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

Size 9.5 Leather Outsole Loafers

43 items found

Sort By

Your Selections

Search Results

OluKai - Moloa. Color Dark Wood/Dark Java. $140.00. 4.4 out of 5 stars

Taupe OluKai Moloa

Taupe OluKai Moloa

+3

Brand Name: OluKai
Product Name: Moloa
Gender: Men's
Color: Dark Wood/Dark Java
Price: $140.00
Rating: 4Rated 4 stars out of 5(609)

Johnston & Murphy Collection - Taylor Penny. Color Black. $298.00. 4.8 out of 5 stars

Black Johnston & Murphy Collection Taylor Penny

Black Johnston & Murphy Collection Taylor Penny

+6

Brand Name: Johnston & Murphy Collection
Product Name: Taylor Penny
Gender: Men's
Color: Black
Price: $298.00
Rating: 5Rated 5 stars out of 5(4)

Frye - Chris Venetian. Color Black. $228.00. 3.4 out of 5 stars

Black Frye Chris Venetian

Black Frye Chris Venetian

+4

Brand Name: Frye
Product Name: Chris Venetian
Gender: Men's
Color: Black
Price: $228.00
Rating: 3Rated 3 stars out of 5(55)

. Florsheim - Berkley Penny Loafer. Color Burgundy. $129.95. 4.1 out of 5 stars

Burgundy Florsheim Berkley Penny Loafer

Burgundy Florsheim Berkley Penny Loafer

+2

Brand Name: Florsheim
Product Name: Berkley Penny Loafer
Gender: Men's
Color: Burgundy
Price: $129.95
Rating: 4Rated 4 stars out of 5(1321)

Cole Haan - Pinch Penny. Color Burgundy. On sale for $135.00. MSRP $140.00. 4% off. 4.1 out of 5 stars

Burgundy Cole Haan Pinch Penny

Burgundy Cole Haan Pinch Penny

Brand Name: Cole Haan
Product Name: Pinch Penny
Gender: Men's
Color: Burgundy
Price: $135.00MSRP: $140.004% OFF
Rating: 4Rated 4 stars out of 5(171)

Stacy Adams - Valet Velour Slip-On Loafer. Color Black. On sale for $62.95. MSRP $85.00. 26% 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: $62.95MSRP: $85.0026% OFF
Rating: 5Rated 5 stars out of 5(110)

Florsheim - Como Slip-On Loafer. Color Black. $130.00. 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: $130.00
Rating: 4Rated 4 stars out of 5(528)

Anthony Veer - Sherman Penny Loafer. Color Chocolate Brown. Low Stock. On sale for $60.00. MSRP $149.90. 60% off. 4.0 out of 5 stars

Low Stock

Brown Anthony Veer Sherman Penny Loafer

Brown Anthony Veer Sherman Penny Loafer

Brand Name: Anthony Veer
Product Name: Sherman Penny Loafer
Gender: Men's
Color: Chocolate Brown
Price: $60.00MSRP: $149.9060% OFF
Rating: 4Rated 4 stars out of 5(101)

Johnston & Murphy - Hayes Penny Loafer. Color Burgundy. On sale for $97.90. MSRP $135.00. 27% 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: $97.90MSRP: $135.0027% OFF
Rating: 4Rated 4 stars out of 5(116)

Florsheim - Lexington Wingtip Tassel Slip-On. Color Black. $129.95. 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: $129.95
Rating: 4Rated 4 stars out of 5(482)

Cole Haan - Pinch Tassel. Color Burgundy. On sale for $135.00. MSRP $140.00. 4% off. 4.0 out of 5 stars

Burgundy Cole Haan Pinch Tassel

Burgundy Cole Haan Pinch Tassel

Brand Name: Cole Haan
Product Name: Pinch Tassel
Gender: Men's
Color: Burgundy
Price: $135.00MSRP: $140.004% OFF
Rating: 4Rated 4 stars out of 5(243)

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: $135.0026% OFF
Rating: 4Rated 4 stars out of 5(107)

Allen Edmonds - Verona II. Color Black. $425.00. 4.0 out of 5 stars

Black Allen Edmonds Verona II

Black Allen Edmonds Verona II

+2

Brand Name: Allen Edmonds
Product Name: Verona II
Gender: Men's
Color: Black
Price: $425.00
Rating: 4Rated 4 stars out of 5(101)

Magnanni - Dorio. Color Black. Low Stock. $375.00. 5.0 out of 5 stars

Low Stock

Black Magnanni Dorio

Black Magnanni Dorio

Brand Name: Magnanni
Product Name: Dorio
Gender: Men's
Color: Black
Price: $375.00
Rating: 5Rated 5 stars out of 5(5)

