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 or Less!

Shop Boot Deals

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

Men's W Size Ankle Casual Products

32 items found

Sort By

Your Selections

Search Results

Territory Boots - Axel Ankle Boot. Color Chestnut. Low Stock. On sale for $18.99. MSRP $94.99.. 4.2 out of 5 stars

Low Stock

Territory Boots Axel Ankle Boot

Territory Boots Axel Ankle Boot

Brand Name: Territory Boots
Product Name: Axel Ankle Boot
Gender: Men's
Color: Chestnut
Price: $18.99MSRP: $94.99

Nunn Bush - 1912 Plain Toe Chelsea Boot. Color Black. Low Stock. On sale for $69.97. MSRP $115.00.. 3.8 out of 5 stars

Low Stock

Nunn Bush 1912 Plain Toe Chelsea Boot

Nunn Bush 1912 Plain Toe Chelsea Boot

Brand Name: Nunn Bush
Product Name: 1912 Plain Toe Chelsea Boot
Gender: Men's
Color: Black
Price: $69.97MSRP: $115.00

Rockport - Weather or Not Waterproof Plain Toe Boot. Color Black. On sale for $99.95. MSRP $140.00.. 3.8 out of 5 stars

Rockport Weather or Not Waterproof Plain Toe Boot

Rockport Weather or Not Waterproof Plain Toe Boot

Brand Name: Rockport
Product Name: Weather or Not Waterproof Plain Toe Boot
Gender: Men's
Color: Black
Price: $99.95MSRP: $140.00

Vance Co. - Landon Chelsea Dress Boot. Color Navy Faux Leather. Low Stock. On sale for $13.99. MSRP $69.99.. 4.1 out of 5 stars

Low Stock

Vance Co. Landon Chelsea Dress Boot

Vance Co. Landon Chelsea Dress Boot

Brand Name: Vance Co.
Product Name: Landon Chelsea Dress Boot
Gender: Men's
Color: Navy Faux Leather
Price: $13.99MSRP: $69.99

Nunn Bush - Otto Plain Toe Chukka Boot. Color Gray. Low Stock. On sale for $76.95. MSRP $95.00.. 3.9 out of 5 stars

Low Stock

Nunn Bush Otto Plain Toe Chukka Boot

Nunn Bush Otto Plain Toe Chukka Boot

Brand Name: Nunn Bush
Product Name: Otto Plain Toe Chukka Boot
Gender: Men's
Color: Gray
Price: $76.95MSRP: $95.00

Cole Haan - Grand+ Boot. Color British Tan Leather/Ivory. Low Stock. On sale for $82.50. MSRP $110.00..

Low Stock

Cole Haan Grand+ Boot

Cole Haan Grand+ Boot

Brand Name: Cole Haan
Product Name: Grand+ Boot
Gender: Men's
Color: British Tan Leather/Ivory
Price: $82.50MSRP: $110.00

Cole Haan - Washington Grand Laser Chelsea Boot. Color Dark Chocolate Reverse/Black. Low Stock. On sale for $190.82. MSRP $406.00.. 4.4 out of 5 stars

Low Stock

Cole Haan Washington Grand Laser Chelsea Boot

Cole Haan Washington Grand Laser Chelsea Boot

Brand Name: Cole Haan
Product Name: Washington Grand Laser Chelsea Boot
Gender: Men's
Color: Dark Chocolate Reverse/Black
Price: $190.82MSRP: $406.00

Rockport - Evan Waterproof Boots. Color Dark Taupe Multi. On sale for $94.99. MSRP $149.95.. 3.5 out of 5 stars

Rockport Evan Waterproof Boots

Rockport Evan Waterproof Boots

Brand Name: Rockport
Product Name: Evan Waterproof Boots
Gender: Men's
Color: Dark Taupe Multi
Price: $94.99MSRP: $149.95

Eastland 1955 Edition - Lace Up Boots. Color Tan Leather. On sale for $107.99. MSRP $135.00.. 3.6 out of 5 stars

Eastland 1955 Edition Lace Up Boots

Eastland 1955 Edition Lace Up Boots

Brand Name: Eastland 1955 Edition
Product Name: Lace Up Boots
Gender: Men's
Color: Tan Leather
Price: $107.99MSRP: $135.00

Nunn Bush - 1912 Plain Toe Boot. Color Black. Low Stock. On sale for $69.97. MSRP $115.00.. 4.2 out of 5 stars

