2 DAYS ONLY
50% OFF* CROCS
SELECT STYLES ONLY
Shop Now
*Exclusions apply

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

Size 8.5 Leather Leather Dress Comfort Products

133 items found

Sort By

Your Selections

Search Results

Allen Edmonds - St.John's. Color Walnut. Low Stock. On sale for $299.00. MSRP $425.00. 30% off. 4.0 out of 5 stars

Low Stock

Brown Allen Edmonds St.John's

Brown Allen Edmonds St.John's

Brand Name: Allen Edmonds
Product Name: St.John's
Gender: Men's
Color: Walnut
Price: $299MSRP: $42530% OFF
Rating: 4Rated 4 stars out of 5(27)

Ariat - Futurity Relentless Bama Fury Cowboy Boots. Color Chocolate Bison/Royal Blue. Low Stock. On sale for $164.97. MSRP $299.95. 45% off.

Low Stock

Blue Ariat Futurity Relentless Bama Fury Cowboy Boots

Blue Ariat Futurity Relentless Bama Fury Cowboy Boots

Brand Name: Ariat
Product Name: Futurity Relentless Bama Fury Cowboy Boots
Gender: Men's
Color: Chocolate Bison/Royal Blue
Price: $164.97MSRP: $299.9545% OFF
Rating

Ariat - Willie Western Boots. Color Midnight Black. $259.95. 5.0 out of 5 stars

Black Ariat Willie Western Boots

Black Ariat Willie Western Boots

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

Florsheim - Forecast Waterproof Bike Toe Oxford. Color Cognac Smooth. Low Stock. On sale for $140.00. MSRP $160.00. 13% off. 4.5 out of 5 stars

Low Stock

Neutral Florsheim Forecast Waterproof Bike Toe Oxford

Neutral Florsheim Forecast Waterproof Bike Toe Oxford

Brand Name: Florsheim
Product Name: Forecast Waterproof Bike Toe Oxford
Gender: Men's
Color: Cognac Smooth
Price: $140MSRP: $16013% OFF
Rating: 4Rated 4 stars out of 5(17)

Johnston & Murphy - Jenson Plane Toe. Color Tan. Low Stock. On sale for $236.00. MSRP $295.00. 20% off. 4.7 out of 5 stars

Low Stock

Tan Johnston & Murphy Jenson Plane Toe

Tan Johnston & Murphy Jenson Plane Toe

Brand Name: Johnston & Murphy
Product Name: Jenson Plane Toe
Gender: Men's
Color: Tan
Price: $236MSRP: $29520% OFF
Rating: 5Rated 5 stars out of 5(16)

To Boot New York - Zenith. Color Cognac. Low Stock. On sale for $225.00. MSRP $450.00. 50% off.

Low Stock

Tan To Boot New York Zenith

Tan To Boot New York Zenith

Brand Name: To Boot New York
Product Name: Zenith
Gender: Men's
Color: Cognac
Price: $225MSRP: $45050% OFF
Rating

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)

Martin Dingman - Bill Horse Bit Loafers. Color French Roast. Low Stock. $295.00.

Low Stock

Tan Martin Dingman Bill Horse Bit Loafers

Tan Martin Dingman Bill Horse Bit Loafers

Brand Name: Martin Dingman
Product Name: Bill Horse Bit Loafers
Gender: Men's
Color: French Roast
Price: $295
Rating

Allen Edmonds - Park Avenue. Color Burgundy. Low Stock. $450.00. 4.2 out of 5 stars

Low Stock

Burgundy Allen Edmonds Park Avenue

Burgundy Allen Edmonds Park Avenue

Brand Name: Allen Edmonds
Product Name: Park Avenue
Gender: Men's
Color: Burgundy
Price: $450
Rating: 4Rated 4 stars out of 5(5)

Ariat - Circuit Patriot Cowboy Boots. Color Black Night. Low Stock. $209.95.

Low Stock

Black Ariat Circuit Patriot Cowboy Boots

Black Ariat Circuit Patriot Cowboy Boots

Brand Name: Ariat
Product Name: Circuit Patriot Cowboy Boots
Gender: Men's
Color: Black Night
Price: $209.95
Rating

Allen Edmonds - Winston Derby Shoes. Color Black Leather. Low Stock. On sale for $315.00. MSRP $450.00. 30% off.

