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

Size 8.5 Leather Outsole Closed Toe Comfort Products

46 items found

Sort By

Your Selections

Search Results

Cole Haan - Grandpro Luxe Slip-On Sneakers. Color British Tan/Ivory. $159.95. 3.0 out of 5 stars

Brown Cole Haan Grandpro Luxe Slip-On Sneakers

Brown Cole Haan Grandpro Luxe Slip-On Sneakers

+6

Brand Name: Cole Haan
Product Name: Grandpro Luxe Slip-On Sneakers
Gender: Men's
Color: British Tan/Ivory
Price: $159.95
Rating: 3Rated 3 stars out of 5(2)

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Navy Blazer. $100.00.

Navy Cole Haan Grand Crosscourt Modern Perforated Lace To Toe Sneakers

Navy 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: Navy Blazer
Price: $100.00
Rating

Ariat - Longview Shock Shield 8" Waterproof Composite Toe Work Boots. Color Copper Brown. $199.95.

Brown Ariat Longview Shock Shield 8" Waterproof Composite Toe Work Boots

Brown Ariat Longview Shock Shield 8" Waterproof Composite Toe Work Boots

Brand Name: Ariat
Product Name: Longview Shock Shield 8" Waterproof Composite Toe Work Boots
Gender: Men's
Color: Copper Brown
Price: $199.95
Rating

COACH - Declan Suede Loafer. Color Coconut. On sale for $150.00. MSRP $250.00. 40% off.

Beige COACH Declan Suede Loafer

Beige COACH Declan Suede Loafer

Brand Name: COACH
Product Name: Declan Suede Loafer
Gender: Men's
Color: Coconut
Price: $150.00MSRP: $250.00
Rating

Marc Joseph New York - Canal St 2.0. Color Cognac Brushed Napa. On sale for $115.05. MSRP $195.00. 41% off.

Brown Marc Joseph New York Canal St 2.0

Brown Marc Joseph New York Canal St 2.0

+2

Brand Name: Marc Joseph New York
Product Name: Canal St 2.0
Gender: Men's
Color: Cognac Brushed Napa
Price: $115.05MSRP: $195.00
Rating

Johnston & Murphy - Melton Classic Dress Cap Toe Oxford. Color Black Brushed Veal. $184.95. 4.3 out of 5 stars

Black Johnston & Murphy Melton Classic Dress Cap Toe Oxford

Black Johnston & Murphy Melton Classic Dress Cap Toe Oxford

+2

Brand Name: Johnston & Murphy
Product Name: Melton Classic Dress Cap Toe Oxford
Gender: Men's
Color: Black Brushed Veal
Price: $184.95
Rating: 4Rated 4 stars out of 5(1195)

Florsheim - Tux Cap Toe Oxford. Color Black Patent. $124.95. 4.5 out of 5 stars

Black Florsheim Tux Cap Toe Oxford

Black Florsheim Tux Cap Toe Oxford

Brand Name: Florsheim
Product Name: Tux Cap Toe Oxford
Gender: Men's
Color: Black Patent
Price: $124.95
Rating: 5Rated 5 stars out of 5(48)

Johnston & Murphy - Hayes Tassel Loafer. Color Black. On sale for $99.90. MSRP $135.00. 26% off. 3.9 out of 5 stars

Black Johnston & Murphy Hayes Tassel Loafer

Black Johnston & Murphy Hayes Tassel Loafer

+2 colors/patterns

Brand Name: Johnston & Murphy
Product Name: Hayes Tassel Loafer
Gender: Men's
Color: Black
Price: $99.90MSRP: $135.00
Rating: 4Rated 4 stars out of 5(107)

Johnston & Murphy - Hayes Penny Loafer. Color Burgundy. On sale for $96.92. MSRP $135.00. 28% off. 4.1 out of 5 stars

