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

Size 8.5 Casual Boots

207 items found

Sort By

Your Selections

Search Results

Wolverine - Carlsbad Waterproof 6" Steel Toe Work Boot. Color Dark Brown. On sale for $99.95. MSRP $110.00.. 3.4 out of 5 stars

Brown Wolverine Carlsbad Waterproof 6" Steel Toe Work Boot

Brown Wolverine Carlsbad Waterproof 6" Steel Toe Work Boot

Brand Name: Wolverine
Product Name: Carlsbad Waterproof 6" Steel Toe Work Boot
Gender: Men's
Color: Dark Brown
Price: $99.95MSRP: $110.00
Rating: 3Rated 3 stars out of 5(14)

. Timberland - 6" Premium Waterproof Boot. Color Wheat Nubuck Leather. On sale for $198.00. MSRP $210.00.. 4.7 out of 5 stars

Tan Timberland 6" Premium Waterproof Boot

Tan Timberland 6" Premium Waterproof Boot

+3

Brand Name: Timberland
Product Name: 6" Premium Waterproof Boot
Gender: Men's
Color: Wheat Nubuck Leather
Price: $198.00MSRP: $210.00
Rating: 5Rated 5 stars out of 5(4949)

. Clarks - Bushacre 3. Color Beeswax Leather. On sale for $89.99. MSRP $110.00.. 3.9 out of 5 stars

Brown Clarks Bushacre 3

Brown Clarks Bushacre 3

+7

Brand Name: Clarks
Product Name: Bushacre 3
Gender: Men's
Color: Beeswax Leather
Price: $89.99MSRP: $110.00
Rating: 4Rated 4 stars out of 5(171)

Timberland PRO - PRO Wedge 6" Soft Toe. Color Black 1. On sale for $105.85. MSRP $145.00.. 3.2 out of 5 stars

Black Timberland PRO PRO Wedge 6" Soft Toe

Black Timberland PRO PRO Wedge 6" Soft Toe

+2

Brand Name: Timberland PRO
Product Name: PRO Wedge 6" Soft Toe
Gender: Men's
Color: Black 1
Price: $105.85MSRP: $145.00
Rating: 3Rated 3 stars out of 5(6)

Rockport - Rugged Bucks Waterproof Boot. Color Boston Tan. On sale for $99.95. MSRP $140.00.. 3.9 out of 5 stars

Brown Rockport Rugged Bucks Waterproof Boot

Brown Rockport Rugged Bucks Waterproof Boot

+2

Brand Name: Rockport
Product Name: Rugged Bucks Waterproof Boot
Gender: Men's
Color: Boston Tan
Price: $99.95MSRP: $140.00
Rating: 4Rated 4 stars out of 5(169)

Born - Theo. Color Taupe/Brown Distressed. On sale for $94.50. MSRP $130.00.. 5.0 out of 5 stars

Brown Born Theo

Brown Born Theo

+2

Brand Name: Born
Product Name: Theo
Gender: Men's
Color: Taupe/Brown Distressed
Price: $94.50MSRP: $130.00
Rating: 5Rated 5 stars out of 5(1)

Timberland - Mt. Maddsen Mid Lace-Up Hiking Boots. Color Black. On sale for $110.00. MSRP $120.00.. 4.2 out of 5 stars

Black Timberland Mt. Maddsen Mid Lace-Up Hiking Boots

Black Timberland Mt. Maddsen Mid Lace-Up Hiking Boots

+2

Brand Name: Timberland
Product Name: Mt. Maddsen Mid Lace-Up Hiking Boots
Gender: Men's
Color: Black
Price: $110.00MSRP: $120.00
Rating: 4Rated 4 stars out of 5(20)

Dockers - Esmond. Color Dark Brown. On sale for $59.99. MSRP $85.00..

Brown Dockers Esmond

Brown Dockers Esmond

+4

Brand Name: Dockers
Product Name: Esmond
Gender: Men's
Color: Dark Brown
Price: $59.99MSRP: $85.00
Rating

Clarks - Eastridge Mid. Color Light Brown Leather. On sale for $98.00. MSRP $110.00..

