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

Size 8.5 1-2in Low Heel Size Ankle Products

146 items found

Sort By

Your Selections

Search Results

Caterpillar - Mobilize Alloy Toe. Color Black. $124.95. 4.1 out of 5 stars

Black Caterpillar Mobilize Alloy Toe

Black Caterpillar Mobilize Alloy Toe

Brand Name: Caterpillar
Product Name: Mobilize Alloy Toe
Gender: Men's
Color: Black
Price: $124.95
Rating: 4Rated 4 stars out of 5(16)

Ariat - Terrain Ease Waterproof. Color Oily Distressed Brown. $139.95. 4.5 out of 5 stars

Tan Ariat Terrain Ease Waterproof

Tan Ariat Terrain Ease Waterproof

Brand Name: Ariat
Product Name: Terrain Ease Waterproof
Gender: Men's
Color: Oily Distressed Brown
Price: $139.95
Rating: 4Rated 4 stars out of 5(66)

Ariat - Longview Shock Shield 8" Waterproof Work Boots. Color Copper Brown. $199.95.

Brown Ariat Longview Shock Shield 8" Waterproof Work Boots

Brown Ariat Longview Shock Shield 8" Waterproof Work Boots

Brand Name: Ariat
Product Name: Longview Shock Shield 8" Waterproof Work Boots
Gender: Men's
Color: Copper Brown
Price: $199.95
Rating

. Bogs - Slate Mid Glacial Grip Waterproof. Color Black. On sale for $110.00. MSRP $130.00. 15% off. 3.4 out of 5 stars

Black Bogs Slate Mid Glacial Grip Waterproof

Black Bogs Slate Mid Glacial Grip Waterproof

Brand Name: Bogs
Product Name: Slate Mid Glacial Grip Waterproof
Gender: Men's
Color: Black
Price: $110.00MSRP: $130.0015% OFF
Rating: 3Rated 3 stars out of 5(12)

Tommy Hilfiger - Tarlin. Color Cognac. On sale for $71.40. MSRP $119.00. 40% off.

Tan Tommy Hilfiger Tarlin

Tan Tommy Hilfiger Tarlin

+2

Brand Name: Tommy Hilfiger
Product Name: Tarlin
Gender: Men's
Color: Cognac
Price: $71.40MSRP: $119.0040% OFF
Rating

Dockers - Richmond. Color Dark Tan. On sale for $49.99. MSRP $85.00. 41% off. 1.0 out of 5 stars

Brown Dockers Richmond

Brown Dockers Richmond

+2

Brand Name: Dockers
Product Name: Richmond
Gender: Men's
Color: Dark Tan
Price: $49.99MSRP: $85.0041% OFF
Rating: 1Rated 1 star out of 5(1)

KEEN Utility - Gibson ESD Boot (Carbon-Fiber Toe). Color Cascade Brown/Black. $160.00. 5.0 out of 5 stars

Brown KEEN Utility Gibson ESD Boot (Carbon-Fiber Toe)

Brown KEEN Utility Gibson ESD Boot (Carbon-Fiber Toe)

Brand Name: KEEN Utility
Product Name: Gibson ESD Boot (Carbon-Fiber Toe)
Gender: Men's
Color: Cascade Brown/Black
Price: $160.00
Rating: 5Rated 5 stars out of 5(3)

Carhartt - Gilmore WP 8" Side Zip Soft Toe Boot. Color Coyote Suede. $174.99. 4.2 out of 5 stars

Tan Carhartt Gilmore WP 8" Side Zip Soft Toe Boot

Tan Carhartt Gilmore WP 8" Side Zip Soft Toe Boot

Brand Name: Carhartt
Product Name: Gilmore WP 8" Side Zip Soft Toe Boot
Gender: Men's
Color: Coyote Suede
Price: $174.99
Rating: 4Rated 4 stars out of 5(6)

Thorogood - American Heritage Willow Square Toe Wellington Soft Toe. Color Crazy Horse. Low Stock. On sale for $148.50. MSRP $270.00. 45% off.