Burgundy Johnston & Murphy Hayes Penny Loafer

Burgundy Johnston & Murphy Hayes Penny Loafer

+2

Brand Name: Johnston & Murphy
Product Name: Hayes Penny Loafer
Gender: Men's
Color: Burgundy
Price: $96.92MSRP: $135.00
Rating: 4Rated 4 stars out of 5(114)

Florsheim - Tux Plain Toe Oxford. Color Black Patent. $124.95. 4.5 out of 5 stars

Black Florsheim Tux Plain Toe Oxford

Black Florsheim Tux Plain Toe Oxford

Brand Name: Florsheim
Product Name: Tux Plain Toe Oxford
Gender: Men's
Color: Black Patent
Price: $124.95
Rating: 5Rated 5 stars out of 5(67)

Clarks - Un Kendric Way. Color Black Leather. $160.00. 3.0 out of 5 stars

Black Clarks Un Kendric Way

Black Clarks Un Kendric Way

+2

Brand Name: Clarks
Product Name: Un Kendric Way
Gender: Men's
Color: Black Leather
Price: $160.00
Rating: 3Rated 3 stars out of 5(2)

Florsheim - Conetta Cap Toe Oxford. Color Black. On sale for $124.95. MSRP $150.00. 17% off. 4.5 out of 5 stars

Black Florsheim Conetta Cap Toe Oxford

Black Florsheim Conetta Cap Toe Oxford

+2

Brand Name: Florsheim
Product Name: Conetta Cap Toe Oxford
Gender: Men's
Color: Black
Price: $124.95MSRP: $150.00
Rating: 5Rated 5 stars out of 5(22)

Florsheim - Berkley Penny Loafer. Color Black. On sale for $124.95. MSRP $130.00. 4% off. 4.1 out of 5 stars

Black Florsheim Berkley Penny Loafer

Black Florsheim Berkley Penny Loafer

+2

Brand Name: Florsheim
Product Name: Berkley Penny Loafer
Gender: Men's
Color: Black
Price: $124.95MSRP: $130.00
Rating: 4Rated 4 stars out of 5(1305)

Cole Haan - Original Grand 2.0. Color Big Dipper Nubuck/Ancient Scroll. On sale for $190.00. MSRP $230.00. 17% off.

Blue Cole Haan Original Grand 2.0

Blue Cole Haan Original Grand 2.0

+3

Brand Name: Cole Haan
Product Name: Original Grand 2.0
Gender: Men's
Color: Big Dipper Nubuck/Ancient Scroll
Price: $190.00MSRP: $230.00
Rating

Stacy Adams - Tallero Lace-Up. Color Brown Multi. On sale for $99.23. MSRP $105.00. 5% off. 3.7 out of 5 stars

Brown Stacy Adams Tallero Lace-Up

Brown Stacy Adams Tallero Lace-Up

Brand Name: Stacy Adams
Product Name: Tallero Lace-Up
Gender: Men's
Color: Brown Multi
Price: $99.23MSRP: $105.00
Rating: 4Rated 4 stars out of 5(3)

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

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: $165.00
Rating

Stacy Adams - Gabardo Bike Toe Lace-Up. Color Black. On sale for $99.86. MSRP $105.00. 5% off. 5.0 out of 5 stars

Black Stacy Adams Gabardo Bike Toe Lace-Up

Black Stacy Adams Gabardo Bike Toe Lace-Up

+2

Brand Name: Stacy Adams
Product Name: Gabardo Bike Toe Lace-Up
Gender: Men's
Color: Black
Price: $99.86MSRP: $105.00
Rating: 5Rated 5 stars out of 5(6)

Frye - Astor Low Lace Court. Color Bluestone. $157.95. 5.0 out of 5 stars

Blue Frye Astor Low Lace Court

Blue Frye Astor Low Lace Court

+2

Brand Name: Frye
Product Name: Astor Low Lace Court
Gender: Men's
Color: Bluestone
Price: $157.95
Rating: 5Rated 5 stars out of 5(1)

Tommy Hilfiger - Rosell. Color Medium Brown. On sale for $45.57. MSRP $79.95. 43% off.