Brown Clarks Eastridge Mid

Brown Clarks Eastridge Mid

+2

Brand Name: Clarks
Product Name: Eastridge Mid
Gender: Men's
Color: Light Brown Leather
Price: $98.00MSRP: $110.00
Rating

Nunn Bush - Odell Wingtip Boot with KORE Walking Comfort Technology. Color Tan CH. On sale for $57.50. MSRP $110.00.. 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: Tan CH
Price: $57.50MSRP: $110.00
Rating: 4Rated 4 stars out of 5(117)

Rockport - Classic Break Chukka. Color Dark Brown Leather. On sale for $99.99. 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: $99.99MSRP: $139.95
Rating: 4Rated 4 stars out of 5(211)

LABEL - Go-To Moc Boot. Color Black/Cloud Cream. On sale for $48.00. MSRP $160.00.. 4.5 out of 5 stars

Black LABEL Go-To Moc Boot

Black LABEL Go-To Moc Boot

+3

Brand Name: LABEL
Product Name: Go-To Moc Boot
Gender: Men's
Color: Black/Cloud Cream
Price: $48.00MSRP: $160.00
Rating: 4Rated 4 stars out of 5(22)

Marc Joseph New York - Austin. Color Black Washed Grainy. On sale for $89.95. MSRP $195.00.. 5.0 out of 5 stars

Black Marc Joseph New York Austin

Black Marc Joseph New York Austin

+2

Brand Name: Marc Joseph New York
Product Name: Austin
Gender: Men's
Color: Black Washed Grainy
Price: $89.95MSRP: $195.00
Rating: 5Rated 5 stars out of 5(5)

OluKai - Papaku Chukka Boots. Color Navy/Navy. On sale for $106.55. MSRP $130.00..

Blue OluKai Papaku Chukka Boots

Blue OluKai Papaku Chukka Boots

+3

Brand Name: OluKai
Product Name: Papaku Chukka Boots
Gender: Men's
Color: Navy/Navy
Price: $106.55MSRP: $130.00
Rating

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

Black Rockport Northfield Waterproof Boot

Black Rockport Northfield Waterproof Boot

+2

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

Nunn Bush - Ozark 2.0 Plain Toe Chukka Leather Boot. Color Brown. On sale for $79.95. MSRP $109.95.. 4.0 out of 5 stars

Brown Nunn Bush Ozark 2.0 Plain Toe Chukka Leather Boot

Brown 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: Brown
Price: $79.95MSRP: $109.95
Rating: 4Rated 4 stars out of 5(1)

SOREL - Cheyanne™ Metro II Sneaker WP. Color Quarry/Black. On sale for $128.40. MSRP $140.00.. 4.4 out of 5 stars

Brown SOREL Cheyanne™ Metro II Sneaker WP

Brown SOREL Cheyanne™ Metro II Sneaker WP

+4

Brand Name: SOREL
Product Name: Cheyanne™ Metro II Sneaker WP
Gender: Men's
Color: Quarry/Black
Price: $128.40MSRP: $140.00
Rating: 4Rated 4 stars out of 5(34)

Nunn Bush - Odell 2.0 Wingtip Dress Casual Chukka Leather Boot. Color Tan. On sale for $79.95. MSRP $109.95..

Tan Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boot

Tan 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: Tan
Price: $79.95MSRP: $109.95
Rating

Nunn Bush - Denali Plain Toe Chukka. Color Black. On sale for $84.95. MSRP $115.00.. 4.4 out of 5 stars

Black Nunn Bush Denali Plain Toe Chukka

Black Nunn Bush Denali Plain Toe Chukka

+3

Brand Name: Nunn Bush
Product Name: Denali Plain Toe Chukka
Gender: Men's
Color: Black
Price: $84.95MSRP: $115.00
Rating: 4Rated 4 stars out of 5(82)

Deer Stags - Rockland. Color Black/Black. On sale for $60.00. MSRP $100.00.. 3.6 out of 5 stars

Black Deer Stags Rockland

Black Deer Stags Rockland

+1

Brand Name: Deer Stags
Product Name: Rockland
Gender: Men's
Color: Black/Black
Price: $60.00MSRP: $100.00
Rating: 4Rated 4 stars out of 5(29)

Dockers - Ettrick. Color Dark Brown. On sale for $59.99. MSRP $85.00..

