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

Size 8.5 4E Size Comfort Shoes

37 items found

Sort By

Your Selections

Search Results

SKECHERS - Equalizer 5.0 Persistable. Color Black/Black. On sale for $45.91. MSRP $60.00.. 5.0 out of 5 stars

Black SKECHERS Equalizer 5.0 Persistable

Black SKECHERS Equalizer 5.0 Persistable

+2

Brand Name: SKECHERS
Product Name: Equalizer 5.0 Persistable
Gender: Men's
Color: Black/Black
Price: $45.91MSRP: $60.00
Rating: 5Rated 5 stars out of 5(7)

SKECHERS - Arch Fit 2.0 Upperhand. Color Black/Gray. On sale for $70.00. MSRP $85.00.. 5.0 out of 5 stars

Black SKECHERS Arch Fit 2.0 Upperhand

Black SKECHERS Arch Fit 2.0 Upperhand

+3

Brand Name: SKECHERS
Product Name: Arch Fit 2.0 Upperhand
Gender: Men's
Color: Black/Gray
Price: $70.00MSRP: $85.00
Rating: 5Rated 5 stars out of 5(1)

Rockport - Style Leader 2 Bike Toe Oxford. Color New Brown Gradient 1. On sale for $89.95. MSRP $120.00.. 4.5 out of 5 stars

Brown Rockport Style Leader 2 Bike Toe Oxford

Brown Rockport Style Leader 2 Bike Toe Oxford

Brand Name: Rockport
Product Name: Style Leader 2 Bike Toe Oxford
Gender: Men's
Color: New Brown Gradient 1
Price: $89.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(327)

Rockport - Style Leader 2 Bike Slip-On. Color Tan Havane. On sale for $89.95. MSRP $120.00.. 4.4 out of 5 stars

Brown Rockport Style Leader 2 Bike Slip-On

Brown Rockport Style Leader 2 Bike Slip-On

+2 colors/patterns

Brand Name: Rockport
Product Name: Style Leader 2 Bike Slip-On
Gender: Men's
Color: Tan Havane
Price: $89.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(359)

Rockport - Style Leader 2 Apron Toe. Color Tan. On sale for $89.95. MSRP $120.00.. 4.4 out of 5 stars

Tan Rockport Style Leader 2 Apron Toe

Tan Rockport Style Leader 2 Apron Toe

+2

Brand Name: Rockport
Product Name: Style Leader 2 Apron Toe
Gender: Men's
Color: Tan
Price: $89.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(171)

Rockport - Main Route Northfield Waterproof. Color Dark Brown Leather. On sale for $89.95. MSRP $120.00.. 4.3 out of 5 stars

Brown Rockport Main Route Northfield Waterproof

Brown Rockport Main Route Northfield Waterproof

+3

Brand Name: Rockport
Product Name: Main Route Northfield Waterproof
Gender: Men's
Color: Dark Brown Leather
Price: $89.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(1398)

Rockport - Big Bucks Margin. Color Chocolate Leather. On sale for $84.00. MSRP $114.95.. 4.5 out of 5 stars

Brown Rockport Big Bucks Margin

Brown Rockport Big Bucks Margin

+3

Brand Name: Rockport
Product Name: Big Bucks Margin
Gender: Men's
Color: Chocolate Leather
Price: $84.00MSRP: $114.95
Rating: 5Rated 5 stars out of 5(1509)

Samuel Hubbard - Olema Slip-On. Color Nutmeg Nubuck. On sale for $185.25. MSRP $195.00.. 5.0 out of 5 stars

Brown Samuel Hubbard Olema Slip-On

Brown Samuel Hubbard Olema Slip-On

+2

Brand Name: Samuel Hubbard
Product Name: Olema Slip-On
Gender: Men's
Color: Nutmeg Nubuck
Price: $185.25MSRP: $195.00
Rating: 5Rated 5 stars out of 5(1)

SKECHERS - D'Lux Walker Orford Hands Free Slip-Ins. Color Black/Black. On sale for $84.99. MSRP $91.95.. 4.4 out of 5 stars