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)

To Boot New York - Moore. Color Brown. On sale for $239.40. MSRP $399.00. 40% off. 4.3 out of 5 stars

Brown To Boot New York Moore

Brown To Boot New York Moore

+3

Brand Name: To Boot New York
Product Name: Moore
Gender: Men's
Color: Brown
Price: $239.40MSRP: $399.0040% OFF
Rating: 4Rated 4 stars out of 5(3)

Johnston & Murphy Collection - Ellsworth Bit. Color Black Italian Calfskin. $294.95. 5.0 out of 5 stars

Black Johnston & Murphy Collection Ellsworth Bit

Black Johnston & Murphy Collection Ellsworth Bit

Brand Name: Johnston & Murphy Collection
Product Name: Ellsworth Bit
Gender: Men's
Color: Black Italian Calfskin
Price: $294.95
Rating: 5Rated 5 stars out of 5(4)

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

Black Marc Joseph New York Morrisville

Black Marc Joseph New York Morrisville

+3

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

Allen Edmonds - Randolph. Color Black Calf. $425.00. 3.5 out of 5 stars

Black Allen Edmonds Randolph

Black Allen Edmonds Randolph

Brand Name: Allen Edmonds
Product Name: Randolph
Gender: Men's
Color: Black Calf
Price: $425.00
Rating: 3Rated 3 stars out of 5(11)

Johnston & Murphy Collection - Larson Slip-On. Color Mahogany Italian Calfskin. $294.95. 5.0 out of 5 stars

Burgundy Johnston & Murphy Collection Larson Slip-On

Burgundy Johnston & Murphy Collection Larson Slip-On

+2

Brand Name: Johnston & Murphy Collection
Product Name: Larson Slip-On
Gender: Men's
Color: Mahogany Italian Calfskin
Price: $294.95
Rating: 5Rated 5 stars out of 5(2)

Bruno Magli - Alessandro. Color Brown. $395.00. 5.0 out of 5 stars

Brown Bruno Magli Alessandro

Brown Bruno Magli Alessandro

+2

Brand Name: Bruno Magli
Product Name: Alessandro
Gender: Men's
Color: Brown
Price: $395.00
Rating: 5Rated 5 stars out of 5(1)

Frye - Connor Venetian. Color Driftwood. On sale for $90.03. MSRP $158.00. 43% 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: $90.03MSRP: $158.0043% OFF
Rating: 4Rated 4 stars out of 5(1)

Johnston & Murphy Collection - Kinser Slip-On. Color Black Patent. $324.95. 5.0 out of 5 stars

Black Johnston & Murphy Collection Kinser Slip-On

Black Johnston & Murphy Collection Kinser Slip-On

Brand Name: Johnston & Murphy Collection
Product Name: Kinser Slip-On
Gender: Men's
Color: Black Patent
Price: $324.95
Rating: 5Rated 5 stars out of 5(2)

Bruno Magli - Maioco Penny. Color Cognac. On sale for $299.99. MSRP $395.00. 24% off.

Tan Bruno Magli Maioco Penny

+3

Brand Name: Bruno Magli
Product Name: Maioco Penny
Gender: Men's
Color: Cognac
Price: $299.99MSRP: $395.0024% OFF
Rating

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: $165.0045% OFF
Rating

To Boot New York - Beamon. Color Black. On sale for $245.00. MSRP $350.00. 30% off.

Black To Boot New York Beamon

Black To Boot New York Beamon

+2

Brand Name: To Boot New York
Product Name: Beamon
Gender: Men's
Color: Black
Price: $245.00MSRP: $350.0030% OFF
Rating

Cole Haan - Grand Laser Bit Drivers. Color Golden Toffee Nubuck/Gum. $150.00.

Brown Cole Haan Grand Laser Bit Drivers

Brown Cole Haan Grand Laser Bit Drivers

Brand Name: Cole Haan
Product Name: Grand Laser Bit Drivers
Gender: Men's
Color: Golden Toffee Nubuck/Gum
Price: $150.00
Rating

Bruno Magli - Arlo. Color Black Tumbled. $395.00.

Black Bruno Magli Arlo

Black Bruno Magli Arlo

+3

Brand Name: Bruno Magli
Product Name: Arlo
Gender: Men's
Color: Black Tumbled
Price: $395.00
Rating

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

Tan Polo Ralph Lauren Merton Vnetn

Tan Polo Ralph Lauren Merton Vnetn

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

Marc Joseph New York - Chambers St. Color Whiskey Brushed Napa. Low Stock. On sale for $157.95. MSRP $195.00. 19% 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: $157.95MSRP: $195.0019% OFF
Rating

Allen Edmonds - Randolph2.0 Penny Loafers. Color Black Leather. $425.00.