Low Stock

Brown Thorogood American Heritage Willow Square Toe Wellington Soft Toe

Brown Thorogood American Heritage Willow Square Toe Wellington Soft Toe

Brand Name: Thorogood
Product Name: American Heritage Willow Square Toe Wellington Soft Toe
Gender: Men's
Color: Crazy Horse
Price: $148.50MSRP: $270.0045% OFF
Rating

Ariat - Rebar Wedge Moc Toe 6" Waterproof Work Boots. Color Distressed Brown. $189.95. 4.0 out of 5 stars

Brown Ariat Rebar Wedge Moc Toe 6" Waterproof Work Boots

Brown Ariat Rebar Wedge Moc Toe 6" Waterproof Work Boots

Brand Name: Ariat
Product Name: Rebar Wedge Moc Toe 6" Waterproof Work Boots
Gender: Men's
Color: Distressed Brown
Price: $189.95
Rating: 4Rated 4 stars out of 5(25)

Carhartt - Gilmore WP 8" Side Zip Soft Toe Boot. Color Black. $174.99. 4.2 out of 5 stars

Black Carhartt Gilmore WP 8" Side Zip Soft Toe Boot

Black Carhartt Gilmore WP 8" Side Zip Soft Toe Boot

Brand Name: Carhartt
Product Name: Gilmore WP 8" Side Zip Soft Toe Boot
Gender: Men's
Color: Black
Price: $174.99
Rating: 4Rated 4 stars out of 5(4)

Eastland 1955 Edition - Hugo. Color Brown. On sale for $68.83. MSRP $100.00. 31% off.

Brown Eastland 1955 Edition Hugo

Brown Eastland 1955 Edition Hugo

+2

Brand Name: Eastland 1955 Edition
Product Name: Hugo
Gender: Men's
Color: Brown
Price: $68.83MSRP: $100.0031% OFF
Rating

Marc Joseph New York - Chicago. Color Black Grainy. Low Stock. On sale for $89.95. MSRP $195.00. 54% off. 3.0 out of 5 stars

Low Stock

Black Marc Joseph New York Chicago

Black Marc Joseph New York Chicago

Brand Name: Marc Joseph New York
Product Name: Chicago
Gender: Men's
Color: Black Grainy
Price: $89.95MSRP: $195.0054% OFF
Rating: 3Rated 3 stars out of 5(2)

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

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)

Tommy Hilfiger - Oregon. Color Cognac. $89.59.

Tan Tommy Hilfiger Oregon

Tan Tommy Hilfiger Oregon

Brand Name: Tommy Hilfiger
Product Name: Oregon
Gender: Men's
Color: Cognac
Price: $89.59
Rating

KEEN Utility - Evanston 6” Composite Toe Waterproof Internal Met Guard. Color Bison/Black. $160.00. 2.9 out of 5 stars

Brown KEEN Utility Evanston 6” Composite Toe Waterproof Internal Met Guard

Brown KEEN Utility Evanston 6” Composite Toe Waterproof Internal Met Guard

Brand Name: KEEN Utility
Product Name: Evanston 6” Composite Toe Waterproof Internal Met Guard
Gender: Men's
Color: Bison/Black
Price: $160.00
Rating: 3Rated 3 stars out of 5(9)

KEEN Utility - Independence 8" Waterproof Soft Toe. Color Dark Earth/Black. On sale for $179.95. MSRP $200.00. 10% off. 4.0 out of 5 stars

Brown KEEN Utility Independence 8" Waterproof Soft Toe

Brown KEEN Utility Independence 8" Waterproof Soft Toe

Brand Name: KEEN Utility
Product Name: Independence 8" Waterproof Soft Toe
Gender: Men's
Color: Dark Earth/Black
Price: $179.95MSRP: $200.0010% OFF
Rating: 4Rated 4 stars out of 5(52)

. Avenger Work Boots - Reaction. Color Black/White. On sale for $109.99. MSRP $124.99. 12% off. 3.4 out of 5 stars

Black Avenger Work Boots Reaction

Black Avenger Work Boots Reaction

+3

Brand Name: Avenger Work Boots
Product Name: Reaction
Gender: Men's
Color: Black/White
Price: $109.99MSRP: $124.9912% OFF
Rating: 3Rated 3 stars out of 5(144)

Martin Dingman - McKinley Wingtip Boot. Color Dark Chocolate. Low Stock. On sale for $177.75. MSRP $395.00. 55% off.

