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

Size 8.5 Leather Outsole Products

27 items found

Sort By

Your Selections

Search Results

Vans - Classic Slip On Checkerboard. Color Checkerboard Crystal Blue. On sale for $52.00. MSRP $65.00. 20% off. 4.6 out of 5 stars

White Vans Classic Slip On Checkerboard

White Vans Classic Slip On Checkerboard

+14

Brand Name: Vans
Product Name: Classic Slip On Checkerboard
Gender: Unisex
Color: Checkerboard Crystal Blue
Price: $52.00MSRP: $65.0020% OFF
Rating: 5Rated 5 stars out of 5(6182)

Vans - MTE Ultrarange 2.0 RW. Color Black. $100.00. 3.0 out of 5 stars

Black Vans MTE Ultrarange 2.0 RW

Black Vans MTE Ultrarange 2.0 RW

+14

Brand Name: Vans
Product Name: MTE Ultrarange 2.0 RW
Gender: Unisex
Color: Black
Price: $100.00
Rating: 3Rated 3 stars out of 5(2)

Cole Haan - Pinch Tassel. Color Black. On sale for $84.00. MSRP $168.00. 50% off. 4.0 out of 5 stars

Black Cole Haan Pinch Tassel

Black Cole Haan Pinch Tassel

Brand Name: Cole Haan
Product Name: Pinch Tassel
Gender: Men's
Color: Black
Price: $84.00MSRP: $168.0050% OFF
Rating: 4Rated 4 stars out of 5(244)

. Marc Joseph New York - Charles Ave (Hands Free Technology). Color Black/Black Sole. On sale for $69.95. MSRP $155.00. 55% off.

Black Marc Joseph New York Charles Ave (Hands Free Technology)

Black Marc Joseph New York Charles Ave (Hands Free Technology)

+3

Brand Name: Marc Joseph New York
Product Name: Charles Ave (Hands Free Technology)
Gender: Men's
Color: Black/Black Sole
Price: $69.95MSRP: $155.0055% OFF
Rating

Marc Joseph New York - Baker Street (Hands Free Technology). Color Black Grainy Leather. On sale for $94.95. MSRP $155.00. 39% off.

Black Marc Joseph New York Baker Street (Hands Free Technology)

Black Marc Joseph New York Baker Street (Hands Free Technology)

+2

Brand Name: Marc Joseph New York
Product Name: Baker Street (Hands Free Technology)
Gender: Men's
Color: Black Grainy Leather
Price: $94.95MSRP: $155.0039% OFF
Rating

Tommy Hilfiger - Rosell. Color Brown. $79.81.

Brown Tommy Hilfiger Rosell

Brown Tommy Hilfiger Rosell

+1

Brand Name: Tommy Hilfiger
Product Name: Rosell
Gender: Men's
Color: Brown
Price: $79.81
Rating

Cole Haan - Morse Grand Wingtip Oxfords. Color British Tan/Ivory/Gum. On sale for $91.00. MSRP $140.00. 35% off. 4.0 out of 5 stars

Brown Cole Haan Morse Grand Wingtip Oxfords

Brown Cole Haan Morse Grand Wingtip Oxfords

+4

Brand Name: Cole Haan
Product Name: Morse Grand Wingtip Oxfords
Gender: Men's
Color: British Tan/Ivory/Gum
Price: $91.00MSRP: $140.0035% OFF
Rating: 4Rated 4 stars out of 5(1)

Stacy Adams - Valet Velour Slip-On Loafer. Color Black. On sale for $79.90. MSRP $105.00. 24% off. 4.5 out of 5 stars

Black Stacy Adams Valet Velour Slip-On Loafer

Black Stacy Adams Valet Velour Slip-On Loafer

+3

Brand Name: Stacy Adams
Product Name: Valet Velour Slip-On Loafer
Gender: Men's
Color: Black
Price: $79.90MSRP: $105.0024% OFF
Rating: 5Rated 5 stars out of 5(110)

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Black/Ivory. On sale for $83.88. MSRP $110.00. 24% off. 5.0 out of 5 stars

Black Cole Haan Grand Crosscourt Modern Perforated Lace To Toe Sneakers

Black Cole Haan Grand Crosscourt Modern Perforated Lace To Toe Sneakers

+4

Brand Name: Cole Haan
Product Name: Grand Crosscourt Modern Perforated Lace To Toe Sneakers
Gender: Men's
Color: Black/Ivory
Price: $83.88MSRP: $110.0024% OFF
Rating: 5Rated 5 stars out of 5(1)

Marc Joseph New York - Empire Street (Hands Free Technology). Color Cognac. On sale for $74.95. MSRP $155.00. 52% off.

