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 Casual Comfort Products

632 items found

Filters

Search Results

SKECHERS - Glide-Step Zefyr Hands Free Slip-in. Color Navy. On sale for $59.99. MSRP $80.00. 25% off. 3.9 out of 5 stars

SKECHERS Glide-Step Zefyr Hands Free Slip-in

SKECHERS Glide-Step Zefyr Hands Free Slip-in

Brand Name: SKECHERS
Product Name: Glide-Step Zefyr Hands Free Slip-in
Gender: Men's
Color: Navy
Price: $59.99MSRP: $80

SKECHERS - Glide-Step Zefyr Hands Free Slip-in. Color Gray. On sale for $72.98. MSRP $80.00. 9% off. 3.9 out of 5 stars

SKECHERS Glide-Step Zefyr Hands Free Slip-in

SKECHERS Glide-Step Zefyr Hands Free Slip-in

Brand Name: SKECHERS
Product Name: Glide-Step Zefyr Hands Free Slip-in
Gender: Men's
Color: Gray
Price: $72.98MSRP: $80

SKECHERS - Glide-Step Zefyr Hands Free Slip-in. Color Charcoal/Black. On sale for $61.85. MSRP $80.00. 23% off. 3.9 out of 5 stars

SKECHERS Glide-Step Zefyr Hands Free Slip-in

SKECHERS Glide-Step Zefyr Hands Free Slip-in

Brand Name: SKECHERS
Product Name: Glide-Step Zefyr Hands Free Slip-in
Gender: Men's
Color: Charcoal/Black
Price: $61.85MSRP: $80

SKECHERS - Glide-Step Ryla. Color Gray. On sale for $54.99. MSRP $65.00. 15% off. 4.0 out of 5 stars

SKECHERS Glide-Step Ryla

SKECHERS Glide-Step Ryla

Brand Name: SKECHERS
Product Name: Glide-Step Ryla
Gender: Men's
Color: Gray
Price: $54.99MSRP: $65

Rockport - Evan Waterproof Boots. Color Taupe Multi. On sale for $103.16. MSRP $149.95. 31% off. 3.5 out of 5 stars

Rockport Evan Waterproof Boots

Rockport Evan Waterproof Boots

Brand Name: Rockport
Product Name: Evan Waterproof Boots
Gender: Men's
Color: Taupe Multi
Price: $103.16MSRP: $149.95

Clarks - Wallaston Boot. Color Cola Suede. Low Stock. On sale for $97.50. MSRP $120.00. 19% off. 3.7 out of 5 stars

Low Stock

Clarks Wallaston Boot

Clarks Wallaston Boot

Brand Name: Clarks
Product Name: Wallaston Boot
Gender: Men's
Color: Cola Suede
Price: $97.50MSRP: $120

Clarks - Craftwell Mid. Color Dark Tan Leather. Low Stock. On sale for $66.00. MSRP $110.00. 40% off. 3.5 out of 5 stars

Low Stock

Clarks Craftwell Mid

Clarks Craftwell Mid

Brand Name: Clarks
Product Name: Craftwell Mid
Gender: Men's
Color: Dark Tan Leather
Price: $66MSRP: $110

Clarks - Relaxlite Moc. Color Cola Suede. On sale for $84.00. MSRP $110.00. 24% off.

Clarks Relaxlite Moc

Clarks Relaxlite Moc

Brand Name: Clarks
Product Name: Relaxlite Moc
Gender: Men's
Color: Cola Suede
Price: $84MSRP: $110

Eastland 1955 Edition - Beacon. Color Ivory. On sale for $40.00. MSRP $80.00. 50% off.

Eastland 1955 Edition Beacon

Eastland 1955 Edition Beacon

Brand Name: Eastland 1955 Edition
Product Name: Beacon
Gender: Men's
Color: Ivory
Price: $40MSRP: $80

Propet - Pomeroy. Color Tan. Low Stock. On sale for $103.75. MSRP $137.49. 25% off. 3.1 out of 5 stars

Low Stock

Propet Pomeroy

Propet Pomeroy

Brand Name: Propet
Product Name: Pomeroy
Gender: Men's
Color: Tan
Price: $103.75MSRP: $137.49

New Balance - CT300. Color White/Black/Team Red. On sale for $80.99. MSRP $89.99. 10% off.