Low Stock

Black Allen Edmonds Winston Derby Shoes

Black Allen Edmonds Winston Derby Shoes

+2

Brand Name: Allen Edmonds
Product Name: Winston Derby Shoes
Gender: Men's
Color: Black Leather
Price: $315MSRP: $45030% OFF
Rating

Rockport - Sutton. Color Dark Natural Leather. $134.95. 3.0 out of 5 stars

Brown Rockport Sutton

Brown Rockport Sutton

+4

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

Johnston & Murphy - Jenson Longwing. Color Taupe Italian Suede 1. $275.00. 4.1 out of 5 stars

Taupe Johnston & Murphy Jenson Longwing

Taupe Johnston & Murphy Jenson Longwing

+5

Brand Name: Johnston & Murphy
Product Name: Jenson Longwing
Gender: Men's
Color: Taupe Italian Suede 1
Price: $275
Rating: 4Rated 4 stars out of 5(40)

Florsheim - Rucci Moc Toe Penny Loafer. Color Black. On sale for $109.99. MSRP $145.00. 24% off. 4.6 out of 5 stars

Black Florsheim Rucci Moc Toe Penny Loafer

Black Florsheim Rucci Moc Toe Penny Loafer

+2

Brand Name: Florsheim
Product Name: Rucci Moc Toe Penny Loafer
Gender: Men's
Color: Black
Price: $109.99MSRP: $14524% OFF
Rating: 5Rated 5 stars out of 5(68)

ECCO - ST.1 Hybrid Cap Toe Oxford. Color Cocoa Brown. Low Stock. $249.95. 3.8 out of 5 stars

Low Stock

Brown ECCO ST.1 Hybrid Cap Toe Oxford

Brown ECCO ST.1 Hybrid Cap Toe Oxford

+4

Brand Name: ECCO
Product Name: ST.1 Hybrid Cap Toe Oxford
Gender: Men's
Color: Cocoa Brown
Price: $249.95
Rating: 4Rated 4 stars out of 5(8)

PIKOLINOS - Navarra M8C. Color Brandy 1. Low Stock. On sale for $126.00. MSRP $210.00. 40% off. 1.0 out of 5 stars

Low Stock

Brown PIKOLINOS Navarra M8C

Brown PIKOLINOS Navarra M8C

+3

Brand Name: PIKOLINOS
Product Name: Navarra M8C
Gender: Men's
Color: Brandy 1
Price: $126MSRP: $21040% OFF
Rating: 1Rated 1 star out of 5(1)

Johnston & Murphy - Conard 2.0 Plain Toe. Color Mahogany Full Grain. $178.95. 4.3 out of 5 stars

Brown Johnston & Murphy Conard 2.0 Plain Toe

Brown Johnston & Murphy Conard 2.0 Plain Toe

+2

Brand Name: Johnston & Murphy
Product Name: Conard 2.0 Plain Toe
Gender: Men's
Color: Mahogany Full Grain
Price: $178.95
Rating: 4Rated 4 stars out of 5(30)

Polo Ralph Lauren - Alston Penny. Color Tan. $178.00. 3.0 out of 5 stars

Tan Polo Ralph Lauren Alston Penny

Tan Polo Ralph Lauren Alston Penny

+2

Brand Name: Polo Ralph Lauren
Product Name: Alston Penny
Gender: Men's
Color: Tan
Price: $178
Rating: 3Rated 3 stars out of 5(1)

PIKOLINOS - Bristol M7J-4187. Color Cuero. $195.00. 4.0 out of 5 stars

Tan PIKOLINOS Bristol M7J-4187

Tan PIKOLINOS Bristol M7J-4187

+1

Brand Name: PIKOLINOS
Product Name: Bristol M7J-4187
Gender: Men's
Color: Cuero
Price: $195
Rating: 4Rated 4 stars out of 5(7)

Florsheim - Riva. Color Black Nappa. $145.00. 4.6 out of 5 stars

Black Florsheim Riva

Black Florsheim Riva

+1

Brand Name: Florsheim
Product Name: Riva
Gender: Men's
Color: Black Nappa
Price: $145
Rating: 5Rated 5 stars out of 5(1811)

Cole Haan - Dean Grand Cap Toe Oxfords. Color Brit Tan/Dark Chocolate/Natural. On sale for $182.80. MSRP $230.00. 21% off. 5.0 out of 5 stars

Pink Cole Haan Dean Grand Cap Toe Oxfords

Pink Cole Haan Dean Grand Cap Toe Oxfords

+2

Brand Name: Cole Haan
Product Name: Dean Grand Cap Toe Oxfords
Gender: Men's
Color: Brit Tan/Dark Chocolate/Natural
Price: $182.80MSRP: $23021% OFF
Rating: 5Rated 5 stars out of 5(1)

Johnston & Murphy - Lewis Venetian. Color Black Full Grain. On sale for $74.92. MSRP $149.00. 50% off. 4.3 out of 5 stars

