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

Size 9.5 Penny Keeper Round Toe Products

34 items found

Filters

Search Results

Eastland 1955 Edition - Sonya. Color Burgundy. Low Stock. On sale for $36.00. MSRP $120.00. 70% off. 2.8 out of 5 stars

Low Stock

Eastland 1955 Edition Sonya

Eastland 1955 Edition Sonya

Brand Name: Eastland 1955 Edition
Product Name: Sonya
Gender: Women's
Color: Burgundy
Price: $36MSRP: $120

Dolce Vita - Yanni. Color Ivory Leather. Low Stock. On sale for $45.00. MSRP $150.00. 70% off. 3.1 out of 5 stars

Low Stock

Dolce Vita Yanni

Dolce Vita Yanni

Brand Name: Dolce Vita
Product Name: Yanni
Gender: Women's
Color: Ivory Leather
Price: $45MSRP: $150

Franco Sarto - Gabriella. Color Tobacco Brown Glossy. On sale for $90.36. MSRP $130.00. 30% off. 2.0 out of 5 stars

Franco Sarto Gabriella

Franco Sarto Gabriella

Brand Name: Franco Sarto
Product Name: Gabriella
Gender: Women's
Color: Tobacco Brown Glossy
Price: $90.36MSRP: $130

Cole Haan - Stassi Penny Loafers. Color Dark Cuoio/Mahogany. On sale for $108.25. MSRP $165.00. 34% off. 3.7 out of 5 stars

Cole Haan Stassi Penny Loafers

Cole Haan Stassi Penny Loafers

Brand Name: Cole Haan
Product Name: Stassi Penny Loafers
Gender: Women's
Color: Dark Cuoio/Mahogany
Price: $108.25MSRP: $165

Born - Carrera. Color Light Gold. Low Stock. On sale for $74.25. MSRP $135.00. 45% off. 4.3 out of 5 stars

Low Stock

Born Carrera

Born Carrera

Brand Name: Born
Product Name: Carrera
Gender: Women's
Color: Light Gold
Price: $74.25MSRP: $135

Blondo - Penny Waterproof. Color Denim Fabric. On sale for $112.15. MSRP $129.95. 14% off. 3.1 out of 5 stars

Blondo Penny Waterproof

Blondo Penny Waterproof

Brand Name: Blondo
Product Name: Penny Waterproof
Gender: Women's
Color: Denim Fabric
Price: $112.15MSRP: $129.95

Cole Haan - Camea Lug Loafer. Color Irish Coffee Leather. Low Stock. On sale for $119.01. MSRP $120.00. 1% off. 4.3 out of 5 stars

Low Stock

Cole Haan Camea Lug Loafer

Cole Haan Camea Lug Loafer

Brand Name: Cole Haan
Product Name: Camea Lug Loafer
Gender: Women's
Color: Irish Coffee Leather
Price: $119.01MSRP: $120

ECCO - Modtray Penny Loafers. Color Bronze Antique. On sale for $138.49. MSRP $195.00. 29% off. 3.6 out of 5 stars

ECCO Modtray Penny Loafers

ECCO Modtray Penny Loafers

Brand Name: ECCO
Product Name: Modtray Penny Loafers
Gender: Women's
Color: Bronze Antique
Price: $138.49MSRP: $195

Cole Haan - Nantucket 2.0 Penny Loafer. Color Black Leather. Low Stock. On sale for $42.00. MSRP $140.00. 70% off. 3.9 out of 5 stars

Low Stock

Cole Haan Nantucket 2.0 Penny Loafer

Cole Haan Nantucket 2.0 Penny Loafer

Brand Name: Cole Haan
Product Name: Nantucket 2.0 Penny Loafer
Gender: Women's
Color: Black Leather
Price: $42MSRP: $140

Born - Nerina. Color Black Nubuck. On sale for $117.00. MSRP $130.00. 10% off. 3.9 out of 5 stars

Born Nerina

Born Nerina

Brand Name: Born
Product Name: Nerina
Gender: Women's
Color: Black Nubuck
Price: $117MSRP: $130

Born - Nerina. Color Tan Nubuck. Low Stock. On sale for $117.00. MSRP $130.00. 10% off. 3.9 out of 5 stars

Low Stock

Born Nerina

Born Nerina

Brand Name: Born
Product Name: Nerina
Gender: Women's
Color: Tan Nubuck
Price: $117MSRP: $130