New Balance CT300

New Balance CT300

Brand Name: New Balance
Product Name: CT300
Gender: Men's
Color: White/Black/Team Red
Price: $80.99MSRP: $89.99

Rockport - Total Motion Court T-Toe. Color White. On sale for $110.63. MSRP $120.00. 8% off. 5.0 out of 5 stars

Rockport Total Motion Court T-Toe

Rockport Total Motion Court T-Toe

Brand Name: Rockport
Product Name: Total Motion Court T-Toe
Gender: Men's
Color: White
Price: $110.63MSRP: $120

Stacy Adams - Delano Moc Toe Slip-On. Color Brown. On sale for $63.35. MSRP $90.00. 30% off. 5.0 out of 5 stars

Stacy Adams Delano Moc Toe Slip-On

Stacy Adams Delano Moc Toe Slip-On

Brand Name: Stacy Adams
Product Name: Delano Moc Toe Slip-On
Gender: Men's
Color: Brown
Price: $63.35MSRP: $90

Steve Madden - Actton. Color Tan Nubuck. On sale for $85.79. MSRP $130.00. 34% off.

Steve Madden Actton

Steve Madden Actton

Brand Name: Steve Madden
Product Name: Actton
Gender: Men's
Color: Tan Nubuck
Price: $85.79MSRP: $130

ECCO - Byway Slip-On Sneakers. Color Coffee. On sale for $76.97. MSRP $139.95. 45% off. 3.0 out of 5 stars

ECCO Byway Slip-On Sneakers

ECCO Byway Slip-On Sneakers

Brand Name: ECCO
Product Name: Byway Slip-On Sneakers
Gender: Men's
Color: Coffee
Price: $76.97MSRP: $139.95

Cole Haan - 5.Zerogrand Wingtip Oxford. Color Black/Pavement. On sale for $177.39. MSRP $235.00. 25% off. 4.5 out of 5 stars

Cole Haan 5.Zerogrand Wingtip Oxford

Cole Haan 5.Zerogrand Wingtip Oxford

Brand Name: Cole Haan
Product Name: 5.Zerogrand Wingtip Oxford
Gender: Men's
Color: Black/Pavement
Price: $177.39MSRP: $235

ECCO - St.1 Hybrid Penny Loafer. Color Night Sky. Low Stock. On sale for $123.20. MSRP $250.00. 51% off. 5.0 out of 5 stars

Low Stock

ECCO St.1 Hybrid Penny Loafer

ECCO St.1 Hybrid Penny Loafer

Brand Name: ECCO
Product Name: St.1 Hybrid Penny Loafer
Gender: Men's
Color: Night Sky
Price: $123.20MSRP: $250

Eastland 1955 Edition - High Fidelity. Color Black Leather. On sale for $108.44. MSRP $135.00. 20% off. 3.6 out of 5 stars

Eastland 1955 Edition High Fidelity

Eastland 1955 Edition High Fidelity

Brand Name: Eastland 1955 Edition
Product Name: High Fidelity
Gender: Men's
Color: Black Leather
Price: $108.44MSRP: $135

Florsheim - Motion Moc Toe Slip-On. Color Mushroom Nubuck. Low Stock. On sale for $84.00. MSRP $120.00. 30% off. 4.3 out of 5 stars

Low Stock

Florsheim Motion Moc Toe Slip-On

Florsheim Motion Moc Toe Slip-On

Brand Name: Florsheim
Product Name: Motion Moc Toe Slip-On
Gender: Men's
Color: Mushroom Nubuck
Price: $84MSRP: $120

Dansko - Trevor. Color White Calf. On sale for $122.46. MSRP $174.95. 30% off. 2.7 out of 5 stars

