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 Leather Casual Shoes

444 items found

Filters

Search Results

Cole Haan - American Classics Montrose Plain Toe Ox. Color Navy Blazer Nubuck/Angora. On sale for $153.60. MSRP $190.00. 19% off. 5.0 out of 5 stars

Cole Haan American Classics Montrose Plain Toe Ox

Cole Haan American Classics Montrose Plain Toe Ox

Brand Name: Cole Haan
Product Name: American Classics Montrose Plain Toe Ox
Gender: Men's
Color: Navy Blazer Nubuck/Angora
Price: $153.60MSRP: $190

Cole Haan - Originalgrand Energyweave Venetian Loafers. Color Ironstone Nubuck/Paloma/Paloma. On sale for $120.00. MSRP $160.00. 25% off. 5.0 out of 5 stars

Cole Haan Originalgrand Energyweave Venetian Loafers

Cole Haan Originalgrand Energyweave Venetian Loafers

Brand Name: Cole Haan
Product Name: Originalgrand Energyweave Venetian Loafers
Gender: Men's
Color: Ironstone Nubuck/Paloma/Paloma
Price: $120MSRP: $160

Nunn Bush - MAC Moccasin Toe Slip-On. Color Brown. On sale for $79.95. MSRP $100.00. 20% off. 4.4 out of 5 stars

Nunn Bush MAC Moccasin Toe Slip-On

Nunn Bush MAC Moccasin Toe Slip-On

Brand Name: Nunn Bush
Product Name: MAC Moccasin Toe Slip-On
Gender: Men's
Color: Brown
Price: $79.95MSRP: $100

Nunn Bush - 1912 Waterproof Plain Toe Boot. Color Black. Low Stock. On sale for $103.50. MSRP $115.00. 10% off. 4.6 out of 5 stars

Low Stock

Nunn Bush 1912 Waterproof Plain Toe Boot

Nunn Bush 1912 Waterproof Plain Toe Boot

Brand Name: Nunn Bush
Product Name: 1912 Waterproof Plain Toe Boot
Gender: Men's
Color: Black
Price: $103.50MSRP: $115

Rockport - Taya. Color Black Leather. On sale for $84.00. MSRP $119.95. 30% off. 5.0 out of 5 stars

Rockport Taya

Rockport Taya

Brand Name: Rockport
Product Name: Taya
Gender: Men's
Color: Black Leather
Price: $84MSRP: $119.95

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 - Wentworth. Color Dark Brown Leather. On sale for $108.50. MSRP $154.95. 30% off. 2.0 out of 5 stars

Rockport Wentworth

Rockport Wentworth

Brand Name: Rockport
Product Name: Wentworth
Gender: Men's
Color: Dark Brown Leather
Price: $108.50MSRP: $154.95

Propet - Vercors. Color Black/Red. Low Stock. On sale for $128.50. MSRP $144.95. 11% off. 3.4 out of 5 stars

Low Stock

Propet Vercors

Propet Vercors

Brand Name: Propet
Product Name: Vercors
Gender: Men's
Color: Black/Red
Price: $128.50MSRP: $144.95

Nunn Bush - Odell Wingtip Boot with KORE Walking Comfort Technology. Color Brown CH. On sale for $79.98. MSRP $115.00. 30% 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: $79.98MSRP: $115

Cole Haan - Grandpro Featherarc Laser Sneakers. Color Black/Ivory 1. On sale for $149.07. MSRP $160.00. 7% off. 1.0 out of 5 stars

Cole Haan Grandpro Featherarc Laser Sneakers

Cole Haan Grandpro Featherarc Laser Sneakers

Brand Name: Cole Haan
Product Name: Grandpro Featherarc Laser Sneakers
Gender: Men's
Color: Black/Ivory 1
Price: $149.07MSRP: $160

SOREL - Cyprus LX. Color Khaki Ii/Chalk. On sale for $73.25. MSRP $120.00. 39% off. 2.0 out of 5 stars

SOREL Cyprus LX

SOREL Cyprus LX

Brand Name: SOREL
Product Name: Cyprus LX
Gender: Men's
Color: Khaki Ii/Chalk
Price: $73.25MSRP: $120

Marc Joseph New York - BROADWAY. Color Navy Suede. On sale for $132.00. MSRP $165.00. 20% off.

Marc Joseph New York BROADWAY

Marc Joseph New York BROADWAY

Brand Name: Marc Joseph New York
Product Name: BROADWAY
Gender: Men's
Color: Navy Suede
Price: $132MSRP: $165

ECCO - Soft 60 Slip-On Sneaker. Color White. On sale for $146.56. MSRP $174.95. 16% off.

