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 9.5 Office & Career Shoes

33 items found

Filters

Search Results

Johnston & Murphy - Gibbons Wingtip. Color Black Full Grain. On sale for $116.10. MSRP $129.00. 10% off. 3.8 out of 5 stars

Johnston & Murphy Gibbons Wingtip

Johnston & Murphy Gibbons Wingtip

Brand Name: Johnston & Murphy
Product Name: Gibbons Wingtip
Gender: Men's
Color: Black Full Grain
Price: $116.10MSRP: $129

Stacy Adams - Gill Saddle Slip-On Loafer. Color Mushroom Multi. Low Stock. On sale for $81.23. MSRP $104.95. 23% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Gill Saddle Slip-On Loafer

Stacy Adams Gill Saddle Slip-On Loafer

Brand Name: Stacy Adams
Product Name: Gill Saddle Slip-On Loafer
Gender: Men's
Color: Mushroom Multi
Price: $81.23MSRP: $104.95

Kenneth Cole - Beautiful Ballad Loafer. Color Medium Brown. On sale for $74.21. MSRP $98.95. 25% off. 5.0 out of 5 stars

Kenneth Cole Beautiful Ballad Loafer

Kenneth Cole Beautiful Ballad Loafer

Brand Name: Kenneth Cole
Product Name: Beautiful Ballad Loafer
Gender: Men's
Color: Medium Brown
Price: $74.21MSRP: $98.95

Florsheim - Renegade Moc Toe Penny Loafer. Color Cognac Multi. On sale for $87.00. MSRP $145.00. 40% off. 4.0 out of 5 stars

Florsheim Renegade Moc Toe Penny Loafer

Florsheim Renegade Moc Toe Penny Loafer

Brand Name: Florsheim
Product Name: Renegade Moc Toe Penny Loafer
Gender: Men's
Color: Cognac Multi
Price: $87MSRP: $145

Johnston & Murphy - Archer Cap Toe. Color Cognac. On sale for $125.10. MSRP $139.00. 10% off.

Johnston & Murphy Archer Cap Toe

Johnston & Murphy Archer Cap Toe

Brand Name: Johnston & Murphy
Product Name: Archer Cap Toe
Gender: Men's
Color: Cognac
Price: $125.10MSRP: $139

Cole Haan - Judson Grand Wingtip Oxfords. Color Black Scotch Grain/Black. On sale for $173.89. MSRP $225.00. 23% off.

Cole Haan Judson Grand Wingtip Oxfords

Cole Haan Judson Grand Wingtip Oxfords

Brand Name: Cole Haan
Product Name: Judson Grand Wingtip Oxfords
Gender: Men's
Color: Black Scotch Grain/Black
Price: $173.89MSRP: $225

Cole Haan - Chamberlin Grand Plain Toe Oxfords. Color British Tan Nubuck/Black Water Resistant. On sale for $126.70. MSRP $130.00. 3% off.

Cole Haan Chamberlin Grand Plain Toe Oxfords

Cole Haan Chamberlin Grand Plain Toe Oxfords

Brand Name: Cole Haan
Product Name: Chamberlin Grand Plain Toe Oxfords
Gender: Men's
Color: British Tan Nubuck/Black Water Resistant
Price: $126.70MSRP: $130

Cole Haan - Grand Remix Oxford. Color Truffle Nubuck/Irish Coffee. Low Stock. On sale for $74.00. MSRP $130.00. 43% off. 4.7 out of 5 stars

Low Stock

Cole Haan Grand Remix Oxford

Cole Haan Grand Remix Oxford

Brand Name: Cole Haan
Product Name: Grand Remix Oxford
Gender: Men's
Color: Truffle Nubuck/Irish Coffee
Price: $74MSRP: $130

Dr. Scholl's - Sync Chill Slip On Loafer. Color Tan Smooth. Low Stock. On sale for $65.69. MSRP $90.00. 27% off. 3.7 out of 5 stars

Low Stock

Dr. Scholl's Sync Chill Slip On Loafer

Dr. Scholl's Sync Chill Slip On Loafer

Brand Name: Dr. Scholl's
Product Name: Sync Chill Slip On Loafer
Gender: Men's
Color: Tan Smooth
Price: $65.69MSRP: $90