VIONIC - Taryn Driver Shoes. Color Pewter Leather. $150.00. 4.0 out of 5 stars

VIONIC Taryn Driver Shoes

VIONIC Taryn Driver Shoes

Brand Name: VIONIC
Product Name: Taryn Driver Shoes
Gender: Women's
Color: Pewter Leather
Price: $150

Cole Haan - Geneva Loafers. Color Lava Suede. On sale for $96.00. MSRP $149.95. 36% off. 4.2 out of 5 stars

Cole Haan Geneva Loafers

Cole Haan Geneva Loafers

Brand Name: Cole Haan
Product Name: Geneva Loafers
Gender: Women's
Color: Lava Suede
Price: $96MSRP: $149.95

Calvin Klein - Grant. Color Black Suede. On sale for $88.93. MSRP $109.00. 18% off. 2.5 out of 5 stars

Calvin Klein Grant

Calvin Klein Grant

Brand Name: Calvin Klein
Product Name: Grant
Gender: Women's
Color: Black Suede
Price: $88.93MSRP: $109

Eastland 1955 Edition - HOLLY. Color Black. On sale for $51.00. MSRP $65.00. 22% off. 3.6 out of 5 stars

Eastland 1955 Edition HOLLY

Eastland 1955 Edition HOLLY

Brand Name: Eastland 1955 Edition
Product Name: HOLLY
Gender: Women's
Color: Black
Price: $51MSRP: $65

Clarks - Ellowyn Penny. Color Bronze Metallic Leather. On sale for $39.99. MSRP $85.00. 53% off. 3.4 out of 5 stars

Clarks Ellowyn Penny

Clarks Ellowyn Penny

Brand Name: Clarks
Product Name: Ellowyn Penny
Gender: Women's
Color: Bronze Metallic Leather
Price: $39.99MSRP: $85

Sam Edelman - Denise. Color Amber Gold. On sale for $110.51. MSRP $150.00. 26% off. 4.2 out of 5 stars

Sam Edelman Denise

Sam Edelman Denise

Brand Name: Sam Edelman
Product Name: Denise
Gender: Women's
Color: Amber Gold
Price: $110.51MSRP: $150

Calvin Klein - Suzie. Color Black Suede. On sale for $66.53. MSRP $99.00. 33% off. 3.7 out of 5 stars

Calvin Klein Suzie

Calvin Klein Suzie

Brand Name: Calvin Klein
Product Name: Suzie
Gender: Women's
Color: Black Suede
Price: $66.53MSRP: $99

Dr. Scholl's - Nova Moc. Color Cuban Fabric. Low Stock. On sale for $56.00. MSRP $80.00. 30% off. 3.3 out of 5 stars

Low Stock

Dr. Scholl's Nova Moc

Dr. Scholl's Nova Moc

Brand Name: Dr. Scholl's
Product Name: Nova Moc
Gender: Women's
Color: Cuban Fabric
Price: $56MSRP: $80

Eastland 1955 Edition - Loafers. Color Gold. On sale for $86.58. MSRP $110.00. 21% off. 3.5 out of 5 stars

Eastland 1955 Edition Loafers

Eastland 1955 Edition Loafers

Brand Name: Eastland 1955 Edition
Product Name: Loafers
Gender: Women's
Color: Gold
Price: $86.58MSRP: $110

Eastland 1955 Edition - Loafers. Color White. On sale for $100.00. MSRP $110.00. 9% off. 3.5 out of 5 stars

Eastland 1955 Edition Loafers

Eastland 1955 Edition Loafers

Brand Name: Eastland 1955 Edition
Product Name: Loafers
Gender: Women's
Color: White
Price: $100MSRP: $110

Cole Haan - Lux Pinch Penny Loafers. Color Multi Plaid Textle. On sale for $132.52. MSRP $158.00. 16% off. 4.3 out of 5 stars

Cole Haan Lux Pinch Penny Loafers

Cole Haan Lux Pinch Penny Loafers

Brand Name: Cole Haan
Product Name: Lux Pinch Penny Loafers
Gender: Women's
Color: Multi Plaid Textle
Price: $132.52MSRP: $158

Cole Haan - Stassi Penny Loafers. Color Dark Choco Suede. On sale for $99.00. MSRP $165.00. 40% off. 3.7 out of 5 stars

Cole Haan Stassi Penny Loafers

Cole Haan Stassi Penny Loafers

Brand Name: Cole Haan
Product Name: Stassi Penny Loafers
Gender: Women's
Color: Dark Choco Suede
Price: $99MSRP: $165