Low Stock

Brown Martin Dingman McKinley Wingtip Boot

Brown Martin Dingman McKinley Wingtip Boot

+2

Brand Name: Martin Dingman
Product Name: McKinley Wingtip Boot
Gender: Men's
Color: Dark Chocolate
Price: $177.75MSRP: $395.0055% OFF
Rating

Eastland 1955 Edition - Lace Up Boots. Color Dark Brown. Low Stock. On sale for $121.50. MSRP $135.00. 10% off. 4.2 out of 5 stars

Low Stock

Brown Eastland 1955 Edition Lace Up Boots

Brown Eastland 1955 Edition Lace Up Boots

+8

Brand Name: Eastland 1955 Edition
Product Name: Lace Up Boots
Gender: Men's
Color: Dark Brown
Price: $121.50MSRP: $135.0010% OFF
Rating: 4Rated 4 stars out of 5(52)

Vance Co. - Alex Chelsea Boot. Color Brown Faux Leather. Low Stock. On sale for $64.17. MSRP $64.99. 1% 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: $64.17MSRP: $64.991% OFF
Rating: 4Rated 4 stars out of 5(34)

Clarks - Clarkridge Hi. Color Brown Scotch Grain Leather. Low Stock. On sale for $152.95. MSRP $170.00. 10% off.

Low Stock

Brown Clarks Clarkridge Hi

Brown Clarks Clarkridge Hi

Brand Name: Clarks
Product Name: Clarkridge Hi
Gender: Men's
Color: Brown Scotch Grain Leather
Price: $152.95MSRP: $170.0010% OFF
Rating

Clarks - Aldwin Chukka. Color Mid Tan Leather. $130.00.

Tan Clarks Aldwin Chukka

Tan Clarks Aldwin Chukka

Brand Name: Clarks
Product Name: Aldwin Chukka
Gender: Men's
Color: Mid Tan Leather
Price: $130.00
Rating

Forsake - Cascade Peak Mid. Color Black Olive. $140.00. 4.0 out of 5 stars

Olive Forsake Cascade Peak Mid

Olive Forsake Cascade Peak Mid

+3

Brand Name: Forsake
Product Name: Cascade Peak Mid
Gender: Men's
Color: Black Olive
Price: $140.00
Rating: 4Rated 4 stars out of 5(26)

KEEN - Hightrail Waterproof Hiking Boots. Color Steel Grey/ForeST Night. $154.95.

Gray KEEN Hightrail Waterproof Hiking Boots

Gray KEEN Hightrail Waterproof Hiking Boots

Brand Name: KEEN
Product Name: Hightrail Waterproof Hiking Boots
Gender: Men's
Color: Steel Grey/ForeST Night
Price: $154.95
Rating

Ariat - Booker Ultra Western Boots. Color Charro Tan. $149.95. 4.7 out of 5 stars

Brown Ariat Booker Ultra Western Boots

Brown Ariat Booker Ultra Western Boots

+5

Brand Name: Ariat
Product Name: Booker Ultra Western Boots
Gender: Men's
Color: Charro Tan
Price: $149.95
Rating: 5Rated 5 stars out of 5(362)

. Clarks - Shacre Boot. Color Dark Sand Suede. $119.95. 4.2 out of 5 stars

Brown Clarks Shacre Boot

Brown Clarks Shacre Boot

+4

Brand Name: Clarks
Product Name: Shacre Boot
Gender: Men's
Color: Dark Sand Suede
Price: $119.95
Rating: 4Rated 4 stars out of 5(67)

Caterpillar - 2nd Shift. Color Tan. $110.00. 3.7 out of 5 stars

Tan Caterpillar 2nd Shift

Tan Caterpillar 2nd Shift

+3

Brand Name: Caterpillar
Product Name: 2nd Shift
Gender: Men's
Color: Tan
Price: $110.00
Rating: 4Rated 4 stars out of 5(101)

Timberland - Britton Road Mid Lace Up Waterproof. Color Wheat Full Grain. On sale for $158.13. MSRP $170.00. 7% off. 4.7 out of 5 stars

