Skip to search results Skip to filters Skip to sort Skip to selected filters

Men's Size 8.5 Leather Shoes

28 items found

Sort By

Your Selections

Search Results

Reebok Lifestyle - Men's Royal BB4500 HI2 High Top. Color White/Light Grey Heather Solid Grey. On sale for $48.74. MSRP $75.00.. 4.3 out of 5 stars

White Reebok Lifestyle Men's Royal BB4500 HI2 High Top

White Reebok Lifestyle Men's Royal BB4500 HI2 High Top

+2

Brand Name: Reebok Lifestyle
Product Name: Men's Royal BB4500 HI2 High Top
Color: White/Light Grey Heather Solid Grey
Price: $48.74MSRP: $75.00
Rating: 4Rated 4 stars out of 5(1397)

Nunn Bush - Kore City Walk Oxford Athletic Style Sneaker Lace Up. Color White. On sale for $44.79. MSRP $64.95.. 4.2 out of 5 stars

White Nunn Bush Kore City Walk Oxford Athletic Style Sneaker Lace Up

White Nunn Bush Kore City Walk Oxford Athletic Style Sneaker Lace Up

Brand Name: Nunn Bush
Product Name: Kore City Walk Oxford Athletic Style Sneaker Lace Up
Color: White
Price: $44.79MSRP: $64.95
Rating: 4Rated 4 stars out of 5(28)

Massimo Matteo - Venetian Driver. Color Marinho Nubuck. On sale for $32.50. MSRP $65.00.. 4.3 out of 5 stars

Black Massimo Matteo Venetian Driver

Black Massimo Matteo Venetian Driver

Brand Name: Massimo Matteo
Product Name: Venetian Driver
Color: Marinho Nubuck
Price: $32.50MSRP: $65.00
Rating: 4Rated 4 stars out of 5(104)

Under Armour - Leadoff Mid RM. Color Black/Black/White. $49.95. 4.8 out of 5 stars

Black Under Armour Leadoff Mid RM

Black Under Armour Leadoff Mid RM

+3

Brand Name: Under Armour
Product Name: Leadoff Mid RM
Color: Black/Black/White
Price: $49.95
Rating: 5Rated 5 stars out of 5(5)

Dockers - Irving. Color Black Polished. On sale for $49.99. MSRP $80.00.. 3.1 out of 5 stars

Black Dockers Irving

Black Dockers Irving

Brand Name: Dockers
Product Name: Irving
Color: Black Polished
Price: $49.99MSRP: $80.00
Rating: 3Rated 3 stars out of 5(22)

Tommy Hilfiger - Anikot. Color Cognac Multi. On sale for $45.00. MSRP $59.95..

Tan Tommy Hilfiger Anikot

Tan Tommy Hilfiger Anikot

Brand Name: Tommy Hilfiger
Product Name: Anikot
Color: Cognac Multi
Price: $45.00MSRP: $59.95
Rating

Massimo Matteo - Driver With Bit. Color Cognac Pitstop w/ Bit. On sale for $43.47. MSRP $69.00.. 4.2 out of 5 stars

Brown Massimo Matteo Driver With Bit

Brown Massimo Matteo Driver With Bit

Brand Name: Massimo Matteo
Product Name: Driver With Bit
Color: Cognac Pitstop w/ Bit
Price: $43.47MSRP: $69.00
Rating: 4Rated 4 stars out of 5(34)

Dockers - Lawton. Color Black Polished. On sale for $49.99. MSRP $80.00.. 3.6 out of 5 stars

Black Dockers Lawton

Black Dockers Lawton

Brand Name: Dockers
Product Name: Lawton
Color: Black Polished
Price: $49.99MSRP: $80.00
Rating: 4Rated 4 stars out of 5(25)

Massimo Matteo - Florencia Penny Driver. Color Medium Brown. On sale for $44.25. MSRP $59.00.. 4.2 out of 5 stars

