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

W Size Ankle Elastic Boots

40 items found

Sort By

Your Selections

Search Results

Carhartt - Millbrook 4" Romeo Soft Toe Wedge Boot. Color Black/Black. On sale for $130.49. MSRP $144.99.. 3.4 out of 5 stars

Black Carhartt Millbrook 4" Romeo Soft Toe Wedge Boot

Black Carhartt Millbrook 4" Romeo Soft Toe Wedge Boot

+1

Brand Name: Carhartt
Product Name: Millbrook 4" Romeo Soft Toe Wedge Boot
Gender: Men's
Color: Black/Black
Price: $130.49MSRP: $144.99
Rating: 3Rated 3 stars out of 5(23)

Avenger Work Boots - Foreman Chelsea CT. Color Brown. $109.95. 3.7 out of 5 stars

Brown Avenger Work Boots Foreman Chelsea CT

Brown Avenger Work Boots Foreman Chelsea CT

Brand Name: Avenger Work Boots
Product Name: Foreman Chelsea CT
Gender: Men's
Color: Brown
Price: $109.95
Rating: 4Rated 4 stars out of 5(47)

Timberland PRO - Nashoba Composite Safety Toe. Color Black-2024 NEW. $179.95. 4.1 out of 5 stars

Black Timberland PRO Nashoba Composite Safety Toe

Black Timberland PRO Nashoba Composite Safety Toe

+2

Brand Name: Timberland PRO
Product Name: Nashoba Composite Safety Toe
Gender: Unisex
Color: Black-2024 NEW
Price: $179.95
Rating: 4Rated 4 stars out of 5(49)

DeWALT - Flex Albany. Color Nature Pitstop. On sale for $109.95. MSRP $119.99.. 4.7 out of 5 stars

Brown DeWALT Flex Albany

Brown DeWALT Flex Albany

Brand Name: DeWALT
Product Name: Flex Albany
Gender: Men's
Color: Nature Pitstop
Price: $109.95MSRP: $119.99
Rating: 5Rated 5 stars out of 5(13)

Thorogood - 6" Romeo Safety Toe. Color Black. On sale for $125.00. MSRP $165.00.. 3.2 out of 5 stars

Black Thorogood 6" Romeo Safety Toe

Black Thorogood 6" Romeo Safety Toe

Brand Name: Thorogood
Product Name: 6" Romeo Safety Toe
Gender: Men's
Color: Black
Price: $125.00MSRP: $165.00
Rating: 3Rated 3 stars out of 5(4)

Ariat - Groundbreaker Chelsea H2O Steel Toe. Color Dark Brown. $169.95. 4.4 out of 5 stars

Brown Ariat Groundbreaker Chelsea H2O Steel Toe

Brown Ariat Groundbreaker Chelsea H2O Steel Toe

Brand Name: Ariat
Product Name: Groundbreaker Chelsea H2O Steel Toe
Gender: Men's
Color: Dark Brown
Price: $169.95
Rating: 4Rated 4 stars out of 5(100)

Georgia Boot - Giant ReVamp Romeo Soft Toe. Color Brown. On sale for $123.00. MSRP $133.00.. 4.3 out of 5 stars

Brown Georgia Boot Giant ReVamp Romeo Soft Toe

Brown Georgia Boot Giant ReVamp Romeo Soft Toe

Brand Name: Georgia Boot
Product Name: Giant ReVamp Romeo Soft Toe
Gender: Men's
Color: Brown
Price: $123.00MSRP: $133.00
Rating: 4Rated 4 stars out of 5(30)

Georgia Boot - Romeo Wedge. Color Soggy Brown. On sale for $104.00. MSRP $114.00.. 4.5 out of 5 stars

Brown Georgia Boot Romeo Wedge

Brown Georgia Boot Romeo Wedge

Brand Name: Georgia Boot
Product Name: Romeo Wedge
Gender: Men's
Color: Soggy Brown
Price: $104.00MSRP: $114.00
Rating: 4Rated 4 stars out of 5(364)