Brown Tommy Hilfiger Rosell

Brown Tommy Hilfiger Rosell

+1

Brand Name: Tommy Hilfiger
Product Name: Rosell
Gender: Men's
Color: Medium Brown
Price: $45.57MSRP: $79.95
Rating

Johnston & Murphy - Bradford Dress Cap Toe Oxford. Color Black Brush-Off. On sale for $123.45. MSRP $129.95. 5% off. 3.9 out of 5 stars

Black Johnston & Murphy Bradford Dress Cap Toe Oxford

Black Johnston & Murphy Bradford Dress Cap Toe Oxford

Brand Name: Johnston & Murphy
Product Name: Bradford Dress Cap Toe Oxford
Gender: Men's
Color: Black Brush-Off
Price: $123.45MSRP: $129.95
Rating: 4Rated 4 stars out of 5(37)

Ariat - Rebar Wedge Pull-On Waterproof Work Boots. Color Distressed Brown. $189.95. 4.0 out of 5 stars

Brown Ariat Rebar Wedge Pull-On Waterproof Work Boots

Brown Ariat Rebar Wedge Pull-On Waterproof Work Boots

Brand Name: Ariat
Product Name: Rebar Wedge Pull-On Waterproof Work Boots
Gender: Men's
Color: Distressed Brown
Price: $189.95
Rating: 4Rated 4 stars out of 5(13)

Cole Haan - Grandpro Ashland 2 Golf. Color Navy Blazer/Titanium/Ivory. $155.00.

Navy Cole Haan Grandpro Ashland 2 Golf

Navy Cole Haan Grandpro Ashland 2 Golf

+3

Brand Name: Cole Haan
Product Name: Grandpro Ashland 2 Golf
Gender: Men's
Color: Navy Blazer/Titanium/Ivory
Price: $155.00
Rating

COACH - Cooper Loafer. Color Saddle. On sale for $185.00. MSRP $275.00. 33% off.

Brown COACH Cooper Loafer

Brown COACH Cooper Loafer

+2

Brand Name: COACH
Product Name: Cooper Loafer
Gender: Men's
Color: Saddle
Price: $185.00MSRP: $275.00
Rating

Frye - Connor Venetian. Color Driftwood. On sale for $86.87. MSRP $158.00. 45% off. 4.0 out of 5 stars

Brown Frye Connor Venetian

Brown Frye Connor Venetian

+1

Brand Name: Frye
Product Name: Connor Venetian
Gender: Men's
Color: Driftwood
Price: $86.87MSRP: $158.00
Rating: 4Rated 4 stars out of 5(1)

Volcom - Street Shield Slip-On Station Tactical Boots. Color Black. On sale for $134.95. MSRP $160.00. 16% off.

Black Volcom Street Shield Slip-On Station Tactical Boots

Black Volcom Street Shield Slip-On Station Tactical Boots

Brand Name: Volcom
Product Name: Street Shield Slip-On Station Tactical Boots
Gender: Men's
Color: Black
Price: $134.95MSRP: $160.00
Rating

Marc Joseph New York - Wall St 3.0. Color Black Napa. Low Stock. $195.00.

Low Stock

Black Marc Joseph New York Wall St 3.0

Black 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: $195.00
Rating

Florsheim - Como Imperial Slip-On Loafer. Color Black Cabaret. On sale for $139.95. MSRP $200.00. 30% off. 4.4 out of 5 stars

Black Florsheim Como Imperial Slip-On Loafer

Black Florsheim Como Imperial Slip-On Loafer

Brand Name: Florsheim
Product Name: Como Imperial Slip-On Loafer
Gender: Men's
Color: Black Cabaret
Price: $139.95MSRP: $200.00
Rating: 4Rated 4 stars out of 5(492)

Florsheim - Lexington Wingtip Oxford. Color Black Legacy. $129.95. 4.3 out of 5 stars