Brown Dockers Ettrick

Brown Dockers Ettrick

+2

Brand Name: Dockers
Product Name: Ettrick
Gender: Men's
Color: Dark Brown
Price: $59.99MSRP: $85.00
Rating

Clarks - Wallabee Boot. Color Maple Suede. On sale for $160.00. MSRP $170.00.. 4.7 out of 5 stars

Brown Clarks Wallabee Boot

Brown Clarks Wallabee Boot

+5

Brand Name: Clarks
Product Name: Wallabee Boot
Gender: Men's
Color: Maple Suede
Price: $160.00MSRP: $170.00
Rating: 5Rated 5 stars out of 5(43)

SOREL - Carson™ Chukka WP. Color Major/Wet Sand. On sale for $112.00. MSRP $160.00.. 3.9 out of 5 stars

Brown SOREL Carson™ Chukka WP

Brown SOREL Carson™ Chukka WP

+1

Brand Name: SOREL
Product Name: Carson™ Chukka WP
Gender: Men's
Color: Major/Wet Sand
Price: $112.00MSRP: $160.00
Rating: 4Rated 4 stars out of 5(14)

Nunn Bush - Otis 2.0 Chelsea Fashion Leather Boot. Color Black. On sale for $79.95. MSRP $109.95..

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: $79.95MSRP: $109.95
Rating

Rockport - Flynn. Color Black Leather. $149.00. 2.0 out of 5 stars

Black Rockport Flynn

Black Rockport Flynn

+2

Brand Name: Rockport
Product Name: Flynn
Gender: Men's
Color: Black Leather
Price: $149.00
Rating: 2Rated 2 stars out of 5(1)

Dockers - Townsend. Color Black. On sale for $59.99. MSRP $85.00..

Black Dockers Townsend

Black Dockers Townsend

Brand Name: Dockers
Product Name: Townsend
Gender: Men's
Color: Black
Price: $59.99MSRP: $85.00
Rating

Nunn Bush - Otto Plain Toe Chukka Boot. Color Brown Crazy Horse. On sale for $79.95. MSRP $110.00.. 4.3 out of 5 stars

Brown Nunn Bush Otto Plain Toe Chukka Boot

Brown Nunn Bush Otto Plain Toe Chukka Boot

+4

Brand Name: Nunn Bush
Product Name: Otto Plain Toe Chukka Boot
Gender: Men's
Color: Brown Crazy Horse
Price: $79.95MSRP: $110.00
Rating: 4Rated 4 stars out of 5(15)

Nunn Bush - Karnak Moc Toe Boot Lightweight Comfortable Chukka. Color Brown. On sale for $79.95. MSRP $109.95..

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: $79.95MSRP: $109.95
Rating

Nunn Bush - Chase Plain Toe Chukka Contemporary Fashion Boot. Color Black. On sale for $59.95. MSRP $90.00.. 3.9 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: $59.95MSRP: $90.00
Rating: 4Rated 4 stars out of 5(10)

Florsheim - Renegade Wing Tip Lace-Up Boot. Color Brown Crazy Horse. On sale for $119.44. MSRP $150.00.. 4.6 out of 5 stars

Brown Florsheim Renegade Wing Tip Lace-Up Boot

Brown Florsheim Renegade Wing Tip Lace-Up Boot

+3

Brand Name: Florsheim
Product Name: Renegade Wing Tip Lace-Up Boot
Gender: Men's
Color: Brown Crazy Horse
Price: $119.44MSRP: $150.00
Rating: 5Rated 5 stars out of 5(23)

Propet - Blizzard Tall Zip. Color Brown/Black. On sale for $129.99. MSRP $134.95.. 4.6 out of 5 stars

Brown Propet Blizzard Tall Zip

Brown Propet Blizzard Tall Zip

Brand Name: Propet
Product Name: Blizzard Tall Zip
Gender: Men's
Color: Brown/Black
Price: $129.99MSRP: $134.95
Rating: 5Rated 5 stars out of 5(12)

Timberland - Britton Road Mid Lace Up Waterproof. Color Rust Full Grain. On sale for $169.85. MSRP $190.00..

Tan Timberland Britton Road Mid Lace Up Waterproof

Tan Timberland Britton Road Mid Lace Up Waterproof

+3

Brand Name: Timberland
Product Name: Britton Road Mid Lace Up Waterproof
Gender: Men's
Color: Rust Full Grain
Price: $169.85MSRP: $190.00
Rating

TOMS - Navi. Color Water Resistant Black Leather. On sale for $115.88. MSRP $139.95.. 3.9 out of 5 stars

Black TOMS Navi

Black TOMS Navi

+2

Brand Name: TOMS
Product Name: Navi
Gender: Men's
Color: Water Resistant Black Leather
Price: $115.88MSRP: $139.95
Rating: 4Rated 4 stars out of 5(27)

Dockers - Norton. Color Taupe. On sale for $49.99. MSRP $85.00.. 2.6 out of 5 stars