ECCO Soft 60 Slip-On Sneaker

ECCO Soft 60 Slip-On Sneaker

Brand Name: ECCO
Product Name: Soft 60 Slip-On Sneaker
Gender: Men's
Color: White
Price: $146.56MSRP: $174.95

ECCO - Gruuv Studio Wingtip Sneaker. Color Black/Black. Low Stock. On sale for $149.33. MSRP $194.95. 23% off. 4.0 out of 5 stars

Low Stock

ECCO Gruuv Studio Wingtip Sneaker

ECCO Gruuv Studio Wingtip Sneaker

Brand Name: ECCO
Product Name: Gruuv Studio Wingtip Sneaker
Gender: Men's
Color: Black/Black
Price: $149.33MSRP: $194.95

Cole Haan - Grandpro Featherarc Bike Toe Sneakers. Color Optic White/Ivory/Black. On sale for $108.16. MSRP $160.00. 32% off. 4.0 out of 5 stars

Cole Haan Grandpro Featherarc Bike Toe Sneakers

Cole Haan Grandpro Featherarc Bike Toe Sneakers

Brand Name: Cole Haan
Product Name: Grandpro Featherarc Bike Toe Sneakers
Gender: Men's
Color: Optic White/Ivory/Black
Price: $108.16MSRP: $160

Cole Haan - Original Grand 2.0 Wing Tip Oxford. Color Black. $240.00. 2.0 out of 5 stars

Cole Haan Original Grand 2.0 Wing Tip Oxford

Cole Haan Original Grand 2.0 Wing Tip Oxford

Brand Name: Cole Haan
Product Name: Original Grand 2.0 Wing Tip Oxford
Gender: Men's
Color: Black
Price: $240

Nunn Bush - Otto EZ Moccasin Toe Slip-On Easy On Loafer. Color Tan. Low Stock. On sale for $74.26. MSRP $90.00. 17% off. 3.5 out of 5 stars

Low Stock

Nunn Bush Otto EZ Moccasin Toe Slip-On Easy On Loafer

Nunn Bush Otto EZ Moccasin Toe Slip-On Easy On Loafer

Brand Name: Nunn Bush
Product Name: Otto EZ Moccasin Toe Slip-On Easy On Loafer
Gender: Men's
Color: Tan
Price: $74.26MSRP: $90

ECCO - Oslo Penny Loafers. Color Black. Low Stock. On sale for $174.14. MSRP $249.95. 30% off. 5.0 out of 5 stars

Low Stock

ECCO Oslo Penny Loafers

ECCO Oslo Penny Loafers

Brand Name: ECCO
Product Name: Oslo Penny Loafers
Gender: Men's
Color: Black
Price: $174.14MSRP: $249.95

ECCO - Soft 60 Slip-On Sneaker. Color Black. Low Stock. On sale for $145.89. MSRP $175.00. 17% off.

Low Stock

ECCO Soft 60 Slip-On Sneaker

ECCO Soft 60 Slip-On Sneaker

Brand Name: ECCO
Product Name: Soft 60 Slip-On Sneaker
Gender: Men's
Color: Black
Price: $145.89MSRP: $175

ECCO - Soft 7 Easy Slip On Sneaker. Color White/Lion. On sale for $136.64. MSRP $159.95. 15% off. 4.0 out of 5 stars

ECCO Soft 7 Easy Slip On Sneaker

ECCO Soft 7 Easy Slip On Sneaker

Brand Name: ECCO
Product Name: Soft 7 Easy Slip On Sneaker
Gender: Men's
Color: White/Lion
Price: $136.64MSRP: $159.95

ECCO - Gruuv Studio Wingtip Sneaker. Color Cocoa Brown/Mocha. Low Stock. On sale for $151.06. MSRP $194.95. 23% off. 4.0 out of 5 stars

Low Stock

ECCO Gruuv Studio Wingtip Sneaker

ECCO Gruuv Studio Wingtip Sneaker

Brand Name: ECCO
Product Name: Gruuv Studio Wingtip Sneaker
Gender: Men's
Color: Cocoa Brown/Mocha
Price: $151.06MSRP: $194.95

ECCO - Soft 7 Easy Slip On Sneaker. Color Black/Cognac. $159.95. 4.0 out of 5 stars

ECCO Soft 7 Easy Slip On Sneaker

ECCO Soft 7 Easy Slip On Sneaker

Brand Name: ECCO
Product Name: Soft 7 Easy Slip On Sneaker
Gender: Men's
Color: Black/Cognac
Price: $159.95

