GOING FAST
EXTRA 20% OFF*
Save on select styles with code EXTRA20
Shop Now
*Exclusions apply

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

Size 8.5 Wide Size Dress Shoes

135 items found

Filters

Search Results

Ariat - Willie Western Boots. Color Bittersweet Chocolate. $259.95. 5.0 out of 5 stars

Brown Ariat Willie Western Boots

Brown Ariat Willie Western Boots

Brand Name: Ariat
Product Name: Willie Western Boots
Gender: Men's
Color: Bittersweet Chocolate
Price: $259.95
Rating: 5Rated 5 stars out of 5(1)

Cole Haan - GrandPro Luxe Slip-On Sneakers. Color Ivory/Microchip/Ivory. $170.00. 4.0 out of 5 stars

Bone Cole Haan GrandPro Luxe Slip-On Sneakers

Bone Cole Haan GrandPro Luxe Slip-On Sneakers

+10

Brand Name: Cole Haan
Product Name: GrandPro Luxe Slip-On Sneakers
Gender: Men's
Color: Ivory/Microchip/Ivory
Price: $170
Rating: 4Rated 4 stars out of 5(7)

Cole Haan - Grandpro Angleace Sneakers. Color Irish Coffee Suede/Chocolate Raisin. $159.95. 5.0 out of 5 stars

Tan Cole Haan Grandpro Angleace Sneakers

Tan Cole Haan Grandpro Angleace Sneakers

+9

Brand Name: Cole Haan
Product Name: Grandpro Angleace Sneakers
Gender: Men's
Color: Irish Coffee Suede/Chocolate Raisin
Price: $159.95
Rating: 5Rated 5 stars out of 5(1)

Samuel Hubbard - Founder. Color Black. $295.00. 3.4 out of 5 stars

Black Samuel Hubbard Founder

Black Samuel Hubbard Founder

+3

Brand Name: Samuel Hubbard
Product Name: Founder
Gender: Men's
Color: Black
Price: $295
Rating: 3Rated 3 stars out of 5(18)

Nunn Bush - Chase 2.0 Casual Plain Toe Oxford Contemporary Lace-Up. Color Gray. On sale for $54.97. MSRP $90.00. 39% off. 3.7 out of 5 stars

Gray Nunn Bush Chase 2.0 Casual Plain Toe Oxford Contemporary Lace-Up

Gray Nunn Bush Chase 2.0 Casual Plain Toe Oxford Contemporary Lace-Up

+4

Brand Name: Nunn Bush
Product Name: Chase 2.0 Casual Plain Toe Oxford Contemporary Lace-Up
Gender: Men's
Color: Gray
Price: $54.97MSRP: $9039% OFF
Rating: 4Rated 4 stars out of 5(24)

Florsheim - Riva. Color Burgundy Nappa. On sale for $109.99. MSRP $145.00. 24% off. 4.6 out of 5 stars

Burgundy Florsheim Riva

Burgundy Florsheim Riva

+1

Brand Name: Florsheim
Product Name: Riva
Gender: Men's
Color: Burgundy Nappa
Price: $109.99MSRP: $14524% OFF
Rating: 5Rated 5 stars out of 5(1817)

Rockport - Noah Wing Tip. Color Black. On sale for $99.95. MSRP $134.95. 26% off. 3.2 out of 5 stars

Black Rockport Noah Wing Tip

Black Rockport Noah Wing Tip

+4

Brand Name: Rockport
Product Name: Noah Wing Tip
Gender: Men's
Color: Black
Price: $99.95MSRP: $134.9526% OFF
Rating: 3Rated 3 stars out of 5(4)

Rockport - World Tour Classic Walking Shoe. Color Brown Tumbled Leather. $129.95. 4.2 out of 5 stars

Brown Rockport World Tour Classic Walking Shoe

Brown Rockport World Tour Classic Walking Shoe

+2

Brand Name: Rockport
Product Name: World Tour Classic Walking Shoe
Gender: Men's
Color: Brown Tumbled Leather
Price: $129.95
Rating: 4Rated 4 stars out of 5(3038)

Cole Haan - 2.Zerogrand Laser Wing Tip Oxford Lined. Color Midnight Moon Nubuck/Dark Blue/Paloma. Low Stock. On sale for $99.97. MSRP $168.00. 40% off. 4.7 out of 5 stars