Taupe Dockers Norton

Taupe Dockers Norton

+3

Brand Name: Dockers
Product Name: Norton
Gender: Men's
Color: Taupe
Price: $49.99MSRP: $85.00
Rating: 3Rated 3 stars out of 5(5)

SOREL - Ankeny™ II Boot WP. Color Tobacco/Black. On sale for $82.22. MSRP $175.00.. 3.0 out of 5 stars

Brown SOREL Ankeny™ II Boot WP

Brown SOREL Ankeny™ II Boot WP

Brand Name: SOREL
Product Name: Ankeny™ II Boot WP
Gender: Men's
Color: Tobacco/Black
Price: $82.22MSRP: $175.00
Rating: 3Rated 3 stars out of 5(4)

Eastland 1955 Edition - Lace Up Boots. Color Peanut Leather. On sale for $81.00. MSRP $135.00.. 4.2 out of 5 stars

Tan Eastland 1955 Edition Lace Up Boots

Tan Eastland 1955 Edition Lace Up Boots

+8

Brand Name: Eastland 1955 Edition
Product Name: Lace Up Boots
Gender: Men's
Color: Peanut Leather
Price: $81.00MSRP: $135.00
Rating: 4Rated 4 stars out of 5(52)

Eastland 1955 Edition - Jack. Color Brown. Low Stock. On sale for $79.95. MSRP $125.00.. 4.2 out of 5 stars

9 left in stock

Brown Eastland 1955 Edition Jack

Brown Eastland 1955 Edition Jack

+2

Brand Name: Eastland 1955 Edition
Product Name: Jack
Gender: Men's
Color: Brown
Price: $79.95MSRP: $125.00
Rating: 4Rated 4 stars out of 5(8)

Nunn Bush - Circuit DC Plain Toe Chukka. Color Black. On sale for $59.95. MSRP $85.00.. 3.8 out of 5 stars

Black Nunn Bush Circuit DC Plain Toe Chukka

Black Nunn Bush Circuit DC Plain Toe Chukka

+3

Brand Name: Nunn Bush
Product Name: Circuit DC Plain Toe Chukka
Gender: Men's
Color: Black
Price: $59.95MSRP: $85.00
Rating: 4Rated 4 stars out of 5(35)

Wolverine - Trade Wedge Waterproof 6". Color Sudan Brown. On sale for $109.99. MSRP $130.00..

Brown Wolverine Trade Wedge Waterproof 6"

Brown Wolverine Trade Wedge Waterproof 6"

+3

Brand Name: Wolverine
Product Name: Trade Wedge Waterproof 6"
Gender: Men's
Color: Sudan Brown
Price: $109.99MSRP: $130.00
Rating

Laredo - Paris. Color Black. On sale for $134.95. MSRP $144.95.. 4.8 out of 5 stars

Black Laredo Paris

Black Laredo Paris

Brand Name: Laredo
Product Name: Paris
Gender: Men's
Color: Black
Price: $134.95MSRP: $144.95
Rating: 5Rated 5 stars out of 5(34)

Nunn Bush - 1912 Waterproof Plain Toe Boot. Color Black. On sale for $103.50. MSRP $115.00.. 4.0 out of 5 stars

Black Nunn Bush 1912 Waterproof Plain Toe Boot

Black Nunn Bush 1912 Waterproof Plain Toe Boot

Brand Name: Nunn Bush
Product Name: 1912 Waterproof Plain Toe Boot
Gender: Men's
Color: Black
Price: $103.50MSRP: $115.00
Rating: 4Rated 4 stars out of 5(2)

Clarks - Shacre Boot. Color Black Leather. On sale for $87.99. MSRP $110.00.. 4.5 out of 5 stars

Black Clarks Shacre Boot

Black Clarks Shacre Boot

+4

Brand Name: Clarks
Product Name: Shacre Boot
Gender: Men's
Color: Black Leather
Price: $87.99MSRP: $110.00
Rating: 4Rated 4 stars out of 5(61)

COACH - Carver Boot. Color Black. On sale for $221.25. MSRP $295.00..