Black SKECHERS D'Lux Walker Orford Hands Free Slip-Ins

Black SKECHERS D'Lux Walker Orford Hands Free Slip-Ins

+3

Brand Name: SKECHERS
Product Name: D'Lux Walker Orford Hands Free Slip-Ins
Gender: Men's
Color: Black/Black
Price: $84.99MSRP: $91.95
Rating: 4Rated 4 stars out of 5(54)

Rockport - ProWalker M7100. Color Sport White/Wheat. On sale for $79.95. MSRP $120.00.. 4.1 out of 5 stars

Beige Rockport ProWalker M7100

Beige Rockport ProWalker M7100

+3

Brand Name: Rockport
Product Name: ProWalker M7100
Gender: Men's
Color: Sport White/Wheat
Price: $79.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(981)

SKECHERS - Arch Fit 2.0 Look Ahead Hands Free Slip-In. Color Black/Black. On sale for $99.99. MSRP $105.00.. 4.5 out of 5 stars

Black SKECHERS Arch Fit 2.0 Look Ahead Hands Free Slip-In

Black SKECHERS Arch Fit 2.0 Look Ahead Hands Free Slip-In

+3

Brand Name: SKECHERS
Product Name: Arch Fit 2.0 Look Ahead Hands Free Slip-In
Gender: Men's
Color: Black/Black
Price: $99.99MSRP: $105.00
Rating: 4Rated 4 stars out of 5(51)

Rockport - Eureka. Color Chocolate Nubuck. On sale for $69.95. MSRP $120.00.. 4.0 out of 5 stars

Brown Rockport Eureka

Brown Rockport Eureka

+6

Brand Name: Rockport
Product Name: Eureka
Gender: Men's
Color: Chocolate Nubuck
Price: $69.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(105)

SKECHERS Performance - Go Walk Evolution Ultra - Impeccable. Color Black. On sale for $62.60. MSRP $77.95.. 4.6 out of 5 stars

Black SKECHERS Performance Go Walk Evolution Ultra - Impeccable

Black SKECHERS Performance Go Walk Evolution Ultra - Impeccable

+2

Brand Name: SKECHERS Performance
Product Name: Go Walk Evolution Ultra - Impeccable
Gender: Men's
Color: Black
Price: $62.60MSRP: $77.95
Rating: 5Rated 5 stars out of 5(709)

Rockport - Style Leader 2 Plain Toe. Color Dark Brown. On sale for $89.95. MSRP $120.00.. 4.3 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: $89.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(23)

Rockport - World Tour Classic Walking Shoe. Color Black Tumbled Leather. On sale for $114.95. MSRP $120.00.. 4.3 out of 5 stars

Black Rockport World Tour Classic Walking Shoe

Black Rockport World Tour Classic Walking Shoe

+2

Brand Name: Rockport
Product Name: World Tour Classic Walking Shoe
Gender: Men's
Color: Black Tumbled Leather
Price: $114.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(2996)

SKECHERS - Afterburn M. Fit. Color Brown/Taupe. On sale for $52.24. MSRP $77.95.. 4.3 out of 5 stars

Multi SKECHERS Afterburn M. Fit

Multi SKECHERS Afterburn M. Fit

+4

Brand Name: SKECHERS
Product Name: Afterburn M. Fit
Gender: Men's
Color: Brown/Taupe
Price: $52.24MSRP: $77.95
Rating: 4Rated 4 stars out of 5(1478)

Rockport - Northfield Waterproof Boot. Color Black. On sale for $99.95. MSRP $140.00.. 4.3 out of 5 stars

Black Rockport Northfield Waterproof Boot

Black Rockport Northfield Waterproof Boot

+2

Brand Name: Rockport
Product Name: Northfield Waterproof Boot
Gender: Men's
Color: Black
Price: $99.95MSRP: $140.00
Rating: 4Rated 4 stars out of 5(205)

Anodyne - No. 90 Trail Worker. Color Oil Black. Low Stock. On sale for $155.00. MSRP $159.00.. 4.2 out of 5 stars

8 left in stock

Black Anodyne No. 90 Trail Worker

Black Anodyne No. 90 Trail Worker

+2

Brand Name: Anodyne
Product Name: No. 90 Trail Worker
Gender: Men's
Color: Oil Black
Price: $155.00MSRP: $159.00
Rating: 4Rated 4 stars out of 5(21)