Low Stock

Navy Cole Haan 2.Zerogrand Laser Wing Tip Oxford Lined

Navy Cole Haan 2.Zerogrand Laser Wing Tip Oxford Lined

+9

Brand Name: Cole Haan
Product Name: 2.Zerogrand Laser Wing Tip Oxford Lined
Gender: Men's
Color: Midnight Moon Nubuck/Dark Blue/Paloma
Price: $99.97MSRP: $16840% OFF
Rating: 5Rated 5 stars out of 5(3038)

Marc Joseph New York - John Street (Hands Free Technology). Color Mocha Grainy Leather. On sale for $79.95. MSRP $155.00. 48% off. 4.4 out of 5 stars

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

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

+4

Brand Name: Marc Joseph New York
Product Name: John Street (Hands Free Technology)
Gender: Men's
Color: Mocha Grainy Leather
Price: $79.95MSRP: $15548% OFF
Rating: 4Rated 4 stars out of 5(5)

Cole Haan - Originalgrand Shortwing Oxford. Color Woodbury Leather/Java. On sale for $145.00. MSRP $160.00. 9% off. 4.5 out of 5 stars

Brown Cole Haan Originalgrand Shortwing Oxford

Brown Cole Haan Originalgrand Shortwing Oxford

+3

Brand Name: Cole Haan
Product Name: Originalgrand Shortwing Oxford
Gender: Men's
Color: Woodbury Leather/Java
Price: $145MSRP: $1609% OFF
Rating: 4Rated 4 stars out of 5(1192)

Cole Haan - Zerogrand Remastered Plain Toe Oxford. Color Black/Black. $200.00. 4.8 out of 5 stars

Black Cole Haan Zerogrand Remastered Plain Toe Oxford

Black Cole Haan Zerogrand Remastered Plain Toe Oxford

+3

Brand Name: Cole Haan
Product Name: Zerogrand Remastered Plain Toe Oxford
Gender: Men's
Color: Black/Black
Price: $200
Rating: 5Rated 5 stars out of 5(13)

Rockport - Garett Wing Tip. Color Black/Vapor. $134.95. 4.5 out of 5 stars

Black Rockport Garett Wing Tip

Black Rockport Garett Wing Tip

+2

Brand Name: Rockport
Product Name: Garett Wing Tip
Gender: Men's
Color: Black/Vapor
Price: $134.95
Rating: 4Rated 4 stars out of 5(79)

Nunn Bush - Chase Moccasin Toe Slip-On Lightweight Contemporary Loafer. Color Gray. On sale for $59.95. MSRP $90.00. 33% off. 4.5 out of 5 stars

Gray Nunn Bush Chase Moccasin Toe Slip-On Lightweight Contemporary Loafer

Gray Nunn Bush Chase Moccasin Toe Slip-On Lightweight Contemporary Loafer

+6

Brand Name: Nunn Bush
Product Name: Chase Moccasin Toe Slip-On Lightweight Contemporary Loafer
Gender: Men's
Color: Gray
Price: $59.95MSRP: $9033% OFF
Rating: 5Rated 5 stars out of 5(18)

Cole Haan - Zerogrand Remastered Wingtip Oxford. Color Black/Black. $219.95. 4.1 out of 5 stars

Black Cole Haan Zerogrand Remastered Wingtip Oxford

Black Cole Haan Zerogrand Remastered Wingtip Oxford

+3

Brand Name: Cole Haan
Product Name: Zerogrand Remastered Wingtip Oxford
Gender: Men's
Color: Black/Black
Price: $219.95
Rating: 4Rated 4 stars out of 5(7)

Stacy Adams - Kaylor Penny Slip-On Loafer. Color Cognac. On sale for $89.99. MSRP $130.00. 31% off. 4.7 out of 5 stars

Tan Stacy Adams Kaylor Penny Slip-On Loafer

Tan Stacy Adams Kaylor Penny Slip-On Loafer

Brand Name: Stacy Adams
Product Name: Kaylor Penny Slip-On Loafer
Gender: Men's
Color: Cognac
Price: $89.99MSRP: $13031% OFF
Rating: 5Rated 5 stars out of 5(30)

Rockport - Style Leader 2 Plain Toe. Color Dark Brown. On sale for $99.95. MSRP $129.95. 23% off. 4.2 out of 5 stars

Brown Rockport Style Leader 2 Plain Toe

Brown Rockport Style Leader 2 Plain Toe

+3

Brand Name: Rockport
Product Name: Style Leader 2 Plain Toe
Gender: Men's
Color: Dark Brown
Price: $99.95MSRP: $129.9523% OFF
Rating: 4Rated 4 stars out of 5(35)