Black COACH Carver Boot

Black COACH Carver Boot

Brand Name: COACH
Product Name: Carver Boot
Gender: Men's
Color: Black
Price: $221.25MSRP: $295.00
Rating

Columbia - Landroamer™ Explorer Waterproof. Color Peatmoss/Bright Orange. On sale for $105.10. MSRP $140.00.. 5.0 out of 5 stars

Khaki Columbia Landroamer™ Explorer Waterproof

Khaki Columbia Landroamer™ Explorer Waterproof

+3

Brand Name: Columbia
Product Name: Landroamer™ Explorer Waterproof
Gender: Men's
Color: Peatmoss/Bright Orange
Price: $105.10MSRP: $140.00
Rating: 5Rated 5 stars out of 5(3)

Ariat - Sport Patriot. Color Distressed Brown/Sage Camo Print. On sale for $109.99. MSRP $169.95.. 4.5 out of 5 stars

Brown Ariat Sport Patriot

Brown Ariat Sport Patriot

+3

Brand Name: Ariat
Product Name: Sport Patriot
Gender: Men's
Color: Distressed Brown/Sage Camo Print
Price: $109.99MSRP: $169.95
Rating: 5Rated 5 stars out of 5(252)

Johnston & Murphy Collection - Hartley Chelsea. Color Brown Italian Calfskin. Low Stock. On sale for $227.50. MSRP $325.00..

7 left in stock

Brown Johnston & Murphy Collection Hartley Chelsea

Brown Johnston & Murphy Collection Hartley Chelsea

+3

Brand Name: Johnston & Murphy Collection
Product Name: Hartley Chelsea
Gender: Men's
Color: Brown Italian Calfskin
Price: $227.50MSRP: $325.00
Rating

Nunn Bush - 1912 Plain Toe Boot. Color Brown Crazy Horse. On sale for $84.95. MSRP $115.00.. 4.2 out of 5 stars

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: $84.95MSRP: $115.00
Rating: 4Rated 4 stars out of 5(25)

SKECHERS - Relaxed Fit Segment - Melego. Color Dark Brown. On sale for $79.99. MSRP $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: $79.99MSRP: $102.95
Rating: 4Rated 4 stars out of 5(187)

MOON BOOT - Moon Boot Glance. Color Black. On sale for $191.25. MSRP $215.00.. 3.7 out of 5 stars

Black MOON BOOT Moon Boot Glance

Black MOON BOOT Moon Boot Glance

+2

Brand Name: MOON BOOT
Product Name: Moon Boot Glance
Gender: Unisex
Color: Black
Price: $191.25MSRP: $215.00
Rating: 4Rated 4 stars out of 5(16)

Dockers - Rockford. Color Briar. On sale for $49.99. MSRP $85.00.. 5.0 out of 5 stars

Brown Dockers Rockford

Brown Dockers Rockford

+3

Brand Name: Dockers
Product Name: Rockford
Gender: Men's
Color: Briar
Price: $49.99MSRP: $85.00
Rating: 5Rated 5 stars out of 5(2)

Propet - Blizzard Mid Zip. Color Brown/Black. On sale for $124.95. MSRP $129.95.. 4.1 out of 5 stars

Brown Propet Blizzard Mid Zip

Brown Propet Blizzard Mid Zip

Brand Name: Propet
Product Name: Blizzard Mid Zip
Gender: Men's
Color: Brown/Black
Price: $124.95MSRP: $129.95
Rating: 4Rated 4 stars out of 5(124)

Timberland PRO - Switchback LT 6 Inch Steel Safety Toe Industrial Work Hiker Boots. Color Brown/Gum 1. On sale for $110.36. MSRP $120.00.. 4.5 out of 5 stars

Brown Timberland PRO Switchback LT 6 Inch Steel Safety Toe Industrial Work Hiker Boots

Brown Timberland PRO Switchback LT 6 Inch Steel Safety Toe Industrial Work Hiker Boots

+3

Brand Name: Timberland PRO
Product Name: Switchback LT 6 Inch Steel Safety Toe Industrial Work Hiker Boots
Gender: Men's
Color: Brown/Gum 1
Price: $110.36MSRP: $120.00
Rating: 5Rated 5 stars out of 5(12)

Florsheim - Trail Mix Plain Toe Chukka Boot. Color Brown Crazy Horse. On sale for $92.36. MSRP $120.00.. 4.6 out of 5 stars

Brown Florsheim Trail Mix Plain Toe Chukka Boot

Brown Florsheim Trail Mix Plain Toe Chukka Boot

Brand Name: Florsheim
Product Name: Trail Mix Plain Toe Chukka Boot
Gender: Men's
Color: Brown Crazy Horse
Price: $92.36MSRP: $120.00
Rating: 5Rated 5 stars out of 5(35)

Red Wing Heritage - Classic Moc Gore-Tex. Color Russet Taos. On sale for $318.19. MSRP $369.99.. 4.6 out of 5 stars

