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

Men's Size 8.5 Comfort On Sale Products

334 items found

Filters

Search Results

Dockers - Callum. Color Butterscotch. Low Stock. On sale for $59.50. MSRP $85.00. 30% off.

Low Stock

Dockers Callum

Dockers Callum

Brand Name: Dockers
Product Name: Callum
Gender: Men's
Color: Butterscotch
Price: $59.50MSRP: $85

adidas - Streettalk. Color Black/Black/Off-White. On sale for $64.65. MSRP $75.00. 14% off. 3.0 out of 5 stars

adidas Streettalk

adidas Streettalk

Brand Name: adidas
Product Name: Streettalk
Gender: Men's
Color: Black/Black/Off-White
Price: $64.65MSRP: $75

TOMS - Carlo 2.0. Color Military Olive. On sale for $51.00. MSRP $85.00. 40% off. 5.0 out of 5 stars

TOMS Carlo 2.0

TOMS Carlo 2.0

Brand Name: TOMS
Product Name: Carlo 2.0
Gender: Men's
Color: Military Olive
Price: $51MSRP: $85

Deer Stags - Status. Color Black/Luggage. On sale for $68.70. MSRP $100.00. 31% off. 3.1 out of 5 stars

Deer Stags Status

Deer Stags Status

Brand Name: Deer Stags
Product Name: Status
Gender: Men's
Color: Black/Luggage
Price: $68.70MSRP: $100

Columbia - Bahama X Relaxed. Color Grey Ice/Sea Salt. On sale for $69.29. MSRP $80.00. 13% off. 4.2 out of 5 stars

Columbia Bahama X Relaxed

Columbia Bahama X Relaxed

Brand Name: Columbia
Product Name: Bahama X Relaxed
Gender: Men's
Color: Grey Ice/Sea Salt
Price: $69.29MSRP: $80

Columbia - Bahama X Slip-On. Color Mud/Oxford Tan. On sale for $66.97. MSRP $80.00. 16% off. 3.0 out of 5 stars

Columbia Bahama X Slip-On

Columbia Bahama X Slip-On

Brand Name: Columbia
Product Name: Bahama X Slip-On
Gender: Men's
Color: Mud/Oxford Tan
Price: $66.97MSRP: $80

Marc Joseph New York - Watson Ave. Color Grey Suede. Low Stock. On sale for $74.25. MSRP $165.00. 55% off.

Low Stock

Marc Joseph New York Watson Ave

Marc Joseph New York Watson Ave

Brand Name: Marc Joseph New York
Product Name: Watson Ave
Gender: Men's
Color: Grey Suede
Price: $74.25MSRP: $165

Rockport - Rhett. Color Grey Canvas. On sale for $74.71. MSRP $114.95. 35% off. 3.0 out of 5 stars

Rockport Rhett

Rockport Rhett

Brand Name: Rockport
Product Name: Rhett
Gender: Men's
Color: Grey Canvas
Price: $74.71MSRP: $114.95

Nunn Bush - Odell Wingtip Boot with KORE Walking Comfort Technology. Color Brown CH. On sale for $34.50. MSRP $115.00. 70% off. 4.2 out of 5 stars

Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Odell Wingtip Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Brown CH
Price: $34.50MSRP: $115

Gola - Tornado '88. Color Dark Khaki/Off White/Rust. On sale for $72.00. MSRP $120.00. 40% off. 5.0 out of 5 stars

Gola Tornado '88

Gola Tornado '88

Brand Name: Gola
Product Name: Tornado '88
Gender: Men's
Color: Dark Khaki/Off White/Rust
Price: $72MSRP: $120

Emerica - Ksl III. Color Black/Black. On sale for $71.25. MSRP $95.00. 25% off. 4.8 out of 5 stars

Emerica Ksl III

Emerica Ksl III

Brand Name: Emerica
Product Name: Ksl III
Gender: Men's
Color: Black/Black
Price: $71.25MSRP: $95

adidas - adizero Impact Football Cleats. Color White/Silver Metallic/White 1. On sale for $73.41. MSRP $110.00. 33% off. 5.0 out of 5 stars

adidas adizero Impact Football Cleats

adidas adizero Impact Football Cleats

Brand Name: adidas
Product Name: adizero Impact Football Cleats
Gender: Unisex
Color: White/Silver Metallic/White 1
Price: $73.41MSRP: $110

SKECHERS - Go Walk Max - Hands Free Slip-ins The American Dream. Color Navy. On sale for $56.00. MSRP $70.00. 20% off. 4.8 out of 5 stars

