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 8.5 Closed Toe Comfort Products

43 items found

Filters

Search Results

Samuel Hubbard - Sunset Sneakers 2.0. Color White Leather. $210.00.

Samuel Hubbard Sunset Sneakers 2.0

Samuel Hubbard Sunset Sneakers 2.0

Brand Name: Samuel Hubbard
Product Name: Sunset Sneakers 2.0
Gender: Men's
Color: White Leather
Price: $210

Bruno Magli - Maioco Penny. Color Brown. Low Stock. On sale for $335.75. MSRP $395.00. 15% off.

Low Stock

Bruno Magli Maioco Penny

Bruno Magli Maioco Penny

Brand Name: Bruno Magli
Product Name: Maioco Penny
Gender: Men's
Color: Brown
Price: $335.75MSRP: $395

Magnanni - Shaw. Color Rocia Taupe Suede. On sale for $396.00. MSRP $495.00. 20% off.

Magnanni Shaw

Magnanni Shaw

Brand Name: Magnanni
Product Name: Shaw
Gender: Men's
Color: Rocia Taupe Suede
Price: $396MSRP: $495

Johnston & Murphy - Bolivar Venetian. Color Snuff. On sale for $206.25. MSRP $275.00. 25% off. 4.6 out of 5 stars

Johnston & Murphy Bolivar Venetian

Johnston & Murphy Bolivar Venetian

Brand Name: Johnston & Murphy
Product Name: Bolivar Venetian
Gender: Men's
Color: Snuff
Price: $206.25MSRP: $275

Johnston & Murphy - Cormac Cap Toe. Color Black Italian Calfskin. On sale for $250.75. MSRP $295.00. 15% off. 4.7 out of 5 stars

Johnston & Murphy Cormac Cap Toe

Johnston & Murphy Cormac Cap Toe

Brand Name: Johnston & Murphy
Product Name: Cormac Cap Toe
Gender: Men's
Color: Black Italian Calfskin
Price: $250.75MSRP: $295

Cole Haan - Berkshire Lug Chukka Boots. Color Lava Suede/Dark. On sale for $219.40. MSRP $250.00. 12% 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: Lava Suede/Dark
Price: $219.40MSRP: $250

Allen Edmonds - Oliver-2 Court Inspired Shoes. Color True Red Leather. Low Stock. On sale for $279.00. MSRP $325.00. 14% off.

Low Stock

Allen Edmonds Oliver-2 Court Inspired Shoes

Allen Edmonds Oliver-2 Court Inspired Shoes

Brand Name: Allen Edmonds
Product Name: Oliver-2 Court Inspired Shoes
Gender: Men's
Color: True Red Leather
Price: $279MSRP: $325

Samuel Hubbard - Sunset Sneakers 2.0. Color Black Leather. $210.00.

Samuel Hubbard Sunset Sneakers 2.0

Samuel Hubbard Sunset Sneakers 2.0

Brand Name: Samuel Hubbard
Product Name: Sunset Sneakers 2.0
Gender: Men's
Color: Black Leather
Price: $210

Magnanni - Romero II. Color Sky/Grey. Low Stock. On sale for $423.75. MSRP $565.00. 25% off.

Low Stock

Magnanni Romero II

Magnanni Romero II

Brand Name: Magnanni
Product Name: Romero II
Gender: Men's
Color: Sky/Grey
Price: $423.75MSRP: $565

Magnanni - Leve Slip. Color White. On sale for $330.00. MSRP $550.00. 40% off.

Magnanni Leve Slip

Magnanni Leve Slip

Brand Name: Magnanni
Product Name: Leve Slip
Gender: Men's
Color: White
Price: $330MSRP: $550

Magnanni - Costa Slip Perf. Color White. On sale for $382.50. MSRP $450.00. 15% off.

Magnanni Costa Slip Perf

Magnanni Costa Slip Perf

Brand Name: Magnanni
Product Name: Costa Slip Perf
Gender: Men's
Color: White
Price: $382.50MSRP: $450

Magnanni - Eu Bravo. Color Tierra. On sale for $409.50. MSRP $455.00. 10% off.

Magnanni Eu Bravo

Magnanni Eu Bravo

Brand Name: Magnanni
Product Name: Eu Bravo
Gender: Men's
Color: Tierra
Price: $409.50MSRP: $455

Magnanni - Daren. Color Cognac. On sale for $446.25. MSRP $525.00. 15% off.

Magnanni Daren

Magnanni Daren

Brand Name: Magnanni
Product Name: Daren
Gender: Men's
Color: Cognac
Price: $446.25MSRP: $525

Magnanni - 23037-00. Color Bone Suede. Low Stock. On sale for $446.25. MSRP $525.00. 15% off.

Low Stock

Magnanni 23037-00

Magnanni 23037-00

Brand Name: Magnanni
Product Name: 23037-00
Gender: Men's
Color: Bone Suede
Price: $446.25MSRP: $525

Magnanni - Macsen. Color Black. On sale for $356.25. MSRP $475.00. 25% off.