Brown Massimo Matteo Florencia Penny Driver

Brown Massimo Matteo Florencia Penny Driver

+2

Brand Name: Massimo Matteo
Product Name: Florencia Penny Driver
Color: Medium Brown
Price: $44.25MSRP: $59.00
Rating: 4Rated 4 stars out of 5(51)

Dockers - Gordon Cap Toe Oxford. Color Antiqued Cordovan. On sale for $49.95. MSRP $75.00.. 4.2 out of 5 stars

Burgundy Dockers Gordon Cap Toe Oxford

+2

Brand Name: Dockers
Product Name: Gordon Cap Toe Oxford
Color: Antiqued Cordovan
Price: $49.95MSRP: $75.00
Rating: 4Rated 4 stars out of 5(532)

Official Program - STU-80. Color Off-White/White 2. On sale for $35.98. MSRP $89.95.. 2.5 out of 5 stars

White Official Program STU-80

White Official Program STU-80

+3

Brand Name: Official Program
Product Name: STU-80
Color: Off-White/White 2
Price: $35.98MSRP: $89.95
Rating: 3Rated 3 stars out of 5(6)

Rockport - Darwyn Cross Band. Color Coach Brown Leather. On sale for $44.95. MSRP $85.00.. 3.7 out of 5 stars

Brown Rockport Darwyn Cross Band

Brown Rockport Darwyn Cross Band

Brand Name: Rockport
Product Name: Darwyn Cross Band
Color: Coach Brown Leather
Price: $44.95MSRP: $85.00
Rating: 4Rated 4 stars out of 5(93)

Dockers - Hilmont. Color Taupe. On sale for $49.99. MSRP $75.00..

Taupe Dockers Hilmont

Taupe Dockers Hilmont

+2

Brand Name: Dockers
Product Name: Hilmont
Color: Taupe
Price: $49.99MSRP: $75.00
Rating

Dockers - Turner. Color Black. On sale for $49.99. MSRP $80.00.. 5.0 out of 5 stars

Black Dockers Turner

Black Dockers Turner

Brand Name: Dockers
Product Name: Turner
Color: Black
Price: $49.99MSRP: $80.00
Rating: 5Rated 5 stars out of 5(1)

Tommy Hilfiger - Krane. Color Navy/White. On sale for $49.97. MSRP $64.95.. 3.0 out of 5 stars

Blue Tommy Hilfiger Krane

Blue Tommy Hilfiger Krane

+7

Brand Name: Tommy Hilfiger
Product Name: Krane
Color: Navy/White
Price: $49.97MSRP: $64.95
Rating: 3Rated 3 stars out of 5(1)

Fila - VULC 13 Reverse Flag. Color Fila Navy/Red. On sale for $43.31. MSRP $70.00..

White Fila VULC 13 Reverse Flag

White Fila VULC 13 Reverse Flag

+2

Brand Name: Fila
Product Name: VULC 13 Reverse Flag
Color: Fila Navy/Red
Price: $43.31MSRP: $70.00
Rating

Official Program - CTM-40. Color Burgundy/White/Dark Blue 2. On sale for $46.00. MSRP $115.00.. 3.0 out of 5 stars

Multi Official Program CTM-40

Multi Official Program CTM-40

+3

Brand Name: Official Program
Product Name: CTM-40
Color: Burgundy/White/Dark Blue 2
Price: $46.00MSRP: $115.00
Rating: 3Rated 3 stars out of 5(2)

Deer Stags - Marco. Color Brown. Low Stock. On sale for $49.07. MSRP $90.00.. 5.0 out of 5 stars

10 left in stock

Brown Deer Stags Marco

Brown Deer Stags Marco

+2

Brand Name: Deer Stags
Product Name: Marco
Color: Brown
Price: $49.07MSRP: $90.00
Rating: 5Rated 5 stars out of 5(1)

Nunn Bush - Centro Flex Formal Plain Toe Slip-On. Color Black Patent. On sale for $49.95. MSRP $80.00.. 5.0 out of 5 stars

Black Nunn Bush Centro Flex Formal Plain Toe Slip-On

Black Nunn Bush Centro Flex Formal Plain Toe Slip-On

Brand Name: Nunn Bush
Product Name: Centro Flex Formal Plain Toe Slip-On
Color: Black Patent
Price: $49.95MSRP: $80.00
Rating: 5Rated 5 stars out of 5(2)

Oakley - B1B Classic Slip-On. Color Arctic White. On sale for $47.88. MSRP $70.00..

