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

D Size Ankle Casual Boots

742 items found

Sort By

Your Selections

Search Results

Timberland - Field Boot 6" F/L Waterproof. Color Black Waterbuck Nubuck. $185.00. 4.8 out of 5 stars

Black Timberland Field Boot 6" F/L Waterproof

Black Timberland Field Boot 6" F/L Waterproof

+2

Brand Name: Timberland
Product Name: Field Boot 6" F/L Waterproof
Gender: Men's
Color: Black Waterbuck Nubuck
Price: $185.00
Rating: 5Rated 5 stars out of 5(535)

ECCO - Turn GORE-TEX® Chukka Tie. Color Cocoa Brown. Low Stock. $230.00. 4.3 out of 5 stars

5 left in stock

Brown ECCO Turn GORE-TEX® Chukka Tie

Brown ECCO Turn GORE-TEX® Chukka Tie

+2

Brand Name: ECCO
Product Name: Turn GORE-TEX® Chukka Tie
Gender: Men's
Color: Cocoa Brown
Price: $230.00
Rating: 4Rated 4 stars out of 5(62)

Cole Haan - Original Grand Chukka. Color Woodbury Leather/Ivory. On sale for $109.95. MSRP $180.00.. 4.6 out of 5 stars

Burgundy Cole Haan Original Grand Chukka

Burgundy Cole Haan Original Grand Chukka

+2

Brand Name: Cole Haan
Product Name: Original Grand Chukka
Gender: Men's
Color: Woodbury Leather/Ivory
Price: $109.95MSRP: $180.00
Rating: 5Rated 5 stars out of 5(426)

Ariat - Lookout. Color Foothill Brown. $149.95. 4.2 out of 5 stars

Brown Ariat Lookout

Brown Ariat Lookout

Brand Name: Ariat
Product Name: Lookout
Gender: Men's
Color: Foothill Brown
Price: $149.95
Rating: 4Rated 4 stars out of 5(126)

Deer Stags - Rockland. Color Redwood/Dark Brown. On sale for $54.99. MSRP $100.00.. 3.6 out of 5 stars

Brown Deer Stags Rockland

Brown Deer Stags Rockland

+2

Brand Name: Deer Stags
Product Name: Rockland
Gender: Men's
Color: Redwood/Dark Brown
Price: $54.99MSRP: $100.00
Rating: 4Rated 4 stars out of 5(29)

Red Wing Heritage - Weekend Chelsea. Color Copper Rough & Tough Leather. $259.99. 4.1 out of 5 stars

Brown Red Wing Heritage Weekend Chelsea

Brown Red Wing Heritage Weekend Chelsea

Brand Name: Red Wing Heritage
Product Name: Weekend Chelsea
Gender: Men's
Color: Copper Rough & Tough Leather
Price: $259.99
Rating: 4Rated 4 stars out of 5(21)

Frye - Bowery Lace-Up. Color Cognac Antique Pull-Up. Low Stock. On sale for $322.15. MSRP $358.00.. 4.3 out of 5 stars

1 left in stock

Brown Frye Bowery Lace-Up

Brown Frye Bowery Lace-Up

Brand Name: Frye
Product Name: Bowery Lace-Up
Gender: Men's
Color: Cognac Antique Pull-Up
Price: $322.15MSRP: $358.00
Rating: 4Rated 4 stars out of 5(52)

Fila - Stormer Work Boots. Color Black/Black/Black. $95.00.

Black Fila Stormer Work Boots

Black Fila Stormer Work Boots

Brand Name: Fila
Product Name: Stormer Work Boots
Gender: Men's
Color: Black/Black/Black
Price: $95.00
Rating

Red Wing Heritage - Weekend Chukka. Color Copper Rough & Tough. $249.99. 4.3 out of 5 stars

Tan Red Wing Heritage Weekend Chukka

Tan Red Wing Heritage Weekend Chukka

Brand Name: Red Wing Heritage
Product Name: Weekend Chukka
Gender: Men's
Color: Copper Rough & Tough
Price: $249.99
Rating: 4Rated 4 stars out of 5(49)

Carlos by Carlos Santana - Corazon Chukka Boot. Color Black Full Grain Calfskin Leather. Low Stock. $153.95. 4.2 out of 5 stars

2 left in stock

Black Carlos by Carlos Santana Corazon Chukka Boot

Black Carlos by Carlos Santana Corazon Chukka Boot

Brand Name: Carlos by Carlos Santana
Product Name: Corazon Chukka Boot
Gender: Men's
Color: Black Full Grain Calfskin Leather
Price: $153.95
Rating: 4Rated 4 stars out of 5(26)