Marc Joseph New York - Willmington. Color Atlantic Blue Suede. On sale for $101.75. MSRP $185.00. 45% off. 3.8 out of 5 stars

Marc Joseph New York Willmington

Marc Joseph New York Willmington

Brand Name: Marc Joseph New York
Product Name: Willmington
Gender: Men's
Color: Atlantic Blue Suede
Price: $101.75MSRP: $185

Kenneth Cole - Armand. Color Medium Brown. On sale for $70.81. MSRP $108.95. 35% off. 5.0 out of 5 stars

Kenneth Cole Armand

Kenneth Cole Armand

Brand Name: Kenneth Cole
Product Name: Armand
Gender: Men's
Color: Medium Brown
Price: $70.81MSRP: $108.95

Kenneth Cole - Wilhem. Color Mocha. On sale for $140.20. MSRP $164.95. 15% off.

Kenneth Cole Wilhem

Kenneth Cole Wilhem

Brand Name: Kenneth Cole
Product Name: Wilhem
Gender: Men's
Color: Mocha
Price: $140.20MSRP: $164.95

Clarks - Whiddon Cap. Color Mahogany Leather. On sale for $76.00. MSRP $95.00. 20% off. 3.8 out of 5 stars

Clarks Whiddon Cap

Clarks Whiddon Cap

Brand Name: Clarks
Product Name: Whiddon Cap
Gender: Men's
Color: Mahogany Leather
Price: $76MSRP: $95

Johnston & Murphy - Sullivan Cap Toe. Color Espresso Italian Calfskin. On sale for $179.10. MSRP $199.00. 10% off.

Johnston & Murphy Sullivan Cap Toe

Johnston & Murphy Sullivan Cap Toe

Brand Name: Johnston & Murphy
Product Name: Sullivan Cap Toe
Gender: Men's
Color: Espresso Italian Calfskin
Price: $179.10MSRP: $199

Marc Joseph New York - Brown Street (Hands Free Technology). Color Cognac Napa Leather. On sale for $97.96. MSRP $139.95. 30% off.

Marc Joseph New York Brown Street (Hands Free Technology)

Marc Joseph New York Brown Street (Hands Free Technology)

Brand Name: Marc Joseph New York
Product Name: Brown Street (Hands Free Technology)
Gender: Men's
Color: Cognac Napa Leather
Price: $97.96MSRP: $139.95

Florsheim - Highland Plain Toe Oxford. Color Cognac Smooth/White Sole. On sale for $90.00. MSRP $120.00. 25% off. 4.4 out of 5 stars

Florsheim Highland Plain Toe Oxford

Florsheim Highland Plain Toe Oxford

Brand Name: Florsheim
Product Name: Highland Plain Toe Oxford
Gender: Men's
Color: Cognac Smooth/White Sole
Price: $90MSRP: $120

Stacy Adams - Reynolds Cap Toe Lace-Up. Color Gray Multi. Low Stock. On sale for $104.00. MSRP $130.00. 20% off. 4.4 out of 5 stars

Low Stock

Stacy Adams Reynolds Cap Toe Lace-Up

Stacy Adams Reynolds Cap Toe Lace-Up

Brand Name: Stacy Adams
Product Name: Reynolds Cap Toe Lace-Up
Gender: Men's
Color: Gray Multi
Price: $104MSRP: $130

Cole Haan - Judson Grand Wingtip Oxfords. Color Raven Suede/Dark Natural. On sale for $146.25. MSRP $225.00. 35% off.

Cole Haan Judson Grand Wingtip Oxfords

Cole Haan Judson Grand Wingtip Oxfords

Brand Name: Cole Haan
Product Name: Judson Grand Wingtip Oxfords
Gender: Men's
Color: Raven Suede/Dark Natural
Price: $146.25MSRP: $225

Clarks - Radcliff Low. Color Black Leather. On sale for $99.00. MSRP $110.00. 10% off.

Clarks Radcliff Low

Clarks Radcliff Low

Brand Name: Clarks
Product Name: Radcliff Low
Gender: Men's
Color: Black Leather
Price: $99MSRP: $110

Clarks - Radcliff Low. Color Tan Leather. On sale for $69.97. MSRP $110.00. 36% off.