Sperry - AO 2 Eye. Color White. $100.00. 3.3 out of 5 stars

Sperry AO 2 Eye

Sperry AO 2 Eye

Brand Name: Sperry
Product Name: AO 2 Eye
Gender: Men's
Color: White
Price: $100

Cole Haan - Original Grand 2.0 Oxford. Color Raven Nubuck/Midnight Moon. Low Stock. On sale for $216.00. MSRP $240.00. 10% off. 3.7 out of 5 stars

Low Stock

Cole Haan Original Grand 2.0 Oxford

Cole Haan Original Grand 2.0 Oxford

Brand Name: Cole Haan
Product Name: Original Grand 2.0 Oxford
Gender: Men's
Color: Raven Nubuck/Midnight Moon
Price: $216MSRP: $240

Sperry - Stringer. Color Tan. On sale for $117.00. MSRP $130.00. 10% off.

Sperry Stringer

Sperry Stringer

Brand Name: Sperry
Product Name: Stringer
Gender: Men's
Color: Tan
Price: $117MSRP: $130

Sperry - Tour Mid Moc. Color Tan. Low Stock. On sale for $105.00. MSRP $140.00. 25% off.

Low Stock

Sperry Tour Mid Moc

Sperry Tour Mid Moc

Brand Name: Sperry
Product Name: Tour Mid Moc
Gender: Men's
Color: Tan
Price: $105MSRP: $140

Sperry - Tour Mid Moc. Color Dark Brown. Low Stock. On sale for $112.00. MSRP $140.00. 20% off.

Low Stock

Sperry Tour Mid Moc

Sperry Tour Mid Moc

Brand Name: Sperry
Product Name: Tour Mid Moc
Gender: Men's
Color: Dark Brown
Price: $112MSRP: $140

Johnston & Murphy - Sullivan Double Buckle Cap Toe. Color Mahogany Croc Embossed Italian Calfskin. Low Stock. On sale for $179.10. MSRP $199.00. 10% off.

Low Stock

Johnston & Murphy Sullivan Double Buckle Cap Toe

Johnston & Murphy Sullivan Double Buckle Cap Toe

Brand Name: Johnston & Murphy
Product Name: Sullivan Double Buckle Cap Toe
Gender: Men's
Color: Mahogany Croc Embossed Italian Calfskin
Price: $179.10MSRP: $199

ECCO - Yucatan. Color Tarmac/Tarmac. On sale for $97.96. MSRP $139.95. 30% off. 4.7 out of 5 stars

ECCO Yucatan

ECCO Yucatan

Brand Name: ECCO
Product Name: Yucatan
Gender: Men's
Color: Tarmac/Tarmac
Price: $97.96MSRP: $139.95

Nunn Bush - Kore Tour 2.0 Plain Toe Oxford. Color Gray. Low Stock. On sale for $63.00. MSRP $90.00. 30% off. 3.6 out of 5 stars

Low Stock

Nunn Bush Kore Tour 2.0 Plain Toe Oxford

Nunn Bush Kore Tour 2.0 Plain Toe Oxford

Brand Name: Nunn Bush
Product Name: Kore Tour 2.0 Plain Toe Oxford
Gender: Men's
Color: Gray
Price: $63MSRP: $90

Cole Haan - Originalgrand Energyweave Venetian Loafers. Color New Caramel/Irish Coffee/Truffle. On sale for $144.00. MSRP $160.00. 10% off. 5.0 out of 5 stars

Cole Haan Originalgrand Energyweave Venetian Loafers

Cole Haan Originalgrand Energyweave Venetian Loafers

Brand Name: Cole Haan
Product Name: Originalgrand Energyweave Venetian Loafers
Gender: Men's
Color: New Caramel/Irish Coffee/Truffle
Price: $144MSRP: $160

Frye - Connor Oxford. Color Saddle. Low Stock. On sale for $50.40. MSRP $168.00. 70% off. 1.0 out of 5 stars

Low Stock

Frye Connor Oxford

Frye Connor Oxford

Brand Name: Frye
Product Name: Connor Oxford
Gender: Men's
Color: Saddle
Price: $50.40MSRP: $168

Steve Madden - Abott. Color Black. On sale for $118.54. MSRP $130.00. 9% off.

Steve Madden Abott

Steve Madden Abott

Brand Name: Steve Madden
Product Name: Abott
Gender: Men's
Color: Black
Price: $118.54MSRP: $130

Kenneth Cole - Frank. Color Black Leather. Low Stock. On sale for $147.96. MSRP $184.95. 20% off.

