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 Comfort Ankle Boots and Booties

22 items found

Sort By

Your Selections

Search Results

UGG - Venture Daze Ultra Mini. Color Burnt Olive/Charcoal. On sale for $125.99. MSRP $180.00.. 4.6 out of 5 stars

UGG Venture Daze Ultra Mini

UGG Venture Daze Ultra Mini

Brand Name: UGG
Product Name: Venture Daze Ultra Mini
Gender: Unisex
Color: Burnt Olive/Charcoal
Price: $125.99MSRP: $180.00

Tommy Hilfiger - Berton. Color Cognac. On sale for $79.57. MSRP $109.00..

Tommy Hilfiger Berton

Tommy Hilfiger Berton

Brand Name: Tommy Hilfiger
Product Name: Berton
Gender: Men's
Color: Cognac
Price: $79.57MSRP: $109.00

Timberland - Redwood Falls Waterproof. Color Black Nubuck. On sale for $144.53. MSRP $160.00.. 4.1 out of 5 stars

Timberland Redwood Falls Waterproof

Timberland Redwood Falls Waterproof

Brand Name: Timberland
Product Name: Redwood Falls Waterproof
Gender: Men's
Color: Black Nubuck
Price: $144.53MSRP: $160.00

Timberland - Britton Road Mid Lace Up Waterproof. Color Burgundy Full Grain. On sale for $153.61. MSRP $170.00.. 4.5 out of 5 stars

Timberland Britton Road Mid Lace Up Waterproof

Timberland Britton Road Mid Lace Up Waterproof

Brand Name: Timberland
Product Name: Britton Road Mid Lace Up Waterproof
Gender: Men's
Color: Burgundy Full Grain
Price: $153.61MSRP: $170.00

UGG - Venture Daze Ultra Mini. Color Chestnut/Ceramic. On sale for $125.99. MSRP $180.00.. 4.6 out of 5 stars

UGG Venture Daze Ultra Mini

UGG Venture Daze Ultra Mini

Brand Name: UGG
Product Name: Venture Daze Ultra Mini
Gender: Unisex
Color: Chestnut/Ceramic
Price: $125.99MSRP: $180.00

Bruno Magli - Martin. Color Brown. Low Stock. On sale for $317.99. MSRP $425.00.. 5.0 out of 5 stars

Low Stock

Bruno Magli Martin

Bruno Magli Martin

Brand Name: Bruno Magli
Product Name: Martin
Gender: Men's
Color: Brown
Price: $317.99MSRP: $425.00

Johnston & Murphy - Brody Chelsea Boots. Color Black Calfskin. On sale for $102.35. MSRP $165.00..

Johnston & Murphy Brody Chelsea Boots

Johnston & Murphy Brody Chelsea Boots

Brand Name: Johnston & Murphy
Product Name: Brody Chelsea Boots
Gender: Men's
Color: Black Calfskin
Price: $102.35MSRP: $165.00

Steve Madden - Haynes. Color Black Leat. On sale for $154.50. MSRP $170.00..

Steve Madden Haynes

Steve Madden Haynes

Brand Name: Steve Madden
Product Name: Haynes
Gender: Men's
Color: Black Leat
Price: $154.50MSRP: $170.00

Cole Haan - Zerogrand Remastered Hiking Boots Water Proof. Color December Sky/Black/Pavement. On sale for $169.95. MSRP $250.00.. 5.0 out of 5 stars

Cole Haan Zerogrand Remastered Hiking Boots Water Proof

Cole Haan Zerogrand Remastered Hiking Boots Water Proof

Brand Name: Cole Haan
Product Name: Zerogrand Remastered Hiking Boots Water Proof
Gender: Men's
Color: December Sky/Black/Pavement
Price: $169.95MSRP: $250.00

COACH - Caiden Boot. Color Saddle. Low Stock. On sale for $256.65. MSRP $295.00..

