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

timberland mt maddsen waterproof chukka boot

20 items found

Filters

Shoes

Search Results

Timberland PRO - Switchback LT 6 Inch Soft Toe Waterproof Industrial Work Hiker Boots. Color Grey/Blue. On sale for $99.98. MSRP $125.00. 20% off. 3.7 out of 5 stars

Timberland PRO Switchback LT 6 Inch Soft Toe Waterproof Industrial Work Hiker Boots

Timberland PRO Switchback LT 6 Inch Soft Toe Waterproof Industrial Work Hiker Boots

Brand Name: Timberland PRO
Product Name: Switchback LT 6 Inch Soft Toe Waterproof Industrial Work Hiker Boots
Gender: Men's
Color: Grey/Blue
Price: $99.98MSRP: $125

Timberland - Britton Road Mid Lace Up Waterproof. Color Rust Full Grain. Low Stock. On sale for $164.96. MSRP $190.00. 13% off. 4.7 out of 5 stars

Low Stock

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: $164.96MSRP: $190

Timberland - Britton Road Mid Lace Up Waterproof. Color Wheat Full Grain. On sale for $119.00. MSRP $170.00. 30% off. 4.7 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: Wheat Full Grain
Price: $119MSRP: $170

Timberland - Stone Street Mid Lace-Up. Color Wheat Full Grain. Low Stock. $160.00. 4.7 out of 5 stars

Low Stock

Timberland Stone Street Mid Lace-Up

Timberland Stone Street Mid Lace-Up

Brand Name: Timberland
Product Name: Stone Street Mid Lace-Up
Gender: Women's
Color: Wheat Full Grain
Price: $160

Timberland - Stone Street Mid Lace-Up. Color Rust Full Grain. Low Stock. On sale for $141.83. MSRP $160.00. 11% off. 4.7 out of 5 stars

Low Stock

Timberland Stone Street Mid Lace-Up

Timberland Stone Street Mid Lace-Up

Brand Name: Timberland
Product Name: Stone Street Mid Lace-Up
Gender: Women's
Color: Rust Full Grain
Price: $141.83MSRP: $160

ECCO - London Lace Up Waterproof Chukka Boots. Color Cocoa Brown Nubuck. Low Stock. On sale for $195.45. MSRP $229.95. 15% off. 4.0 out of 5 stars

Low Stock

ECCO London Lace Up Waterproof Chukka Boots

ECCO London Lace Up Waterproof Chukka Boots

Brand Name: ECCO
Product Name: London Lace Up Waterproof Chukka Boots
Gender: Men's
Color: Cocoa Brown Nubuck
Price: $195.45MSRP: $229.95

Cole Haan - Originalgrand Remastered Waterproof Chukka Boots. Color Scotch/Alabaster. Low Stock. $200.00. 2.7 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: $200

Cole Haan - Originalgrand Remastered Waterproof Chukka Boots. Color Chocolate Raisin/Natural/Dark Sequoia Wp. Low Stock. On sale for $180.00. MSRP $200.00. 10% off. 2.7 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: Chocolate Raisin/Natural/Dark Sequoia Wp
Price: $180MSRP: $200

Cole Haan - Originalgrand Remastered Waterproof Chukka Boots. Color Black/Black. On sale for $169.95. MSRP $200.00. 15% off. 2.7 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: $169.95MSRP: $200

Cole Haan - Originalgrand Remastered Waterproof Chukka Boots. Color Woodbury/Dark Roast. Low Stock. On sale for $160.00. MSRP $200.00. 20% off. 2.7 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: Woodbury/Dark Roast
Price: $160MSRP: $200

SOREL - Madson II Chukka Waterproof. Color Velvet Tan/Gum. Low Stock. On sale for $171.00. MSRP $190.00. 10% off.

