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

Size 8.5 4E Size Comfort Shoes

50 items found

Sort By

Your Selections

Search Results

. Timberland PRO - Sawhorse 6" Composite Safety Toe. Color Wheat 1. On sale for $129.95. MSRP $150.00.. 3.5 out of 5 stars

Tan Timberland PRO Sawhorse 6" Composite Safety Toe

Tan Timberland PRO Sawhorse 6" Composite Safety Toe

+8

Brand Name: Timberland PRO
Product Name: Sawhorse 6" Composite Safety Toe
Color: Wheat 1
Price: $129.95MSRP: $150.00
Rating: 4Rated 4 stars out of 5(873)

Rockport - Big Bucks Margin. Color Black Leather. On sale for $89.99. MSRP $114.95.. 4.5 out of 5 stars

Black Rockport Big Bucks Margin

Black Rockport Big Bucks Margin

+3

Brand Name: Rockport
Product Name: Big Bucks Margin
Color: Black Leather
Price: $89.99MSRP: $114.95
Rating: 5Rated 5 stars out of 5(1509)

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

Black Rockport Style Leader 2 Bike Slip-On

Black Rockport Style Leader 2 Bike Slip-On

+2 colors/patterns

Brand Name: Rockport
Product Name: Style Leader 2 Bike Slip-On
Color: Black
Price: $89.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(360)

New Balance - Fresh Foam Arishi v4. Color Black/Silver Metallic. On sale for $59.99. MSRP $69.99.. 4.0 out of 5 stars

Black New Balance Fresh Foam Arishi v4

Black New Balance Fresh Foam Arishi v4

+10

Brand Name: New Balance
Product Name: Fresh Foam Arishi v4
Color: Black/Silver Metallic
Price: $59.99MSRP: $69.99
Rating: 4Rated 4 stars out of 5(244)

Timberland PRO - Burbank Slip-On Soft Toe. Color Black. On sale for $71.63. MSRP $75.00.. 3.5 out of 5 stars

Black Timberland PRO Burbank Slip-On Soft Toe

Black Timberland PRO Burbank Slip-On Soft Toe

Brand Name: Timberland PRO
Product Name: Burbank Slip-On Soft Toe
Color: Black
Price: $71.63MSRP: $75.00
Rating: 4Rated 4 stars out of 5(11)

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
Color: Dark Brown Leather
Price: $89.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(1399)

. ASICS - GT-1000 13. Color Sheet Rock/Black. On sale for $99.95. MSRP $110.00..

Gray ASICS GT-1000 13

Gray ASICS GT-1000 13

+1

Brand Name: ASICS
Product Name: GT-1000 13
Color: Sheet Rock/Black
Price: $99.95MSRP: $110.00
Rating

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
Color: New Brown Gradient 1
Price: $89.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(330)

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

Black Rockport Eureka

Black Rockport Eureka

+6

Brand Name: Rockport
Product Name: Eureka
Color: Black Leather
Price: $69.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(108)

Original S.W.A.T. - Alpha Freedom 3" Hands Free PT. Color Black. On sale for $139.99. MSRP $149.99.. 4.2 out of 5 stars

Black Original S.W.A.T. Alpha Freedom 3" Hands Free PT

Black Original S.W.A.T. Alpha Freedom 3" Hands Free PT

Brand Name: Original S.W.A.T.
Product Name: Alpha Freedom 3" Hands Free PT
Color: Black
Price: $139.99MSRP: $149.99
Rating: 4Rated 4 stars out of 5(5)

Timberland PRO - Burbank Oxford Soft Toe. Color Black. On sale for $74.95. MSRP $80.00.. 4.4 out of 5 stars

Black Timberland PRO Burbank Oxford Soft Toe

Black Timberland PRO Burbank Oxford Soft Toe

Brand Name: Timberland PRO
Product Name: Burbank Oxford Soft Toe
Color: Black
Price: $74.95MSRP: $80.00
Rating: 4Rated 4 stars out of 5(8)

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
Color: Black Tumbled Leather
Price: $114.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(2997)

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
Color: Tan
Price: $89.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(171)

Under Armour - Charged Commit 4 Training Shoes. Color Black/Anthracite/White. On sale for $60.00. MSRP $80.00.. 1.0 out of 5 stars