Tan Marc Joseph New York Empire Street (Hands Free Technology)

Tan Marc Joseph New York Empire Street (Hands Free Technology)

Brand Name: Marc Joseph New York
Product Name: Empire Street (Hands Free Technology)
Gender: Men's
Color: Cognac
Price: $74.95MSRP: $155.0052% OFF
Rating

Cole Haan - Grand+ Knit Oxfords. Color Navy Blazer/British Tan. On sale for $71.50. MSRP $110.00. 35% off.

Navy Cole Haan Grand+ Knit Oxfords

Navy Cole Haan Grand+ Knit Oxfords

Brand Name: Cole Haan
Product Name: Grand+ Knit Oxfords
Gender: Men's
Color: Navy Blazer/British Tan
Price: $71.50MSRP: $110.0035% OFF
Rating

. Marc Joseph New York - Hill Street (Hands Free Technology). Color Black/Black Sole. On sale for $74.95. MSRP $155.00. 52% off.

Black Marc Joseph New York Hill Street (Hands Free Technology)

Black Marc Joseph New York Hill Street (Hands Free Technology)

+4

Brand Name: Marc Joseph New York
Product Name: Hill Street (Hands Free Technology)
Gender: Men's
Color: Black/Black Sole
Price: $74.95MSRP: $155.0052% OFF
Rating

Cole Haan - Grand Crosscourt Modern Runner. Color Ivory/Ancient Scroll/Ivory. On sale for $90.20. MSRP $110.00. 18% off.

White Cole Haan Grand Crosscourt Modern Runner

White Cole Haan Grand Crosscourt Modern Runner

+1

Brand Name: Cole Haan
Product Name: Grand Crosscourt Modern Runner
Gender: Men's
Color: Ivory/Ancient Scroll/Ivory
Price: $90.20MSRP: $110.0018% OFF
Rating

Johnston & Murphy - Jenkins Plain Toe. Color Brown Leather. $99.90.

Brown Johnston & Murphy Jenkins Plain Toe

Brown Johnston & Murphy Jenkins Plain Toe

Brand Name: Johnston & Murphy
Product Name: Jenkins Plain Toe
Gender: Men's
Color: Brown Leather
Price: $99.90
Rating

Vans - Hylane. Color Retro Skate Navy. On sale for $59.40. MSRP $90.00. 34% off.

Navy Vans Hylane

Navy Vans Hylane

+2

Brand Name: Vans
Product Name: Hylane
Gender: Unisex
Color: Retro Skate Navy
Price: $59.40MSRP: $90.0034% OFF
Rating

Frye - Connor Venetian. Color Driftwood. On sale for $86.90. MSRP $158.00. 45% off. 4.0 out of 5 stars

Brown Frye Connor Venetian

Brown Frye Connor Venetian

+5

Brand Name: Frye
Product Name: Connor Venetian
Gender: Men's
Color: Driftwood
Price: $86.90MSRP: $158.0045% OFF
Rating: 4Rated 4 stars out of 5(1)

Cole Haan - Grand Remix Knit Oxfords. Color Silver Lining/Acorn/Ivory. Low Stock. On sale for $71.50. MSRP $110.00. 35% off.

Low Stock

Beige Cole Haan Grand Remix Knit Oxfords

Beige Cole Haan Grand Remix Knit Oxfords

Brand Name: Cole Haan
Product Name: Grand Remix Knit Oxfords
Gender: Men's
Color: Silver Lining/Acorn/Ivory
Price: $71.50MSRP: $110.0035% OFF
Rating

Born - Cambridge. Color Dark Brown (Braken). On sale for $94.50. MSRP $135.00. 30% off.