Black Allen Edmonds Randolph2.0 Penny Loafers

Black Allen Edmonds Randolph2.0 Penny Loafers

+3

Brand Name: Allen Edmonds
Product Name: Randolph2.0 Penny Loafers
Gender: Men's
Color: Black Leather
Price: $425.00
Rating

Marc Joseph New York - Hamilton Pl. Color Black Grainy. Low Stock. On sale for $157.50. MSRP $175.00. 10% off.

Low Stock

Black Marc Joseph New York Hamilton Pl

Black Marc Joseph New York Hamilton Pl

+2

Brand Name: Marc Joseph New York
Product Name: Hamilton Pl
Gender: Men's
Color: Black Grainy
Price: $157.50MSRP: $175.0010% OFF
Rating

Born - Cambridge. Color Dark Brown (Braken). On sale for $119.99. MSRP $135.00. 11% off.

Brown Born Cambridge

Brown Born Cambridge

+2

Brand Name: Born
Product Name: Cambridge
Gender: Men's
Color: Dark Brown (Braken)
Price: $119.99MSRP: $135.0011% OFF
Rating

Bruno Magli - Solero. Color Brown. $298.00.

Brown Bruno Magli Solero

Brown Bruno Magli Solero

Brand Name: Bruno Magli
Product Name: Solero
Gender: Men's
Color: Brown
Price: $298.00
Rating

Martin Dingman - Old Row Penny Driver. Color Cigar. Low Stock. On sale for $195.00. MSRP $275.00. 29% off.

Low Stock

Brown Martin Dingman Old Row Penny Driver

Brown Martin Dingman Old Row Penny Driver

Brand Name: Martin Dingman
Product Name: Old Row Penny Driver
Gender: Men's
Color: Cigar
Price: $195.00MSRP: $275.0029% OFF
Rating

Marc Joseph New York - Spring Street. Color Ice Basket Napa. On sale for $95.00. MSRP $175.00. 46% off.

White Marc Joseph New York Spring Street

White Marc Joseph New York Spring Street

+2

Brand Name: Marc Joseph New York
Product Name: Spring Street
Gender: Men's
Color: Ice Basket Napa
Price: $95.00MSRP: $175.0046% OFF
Rating

COACH - Cooper Loafer. Color Black. On sale for $206.25. MSRP $275.00. 25% off.

Black COACH Cooper Loafer

Black COACH Cooper Loafer

Brand Name: COACH
Product Name: Cooper Loafer
Gender: Men's
Color: Black
Price: $206.25MSRP: $275.0025% OFF
Rating

To Boot New York - Burton. Color Grey Suede. On sale for $245.00. MSRP $350.00. 30% off.

Gray To Boot New York Burton

Gray To Boot New York Burton

Brand Name: To Boot New York
Product Name: Burton
Gender: Men's
Color: Grey Suede
Price: $245.00MSRP: $350.0030% OFF
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

Bruno Magli - Raging Bit. Color Black. $395.00.

Black Bruno Magli Raging Bit

Black Bruno Magli Raging Bit

+2

Brand Name: Bruno Magli
Product Name: Raging Bit
Gender: Men's
Color: Black
Price: $395.00
Rating

Johnston & Murphy Collection - Baldwin Tassel. Color Brown. Low Stock. On sale for $135.00. MSRP $195.00. 31% off.

Low Stock

Brown Johnston & Murphy Collection Baldwin Tassel

Brown Johnston & Murphy Collection Baldwin Tassel

Brand Name: Johnston & Murphy Collection
Product Name: Baldwin Tassel
Gender: Men's
Color: Brown
Price: $135.00MSRP: $195.0031% OFF
Rating

To Boot New York - Dylan. Color Taupe. $395.00.

Taupe To Boot New York Dylan

Taupe To Boot New York Dylan

Brand Name: To Boot New York
Product Name: Dylan
Gender: Men's
Color: Taupe
Price: $395.00
Rating

Marc Joseph New York - Bryant Park Weave. Color Black Grainy. Low Stock. On sale for $146.25. MSRP $195.00. 25% off.

Low Stock

Black Marc Joseph New York Bryant Park Weave

Black Marc Joseph New York Bryant Park Weave

Brand Name: Marc Joseph New York
Product Name: Bryant Park Weave
Gender: Men's
Color: Black Grainy
Price: $146.25MSRP: $195.0025% OFF
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.)