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

Size 8.5 Extra-Extra Wide Size Leather Casual Shoes

52 items found

Sort By

Your Selections

Search Results

Rockport - Style Leader 2 Bike Slip-On. Color Black. On sale for $99.99. MSRP $129.95. 23% off. 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
Gender: Men's
Color: Black
Price: $99.99MSRP: $129.9523% OFF
Rating: 4Rated 4 stars out of 5(374)

Propet - Koda. Color Black. $137.49. 3.6 out of 5 stars

Black Propet Koda

Black Propet Koda

+2

Brand Name: Propet
Product Name: Koda
Gender: Men's
Color: Black
Price: $137.49
Rating: 4Rated 4 stars out of 5(7)

Dunham - Waves. Color Dark Brown Leather. $159.95. 3.0 out of 5 stars

Brown Dunham Waves

Brown Dunham Waves

+4

Brand Name: Dunham
Product Name: Waves
Gender: Men's
Color: Dark Brown Leather
Price: $159.95
Rating: 3Rated 3 stars out of 5(1)

Rockport - Findlay. Color Dark Brown Leather. $139.95. 2.5 out of 5 stars

Brown Rockport Findlay

Brown Rockport Findlay

+1

Brand Name: Rockport
Product Name: Findlay
Gender: Men's
Color: Dark Brown Leather
Price: $139.95
Rating: 3Rated 3 stars out of 5(2)

Rockport - Fallo. Color Dark Brown Leather. $129.95. 4.0 out of 5 stars

Brown Rockport Fallo

Brown Rockport Fallo

+1

Brand Name: Rockport
Product Name: Fallo
Gender: Men's
Color: Dark Brown Leather
Price: $129.95
Rating: 4Rated 4 stars out of 5(3)

Orthofeet - Moreno. Color Brown. $155.00. 4.0 out of 5 stars

Brown Orthofeet Moreno

Brown Orthofeet Moreno

+2

Brand Name: Orthofeet
Product Name: Moreno
Gender: Men's
Color: Brown
Price: $155.00
Rating: 4Rated 4 stars out of 5(3)

Dunham - 8000 Mid Boot. Color Black Leather. On sale for $169.95. MSRP $189.95. 11% off. 4.3 out of 5 stars

Black Dunham 8000 Mid Boot

Black Dunham 8000 Mid Boot

+2

Brand Name: Dunham
Product Name: 8000 Mid Boot
Gender: Men's
Color: Black Leather
Price: $169.95MSRP: $189.9511% OFF
Rating: 4Rated 4 stars out of 5(120)

Orthofeet - Pierre. Color Black. $155.00.

Black Orthofeet Pierre

Black Orthofeet Pierre

Brand Name: Orthofeet
Product Name: Pierre
Gender: Men's
Color: Black
Price: $155.00
Rating

SKECHERS - Afterburn M. Fit. Color Pebble/Black/Pebble. On sale for $72.00. MSRP $80.00. 10% off. 4.3 out of 5 stars

Brown SKECHERS Afterburn M. Fit

Brown SKECHERS Afterburn M. Fit

+4

Brand Name: SKECHERS
Product Name: Afterburn M. Fit
Gender: Men's
Color: Pebble/Black/Pebble
Price: $72.00MSRP: $80.0010% OFF
Rating: 4Rated 4 stars out of 5(1523)

Orthofeet - Vito. Color Dark Olive. On sale for $114.99. MSRP $130.00. 12% off. 3.7 out of 5 stars

Olive Orthofeet Vito

Olive Orthofeet Vito

+2

Brand Name: Orthofeet
Product Name: Vito
Gender: Men's
Color: Dark Olive
Price: $114.99MSRP: $130.0012% OFF
Rating: 4Rated 4 stars out of 5(3)

Rockport - Main Route Northfield Waterproof. Color Espresso Nubuck. On sale for $89.95. MSRP $129.95. 31% off. 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: Espresso Nubuck
Price: $89.95MSRP: $129.9531% OFF
Rating: 4Rated 4 stars out of 5(1414)