Sperry - Avenue Duck Boot. Color Black/Amaretto. On sale for $85.23. MSRP $120.00.. 4.1 out of 5 stars

Black Sperry Avenue Duck Boot

Black Sperry Avenue Duck Boot

+2

Brand Name: Sperry
Product Name: Avenue Duck Boot
Gender: Men's
Color: Black/Amaretto
Price: $85.23MSRP: $120.00
Rating: 4Rated 4 stars out of 5(215)

Rockport - Northfield Waterproof Boot. Color Chocolate. On sale for $99.95. MSRP $140.00.. 4.3 out of 5 stars

Brown Rockport Northfield Waterproof Boot

Brown Rockport Northfield Waterproof Boot

+2

Brand Name: Rockport
Product Name: Northfield Waterproof Boot
Gender: Men's
Color: Chocolate
Price: $99.95MSRP: $140.00
Rating: 4Rated 4 stars out of 5(205)

Dunham - Lawrence Waterproof. Color Black. Low Stock. On sale for $94.59. MSRP $144.95.. 3.7 out of 5 stars

2 left in stock

Black Dunham Lawrence Waterproof

Black Dunham Lawrence Waterproof

Brand Name: Dunham
Product Name: Lawrence Waterproof
Gender: Men's
Color: Black
Price: $94.59MSRP: $144.95
Rating: 4Rated 4 stars out of 5(33)

Rockport - Classic Break Chukka. Color Dark Brown Leather. On sale for $89.99. MSRP $139.95.. 4.3 out of 5 stars

Brown Rockport Classic Break Chukka

Brown Rockport Classic Break Chukka

Brand Name: Rockport
Product Name: Classic Break Chukka
Gender: Men's
Color: Dark Brown Leather
Price: $89.99MSRP: $139.95
Rating: 4Rated 4 stars out of 5(210)

Timberland - Field Boot F/L Waterproof. Color Wheat Waterbuck. $169.95. 4.7 out of 5 stars

Tan Timberland Field Boot F/L Waterproof

Tan Timberland Field Boot F/L Waterproof

Brand Name: Timberland
Product Name: Field Boot F/L Waterproof
Gender: Men's
Color: Wheat Waterbuck
Price: $169.95
Rating: 5Rated 5 stars out of 5(475)

Allen Edmonds - Higgins Mill. Color Brown. Low Stock. $495.00. 4.3 out of 5 stars

7 left in stock

Brown Allen Edmonds Higgins Mill

Brown Allen Edmonds Higgins Mill

Brand Name: Allen Edmonds
Product Name: Higgins Mill
Gender: Men's
Color: Brown
Price: $495.00
Rating: 4Rated 4 stars out of 5(68)

Steve Madden - Jabbar. Color Dark Tan. $99.95. 3.9 out of 5 stars

Brown Steve Madden Jabbar

Brown Steve Madden Jabbar

Brand Name: Steve Madden
Product Name: Jabbar
Gender: Men's
Color: Dark Tan
Price: $99.95
Rating: 4Rated 4 stars out of 5(42)

Harley-Davidson - Abercorn. Color Black. Low Stock. On sale for $179.95. MSRP $187.00..

1 left in stock

Black Harley-Davidson Abercorn

Black Harley-Davidson Abercorn

Brand Name: Harley-Davidson
Product Name: Abercorn
Gender: Men's
Color: Black
Price: $179.95MSRP: $187.00
Rating

Palladium - Pampa Sport Cuff WPN. Color Black. Low Stock. On sale for $123.15. MSRP $139.95.. 4.3 out of 5 stars

5 left in stock

Black Palladium Pampa Sport Cuff WPN

Black Palladium Pampa Sport Cuff WPN

Brand Name: Palladium
Product Name: Pampa Sport Cuff WPN
Gender: Unisex
Color: Black
Price: $123.15MSRP: $139.95
Rating: 4Rated 4 stars out of 5(67)

SKECHERS - Relaxed Fit Segment - Melego. Color Dark Brown. $102.95. 4.4 out of 5 stars

Brown SKECHERS Relaxed Fit Segment - Melego

Brown SKECHERS Relaxed Fit Segment - Melego

Brand Name: SKECHERS
Product Name: Relaxed Fit Segment - Melego
Gender: Men's
Color: Dark Brown
Price: $102.95
Rating: 4Rated 4 stars out of 5(187)

Timberland - 6" Premium Waterproof Boot. Color Rust Nubuck. $209.95. 4.7 out of 5 stars

Orange Timberland 6" Premium Waterproof Boot

Orange Timberland 6" Premium Waterproof Boot

+3

Brand Name: Timberland
Product Name: 6" Premium Waterproof Boot
Gender: Men's
Color: Rust Nubuck
Price: $209.95
Rating: 5Rated 5 stars out of 5(4935)

