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

Wide Size Ankle Block Heel Shoes On Sale

30 items found

Sort By

Your Selections

Search Results

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)

Timberland PRO - Direct Attach 6" Soft Toe. Color Black-2024 NEW. On sale for $154.95. MSRP $170.00. 9% off. 4.4 out of 5 stars

Black Timberland PRO Direct Attach 6" Soft Toe

Black Timberland PRO Direct Attach 6" Soft Toe

+1

Brand Name: Timberland PRO
Product Name: Direct Attach 6" Soft Toe
Gender: Men's
Color: Black-2024 NEW
Price: $154.95MSRP: $170.009% OFF
Rating: 4Rated 4 stars out of 5(1364)

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

Tan Nunn Bush Otis 2.0 Chelsea Fashion Leather Boot

Tan 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: Tan
Price: $89.95MSRP: $120.0025% OFF
Rating: 4Rated 4 stars out of 5(7)

Rockport - Evan Waterproof Boots. Color Taupe Multi. On sale for $79.47. MSRP $149.95. 47% 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: $79.47MSRP: $149.9547% OFF
Rating: 4Rated 4 stars out of 5(2)

Original S.W.A.T. - Alpha Fury 2.0 8" Side Zip Boot. Color Black. On sale for $129.99. MSRP $139.99. 7% off. 4.5 out of 5 stars

Black Original S.W.A.T. Alpha Fury 2.0 8" Side Zip Boot

Black Original S.W.A.T. Alpha Fury 2.0 8" Side Zip Boot

Brand Name: Original S.W.A.T.
Product Name: Alpha Fury 2.0 8" Side Zip Boot
Gender: Unisex
Color: Black
Price: $129.99MSRP: $139.997% OFF
Rating: 5Rated 5 stars out of 5(2)

. Timberland PRO - Sawhorse 6" Composite Safety Toe. Color Black/Gum. On sale for $129.95. MSRP $150.00. 13% off. 3.4 out of 5 stars

Black Timberland PRO Sawhorse 6" Composite Safety Toe

Black Timberland PRO Sawhorse 6" Composite Safety Toe

+8

Brand Name: Timberland PRO
Product Name: Sawhorse 6" Composite Safety Toe
Gender: Unisex
Color: Black/Gum
Price: $129.95MSRP: $150.0013% OFF
Rating: 3Rated 3 stars out of 5(1327)

Timberland PRO - Direct Attach 8" Steel Toe. Color Wheat-2024 NEW. On sale for $164.95. MSRP $190.00. 13% off. 4.4 out of 5 stars

Tan Timberland PRO Direct Attach 8" Steel Toe

Tan Timberland PRO Direct Attach 8" Steel Toe

Brand Name: Timberland PRO
Product Name: Direct Attach 8" Steel Toe
Gender: Men's
Color: Wheat-2024 NEW
Price: $164.95MSRP: $190.0013% OFF
Rating: 4Rated 4 stars out of 5(177)

ALDO - Bristoll-Wide. Color Brown. On sale for $131.51. MSRP $140.00. 6% off.

Brown ALDO Bristoll-Wide

Brown ALDO Bristoll-Wide

+2

Brand Name: ALDO
Product Name: Bristoll-Wide
Gender: Men's
Color: Brown
Price: $131.51MSRP: $140.006% OFF
Rating

Timberland PRO - 6" Pit Boss Soft Toe. Color Wheat. On sale for $139.95. MSRP $150.00. 7% off. 4.3 out of 5 stars

Tan Timberland PRO 6" Pit Boss Soft Toe

Tan Timberland PRO 6" Pit Boss Soft Toe

+2

Brand Name: Timberland PRO
Product Name: 6" Pit Boss Soft Toe
Gender: Men's
Color: Wheat
Price: $139.95MSRP: $150.007% OFF
Rating: 4Rated 4 stars out of 5(945)

Timberland PRO - TITAN EV 6" Composite Safety Toe Waterproof. Color Teak Trailblazer Brown-2024 NEW. On sale for $164.95. MSRP $175.00. 6% off. 4.3 out of 5 stars

Brown Timberland PRO TITAN EV 6" Composite Safety Toe Waterproof

Brown Timberland PRO TITAN EV 6" Composite Safety Toe Waterproof

+2

Brand Name: Timberland PRO
Product Name: TITAN EV 6" Composite Safety Toe Waterproof
Gender: Men's
Color: Teak Trailblazer Brown-2024 NEW
Price: $164.95MSRP: $175.006% OFF
Rating: 4Rated 4 stars out of 5(103)

Ariat - Hybrid Roughstock Square Toe Cowboy Boot. Color Distressed Brown. On sale for $169.95. MSRP $199.95. 15% off.

