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 Dress Comfort Products

37 items found

Sort By

Your Selections

Search Results

Tommy Hilfiger - Sohan. Color Black. On sale for $61.19. MSRP $109.00. 44% off.

Tommy Hilfiger Sohan

Tommy Hilfiger Sohan

Brand Name: Tommy Hilfiger
Product Name: Sohan
Gender: Men's
Color: Black
Price: $61.19MSRP: $109.00

Tommy Hilfiger - Tarlin. Color Black. On sale for $61.02. MSRP $119.00. 49% off.

Tommy Hilfiger Tarlin

Tommy Hilfiger Tarlin

Brand Name: Tommy Hilfiger
Product Name: Tarlin
Gender: Men's
Color: Black
Price: $61.02MSRP: $119.00

Tommy Hilfiger - Rosell. Color Black. On sale for $72.69. MSRP $79.95. 9% off.

Tommy Hilfiger Rosell

Tommy Hilfiger Rosell

Brand Name: Tommy Hilfiger
Product Name: Rosell
Gender: Men's
Color: Black
Price: $72.69MSRP: $79.95

Cole Haan - Go To Wing. Color Navy Blazer Nubuck/Black Dark Latte. Low Stock. On sale for $75.00. MSRP $150.00. 50% off. 4.5 out of 5 stars

Low Stock

Cole Haan Go To Wing

Cole Haan Go To Wing

Brand Name: Cole Haan
Product Name: Go To Wing
Gender: Men's
Color: Navy Blazer Nubuck/Black Dark Latte
Price: $75.00MSRP: $150.00

Calvin Klein - Fasa. Color Black Patent. On sale for $86.25. MSRP $110.00. 22% off.

Calvin Klein Fasa

Calvin Klein Fasa

Brand Name: Calvin Klein
Product Name: Fasa
Gender: Men's
Color: Black Patent
Price: $86.25MSRP: $110.00

Born - Tobias. Color Taupe Distressed Leather. Low Stock. On sale for $63.25. MSRP $115.00. 45% off. 3.9 out of 5 stars

Low Stock

Born Tobias

Born Tobias

Brand Name: Born
Product Name: Tobias
Gender: Men's
Color: Taupe Distressed Leather
Price: $63.25MSRP: $115.00

Tommy Hilfiger - Semaj. Color Medium Brown. On sale for $79.57. MSRP $109.00. 27% off. 2.0 out of 5 stars

Tommy Hilfiger Semaj

Tommy Hilfiger Semaj

Brand Name: Tommy Hilfiger
Product Name: Semaj
Gender: Men's
Color: Medium Brown
Price: $79.57MSRP: $109.00

Tommy Hilfiger - Semaj. Color Black. On sale for $79.57. MSRP $109.00. 27% off. 2.0 out of 5 stars

Tommy Hilfiger Semaj

Tommy Hilfiger Semaj

Brand Name: Tommy Hilfiger
Product Name: Semaj
Gender: Men's
Color: Black
Price: $79.57MSRP: $109.00

Clarks - Malwood Lace. Color Brown Leather. On sale for $76.90. MSRP $100.00. 23% off. 3.5 out of 5 stars

Clarks Malwood Lace

Clarks Malwood Lace

Brand Name: Clarks
Product Name: Malwood Lace
Gender: Men's
Color: Brown Leather
Price: $76.90MSRP: $100.00

Deer Stags - Oakland. Color Black. On sale for $59.99. MSRP $90.00. 33% off. 3.0 out of 5 stars

Deer Stags Oakland

Deer Stags Oakland

Brand Name: Deer Stags
Product Name: Oakland
Gender: Men's
Color: Black
Price: $59.99MSRP: $90.00

Clarks - Burchill Derby. Color Black Leather. Low Stock. On sale for $90.00. MSRP $100.00. 10% off. 3.8 out of 5 stars

Low Stock

Clarks Burchill Derby

Clarks Burchill Derby

Brand Name: Clarks
Product Name: Burchill Derby
Gender: Men's
Color: Black Leather
Price: $90.00MSRP: $100.00

Tommy Hilfiger - Rosell. Color Brown. On sale for $77.88. MSRP $79.95. 3% off.