Red Red Wing Heritage Classic Moc Gore-Tex

Red Red Wing Heritage Classic Moc Gore-Tex

Brand Name: Red Wing Heritage
Product Name: Classic Moc Gore-Tex
Gender: Men's
Color: Russet Taos
Price: $318.19MSRP: $369.99
Rating: 5Rated 5 stars out of 5(8)

Timberland - Converge L/F Mid. Color Wheat/Black Nubuck. On sale for $113.04. MSRP $140.00.. 4.5 out of 5 stars

Yellow Timberland Converge L/F Mid

Yellow Timberland Converge L/F Mid

Brand Name: Timberland
Product Name: Converge L/F Mid
Gender: Men's
Color: Wheat/Black Nubuck
Price: $113.04MSRP: $140.00
Rating: 4Rated 4 stars out of 5(17)

Frye - Bowery Lace-Up. Color Black Brush-Off Full Grain. Low Stock. On sale for $249.98. MSRP $358.00.. 4.3 out of 5 stars

2 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: Black Brush-Off Full Grain
Price: $249.98MSRP: $358.00
Rating: 4Rated 4 stars out of 5(52)

Ariat - Spitfire H2O. Color Old Earth. On sale for $119.95. MSRP $149.95.. 4.5 out of 5 stars

Brown Ariat Spitfire H2O

Brown Ariat Spitfire H2O

+2

Brand Name: Ariat
Product Name: Spitfire H2O
Gender: Men's
Color: Old Earth
Price: $119.95MSRP: $149.95
Rating: 5Rated 5 stars out of 5(31)

Allen Edmonds - Chandler. Color Teak. On sale for $470.25. MSRP $495.00.. 4.4 out of 5 stars

Brown Allen Edmonds Chandler

Brown Allen Edmonds Chandler

+4

Brand Name: Allen Edmonds
Product Name: Chandler
Gender: Men's
Color: Teak
Price: $470.25MSRP: $495.00
Rating: 4Rated 4 stars out of 5(63)

Stacy Adams - Kalen Chelsea Boot. Color Cognac. On sale for $123.52. MSRP $130.00.. 4.8 out of 5 stars

Tan Stacy Adams Kalen Chelsea Boot

Tan Stacy Adams Kalen Chelsea Boot

+2

Brand Name: Stacy Adams
Product Name: Kalen Chelsea Boot
Gender: Men's
Color: Cognac
Price: $123.52MSRP: $130.00
Rating: 5Rated 5 stars out of 5(12)

Florsheim - Renegade Plain Toe Gore Boot. Color Black. On sale for $119.99. MSRP $150.00.. 4.4 out of 5 stars

Black Florsheim Renegade Plain Toe Gore Boot

Black Florsheim Renegade Plain Toe Gore Boot

+3

Brand Name: Florsheim
Product Name: Renegade Plain Toe Gore Boot
Gender: Men's
Color: Black
Price: $119.99MSRP: $150.00
Rating: 4Rated 4 stars out of 5(19)

Bogs - Classic Casual Chelsea II. Color Black. On sale for $119.98. MSRP $150.00.. 4.6 out of 5 stars

Black Bogs Classic Casual Chelsea II

Black Bogs Classic Casual Chelsea II

+2

Brand Name: Bogs
Product Name: Classic Casual Chelsea II
Gender: Men's
Color: Black
Price: $119.98MSRP: $150.00
Rating: 5Rated 5 stars out of 5(8)

Clarks - Barnes Mid. Color Brown Suede. On sale for $98.67. MSRP $120.00.. 3.6 out of 5 stars

Brown Clarks Barnes Mid

Brown Clarks Barnes Mid

+4

Brand Name: Clarks
Product Name: Barnes Mid
Gender: Men's
Color: Brown Suede
Price: $98.67MSRP: $120.00
Rating: 4Rated 4 stars out of 5(5)

SKECHERS - Mariner. Color Dark Brown Crazyhorse Leather. On sale for $76.46. MSRP $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: $76.46MSRP: $84.95
Rating: 4Rated 4 stars out of 5(483)

Florsheim - Renegade Plain Toe Chukka Boot. Color Brown. On sale for $126.20. MSRP $150.00.. 4.3 out of 5 stars

Brown Florsheim Renegade Plain Toe Chukka Boot

Brown Florsheim Renegade Plain Toe Chukka Boot

+1

Brand Name: Florsheim
Product Name: Renegade Plain Toe Chukka Boot
Gender: Men's
Color: Brown
Price: $126.20MSRP: $150.00
Rating: 4Rated 4 stars out of 5(18)

Deer Stags - Brayden. Color Brown. On sale for $65.00. MSRP $100.00.. 3.0 out of 5 stars

Brown Deer Stags Brayden

Brown Deer Stags Brayden

+2

Brand Name: Deer Stags
Product Name: Brayden
Gender: Men's
Color: Brown
Price: $65.00MSRP: $100.00
Rating: 3Rated 3 stars out of 5(1)

Thorogood - Jobsite Series 8' Waterproof Safety Toe. Color Crazy Horse. On sale for $150.00. MSRP $164.00..

