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

Size 8 Ankle Shoes

130 items found

Filters

Search Results

Cole Haan - Originalgrand Remastered Waterproof Chukka Boots. Color Scotch/Alabaster. Low Stock. On sale for $187.91. MSRP $200.00. 6% 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: Scotch/Alabaster
Price: $187.91MSRP: $200

Vans - Mte™ Standard Mid Chelsea Waterproof. Color 30th Anniversary Gray Olive. On sale for $90.00. MSRP $150.00. 40% off. 3.2 out of 5 stars

Vans Mte™ Standard Mid Chelsea Waterproof

Vans Mte™ Standard Mid Chelsea Waterproof

Brand Name: Vans
Product Name: Mte™ Standard Mid Chelsea Waterproof
Gender: Unisex
Color: 30th Anniversary Gray Olive
Price: $90MSRP: $150

Dansko - Sigourney. Color Mushroom. On sale for $129.46. MSRP $184.95. 30% off. 3.5 out of 5 stars

Dansko Sigourney

Dansko Sigourney

Brand Name: Dansko
Product Name: Sigourney
Gender: Women's
Color: Mushroom
Price: $129.46MSRP: $184.95

Sperry - Stringer. Color Tan. On sale for $117.00. MSRP $130.00. 10% off.

Sperry Stringer

Sperry Stringer

Brand Name: Sperry
Product Name: Stringer
Gender: Men's
Color: Tan
Price: $117MSRP: $130

Sperry - Gloucester. Color Tan. Low Stock. On sale for $108.00. MSRP $120.00. 10% off.

Low Stock

Sperry Gloucester

Sperry Gloucester

Brand Name: Sperry
Product Name: Gloucester
Gender: Men's
Color: Tan
Price: $108MSRP: $120

Sperry - Tour Mid Moc. Color Dark Brown. On sale for $126.00. MSRP $140.00. 10% off.

Sperry Tour Mid Moc

Sperry Tour Mid Moc

Brand Name: Sperry
Product Name: Tour Mid Moc
Gender: Men's
Color: Dark Brown
Price: $126MSRP: $140

Johnston & Murphy - Hartley Wingtip Boot. Color Snuff Italian Suede. Low Stock. On sale for $130.00. MSRP $325.00. 60% off.

Low Stock

Johnston & Murphy Hartley Wingtip Boot

Johnston & Murphy Hartley Wingtip Boot

Brand Name: Johnston & Murphy
Product Name: Hartley Wingtip Boot
Gender: Men's
Color: Snuff Italian Suede
Price: $130MSRP: $325

Johnston & Murphy - Calder Chukka. Color Mahogany Full Grain. On sale for $140.25. MSRP $165.00. 15% off. 4.0 out of 5 stars

Johnston & Murphy Calder Chukka

Johnston & Murphy Calder Chukka

Brand Name: Johnston & Murphy
Product Name: Calder Chukka
Gender: Men's
Color: Mahogany Full Grain
Price: $140.25MSRP: $165

Propet - Ridge Walker. Color Black. Low Stock. On sale for $97.70. MSRP $129.99. 25% off. 3.9 out of 5 stars

Low Stock

Propet Ridge Walker

Propet Ridge Walker

Brand Name: Propet
Product Name: Ridge Walker
Gender: Men's
Color: Black
Price: $97.70MSRP: $129.99

Propet - Ridge Walker. Color Grey/Blue. On sale for $109.95. MSRP $129.99. 15% off. 3.9 out of 5 stars

Propet Ridge Walker

Propet Ridge Walker

Brand Name: Propet
Product Name: Ridge Walker
Gender: Men's
Color: Grey/Blue
Price: $109.95MSRP: $129.99

Globe - Dover II Trek. Color Wheat/Gum/Summit. On sale for $87.46. MSRP $124.95. 30% off.

Globe Dover II Trek

Globe Dover II Trek

Brand Name: Globe
Product Name: Dover II Trek
Gender: Men's
Color: Wheat/Gum/Summit
Price: $87.46MSRP: $124.95

Johnston & Murphy - Dudley Chukka. Color Brown Waxed English Suede. Low Stock. On sale for $82.50. MSRP $275.00. 70% off.

Low Stock

Johnston & Murphy Dudley Chukka

Johnston & Murphy Dudley Chukka

Brand Name: Johnston & Murphy
Product Name: Dudley Chukka
Gender: Men's
Color: Brown Waxed English Suede
Price: $82.50MSRP: $275

Propet - Tanner. Color Brown. On sale for $148.49. MSRP $164.99. 10% off. 3.3 out of 5 stars

Propet Tanner

Propet Tanner

Brand Name: Propet
Product Name: Tanner
Gender: Men's
Color: Brown
Price: $148.49MSRP: $164.99

Dansko - Sigourney. Color Black Tumbled. Low Stock. On sale for $166.45. MSRP $184.95. 10% off. 3.5 out of 5 stars

Low Stock

Dansko Sigourney

Dansko Sigourney

Brand Name: Dansko
Product Name: Sigourney
Gender: Women's
Color: Black Tumbled
Price: $166.45MSRP: $184.95

Propet - Veymont. Color Grey/Blue. On sale for $108.80. MSRP $169.95. 36% off. 3.4 out of 5 stars

Propet Veymont

Propet Veymont

Brand Name: Propet
Product Name: Veymont
Gender: Men's
Color: Grey/Blue
Price: $108.80MSRP: $169.95

Stacy Adams - Maury Cap Toe Chelsea Boot. Color Cognac. Low Stock. On sale for $106.98. MSRP $145.00. 26% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Maury Cap Toe Chelsea Boot

Stacy Adams Maury Cap Toe Chelsea Boot

Brand Name: Stacy Adams
Product Name: Maury Cap Toe Chelsea Boot
Gender: Men's
Color: Cognac
Price: $106.98MSRP: $145

Tommy Hilfiger - Tarlin. Color Black. Low Stock. On sale for $105.72. MSRP $119.00. 11% off.