Brown Timberland Britton Road Mid Lace Up Waterproof

Brown Timberland Britton Road Mid Lace Up Waterproof

+3

Brand Name: Timberland
Product Name: Britton Road Mid Lace Up Waterproof
Gender: Men's
Color: Wheat Full Grain
Price: $158.13MSRP: $170.007% OFF
Rating: 5Rated 5 stars out of 5(35)

KEEN Utility - Vista Energy (Comp Toe). Color Black/Raven. $124.95. 3.7 out of 5 stars

Black KEEN Utility Vista Energy (Comp Toe)

Black KEEN Utility Vista Energy (Comp Toe)

+5

Brand Name: KEEN Utility
Product Name: Vista Energy (Comp Toe)
Gender: Men's
Color: Black/Raven
Price: $124.95
Rating: 4Rated 4 stars out of 5(710)

Clarks - Desert Trek. Color Beeswax 1. $140.00. 4.5 out of 5 stars

Brown Clarks Desert Trek

Brown Clarks Desert Trek

+4

Brand Name: Clarks
Product Name: Desert Trek
Gender: Men's
Color: Beeswax 1
Price: $140.00
Rating: 4Rated 4 stars out of 5(109)

KEEN - Circadia Mid Waterproof. Color Black/Curry. On sale for $134.91. MSRP $145.00. 7% off. 3.2 out of 5 stars

Black KEEN Circadia Mid Waterproof

Black KEEN Circadia Mid Waterproof

+2

Brand Name: KEEN
Product Name: Circadia Mid Waterproof
Gender: Men's
Color: Black/Curry
Price: $134.91MSRP: $145.007% OFF
Rating: 3Rated 3 stars out of 5(132)

Clarks - Desert Boot. Color Beeswax 1. $140.00. 4.4 out of 5 stars

Brown Clarks Desert Boot

Brown Clarks Desert Boot

+4

Brand Name: Clarks
Product Name: Desert Boot
Gender: Men's
Color: Beeswax 1
Price: $140.00
Rating: 4Rated 4 stars out of 5(779)

Carhartt - Millbrook 4" Romeo Soft Toe Wedge Boot. Color Brown Oil Tanned. $144.99. 3.5 out of 5 stars

Brown Carhartt Millbrook 4" Romeo Soft Toe Wedge Boot

Brown 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: Brown Oil Tanned
Price: $144.99
Rating: 3Rated 3 stars out of 5(46)

Caterpillar - 2nd Shift Steel Toe. Color Honey Nubuck. On sale for $119.95. MSRP $125.00. 4% off. 4.3 out of 5 stars

Beige Caterpillar 2nd Shift Steel Toe

Beige Caterpillar 2nd Shift Steel Toe

+3

Brand Name: Caterpillar
Product Name: 2nd Shift Steel Toe
Gender: Men's
Color: Honey Nubuck
Price: $119.95MSRP: $125.004% OFF
Rating: 4Rated 4 stars out of 5(205)

Ariat - Booker Ultra Square Toe Western Boots. Color Oily Distressed Tan. $149.95. 4.4 out of 5 stars

Tan Ariat Booker Ultra Square Toe Western Boots

Tan Ariat Booker Ultra Square Toe Western Boots

+3

Brand Name: Ariat
Product Name: Booker Ultra Square Toe Western Boots
Gender: Men's
Color: Oily Distressed Tan
Price: $149.95
Rating: 4Rated 4 stars out of 5(97)

Eastland 1955 Edition - Daily Double. Color Tan. Low Stock. On sale for $62.50. MSRP $125.00. 50% off. 3.4 out of 5 stars

Low Stock

Tan Eastland 1955 Edition Daily Double

Tan Eastland 1955 Edition Daily Double

+3

Brand Name: Eastland 1955 Edition
Product Name: Daily Double
Gender: Men's
Color: Tan
Price: $62.50MSRP: $125.0050% OFF
Rating: 3Rated 3 stars out of 5(14)

Timberland - Motion Access. Color Light Taupe Mesh. Low Stock. On sale for $93.00. MSRP $130.00. 28% off. 4.4 out of 5 stars