Magnanni Macsen

Magnanni Macsen

Brand Name: Magnanni
Product Name: Macsen
Gender: Men's
Color: Black
Price: $356.25MSRP: $475

Magnanni - Lawford Flx. Color Indigo Suede. On sale for $285.00. MSRP $475.00. 40% off. 5.0 out of 5 stars

Magnanni Lawford Flx

Magnanni Lawford Flx

Brand Name: Magnanni
Product Name: Lawford Flx
Gender: Men's
Color: Indigo Suede
Price: $285MSRP: $475

Magnanni - Leone. Color Tabaco. Low Stock. On sale for $427.50. MSRP $475.00. 10% off.

Low Stock

Magnanni Leone

Magnanni Leone

Brand Name: Magnanni
Product Name: Leone
Gender: Men's
Color: Tabaco
Price: $427.50MSRP: $475

Magnanni - Costa Summer Slip. Color Navy. Low Stock. On sale for $337.50. MSRP $450.00. 25% off.

Low Stock

Magnanni Costa Summer Slip

Magnanni Costa Summer Slip

Brand Name: Magnanni
Product Name: Costa Summer Slip
Gender: Men's
Color: Navy
Price: $337.50MSRP: $450

Magnanni - Bandera. Color Bone Suede. Low Stock. On sale for $403.75. MSRP $475.00. 15% off.

Low Stock

Magnanni Bandera

Magnanni Bandera

Brand Name: Magnanni
Product Name: Bandera
Gender: Men's
Color: Bone Suede
Price: $403.75MSRP: $475

Magnanni - Macsen. Color Tabaco. On sale for $427.50. MSRP $475.00. 10% off.

Magnanni Macsen

Magnanni Macsen

Brand Name: Magnanni
Product Name: Macsen
Gender: Men's
Color: Tabaco
Price: $427.50MSRP: $475

Magnanni - Costa Slip Perf. Color Cognac. On sale for $382.50. MSRP $450.00. 15% off.

Magnanni Costa Slip Perf

Magnanni Costa Slip Perf

Brand Name: Magnanni
Product Name: Costa Slip Perf
Gender: Men's
Color: Cognac
Price: $382.50MSRP: $450

Samuel Hubbard - DressFast. Color Cognac Leather. $295.00. 4.4 out of 5 stars

Samuel Hubbard DressFast

Samuel Hubbard DressFast

Brand Name: Samuel Hubbard
Product Name: DressFast
Gender: Men's
Color: Cognac Leather
Price: $295

Samuel Hubbard - DressFast. Color Black. $295.00. 4.4 out of 5 stars

Samuel Hubbard DressFast

Samuel Hubbard DressFast

Brand Name: Samuel Hubbard
Product Name: DressFast
Gender: Men's
Color: Black
Price: $295

Samuel Hubbard - Frequent Traveler Loafer. Color Black. $285.00. 4.5 out of 5 stars

Samuel Hubbard Frequent Traveler Loafer

Samuel Hubbard Frequent Traveler Loafer

Brand Name: Samuel Hubbard
Product Name: Frequent Traveler Loafer
Gender: Men's
Color: Black
Price: $285

Bruno Magli - Dario. Color Beige. Low Stock. On sale for $268.20. MSRP $298.00. 10% off.

Low Stock

Bruno Magli Dario

Bruno Magli Dario

Brand Name: Bruno Magli
Product Name: Dario
Gender: Men's
Color: Beige
Price: $268.20MSRP: $298

Bruno Magli - Dario. Color Blue. Low Stock. On sale for $268.20. MSRP $298.00. 10% off.

Low Stock

Bruno Magli Dario

Bruno Magli Dario

Brand Name: Bruno Magli
Product Name: Dario
Gender: Men's
Color: Blue
Price: $268.20MSRP: $298

Allen Edmonds - Elliot Lace-Up Shoes. Color Black Leather. Low Stock. On sale for $288.52. MSRP $325.00. 11% off.

Low Stock

Allen Edmonds Elliot Lace-Up Shoes

Allen Edmonds Elliot Lace-Up Shoes

Brand Name: Allen Edmonds
Product Name: Elliot Lace-Up Shoes
Gender: Men's
Color: Black Leather
Price: $288.52MSRP: $325

ECCO - Biom C4 Vented GORE-TEX® Waterproof Golf Shoe. Color Concrete/Baygreen. On sale for $224.10. MSRP $249.00. 10% off. 4.3 out of 5 stars

ECCO Biom C4 Vented GORE-TEX® Waterproof Golf Shoe

ECCO Biom C4 Vented GORE-TEX® Waterproof Golf Shoe

Brand Name: ECCO
Product Name: Biom C4 Vented GORE-TEX® Waterproof Golf Shoe
Gender: Men's
Color: Concrete/Baygreen
Price: $224.10MSRP: $249

Johnston & Murphy - Flynch Cap Toe. Color Tan Italian Calfskin. Low Stock. On sale for $268.20. MSRP $298.00. 10% off. 3.1 out of 5 stars

Low Stock

Johnston & Murphy Flynch Cap Toe

Johnston & Murphy Flynch Cap Toe

Brand Name: Johnston & Murphy
Product Name: Flynch Cap Toe
Gender: Men's
Color: Tan Italian Calfskin
Price: $268.20MSRP: $298

Johnston & Murphy - Jenson Plain Toe. Color Tan European Calfskin. On sale for $247.50. MSRP $275.00. 10% off. 4.1 out of 5 stars

Johnston & Murphy Jenson Plain Toe

Johnston & Murphy Jenson Plain Toe

Brand Name: Johnston & Murphy
Product Name: Jenson Plain Toe
Gender: Men's
Color: Tan European Calfskin
Price: $247.50MSRP: $275

Cole Haan - Originalgrand Cityspectre Chelsea Boots. Color Black/Black. On sale for $207.00. MSRP $230.00. 10% off.