Tommy Hilfiger Rosell

Tommy Hilfiger Rosell

Brand Name: Tommy Hilfiger
Product Name: Rosell
Gender: Men's
Color: Brown
Price: $77.88MSRP: $79.95

Dr. Scholl's - Russell. Color Black Faux Leather. Low Stock. On sale for $69.40. MSRP $85.00. 18% off. 5.0 out of 5 stars

Low Stock

Dr. Scholl's Russell

Dr. Scholl's Russell

Brand Name: Dr. Scholl's
Product Name: Russell
Gender: Men's
Color: Black Faux Leather
Price: $69.40MSRP: $85.00

Dr. Scholl's - Russell. Color Dark Brown Faux Leather. On sale for $74.40. MSRP $85.00. 12% off. 5.0 out of 5 stars

Dr. Scholl's Russell

Dr. Scholl's Russell

Brand Name: Dr. Scholl's
Product Name: Russell
Gender: Men's
Color: Dark Brown Faux Leather
Price: $74.40MSRP: $85.00

TOMS - Navi Oxford. Color Forged Iron. Low Stock. On sale for $44.95. MSRP $89.95. 50% off. 3.9 out of 5 stars

Low Stock

TOMS Navi Oxford

TOMS Navi Oxford

Brand Name: TOMS
Product Name: Navi Oxford
Gender: Men's
Color: Forged Iron
Price: $44.95MSRP: $89.95

Deer Stags - Matthew. Color Brown. On sale for $71.12. MSRP $85.00. 16% off. 4.3 out of 5 stars

Deer Stags Matthew

Deer Stags Matthew

Brand Name: Deer Stags
Product Name: Matthew
Gender: Men's
Color: Brown
Price: $71.12MSRP: $85.00

Roper - Gumsticker Romeo. Color Brown. Low Stock. On sale for $82.54. MSRP $126.99. 35% off.

Low Stock

Roper Gumsticker Romeo

Roper Gumsticker Romeo

Brand Name: Roper
Product Name: Gumsticker Romeo
Gender: Men's
Color: Brown
Price: $82.54MSRP: $126.99

Born - Soledad. Color Taupe (Avola). Low Stock. On sale for $99.00. MSRP $110.00. 10% off. 4.0 out of 5 stars

Low Stock

Born Soledad

Born Soledad

Brand Name: Born
Product Name: Soledad
Gender: Men's
Color: Taupe (Avola)
Price: $99.00MSRP: $110.00

Nunn Bush - Hayden Cap Toe Oxford. Color Cognac. Low Stock. On sale for $71.25. MSRP $95.00. 25% off. 3.8 out of 5 stars

Low Stock

Nunn Bush Hayden Cap Toe Oxford

Nunn Bush Hayden Cap Toe Oxford

Brand Name: Nunn Bush
Product Name: Hayden Cap Toe Oxford
Gender: Men's
Color: Cognac
Price: $71.25MSRP: $95.00

Born - Tobias. Color Brown. Low Stock. On sale for $90.00. MSRP $120.00. 25% off. 3.9 out of 5 stars

Low Stock

Born Tobias

Born Tobias

Brand Name: Born
Product Name: Tobias
Gender: Men's
Color: Brown
Price: $90.00MSRP: $120.00

Eastland 1955 Edition - DANTE. Color Brown. On sale for $67.50. MSRP $75.00. 10% off. 4.0 out of 5 stars

Eastland 1955 Edition DANTE

Eastland 1955 Edition DANTE

Brand Name: Eastland 1955 Edition
Product Name: DANTE
Gender: Men's
Color: Brown
Price: $67.50MSRP: $75.00

Clarks - Burchill Derby. Color Dark Tan Leather. On sale for $73.93. MSRP $100.00. 26% off. 3.8 out of 5 stars

Clarks Burchill Derby

Clarks Burchill Derby

Brand Name: Clarks
Product Name: Burchill Derby
Gender: Men's
Color: Dark Tan Leather
Price: $73.93MSRP: $100.00

Stacy Adams - Gabardo Bike Toe Lace-Up. Color Black. Low Stock. On sale for $98.69. MSRP $115.00. 14% off. 5.0 out of 5 stars

Low Stock

Stacy Adams Gabardo Bike Toe Lace-Up

Stacy Adams Gabardo Bike Toe Lace-Up

Brand Name: Stacy Adams
Product Name: Gabardo Bike Toe Lace-Up
Gender: Men's
Color: Black
Price: $98.69MSRP: $115.00

Stacy Adams - Raythorne Cap Toe Double Monk. Color Navy/Brown. Low Stock. On sale for $90.00. MSRP $130.00. 31% off. 5.0 out of 5 stars

Low Stock

Stacy Adams Raythorne Cap Toe Double Monk

Stacy Adams Raythorne Cap Toe Double Monk

Brand Name: Stacy Adams
Product Name: Raythorne Cap Toe Double Monk
Gender: Men's
Color: Navy/Brown
Price: $90.00MSRP: $130.00