Black Johnston & Murphy Lewis Venetian

Black Johnston & Murphy Lewis Venetian

Brand Name: Johnston & Murphy
Product Name: Lewis Venetian
Gender: Men's
Color: Black Full Grain
Price: $74.92MSRP: $14950% OFF
Rating: 4Rated 4 stars out of 5(12)

Johnston & Murphy - Melton Classic Dress Cap Toe Oxford. Color Black Brushed Veal. $188.95. 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: $188.95
Rating: 4Rated 4 stars out of 5(1195)

Johnston & Murphy - XC4 Stanton 2.0 Run-Off Lace-Up. Color Black. $178.95. 4.7 out of 5 stars

Black Johnston & Murphy XC4 Stanton 2.0 Run-Off Lace-Up

Black Johnston & Murphy XC4 Stanton 2.0 Run-Off Lace-Up

+2

Brand Name: Johnston & Murphy
Product Name: XC4 Stanton 2.0 Run-Off Lace-Up
Gender: Men's
Color: Black
Price: $178.95
Rating: 5Rated 5 stars out of 5(3)

Dockers - Trustee Moc Toe Oxford. Color Black Tumbled Leather. On sale for $59.99. MSRP $90.00. 33% off. 3.9 out of 5 stars

Black Dockers Trustee Moc Toe Oxford

Brand Name: Dockers
Product Name: Trustee Moc Toe Oxford
Gender: Men's
Color: Black Tumbled Leather
Price: $59.99MSRP: $9033% OFF
Rating: 4Rated 4 stars out of 5(48)

Florsheim - Rucci Cap Toe Bal Oxford. Color Brown Crazy Horse. On sale for $117.00. MSRP $130.00. 10% off. 4.7 out of 5 stars

Brown Florsheim Rucci Cap Toe Bal Oxford

Brown Florsheim Rucci Cap Toe Bal Oxford

Brand Name: Florsheim
Product Name: Rucci Cap Toe Bal Oxford
Gender: Men's
Color: Brown Crazy Horse
Price: $117MSRP: $13010% OFF
Rating: 5Rated 5 stars out of 5(35)

Bruno Magli - Adriano. Color Brown. $298.00.

Brown Bruno Magli Adriano

Brown Bruno Magli Adriano

+1

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

Bruno Magli - Salvatore. Color Black. $198.00. 5.0 out of 5 stars

Black Bruno Magli Salvatore

Black Bruno Magli Salvatore

+2

Brand Name: Bruno Magli
Product Name: Salvatore
Gender: Men's
Color: Black
Price: $198
Rating: 5Rated 5 stars out of 5(1)

Johnston & Murphy - Flynch Braided Strap Loafer. Color Tan Italian Calfskin. On sale for $229.99. MSRP $328.00. 30% off.

Tan Johnston & Murphy Flynch Braided Strap Loafer

Tan Johnston & Murphy Flynch Braided Strap Loafer

Brand Name: Johnston & Murphy
Product Name: Flynch Braided Strap Loafer
Gender: Men's
Color: Tan Italian Calfskin
Price: $229.99MSRP: $32830% OFF
Rating

Florsheim - Midtown Penny Slip-On. Color Cognac Smooth. On sale for $99.95. MSRP $140.00. 29% off. 4.4 out of 5 stars

Neutral Florsheim Midtown Penny Slip-On

Neutral Florsheim Midtown Penny Slip-On

+2

Brand Name: Florsheim
Product Name: Midtown Penny Slip-On
Gender: Men's
Color: Cognac Smooth
Price: $99.95MSRP: $14029% OFF
Rating: 4Rated 4 stars out of 5(113)

ECCO - Citytray Plain Toe Tie. Color Cognac. On sale for $194.95. MSRP $200.00. 3% off. 3.3 out of 5 stars

Tan ECCO Citytray Plain Toe Tie

Tan ECCO Citytray Plain Toe Tie

+2

Brand Name: ECCO
Product Name: Citytray Plain Toe Tie
Gender: Men's
Color: Cognac
Price: $194.95MSRP: $2003% OFF
Rating: 3Rated 3 stars out of 5(9)

Florsheim - Duke. Color Black Cavello. $165.00. 4.5 out of 5 stars

Black Florsheim Duke

Black Florsheim Duke

Brand Name: Florsheim
Product Name: Duke
Gender: Men's
Color: Black Cavello
Price: $165
Rating: 5Rated 5 stars out of 5(964)

To Boot New York - Clapton. Color Brown. Low Stock. $450.00.

Low Stock

Brown To Boot New York Clapton

Brown To Boot New York Clapton

+2

Brand Name: To Boot New York
Product Name: Clapton
Gender: Men's
Color: Brown
Price: $450
Rating

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.