Drew - Miles. Color Black Nubuck/Leather. On sale for $162.47. MSRP $249.95.. 4.3 out of 5 stars

Black Drew Miles

Black Drew Miles

+2

Brand Name: Drew
Product Name: Miles
Gender: Men's
Color: Black Nubuck/Leather
Price: $162.47MSRP: $249.95
Rating: 4Rated 4 stars out of 5(3)

Rockport - Northfield. Color New Dress Blues Leather. On sale for $89.95. MSRP $119.95.. 4.0 out of 5 stars

Black Rockport Northfield

Black Rockport Northfield

+3

Brand Name: Rockport
Product Name: Northfield
Gender: Men's
Color: New Dress Blues Leather
Price: $89.95MSRP: $119.95
Rating: 4Rated 4 stars out of 5(1)

SKECHERS - After Burn M. Fit. Color Brown. On sale for $69.38. MSRP $77.95.. 4.5 out of 5 stars

Brown SKECHERS After Burn M. Fit

Brown SKECHERS After Burn M. Fit

+3

Brand Name: SKECHERS
Product Name: After Burn M. Fit
Gender: Men's
Color: Brown
Price: $69.38MSRP: $77.95
Rating: 4Rated 4 stars out of 5(881)

Dunham - Captain Venetian. Color Java. On sale for $98.00. MSRP $135.00.. 5.0 out of 5 stars

Brown Dunham Captain Venetian

Brown Dunham Captain Venetian

+2

Brand Name: Dunham
Product Name: Captain Venetian
Gender: Men's
Color: Java
Price: $98.00MSRP: $135.00
Rating: 5Rated 5 stars out of 5(2)

Sanita - Professional Oil - Mens. Color Antique Brown Textured Oil. Low Stock. On sale for $83.32. MSRP $137.00.. 4.1 out of 5 stars

10 left in stock

Brown Sanita Professional Oil - Mens

Brown Sanita Professional Oil - Mens

+2

Brand Name: Sanita
Product Name: Professional Oil - Mens
Gender: Men's
Color: Antique Brown Textured Oil
Price: $83.32MSRP: $137.00
Rating: 4Rated 4 stars out of 5(63)

Anodyne - No. 50 Sport Trainer. Color Grey. On sale for $155.00. MSRP $159.00.. 3.6 out of 5 stars

Gray Anodyne No. 50 Sport Trainer

Gray Anodyne No. 50 Sport Trainer

+3

Brand Name: Anodyne
Product Name: No. 50 Sport Trainer
Gender: Men's
Color: Grey
Price: $155.00MSRP: $159.00
Rating: 4Rated 4 stars out of 5(7)

Anodyne - No. 88 Double Depth Casual Comfort. Color Black Stretch. Low Stock. On sale for $155.00. MSRP $159.00..

8 left in stock

Black Anodyne No. 88 Double Depth Casual Comfort

Black Anodyne No. 88 Double Depth Casual Comfort

Brand Name: Anodyne
Product Name: No. 88 Double Depth Casual Comfort
Gender: Men's
Color: Black Stretch
Price: $155.00MSRP: $159.00
Rating

Drew - Jimmy. Color Black Leather. On sale for $151.69. MSRP $179.95.. 4.5 out of 5 stars

Black Drew Jimmy

Black Drew Jimmy

Brand Name: Drew
Product Name: Jimmy
Gender: Men's
Color: Black Leather
Price: $151.69MSRP: $179.95
Rating: 5Rated 5 stars out of 5(48)

Drew - Warren. Color Brown/Tan Nubuck. Low Stock. On sale for $189.99. MSRP $200.00.. 3.7 out of 5 stars

6 left in stock

Brown Drew Warren

Brown Drew Warren

Brand Name: Drew
Product Name: Warren
Gender: Men's
Color: Brown/Tan Nubuck
Price: $189.99MSRP: $200.00
Rating: 4Rated 4 stars out of 5(46)

Anodyne - No. 52 Casual Dress. Color Black. On sale for $155.00. MSRP $159.00.. 3.0 out of 5 stars