SKECHERS Go Walk Max - Hands Free Slip-ins The American Dream

SKECHERS Go Walk Max - Hands Free Slip-ins The American Dream

Brand Name: SKECHERS
Product Name: Go Walk Max - Hands Free Slip-ins The American Dream
Gender: Men's
Color: Navy
Price: $56MSRP: $70

TOMS - Baja 2.0. Color Walnut. On sale for $67.50. MSRP $75.00. 10% off. 1.0 out of 5 stars

TOMS Baja 2.0

TOMS Baja 2.0

Brand Name: TOMS
Product Name: Baja 2.0
Gender: Men's
Color: Walnut
Price: $67.50MSRP: $75

Vans - Classic Slip-on. Color Vans Check Emerald. Low Stock. On sale for $42.00. MSRP $60.00. 30% off. 5.0 out of 5 stars

Low Stock

Vans Classic Slip-on

Vans Classic Slip-on

Brand Name: Vans
Product Name: Classic Slip-on
Gender: Unisex
Color: Vans Check Emerald
Price: $42MSRP: $60

Allbirds - Tree Runner Go. Color Deep Navy/Blizzard Sole. Low Stock. On sale for $48.00. MSRP $120.00. 60% off. 4.2 out of 5 stars

Low Stock

Allbirds Tree Runner Go

Allbirds Tree Runner Go

Brand Name: Allbirds
Product Name: Tree Runner Go
Gender: Men's
Color: Deep Navy/Blizzard Sole
Price: $48MSRP: $120

Stacy Adams - Scanlan Elastic Lace. Color Gray Multi. Low Stock. On sale for $74.75. MSRP $115.00. 35% off. 5.0 out of 5 stars

Low Stock

Stacy Adams Scanlan Elastic Lace

Stacy Adams Scanlan Elastic Lace

Brand Name: Stacy Adams
Product Name: Scanlan Elastic Lace
Gender: Men's
Color: Gray Multi
Price: $74.75MSRP: $115

etnies - Barge Plus. Color Navy/Dark Grey/Blue. On sale for $45.00. MSRP $75.00. 40% off. 4.2 out of 5 stars

etnies Barge Plus

etnies Barge Plus

Brand Name: etnies
Product Name: Barge Plus
Gender: Men's
Color: Navy/Dark Grey/Blue
Price: $45MSRP: $75

etnies - Snake. Color Dark Grey. On sale for $51.00. MSRP $85.00. 40% off. 3.9 out of 5 stars

etnies Snake

etnies Snake

Brand Name: etnies
Product Name: Snake
Gender: Men's
Color: Dark Grey
Price: $51MSRP: $85

PUMA - Ultra 5 Play Turf Trainer Soccer Cleats. Color Puma Black/Puma White. On sale for $50.41. MSRP $60.00. 16% off.

PUMA Ultra 5 Play Turf Trainer Soccer Cleats

PUMA Ultra 5 Play Turf Trainer Soccer Cleats

Brand Name: PUMA
Product Name: Ultra 5 Play Turf Trainer Soccer Cleats
Gender: Men's
Color: Puma Black/Puma White
Price: $50.41MSRP: $60

Rockport - Tayo. Color Dark Brown Embossed Leather. On sale for $64.60. MSRP $129.95. 50% off.

Rockport Tayo

Rockport Tayo

Brand Name: Rockport
Product Name: Tayo
Gender: Men's
Color: Dark Brown Embossed Leather
Price: $64.60MSRP: $129.95

Rockport - Tayo. Color Black Embossed Leather. On sale for $59.99. MSRP $129.95. 54% off.

Rockport Tayo

Rockport Tayo

Brand Name: Rockport
Product Name: Tayo
Gender: Men's
Color: Black Embossed Leather
Price: $59.99MSRP: $129.95

Cole Haan - Grand Crosscourt Runox Sneakers. Color Grey Nubuck. On sale for $74.98. MSRP $110.00. 32% off. 5.0 out of 5 stars

Cole Haan Grand Crosscourt Runox Sneakers

Cole Haan Grand Crosscourt Runox Sneakers

Brand Name: Cole Haan
Product Name: Grand Crosscourt Runox Sneakers
Gender: Men's
Color: Grey Nubuck
Price: $74.98MSRP: $110

Columbia - Strata Trail™ Low. Color Pebble/Spice. Low Stock. On sale for $71.50. MSRP $110.00. 35% off. 1.0 out of 5 stars

Low Stock

Columbia Strata Trail™ Low

Columbia Strata Trail™ Low

Brand Name: Columbia
Product Name: Strata Trail™ Low
Gender: Men's
Color: Pebble/Spice
Price: $71.50MSRP: $110

Dr. Scholl's - Madison Men Oxford Derby. Color Light Tan Faux Leather. Low Stock. On sale for $61.75. MSRP $95.00. 35% off.