Brown Ariat Hybrid Roughstock Square Toe Cowboy Boot

Brown Ariat Hybrid Roughstock Square Toe Cowboy Boot

Brand Name: Ariat
Product Name: Hybrid Roughstock Square Toe Cowboy Boot
Gender: Men's
Color: Distressed Brown
Price: $169.95MSRP: $199.9515% OFF
Rating

Carhartt - Ironwood Waterproof 8" Soft Toe Work Boot. Color Bison Brown Oil Tan. On sale for $115.20. MSRP $184.99. 38% off. 3.7 out of 5 stars

Brown Carhartt Ironwood Waterproof 8" Soft Toe Work Boot

Brown Carhartt Ironwood Waterproof 8" Soft Toe Work Boot

Brand Name: Carhartt
Product Name: Ironwood Waterproof 8" Soft Toe Work Boot
Gender: Men's
Color: Bison Brown Oil Tan
Price: $115.20MSRP: $184.9938% OFF
Rating: 4Rated 4 stars out of 5(3)

Timberland PRO - Whitman 6 Inch Soft Toe Waterproof. Color Copper Brown. On sale for $194.95. MSRP $210.00. 7% off. 5.0 out of 5 stars

Brown Timberland PRO Whitman 6 Inch Soft Toe Waterproof

Brown Timberland PRO Whitman 6 Inch Soft Toe Waterproof

Brand Name: Timberland PRO
Product Name: Whitman 6 Inch Soft Toe Waterproof
Gender: Men's
Color: Copper Brown
Price: $194.95MSRP: $210.007% OFF
Rating: 5Rated 5 stars out of 5(1)

Timberland PRO - 50th Anniversary Titan EV 6" Composite Safety Toe Waterproof. Color Wheat-2024 NEW. On sale for $164.95. MSRP $175.00. 6% off. 4.0 out of 5 stars

Tan Timberland PRO 50th Anniversary Titan EV 6" Composite Safety Toe Waterproof

Tan Timberland PRO 50th Anniversary Titan EV 6" Composite Safety Toe Waterproof

Brand Name: Timberland PRO
Product Name: 50th Anniversary Titan EV 6" Composite Safety Toe Waterproof
Gender: Men's
Color: Wheat-2024 NEW
Price: $164.95MSRP: $175.006% OFF
Rating: 4Rated 4 stars out of 5(52)

Frye - The Safety-Crafted Work Boots. Color Dark Brown. On sale for $179.95. MSRP $208.00. 13% off.

Brown Frye The Safety-Crafted Work Boots

Brown Frye The Safety-Crafted Work Boots

Brand Name: Frye
Product Name: The Safety-Crafted Work Boots
Gender: Men's
Color: Dark Brown
Price: $179.95MSRP: $208.0013% OFF
Rating

Timberland PRO - Whitman 8 Inch Composite Safety Toe Waterproof. Color Copper Brown. On sale for $219.95. MSRP $240.00. 8% off.

Brown Timberland PRO Whitman 8 Inch Composite Safety Toe Waterproof

Brown Timberland PRO Whitman 8 Inch Composite Safety Toe Waterproof

Brand Name: Timberland PRO
Product Name: Whitman 8 Inch Composite Safety Toe Waterproof
Gender: Men's
Color: Copper Brown
Price: $219.95MSRP: $240.008% OFF
Rating

L.L.Bean - Allagash Handsewn Chukka Boot. Color Canyon. On sale for $162.00. MSRP $180.00. 10% off. 3.9 out of 5 stars

Multi L.L.Bean Allagash Handsewn Chukka Boot

Multi L.L.Bean Allagash Handsewn Chukka Boot

+2

Brand Name: L.L.Bean
Product Name: Allagash Handsewn Chukka Boot
Gender: Men's
Color: Canyon
Price: $162.00MSRP: $180.0010% OFF
Rating: 4Rated 4 stars out of 5(30)

Original S.W.A.T. - Alpha Freedom 8" Hands Free PT. Color Black. On sale for $149.99. MSRP $159.99. 6% off. 4.8 out of 5 stars

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

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

Brand Name: Original S.W.A.T.
Product Name: Alpha Freedom 8" Hands Free PT
Gender: Unisex
Color: Black
Price: $149.99MSRP: $159.996% OFF
Rating: 5Rated 5 stars out of 5(12)

Nunn Bush - 1912 Plain Toe Boot. Color Brown Crazy Horse. Low Stock. On sale for $96.67. MSRP $115.00. 16% 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: $96.67MSRP: $115.0016% OFF
Rating: 4Rated 4 stars out of 5(35)

Timberland PRO - Whitman 6 Inch Composite Safety Toe Waterproof. Color Gaucho Brown. On sale for $199.95. MSRP $220.00. 9% off. 4.0 out of 5 stars

Brown Timberland PRO Whitman 6 Inch Composite Safety Toe Waterproof

Brown Timberland PRO Whitman 6 Inch Composite Safety Toe Waterproof

Brand Name: Timberland PRO
Product Name: Whitman 6 Inch Composite Safety Toe Waterproof
Gender: Men's
Color: Gaucho Brown
Price: $199.95MSRP: $220.009% OFF
Rating: 4Rated 4 stars out of 5(2)

Timberland PRO - Boondock HD Logger 8" Composite Safety Toe Insulated Waterproof. Color Mocha Brown. On sale for $259.95. MSRP $285.00. 9% off. 3.8 out of 5 stars