Rockport - Storm Surge Water Proof Plain Toe Boot. Color Tan. On sale for $99.95. MSRP $139.95.. 3.3 out of 5 stars

Tan Rockport Storm Surge Water Proof Plain Toe Boot

Tan Rockport Storm Surge Water Proof Plain Toe Boot

+2

Brand Name: Rockport
Product Name: Storm Surge Water Proof Plain Toe Boot
Gender: Men's
Color: Tan
Price: $99.95MSRP: $139.95
Rating: 3Rated 3 stars out of 5(11)

Rockport - Elkhart. Color Black/Black Mesh. Low Stock. On sale for $69.60. MSRP $149.95.. 4.8 out of 5 stars

10 left in stock

Black Rockport Elkhart

Black Rockport Elkhart

Brand Name: Rockport
Product Name: Elkhart
Gender: Men's
Color: Black/Black Mesh
Price: $69.60MSRP: $149.95
Rating: 5Rated 5 stars out of 5(6)

Steve Madden - Hestonn - Extended Sizes. Color Tan Leather. On sale for $89.99. MSRP $95.00.. 3.9 out of 5 stars

Tan Steve Madden Hestonn - Extended Sizes

Tan Steve Madden Hestonn - Extended Sizes

Brand Name: Steve Madden
Product Name: Hestonn - Extended Sizes
Gender: Men's
Color: Tan Leather
Price: $89.99MSRP: $95.00
Rating: 4Rated 4 stars out of 5(59)

UGG - Classic Mini. Color Chestnut Twinface. $159.95. 4.5 out of 5 stars

Tan UGG Classic Mini

Tan UGG Classic Mini

+2

Brand Name: UGG
Product Name: Classic Mini
Gender: Men's
Color: Chestnut Twinface
Price: $159.95
Rating: 5Rated 5 stars out of 5(1502)

Stacy Adams - Santos Plain Toe Side Zip Boot. Color Black Leather. $104.95. 4.4 out of 5 stars

Black Stacy Adams Santos Plain Toe Side Zip Boot

Black Stacy Adams Santos Plain Toe Side Zip Boot

Brand Name: Stacy Adams
Product Name: Santos Plain Toe Side Zip Boot
Gender: Men's
Color: Black Leather
Price: $104.95
Rating: 4Rated 4 stars out of 5(118)

Bed Stu - Protege. Color Black Lux. Low Stock. $349.95. 4.5 out of 5 stars

1 left in stock

Black Bed Stu Protege

Black Bed Stu Protege

+2

Brand Name: Bed Stu
Product Name: Protege
Gender: Men's
Color: Black Lux
Price: $349.95
Rating: 5Rated 5 stars out of 5(40)

Roper - Performance 2-Eyelet Ankle Boot. Color Brown Ostrich. Low Stock. On sale for $116.24. MSRP $126.99.. 4.6 out of 5 stars

3 left in stock

Brown Roper Performance 2-Eyelet Ankle Boot

Brown Roper Performance 2-Eyelet Ankle Boot

Brand Name: Roper
Product Name: Performance 2-Eyelet Ankle Boot
Gender: Men's
Color: Brown Ostrich
Price: $116.24MSRP: $126.99
Rating: 5Rated 5 stars out of 5(7)

SKECHERS - Mariner. Color Dark Brown Crazyhorse Leather. $84.95. 4.3 out of 5 stars

Brown SKECHERS Mariner

Brand Name: SKECHERS
Product Name: Mariner
Gender: Men's
Color: Dark Brown Crazyhorse Leather
Price: $84.95
Rating: 4Rated 4 stars out of 5(483)

Blundstone - BL062. Color Stout Brown. Low Stock. On sale for $137.08. MSRP $214.95.. 4.6 out of 5 stars

1 left in stock

Brown Blundstone BL062

Brown Blundstone BL062

Brand Name: Blundstone
Product Name: BL062
Gender: Men's
Color: Stout Brown
Price: $137.08MSRP: $214.95
Rating: 5Rated 5 stars out of 5(52)

Blundstone - 584 Thermal Chelsea Boots. Color Rustic Brown. On sale for $229.95. MSRP $249.95.. 4.6 out of 5 stars

Brown Blundstone 584 Thermal Chelsea Boots

Brown Blundstone 584 Thermal Chelsea Boots

Brand Name: Blundstone
Product Name: 584 Thermal Chelsea Boots
Gender: Unisex
Color: Rustic Brown
Price: $229.95MSRP: $249.95
Rating: 5Rated 5 stars out of 5(117)

Timberland - Earthkeepers® Rugged Original Leather 6" Boot. Color Medium Brown Nubuck. On sale for $149.95. MSRP $160.00.. 4.5 out of 5 stars