Black Under Armour Charged Commit 4 Training Shoes

Black Under Armour Charged Commit 4 Training Shoes

+3

Brand Name: Under Armour
Product Name: Charged Commit 4 Training Shoes
Color: Black/Anthracite/White
Price: $60.00MSRP: $80.00
Rating: 1Rated 1 star out of 5(1)

Clarks - Un Brawley Pace. Color Mahogany Tumbled Leather. On sale for $115.00. MSRP $160.00.. 3.5 out of 5 stars

Mahogany Clarks Un Brawley Pace

Mahogany Clarks Un Brawley Pace

+2

Brand Name: Clarks
Product Name: Un Brawley Pace
Color: Mahogany Tumbled Leather
Price: $115.00MSRP: $160.00
Rating: 3Rated 3 stars out of 5(29)

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
Color: Sport White/Wheat
Price: $79.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(982)

Clarks - Un Brawley Step. Color Black Tumbled Leather. On sale for $124.31. MSRP $160.00.. 3.8 out of 5 stars

Black Clarks Un Brawley Step

Black Clarks Un Brawley Step

+2 colors/patterns

Brand Name: Clarks
Product Name: Un Brawley Step
Color: Black Tumbled Leather
Price: $124.31MSRP: $160.00
Rating: 4Rated 4 stars out of 5(13)

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
Color: Dark Brown
Price: $89.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(23)

Original S.W.A.T. - Alpha Fury 8" Side Zip Safety Toe. Color Black. On sale for $139.99. MSRP $149.99.. 2.7 out of 5 stars

Black Original S.W.A.T. Alpha Fury 8" Side Zip Safety Toe

Black Original S.W.A.T. Alpha Fury 8" Side Zip Safety Toe

Brand Name: Original S.W.A.T.
Product Name: Alpha Fury 8" Side Zip Safety Toe
Color: Black
Price: $139.99MSRP: $149.99
Rating: 3Rated 3 stars out of 5(3)

Rockport - Northfield. Color Jetty Leather. On sale for $89.95. MSRP $119.95.. 2.8 out of 5 stars

Brown Rockport Northfield

Brown Rockport Northfield

+3

Brand Name: Rockport
Product Name: Northfield
Color: Jetty Leather
Price: $89.95MSRP: $119.95
Rating: 3Rated 3 stars out of 5(4)

Clarks - Un Brawley Lace. Color Black Tumbled Leather. On sale for $124.28. MSRP $160.00.. 3.1 out of 5 stars

Black Clarks Un Brawley Lace

Black Clarks Un Brawley Lace

+2

Brand Name: Clarks
Product Name: Un Brawley Lace
Color: Black Tumbled Leather
Price: $124.28MSRP: $160.00
Rating: 3Rated 3 stars out of 5(8)

Dunham - Captain Venetian. Color Grey. On sale for $66.15. MSRP $135.00.. 5.0 out of 5 stars

Gray Dunham Captain Venetian

Gray Dunham Captain Venetian

+2

Brand Name: Dunham
Product Name: Captain Venetian
Color: Grey
Price: $66.15MSRP: $135.00
Rating: 5Rated 5 stars out of 5(2)

Orthofeet - Tabor. Color Brown/Blue. On sale for $130.50. MSRP $145.00.. 4.0 out of 5 stars

Brown Orthofeet Tabor

Brown Orthofeet Tabor

+2

Brand Name: Orthofeet
Product Name: Tabor
Color: Brown/Blue
Price: $130.50MSRP: $145.00
Rating: 4Rated 4 stars out of 5(1)

Original S.W.A.T. - Alpha Freedom 6" Hands Free PT. Color Black. On sale for $144.99. MSRP $154.99.. 4.0 out of 5 stars

Black Original S.W.A.T. Alpha Freedom 6" Hands Free PT

Black Original S.W.A.T. Alpha Freedom 6" Hands Free PT

Brand Name: Original S.W.A.T.
Product Name: Alpha Freedom 6" Hands Free PT
Color: Black
Price: $144.99MSRP: $154.99
Rating: 4Rated 4 stars out of 5(4)

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
Color: Grey
Price: $155.00MSRP: $159.00
Rating: 4Rated 4 stars out of 5(7)