Low Stock

Taupe Timberland Motion Access

Taupe Timberland Motion Access

+2

Brand Name: Timberland
Product Name: Motion Access
Gender: Men's
Color: Light Taupe Mesh
Price: $93.00MSRP: $130.0028% OFF
Rating: 4Rated 4 stars out of 5(76)

SKECHERS Work - Wascana - Baylan Comp Toe Boots. Color Camel. $85.00. 3.9 out of 5 stars

Tan SKECHERS Work Wascana - Baylan Comp Toe Boots

Tan SKECHERS Work Wascana - Baylan Comp Toe Boots

+2 colors/patterns

Brand Name: SKECHERS Work
Product Name: Wascana - Baylan Comp Toe Boots
Gender: Men's
Color: Camel
Price: $85.00
Rating: 4Rated 4 stars out of 5(18)

Born - Hemlock. Color Black Full Grain. $144.95. 4.3 out of 5 stars

Black Born Hemlock

Black Born Hemlock

+2

Brand Name: Born
Product Name: Hemlock
Gender: Men's
Color: Black Full Grain
Price: $144.95
Rating: 4Rated 4 stars out of 5(189)

Oboz - Katabatic Mid B-Dry. Color Charcoal. On sale for $137.97. MSRP $190.00. 27% off. 4.1 out of 5 stars

Gray Oboz Katabatic Mid B-Dry

Gray Oboz Katabatic Mid B-Dry

+3

Brand Name: Oboz
Product Name: Katabatic Mid B-Dry
Gender: Men's
Color: Charcoal
Price: $137.97MSRP: $190.0027% OFF
Rating: 4Rated 4 stars out of 5(41)

Eastland 1955 Edition - Baxter. Color Black. Low Stock. On sale for $101.25. MSRP $135.00. 25% off.

Low Stock

Black Eastland 1955 Edition Baxter

Black Eastland 1955 Edition Baxter

+2

Brand Name: Eastland 1955 Edition
Product Name: Baxter
Gender: Men's
Color: Black
Price: $101.25MSRP: $135.0025% OFF
Rating

Johnston & Murphy - Connelly Wing Tip Boot. Color Tan Full Grain. $199.00. 3.2 out of 5 stars

Tan Johnston & Murphy Connelly Wing Tip Boot

Tan Johnston & Murphy Connelly Wing Tip Boot

Brand Name: Johnston & Murphy
Product Name: Connelly Wing Tip Boot
Gender: Men's
Color: Tan Full Grain
Price: $199.00
Rating: 3Rated 3 stars out of 5(58)

SKECHERS Work - Speed - Flex Trekker - Teron Comp Toe. Color Brown. On sale for $57.72. MSRP $105.00. 45% off. 3.0 out of 5 stars

Brown SKECHERS Work Speed - Flex Trekker - Teron Comp Toe

Brown SKECHERS Work Speed - Flex Trekker - Teron Comp Toe

+3

Brand Name: SKECHERS Work
Product Name: Speed - Flex Trekker - Teron Comp Toe
Gender: Men's
Color: Brown
Price: $57.72MSRP: $105.0045% OFF
Rating: 3Rated 3 stars out of 5(4)

Carhartt - Millbrook Waterproof 5" Steel Toe Wedge Work Boot. Color Black Oil Tanned. $164.99. 3.2 out of 5 stars

Black Carhartt Millbrook Waterproof 5" Steel Toe Wedge Work Boot

Black Carhartt Millbrook Waterproof 5" Steel Toe Wedge Work Boot

Brand Name: Carhartt
Product Name: Millbrook Waterproof 5" Steel Toe Wedge Work Boot
Gender: Men's
Color: Black Oil Tanned
Price: $164.99
Rating: 3Rated 3 stars out of 5(29)

Caterpillar - Invader ST Hi. Color Black. $129.95. 4.1 out of 5 stars

Black Caterpillar Invader ST Hi

Black Caterpillar Invader ST Hi

Brand Name: Caterpillar
Product Name: Invader ST Hi
Gender: Men's
Color: Black
Price: $129.95
Rating: 4Rated 4 stars out of 5(7)

2 of 2

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.)