Taupe Timberland PRO Boondock HD Logger 8" Composite Safety Toe Insulated Waterproof

Brand Name: Timberland PRO
Product Name: Boondock HD Logger 8" Composite Safety Toe Insulated Waterproof
Gender: Men's
Color: Mocha Brown
Price: $259.95MSRP: $285.009% OFF
Rating: 4Rated 4 stars out of 5(16)

Original S.W.A.T. - Alpha Freedom 6" Hands Free PT. Color Black. Low Stock. On sale for $144.99. MSRP $154.99. 6% off. 3.7 out of 5 stars

Low Stock

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
Gender: Unisex
Color: Black
Price: $144.99MSRP: $154.996% OFF
Rating: 4Rated 4 stars out of 5(6)

Bates Footwear - Sentinel High Gloss Chukka. Color Black. On sale for $109.99. MSRP $119.95. 8% off.

Black Bates Footwear Sentinel High Gloss Chukka

Black Bates Footwear Sentinel High Gloss Chukka

Brand Name: Bates Footwear
Product Name: Sentinel High Gloss Chukka
Gender: Men's
Color: Black
Price: $109.99MSRP: $119.958% OFF
Rating

Vance Co. - Garrett Cap Toe Chelsea Boot. Color Tan Man-made. Low Stock. On sale for $55.99. MSRP $69.99. 20% off. 3.1 out of 5 stars

Low Stock

Brown Vance Co. Garrett Cap Toe Chelsea Boot

Brown Vance Co. Garrett Cap Toe Chelsea Boot

Brand Name: Vance Co.
Product Name: Garrett Cap Toe Chelsea Boot
Gender: Men's
Color: Tan Man-made
Price: $55.99MSRP: $69.9920% OFF
Rating: 3Rated 3 stars out of 5(11)

Vance Co. - Landon Chelsea Dress Boot. Color Chestnut Faux Leather. Low Stock. On sale for $53.19. MSRP $69.99. 24% off. 3.9 out of 5 stars

Low Stock

Brown Vance Co. Landon Chelsea Dress Boot

Brown Vance Co. Landon Chelsea Dress Boot

Brand Name: Vance Co.
Product Name: Landon Chelsea Dress Boot
Gender: Men's
Color: Chestnut Faux Leather
Price: $53.19MSRP: $69.9924% OFF
Rating: 4Rated 4 stars out of 5(33)

Stacy Adams - Sandoval Heeled Boot. Color Cognac. Low Stock. On sale for $97.75. MSRP $115.00. 15% off. 3.9 out of 5 stars

Low Stock

Tan Stacy Adams Sandoval Heeled Boot

Tan Stacy Adams Sandoval Heeled Boot

Brand Name: Stacy Adams
Product Name: Sandoval Heeled Boot
Gender: Men's
Color: Cognac
Price: $97.75MSRP: $115.0015% OFF
Rating: 4Rated 4 stars out of 5(15)

Nunn Bush - Odell Wingtip Boot with KORE Walking Comfort Technology. Color Brown CH. On sale for $79.98. MSRP $115.00. 30% off. 4.2 out of 5 stars

Brown Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

Brown Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

+3

Brand Name: Nunn Bush
Product Name: Odell Wingtip Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Brown CH
Price: $79.98MSRP: $115.0030% OFF
Rating: 4Rated 4 stars out of 5(128)

Cole Haan - American Classics Plain Toe Boot Waterproof. Color British Tan/A. On sale for $200.00. MSRP $210.00. 5% off. 4.4 out of 5 stars

Brown Cole Haan American Classics Plain Toe Boot Waterproof

Brown Cole Haan American Classics Plain Toe Boot Waterproof

+3

Brand Name: Cole Haan
Product Name: American Classics Plain Toe Boot Waterproof
Gender: Men's
Color: British Tan/A
Price: $200.00MSRP: $210.005% OFF
Rating: 4Rated 4 stars out of 5(140)

Stacy Adams - Maxwell Plain Toe Demi Boot. Color Cognac. On sale for $93.50. MSRP $125.00. 25% off. 4.6 out of 5 stars

Tan Stacy Adams Maxwell Plain Toe Demi Boot

Tan Stacy Adams Maxwell Plain Toe Demi Boot

+2

Brand Name: Stacy Adams
Product Name: Maxwell Plain Toe Demi Boot
Gender: Men's
Color: Cognac
Price: $93.50MSRP: $125.0025% OFF
Rating: 5Rated 5 stars out of 5(46)

Rockport - Caspe. Color Taupe Suede. Low Stock. On sale for $83.97. MSRP $149.95. 44% off. 5.0 out of 5 stars

Low Stock

Taupe Rockport Caspe

Taupe Rockport Caspe

+2

Brand Name: Rockport
Product Name: Caspe
Gender: Men's
Color: Taupe Suede
Price: $83.97MSRP: $149.9544% OFF
Rating: 5Rated 5 stars out of 5(1)

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.)