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

Size 8.5 Wide Size Ankle On Sale Products

29 items found

Sort By

Your Selections

Search Results

Columbia - Newton Wander Leather. Color City Grey/Mountain Red. On sale for $75.00. MSRP $100.00. 25% off. 5.0 out of 5 stars

Gray Columbia Newton Wander Leather

Gray Columbia Newton Wander Leather

+6

Brand Name: Columbia
Product Name: Newton Wander Leather
Gender: Men's
Color: City Grey/Mountain Red
Price: $75.00MSRP: $100.0025% OFF
Rating: 5Rated 5 stars out of 5(2)

Nunn Bush - Circuit DC Plain Toe Chukka. Color Cognac. On sale for $59.95. MSRP $90.00. 33% off. 3.8 out of 5 stars

Tan Nunn Bush Circuit DC Plain Toe Chukka

Tan Nunn Bush Circuit DC Plain Toe Chukka

+3

Brand Name: Nunn Bush
Product Name: Circuit DC Plain Toe Chukka
Gender: Men's
Color: Cognac
Price: $59.95MSRP: $90.0033% OFF
Rating: 4Rated 4 stars out of 5(49)

Nunn Bush - Odell 2.0 Wingtip Dress Casual Chukka Leather Boot. Color Brown. On sale for $89.95. MSRP $120.00. 25% off. 4.6 out of 5 stars

Brown Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boot

Brown Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boot

+1

Brand Name: Nunn Bush
Product Name: Odell 2.0 Wingtip Dress Casual Chukka Leather Boot
Gender: Men's
Color: Brown
Price: $89.95MSRP: $120.0025% OFF
Rating: 5Rated 5 stars out of 5(9)

Nunn Bush - Ozark 2.0 Plain Toe Chukka Leather Boot. Color Tan. On sale for $88.99. MSRP $120.00. 26% off. 4.6 out of 5 stars

Tan Nunn Bush Ozark 2.0 Plain Toe Chukka Leather Boot

Tan Nunn Bush Ozark 2.0 Plain Toe Chukka Leather Boot

+3

Brand Name: Nunn Bush
Product Name: Ozark 2.0 Plain Toe Chukka Leather Boot
Gender: Men's
Color: Tan
Price: $88.99MSRP: $120.0026% OFF
Rating: 5Rated 5 stars out of 5(8)

Nunn Bush - Otis 2.0 Chelsea Fashion Leather Boot. Color Black. On sale for $89.95. MSRP $120.00. 25% off. 4.3 out of 5 stars

Black Nunn Bush Otis 2.0 Chelsea Fashion Leather Boot

Black Nunn Bush Otis 2.0 Chelsea Fashion Leather Boot

+3

Brand Name: Nunn Bush
Product Name: Otis 2.0 Chelsea Fashion Leather Boot
Gender: Men's
Color: Black
Price: $89.95MSRP: $120.0025% OFF
Rating: 4Rated 4 stars out of 5(7)

Clarks - Shepton. Color Taupe Distressed Leather. On sale for $65.97. MSRP $110.00. 40% off. 2.0 out of 5 stars

Taupe Clarks Shepton

Taupe Clarks Shepton

+5

Brand Name: Clarks
Product Name: Shepton
Gender: Men's
Color: Taupe Distressed Leather
Price: $65.97MSRP: $110.0040% OFF
Rating: 2Rated 2 stars out of 5(4)

Propet - Cliff Walker Medicare/HCPCS Code = A5500 Diabetic Shoe. Color Bronco Brown. On sale for $91.96. MSRP $149.99. 39% off. 4.3 out of 5 stars

Brown Propet Cliff Walker Medicare/HCPCS Code = A5500 Diabetic Shoe

Brown Propet Cliff Walker Medicare/HCPCS Code = A5500 Diabetic Shoe

+2 colors/patterns

Brand Name: Propet
Product Name: Cliff Walker Medicare/HCPCS Code = A5500 Diabetic Shoe
Gender: Men's
Color: Bronco Brown
Price: $91.96MSRP: $149.9939% OFF
Rating: 4Rated 4 stars out of 5(255)

Nunn Bush - Karnak Plain Toe Boot Chukka. Color Brown. On sale for $89.95. MSRP $120.00. 25% off. 4.6 out of 5 stars

Brown Nunn Bush Karnak Plain Toe Boot Chukka

Brown Nunn Bush Karnak Plain Toe Boot Chukka

+1

Brand Name: Nunn Bush
Product Name: Karnak Plain Toe Boot Chukka
Gender: Men's
Color: Brown
Price: $89.95MSRP: $120.0025% OFF
Rating: 5Rated 5 stars out of 5(17)

Nunn Bush - Excavate Plain Toe Chukka Boot. Color Black. On sale for $64.95. MSRP $95.00. 32% off. 4.4 out of 5 stars