KEEN Utility - Seattle Romeo (Soft Toe). Color Cascade Brown/Black. $144.95. 3.7 out of 5 stars

Brown KEEN Utility Seattle Romeo (Soft Toe)

Brown KEEN Utility Seattle Romeo (Soft Toe)

Brand Name: KEEN Utility
Product Name: Seattle Romeo (Soft Toe)
Gender: Men's
Color: Cascade Brown/Black
Price: $144.95
Rating: 4Rated 4 stars out of 5(17)

. Rockport Works - Weather or Not Work EH Alloy. Color Black. Low Stock. On sale for $109.95. MSRP $146.00.. 4.1 out of 5 stars

8 left in stock

Black Rockport Works Weather or Not Work EH Alloy

Black Rockport Works Weather or Not Work EH Alloy

Brand Name: Rockport Works
Product Name: Weather or Not Work EH Alloy
Gender: Men's
Color: Black
Price: $109.95MSRP: $146.00
Rating: 4Rated 4 stars out of 5(7)

Red Wing Heritage - Classic Chelsea. Color Amber Harness. $299.99. 4.8 out of 5 stars

Brown Red Wing Heritage Classic Chelsea

Brown Red Wing Heritage Classic Chelsea

+3

Brand Name: Red Wing Heritage
Product Name: Classic Chelsea
Gender: Men's
Color: Amber Harness
Price: $299.99
Rating: 5Rated 5 stars out of 5(11)

Nunn Bush - Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology. Color Black Tumbled. On sale for $79.99. MSRP $115.00.. 4.2 out of 5 stars

Black Nunn Bush Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology

Black Nunn Bush Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology

+3

Brand Name: Nunn Bush
Product Name: Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Black Tumbled
Price: $79.99MSRP: $115.00
Rating: 4Rated 4 stars out of 5(95)

Carhartt - Millbrook 4" Romeo Steel Toe Wedge Work Boot. Color Brown Oil Tanned. $149.99. 3.3 out of 5 stars

Brown Carhartt Millbrook 4" Romeo Steel Toe Wedge Work Boot

Brown Carhartt Millbrook 4" Romeo Steel Toe Wedge Work Boot

Brand Name: Carhartt
Product Name: Millbrook 4" Romeo Steel Toe Wedge Work Boot
Gender: Men's
Color: Brown Oil Tanned
Price: $149.99
Rating: 3Rated 3 stars out of 5(3)

Ariat - Turbo Chelsea Waterproof Carbon Toe EH. Color Black. Low Stock. $164.95. 4.4 out of 5 stars

2 left in stock

Black Ariat Turbo Chelsea Waterproof Carbon Toe EH

Black Ariat Turbo Chelsea Waterproof Carbon Toe EH

+2

Brand Name: Ariat
Product Name: Turbo Chelsea Waterproof Carbon Toe EH
Gender: Men's
Color: Black
Price: $164.95
Rating: 4Rated 4 stars out of 5(197)

Carhartt - Force Wr 4" Romeo Nano Toe Work Boot. Color Black Oil Tanned. $144.99. 3.8 out of 5 stars

Black Carhartt Force Wr 4" Romeo Nano Toe Work Boot

Black Carhartt Force Wr 4" Romeo Nano Toe Work Boot

Brand Name: Carhartt
Product Name: Force Wr 4" Romeo Nano Toe Work Boot
Gender: Men's
Color: Black Oil Tanned
Price: $144.99
Rating: 4Rated 4 stars out of 5(5)

Georgia Boot - Eagle One Waterproof Chelsea Soft Toe. Color Brown. On sale for $155.00. MSRP $165.00.. 4.1 out of 5 stars

