EXTRA 20% OFF*
*Offer ends 12/29/25 at 11:59pm PST. Exclusions apply.
Hurry, hurry: use code SAVE20
Select styles only.
Shop Now

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

Size 8.5 Leather Outsole Comfort Fashion Products

42 items found

Filters

Search Results

Marc Joseph New York - Newbury Street (Hands Free Technology). Color Navy Napa Leather. $149.95. 5.0 out of 5 stars

Navy Marc Joseph New York Newbury Street (Hands Free Technology)

Navy Marc Joseph New York Newbury Street (Hands Free Technology)

+4

Brand Name: Marc Joseph New York
Product Name: Newbury Street (Hands Free Technology)
Gender: Men's
Color: Navy Napa Leather
Price: $149.95
Rating: 5Rated 5 stars out of 5(1)

Marc Joseph New York - Charles Ave (Hands Free Technology). Color Olive. On sale for $74.95. MSRP $155.00. 52% off. 4.2 out of 5 stars

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

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

+8

Brand Name: Marc Joseph New York
Product Name: Charles Ave (Hands Free Technology)
Gender: Men's
Color: Olive
Price: $74.95MSRP: $15552% OFF
Rating: 4Rated 4 stars out of 5(9)

Marc Joseph New York - Baker Street (Hands Free Technology). Color Black Grainy Leather. On sale for $94.95. MSRP $155.00. 39% off. 5.0 out of 5 stars

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

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

+6

Brand Name: Marc Joseph New York
Product Name: Baker Street (Hands Free Technology)
Gender: Men's
Color: Black Grainy Leather
Price: $94.95MSRP: $15539% OFF
Rating: 5Rated 5 stars out of 5(2)

Marc Joseph New York - Empire Street (Hands Free Technology). Color Cognac. On sale for $74.95. MSRP $155.00. 52% off. 5.0 out of 5 stars

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

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

+3

Brand Name: Marc Joseph New York
Product Name: Empire Street (Hands Free Technology)
Gender: Men's
Color: Cognac
Price: $74.95MSRP: $15552% OFF
Rating: 5Rated 5 stars out of 5(1)

Marc Joseph New York - Howard Street (Hands Free Technology). Color Black Grainy Leather. On sale for $94.95. MSRP $155.00. 39% off. 4.0 out of 5 stars

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

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

+4

Brand Name: Marc Joseph New York
Product Name: Howard Street (Hands Free Technology)
Gender: Men's
Color: Black Grainy Leather
Price: $94.95MSRP: $15539% OFF
Rating: 4Rated 4 stars out of 5(4)

Marc Joseph New York - North Street (Hands Free Technology). Color Cognac Napa Leather. On sale for $109.95. MSRP $159.95. 31% off. 5.0 out of 5 stars

Brown Marc Joseph New York North Street (Hands Free Technology)

Brown Marc Joseph New York North Street (Hands Free Technology)

+2

Brand Name: Marc Joseph New York
Product Name: North Street (Hands Free Technology)
Gender: Men's
Color: Cognac Napa Leather
Price: $109.95MSRP: $159.9531% OFF
Rating: 5Rated 5 stars out of 5(1)

Marc Joseph New York - Hill Street (Hands Free Technology). Color Black/Black. On sale for $74.95. MSRP $155.00. 52% off. 4.0 out of 5 stars

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

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

+7

Brand Name: Marc Joseph New York
Product Name: Hill Street (Hands Free Technology)
Gender: Men's
Color: Black/Black
Price: $74.95MSRP: $15552% OFF
Rating: 4Rated 4 stars out of 5(3)

Marc Joseph New York - Harbor Road (Hands Free Technology). Color Black Napa Leather/Black. On sale for $105.10. MSRP $149.95. 30% off. 5.0 out of 5 stars

Black Marc Joseph New York Harbor Road (Hands Free Technology)

Black Marc Joseph New York Harbor Road (Hands Free Technology)

+4

Brand Name: Marc Joseph New York
Product Name: Harbor Road (Hands Free Technology)
Gender: Men's
Color: Black Napa Leather/Black
Price: $105.10MSRP: $149.9530% OFF
Rating: 5Rated 5 stars out of 5(1)

Frye - Tyler Flex Oxford. Color Saddle. On sale for $182.40. MSRP $228.00. 20% off. 4.3 out of 5 stars