Dunham - Alpine Mid Boots. Color Dark Brown Leather. On sale for $162.17. MSRP $164.95. 2% off. 3.2 out of 5 stars

Brown Dunham Alpine Mid Boots

Brown Dunham Alpine Mid Boots

+3

Brand Name: Dunham
Product Name: Alpine Mid Boots
Gender: Men's
Color: Dark Brown Leather
Price: $162.17MSRP: $164.952% OFF
Rating: 3Rated 3 stars out of 5(4)

Propet - Stability Walker Strap. Color White. On sale for $103.99. MSRP $124.99. 17% off. 4.2 out of 5 stars

White Propet Stability Walker Strap

White Propet Stability Walker Strap

+2

Brand Name: Propet
Product Name: Stability Walker Strap
Gender: Men's
Color: White
Price: $103.99MSRP: $124.9917% OFF
Rating: 4Rated 4 stars out of 5(82)

Dunham - Brisco. Color Black Leather. On sale for $108.50. MSRP $159.95. 32% off. 4.0 out of 5 stars

Black Dunham Brisco

Black Dunham Brisco

+3

Brand Name: Dunham
Product Name: Brisco
Gender: Men's
Color: Black Leather
Price: $108.50MSRP: $159.9532% OFF
Rating: 4Rated 4 stars out of 5(1)

Anodyne - No. 30 Casual Dress. Color Whiskey. $159.00. 4.0 out of 5 stars

Brown Anodyne No. 30 Casual Dress

Brown Anodyne No. 30 Casual Dress

+2

Brand Name: Anodyne
Product Name: No. 30 Casual Dress
Gender: Men's
Color: Whiskey
Price: $159.00
Rating: 4Rated 4 stars out of 5(22)

Laredo - Martin. Color Tan. $154.95. 3.2 out of 5 stars

Tan Laredo Martin

Tan Laredo Martin

Brand Name: Laredo
Product Name: Martin
Gender: Men's
Color: Tan
Price: $154.95
Rating: 3Rated 3 stars out of 5(5)

Propet - Hatcher. Color Dark Grey. On sale for $71.96. MSRP $89.95. 20% off. 2.0 out of 5 stars

Gray Propet Hatcher

Gray Propet Hatcher

+2 colors/patterns

Brand Name: Propet
Product Name: Hatcher
Gender: Men's
Color: Dark Grey
Price: $71.96MSRP: $89.9520% OFF
Rating: 2Rated 2 stars out of 5(2)

Laredo - Montana. Color Sand/Chocolate. $149.95. 3.6 out of 5 stars

Brown Laredo Montana

Brown Laredo Montana

Brand Name: Laredo
Product Name: Montana
Gender: Men's
Color: Sand/Chocolate
Price: $149.95
Rating: 4Rated 4 stars out of 5(16)

. Laredo - Fletcher. Color Tan. $154.95. 4.2 out of 5 stars

Tan Laredo Fletcher

Tan Laredo Fletcher

Brand Name: Laredo
Product Name: Fletcher
Gender: Men's
Color: Tan
Price: $154.95
Rating: 4Rated 4 stars out of 5(32)

Rockport - Flynn. Color Medium Natural Leather. $159.95. 2.8 out of 5 stars

Brown Rockport Flynn

Brown Rockport Flynn

+2

Brand Name: Rockport
Product Name: Flynn
Gender: Men's
Color: Medium Natural Leather
Price: $159.95
Rating: 3Rated 3 stars out of 5(5)

Orthofeet - Leo. Color Black. $145.00. 2.0 out of 5 stars

Black Orthofeet Leo

Black Orthofeet Leo

Brand Name: Orthofeet
Product Name: Leo
Gender: Men's
Color: Black
Price: $145.00
Rating: 2Rated 2 stars out of 5(1)

Propet - Blizzard Mid Zip. Color Black. On sale for $119.99. MSRP $129.95. 8% off. 4.0 out of 5 stars

Black Propet Blizzard Mid Zip

Black Propet Blizzard Mid Zip

Brand Name: Propet
Product Name: Blizzard Mid Zip
Gender: Men's
Color: Black
Price: $119.99MSRP: $129.958% OFF
Rating: 4Rated 4 stars out of 5(134)