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: Black/Black
Price: $207MSRP: $230

Wolf & Shepherd - Baller Sport. Color Black. On sale for $202.50. MSRP $225.00. 10% off. 5.0 out of 5 stars

Wolf & Shepherd Baller Sport

Wolf & Shepherd Baller Sport

Brand Name: Wolf & Shepherd
Product Name: Baller Sport
Gender: Men's
Color: Black
Price: $202.50MSRP: $225

Wolf & Shepherd - Supercrossover. Color Navy. On sale for $250.75. MSRP $295.00. 15% off.

Wolf & Shepherd Supercrossover

Wolf & Shepherd Supercrossover

Brand Name: Wolf & Shepherd
Product Name: Supercrossover
Gender: Men's
Color: Navy
Price: $250.75MSRP: $295

Allen Edmonds - Higginsfplug. Color Burgundy. Low Stock. On sale for $371.25. MSRP $495.00. 25% off. 4.3 out of 5 stars

Low Stock

Allen Edmonds Higginsfplug

Allen Edmonds Higginsfplug

Brand Name: Allen Edmonds
Product Name: Higginsfplug
Gender: Men's
Color: Burgundy
Price: $371.25MSRP: $495

Johnston & Murphy - Jenson Longwing. Color Tan European Calfskin. On sale for $247.50. MSRP $275.00. 10% off. 4.1 out of 5 stars

Johnston & Murphy Jenson Longwing

Johnston & Murphy Jenson Longwing

Brand Name: Johnston & Murphy
Product Name: Jenson Longwing
Gender: Men's
Color: Tan European Calfskin
Price: $247.50MSRP: $275

Cole Haan - Originalgrand Cityspectre Chelsea Boots. Color Woodbury/Dark Natural/Silver Birch. On sale for $207.00. MSRP $230.00. 10% off.

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: $207MSRP: $230

COACH - Declan Loafer. Color Black. Low Stock. On sale for $212.36. MSRP $250.00. 15% off. 4.8 out of 5 stars

Low Stock

COACH Declan Loafer

COACH Declan Loafer

Brand Name: COACH
Product Name: Declan Loafer
Gender: Men's
Color: Black
Price: $212.36MSRP: $250

MOON BOOT - Ltrack Monaco Wp. Color White. Low Stock. On sale for $265.50. MSRP $295.00. 10% off. 2.0 out of 5 stars

Low Stock

MOON BOOT Ltrack Monaco Wp

MOON BOOT Ltrack Monaco Wp

Brand Name: MOON BOOT
Product Name: Ltrack Monaco Wp
Gender: Unisex
Color: White
Price: $265.50MSRP: $295

MOON BOOT - Icon Low Quilt. Color Caramel. Low Stock. On sale for $279.00. MSRP $310.00. 10% off.

Low Stock

MOON BOOT Icon Low Quilt

MOON BOOT Icon Low Quilt

Brand Name: MOON BOOT
Product Name: Icon Low Quilt
Gender: Unisex
Color: Caramel
Price: $279MSRP: $310

Magnanni - Marcona. Color Cuero. Low Stock. On sale for $255.75. MSRP $465.00. 45% off.

Low Stock

Magnanni Marcona

Magnanni Marcona

Brand Name: Magnanni
Product Name: Marcona
Gender: Men's
Color: Cuero
Price: $255.75MSRP: $465

Magnanni - Orion Cap. Color Brown. On sale for $308.75. MSRP $475.00. 35% off.

Magnanni Orion Cap

Magnanni Orion Cap

Brand Name: Magnanni
Product Name: Orion Cap
Gender: Men's
Color: Brown
Price: $308.75MSRP: $475

Magnanni - Malta. Color Cognac. On sale for $418.50. MSRP $465.00. 10% off.

Magnanni Malta

Magnanni Malta

Brand Name: Magnanni
Product Name: Malta
Gender: Men's
Color: Cognac
Price: $418.50MSRP: $465

Johnston & Murphy - Ellsworth Cap Toe. Color Brown/Tan Italian Calfskin. Low Stock. On sale for $253.30. MSRP $298.00. 15% off. 4.4 out of 5 stars

Low Stock

Johnston & Murphy Ellsworth Cap Toe

Johnston & Murphy Ellsworth Cap Toe

Brand Name: Johnston & Murphy
Product Name: Ellsworth Cap Toe
Gender: Men's
Color: Brown/Tan Italian Calfskin
Price: $253.30MSRP: $298