Yellow Frye Tyler Flex Oxford

Yellow Frye Tyler Flex Oxford

+4

Brand Name: Frye
Product Name: Tyler Flex Oxford
Gender: Men's
Color: Saddle
Price: $182.40MSRP: $22820% OFF
Rating: 4Rated 4 stars out of 5(6)

Marc Joseph New York - Chicago Road (Hands Free Technology). Color Black Grainy Leather. On sale for $99.95. MSRP $149.95. 33% off. 5.0 out of 5 stars

Black Marc Joseph New York Chicago Road (Hands Free Technology)

Black Marc Joseph New York Chicago Road (Hands Free Technology)

+2 colors/patterns

Brand Name: Marc Joseph New York
Product Name: Chicago Road (Hands Free Technology)
Gender: Men's
Color: Black Grainy Leather
Price: $99.95MSRP: $149.9533% OFF
Rating: 5Rated 5 stars out of 5(1)

Tommy Hilfiger - Rosell. Color Brown. On sale for $67.83. MSRP $79.95. 15% off.

Brown Tommy Hilfiger Rosell

Brown Tommy Hilfiger Rosell

Brand Name: Tommy Hilfiger
Product Name: Rosell
Gender: Men's
Color: Brown
Price: $67.83MSRP: $79.9515% OFF
Rating

Cole Haan - Grandpro Ashland 2 Golf. Color Navy Blazer/Titanium/Ivory. On sale for $118.03. MSRP $155.00. 24% off.

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: $118.03MSRP: $15524% OFF
Rating

Bruno Magli - Salerno. Color Cognac. Low Stock. On sale for $208.60. MSRP $298.00. 30% off. 3.5 out of 5 stars

Low Stock

Tan Bruno Magli Salerno

Tan Bruno Magli Salerno

+1

Brand Name: Bruno Magli
Product Name: Salerno
Gender: Men's
Color: Cognac
Price: $208.60MSRP: $29830% OFF
Rating: 4Rated 4 stars out of 5(2)

Bruno Magli - Maioco Bit. Color Cognac. $395.00.

Tan Bruno Magli Maioco Bit

Tan Bruno Magli Maioco Bit

+2

Brand Name: Bruno Magli
Product Name: Maioco Bit
Gender: Men's
Color: Cognac
Price: $395
Rating

Bruno Magli - Angelo. Color Black. $425.00.

Black Bruno Magli Angelo

Black Bruno Magli Angelo

Brand Name: Bruno Magli
Product Name: Angelo
Gender: Men's
Color: Black
Price: $425
Rating

Bruno Magli - Venezia. Color Olive. On sale for $276.50. MSRP $395.00. 30% off.

Olive Bruno Magli Venezia

Olive Bruno Magli Venezia

+2

Brand Name: Bruno Magli
Product Name: Venezia
Gender: Men's
Color: Olive
Price: $276.50MSRP: $39530% OFF
Rating

Cole Haan - Original Grand Tour Golf Waterproof. Color Birch Beige/Cinnabar/Ivory Wp. On sale for $149.95. MSRP $210.00. 29% off.

Beige Cole Haan Original Grand Tour Golf Waterproof

Beige Cole Haan Original Grand Tour Golf Waterproof

Brand Name: Cole Haan
Product Name: Original Grand Tour Golf Waterproof
Gender: Men's
Color: Birch Beige/Cinnabar/Ivory Wp
Price: $149.95MSRP: $21029% OFF
Rating

Bruno Magli - Maioco. Color Black Nappa Leather. Low Stock. $395.00. 4.3 out of 5 stars

Low Stock

Black Bruno Magli Maioco

Black Bruno Magli Maioco

Brand Name: Bruno Magli
Product Name: Maioco
Gender: Men's
Color: Black Nappa Leather
Price: $395
Rating: 4Rated 4 stars out of 5(20)

Marc Joseph New York - Spring Street. Color Ice Basket Napa. Low Stock. On sale for $61.25. MSRP $175.00. 65% off.