Low Stock

Kenneth Cole Frank

Kenneth Cole Frank

Brand Name: Kenneth Cole
Product Name: Frank
Gender: Men's
Color: Black Leather
Price: $147.96MSRP: $184.95

Johnston & Murphy - Monaco 2-Eye Boat Shoe. Color Tan Multi Sheepskin. Low Stock. On sale for $99.99. MSRP $155.00. 35% off.

Low Stock

Johnston & Murphy Monaco 2-Eye Boat Shoe

Johnston & Murphy Monaco 2-Eye Boat Shoe

Brand Name: Johnston & Murphy
Product Name: Monaco 2-Eye Boat Shoe
Gender: Men's
Color: Tan Multi Sheepskin
Price: $99.99MSRP: $155

Johnston & Murphy - Upton Perfed Plain Toe. Color Navy. Low Stock. On sale for $69.99. MSRP $149.00. 53% off. 5.0 out of 5 stars

Low Stock

Johnston & Murphy Upton Perfed Plain Toe

Johnston & Murphy Upton Perfed Plain Toe

Brand Name: Johnston & Murphy
Product Name: Upton Perfed Plain Toe
Gender: Men's
Color: Navy
Price: $69.99MSRP: $149

Cole Haan - Grandpro Strawspoint Twin Gore. Color Quiet Shade/Dark Sequoia/Ivory. On sale for $135.74. MSRP $140.00. 3% off.

Cole Haan Grandpro Strawspoint Twin Gore

Cole Haan Grandpro Strawspoint Twin Gore

Brand Name: Cole Haan
Product Name: Grandpro Strawspoint Twin Gore
Gender: Men's
Color: Quiet Shade/Dark Sequoia/Ivory
Price: $135.74MSRP: $140

Rockport - Ellworth. Color Medium Natural Leather. On sale for $90.96. MSRP $129.95. 30% off. 3.0 out of 5 stars

Rockport Ellworth

Rockport Ellworth

Brand Name: Rockport
Product Name: Ellworth
Gender: Men's
Color: Medium Natural Leather
Price: $90.96MSRP: $129.95

Rockport - Seadon. Color Dark Blue Nubuck. On sale for $111.96. MSRP $159.95. 30% off.

Rockport Seadon

Rockport Seadon

Brand Name: Rockport
Product Name: Seadon
Gender: Men's
Color: Dark Blue Nubuck
Price: $111.96MSRP: $159.95

Frye - Connor Venetian. Color Black. On sale for $79.00. MSRP $158.00. 50% off. 3.5 out of 5 stars

Frye Connor Venetian

Frye Connor Venetian

Brand Name: Frye
Product Name: Connor Venetian
Gender: Men's
Color: Black
Price: $79MSRP: $158

Johnston & Murphy - Hayden Perfed U-Throat. Color Denim Nubuck. Low Stock. On sale for $97.30. MSRP $139.00. 30% off. 5.0 out of 5 stars

Low Stock

Johnston & Murphy Hayden Perfed U-Throat

Johnston & Murphy Hayden Perfed U-Throat

Brand Name: Johnston & Murphy
Product Name: Hayden Perfed U-Throat
Gender: Men's
Color: Denim Nubuck
Price: $97.30MSRP: $139

Johnston & Murphy - Hayden Perfed U-Throat. Color Taupe Nubuck. On sale for $118.15. MSRP $139.00. 15% off. 5.0 out of 5 stars

Johnston & Murphy Hayden Perfed U-Throat

Johnston & Murphy Hayden Perfed U-Throat

Brand Name: Johnston & Murphy
Product Name: Hayden Perfed U-Throat
Gender: Men's
Color: Taupe Nubuck
Price: $118.15MSRP: $139

Johnston & Murphy - Upton Perfed Plain Toe. Color Taupe. On sale for $73.47. MSRP $149.00. 51% off. 5.0 out of 5 stars

Johnston & Murphy Upton Perfed Plain Toe

Johnston & Murphy Upton Perfed Plain Toe

Brand Name: Johnston & Murphy
Product Name: Upton Perfed Plain Toe
Gender: Men's
Color: Taupe
Price: $73.47MSRP: $149

Cole Haan - Grandpro Strawspoint Twin Gore. Color China Blue/Navy Blazer/Ivory. On sale for $132.73. MSRP $140.00. 5% off.

Cole Haan Grandpro Strawspoint Twin Gore

Cole Haan Grandpro Strawspoint Twin Gore

Brand Name: Cole Haan
Product Name: Grandpro Strawspoint Twin Gore
Gender: Men's
Color: China Blue/Navy Blazer/Ivory
Price: $132.73MSRP: $140

5 of 5

1 2 3 45Next Page