Black Nunn Bush Excavate Plain Toe Chukka Boot

Black Nunn Bush Excavate Plain Toe Chukka Boot

+1

Brand Name: Nunn Bush
Product Name: Excavate Plain Toe Chukka Boot
Gender: Men's
Color: Black
Price: $64.95MSRP: $95.0032% OFF
Rating: 4Rated 4 stars out of 5(23)

Propet - Cliff Walker Tall Strap. Color Black. On sale for $95.96. MSRP $154.99. 38% off. 3.9 out of 5 stars

Black Propet Cliff Walker Tall Strap

Black Propet Cliff Walker Tall Strap

Brand Name: Propet
Product Name: Cliff Walker Tall Strap
Gender: Men's
Color: Black
Price: $95.96MSRP: $154.9938% OFF
Rating: 4Rated 4 stars out of 5(17)

SKECHERS Work - Wascana - Benen WP Tactical. Color Black. On sale for $83.00. MSRP $85.00. 2% off. 3.8 out of 5 stars

Black SKECHERS Work Wascana - Benen WP Tactical

Black SKECHERS Work Wascana - Benen WP Tactical

Brand Name: SKECHERS Work
Product Name: Wascana - Benen WP Tactical
Gender: Men's
Color: Black
Price: $83.00MSRP: $85.002% OFF
Rating: 4Rated 4 stars out of 5(319)

Clarks - Eastridge Mid. Color Light Brown Leather. On sale for $57.00. MSRP $120.00. 53% off.

Brown Clarks Eastridge Mid

Brown Clarks Eastridge Mid

+2

Brand Name: Clarks
Product Name: Eastridge Mid
Gender: Men's
Color: Light Brown Leather
Price: $57.00MSRP: $120.0053% OFF
Rating

Caterpillar - Calibrate. Color Khaki. On sale for $80.00. MSRP $140.00. 43% off. 4.3 out of 5 stars

Khaki Caterpillar Calibrate

Khaki Caterpillar Calibrate

Brand Name: Caterpillar
Product Name: Calibrate
Gender: Men's
Color: Khaki
Price: $80.00MSRP: $140.0043% OFF
Rating: 4Rated 4 stars out of 5(6)

Nunn Bush - Karnak Moc Toe Boot Lightweight Comfortable Chukka. Color Brown. On sale for $89.95. MSRP $120.00. 25% off. 4.3 out of 5 stars

Brown Nunn Bush Karnak Moc Toe Boot Lightweight Comfortable Chukka

Brown Nunn Bush Karnak Moc Toe Boot Lightweight Comfortable Chukka

+1

Brand Name: Nunn Bush
Product Name: Karnak Moc Toe Boot Lightweight Comfortable Chukka
Gender: Men's
Color: Brown
Price: $89.95MSRP: $120.0025% OFF
Rating: 4Rated 4 stars out of 5(10)

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)

Caterpillar - Striver ST. Color Brown. On sale for $79.99. MSRP $89.99. 11% off. 4.2 out of 5 stars

Brown Caterpillar Striver ST

Brown Caterpillar Striver ST

+2

Brand Name: Caterpillar
Product Name: Striver ST
Gender: Men's
Color: Brown
Price: $79.99MSRP: $89.9911% OFF
Rating: 4Rated 4 stars out of 5(4)

Nunn Bush - Grazie AP1 Work Slip-On Slip-Resistant Work Shoe EZ On Athletic Style Sneaker. Color Black. On sale for $59.95. MSRP $90.00. 33% off.

Black Nunn Bush Grazie AP1 Work Slip-On Slip-Resistant Work Shoe EZ On Athletic Style Sneaker

Black Nunn Bush Grazie AP1 Work Slip-On Slip-Resistant Work Shoe EZ On Athletic Style Sneaker

Brand Name: Nunn Bush
Product Name: Grazie AP1 Work Slip-On Slip-Resistant Work Shoe EZ On Athletic Style Sneaker
Gender: Men's
Color: Black
Price: $59.95MSRP: $90.0033% OFF
Rating

Airwalk Work - Arena Mid Comp Toe EH SR. Color Olive/Black. On sale for $79.99. MSRP $124.99. 36% off. 3.2 out of 5 stars

Black Airwalk Work Arena Mid Comp Toe EH SR

Black Airwalk Work Arena Mid Comp Toe EH SR

+3

Brand Name: Airwalk Work
Product Name: Arena Mid Comp Toe EH SR
Gender: Men's
Color: Olive/Black
Price: $79.99MSRP: $124.9936% OFF
Rating: 3Rated 3 stars out of 5(35)

Propet - Shield Worker. Color Black. On sale for $95.96. MSRP $164.99. 42% off. 3.5 out of 5 stars

Black Propet Shield Worker

Black Propet Shield Worker

Brand Name: Propet
Product Name: Shield Worker
Gender: Men's
Color: Black
Price: $95.96MSRP: $164.9942% OFF
Rating: 4Rated 4 stars out of 5(40)

Carhartt - Gilmore WP 6" Boot. Color Coyote Nubuck. On sale for $99.95. MSRP $174.99. 43% off. 3.9 out of 5 stars

