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 5 Stretch Casual Products

34 items found

Filters

Search Results

LifeStride - X-Anita. Color Dark Chocolate. On sale for $49.99. MSRP $99.99. 50% off. 4.1 out of 5 stars

LifeStride X-Anita

LifeStride X-Anita

Brand Name: LifeStride
Product Name: X-Anita
Gender: Women's
Color: Dark Chocolate
Price: $49.99MSRP: $99.99

Forsake - Lucie Chelsea. Color Black. Low Stock. On sale for $101.25. MSRP $135.00. 25% off. 3.9 out of 5 stars

Low Stock

Forsake Lucie Chelsea

Forsake Lucie Chelsea

Brand Name: Forsake
Product Name: Lucie Chelsea
Gender: Women's
Color: Black
Price: $101.25MSRP: $135

Hunter - Original Chelsea. Color Olive Leaf. Low Stock. On sale for $123.85. MSRP $175.00. 29% off. 4.0 out of 5 stars

Low Stock

Hunter Original Chelsea

Hunter Original Chelsea

Brand Name: Hunter
Product Name: Original Chelsea
Gender: Women's
Color: Olive Leaf
Price: $123.85MSRP: $175

Clarks - Maye Palm. Color Black Leather. $130.00. 2.2 out of 5 stars

Clarks Maye Palm

Clarks Maye Palm

Brand Name: Clarks
Product Name: Maye Palm
Gender: Women's
Color: Black Leather
Price: $130

Aerosoles - Angela. Color Black Stretch Faux Leather. $150.00. 1.0 out of 5 stars

Aerosoles Angela

Aerosoles Angela

Brand Name: Aerosoles
Product Name: Angela
Gender: Women's
Color: Black Stretch Faux Leather
Price: $150

Arcopedico - L8. Color Violet Suede. On sale for $86.97. MSRP $144.95. 40% off. 4.5 out of 5 stars

Arcopedico L8

Arcopedico L8

Brand Name: Arcopedico
Product Name: L8
Gender: Women's
Color: Violet Suede
Price: $86.97MSRP: $144.95

ZODIAC - Teresa-Chels. Color Black Synthetic. Low Stock. On sale for $76.26. MSRP $109.00. 30% off. 4.5 out of 5 stars

Low Stock

ZODIAC Teresa-Chels

ZODIAC Teresa-Chels

Brand Name: ZODIAC
Product Name: Teresa-Chels
Gender: Women's
Color: Black Synthetic
Price: $76.26MSRP: $109

Loeffler Randall - Roxy Stretch Ankle Bootie With Block Heel. Color Black. On sale for $382.50. MSRP $450.00. 15% off. 2.0 out of 5 stars

Loeffler Randall Roxy Stretch Ankle Bootie With Block Heel

Loeffler Randall Roxy Stretch Ankle Bootie With Block Heel

Brand Name: Loeffler Randall
Product Name: Roxy Stretch Ankle Bootie With Block Heel
Gender: Women's
Color: Black
Price: $382.50MSRP: $450

Loeffler Randall - Roxy Stretch Ankle Bootie With Block Heel. Color Safari. Low Stock. On sale for $202.50. MSRP $450.00. 55% off. 2.0 out of 5 stars

Low Stock

Loeffler Randall Roxy Stretch Ankle Bootie With Block Heel

Loeffler Randall Roxy Stretch Ankle Bootie With Block Heel

Brand Name: Loeffler Randall
Product Name: Roxy Stretch Ankle Bootie With Block Heel
Gender: Women's
Color: Safari
Price: $202.50MSRP: $450

Hunter - Original Chelsea. Color Yellow. Low Stock. On sale for $155.00. MSRP $175.00. 11% off. 3.9 out of 5 stars

Low Stock

Hunter Original Chelsea

Hunter Original Chelsea

Brand Name: Hunter
Product Name: Original Chelsea
Gender: Women's
Color: Yellow
Price: $155MSRP: $175

Cole Haan - Camea Waterproof Chelsea Bootie. Color Black Leather. Low Stock. On sale for $101.50. MSRP $290.00. 65% off. 3.3 out of 5 stars

Low Stock

Cole Haan Camea Waterproof Chelsea Bootie

Cole Haan Camea Waterproof Chelsea Bootie

Brand Name: Cole Haan
Product Name: Camea Waterproof Chelsea Bootie
Gender: Women's
Color: Black Leather
Price: $101.50MSRP: $290