Low Stock

Nunn Bush 1912 Plain Toe Boot

Nunn Bush 1912 Plain Toe Boot

Brand Name: Nunn Bush
Product Name: 1912 Plain Toe Boot
Gender: Men's
Color: Black
Price: $69.97MSRP: $115.00

Thomas & Vine - Darko-WD. Color Black. Low Stock. On sale for $78.39. MSRP $169.99.. 3.0 out of 5 stars

Low Stock

Thomas & Vine Darko-WD

Thomas & Vine Darko-WD

Brand Name: Thomas & Vine
Product Name: Darko-WD
Gender: Men's
Color: Black
Price: $78.39MSRP: $169.99

Nunn Bush - Odell Wingtip Boot with KORE Walking Comfort Technology. Color Brown CH. On sale for $95.67. MSRP $115.00.. 4.2 out of 5 stars

Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Odell Wingtip Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Brown CH
Price: $95.67MSRP: $115.00

Timberland PRO - Pac Max Boot Liner Midweight. Color Black/Orange. On sale for $71.14. MSRP $80.00.. 3.7 out of 5 stars

Timberland PRO Pac Max Boot Liner Midweight

Timberland PRO Pac Max Boot Liner Midweight

Brand Name: Timberland PRO
Product Name: Pac Max Boot Liner Midweight
Gender: Men's
Color: Black/Orange
Price: $71.14MSRP: $80.00

Clarks - Bushacre 3. Color Dark Brown Leather. On sale for $89.99. MSRP $110.00.. 3.9 out of 5 stars

Clarks Bushacre 3

Clarks Bushacre 3

Brand Name: Clarks
Product Name: Bushacre 3
Gender: Men's
Color: Dark Brown Leather
Price: $89.99MSRP: $110.00

Clarks - Bushacre 3. Color Beeswax Leather. On sale for $98.95. MSRP $110.00.. 3.9 out of 5 stars

Clarks Bushacre 3

Clarks Bushacre 3

Brand Name: Clarks
Product Name: Bushacre 3
Gender: Men's
Color: Beeswax Leather
Price: $98.95MSRP: $110.00

Cole Haan - Original Grand Chukka. Color Woodbury Leather/Ivory. Low Stock. On sale for $162.00. MSRP $180.00.. 4.6 out of 5 stars

Low Stock

Cole Haan Original Grand Chukka

Cole Haan Original Grand Chukka

Brand Name: Cole Haan
Product Name: Original Grand Chukka
Gender: Men's
Color: Woodbury Leather/Ivory
Price: $162.00MSRP: $180.00

SUPERLAMB - Gobi Desert Boot. Color Charcoal. Low Stock. On sale for $125.85. MSRP $199.95.. 3.9 out of 5 stars

Low Stock

SUPERLAMB Gobi Desert Boot

SUPERLAMB Gobi Desert Boot

Brand Name: SUPERLAMB
Product Name: Gobi Desert Boot
Gender: Men's
Color: Charcoal
Price: $125.85MSRP: $199.95

Territory Boots - Yellowstone. Color Brown. Low Stock. On sale for $57.79. MSRP $169.99.. 4.0 out of 5 stars

Low Stock

Territory Boots Yellowstone

Territory Boots Yellowstone

Brand Name: Territory Boots
Product Name: Yellowstone
Gender: Men's
Color: Brown
Price: $57.79MSRP: $169.99

Propet - Findley. Color Black. On sale for $95.00. MSRP $134.95.. 3.6 out of 5 stars

Propet Findley

Propet Findley

Brand Name: Propet
Product Name: Findley
Gender: Men's
Color: Black
Price: $95.00MSRP: $134.95

Rockport - Total Motion Dressport Chukka. Color British Tan. Low Stock. On sale for $95.20. MSRP $140.00.. 4.2 out of 5 stars

Low Stock

Rockport Total Motion Dressport Chukka

Rockport Total Motion Dressport Chukka

Brand Name: Rockport
Product Name: Total Motion Dressport Chukka
Gender: Men's
Color: British Tan
Price: $95.20MSRP: $140.00

Rockport - Mitchell Moc Boot. Color Tan. On sale for $83.97. MSRP $139.95.. 4.2 out of 5 stars

Rockport Mitchell Moc Boot

Rockport Mitchell Moc Boot

Brand Name: Rockport
Product Name: Mitchell Moc Boot
Gender: Men's
Color: Tan
Price: $83.97MSRP: $139.95

Rockport - Mitchell Moc Boot. Color Burgundy. Low Stock. On sale for $100.76. MSRP $139.95.. 4.2 out of 5 stars