Black Florsheim Lexington Wingtip Oxford

Black Florsheim Lexington Wingtip Oxford

Brand Name: Florsheim
Product Name: Lexington Wingtip Oxford
Gender: Men's
Color: Black Legacy
Price: $129.95
Rating: 4Rated 4 stars out of 5(463)

Johnston & Murphy - Bradford Dress Moc Oxford. Color Black Brush-Off. $128.95. 3.9 out of 5 stars

Black Johnston & Murphy Bradford Dress Moc Oxford

Black Johnston & Murphy Bradford Dress Moc Oxford

Brand Name: Johnston & Murphy
Product Name: Bradford Dress Moc Oxford
Gender: Men's
Color: Black Brush-Off
Price: $128.95
Rating: 4Rated 4 stars out of 5(16)

GFORE - Men's MG4+ TPU Golf Shoes. Color Twilight. $195.00.

Blue GFORE Men's MG4+ TPU Golf Shoes

Blue GFORE Men's MG4+ TPU Golf Shoes

+2

Brand Name: GFORE
Product Name: Men's MG4+ TPU Golf Shoes
Gender: Men's
Color: Twilight
Price: $195.00
Rating

Johnston & Murphy Collection - Baldwin Leather Bit. Color Brown American Full Grain. $195.00. 3.9 out of 5 stars

Brown Johnston & Murphy Collection Baldwin Leather Bit

Brown Johnston & Murphy Collection Baldwin Leather Bit

Brand Name: Johnston & Murphy Collection
Product Name: Baldwin Leather Bit
Gender: Men's
Color: Brown American Full Grain
Price: $195.00
Rating: 4Rated 4 stars out of 5(14)

Florsheim - Conetta Wing Tip Oxford. Color Black. $149.95. 4.6 out of 5 stars

Black Florsheim Conetta Wing Tip Oxford

Black Florsheim Conetta Wing Tip Oxford

Brand Name: Florsheim
Product Name: Conetta Wing Tip Oxford
Gender: Men's
Color: Black
Price: $149.95
Rating: 5Rated 5 stars out of 5(31)

Ariat - Rebar Flex SD Composite Toe Work Boots. Color Distressed Brown/Stone. $199.95.

Brown Ariat Rebar Flex SD Composite Toe Work Boots

Brown Ariat Rebar Flex SD Composite Toe Work Boots

Brand Name: Ariat
Product Name: Rebar Flex SD Composite Toe Work Boots
Gender: Men's
Color: Distressed Brown/Stone
Price: $199.95
Rating

Florsheim - Lexington Perfed Tip. Color Black Legacy. $129.95. 4.1 out of 5 stars

Black Florsheim Lexington Perfed Tip

Black Florsheim Lexington Perfed Tip

Brand Name: Florsheim
Product Name: Lexington Perfed Tip
Gender: Men's
Color: Black Legacy
Price: $129.95
Rating: 4Rated 4 stars out of 5(213)

Florsheim - Lexington Wingtip Tassel Slip-On. Color Black. On sale for $124.99. MSRP $130.00. 4% off. 4.3 out of 5 stars

Black Florsheim Lexington Wingtip Tassel Slip-On

Black Florsheim Lexington Wingtip Tassel Slip-On

Brand Name: Florsheim
Product Name: Lexington Wingtip Tassel Slip-On
Gender: Men's
Color: Black
Price: $124.99MSRP: $130.00
Rating: 4Rated 4 stars out of 5(481)

Ariat - Spitfire All Terrain. Color Western Brown. $149.95. 4.0 out of 5 stars

Brown Ariat Spitfire All Terrain

Brown Ariat Spitfire All Terrain

Brand Name: Ariat
Product Name: Spitfire All Terrain
Gender: Men's
Color: Western Brown
Price: $149.95
Rating: 4Rated 4 stars out of 5(34)

Florsheim - Como Slip-On Loafer. Color Black. On sale for $119.95. MSRP $130.00. 8% off. 4.5 out of 5 stars

Black Florsheim Como Slip-On Loafer

Black Florsheim Como Slip-On Loafer

Brand Name: Florsheim
Product Name: Como Slip-On Loafer
Gender: Men's
Color: Black
Price: $119.95MSRP: $130.00
Rating: 4Rated 4 stars out of 5(527)

Polo Ralph Lauren - Merton Vnetn. Color Tan. $168.00.