Pewter Carhartt Gilmore WP 6" Boot

Pewter Carhartt Gilmore WP 6" Boot

Brand Name: Carhartt
Product Name: Gilmore WP 6" Boot
Gender: Men's
Color: Coyote Nubuck
Price: $99.95MSRP: $174.9943% OFF
Rating: 4Rated 4 stars out of 5(9)

Propet - Seeley Hi. Color Black/Grey. Low Stock. On sale for $87.96. MSRP $134.95. 35% off. 3.9 out of 5 stars

Low Stock

Black Propet Seeley Hi

Black Propet Seeley Hi

Brand Name: Propet
Product Name: Seeley Hi
Gender: Men's
Color: Black/Grey
Price: $87.96MSRP: $134.9535% OFF
Rating: 4Rated 4 stars out of 5(10)

Shoes for Crews - Condor II. Color Black. On sale for $55.00. MSRP $60.98. 10% off. 1.9 out of 5 stars

Black Shoes for Crews Condor II

Black Shoes for Crews Condor II

Brand Name: Shoes for Crews
Product Name: Condor II
Gender: Men's
Color: Black
Price: $55.00MSRP: $60.9810% OFF
Rating: 2Rated 2 stars out of 5(7)

Nunn Bush - 1912 Plain Toe Boot. Color Brown Crazy Horse. Low Stock. On sale for $95.24. MSRP $115.00. 17% off. 4.1 out of 5 stars

Low Stock

Brown Nunn Bush 1912 Plain Toe Boot

Brown Nunn Bush 1912 Plain Toe Boot

+2 colors/patterns

Brand Name: Nunn Bush
Product Name: 1912 Plain Toe Boot
Gender: Men's
Color: Brown Crazy Horse
Price: $95.24MSRP: $115.0017% OFF
Rating: 4Rated 4 stars out of 5(35)

Nunn Bush - Otto Plain Toe Chukka Boot. Color Gray. On sale for $89.95. MSRP $120.00. 25% off. 4.1 out of 5 stars

Gray Nunn Bush Otto Plain Toe Chukka Boot

Gray Nunn Bush Otto Plain Toe Chukka Boot

+4

Brand Name: Nunn Bush
Product Name: Otto Plain Toe Chukka Boot
Gender: Men's
Color: Gray
Price: $89.95MSRP: $120.0025% OFF
Rating: 4Rated 4 stars out of 5(27)

Vance Co. - Alex Chelsea Boot. Color Brown Faux Leather. Low Stock. On sale for $63.17. MSRP $64.99. 3% off. 3.7 out of 5 stars

Low Stock

Brown Vance Co. Alex Chelsea Boot

Brown Vance Co. Alex Chelsea Boot

+4

Brand Name: Vance Co.
Product Name: Alex Chelsea Boot
Gender: Men's
Color: Brown Faux Leather
Price: $63.17MSRP: $64.993% OFF
Rating: 4Rated 4 stars out of 5(34)

Rockport - Evan Waterproof Boots. Color Taupe Multi. On sale for $98.97. MSRP $149.95. 34% off. 3.5 out of 5 stars

Taupe Rockport Evan Waterproof Boots

Taupe Rockport Evan Waterproof Boots

+3

Brand Name: Rockport
Product Name: Evan Waterproof Boots
Gender: Men's
Color: Taupe Multi
Price: $98.97MSRP: $149.9534% OFF
Rating: 4Rated 4 stars out of 5(2)

Nunn Bush - Chase Plain Toe Chukka Contemporary Fashion Boot. Color Black. On sale for $64.95. MSRP $95.00. 32% off. 4.1 out of 5 stars

Black Nunn Bush Chase Plain Toe Chukka Contemporary Fashion Boot

Black Nunn Bush Chase Plain Toe Chukka Contemporary Fashion Boot

+3

Brand Name: Nunn Bush
Product Name: Chase Plain Toe Chukka Contemporary Fashion Boot
Gender: Men's
Color: Black
Price: $64.95MSRP: $95.0032% OFF
Rating: 4Rated 4 stars out of 5(13)

Eastland 1955 Edition - High Fidelity. Color Tan Leather. On sale for $66.15. MSRP $135.00. 51% off. 3.6 out of 5 stars

Tan Eastland 1955 Edition High Fidelity

Tan Eastland 1955 Edition High Fidelity

+5

Brand Name: Eastland 1955 Edition
Product Name: High Fidelity
Gender: Men's
Color: Tan Leather
Price: $66.15MSRP: $135.0051% OFF
Rating: 4Rated 4 stars out of 5(13)

Propet - Findley. Color Black. On sale for $95.00. MSRP $154.99. 39% off. 3.6 out of 5 stars

Black Propet Findley

Black Propet Findley

+2

Brand Name: Propet
Product Name: Findley
Gender: Men's
Color: Black
Price: $95.00MSRP: $154.9939% OFF
Rating: 4Rated 4 stars out of 5(12)

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.)