Brown Georgia Boot Eagle One Waterproof Chelsea Soft Toe

Brown Georgia Boot Eagle One Waterproof Chelsea Soft Toe

Brand Name: Georgia Boot
Product Name: Eagle One Waterproof Chelsea Soft Toe
Gender: Men's
Color: Brown
Price: $155.00MSRP: $165.00
Rating: 4Rated 4 stars out of 5(49)

Thorogood - 6" Romeo. Color Black. Low Stock. On sale for $115.00. MSRP $155.00.. 5.0 out of 5 stars

1 left in stock

Black Thorogood 6" Romeo

Black Thorogood 6" Romeo

Brand Name: Thorogood
Product Name: 6" Romeo
Gender: Men's
Color: Black
Price: $115.00MSRP: $155.00
Rating: 5Rated 5 stars out of 5(2)

Carhartt - Wedge 5" Chelsea Pull-On Boot Soft Toe. Color Dark Bison Oil Tanned. $149.99. 4.1 out of 5 stars

Brown Carhartt Wedge 5" Chelsea Pull-On Boot Soft Toe

Brown Carhartt Wedge 5" Chelsea Pull-On Boot Soft Toe

Brand Name: Carhartt
Product Name: Wedge 5" Chelsea Pull-On Boot Soft Toe
Gender: Men's
Color: Dark Bison Oil Tanned
Price: $149.99
Rating: 4Rated 4 stars out of 5(15)

Carhartt - Force Wr 4" Romeo Soft Toe Boot. Color Black Oil Tanned. $139.99.

Black Carhartt Force Wr 4" Romeo Soft Toe Boot

Black Carhartt Force Wr 4" Romeo Soft Toe Boot

Brand Name: Carhartt
Product Name: Force Wr 4" Romeo Soft Toe Boot
Gender: Men's
Color: Black Oil Tanned
Price: $139.99
Rating

Carhartt - Wedge 5" Chelsea Pull-On Boot Steel Toe. Color Dark Bison Oil Tanned. $154.99. 3.0 out of 5 stars

Brown Carhartt Wedge 5" Chelsea Pull-On Boot Steel Toe

Brown Carhartt Wedge 5" Chelsea Pull-On Boot Steel Toe

Brand Name: Carhartt
Product Name: Wedge 5" Chelsea Pull-On Boot Steel Toe
Gender: Men's
Color: Dark Bison Oil Tanned
Price: $154.99
Rating: 3Rated 3 stars out of 5(3)

Avenger Work Boots - Flight Chelsea AT. Color Brown. $110.00. 3.2 out of 5 stars

Brown Avenger Work Boots Flight Chelsea AT

Brown Avenger Work Boots Flight Chelsea AT

Brand Name: Avenger Work Boots
Product Name: Flight Chelsea AT
Gender: Men's
Color: Brown
Price: $110.00
Rating: 3Rated 3 stars out of 5(27)

Georgia Boot - 6" Flxpoint Ultra Comp Toe Chelsea. Color Brown. On sale for $162.00. MSRP $172.00.. 3.7 out of 5 stars

Brown Georgia Boot 6" Flxpoint Ultra Comp Toe Chelsea

Brown Georgia Boot 6" Flxpoint Ultra Comp Toe Chelsea

Brand Name: Georgia Boot
Product Name: 6" Flxpoint Ultra Comp Toe Chelsea
Gender: Men's
Color: Brown
Price: $162.00MSRP: $172.00
Rating: 4Rated 4 stars out of 5(3)

Ariat - Midtown Rambler Boots. Color Matte Black. $159.95. 5.0 out of 5 stars

Black Ariat Midtown Rambler Boots

Black Ariat Midtown Rambler Boots

Brand Name: Ariat
Product Name: Midtown Rambler Boots
Gender: Men's
Color: Matte Black
Price: $159.95
Rating: 5Rated 5 stars out of 5(9)

Allen Edmonds - Liverpool. Color Black Custom Calf. Low Stock. $495.00. 4.3 out of 5 stars