Rockport - Sutton. Color Dark Blue Suede. $134.95. 3.0 out of 5 stars

Blue Rockport Sutton

Blue Rockport Sutton

+3

Brand Name: Rockport
Product Name: Sutton
Gender: Men's
Color: Dark Blue Suede
Price: $134.95
Rating: 3Rated 3 stars out of 5(2)

Clarks - Shepton. Color Dark Brown Leather. On sale for $77.00. MSRP $110.00. 30% off. 1.6 out of 5 stars

Brown Clarks Shepton

Brown Clarks Shepton

+6

Brand Name: Clarks
Product Name: Shepton
Gender: Men's
Color: Dark Brown Leather
Price: $77MSRP: $11030% OFF
Rating: 2Rated 2 stars out of 5(7)

Marc Joseph New York - State Street (Hands Free Technology). Color Black Grainy Leather. On sale for $89.95. MSRP $155.00. 42% off. 4.2 out of 5 stars

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

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

+4

Brand Name: Marc Joseph New York
Product Name: State Street (Hands Free Technology)
Gender: Men's
Color: Black Grainy Leather
Price: $89.95MSRP: $15542% OFF
Rating: 4Rated 4 stars out of 5(5)

Johnston & Murphy - Upton Plain Toe. Color Tan Full Grain. $168.95. 4.4 out of 5 stars

Tan Johnston & Murphy Upton Plain Toe

Tan Johnston & Murphy Upton Plain Toe

+9

Brand Name: Johnston & Murphy
Product Name: Upton Plain Toe
Gender: Men's
Color: Tan Full Grain
Price: $168.95
Rating: 4Rated 4 stars out of 5(1393)

Rockport - Garett Plain Toe. Color Dark Blue Leather. On sale for $89.95. MSRP $134.95. 33% off. 4.3 out of 5 stars

Navy Rockport Garett Plain Toe

Navy Rockport Garett Plain Toe

+5

Brand Name: Rockport
Product Name: Garett Plain Toe
Gender: Men's
Color: Dark Blue Leather
Price: $89.95MSRP: $134.9533% OFF
Rating: 4Rated 4 stars out of 5(158)

Nunn Bush - Cam Moc Toe Slip-On. Color Black Tumbled Leather. On sale for $79.95. MSRP $110.00. 27% off. 4.4 out of 5 stars

Black Nunn Bush Cam Moc Toe Slip-On

Black Nunn Bush Cam Moc Toe Slip-On

+2

Brand Name: Nunn Bush
Product Name: Cam Moc Toe Slip-On
Gender: Men's
Color: Black Tumbled Leather
Price: $79.95MSRP: $11027% OFF
Rating: 4Rated 4 stars out of 5(319)

Nunn Bush - Cam Oxford Casual Walking Shoe. Color Black Tumbled Leather. On sale for $79.95. MSRP $110.00. 27% off. 4.4 out of 5 stars

Black Nunn Bush Cam Oxford Casual Walking Shoe

Black Nunn Bush Cam Oxford Casual Walking Shoe

+3

Brand Name: Nunn Bush
Product Name: Cam Oxford Casual Walking Shoe
Gender: Men's
Color: Black Tumbled Leather
Price: $79.95MSRP: $11027% OFF
Rating: 4Rated 4 stars out of 5(432)

Nunn Bush - Centro Flex Wing Tip Oxford. Color Black. On sale for $79.95. MSRP $110.00. 27% off. 4.3 out of 5 stars

Black Nunn Bush Centro Flex Wing Tip Oxford

Black Nunn Bush Centro Flex Wing Tip Oxford

+3

Brand Name: Nunn Bush
Product Name: Centro Flex Wing Tip Oxford
Gender: Men's
Color: Black
Price: $79.95MSRP: $11027% OFF
Rating: 4Rated 4 stars out of 5(30)

Johnston & Murphy - Conard 2.0 Plain Toe. Color Black Full Grain. $179.00. 4.3 out of 5 stars

Black Johnston & Murphy Conard 2.0 Plain Toe

Black Johnston & Murphy Conard 2.0 Plain Toe

+2

Brand Name: Johnston & Murphy
Product Name: Conard 2.0 Plain Toe
Gender: Men's
Color: Black Full Grain
Price: $179
Rating: 4Rated 4 stars out of 5(30)

Johnston & Murphy - Gibbons Plain Toe. Color Mahogany Full Grain. $138.95. 4.1 out of 5 stars