Low Stock

COACH Caiden Boot

COACH Caiden Boot

Brand Name: COACH
Product Name: Caiden Boot
Gender: Men's
Color: Saddle
Price: $256.65MSRP: $295.00

Cole Haan - Originalgrand Remastered Waterproof Chukka Boots. Color Black/Black. On sale for $171.00. MSRP $190.00.. 3.0 out of 5 stars

Cole Haan Originalgrand Remastered Waterproof Chukka Boots

Cole Haan Originalgrand Remastered Waterproof Chukka Boots

Brand Name: Cole Haan
Product Name: Originalgrand Remastered Waterproof Chukka Boots
Gender: Men's
Color: Black/Black
Price: $171.00MSRP: $190.00

Cole Haan - Originalgrand Remastered Waterproof Chukka Boots. Color Scotch/Alabaster. Low Stock. On sale for $158.60. MSRP $190.00.. 3.0 out of 5 stars

Low Stock

Cole Haan Originalgrand Remastered Waterproof Chukka Boots

Cole Haan Originalgrand Remastered Waterproof Chukka Boots

Brand Name: Cole Haan
Product Name: Originalgrand Remastered Waterproof Chukka Boots
Gender: Men's
Color: Scotch/Alabaster
Price: $158.60MSRP: $190.00

Rockport - Seamus. Color Dark Brown Suede. On sale for $104.55. MSRP $149.95..

Rockport Seamus

Rockport Seamus

Brand Name: Rockport
Product Name: Seamus
Gender: Men's
Color: Dark Brown Suede
Price: $104.55MSRP: $149.95

Rockport - Seamus. Color Grey Suede. On sale for $99.95. MSRP $149.95..

Rockport Seamus

Rockport Seamus

Brand Name: Rockport
Product Name: Seamus
Gender: Men's
Color: Grey Suede
Price: $99.95MSRP: $149.95

Calvin Klein - Domly. Color Black Leather. On sale for $119.99. MSRP $160.00..

Calvin Klein Domly

Calvin Klein Domly

Brand Name: Calvin Klein
Product Name: Domly
Gender: Men's
Color: Black Leather
Price: $119.99MSRP: $160.00

AllSaints - Hank Biker Boots. Color Black. On sale for $284.25. MSRP $379.00..

AllSaints Hank Biker Boots

AllSaints Hank Biker Boots

Brand Name: AllSaints
Product Name: Hank Biker Boots
Gender: Men's
Color: Black
Price: $284.25MSRP: $379.00

Timberland - Newmarket Mid Lace Up. Color Wheat Nubuck. On sale for $127.50. MSRP $150.00.. 3.5 out of 5 stars

Timberland Newmarket Mid Lace Up

Timberland Newmarket Mid Lace Up

Brand Name: Timberland
Product Name: Newmarket Mid Lace Up
Gender: Men's
Color: Wheat Nubuck
Price: $127.50MSRP: $150.00

Timberland - Britton Road Mid Lace Up Waterproof. Color Rust Full Grain. On sale for $168.33. MSRP $190.00.. 4.5 out of 5 stars

Timberland Britton Road Mid Lace Up Waterproof

Timberland Britton Road Mid Lace Up Waterproof

Brand Name: Timberland
Product Name: Britton Road Mid Lace Up Waterproof
Gender: Men's
Color: Rust Full Grain
Price: $168.33MSRP: $190.00

PIKOLINOS - M9K-8028C1. Color Black. Low Stock. On sale for $202.40. MSRP $230.00..

Low Stock

PIKOLINOS M9K-8028C1

PIKOLINOS M9K-8028C1

Brand Name: PIKOLINOS
Product Name: M9K-8028C1
Gender: Men's
Color: Black
Price: $202.40MSRP: $230.00

UGG - Venture Daze Ultra Mini. Color Red Jasper/Black. On sale for $125.99. MSRP $180.00.. 4.6 out of 5 stars

UGG Venture Daze Ultra Mini

UGG Venture Daze Ultra Mini

Brand Name: UGG
Product Name: Venture Daze Ultra Mini
Gender: Unisex
Color: Red Jasper/Black
Price: $125.99MSRP: $180.00

Magnanni - Grayson. Color Grey. Low Stock. On sale for $446.25. MSRP $525.00..

Low Stock

Magnanni Grayson

Magnanni Grayson

Brand Name: Magnanni
Product Name: Grayson
Gender: Men's
Color: Grey
Price: $446.25MSRP: $525.00

Tommy Hilfiger - Berton. Color Black. On sale for $78.48. MSRP $109.00..

Tommy Hilfiger Berton

Tommy Hilfiger Berton

Brand Name: Tommy Hilfiger
Product Name: Berton
Gender: Men's
Color: Black
Price: $78.48MSRP: $109.00