Low Stock

SOREL Madson II Chukka Waterproof

SOREL Madson II Chukka Waterproof

Brand Name: SOREL
Product Name: Madson II Chukka Waterproof
Gender: Men's
Color: Velvet Tan/Gum
Price: $171MSRP: $190

Clarks - Morris Peak Waterproof. Color Beeswax Leather. Low Stock. $119.95. 3.5 out of 5 stars

Low Stock

Clarks Morris Peak Waterproof

Clarks Morris Peak Waterproof

Brand Name: Clarks
Product Name: Morris Peak Waterproof
Gender: Men's
Color: Beeswax Leather
Price: $119.95

Sperry - Coldbay Chukka Realtree MM. Color Olive. On sale for $113.46. MSRP $120.00. 5% off.

Sperry Coldbay Chukka Realtree MM

Sperry Coldbay Chukka Realtree MM

Brand Name: Sperry
Product Name: Coldbay Chukka Realtree MM
Gender: Men's
Color: Olive
Price: $113.46MSRP: $120

Timberland - 6" Premium Boot. Color Dark Blue Canvas. On sale for $121.73. MSRP $170.00. 28% off. 4.5 out of 5 stars

Timberland 6" Premium Boot

Timberland 6" Premium Boot

Brand Name: Timberland
Product Name: 6" Premium Boot
Gender: Women's
Color: Dark Blue Canvas
Price: $121.73MSRP: $170

Sperry - Norfolk Boots. Color Brown. Low Stock. On sale for $70.00. MSRP $100.00. 30% off. 1.0 out of 5 stars

Low Stock

Sperry Norfolk Boots

Sperry Norfolk Boots

Brand Name: Sperry
Product Name: Norfolk Boots
Gender: Men's
Color: Brown
Price: $70MSRP: $100

The Original Muck Boot Company - Edgewater Classic. Color Black. Low Stock. On sale for $97.80. MSRP $115.00. 15% off. 3.0 out of 5 stars

Low Stock

The Original Muck Boot Company Edgewater Classic

The Original Muck Boot Company Edgewater Classic

Brand Name: The Original Muck Boot Company
Product Name: Edgewater Classic
Gender: Men's
Color: Black
Price: $97.80MSRP: $115

FLY LONDON - Brak593fly. Color Black. Low Stock. On sale for $225.00. MSRP $250.00. 10% off. 4.5 out of 5 stars

Low Stock

FLY LONDON Brak593fly

FLY LONDON Brak593fly

Brand Name: FLY LONDON
Product Name: Brak593fly
Gender: Women's
Color: Black
Price: $225MSRP: $250

FLY LONDON - Brak593fly. Color Elephant. Low Stock. On sale for $152.75. MSRP $235.00. 35% off. 4.5 out of 5 stars

Low Stock

FLY LONDON Brak593fly

FLY LONDON Brak593fly

Brand Name: FLY LONDON
Product Name: Brak593fly
Gender: Women's
Color: Elephant
Price: $152.75MSRP: $235

KEEN - Howser II Chukka WP (Toddler/Little Kid). Color Capulet Olive/Russet Orange. Low Stock. On sale for $22.50. MSRP $75.00. 70% off. 4.1 out of 5 stars

Low Stock

KEEN Howser II Chukka WP (Toddler/Little Kid)

KEEN Howser II Chukka WP (Toddler/Little Kid)

Brand Name: KEEN
Product Name: Howser II Chukka WP (Toddler/Little Kid)
Color: Capulet Olive/Russet Orange
Price: $22.50MSRP: $75

KEEN - Kanibou Waterproof (Toddler/Little Kid). Color Java/Naval Academy. Low Stock. On sale for $42.50. MSRP $85.00. 50% off. 4.0 out of 5 stars

Low Stock

KEEN Kanibou Waterproof (Toddler/Little Kid)

KEEN Kanibou Waterproof (Toddler/Little Kid)

Brand Name: KEEN
Product Name: Kanibou Waterproof (Toddler/Little Kid)
Color: Java/Naval Academy
Price: $42.50MSRP: $85