SKECHERS - Arch Fit 2.0 Upperhand. Color Black/Gray. On sale for $75.00. MSRP $85.00.. 4.1 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
Color: Black/Gray
Price: $75.00MSRP: $85.00
Rating: 4Rated 4 stars out of 5(7)

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
Color: Black
Price: $99.95MSRP: $140.00
Rating: 4Rated 4 stars out of 5(205)

Anodyne - No. 52 Casual Dress. Color Whiskey. Low Stock. On sale for $104.94. MSRP $159.00.. 3.0 out of 5 stars

7 left in stock

Brown Anodyne No. 52 Casual Dress

Brown Anodyne No. 52 Casual Dress

Brand Name: Anodyne
Product Name: No. 52 Casual Dress
Color: Whiskey
Price: $104.94MSRP: $159.00
Rating: 3Rated 3 stars out of 5(2)

Original S.W.A.T. - Alpha Freedom 8" Hands Free Safety Toe. Color Black. On sale for $154.99. MSRP $164.99.. 2.3 out of 5 stars

Black Original S.W.A.T. Alpha Freedom 8" Hands Free Safety Toe

Black Original S.W.A.T. Alpha Freedom 8" Hands Free Safety Toe

Brand Name: Original S.W.A.T.
Product Name: Alpha Freedom 8" Hands Free Safety Toe
Color: Black
Price: $154.99MSRP: $164.99
Rating: 2Rated 2 stars out of 5(3)

Original S.W.A.T. - Alpha Freedom 6" Hands Free. Color Coyote. On sale for $144.99. MSRP $154.99..

Silver Original S.W.A.T. Alpha Freedom 6" Hands Free

Silver Original S.W.A.T. Alpha Freedom 6" Hands Free

Brand Name: Original S.W.A.T.
Product Name: Alpha Freedom 6" Hands Free
Color: Coyote
Price: $144.99MSRP: $154.99
Rating

Anodyne - No. 44 Trail Walker. Color Dark Grey. On sale for $155.00. MSRP $159.00.. 3.7 out of 5 stars

Gray Anodyne No. 44 Trail Walker

Gray Anodyne No. 44 Trail Walker

+2

Brand Name: Anodyne
Product Name: No. 44 Trail Walker
Color: Dark Grey
Price: $155.00MSRP: $159.00
Rating: 4Rated 4 stars out of 5(15)

Drew - Miles. Color Black Nubuck/Leather. On sale for $154.97. MSRP $249.95.. 4.3 out of 5 stars

Black Drew Miles

Black Drew Miles

+2

Brand Name: Drew
Product Name: Miles
Color: Black Nubuck/Leather
Price: $154.97MSRP: $249.95
Rating: 4Rated 4 stars out of 5(3)

Drew - Jimmy. Color Black Leather. On sale for $156.33. MSRP $179.95.. 4.5 out of 5 stars

Black Drew Jimmy

Black Drew Jimmy

Brand Name: Drew
Product Name: Jimmy
Color: Black Leather
Price: $156.33MSRP: $179.95
Rating: 5Rated 5 stars out of 5(48)

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
Color: Black Leather
Price: $169.98MSRP: $215.00
Rating: 4Rated 4 stars out of 5(9)

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

9 left in stock

Brown Anodyne No. 56 Trail Boot

Brown Anodyne No. 56 Trail Boot

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

Dunham - 8000 Blucher. Color Steel Grey Nubuck. On sale for $139.95. MSRP $149.95.. 3.7 out of 5 stars

Gray Dunham 8000 Blucher

Gray Dunham 8000 Blucher

+2

Brand Name: Dunham
Product Name: 8000 Blucher
Color: Steel Grey Nubuck
Price: $139.95MSRP: $149.95
Rating: 4Rated 4 stars out of 5(71)

Anodyne - No. 46 Sport Jogger. Color Blue/Green. On sale for $155.00. MSRP $159.00.. 3.0 out of 5 stars

Blue Anodyne No. 46 Sport Jogger

Blue Anodyne No. 46 Sport Jogger

+4

Brand Name: Anodyne
Product Name: No. 46 Sport Jogger
Color: Blue/Green
Price: $155.00MSRP: $159.00
Rating: 3Rated 3 stars out of 5(1)

Anodyne - No. 28 Casual Oxford. Color Black. On sale for $138.33. MSRP $159.00.. 4.8 out of 5 stars