Birkenstock - Stalon - Nubuck Leather. Color Graphite Nubuck. On sale for $160.00. MSRP $200.00. 20% off. 4.4 out of 5 stars

Birkenstock Stalon - Nubuck Leather

Birkenstock Stalon - Nubuck Leather

Brand Name: Birkenstock
Product Name: Stalon - Nubuck Leather
Gender: Women's
Color: Graphite Nubuck
Price: $160MSRP: $200

Eileen Fisher - Spell. Color Black Stretch. On sale for $110.25. MSRP $245.00. 55% off. 3.8 out of 5 stars

Eileen Fisher Spell

Eileen Fisher Spell

Brand Name: Eileen Fisher
Product Name: Spell
Gender: Women's
Color: Black Stretch
Price: $110.25MSRP: $245

Dune London - Tayla. Color Tan Suede. Low Stock. On sale for $216.00. MSRP $240.00. 10% off.

Low Stock

Dune London Tayla

Dune London Tayla

Brand Name: Dune London
Product Name: Tayla
Gender: Women's
Color: Tan Suede
Price: $216MSRP: $240

Cole Haan - Maggie 75mm Booties. Color Black Suede/Tonal Stretch Knit. On sale for $152.50. MSRP $250.00. 39% off. 5.0 out of 5 stars

Cole Haan Maggie 75mm Booties

Cole Haan Maggie 75mm Booties

Brand Name: Cole Haan
Product Name: Maggie 75mm Booties
Gender: Women's
Color: Black Suede/Tonal Stretch Knit
Price: $152.50MSRP: $250

Cole Haan - Maggie 75mm Booties. Color Dark Chocolate Suede/Tonal Stretknit. On sale for $152.50. MSRP $250.00. 39% off. 5.0 out of 5 stars

Cole Haan Maggie 75mm Booties

Cole Haan Maggie 75mm Booties

Brand Name: Cole Haan
Product Name: Maggie 75mm Booties
Gender: Women's
Color: Dark Chocolate Suede/Tonal Stretknit
Price: $152.50MSRP: $250

Naot - Viento. Color Black Water Resistant Leather. Low Stock. On sale for $159.97. MSRP $319.95. 50% off. 3.5 out of 5 stars

Low Stock

Naot Viento

Naot Viento

Brand Name: Naot
Product Name: Viento
Gender: Women's
Color: Black Water Resistant Leather
Price: $159.97MSRP: $319.95

Marc Fisher LTD - Alva. Color Black Leather. On sale for $156.75. MSRP $209.00. 25% off. 4.3 out of 5 stars

Marc Fisher LTD Alva

Marc Fisher LTD Alva

Brand Name: Marc Fisher LTD
Product Name: Alva
Gender: Women's
Color: Black Leather
Price: $156.75MSRP: $209

Stuart Weitzman - 5050 Bold Boot. Color Black 2. Low Stock. On sale for $159.00. MSRP $795.00. 80% off. 4.7 out of 5 stars

Low Stock

Stuart Weitzman 5050 Bold Boot

Stuart Weitzman 5050 Bold Boot

Brand Name: Stuart Weitzman
Product Name: 5050 Bold Boot
Gender: Women's
Color: Black 2
Price: $159MSRP: $795

Walking Cradles - Kendi. Color Black Leather. Low Stock. On sale for $42.99. MSRP $214.95. 80% off. 4.5 out of 5 stars

Low Stock

Walking Cradles Kendi

Walking Cradles Kendi

Brand Name: Walking Cradles
Product Name: Kendi
Gender: Women's
Color: Black Leather
Price: $42.99MSRP: $214.95

LifeStride - Guest Comfort Bootie. Color Cappuccino. On sale for $69.99. MSRP $109.99. 36% off. 2.5 out of 5 stars

LifeStride Guest Comfort Bootie

LifeStride Guest Comfort Bootie

Brand Name: LifeStride
Product Name: Guest Comfort Bootie
Gender: Women's
Color: Cappuccino
Price: $69.99MSRP: $109.99

Sperry - Torrent Chelsea. Color Black1. On sale for $74.98. MSRP $90.00. 17% off. 4.2 out of 5 stars

Sperry Torrent Chelsea

Sperry Torrent Chelsea

Brand Name: Sperry
Product Name: Torrent Chelsea
Gender: Women's
Color: Black1
Price: $74.98MSRP: $90

Josef Seibel - Marta 03. Color Brasil/Kombi Ungaro/Washed. On sale for $126.00. MSRP $180.00. 30% off. 4.1 out of 5 stars

Josef Seibel Marta 03

Josef Seibel Marta 03

Brand Name: Josef Seibel
Product Name: Marta 03
Gender: Women's
Color: Brasil/Kombi Ungaro/Washed
Price: $126MSRP: $180

Kenneth Cole Reaction - Skyee Chelsea. Color Ecru. On sale for $77.35. MSRP $119.00. 35% off.

