loafer. Color Midnight Navy. Low Stock. On sale for $153.27. MSRP $250.00. 39% 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: Midnight Navy
Price: $153.27MSRP: $250

Thomas & Vine - Woodrow. Color Cognac. Low Stock. On sale for $44.99. MSRP $149.99. 70% off. 3.0 out of 5 stars

Low Stock

Thomas & Vine Woodrow

Thomas & Vine Woodrow

Brand Name: Thomas & Vine
Product Name: Woodrow
Gender: Men's
Color: Cognac
Price: $44.99MSRP: $149.99

COACH - Declan Loafer. Color Black. Low Stock. On sale for $215.05. MSRP $250.00. 14% 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: $215.05MSRP: $250

Calvin Klein - Crispo. Color Black Leather. Low Stock. On sale for $98.00. MSRP $140.00. 30% off. 3.5 out of 5 stars

Low Stock

Calvin Klein Crispo

Calvin Klein Crispo

Brand Name: Calvin Klein
Product Name: Crispo
Gender: Men's
Color: Black Leather
Price: $98MSRP: $140