Low Stock

Tommy Hilfiger Tarlin

Tommy Hilfiger Tarlin

Brand Name: Tommy Hilfiger
Product Name: Tarlin
Gender: Men's
Color: Black
Price: $105.72MSRP: $119

Cole Haan - Originalgrand Cityspectre Chelsea Boots. Color Woodbury/Dark Natural/Silver Birch. Low Stock. On sale for $115.00. MSRP $230.00. 50% off.

Low Stock

Cole Haan Originalgrand Cityspectre Chelsea Boots

Cole Haan Originalgrand Cityspectre Chelsea Boots

Brand Name: Cole Haan
Product Name: Originalgrand Cityspectre Chelsea Boots
Gender: Men's
Color: Woodbury/Dark Natural/Silver Birch
Price: $115MSRP: $230

Dr. Martens - 1460. Color Nickel Grey. On sale for $110.50. MSRP $170.00. 35% off.

Dr. Martens 1460

Dr. Martens 1460

Brand Name: Dr. Martens
Product Name: 1460
Gender: Unisex
Color: Nickel Grey
Price: $110.50MSRP: $170

Cole Haan - American Classics Chelsea Boots. Color Black Waterproof/Black/Black. Low Stock. On sale for $170.00. MSRP $200.00. 15% off.

Low Stock

Cole Haan American Classics Chelsea Boots

Cole Haan American Classics Chelsea Boots

Brand Name: Cole Haan
Product Name: American Classics Chelsea Boots
Gender: Men's
Color: Black Waterproof/Black/Black
Price: $170MSRP: $200

Frye - Tyler Flex Chelsea. Color Black. On sale for $201.00. MSRP $268.00. 25% off. 3.6 out of 5 stars

Frye Tyler Flex Chelsea

Frye Tyler Flex Chelsea

Brand Name: Frye
Product Name: Tyler Flex Chelsea
Gender: Men's
Color: Black
Price: $201MSRP: $268

Frye - Barrett Lace Up. Color Cognac. On sale for $173.60. MSRP $248.00. 30% off. 5.0 out of 5 stars

Frye Barrett Lace Up

Frye Barrett Lace Up

Brand Name: Frye
Product Name: Barrett Lace Up
Gender: Men's
Color: Cognac
Price: $173.60MSRP: $248

Frye - Barrett Lace Up. Color Black. On sale for $223.20. MSRP $248.00. 10% off. 5.0 out of 5 stars

Frye Barrett Lace Up

Frye Barrett Lace Up

Brand Name: Frye
Product Name: Barrett Lace Up
Gender: Men's
Color: Black
Price: $223.20MSRP: $248

Crocs - Echo Boots. Color Black/ Z Shield. Low Stock. On sale for $107.95. MSRP $119.95. 10% off. 3.4 out of 5 stars

Low Stock

Crocs Echo Boots

Crocs Echo Boots

Brand Name: Crocs
Product Name: Echo Boots
Gender: Unisex
Color: Black/ Z Shield
Price: $107.95MSRP: $119.95

Steve Madden - Daviston. Color Black. On sale for $128.39. MSRP $165.00. 22% off.

Steve Madden Daviston

Steve Madden Daviston

Brand Name: Steve Madden
Product Name: Daviston
Gender: Men's
Color: Black
Price: $128.39MSRP: $165

Kenneth Cole - Captain Combat. Color Black. On sale for $76.30. MSRP $139.95. 45% off. 5.0 out of 5 stars

Kenneth Cole Captain Combat

Kenneth Cole Captain Combat

Brand Name: Kenneth Cole
Product Name: Captain Combat
Gender: Men's
Color: Black
Price: $76.30MSRP: $139.95

Columbia - Peakfreak Rush Mid Outdry. Color Canvas Tan/Metal. On sale for $112.73. MSRP $130.00. 13% off. 5.0 out of 5 stars

Columbia Peakfreak Rush Mid Outdry

Columbia Peakfreak Rush Mid Outdry

Brand Name: Columbia
Product Name: Peakfreak Rush Mid Outdry
Gender: Men's
Color: Canvas Tan/Metal
Price: $112.73MSRP: $130

Propet - Findley. Color Black. Low Stock. On sale for $97.50. MSRP $154.99. 37% off. 3.6 out of 5 stars

Low Stock

Propet Findley

Propet Findley

Brand Name: Propet
Product Name: Findley
Gender: Men's
Color: Black
Price: $97.50MSRP: $154.99

Propet - Findley. Color Tan 1. On sale for $97.23. MSRP $154.99. 37% off. 3.6 out of 5 stars

Propet Findley

Propet Findley

Brand Name: Propet
Product Name: Findley
Gender: Men's
Color: Tan 1
Price: $97.23MSRP: $154.99

Columbia - Peakfreak Rush Mid Outdry. Color Everblue/Citron Haze. Low Stock. On sale for $123.50. MSRP $130.00. 5% off. 5.0 out of 5 stars

Low Stock

Columbia Peakfreak Rush Mid Outdry

Columbia Peakfreak Rush Mid Outdry

Brand Name: Columbia
Product Name: Peakfreak Rush Mid Outdry
Gender: Men's
Color: Everblue/Citron Haze
Price: $123.50MSRP: $130

2 of 2