8 left in stock

Black Allen Edmonds Liverpool

Black Allen Edmonds Liverpool

+3

Brand Name: Allen Edmonds
Product Name: Liverpool
Gender: Men's
Color: Black Custom Calf
Price: $495.00
Rating: 4Rated 4 stars out of 5(154)

Carhartt - Force 4" Romeo Soft Toe. Color Dark Bison Oil Tanned. $139.99. 2.6 out of 5 stars

Brown Carhartt Force 4" Romeo Soft Toe

Brown Carhartt Force 4" Romeo Soft Toe

Brand Name: Carhartt
Product Name: Force 4" Romeo Soft Toe
Gender: Men's
Color: Dark Bison Oil Tanned
Price: $139.99
Rating: 3Rated 3 stars out of 5(8)

Ariat - Hybrid Low Western Boot. Color Stone. $159.95. 4.6 out of 5 stars

White Ariat Hybrid Low Western Boot

White Ariat Hybrid Low Western Boot

Brand Name: Ariat
Product Name: Hybrid Low Western Boot
Gender: Men's
Color: Stone
Price: $159.95
Rating: 5Rated 5 stars out of 5(66)

Ariat - Hilo Rancher Moc. Color Tan. On sale for $60.96. MSRP $99.95.. 5.0 out of 5 stars

Tan Ariat Hilo Rancher Moc

Tan Ariat Hilo Rancher Moc

Brand Name: Ariat
Product Name: Hilo Rancher Moc
Gender: Men's
Color: Tan
Price: $60.96MSRP: $99.95
Rating: 5Rated 5 stars out of 5(7)

Reebok Work - Nano X1 Adventure Tactical. Color Black. $160.00.

Black Reebok Work Nano X1 Adventure Tactical

Black Reebok Work Nano X1 Adventure Tactical

Brand Name: Reebok Work
Product Name: Nano X1 Adventure Tactical
Gender: Men's
Color: Black
Price: $160.00
Rating

Georgia Boot - Wedge Waterproof Chelsea Work Boot. Color Dark Brown. On sale for $160.00. MSRP $182.00.. 4.4 out of 5 stars

Brown Georgia Boot Wedge Waterproof Chelsea Work Boot

Brown Georgia Boot Wedge Waterproof Chelsea Work Boot

Brand Name: Georgia Boot
Product Name: Wedge Waterproof Chelsea Work Boot
Gender: Men's
Color: Dark Brown
Price: $160.00MSRP: $182.00
Rating: 4Rated 4 stars out of 5(23)

Twisted X - MCA0013. Color Oiled Saddle. $159.95.

Tan Twisted X MCA0013

Tan Twisted X MCA0013

Brand Name: Twisted X
Product Name: MCA0013
Gender: Men's
Color: Oiled Saddle
Price: $159.95
Rating

Ariat - Midtown Rambler. Color Barn Brown. $159.95. 4.5 out of 5 stars

Brown Ariat Midtown Rambler

Brown Ariat Midtown Rambler

+2 colors/patterns

Brand Name: Ariat
Product Name: Midtown Rambler
Gender: Men's
Color: Barn Brown
Price: $159.95
Rating: 4Rated 4 stars out of 5(257)

Nunn Bush - 1912 Plain Toe Chelsea Boot. Color Black. On sale for $84.95. MSRP $115.00.. 3.6 out of 5 stars

Black Nunn Bush 1912 Plain Toe Chelsea Boot

Black Nunn Bush 1912 Plain Toe Chelsea Boot

Brand Name: Nunn Bush
Product Name: 1912 Plain Toe Chelsea Boot
Gender: Men's
Color: Black
Price: $84.95MSRP: $115.00
Rating: 4Rated 4 stars out of 5(8)

Georgia Boot - GR262 Georgia Giant Romeo. Color Brown. Low Stock. On sale for $104.00. MSRP $114.00.. 4.5 out of 5 stars