Black Anodyne No. 28 Casual Oxford

Black Anodyne No. 28 Casual Oxford

+2

Brand Name: Anodyne
Product Name: No. 28 Casual Oxford
Color: Black
Price: $138.33MSRP: $159.00
Rating: 5Rated 5 stars out of 5(10)

Drew - Player. Color Grey Combo. Low Stock. On sale for $100.26. MSRP $165.00.. 4.0 out of 5 stars

7 left in stock

Gray Drew Player

Gray Drew Player

+3

Brand Name: Drew
Product Name: Player
Color: Grey Combo
Price: $100.26MSRP: $165.00
Rating: 4Rated 4 stars out of 5(18)

Drew - Champ. Color Black. Low Stock. On sale for $135.96. MSRP $159.95.. 1.0 out of 5 stars

10 left in stock

Black Drew Champ

Black Drew Champ

+2

Brand Name: Drew
Product Name: Champ
Color: Black
Price: $135.96MSRP: $159.95
Rating: 1Rated 1 star out of 5(1)

SKECHERS - Arch Fit 2.0 Look Ahead Hands Free Slip-In. Color Black/Black. On sale for $99.99. MSRP $105.00.. 4.3 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
Color: Black/Black
Price: $99.99MSRP: $105.00
Rating: 4Rated 4 stars out of 5(56)

Anodyne - No. 64 Casual Comfort. Color Whiskey. Low Stock. On sale for $74.40. MSRP $159.00.. 3.0 out of 5 stars

10 left in stock

Brown Anodyne No. 64 Casual Comfort

Brown Anodyne No. 64 Casual Comfort

Brand Name: Anodyne
Product Name: No. 64 Casual Comfort
Color: Whiskey
Price: $74.40MSRP: $159.00
Rating: 3Rated 3 stars out of 5(2)

Anodyne - No. 66 Casual Comfort Stretch. Color Black Stretch. On sale for $155.00. MSRP $159.00.. 5.0 out of 5 stars

Black Anodyne No. 66 Casual Comfort Stretch

Black Anodyne No. 66 Casual Comfort Stretch

Brand Name: Anodyne
Product Name: No. 66 Casual Comfort Stretch
Color: Black Stretch
Price: $155.00MSRP: $159.00
Rating: 5Rated 5 stars out of 5(3)

Drew - Contest. Color Black Combo. On sale for $133.60. MSRP $165.00.. 3.2 out of 5 stars

Black Drew Contest

Black Drew Contest

Brand Name: Drew
Product Name: Contest
Color: Black Combo
Price: $133.60MSRP: $165.00
Rating: 3Rated 3 stars out of 5(4)

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

7 left in stock

Brown Drew Bexley II

+2

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

Laredo - Sandstorm. Color Taupe. Low Stock. On sale for $122.37. MSRP $154.95.. 5.0 out of 5 stars

5 left in stock

Taupe Laredo Sandstorm

Taupe Laredo Sandstorm

Brand Name: Laredo
Product Name: Sandstorm
Color: Taupe
Price: $122.37MSRP: $154.95
Rating: 5Rated 5 stars out of 5(2)

Altama - Maritime Assault 8". Color Black. On sale for $129.99. MSRP $139.99..

Black Altama Maritime Assault 8"

Black Altama Maritime Assault 8"

+3

Brand Name: Altama
Product Name: Maritime Assault 8"
Color: Black
Price: $129.99MSRP: $139.99
Rating

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

9 left in stock

Black Drew Surge

Black Drew Surge

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

Anodyne - No. 38 Sport Walker. Color White. Low Stock. On sale for $155.00. MSRP $159.00.. 3.8 out of 5 stars

10 left in stock

White Anodyne No. 38 Sport Walker

White Anodyne No. 38 Sport Walker

+2

Brand Name: Anodyne
Product Name: No. 38 Sport Walker
Color: White
Price: $155.00MSRP: $159.00
Rating: 4Rated 4 stars out of 5(8)

Drew - Marshall. Color Black Nubuck/Leather. On sale for $162.47. MSRP $249.95.. 3.0 out of 5 stars

Black Drew Marshall

Black Drew Marshall

Brand Name: Drew
Product Name: Marshall
Color: Black Nubuck/Leather
Price: $162.47MSRP: $249.95
Rating: 3Rated 3 stars out of 5(2)

Get on the List

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