White Oakley B1B Classic Slip-On

White Oakley B1B Classic Slip-On

+3

Brand Name: Oakley
Product Name: B1B Classic Slip-On
Color: Arctic White
Price: $47.88MSRP: $70.00
Rating

Dockers - Hallstone. Color Grey. On sale for $49.99. MSRP $75.00.. 1.0 out of 5 stars

Gray Dockers Hallstone

Gray Dockers Hallstone

Brand Name: Dockers
Product Name: Hallstone
Color: Grey
Price: $49.99MSRP: $75.00
Rating: 1Rated 1 star out of 5(1)

Tommy Hilfiger - Inkas. Color Navy/White. On sale for $49.97. MSRP $64.95..

Blue Tommy Hilfiger Inkas

Blue Tommy Hilfiger Inkas

+3

Brand Name: Tommy Hilfiger
Product Name: Inkas
Color: Navy/White
Price: $49.97MSRP: $64.95
Rating

Deer Stags - Herman Tassel Loafer. Color Cognac Simulated Leather. On sale for $49.97. MSRP $90.00.. 3.2 out of 5 stars

Brown Deer Stags Herman Tassel Loafer

Brown Deer Stags Herman Tassel Loafer

+2

Brand Name: Deer Stags
Product Name: Herman Tassel Loafer
Color: Cognac Simulated Leather
Price: $49.97MSRP: $90.00
Rating: 3Rated 3 stars out of 5(41)

Tommy Hilfiger - Ramoso. Color Cognac. On sale for $49.16. MSRP $59.95..

Tan Tommy Hilfiger Ramoso

Tan Tommy Hilfiger Ramoso

+3

Brand Name: Tommy Hilfiger
Product Name: Ramoso
Color: Cognac
Price: $49.16MSRP: $59.95
Rating

Acorn - Polar Pair. Color Dark Pine. On sale for $38.00. MSRP $55.00.. 4.8 out of 5 stars

Green Acorn Polar Pair

Green Acorn Polar Pair

+2

Brand Name: Acorn
Product Name: Polar Pair
Color: Dark Pine
Price: $38.00MSRP: $55.00
Rating: 5Rated 5 stars out of 5(58)

DC - Villain 2. Color Black/Red Plaid. On sale for $43.46. MSRP $55.00.. 3.9 out of 5 stars

Black DC Villain 2

Black DC Villain 2

+5

Brand Name: DC
Product Name: Villain 2
Color: Black/Red Plaid
Price: $43.46MSRP: $55.00
Rating: 4Rated 4 stars out of 5(36)

Lakai - Riley 3. Color Black Suede 1. On sale for $46.77. MSRP $78.00.. 4.5 out of 5 stars

Black Lakai Riley 3

Black Lakai Riley 3

Brand Name: Lakai
Product Name: Riley 3
Color: Black Suede 1
Price: $46.77MSRP: $78.00
Rating: 5Rated 5 stars out of 5(4)

Stacy Adams - Kyron Chukka Boot. Color Brown Multi. On sale for $49.45. MSRP $115.00.. 4.0 out of 5 stars

Brown Stacy Adams Kyron Chukka Boot

Brown Stacy Adams Kyron Chukka Boot

Brand Name: Stacy Adams
Product Name: Kyron Chukka Boot
Color: Brown Multi
Price: $49.45MSRP: $115.00
Rating: 4Rated 4 stars out of 5(2)

Get on the List

Subscribe to Zappos emails for exclusive product launches, early notifications for sales, and a few extra-special surprises.