2 left in stock

Brown Georgia Boot GR262 Georgia Giant Romeo

Brown Georgia Boot GR262 Georgia Giant Romeo

Brand Name: Georgia Boot
Product Name: GR262 Georgia Giant Romeo
Gender: Men's
Color: Brown
Price: $104.00MSRP: $114.00
Rating: 4Rated 4 stars out of 5(435)

Cole Haan - Washington Grand Laser Chelsea Boot. Color Black/Black. On sale for $304.50. MSRP $406.00.. 4.4 out of 5 stars

Black Cole Haan Washington Grand Laser Chelsea Boot

Black Cole Haan Washington Grand Laser Chelsea Boot

Brand Name: Cole Haan
Product Name: Washington Grand Laser Chelsea Boot
Gender: Men's
Color: Black/Black
Price: $304.50MSRP: $406.00
Rating: 4Rated 4 stars out of 5(12)

Cole Haan - Grand Atlantic Chelsea. Color Earthen Nubuck/Ivory Water Resistant. Low Stock. $130.00.

3 left in stock

Taupe Cole Haan Grand Atlantic Chelsea

Taupe Cole Haan Grand Atlantic Chelsea

Brand Name: Cole Haan
Product Name: Grand Atlantic Chelsea
Gender: Men's
Color: Earthen Nubuck/Ivory Water Resistant
Price: $130.00
Rating

Thomas & Vine - Corbin Plain Toe Chelsea Boot. Color Black. Low Stock. On sale for $93.22. MSRP $159.99.. 2.5 out of 5 stars

5 left in stock

Black Thomas & Vine Corbin Plain Toe Chelsea Boot

Black Thomas & Vine Corbin Plain Toe Chelsea Boot

Brand Name: Thomas & Vine
Product Name: Corbin Plain Toe Chelsea Boot
Gender: Men's
Color: Black
Price: $93.22MSRP: $159.99
Rating: 3Rated 3 stars out of 5(6)

Nunn Bush - Bayridge Plain Toe Chelsea Boot. Color Moss. Low Stock. On sale for $70.24. MSRP $110.00.. 4.4 out of 5 stars

3 left in stock

Green Nunn Bush Bayridge Plain Toe Chelsea Boot

Green Nunn Bush Bayridge Plain Toe Chelsea Boot

Brand Name: Nunn Bush
Product Name: Bayridge Plain Toe Chelsea Boot
Gender: Men's
Color: Moss
Price: $70.24MSRP: $110.00
Rating: 4Rated 4 stars out of 5(36)

Timberland PRO - Pac Max Boot Liner Heavyweight. Color Grey/Orange. $80.00. 4.5 out of 5 stars

Gray Timberland PRO Pac Max Boot Liner Heavyweight

Gray Timberland PRO Pac Max Boot Liner Heavyweight

Brand Name: Timberland PRO
Product Name: Pac Max Boot Liner Heavyweight
Gender: Men's
Color: Grey/Orange
Price: $80.00
Rating: 5Rated 5 stars out of 5(8)

Timberland PRO - Pac Max Boot Liner Midweight. Color Black/Orange. $80.00. 4.5 out of 5 stars

Black Timberland PRO Pac Max Boot Liner Midweight

Black Timberland PRO Pac Max Boot Liner Midweight

Brand Name: Timberland PRO
Product Name: Pac Max Boot Liner Midweight
Gender: Men's
Color: Black/Orange
Price: $80.00
Rating: 5Rated 5 stars out of 5(8)

KEEN Utility - Lansing Chelsea Steel Toe. Color Dark Earth/Brindle. $145.00.

Gray KEEN Utility Lansing Chelsea Steel Toe

Gray KEEN Utility Lansing Chelsea Steel Toe

Brand Name: KEEN Utility
Product Name: Lansing Chelsea Steel Toe
Gender: Men's
Color: Dark Earth/Brindle
Price: $145.00
Rating

Get on the List

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