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 8.5 Casual Comfort Products

24 items found

Sort By

Your Selections

Search Results

Born - Mariner 3-Eye. Color Dark Brown. Low Stock. On sale for $26.00. MSRP $130.00. 80% off. 5.0 out of 5 stars

Low Stock

Born Mariner 3-Eye

Born Mariner 3-Eye

Brand Name: Born
Product Name: Mariner 3-Eye
Gender: Men's
Color: Dark Brown
Price: $26MSRP: $130

Born - Mariner Slip-On. Color Navy. Low Stock. On sale for $39.00. MSRP $130.00. 70% off. 5.0 out of 5 stars

Low Stock

Born Mariner Slip-On

Born Mariner Slip-On

Brand Name: Born
Product Name: Mariner Slip-On
Gender: Men's
Color: Navy
Price: $39MSRP: $130

Propet - Kade. Color Chocolate. Low Stock. On sale for $34.48. MSRP $114.95. 70% off. 4.3 out of 5 stars

Low Stock

Propet Kade

Propet Kade

Brand Name: Propet
Product Name: Kade
Gender: Men's
Color: Chocolate
Price: $34.48MSRP: $114.95

Deer Stags - Cortland Comfort Fashion Sneaker. Color Black. On sale for $27.00. MSRP $100.00. 73% off. 2.5 out of 5 stars

Deer Stags Cortland Comfort Fashion Sneaker

Deer Stags Cortland Comfort Fashion Sneaker

Brand Name: Deer Stags
Product Name: Cortland Comfort Fashion Sneaker
Gender: Men's
Color: Black
Price: $27MSRP: $100

Eastland 1955 Edition - Hugo. Color Brown. Low Stock. On sale for $30.00. MSRP $100.00. 70% off.

Low Stock

Eastland 1955 Edition Hugo

Eastland 1955 Edition Hugo

Brand Name: Eastland 1955 Edition
Product Name: Hugo
Gender: Men's
Color: Brown
Price: $30MSRP: $100

Dr. Scholl's - Sync Cap. Color Black Faux Leather. Low Stock. On sale for $49.99. MSRP $95.00. 47% off. 1.5 out of 5 stars

Low Stock

Dr. Scholl's Sync Cap

Dr. Scholl's Sync Cap

Brand Name: Dr. Scholl's
Product Name: Sync Cap
Gender: Men's
Color: Black Faux Leather
Price: $49.99MSRP: $95

Josef Seibel - Finley 02. Color Cognac Full Grain/Kombi. Low Stock. On sale for $45.00. MSRP $150.00. 70% off.

Low Stock

Josef Seibel Finley 02

Josef Seibel Finley 02

Brand Name: Josef Seibel
Product Name: Finley 02
Gender: Men's
Color: Cognac Full Grain/Kombi
Price: $45MSRP: $150

Propet - Hatcher. Color Brown. On sale for $29.96. MSRP $89.95. 67% off. 2.0 out of 5 stars

Propet Hatcher

Propet Hatcher

Brand Name: Propet
Product Name: Hatcher
Gender: Men's
Color: Brown
Price: $29.96MSRP: $89.95

SKECHERS - Bobs B Flex - Frigid Edge. Color Navy. On sale for $46.90. MSRP $65.00. 28% off. 4.8 out of 5 stars

SKECHERS Bobs B Flex - Frigid Edge

SKECHERS Bobs B Flex - Frigid Edge

Brand Name: SKECHERS
Product Name: Bobs B Flex - Frigid Edge
Gender: Men's
Color: Navy
Price: $46.90MSRP: $65

SKECHERS - Bobs Squad Chaos - Daily Hype Hands Free Slip-Ins. Color Navy. On sale for $49.99. MSRP $80.00. 38% off. 4.5 out of 5 stars

SKECHERS Bobs Squad Chaos - Daily Hype Hands Free Slip-Ins

SKECHERS Bobs Squad Chaos - Daily Hype Hands Free Slip-Ins

Brand Name: SKECHERS
Product Name: Bobs Squad Chaos - Daily Hype Hands Free Slip-Ins
Gender: Men's
Color: Navy
Price: $49.99MSRP: $80

SKECHERS - Eden Lx. Color Navy. On sale for $47.48. MSRP $70.00. 32% off.

SKECHERS Eden Lx

SKECHERS Eden Lx

Brand Name: SKECHERS
Product Name: Eden Lx
Gender: Men's
Color: Navy
Price: $47.48MSRP: $70

SKECHERS - Eden Lx. Color Charcoal. On sale for $47.84. MSRP $70.00. 32% off.