Rockport - Northfield Waterproof Boot. Color Black. $159.95. 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: $159.95
Rating: 4Rated 4 stars out of 5(211)

Orthofeet - Highline. Color Black. Low Stock. On sale for $82.47. MSRP $149.95. 45% off. 5.0 out of 5 stars

Low Stock

Black Orthofeet Highline

Black Orthofeet Highline

+2 colors/patterns

Brand Name: Orthofeet
Product Name: Highline
Gender: Men's
Color: Black
Price: $82.47MSRP: $149.9545% OFF
Rating: 5Rated 5 stars out of 5(3)

Laredo - Breakout. Color Rust Distressed. $154.95. 3.7 out of 5 stars

Orange Laredo Breakout

Orange Laredo Breakout

Brand Name: Laredo
Product Name: Breakout
Gender: Men's
Color: Rust Distressed
Price: $154.95
Rating: 4Rated 4 stars out of 5(22)

Orthofeet - Ranger. Color Brown. On sale for $119.99. MSRP $149.95. 20% off. 5.0 out of 5 stars

Brown Orthofeet Ranger

Brown Orthofeet Ranger

Brand Name: Orthofeet
Product Name: Ranger
Gender: Men's
Color: Brown
Price: $119.99MSRP: $149.9520% OFF
Rating: 5Rated 5 stars out of 5(1)

Dunham - Cloud Plus Mid II Waterproof Boot. Color Brown Leather. $159.95. 4.3 out of 5 stars

Brown Dunham Cloud Plus Mid II Waterproof Boot

Brown Dunham Cloud Plus Mid II Waterproof Boot

Brand Name: Dunham
Product Name: Cloud Plus Mid II Waterproof Boot
Gender: Men's
Color: Brown Leather
Price: $159.95
Rating: 4Rated 4 stars out of 5(53)

Dunham - Winslow Waterproof. Color Black Polishable Leather. On sale for $149.95. MSRP $169.95. 12% off. 4.4 out of 5 stars

Black Dunham Winslow Waterproof

Black Dunham Winslow Waterproof

+2

Brand Name: Dunham
Product Name: Winslow Waterproof
Gender: Men's
Color: Black Polishable Leather
Price: $149.95MSRP: $169.9512% OFF
Rating: 4Rated 4 stars out of 5(150)

Propet - Findley. Color Tan 1. $154.99. 3.6 out of 5 stars

Khaki Propet Findley

Khaki Propet Findley

+2

Brand Name: Propet
Product Name: Findley
Gender: Men's
Color: Tan 1
Price: $154.99
Rating: 4Rated 4 stars out of 5(12)

Laredo - Nico. Color Taupe. $149.95.

Taupe Laredo Nico

Taupe Laredo Nico

Brand Name: Laredo
Product Name: Nico
Gender: Men's
Color: Taupe
Price: $149.95
Rating

Laredo - Durant. Color Rust/Copper. $154.95. 3.2 out of 5 stars

Brown Laredo Durant

Brown Laredo Durant

Brand Name: Laredo
Product Name: Durant
Gender: Men's
Color: Rust/Copper
Price: $154.95
Rating: 3Rated 3 stars out of 5(4)

Laredo - Jameson. Color Black. Low Stock. On sale for $118.93. MSRP $169.95. 30% off. 4.0 out of 5 stars

Low Stock

Black Laredo Jameson

Black Laredo Jameson

Brand Name: Laredo
Product Name: Jameson
Gender: Men's
Color: Black
Price: $118.93MSRP: $169.9530% OFF
Rating: 4Rated 4 stars out of 5(2)

Laredo - Garrett. Color Sanded Black. $154.95. 4.1 out of 5 stars

Black Laredo Garrett

Black Laredo Garrett

Brand Name: Laredo
Product Name: Garrett
Gender: Men's
Color: Sanded Black
Price: $154.95
Rating: 4Rated 4 stars out of 5(17)

Laredo - Weller. Color Tan. Low Stock. $159.95.