Brown Johnston & Murphy Gibbons Plain Toe

Brown Johnston & Murphy Gibbons Plain Toe

Brand Name: Johnston & Murphy
Product Name: Gibbons Plain Toe
Gender: Men's
Color: Mahogany Full Grain
Price: $138.95
Rating: 4Rated 4 stars out of 5(22)

Rockport - Whit. Color Black. On sale for $99.95. MSRP $129.95. 23% off. 5.0 out of 5 stars

Black Rockport Whit

Black Rockport Whit

+2

Brand Name: Rockport
Product Name: Whit
Gender: Men's
Color: Black
Price: $99.95MSRP: $129.9523% OFF
Rating: 5Rated 5 stars out of 5(1)

Rockport - Keelan. Color Black. On sale for $99.95. MSRP $129.95. 23% off. 1.0 out of 5 stars

Black Rockport Keelan

Black Rockport Keelan

+2

Brand Name: Rockport
Product Name: Keelan
Gender: Men's
Color: Black
Price: $99.95MSRP: $129.9523% OFF
Rating: 1Rated 1 star out of 5(2)

Stacy Adams - Karson Wing Tip Double Monk Strap. Color Cognac. On sale for $94.99. MSRP $130.00. 27% off. 4.4 out of 5 stars

Tan Stacy Adams Karson Wing Tip Double Monk Strap

Tan Stacy Adams Karson Wing Tip Double Monk Strap

Brand Name: Stacy Adams
Product Name: Karson Wing Tip Double Monk Strap
Gender: Men's
Color: Cognac
Price: $94.99MSRP: $13027% OFF
Rating: 4Rated 4 stars out of 5(24)

Rockport - Maverick Plain Toe Oxford. Color Black. On sale for $99.95. MSRP $134.95. 26% off. 4.3 out of 5 stars

Black Rockport Maverick Plain Toe Oxford

Black Rockport Maverick Plain Toe Oxford

+2

Brand Name: Rockport
Product Name: Maverick Plain Toe Oxford
Gender: Men's
Color: Black
Price: $99.95MSRP: $134.9526% OFF
Rating: 4Rated 4 stars out of 5(6)

Stacy Adams - Desmond Cap-Toe Monk-Strap Loafer. Color Black. On sale for $94.99. MSRP $130.00. 27% off. 4.5 out of 5 stars

Black Stacy Adams Desmond Cap-Toe Monk-Strap Loafer

Black Stacy Adams Desmond Cap-Toe Monk-Strap Loafer

Brand Name: Stacy Adams
Product Name: Desmond Cap-Toe Monk-Strap Loafer
Gender: Men's
Color: Black
Price: $94.99MSRP: $13027% OFF
Rating: 5Rated 5 stars out of 5(140)

Cole Haan - Zerogrand Remastered Stitchlite Wingtip. Color Black/Ivory. On sale for $152.00. MSRP $190.00. 20% off. 3.6 out of 5 stars

Black Cole Haan Zerogrand Remastered Stitchlite Wingtip

Black Cole Haan Zerogrand Remastered Stitchlite Wingtip

+2

Brand Name: Cole Haan
Product Name: Zerogrand Remastered Stitchlite Wingtip
Gender: Men's
Color: Black/Ivory
Price: $152MSRP: $19020% OFF
Rating: 4Rated 4 stars out of 5(5)

Cole Haan - Grand Atlantic Oxfords. Color Black/Ivory. On sale for $91.00. MSRP $130.00. 30% off. 3.7 out of 5 stars

Black Cole Haan Grand Atlantic Oxfords

Black Cole Haan Grand Atlantic Oxfords

+4

Brand Name: Cole Haan
Product Name: Grand Atlantic Oxfords
Gender: Men's
Color: Black/Ivory
Price: $91MSRP: $13030% OFF
Rating: 4Rated 4 stars out of 5(10)

Nunn Bush - Denali Plain Toe Oxford. Color Black. On sale for $79.95. MSRP $110.00. 27% off. 4.2 out of 5 stars

Black Nunn Bush Denali Plain Toe Oxford

Black Nunn Bush Denali Plain Toe Oxford

+2

Brand Name: Nunn Bush
Product Name: Denali Plain Toe Oxford
Gender: Men's
Color: Black
Price: $79.95MSRP: $11027% OFF
Rating: 4Rated 4 stars out of 5(49)

2 of 2

Join Our Email List

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

*One code per email address.