SKECHERS Eden Lx

SKECHERS Eden Lx

Brand Name: SKECHERS
Product Name: Eden Lx
Gender: Men's
Color: Charcoal
Price: $47.84MSRP: $70

Eastland 1955 Edition - Scarborough. Color Beige. Low Stock. On sale for $50.00. MSRP $125.00. 60% off. 5.0 out of 5 stars

Low Stock

Eastland 1955 Edition Scarborough

Eastland 1955 Edition Scarborough

Brand Name: Eastland 1955 Edition
Product Name: Scarborough
Gender: Men's
Color: Beige
Price: $50MSRP: $125

Allbirds - Tree Dasher Relay. Color Natural Black (Blizzard). On sale for $40.00. MSRP $130.00. 69% off. 4.4 out of 5 stars

Allbirds Tree Dasher Relay

Allbirds Tree Dasher Relay

Brand Name: Allbirds
Product Name: Tree Dasher Relay
Gender: Men's
Color: Natural Black (Blizzard)
Price: $40MSRP: $130

Allbirds - Tree Runner Go. Color Rustic Brown/Stony Cream Sole. On sale for $48.00. MSRP $130.00. 63% off. 4.3 out of 5 stars

Allbirds Tree Runner Go

Allbirds Tree Runner Go

Brand Name: Allbirds
Product Name: Tree Runner Go
Gender: Men's
Color: Rustic Brown/Stony Cream Sole
Price: $48MSRP: $130

Allbirds - Tree Runner Go. Color Blizzard/Hanami Night/Blizzard Sole. On sale for $48.00. MSRP $125.00. 62% off. 4.3 out of 5 stars

Allbirds Tree Runner Go

Allbirds Tree Runner Go

Brand Name: Allbirds
Product Name: Tree Runner Go
Gender: Men's
Color: Blizzard/Hanami Night/Blizzard Sole
Price: $48MSRP: $125

Allbirds - Canvas Piper. Color Natural White, Hanami Night (Blizzard). On sale for $45.00. MSRP $90.00. 50% off. 3.5 out of 5 stars

Allbirds Canvas Piper

Allbirds Canvas Piper

Brand Name: Allbirds
Product Name: Canvas Piper
Gender: Men's
Color: Natural White, Hanami Night (Blizzard)
Price: $45MSRP: $90

Josef Seibel - Louis 06. Color Taupe. Low Stock. On sale for $48.00. MSRP $160.00. 70% off. 4.3 out of 5 stars

Low Stock

Josef Seibel Louis 06

Josef Seibel Louis 06

Brand Name: Josef Seibel
Product Name: Louis 06
Gender: Men's
Color: Taupe
Price: $48MSRP: $160

Eastland 1955 Edition - Finn. Color Tan. Low Stock. On sale for $45.00. MSRP $90.00. 50% off.

Low Stock

Eastland 1955 Edition Finn

Eastland 1955 Edition Finn

Brand Name: Eastland 1955 Edition
Product Name: Finn
Gender: Men's
Color: Tan
Price: $45MSRP: $90

Crocs - Girls and Teens Cute Collection Multi Packs. Color Girl Power 10-Pack. Low Stock. On sale for $15.52. MSRP $29.99. 48% off. 4.7 out of 5 stars

Low Stock

Crocs Girls and Teens Cute Collection Multi Packs

Brand Name: Crocs
Product Name: Girls and Teens Cute Collection Multi Packs
Color: Girl Power 10-Pack
Price: $15.52MSRP: $29.99

Crocs - Girls and Teens Cute Collection Multi Packs. Color Outer Space 5-Pack. On sale for $12.48. MSRP $16.99. 27% off. 4.7 out of 5 stars

Crocs Girls and Teens Cute Collection Multi Packs

Crocs Girls and Teens Cute Collection Multi Packs

Brand Name: Crocs
Product Name: Girls and Teens Cute Collection Multi Packs
Color: Outer Space 5-Pack
Price: $12.48MSRP: $16.99

Crocs - Girls and Teens Cute Collection Multi Packs. Color Crocs Mix 5-Pack. On sale for $15.16. MSRP $19.99. 24% off. 4.7 out of 5 stars

Crocs Girls and Teens Cute Collection Multi Packs

Crocs Girls and Teens Cute Collection Multi Packs

Brand Name: Crocs
Product Name: Girls and Teens Cute Collection Multi Packs
Color: Crocs Mix 5-Pack
Price: $15.16MSRP: $19.99

Crocs - Jibbitz Shoe Charms Multi-Packs, Holiday & Christmas Collection. Color Mickey Xmas. Low Stock. On sale for $17.95. MSRP $19.95. 10% off.

Low Stock

Crocs Jibbitz Shoe Charms Multi-Packs, Holiday & Christmas Collection

Brand Name: Crocs
Product Name: Jibbitz Shoe Charms Multi-Packs, Holiday & Christmas Collection
Color: Mickey Xmas
Price: $17.95MSRP: $19.95

Rockport - Lyall. Color Dark Blue. Low Stock. On sale for $49.98. MSRP $129.95. 62% off.

Low Stock

Rockport Lyall

Rockport Lyall

Brand Name: Rockport
Product Name: Lyall
Gender: Men's
Color: Dark Blue
Price: $49.98MSRP: $129.95