Low Stock

Tan Laredo Weller

Tan Laredo Weller

Brand Name: Laredo
Product Name: Weller
Gender: Men's
Color: Tan
Price: $159.95
Rating

Laredo - Walker. Color Grey. Low Stock. $164.95. 2.5 out of 5 stars

Low Stock

Gray Laredo Walker

Gray Laredo Walker

Brand Name: Laredo
Product Name: Walker
Gender: Men's
Color: Grey
Price: $164.95
Rating: 3Rated 3 stars out of 5(2)

SKECHERS - After Burn M. Fit. Color Gray/Black. On sale for $56.25. MSRP $80.00. 30% off. 4.4 out of 5 stars

Gray SKECHERS After Burn M. Fit

Gray SKECHERS After Burn M. Fit

+2

Brand Name: SKECHERS
Product Name: After Burn M. Fit
Gender: Men's
Color: Gray/Black
Price: $56.25MSRP: $80.0030% OFF
Rating: 4Rated 4 stars out of 5(927)

Dunham - Cloud Waterproof. Color Grey. On sale for $149.95. MSRP $169.95. 12% off. 4.1 out of 5 stars

Gray Dunham Cloud Waterproof

Gray Dunham Cloud Waterproof

+6

Brand Name: Dunham
Product Name: Cloud Waterproof
Gender: Men's
Color: Grey
Price: $149.95MSRP: $169.9512% OFF
Rating: 4Rated 4 stars out of 5(418)

Rockport - Eureka. Color Black Leather. On sale for $69.99. MSRP $120.00. 42% off. 4.0 out of 5 stars

Black Rockport Eureka

Black Rockport Eureka

+3

Brand Name: Rockport
Product Name: Eureka
Gender: Men's
Color: Black Leather
Price: $69.99MSRP: $120.0042% OFF
Rating: 4Rated 4 stars out of 5(127)

Dunham - Captain. Color Dark Blue Nubuck. $159.95. 4.5 out of 5 stars

Blue Dunham Captain

Blue Dunham Captain

+5

Brand Name: Dunham
Product Name: Captain
Gender: Men's
Color: Dark Blue Nubuck
Price: $159.95
Rating: 5Rated 5 stars out of 5(617)

Dunham - Glastonbury Waterproof UBal II. Color Black. $159.95. 3.1 out of 5 stars

Black Dunham Glastonbury Waterproof UBal II

Black Dunham Glastonbury Waterproof UBal II

+3

Brand Name: Dunham
Product Name: Glastonbury Waterproof UBal II
Gender: Men's
Color: Black
Price: $159.95
Rating: 3Rated 3 stars out of 5(31)

Propet - Finn. Color Black. On sale for $87.96. MSRP $129.99. 32% off. 3.3 out of 5 stars

Black Propet Finn

Black Propet Finn

+4

Brand Name: Propet
Product Name: Finn
Gender: Men's
Color: Black
Price: $87.96MSRP: $129.9932% OFF
Rating: 3Rated 3 stars out of 5(18)

Propet - Life Walker Strap Medicare/HCPCS Code = A5500 Diabetic Shoe. Color Black. On sale for $75.96. MSRP $107.49. 29% off. 4.5 out of 5 stars

Black Propet Life Walker Strap Medicare/HCPCS Code = A5500 Diabetic Shoe

Black Propet Life Walker Strap Medicare/HCPCS Code = A5500 Diabetic Shoe

+5

Brand Name: Propet
Product Name: Life Walker Strap Medicare/HCPCS Code = A5500 Diabetic Shoe
Gender: Men's
Color: Black
Price: $75.96MSRP: $107.4929% OFF
Rating: 4Rated 4 stars out of 5(473)

Reebok Lifestyle - Men's Royal BB4500 HI2 High Top. Color White/Light Grey Heather Solid Grey. On sale for $67.66. MSRP $75.00. 10% off. 4.3 out of 5 stars

White Reebok Lifestyle Men's Royal BB4500 HI2 High Top

White Reebok Lifestyle Men's Royal BB4500 HI2 High Top

+2

Brand Name: Reebok Lifestyle
Product Name: Men's Royal BB4500 HI2 High Top
Gender: Men's
Color: White/Light Grey Heather Solid Grey
Price: $67.66MSRP: $75.0010% OFF
Rating: 4Rated 4 stars out of 5(1509)