Clarks Radcliff Low

Clarks Radcliff Low

Brand Name: Clarks
Product Name: Radcliff Low
Gender: Men's
Color: Tan Leather
Price: $69.97MSRP: $110

Cole Haan - Grand Remix Oxford. Color Raven Nubuck/Quiet Shade/Paloma. Low Stock. On sale for $117.00. MSRP $130.00. 10% off. 4.7 out of 5 stars

Low Stock

Cole Haan Grand Remix Oxford

Cole Haan Grand Remix Oxford

Brand Name: Cole Haan
Product Name: Grand Remix Oxford
Gender: Men's
Color: Raven Nubuck/Quiet Shade/Paloma
Price: $117MSRP: $130

COACH - Cooper Loafer. Color Black. $275.00.

COACH Cooper Loafer

COACH Cooper Loafer

Brand Name: COACH
Product Name: Cooper Loafer
Gender: Men's
Color: Black
Price: $275

Deer Stags - Uplift. Color Brown/Dark Brown. On sale for $85.17. MSRP $90.00. 5% off.

Deer Stags Uplift

Deer Stags Uplift

Brand Name: Deer Stags
Product Name: Uplift
Gender: Men's
Color: Brown/Dark Brown
Price: $85.17MSRP: $90

Stacy Adams - Savian Velour Slip-On. Color Black. On sale for $68.93. MSRP $90.00. 23% off. 5.0 out of 5 stars

Stacy Adams Savian Velour Slip-On

Stacy Adams Savian Velour Slip-On

Brand Name: Stacy Adams
Product Name: Savian Velour Slip-On
Gender: Men's
Color: Black
Price: $68.93MSRP: $90

PIKOLINOS - Navarra M8C. Color Brandy 1. Low Stock. On sale for $105.00. MSRP $210.00. 50% off. 1.0 out of 5 stars

Low Stock

PIKOLINOS Navarra M8C

PIKOLINOS Navarra M8C

Brand Name: PIKOLINOS
Product Name: Navarra M8C
Gender: Men's
Color: Brandy 1
Price: $105MSRP: $210

ECCO - St.1 Hybrid Penny Loafer. Color Night Sky. On sale for $119.95. MSRP $250.00. 52% off. 5.0 out of 5 stars

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: $119.95MSRP: $250

Marc Joseph New York - Wall St 3.0. Color Black Napa. Low Stock. On sale for $97.50. MSRP $195.00. 50% off.

Low Stock

Marc Joseph New York Wall St 3.0

Marc Joseph New York Wall St 3.0

Brand Name: Marc Joseph New York
Product Name: Wall St 3.0
Gender: Men's
Color: Black Napa
Price: $97.50MSRP: $195

Johnston & Murphy - Jenson Plain Toe. Color Gray Italian Suede. On sale for $213.75. MSRP $285.00. 25% off. 4.0 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: Gray Italian Suede
Price: $213.75MSRP: $285

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

Cole Haan - Bedford Plain-Toe Oxford. Color British Tan. On sale for $101.80. MSRP $120.00. 15% off. 5.0 out of 5 stars

Cole Haan Bedford Plain-Toe Oxford

Cole Haan Bedford Plain-Toe Oxford

Brand Name: Cole Haan
Product Name: Bedford Plain-Toe Oxford
Gender: Men's
Color: British Tan
Price: $101.80MSRP: $120

Kenneth Cole - Wilhem. Color Light Brown. On sale for $110.76. MSRP $164.95. 33% off.

Kenneth Cole Wilhem

Kenneth Cole Wilhem

Brand Name: Kenneth Cole
Product Name: Wilhem
Gender: Men's
Color: Light Brown
Price: $110.76MSRP: $164.95

Kenneth Cole - Winston. Color Mocha Multi. On sale for $109.67. MSRP $159.95. 31% off.

Kenneth Cole Winston

Kenneth Cole Winston

Brand Name: Kenneth Cole
Product Name: Winston
Gender: Men's
Color: Mocha Multi
Price: $109.67MSRP: $159.95

Kenneth Cole - Winston. Color Dark Brown Multi. On sale for $108.30. MSRP $159.95. 32% off.

Kenneth Cole Winston

Kenneth Cole Winston

Brand Name: Kenneth Cole
Product Name: Winston
Gender: Men's
Color: Dark Brown Multi
Price: $108.30MSRP: $159.95