Low Stock

White Marc Joseph New York Spring Street

White Marc Joseph New York Spring Street

Brand Name: Marc Joseph New York
Product Name: Spring Street
Gender: Men's
Color: Ice Basket Napa
Price: $61.25MSRP: $17565% OFF
Rating

Stacy Adams - Gabardo Bike Toe Lace-Up. Color Blue. Low Stock. On sale for $106.76. MSRP $115.00. 7% off. 5.0 out of 5 stars

Low Stock

Blue Stacy Adams Gabardo Bike Toe Lace-Up

Blue Stacy Adams Gabardo Bike Toe Lace-Up

+2

Brand Name: Stacy Adams
Product Name: Gabardo Bike Toe Lace-Up
Gender: Men's
Color: Blue
Price: $106.76MSRP: $1157% OFF
Rating: 5Rated 5 stars out of 5(11)

Bruno Magli - Solero. Color Brown. Low Stock. $298.00.

Low Stock

Brown Bruno Magli Solero

Brown Bruno Magli Solero

Brand Name: Bruno Magli
Product Name: Solero
Gender: Men's
Color: Brown
Price: $298
Rating

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

Brown Bruno Magli Raging Bit

Brown Bruno Magli Raging Bit

+2

Brand Name: Bruno Magli
Product Name: Raging Bit
Gender: Men's
Color: Brown
Price: $395
Rating: 5Rated 5 stars out of 5(1)

To Boot New York - Pescara. Color Black. $425.00. 1.0 out of 5 stars

Black To Boot New York Pescara

Black To Boot New York Pescara

Brand Name: To Boot New York
Product Name: Pescara
Gender: Men's
Color: Black
Price: $425
Rating: 1Rated 1 star out of 5(1)

Marc Joseph New York - South Street. Color Black Grainy. On sale for $79.95. MSRP $155.00. 48% off. 3.0 out of 5 stars

Black Marc Joseph New York South Street

Black Marc Joseph New York South Street

Brand Name: Marc Joseph New York
Product Name: South Street
Gender: Men's
Color: Black Grainy
Price: $79.95MSRP: $15548% OFF
Rating: 3Rated 3 stars out of 5(2)

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: $18551% OFF
Rating: 5Rated 5 stars out of 5(1)

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
Rating

Stacy Adams - Calandro City Sandal. Color White. On sale for $91.71. MSRP $100.00. 8% off. 3.8 out of 5 stars

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: $91.71MSRP: $1008% OFF
Rating: 4Rated 4 stars out of 5(4)

Magnanni - Vicente. Color Black Lizard 2. Low Stock. $835.00. 4.0 out of 5 stars

Low Stock

Black Magnanni Vicente

Black Magnanni Vicente

Brand Name: Magnanni
Product Name: Vicente
Gender: Men's
Color: Black Lizard 2
Price: $835
Rating: 4Rated 4 stars out of 5(1)

Cole Haan - American Classics Montrose Plain Toe Ox. Color Navy Blazer Nubuck/Angora. On sale for $142.50. MSRP $190.00. 25% off. 5.0 out of 5 stars

Navy Cole Haan American Classics Montrose Plain Toe Ox

Navy 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: $142.50MSRP: $19025% OFF
Rating: 5Rated 5 stars out of 5(1)

Cole Haan - Grandpro Luxe Slip-On Sneakers. Color Optic White/Optic White. $169.95. 4.0 out of 5 stars

White Cole Haan Grandpro Luxe Slip-On Sneakers

White Cole Haan Grandpro Luxe Slip-On Sneakers

+11

Brand Name: Cole Haan
Product Name: Grandpro Luxe Slip-On Sneakers
Gender: Men's
Color: Optic White/Optic White
Price: $169.95
Rating: 4Rated 4 stars out of 5(7)

Stacy Adams - Tristano Bike Toe Lace-Up. Color Burgundy Multi. On sale for $103.88. MSRP $115.00. 10% off. 5.0 out of 5 stars

Burgundy Stacy Adams Tristano Bike Toe Lace-Up

Burgundy Stacy Adams Tristano Bike Toe Lace-Up

+6

Brand Name: Stacy Adams
Product Name: Tristano Bike Toe Lace-Up
Gender: Men's
Color: Burgundy Multi
Price: $103.88MSRP: $11510% OFF
Rating: 5Rated 5 stars out of 5(2)

Marc Joseph New York - BROADWAY. Color Black Croco. On sale for $140.25. MSRP $165.00. 15% off.

Black Marc Joseph New York BROADWAY

Black Marc Joseph New York BROADWAY

+4

Brand Name: Marc Joseph New York
Product Name: BROADWAY
Gender: Men's
Color: Black Croco
Price: $140.25MSRP: $16515% OFF
Rating

Cole Haan - Pinch Weekender Venetians. Color Black/Angora. On sale for $97.50. MSRP $130.00. 25% off.