Brown Born Cambridge

Brown Born Cambridge

+2

Brand Name: Born
Product Name: Cambridge
Gender: Men's
Color: Dark Brown (Braken)
Price: $94.50MSRP: $135.0030% OFF
Rating

Tommy Hilfiger - Rezz. Color Dark Blue. On sale for $80.10. MSRP $89.00. 10% off. 5.0 out of 5 stars

Blue Tommy Hilfiger Rezz

Blue Tommy Hilfiger Rezz

+3

Brand Name: Tommy Hilfiger
Product Name: Rezz
Gender: Men's
Color: Dark Blue
Price: $80.10MSRP: $89.0010% OFF
Rating: 5Rated 5 stars out of 5(3)

Marc Joseph New York - BROADWAY. Color Taupe Grainy Nobuck. Low Stock. On sale for $89.95. MSRP $165.00. 45% off.

Low Stock

Taupe Marc Joseph New York BROADWAY

Taupe Marc Joseph New York BROADWAY

+6

Brand Name: Marc Joseph New York
Product Name: BROADWAY
Gender: Men's
Color: Taupe Grainy Nobuck
Price: $89.95MSRP: $165.0045% OFF
Rating

Vans - Lowland 2.0. Color Sun/Dried Tomato. On sale for $76.50. MSRP $85.00. 10% off.

Burgundy Vans Lowland 2.0

Burgundy Vans Lowland 2.0

+2

Brand Name: Vans
Product Name: Lowland 2.0
Gender: Unisex
Color: Sun/Dried Tomato
Price: $76.50MSRP: $85.0010% OFF
Rating

Johnston & Murphy - Baldwin Tassel. Color Snuff Suede. Low Stock. On sale for $87.75. MSRP $195.00. 55% off.

Low Stock

Brown Johnston & Murphy Baldwin Tassel

Brown Johnston & Murphy Baldwin Tassel

Brand Name: Johnston & Murphy
Product Name: Baldwin Tassel
Gender: Men's
Color: Snuff Suede
Price: $87.75MSRP: $195.0055% OFF
Rating

Tommy Hilfiger - Rezz6. Color Black. On sale for $53.40. MSRP $89.00. 40% off.

Black Tommy Hilfiger Rezz6

Black Tommy Hilfiger Rezz6

Brand Name: Tommy Hilfiger
Product Name: Rezz6
Gender: Men's
Color: Black
Price: $53.40MSRP: $89.0040% OFF
Rating

Stacy Adams - Calandro City Sandal. Color Cognac. On sale for $89.78. MSRP $100.00. 10% off. 4.5 out of 5 stars

Tan Stacy Adams Calandro City Sandal

Tan Stacy Adams Calandro City Sandal

+3

Brand Name: Stacy Adams
Product Name: Calandro City Sandal
Gender: Men's
Color: Cognac
Price: $89.78MSRP: $100.0010% OFF
Rating: 5Rated 5 stars out of 5(2)

Marc Joseph New York - Morrisville. Color Navy Napa. On sale for $89.95. MSRP $185.00. 51% off. 5.0 out of 5 stars

Blue Marc Joseph New York Morrisville

Blue Marc Joseph New York Morrisville

+3

Brand Name: Marc Joseph New York
Product Name: Morrisville
Gender: Men's
Color: Navy Napa
Price: $89.95MSRP: $185.0051% OFF
Rating: 5Rated 5 stars out of 5(1)

Nunn Bush - MAC Moccasin Toe Oxford. Color Black. Low Stock. On sale for $79.95. MSRP $100.00. 20% off. 5.0 out of 5 stars

Low Stock

Black Nunn Bush MAC Moccasin Toe Oxford

Black Nunn Bush MAC Moccasin Toe Oxford

Brand Name: Nunn Bush
Product Name: MAC Moccasin Toe Oxford
Gender: Men's
Color: Black
Price: $79.95MSRP: $100.0020% OFF
Rating: 5Rated 5 stars out of 5(4)

Marc Joseph New York - South Street. Color Cognac Grainy. On sale for $79.95. MSRP $155.00. 48% off. 1.0 out of 5 stars

Brown Marc Joseph New York South Street

Brown Marc Joseph New York South Street

Brand Name: Marc Joseph New York
Product Name: South Street
Gender: Men's
Color: Cognac Grainy
Price: $79.95MSRP: $155.0048% OFF
Rating: 1Rated 1 star out of 5(1)

Join Our List, Get 10% Off

Sign up for Zappos emails—new subscribers get 10% off a future order!* Plus, get early access to sales, coupons, and more. (One code per email address.)