Low Stock

Dr. Scholl's Madison Men Oxford Derby

Dr. Scholl's Madison Men Oxford Derby

Brand Name: Dr. Scholl's
Product Name: Madison Men Oxford Derby
Gender: Men's
Color: Light Tan Faux Leather
Price: $61.75MSRP: $95

Allbirds - Wool Runner Go. Color Medium Grey (Blizzard). Low Stock. On sale for $55.00. MSRP $110.00. 50% off. 4.2 out of 5 stars

Low Stock

Allbirds Wool Runner Go

Allbirds Wool Runner Go

Brand Name: Allbirds
Product Name: Wool Runner Go
Gender: Men's
Color: Medium Grey (Blizzard)
Price: $55MSRP: $110

Converse - Chuck Taylor All Star Suede High-Top. Color Light Grey/Egret/Black. On sale for $67.50. MSRP $75.00. 10% off.

Converse Chuck Taylor All Star Suede High-Top

Converse Chuck Taylor All Star Suede High-Top

Brand Name: Converse
Product Name: Chuck Taylor All Star Suede High-Top
Gender: Unisex
Color: Light Grey/Egret/Black
Price: $67.50MSRP: $75

Converse - Chuck Taylor All Star Suede Low Top. Color New Found Bloom/Gold/Egret. On sale for $63.00. MSRP $70.00. 10% off.

Converse Chuck Taylor All Star Suede Low Top

Converse Chuck Taylor All Star Suede Low Top

Brand Name: Converse
Product Name: Chuck Taylor All Star Suede Low Top
Gender: Unisex
Color: New Found Bloom/Gold/Egret
Price: $63MSRP: $70

Converse - Chuck Taylor All Star Malden Street Canvas & Suede Mid Top. Color Black/Brown/Total Eclipse. Low Stock. On sale for $67.50. MSRP $75.00. 10% off. 5.0 out of 5 stars

Low Stock

Converse Chuck Taylor All Star Malden Street Canvas & Suede Mid Top

Converse Chuck Taylor All Star Malden Street Canvas & Suede Mid Top

Brand Name: Converse
Product Name: Chuck Taylor All Star Malden Street Canvas & Suede Mid Top
Gender: Unisex
Color: Black/Brown/Total Eclipse
Price: $67.50MSRP: $75

Eastland 1955 Edition - DANTE. Color Natural. Low Stock. On sale for $52.50. MSRP $75.00. 30% off. 4.0 out of 5 stars

Low Stock

Eastland 1955 Edition DANTE

Eastland 1955 Edition DANTE

Brand Name: Eastland 1955 Edition
Product Name: DANTE
Gender: Men's
Color: Natural
Price: $52.50MSRP: $75

Stacy Adams - Corvell Slip-On Driver Loafer. Color Tan. Low Stock. On sale for $65.57. MSRP $90.00. 27% off. 2.0 out of 5 stars

Low Stock

Stacy Adams Corvell Slip-On Driver Loafer

Stacy Adams Corvell Slip-On Driver Loafer

Brand Name: Stacy Adams
Product Name: Corvell Slip-On Driver Loafer
Gender: Men's
Color: Tan
Price: $65.57MSRP: $90

Deer Stags - Breezy. Color Light Grey. Low Stock. On sale for $63.53. MSRP $100.00. 36% off. 5.0 out of 5 stars

Low Stock

Deer Stags Breezy

Deer Stags Breezy

Brand Name: Deer Stags
Product Name: Breezy
Gender: Men's
Color: Light Grey
Price: $63.53MSRP: $100

Stacy Adams - Starleigh Rhinestone Slip-On. Color Black/Silver. On sale for $69.97. MSRP $90.00. 22% off. 4.5 out of 5 stars

Stacy Adams Starleigh Rhinestone Slip-On

Stacy Adams Starleigh Rhinestone Slip-On

Brand Name: Stacy Adams
Product Name: Starleigh Rhinestone Slip-On
Gender: Men's
Color: Black/Silver
Price: $69.97MSRP: $90

Stacy Adams - Starleigh Rhinestone Slip-On. Color Black/Gold. On sale for $69.97. MSRP $90.00. 22% off. 4.5 out of 5 stars

Stacy Adams Starleigh Rhinestone Slip-On

Stacy Adams Starleigh Rhinestone Slip-On

Brand Name: Stacy Adams
Product Name: Starleigh Rhinestone Slip-On
Gender: Men's
Color: Black/Gold
Price: $69.97MSRP: $90

4 of 4

1 2 34Next Page