Kenneth Cole Reaction Skyee Chelsea

Kenneth Cole Reaction Skyee Chelsea

Brand Name: Kenneth Cole Reaction
Product Name: Skyee Chelsea
Gender: Women's
Color: Ecru
Price: $77.35MSRP: $119

Clarks - Maye Palm. Color Bordeaux Leather. Low Stock. On sale for $118.97. MSRP $130.00. 8% off. 2.2 out of 5 stars

Low Stock

Clarks Maye Palm

Clarks Maye Palm

Brand Name: Clarks
Product Name: Maye Palm
Gender: Women's
Color: Bordeaux Leather
Price: $118.97MSRP: $130

Arcopedico - L8. Color Navy Suede. Low Stock. On sale for $123.20. MSRP $144.95. 15% off. 4.5 out of 5 stars

Low Stock

Arcopedico L8

Arcopedico L8

Brand Name: Arcopedico
Product Name: L8
Gender: Women's
Color: Navy Suede
Price: $123.20MSRP: $144.95

Naturalizer - Candela Wide Calf Knee High Boots. Color Black Leather. On sale for $247.76. MSRP $295.00. 16% off.

Naturalizer Candela Wide Calf Knee High Boots

Naturalizer Candela Wide Calf Knee High Boots

Brand Name: Naturalizer
Product Name: Candela Wide Calf Knee High Boots
Gender: Women's
Color: Black Leather
Price: $247.76MSRP: $295

Sperry - Torrent Chelsea. Color Grey1. On sale for $74.98. MSRP $90.00. 17% off. 4.2 out of 5 stars

Sperry Torrent Chelsea

Sperry Torrent Chelsea

Brand Name: Sperry
Product Name: Torrent Chelsea
Gender: Women's
Color: Grey1
Price: $74.98MSRP: $90

Josef Seibel - Marta 03. Color Black/Kombi Ungaro/Washed. Low Stock. On sale for $126.00. MSRP $180.00. 30% off. 4.1 out of 5 stars

Low Stock

Josef Seibel Marta 03

Josef Seibel Marta 03

Brand Name: Josef Seibel
Product Name: Marta 03
Gender: Women's
Color: Black/Kombi Ungaro/Washed
Price: $126MSRP: $180

Lauren Ralph Lauren - Corinne Bootie. Color Black. Low Stock. On sale for $130.00. MSRP $185.00. 30% off. 3.6 out of 5 stars

Low Stock

Lauren Ralph Lauren Corinne Bootie

Lauren Ralph Lauren Corinne Bootie

Brand Name: Lauren Ralph Lauren
Product Name: Corinne Bootie
Gender: Women's
Color: Black
Price: $130MSRP: $185

Alegria - Harmoni. Color Black. On sale for $84.50. MSRP $130.00. 35% off. 3.0 out of 5 stars

Alegria Harmoni

Alegria Harmoni

Brand Name: Alegria
Product Name: Harmoni
Gender: Women's
Color: Black
Price: $84.50MSRP: $130

Aerosoles - Angela. Color Eggnog Stretch Faux Leather. On sale for $95.99. MSRP $150.00. 36% off. 1.0 out of 5 stars

Aerosoles Angela

Aerosoles Angela

Brand Name: Aerosoles
Product Name: Angela
Gender: Women's
Color: Eggnog Stretch Faux Leather
Price: $95.99MSRP: $150

VIONIC - Brionie. Color Semolina. Low Stock. On sale for $59.97. MSRP $149.95. 60% off. 4.0 out of 5 stars

Low Stock

VIONIC Brionie

VIONIC Brionie

Brand Name: VIONIC
Product Name: Brionie
Gender: Women's
Color: Semolina
Price: $59.97MSRP: $149.95

Forsake - Lucie Chelsea. Color Black 1. On sale for $121.50. MSRP $135.00. 10% off. 3.9 out of 5 stars

Forsake Lucie Chelsea

Forsake Lucie Chelsea

Brand Name: Forsake
Product Name: Lucie Chelsea
Gender: Women's
Color: Black 1
Price: $121.50MSRP: $135