Stacy Adams - Starleigh Rhinestone Slip-On. Color Black/Gold. On sale for $69.97. MSRP $90.00. 22% off. 4.0 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: $90.00

Stacy Adams - Starleigh Rhinestone Slip-On. Color Black. On sale for $69.97. MSRP $90.00. 22% off. 4.0 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
Price: $69.97MSRP: $90.00

Rockport - Cedric. Color Dark Natural Leather. On sale for $79.99. MSRP $129.95. 38% off. 4.5 out of 5 stars

Rockport Cedric

Rockport Cedric

Brand Name: Rockport
Product Name: Cedric
Gender: Men's
Color: Dark Natural Leather
Price: $79.99MSRP: $129.95

Josef Seibel - Earl 08. Color Graphite. Low Stock. On sale for $78.75. MSRP $175.00. 55% off. 4.0 out of 5 stars

Low Stock

Josef Seibel Earl 08

Josef Seibel Earl 08

Brand Name: Josef Seibel
Product Name: Earl 08
Gender: Men's
Color: Graphite
Price: $78.75MSRP: $175.00

Nunn Bush - Bayridge Plain Toe Oxford. Color Brown. Low Stock. On sale for $81.03. MSRP $100.00. 19% off. 4.1 out of 5 stars

Low Stock

Nunn Bush Bayridge Plain Toe Oxford

Nunn Bush Bayridge Plain Toe Oxford

Brand Name: Nunn Bush
Product Name: Bayridge Plain Toe Oxford
Gender: Men's
Color: Brown
Price: $81.03MSRP: $100.00

Tommy Hilfiger - Tarlin. Color Brown. Low Stock. On sale for $83.30. MSRP $119.00. 30% off.

Low Stock

Tommy Hilfiger Tarlin

Tommy Hilfiger Tarlin

Brand Name: Tommy Hilfiger
Product Name: Tarlin
Gender: Men's
Color: Brown
Price: $83.30MSRP: $119.00

Tommy Hilfiger - Tarlin. Color Cognac. On sale for $67.41. MSRP $119.00. 43% off.

Tommy Hilfiger Tarlin

Tommy Hilfiger Tarlin

Brand Name: Tommy Hilfiger
Product Name: Tarlin
Gender: Men's
Color: Cognac
Price: $67.41MSRP: $119.00

Stacy Adams - Starleigh Rhinestone Slip-On. Color Black/Silver. On sale for $76.56. MSRP $90.00. 15% off. 4.0 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: $76.56MSRP: $90.00

Stacy Adams - Gabardo Bike Toe Lace-Up. Color Green. Low Stock. On sale for $99.63. MSRP $115.00. 13% off. 5.0 out of 5 stars

Low Stock

Stacy Adams Gabardo Bike Toe Lace-Up

Stacy Adams Gabardo Bike Toe Lace-Up

Brand Name: Stacy Adams
Product Name: Gabardo Bike Toe Lace-Up
Gender: Men's
Color: Green
Price: $99.63MSRP: $115.00

Stacy Adams - Raythorne Cap Toe Double Monk. Color Brown/Gray. Low Stock. On sale for $78.00. MSRP $130.00. 40% off. 5.0 out of 5 stars

Low Stock

Stacy Adams Raythorne Cap Toe Double Monk

Stacy Adams Raythorne Cap Toe Double Monk

Brand Name: Stacy Adams
Product Name: Raythorne Cap Toe Double Monk
Gender: Men's
Color: Brown/Gray
Price: $78.00MSRP: $130.00

Clarks - Un Shire Low. Color Black Leather. Low Stock. On sale for $65.35. MSRP $140.00. 53% off. 4.6 out of 5 stars

Low Stock

Clarks Un Shire Low

Clarks Un Shire Low

Brand Name: Clarks
Product Name: Un Shire Low
Gender: Men's
Color: Black Leather
Price: $65.35MSRP: $140.00

Clarks - Whiddon Apron. Color Black Tumbled. On sale for $83.67. MSRP $95.00. 12% off.

Clarks Whiddon Apron

Clarks Whiddon Apron

Brand Name: Clarks
Product Name: Whiddon Apron
Gender: Men's
Color: Black Tumbled
Price: $83.67MSRP: $95.00

Clarks - Malwood Lace. Color Cola Suede. Low Stock. On sale for $64.96. MSRP $100.00. 35% off. 3.5 out of 5 stars

Low Stock

Clarks Malwood Lace

Clarks Malwood Lace

Brand Name: Clarks
Product Name: Malwood Lace
Gender: Men's
Color: Cola Suede
Price: $64.96MSRP: $100.00