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

Block Heel Comfort Chukka Boots

19 items found

Sort By

Your Selections

Search Results

Eastland 1955 Edition - Hugo. Color Black. Low Stock. On sale for $34.97. MSRP $100.00. 65% off.

Low Stock

Eastland 1955 Edition Hugo

Eastland 1955 Edition Hugo

Brand Name: Eastland 1955 Edition
Product Name: Hugo
Gender: Men's
Color: Black
Price: $34.97MSRP: $100

Dolce Vita - Ronnie. Color Camel Suede. Low Stock. On sale for $43.99. MSRP $220.00. 80% off. 3.5 out of 5 stars

Low Stock

Dolce Vita Ronnie

Dolce Vita Ronnie

Brand Name: Dolce Vita
Product Name: Ronnie
Gender: Women's
Color: Camel Suede
Price: $43.99MSRP: $220

Eastland 1955 Edition - Hugo. Color Brown. Low Stock. On sale for $75.00. MSRP $100.00. 25% 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: $75MSRP: $100

Dolce Vita - Ronnie. Color Ivory Leather. Low Stock. On sale for $44.00. MSRP $220.00. 80% off. 3.5 out of 5 stars

Low Stock

Dolce Vita Ronnie

Dolce Vita Ronnie

Brand Name: Dolce Vita
Product Name: Ronnie
Gender: Women's
Color: Ivory Leather
Price: $44MSRP: $220

Stacy Adams - Martindale Chukka Boot. Color Bordeaux. Low Stock. On sale for $58.50. MSRP $130.00. 55% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Martindale Chukka Boot

Stacy Adams Martindale Chukka Boot

Brand Name: Stacy Adams
Product Name: Martindale Chukka Boot
Gender: Men's
Color: Bordeaux
Price: $58.50MSRP: $130

Steve Madden - Palta. Color Sand. On sale for $91.00. MSRP $130.00. 30% off.

Steve Madden Palta

Steve Madden Palta

Brand Name: Steve Madden
Product Name: Palta
Gender: Men's
Color: Sand
Price: $91MSRP: $130

Clarks - Desert Boots. Color Navy Suede. On sale for $120.00. MSRP $150.00. 20% off.

Clarks Desert Boots

Clarks Desert Boots

Brand Name: Clarks
Product Name: Desert Boots
Gender: Men's
Color: Navy Suede
Price: $120MSRP: $150

ECCO - Grainer Chukka Boot. Color Camel. On sale for $137.32. MSRP $190.00. 28% off. 2.5 out of 5 stars

ECCO Grainer Chukka Boot

ECCO Grainer Chukka Boot

Brand Name: ECCO
Product Name: Grainer Chukka Boot
Gender: Men's
Color: Camel
Price: $137.32MSRP: $190

Johnston & Murphy - Fullerton Chukka. Color Black. Low Stock. On sale for $83.25. MSRP $185.00. 55% off. 3.7 out of 5 stars

Low Stock

Johnston & Murphy Fullerton Chukka

Johnston & Murphy Fullerton Chukka

Brand Name: Johnston & Murphy
Product Name: Fullerton Chukka
Gender: Men's
Color: Black
Price: $83.25MSRP: $185

Cole Haan - Berkshire Lug Chukka Boots. Color Pavement Nubuck/Demitasse Water Resistant. Low Stock. $220.00. 4.5 out of 5 stars

Low Stock

Cole Haan Berkshire Lug Chukka Boots

Cole Haan Berkshire Lug Chukka Boots

Brand Name: Cole Haan
Product Name: Berkshire Lug Chukka Boots
Gender: Men's
Color: Pavement Nubuck/Demitasse Water Resistant
Price: $220

Cole Haan - Berkshire Lug Chukka Boots. Color British Tan/C. On sale for $244.17. MSRP $260.00. 6% off. 4.5 out of 5 stars

Cole Haan Berkshire Lug Chukka Boots

Cole Haan Berkshire Lug Chukka Boots

Brand Name: Cole Haan
Product Name: Berkshire Lug Chukka Boots
Gender: Men's
Color: British Tan/C
Price: $244.17MSRP: $260

Cole Haan - Berkshire Lug Chukka Boots. Color Lava Suede/Dark. Low Stock. On sale for $220.26. MSRP $250.00. 12% off. 4.5 out of 5 stars

Low Stock

Cole Haan Berkshire Lug Chukka Boots

Cole Haan Berkshire Lug Chukka Boots

Brand Name: Cole Haan
Product Name: Berkshire Lug Chukka Boots
Gender: Men's
Color: Lava Suede/Dark
Price: $220.26MSRP: $250

Clarks - Desert Boots. Color Brown/Chestnut Oiled Suede. Low Stock. On sale for $135.00. MSRP $150.00. 10% off.

Low Stock

Clarks Desert Boots

Clarks Desert Boots

Brand Name: Clarks
Product Name: Desert Boots
Gender: Men's
Color: Brown/Chestnut Oiled Suede
Price: $135MSRP: $150

Sperry - Cold Bay Chukka Realtree. Color Olive. $118.84.

Sperry Cold Bay Chukka Realtree

Sperry Cold Bay Chukka Realtree

Brand Name: Sperry
Product Name: Cold Bay Chukka Realtree
Gender: Men's
Color: Olive
Price: $118.84

Propet - Findley. Color Tan. Low Stock. On sale for $91.96. MSRP $134.99. 32% off. 3.6 out of 5 stars

Low Stock

Propet Findley

Propet Findley

Brand Name: Propet
Product Name: Findley
Gender: Men's
Color: Tan
Price: $91.96MSRP: $134.99

Clarks - Whiddon Mid. Color Mahogany Leather. Low Stock. On sale for $87.96. MSRP $110.00. 20% off. 3.4 out of 5 stars

Low Stock

Clarks Whiddon Mid

Clarks Whiddon Mid

Brand Name: Clarks
Product Name: Whiddon Mid
Gender: Men's
Color: Mahogany Leather
Price: $87.96MSRP: $110

Allen Edmonds - Graham Moccasins. Color Snuff Suede. Low Stock. On sale for $198.00. MSRP $495.00. 60% off.

Low Stock

Allen Edmonds Graham Moccasins

Allen Edmonds Graham Moccasins

Brand Name: Allen Edmonds
Product Name: Graham Moccasins
Gender: Men's
Color: Snuff Suede
Price: $198MSRP: $495

Allen Edmonds - Graham Moccasins. Color Loden Suede. Low Stock. On sale for $371.25. MSRP $495.00. 25% off.

Low Stock

Allen Edmonds Graham Moccasins

Allen Edmonds Graham Moccasins

Brand Name: Allen Edmonds
Product Name: Graham Moccasins
Gender: Men's
Color: Loden Suede
Price: $371.25MSRP: $495

Dolce Vita - Ronnie. Color Black Leather. Low Stock. On sale for $98.96. MSRP $220.00. 55% off. 3.5 out of 5 stars

Low Stock

Dolce Vita Ronnie

Dolce Vita Ronnie

Brand Name: Dolce Vita
Product Name: Ronnie
Gender: Women's
Color: Black Leather
Price: $98.96MSRP: $220