Black Anodyne No. 52 Casual Dress

Black Anodyne No. 52 Casual Dress

Brand Name: Anodyne
Product Name: No. 52 Casual Dress
Gender: Men's
Color: Black
Price: $155.00MSRP: $159.00
Rating: 3Rated 3 stars out of 5(2)

Drew - Surge. Color Black Leather/Nubuck/Mesh. Low Stock. On sale for $171.00. MSRP $190.00.. 4.2 out of 5 stars

10 left in stock

Black Drew Surge

Black Drew Surge

Brand Name: Drew
Product Name: Surge
Gender: Men's
Color: Black Leather/Nubuck/Mesh
Price: $171.00MSRP: $190.00
Rating: 4Rated 4 stars out of 5(63)

Drew - Bexley II. Color Brown Tumbled Leather. Low Stock. On sale for $209.99. MSRP $215.00.. 3.0 out of 5 stars

6 left in stock

Brown Drew Bexley II

+2

Brand Name: Drew
Product Name: Bexley II
Gender: Men's
Color: Brown Tumbled Leather
Price: $209.99MSRP: $215.00
Rating: 3Rated 3 stars out of 5(8)

Drew - Murphy. Color Black Nubuck/Leather. Low Stock. On sale for $120.38. MSRP $279.95.. 4.0 out of 5 stars

7 left in stock

Black Drew Murphy

Black Drew Murphy

Brand Name: Drew
Product Name: Murphy
Gender: Men's
Color: Black Nubuck/Leather
Price: $120.38MSRP: $279.95
Rating: 4Rated 4 stars out of 5(3)

Drew - Contest. Color Black Combo. On sale for $123.89. MSRP $165.00.. 3.2 out of 5 stars

Black Drew Contest

Black Drew Contest

Brand Name: Drew
Product Name: Contest
Gender: Men's
Color: Black Combo
Price: $123.89MSRP: $165.00
Rating: 3Rated 3 stars out of 5(4)

Drew - Toledo II. Color Black Leather. On sale for $169.98. MSRP $215.00.. 3.8 out of 5 stars

Black Drew Toledo II

Black Drew Toledo II

+2

Brand Name: Drew
Product Name: Toledo II
Gender: Men's
Color: Black Leather
Price: $169.98MSRP: $215.00
Rating: 4Rated 4 stars out of 5(9)

Anodyne - No. 56 Trail Boot. Color Whiskey. On sale for $155.00. MSRP $159.00.. 4.5 out of 5 stars

Brown Anodyne No. 56 Trail Boot

Brown Anodyne No. 56 Trail Boot

Brand Name: Anodyne
Product Name: No. 56 Trail Boot
Gender: Men's
Color: Whiskey
Price: $155.00MSRP: $159.00
Rating: 5Rated 5 stars out of 5(12)

Anodyne - No. 64 Casual Comfort. Color Whiskey. On sale for $155.00. MSRP $159.00.. 3.0 out of 5 stars

Brown Anodyne No. 64 Casual Comfort

Brown Anodyne No. 64 Casual Comfort

Brand Name: Anodyne
Product Name: No. 64 Casual Comfort
Gender: Men's
Color: Whiskey
Price: $155.00MSRP: $159.00
Rating: 3Rated 3 stars out of 5(2)

Drew - Player. Color Grey Combo. Low Stock. On sale for $103.39. MSRP $165.00.. 4.0 out of 5 stars

10 left in stock

Gray Drew Player

Gray Drew Player

+3

Brand Name: Drew
Product Name: Player
Gender: Men's
Color: Grey Combo
Price: $103.39MSRP: $165.00
Rating: 4Rated 4 stars out of 5(18)

Drew - Armstrong. Color Brandy Leather. Low Stock. On sale for $223.60. MSRP $260.00.. 4.0 out of 5 stars

5 left in stock

Brown Drew Armstrong

Brown Drew Armstrong

+2

Brand Name: Drew
Product Name: Armstrong
Gender: Men's
Color: Brandy Leather
Price: $223.60MSRP: $260.00
Rating: 4Rated 4 stars out of 5(9)

Get on the List

Subscribe to Zappos emails for exclusive product launches, early notifications for sales, and a few extra-special surprises.