Dansko Trevor

Dansko Trevor

Brand Name: Dansko
Product Name: Trevor
Gender: Men's
Color: White Calf
Price: $122.46MSRP: $174.95

Allbirds - Tree Dasher Relay. Color Natural Black (Blizzard). On sale for $95.00. MSRP $130.00. 27% off. 4.4 out of 5 stars

Allbirds Tree Dasher Relay

Allbirds Tree Dasher Relay

Brand Name: Allbirds
Product Name: Tree Dasher Relay
Gender: Men's
Color: Natural Black (Blizzard)
Price: $95MSRP: $130

PIKOLINOS - Nijar M0B. Color Black. On sale for $95.00. MSRP $190.00. 50% off. 5.0 out of 5 stars

PIKOLINOS Nijar M0B

PIKOLINOS Nijar M0B

Brand Name: PIKOLINOS
Product Name: Nijar M0B
Gender: Men's
Color: Black
Price: $95MSRP: $190

PIKOLINOS - Nijar M0B. Color Olmo. On sale for $133.00. MSRP $190.00. 30% off. 5.0 out of 5 stars

PIKOLINOS Nijar M0B

PIKOLINOS Nijar M0B

Brand Name: PIKOLINOS
Product Name: Nijar M0B
Gender: Men's
Color: Olmo
Price: $133MSRP: $190

Vans - Mte™ Ultrarange™ 2.0 Rw. Color Bordeaux. On sale for $80.00. MSRP $100.00. 20% off.

Vans Mte™ Ultrarange™ 2.0 Rw

Vans Mte™ Ultrarange™ 2.0 Rw

Brand Name: Vans
Product Name: Mte™ Ultrarange™ 2.0 Rw
Gender: Unisex
Color: Bordeaux
Price: $80MSRP: $100

Merrell - Nova 4 Traveller Lace. Color Beaver. On sale for $104.00. MSRP $160.00. 35% off.

Merrell Nova 4 Traveller Lace

Merrell Nova 4 Traveller Lace

Brand Name: Merrell
Product Name: Nova 4 Traveller Lace
Gender: Men's
Color: Beaver
Price: $104MSRP: $160

Gola - Hawk. Color White/Navy/Marine Blue. Low Stock. On sale for $103.50. MSRP $115.00. 10% off.

Low Stock

Gola Hawk

Gola Hawk

Brand Name: Gola
Product Name: Hawk
Gender: Men's
Color: White/Navy/Marine Blue
Price: $103.50MSRP: $115

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

Deer Stags - Marco. Color Black. On sale for $51.00. MSRP $90.00. 43% off. 5.0 out of 5 stars

Deer Stags Marco

Deer Stags Marco

Brand Name: Deer Stags
Product Name: Marco
Gender: Men's
Color: Black
Price: $51MSRP: $90

Deer Stags - Status. Color Black/Luggage. On sale for $56.00. MSRP $100.00. 44% 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: $56MSRP: $100

Deer Stags - Status. Color Grey/Luggage. On sale for $54.53. MSRP $100.00. 45% off. 3.1 out of 5 stars

Deer Stags Status

Deer Stags Status

Brand Name: Deer Stags
Product Name: Status
Gender: Men's
Color: Grey/Luggage
Price: $54.53MSRP: $100

Stacy Adams - Sync Lace-Up. Color Natural. On sale for $86.99. MSRP $125.00. 30% off. 4.3 out of 5 stars

Stacy Adams Sync Lace-Up

Stacy Adams Sync Lace-Up

Brand Name: Stacy Adams
Product Name: Sync Lace-Up
Gender: Men's
Color: Natural
Price: $86.99MSRP: $125

Vans - Cruze 3.0. Color Red/Gum. Low Stock. On sale for $40.00. MSRP $80.00. 50% off. 5.0 out of 5 stars

Low Stock

Vans Cruze 3.0

Vans Cruze 3.0

Brand Name: Vans
Product Name: Cruze 3.0
Gender: Unisex
Color: Red/Gum
Price: $40MSRP: $80

7 of 7

1…4 5 67Next Page