Marc Joseph New York - Naples. Color Black Nappa. On sale for $62.00. MSRP $155.00. 60% off. 3.3 out of 5 stars

Marc Joseph New York Naples

Marc Joseph New York Naples

Brand Name: Marc Joseph New York
Product Name: Naples
Gender: Women's
Color: Black Nappa
Price: $62MSRP: $155

Blondo - Halo Waterproof. Color Black Leather. On sale for $95.05. MSRP $119.95. 21% off. 3.9 out of 5 stars

Blondo Halo Waterproof

Blondo Halo Waterproof

Brand Name: Blondo
Product Name: Halo Waterproof
Gender: Women's
Color: Black Leather
Price: $95.05MSRP: $119.95

Blondo - Dulce Waterproof. Color Black Leather. On sale for $36.00. MSRP $120.00. 70% off. 2.3 out of 5 stars

Blondo Dulce Waterproof

Blondo Dulce Waterproof

Brand Name: Blondo
Product Name: Dulce Waterproof
Gender: Women's
Color: Black Leather
Price: $36MSRP: $120

Stuart Weitzman - Soho Loafers. Color Cream. Low Stock. On sale for $148.50. MSRP $495.00. 70% off. 4.7 out of 5 stars

Low Stock

Stuart Weitzman Soho Loafers

Stuart Weitzman Soho Loafers

Brand Name: Stuart Weitzman
Product Name: Soho Loafers
Gender: Women's
Color: Cream
Price: $148.50MSRP: $495

Eastland 1955 Edition - Loafers. Color Silver. On sale for $91.48. MSRP $110.00. 17% off. 3.5 out of 5 stars

Eastland 1955 Edition Loafers

Eastland 1955 Edition Loafers

Brand Name: Eastland 1955 Edition
Product Name: Loafers
Gender: Women's
Color: Silver
Price: $91.48MSRP: $110

Eastland 1955 Edition - Loafers. Color White 1. On sale for $91.56. MSRP $110.00. 17% off. 3.5 out of 5 stars

Eastland 1955 Edition Loafers

Eastland 1955 Edition Loafers

Brand Name: Eastland 1955 Edition
Product Name: Loafers
Gender: Women's
Color: White 1
Price: $91.56MSRP: $110

Cole Haan - Stassi Penny Loafers. Color Biscuit/Ivory/Skyway Leather. On sale for $79.98. MSRP $115.00. 30% off. 3.7 out of 5 stars

Cole Haan Stassi Penny Loafers

Cole Haan Stassi Penny Loafers

Brand Name: Cole Haan
Product Name: Stassi Penny Loafers
Gender: Women's
Color: Biscuit/Ivory/Skyway Leather
Price: $79.98MSRP: $115

ECCO - Dress Classic 15 Penny Loafers. Color Limestone. Low Stock. On sale for $109.91. MSRP $149.95. 27% off. 4.0 out of 5 stars

Low Stock

ECCO Dress Classic 15 Penny Loafers

ECCO Dress Classic 15 Penny Loafers

Brand Name: ECCO
Product Name: Dress Classic 15 Penny Loafers
Gender: Women's
Color: Limestone
Price: $109.91MSRP: $149.95

ECCO - Dress Classic 15 Penny Loafers. Color Retro Blue. On sale for $76.71. MSRP $149.95. 49% off. 4.0 out of 5 stars

ECCO Dress Classic 15 Penny Loafers

ECCO Dress Classic 15 Penny Loafers

Brand Name: ECCO
Product Name: Dress Classic 15 Penny Loafers
Gender: Women's
Color: Retro Blue
Price: $76.71MSRP: $149.95

Franco Sarto - Cassandra. Color Tortoise Brown. On sale for $93.50. MSRP $110.00. 15% off. 4.0 out of 5 stars

Franco Sarto Cassandra

Franco Sarto Cassandra

Brand Name: Franco Sarto
Product Name: Cassandra
Gender: Women's
Color: Tortoise Brown
Price: $93.50MSRP: $110

Franco Sarto - Cassandra. Color Slate Blue. On sale for $93.50. MSRP $110.00. 15% off. 4.0 out of 5 stars

Franco Sarto Cassandra

Franco Sarto Cassandra

Brand Name: Franco Sarto
Product Name: Cassandra
Gender: Women's
Color: Slate Blue
Price: $93.50MSRP: $110