Brown Thorogood Jobsite Series 8' Waterproof Safety Toe

Brown Thorogood Jobsite Series 8' Waterproof Safety Toe

Brand Name: Thorogood
Product Name: Jobsite Series 8' Waterproof Safety Toe
Gender: Men's
Color: Crazy Horse
Price: $150.00MSRP: $164.00
Rating

Frye - Bowery Chukka. Color Cognac. On sale for $282.03. MSRP $328.00.. 3.5 out of 5 stars

Tan Frye Bowery Chukka

Tan Frye Bowery Chukka

+2

Brand Name: Frye
Product Name: Bowery Chukka
Gender: Men's
Color: Cognac
Price: $282.03MSRP: $328.00
Rating: 3Rated 3 stars out of 5(11)

Propet - Traverse. Color Sand/Brown. On sale for $87.47. MSRP $114.95.. 3.2 out of 5 stars

Brown Propet Traverse

Brown Propet Traverse

+1

Brand Name: Propet
Product Name: Traverse
Gender: Men's
Color: Sand/Brown
Price: $87.47MSRP: $114.95
Rating: 3Rated 3 stars out of 5(20)

Florsheim - Norwalk Plain Toe Lace-Up Boot. Color Brown Crazy Horse. On sale for $119.00. MSRP $140.00.. 4.7 out of 5 stars

Brown Florsheim Norwalk Plain Toe Lace-Up Boot

Brown Florsheim Norwalk Plain Toe Lace-Up Boot

+3

Brand Name: Florsheim
Product Name: Norwalk Plain Toe Lace-Up Boot
Gender: Men's
Color: Brown Crazy Horse
Price: $119.00MSRP: $140.00
Rating: 5Rated 5 stars out of 5(26)

Laredo - Breakout. Color Rust Distressed. $153.54. 3.9 out of 5 stars

Orange Laredo Breakout

Orange Laredo Breakout

Brand Name: Laredo
Product Name: Breakout
Gender: Men's
Color: Rust Distressed
Price: $153.54
Rating: 4Rated 4 stars out of 5(18)

Florsheim - Forge Plain Toe Chukka. Color Black. On sale for $114.99. MSRP $125.00..

Black Florsheim Forge Plain Toe Chukka

Black Florsheim Forge Plain Toe Chukka

+2

Brand Name: Florsheim
Product Name: Forge Plain Toe Chukka
Gender: Men's
Color: Black
Price: $114.99MSRP: $125.00
Rating

Eastland 1955 Edition - Chukka Boots. Color Oak. On sale for $89.95. MSRP $120.00.. 4.4 out of 5 stars

Brown Eastland 1955 Edition Chukka Boots

Brown Eastland 1955 Edition Chukka Boots

+3

Brand Name: Eastland 1955 Edition
Product Name: Chukka Boots
Gender: Men's
Color: Oak
Price: $89.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(42)

Rockport - Elkhart. Color Chocolate. On sale for $95.77. MSRP $149.95.. 4.8 out of 5 stars

Brown Rockport Elkhart

Brown Rockport Elkhart

Brand Name: Rockport
Product Name: Elkhart
Gender: Men's
Color: Chocolate
Price: $95.77MSRP: $149.95
Rating: 5Rated 5 stars out of 5(6)

Ariat - Clean Country. Color Fudge. Low Stock. On sale for $59.98. MSRP $119.95.. 4.5 out of 5 stars

7 left in stock

Brown Ariat Clean Country

Brown Ariat Clean Country

+2

Brand Name: Ariat
Product Name: Clean Country
Gender: Men's
Color: Fudge
Price: $59.98MSRP: $119.95
Rating: 5Rated 5 stars out of 5(11)

Propet - Blizzard Ankle Zip. Color Brown/Black. On sale for $114.95. MSRP $119.95.. 4.3 out of 5 stars

Brown Propet Blizzard Ankle Zip

Brown Propet Blizzard Ankle Zip

+2

Brand Name: Propet
Product Name: Blizzard Ankle Zip
Gender: Men's
Color: Brown/Black
Price: $114.95MSRP: $119.95
Rating: 4Rated 4 stars out of 5(140)

Calvin Klein - Donto. Color Black Leather. On sale for $93.50. MSRP $150.00..