Propet - Blizzard Mid Lace. Color Black. On sale for $87.96. MSRP $149.99. 41% off. 4.2 out of 5 stars

Black Propet Blizzard Mid Lace

Black Propet Blizzard Mid Lace

+2

Brand Name: Propet
Product Name: Blizzard Mid Lace
Gender: Men's
Color: Black
Price: $87.96MSRP: $149.9941% OFF
Rating: 4Rated 4 stars out of 5(123)

Propet - Kenton. Color Brown. On sale for $79.96. MSRP $142.49. 44% off. 3.9 out of 5 stars

Brown Propet Kenton

Brown Propet Kenton

+3

Brand Name: Propet
Product Name: Kenton
Gender: Men's
Color: Brown
Price: $79.96MSRP: $142.4944% OFF
Rating: 4Rated 4 stars out of 5(39)

Dunham - Battery Park Slip-On. Color Black Polished Leather. On sale for $149.95. MSRP $169.95. 12% off. 4.2 out of 5 stars

Black Dunham Battery Park Slip-On

Black Dunham Battery Park Slip-On

+2

Brand Name: Dunham
Product Name: Battery Park Slip-On
Gender: Men's
Color: Black Polished Leather
Price: $149.95MSRP: $169.9512% OFF
Rating: 4Rated 4 stars out of 5(144)

Rockport - ProWalker M7100. Color Black. On sale for $89.98. MSRP $124.95. 28% off. 4.1 out of 5 stars

Black Rockport ProWalker M7100

Black Rockport ProWalker M7100

+3

Brand Name: Rockport
Product Name: ProWalker M7100
Gender: Men's
Color: Black
Price: $89.98MSRP: $124.9528% OFF
Rating: 4Rated 4 stars out of 5(997)

Propet - Ultima. Color Black. On sale for $103.96. MSRP $149.99. 31% off. 3.5 out of 5 stars

Black Propet Ultima

Black Propet Ultima

+3

Brand Name: Propet
Product Name: Ultima
Gender: Men's
Color: Black
Price: $103.96MSRP: $149.9931% OFF
Rating: 4Rated 4 stars out of 5(4)

SKECHERS - Durham Hands Free Slip-In. Color Black/Black. On sale for $69.98. MSRP $85.00. 18% off. 3.9 out of 5 stars

Black SKECHERS Durham Hands Free Slip-In

Black SKECHERS Durham Hands Free Slip-In

Brand Name: SKECHERS
Product Name: Durham Hands Free Slip-In
Gender: Men's
Color: Black/Black
Price: $69.98MSRP: $85.0018% OFF
Rating: 4Rated 4 stars out of 5(37)

Anodyne - No. 72 Casual Sport. Color Oil Black. $159.00. 4.5 out of 5 stars

Black Anodyne No. 72 Casual Sport

Black Anodyne No. 72 Casual Sport

+2

Brand Name: Anodyne
Product Name: No. 72 Casual Sport
Gender: Men's
Color: Oil Black
Price: $159.00
Rating: 4Rated 4 stars out of 5(13)

Propet - Kade. Color Chocolate. On sale for $80.46. MSRP $114.95. 30% off. 4.4 out of 5 stars

Brown Propet Kade

Brown Propet Kade

+2 colors/patterns

Brand Name: Propet
Product Name: Kade
Gender: Men's
Color: Chocolate
Price: $80.46MSRP: $114.9530% OFF
Rating: 4Rated 4 stars out of 5(17)

Orthofeet - Verno. Color Black. Low Stock. $160.00.

Low Stock

Black Orthofeet Verno

Black Orthofeet Verno

+2

Brand Name: Orthofeet
Product Name: Verno
Gender: Men's
Color: Black
Price: $160.00
Rating

Join Our List, Get 10% Off

Sign up for Zappos emails—new subscribers get 10% off a future order!* Plus, get early access to sales, coupons, and more. (One code per email address.)