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

Chukka Boots

16 items found

Sort By

Your Selections

Search Results

Elephantito - Clayten Bootie (Toddler/Little Kid/Big Kid). Color Grey. Low Stock. On sale for $58.41. MSRP $99.00..

Low Stock

Elephantito Clayten Bootie (Toddler/Little Kid/Big Kid)

Elephantito Clayten Bootie (Toddler/Little Kid/Big Kid)

Brand Name: Elephantito
Product Name: Clayten Bootie (Toddler/Little Kid/Big Kid)
Color: Grey
Price: $58.41MSRP: $99.00

Sperry - A/O Lug Chukka. Color Brown 2. $149.95. 4.3 out of 5 stars

Sperry A/O Lug Chukka

Sperry A/O Lug Chukka

Brand Name: Sperry
Product Name: A/O Lug Chukka
Gender: Men's
Color: Brown 2
Price: $149.95

Steve Madden - Hestonn - Extended Sizes. Color Tan Leather. On sale for $90.00. MSRP $95.00.. 3.9 out of 5 stars

Steve Madden Hestonn - Extended Sizes

Steve Madden Hestonn - Extended Sizes

Brand Name: Steve Madden
Product Name: Hestonn - Extended Sizes
Gender: Men's
Color: Tan Leather
Price: $90.00MSRP: $95.00

Nunn Bush - Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology. Color Brown CH. On sale for $91.00. MSRP $115.00.. 4.3 out of 5 stars

Nunn Bush Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology

Nunn Bush Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Brown CH
Price: $91.00MSRP: $115.00

Thomas & Vine - Phoenix Chukka Boot. Color Black. Low Stock. On sale for $11.99. MSRP $59.99.. 2.0 out of 5 stars

Low Stock

Thomas & Vine Phoenix Chukka Boot

Thomas & Vine Phoenix Chukka Boot

Brand Name: Thomas & Vine
Product Name: Phoenix Chukka Boot
Gender: Men's
Color: Black
Price: $11.99MSRP: $59.99

Thomas & Vine - Phoenix Chukka Boot. Color Brown. Low Stock. On sale for $11.99. MSRP $59.99.. 2.0 out of 5 stars

Low Stock

Thomas & Vine Phoenix Chukka Boot

Thomas & Vine Phoenix Chukka Boot

Brand Name: Thomas & Vine
Product Name: Phoenix Chukka Boot
Gender: Men's
Color: Brown
Price: $11.99MSRP: $59.99

Steve Madden Kids - Bharkeen (Little Kid/Big Kid). Color Black Leather. Low Stock. On sale for $22.74. MSRP $65.00.. 3.0 out of 5 stars

Low Stock

Steve Madden Kids Bharkeen (Little Kid/Big Kid)

Steve Madden Kids Bharkeen (Little Kid/Big Kid)

Brand Name: Steve Madden Kids
Product Name: Bharkeen (Little Kid/Big Kid)
Color: Black Leather
Price: $22.74MSRP: $65.00

Stacy Adams - Kyron Chukka Boot. Color Brown Multi. Low Stock. On sale for $34.90. MSRP $115.00.. 3.5 out of 5 stars

Low Stock

Stacy Adams Kyron Chukka Boot

Stacy Adams Kyron Chukka Boot

Brand Name: Stacy Adams
Product Name: Kyron Chukka Boot
Gender: Men's
Color: Brown Multi
Price: $34.90MSRP: $115.00

Vance Co. - Austin Cap Toe Chukka Boot. Color Grey Man-made. Low Stock. On sale for $21.44. MSRP $64.99.. 3.0 out of 5 stars

Low Stock

Vance Co. Austin Cap Toe Chukka Boot

Vance Co. Austin Cap Toe Chukka Boot

Brand Name: Vance Co.
Product Name: Austin Cap Toe Chukka Boot
Gender: Men's
Color: Grey Man-made
Price: $21.44MSRP: $64.99

See Kai Run - Skye Adapt Waterproof Boot (Toddler/Little Kid). Color Purple. Low Stock. On sale for $43.50. MSRP $58.00.. 4.7 out of 5 stars

Low Stock

See Kai Run Skye Adapt Waterproof Boot (Toddler/Little Kid)

See Kai Run Skye Adapt Waterproof Boot (Toddler/Little Kid)

Brand Name: See Kai Run
Product Name: Skye Adapt Waterproof Boot (Toddler/Little Kid)
Color: Purple
Price: $43.50MSRP: $58.00

Thomas & Vine - Cutler Embossed Chukka Boot. Color Brown. Low Stock. On sale for $63.74. MSRP $124.99..

Low Stock

Thomas & Vine Cutler Embossed Chukka Boot

Thomas & Vine Cutler Embossed Chukka Boot

Brand Name: Thomas & Vine
Product Name: Cutler Embossed Chukka Boot
Gender: Men's
Color: Brown
Price: $63.74MSRP: $124.99

Stacy Adams - Tilden Chukka Boot. Color Cocoa. Low Stock. On sale for $49.17. MSRP $119.95.. 3.8 out of 5 stars

Low Stock

Stacy Adams Tilden Chukka Boot

Stacy Adams Tilden Chukka Boot

Brand Name: Stacy Adams
Product Name: Tilden Chukka Boot
Gender: Men's
Color: Cocoa
Price: $49.17MSRP: $119.95

Roper - Performance 2-Eyelet Ankle Boot. Color Brown Ostrich. Low Stock. On sale for $63.49. MSRP $126.99.. 4.6 out of 5 stars

Low Stock

Roper Performance 2-Eyelet Ankle Boot

Roper Performance 2-Eyelet Ankle Boot

Brand Name: Roper
Product Name: Performance 2-Eyelet Ankle Boot
Gender: Men's
Color: Brown Ostrich
Price: $63.49MSRP: $126.99

Florsheim Kids - Navigator Chukka Jr. (Toddler/Little Kid/Big Kid). Color Brown Crazy Horse. Low Stock. On sale for $34.47. MSRP $68.95.. 4.6 out of 5 stars

Low Stock

Florsheim Kids Navigator Chukka Jr. (Toddler/Little Kid/Big Kid)

Florsheim Kids Navigator Chukka Jr. (Toddler/Little Kid/Big Kid)

Brand Name: Florsheim Kids
Product Name: Navigator Chukka Jr. (Toddler/Little Kid/Big Kid)
Color: Brown Crazy Horse
Price: $34.47MSRP: $68.95

Thomas & Vine - Logan Waterproof Chukka Boot. Color Brown. Low Stock. On sale for $25.99. MSRP $129.99.. 3.8 out of 5 stars

Low Stock

Thomas & Vine Logan Waterproof Chukka Boot

Thomas & Vine Logan Waterproof Chukka Boot

Brand Name: Thomas & Vine
Product Name: Logan Waterproof Chukka Boot
Gender: Men's
Color: Brown
Price: $25.99MSRP: $129.99

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

Low Stock

Propet Findley

Propet Findley

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