Black Cole Haan Pinch Weekender Venetians

Black Cole Haan Pinch Weekender Venetians

+3

Brand Name: Cole Haan
Product Name: Pinch Weekender Venetians
Gender: Men's
Color: Black/Angora
Price: $97.50MSRP: $13025% OFF
Rating

Bruno Magli - Arlo. Color Black Tumbled. Low Stock. On sale for $256.75. MSRP $395.00. 35% off.

Low Stock

Black Bruno Magli Arlo

Black Bruno Magli Arlo

Brand Name: Bruno Magli
Product Name: Arlo
Gender: Men's
Color: Black Tumbled
Price: $256.75MSRP: $39535% OFF
Rating

Cole Haan - Grand Crosscourt Modern Runner. Color Pavement/Biscuit/Storm Cloud. On sale for $77.64. MSRP $110.00. 29% off.

Black Cole Haan Grand Crosscourt Modern Runner

Black Cole Haan Grand Crosscourt Modern Runner

+2

Brand Name: Cole Haan
Product Name: Grand Crosscourt Modern Runner
Gender: Men's
Color: Pavement/Biscuit/Storm Cloud
Price: $77.64MSRP: $11029% OFF
Rating

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Navy Blazer. On sale for $84.46. MSRP $110.00. 23% off. 5.0 out of 5 stars

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: $84.46MSRP: $11023% OFF
Rating: 5Rated 5 stars out of 5(1)

Frye - Connor Venetian. Color Saddle. Low Stock. On sale for $63.20. MSRP $158.00. 60% off. 3.5 out of 5 stars

Low Stock

Yellow Frye Connor Venetian

Yellow Frye Connor Venetian

+2

Brand Name: Frye
Product Name: Connor Venetian
Gender: Men's
Color: Saddle
Price: $63.20MSRP: $15860% OFF
Rating: 4Rated 4 stars out of 5(2)

Cole Haan - Grand Hurrion Stitchlite Plain Toe Oxfords. Color Navy Blazer/Silver Birch/Ivory. On sale for $93.04. MSRP $130.00. 28% off. 3.0 out of 5 stars

Navy Cole Haan Grand Hurrion Stitchlite Plain Toe Oxfords

Navy Cole Haan Grand Hurrion Stitchlite Plain Toe Oxfords

+2

Brand Name: Cole Haan
Product Name: Grand Hurrion Stitchlite Plain Toe Oxfords
Gender: Men's
Color: Navy Blazer/Silver Birch/Ivory
Price: $93.04MSRP: $13028% OFF
Rating: 3Rated 3 stars out of 5(1)

TOMS - Travel Lite Forrest. Color Brown. On sale for $78.00. MSRP $130.00. 40% off.

Brown TOMS Travel Lite Forrest

Brown TOMS Travel Lite Forrest

+2

Brand Name: TOMS
Product Name: Travel Lite Forrest
Gender: Men's
Color: Brown
Price: $78MSRP: $13040% OFF
Rating

Bruno Magli - Maioco Penny. Color Cognac. Low Stock. On sale for $217.25. MSRP $395.00. 45% off.

Low Stock

Tan Bruno Magli Maioco Penny

+3

Brand Name: Bruno Magli
Product Name: Maioco Penny
Gender: Men's
Color: Cognac
Price: $217.25MSRP: $39545% OFF
Rating

Magnanni - 23037-00. Color Bone Suede. Low Stock. On sale for $210.00. MSRP $525.00. 60% off.

Low Stock

Bone Magnanni 23037-00

Bone Magnanni 23037-00

+2

Brand Name: Magnanni
Product Name: 23037-00
Gender: Men's
Color: Bone Suede
Price: $210MSRP: $52560% OFF
Rating

Marc Joseph New York - Chambers St. Color Whiskey Brushed Napa. On sale for $58.50. MSRP $195.00. 70% off.

Brown Marc Joseph New York Chambers St

Brown Marc Joseph New York Chambers St

Brand Name: Marc Joseph New York
Product Name: Chambers St
Gender: Men's
Color: Whiskey Brushed Napa
Price: $58.50MSRP: $19570% OFF
Rating

Join Our Email List

Never miss out on latest drops & sales—plus, new subscribers get 10% off.*

*One code per email address.