Brown Timberland Earthkeepers® Rugged Original Leather 6" Boot

Brown Timberland Earthkeepers® Rugged Original Leather 6" Boot

Brand Name: Timberland
Product Name: Earthkeepers® Rugged Original Leather 6" Boot
Gender: Men's
Color: Medium Brown Nubuck
Price: $149.95MSRP: $160.00
Rating: 5Rated 5 stars out of 5(2037)

Blundstone - BL566 Waterproof Winter Chelsea Boot. Color Black. Low Stock. On sale for $229.95. MSRP $249.95.. 4.4 out of 5 stars

4 left in stock

Black Blundstone BL566 Waterproof Winter Chelsea Boot

Black Blundstone BL566 Waterproof Winter Chelsea Boot

Brand Name: Blundstone
Product Name: BL566 Waterproof Winter Chelsea Boot
Gender: Unisex
Color: Black
Price: $229.95MSRP: $249.95
Rating: 4Rated 4 stars out of 5(120)

Zamberlan - Tofane NW GT RR. Color Waxed Brick. Low Stock. $495.00. 4.8 out of 5 stars

9 left in stock

Red Zamberlan Tofane NW GT RR

Red Zamberlan Tofane NW GT RR

Brand Name: Zamberlan
Product Name: Tofane NW GT RR
Gender: Men's
Color: Waxed Brick
Price: $495.00
Rating: 5Rated 5 stars out of 5(14)

Dingo - Rev Up. Color Black. $139.95. 3.7 out of 5 stars

Black Dingo Rev Up

+2

Brand Name: Dingo
Product Name: Rev Up
Gender: Men's
Color: Black
Price: $139.95
Rating: 4Rated 4 stars out of 5(73)

Red Wing Heritage - 6" Moc Toe Lug. Color Briar Oil Slick. $319.99. 4.8 out of 5 stars

Mahogany Red Wing Heritage 6" Moc Toe Lug

Mahogany Red Wing Heritage 6" Moc Toe Lug

Brand Name: Red Wing Heritage
Product Name: 6" Moc Toe Lug
Gender: Men's
Color: Briar Oil Slick
Price: $319.99
Rating: 5Rated 5 stars out of 5(39)

Dunham - Cloud Waterproof. Color Grey. $149.95. 4.1 out of 5 stars

Gray Dunham Cloud Waterproof

Gray Dunham Cloud Waterproof

+3

Brand Name: Dunham
Product Name: Cloud Waterproof
Gender: Men's
Color: Grey
Price: $149.95
Rating: 4Rated 4 stars out of 5(377)

Red Wing Heritage - Work Chukka. Color Briar Oil Slick. $289.99. 4.5 out of 5 stars

Mahogany Red Wing Heritage Work Chukka

Mahogany Red Wing Heritage Work Chukka

Brand Name: Red Wing Heritage
Product Name: Work Chukka
Gender: Men's
Color: Briar Oil Slick
Price: $289.99
Rating: 4Rated 4 stars out of 5(87)

Blundstone - BL490 Work Chelsea Boot. Color Brown. Low Stock. $224.95. 4.5 out of 5 stars

2 left in stock

Brown Blundstone BL490 Work Chelsea Boot

Brown Blundstone BL490 Work Chelsea Boot

Brand Name: Blundstone
Product Name: BL490 Work Chelsea Boot
Gender: Unisex
Color: Brown
Price: $224.95
Rating: 5Rated 5 stars out of 5(71)

Zamberlan - Vioz GTX. Color Dark Grey. $350.00. 4.7 out of 5 stars

Gray Zamberlan Vioz GTX

Gray Zamberlan Vioz GTX

Brand Name: Zamberlan
Product Name: Vioz GTX
Gender: Men's
Color: Dark Grey
Price: $350.00
Rating: 5Rated 5 stars out of 5(94)

Roper - Gum Sticker. Color Desert Tan. Low Stock. $104.99. 5.0 out of 5 stars

5 left in stock

Taupe Roper Gum Sticker

Taupe Roper Gum Sticker

Brand Name: Roper
Product Name: Gum Sticker
Gender: Men's
Color: Desert Tan
Price: $104.99
Rating: 5Rated 5 stars out of 5(5)

Frye - Harness 8R. Color Black. Low Stock. $458.00. 4.8 out of 5 stars

2 left in stock

Black Frye Harness 8R

Black Frye Harness 8R

Brand Name: Frye
Product Name: Harness 8R
Gender: Men's
Color: Black
Price: $458.00
Rating: 5Rated 5 stars out of 5(115)

8 of 8

1…5 6 78Next Page

Get on the List

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