Low Stock

Rockport Mitchell Moc Boot

Rockport Mitchell Moc Boot

Brand Name: Rockport
Product Name: Mitchell Moc Boot
Gender: Men's
Color: Burgundy
Price: $100.76MSRP: $139.95

SAS - Hatchet. Color Licorice. Low Stock. On sale for $227.09. MSRP $338.95.. 3.8 out of 5 stars

Low Stock

SAS Hatchet

SAS Hatchet

Brand Name: SAS
Product Name: Hatchet
Gender: Men's
Color: Licorice
Price: $227.09MSRP: $338.95

Rockport - Berenger Plain Toe Chukka. Color Tan. Low Stock. On sale for $99.57. MSRP $119.95.. 3.5 out of 5 stars

Low Stock

Rockport Berenger Plain Toe Chukka

Rockport Berenger Plain Toe Chukka

Brand Name: Rockport
Product Name: Berenger Plain Toe Chukka
Gender: Men's
Color: Tan
Price: $99.57MSRP: $119.95

Nunn Bush - Brewski Moc Toe Chukka Knit with Elastic Bungee. Color Charcoal. Low Stock. On sale for $47.20. MSRP $80.00.. 4.2 out of 5 stars

Low Stock

Nunn Bush Brewski Moc Toe Chukka Knit with Elastic Bungee

Nunn Bush Brewski Moc Toe Chukka Knit with Elastic Bungee

Brand Name: Nunn Bush
Product Name: Brewski Moc Toe Chukka Knit with Elastic Bungee
Gender: Men's
Color: Charcoal
Price: $47.20MSRP: $80.00

Thomas & Vine - Darko-WD. Color Charcoal. Low Stock. On sale for $78.39. MSRP $169.99.. 3.0 out of 5 stars

Low Stock

Thomas & Vine Darko-WD

Thomas & Vine Darko-WD

Brand Name: Thomas & Vine
Product Name: Darko-WD
Gender: Men's
Color: Charcoal
Price: $78.39MSRP: $169.99

Rockport - Weather or Not Boot Waterproof. Color Post Nubuck. On sale for $107.80. MSRP $140.00.. 3.8 out of 5 stars

Rockport Weather or Not Boot Waterproof

Rockport Weather or Not Boot Waterproof

Brand Name: Rockport
Product Name: Weather or Not Boot Waterproof
Gender: Men's
Color: Post Nubuck
Price: $107.80MSRP: $140.00

Rockport - Weather Ready English Moc Boot. Color Wheat Leather. Low Stock. On sale for $107.26. MSRP $144.95.. 4.2 out of 5 stars

Low Stock

Rockport Weather Ready English Moc Boot

Rockport Weather Ready English Moc Boot

Brand Name: Rockport
Product Name: Weather Ready English Moc Boot
Gender: Men's
Color: Wheat Leather
Price: $107.26MSRP: $144.95

Rockport - Weather or Not Waterproof Plain Toe Boot. Color Wheat Nubuck. Low Stock. On sale for $110.96. MSRP $149.95.. 3.8 out of 5 stars

Low Stock

Rockport Weather or Not Waterproof Plain Toe Boot

Rockport Weather or Not Waterproof Plain Toe Boot

Brand Name: Rockport
Product Name: Weather or Not Waterproof Plain Toe Boot
Gender: Men's
Color: Wheat Nubuck
Price: $110.96MSRP: $149.95

SUPERLAMB - Makan Desert Boot. Color Black Cherry. Low Stock. On sale for $122.61. MSRP $199.95..

Low Stock

SUPERLAMB Makan Desert Boot

SUPERLAMB Makan Desert Boot

Brand Name: SUPERLAMB
Product Name: Makan Desert Boot
Gender: Men's
Color: Black Cherry
Price: $122.61MSRP: $199.95

Territory Boots - Yellowstone. Color Grey. Low Stock. On sale for $71.10. MSRP $169.99.. 4.0 out of 5 stars

Low Stock

Territory Boots Yellowstone

Territory Boots Yellowstone

Brand Name: Territory Boots
Product Name: Yellowstone
Gender: Men's
Color: Grey
Price: $71.10MSRP: $169.99

Territory Boots - Yellowstone. Color Black. Low Stock. On sale for $127.49. MSRP $169.99.. 4.0 out of 5 stars

Low Stock

Territory Boots Yellowstone

Territory Boots Yellowstone

Brand Name: Territory Boots
Product Name: Yellowstone
Gender: Men's
Color: Black
Price: $127.49MSRP: $169.99