Tan Polo Ralph Lauren Merton Vnetn

Tan Polo Ralph Lauren Merton Vnetn

+2

Brand Name: Polo Ralph Lauren
Product Name: Merton Vnetn
Gender: Men's
Color: Tan
Price: $168.00
Rating

Tommy Hilfiger - Rezz6. Color Black. On sale for $50.58. MSRP $85.00. 40% off.

Black Tommy Hilfiger Rezz6

Black Tommy Hilfiger Rezz6

Brand Name: Tommy Hilfiger
Product Name: Rezz6
Gender: Men's
Color: Black
Price: $50.58MSRP: $85.00
Rating

Marc Joseph New York - Spring Street. Color Cognac Basket Napa. On sale for $120.00. MSRP $175.00. 31% off.

Brown Marc Joseph New York Spring Street

Brown Marc Joseph New York Spring Street

+3

Brand Name: Marc Joseph New York
Product Name: Spring Street
Gender: Men's
Color: Cognac Basket Napa
Price: $120.00MSRP: $175.00
Rating

Johnston & Murphy Collection - Dudley Plane Toe. Color Olive. Low Stock. On sale for $118.00. MSRP $245.00. 52% off. 4.1 out of 5 stars

Low Stock

Olive Johnston & Murphy Collection Dudley Plane Toe

Olive Johnston & Murphy Collection Dudley Plane Toe

+2 colors/patterns

Brand Name: Johnston & Murphy Collection
Product Name: Dudley Plane Toe
Gender: Men's
Color: Olive
Price: $118.00MSRP: $245.00
Rating: 4Rated 4 stars out of 5(47)

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

Brown Marc Joseph New York Morrisville

Brown Marc Joseph New York Morrisville

+3

Brand Name: Marc Joseph New York
Product Name: Morrisville
Gender: Men's
Color: Cappuccino Suede
Price: $89.95MSRP: $185.00
Rating: 5Rated 5 stars out of 5(1)

Marc Joseph New York - Chambers St. Color Whiskey Brushed Napa. Low Stock. On sale for $169.65. MSRP $195.00. 13% off.

Low Stock

Brown Marc Joseph New York Chambers St

Brown Marc Joseph New York Chambers St

+2

Brand Name: Marc Joseph New York
Product Name: Chambers St
Gender: Men's
Color: Whiskey Brushed Napa
Price: $169.65MSRP: $195.00
Rating

Marc Joseph New York - Blake Ave. Color Black Napa. On sale for $117.00. MSRP $195.00. 40% off.

Black Marc Joseph New York Blake Ave

Black Marc Joseph New York Blake Ave

+2

Brand Name: Marc Joseph New York
Product Name: Blake Ave
Gender: Men's
Color: Black Napa
Price: $117.00MSRP: $195.00
Rating

. Stacy Adams - Calandro City Sandal. Color White. $90.00.

White Stacy Adams Calandro City Sandal

White Stacy Adams Calandro City Sandal

+3

Brand Name: Stacy Adams
Product Name: Calandro City Sandal
Gender: Men's
Color: White
Price: $90.00
Rating

Ariat - Sport Rodeo Cowboy Boots. Color Aged Tan Elephant Print. $179.95.

Brown Ariat Sport Rodeo Cowboy Boots

Brown Ariat Sport Rodeo Cowboy Boots

Brand Name: Ariat
Product Name: Sport Rodeo Cowboy Boots
Gender: Men's
Color: Aged Tan Elephant Print
Price: $179.95
Rating

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.)