Black Calvin Klein Donto

Black Calvin Klein Donto

+3

Brand Name: Calvin Klein
Product Name: Donto
Gender: Men's
Color: Black Leather
Price: $93.50MSRP: $150.00
Rating

L.L.Bean - Rubber Moc. Color Tan/Bean Boot Brown/Gum. On sale for $99.00. MSRP $119.00.. 4.0 out of 5 stars

Brown L.L.Bean Rubber Moc

Brown L.L.Bean Rubber Moc

Brand Name: L.L.Bean
Product Name: Rubber Moc
Gender: Men's
Color: Tan/Bean Boot Brown/Gum
Price: $99.00MSRP: $119.00
Rating: 4Rated 4 stars out of 5(19)

SOREL - Carson™ Moc Waterproof. Color Blackened Brown/Khaki II. On sale for $115.25. MSRP $165.00.. 4.3 out of 5 stars

Brown SOREL Carson™ Moc Waterproof

Brown SOREL Carson™ Moc Waterproof

+4

Brand Name: SOREL
Product Name: Carson™ Moc Waterproof
Gender: Men's
Color: Blackened Brown/Khaki II
Price: $115.25MSRP: $165.00
Rating: 4Rated 4 stars out of 5(36)

Laredo - Combs. Color Rust. Low Stock. On sale for $137.61. MSRP $169.95.. 5.0 out of 5 stars

2 left in stock

Orange Laredo Combs

Orange Laredo Combs

Brand Name: Laredo
Product Name: Combs
Gender: Men's
Color: Rust
Price: $137.61MSRP: $169.95
Rating: 5Rated 5 stars out of 5(1)

SOREL - Madson™ II Chore Waterproof. Color Spice/Major. On sale for $107.22. MSRP $195.00.. 4.0 out of 5 stars

Red SOREL Madson™ II Chore Waterproof

Red SOREL Madson™ II Chore Waterproof

+3

Brand Name: SOREL
Product Name: Madson™ II Chore Waterproof
Gender: Men's
Color: Spice/Major
Price: $107.22MSRP: $195.00
Rating: 4Rated 4 stars out of 5(23)

Milwaukee Boot Company - Bradford Moc Toe Boot. Color Oxblood. Low Stock. On sale for $209.00. MSRP $265.00.. 4.9 out of 5 stars

4 left in stock

Red Milwaukee Boot Company Bradford Moc Toe Boot

Red Milwaukee Boot Company Bradford Moc Toe Boot

+3

Brand Name: Milwaukee Boot Company
Product Name: Bradford Moc Toe Boot
Gender: Men's
Color: Oxblood
Price: $209.00MSRP: $265.00
Rating: 5Rated 5 stars out of 5(8)

Roper - Clearcut. Color Brown Vintage Leather. Low Stock. $109.99. 4.8 out of 5 stars

7 left in stock

Mahogany Roper Clearcut

Mahogany Roper Clearcut

Brand Name: Roper
Product Name: Clearcut
Gender: Men's
Color: Brown Vintage Leather
Price: $109.99
Rating: 5Rated 5 stars out of 5(12)

Dockers - Dartford. Color Tan. On sale for $49.99. MSRP $85.00..

Tan Dockers Dartford

Tan Dockers Dartford

+3

Brand Name: Dockers
Product Name: Dartford
Gender: Men's
Color: Tan
Price: $49.99MSRP: $85.00
Rating

Clarks - Oakpark Mid. Color Tan Tumbled. On sale for $102.73. MSRP $110.00.. 5.0 out of 5 stars

Tan Clarks Oakpark Mid

Tan Clarks Oakpark Mid

Brand Name: Clarks
Product Name: Oakpark Mid
Gender: Men's
Color: Tan Tumbled
Price: $102.73MSRP: $110.00
Rating: 5Rated 5 stars out of 5(2)

Nunn Bush - Karnak Plain Toe Boot Chukka. Color Charcoal. On sale for $79.95. MSRP $110.00..

Gray Nunn Bush Karnak Plain Toe Boot Chukka

Gray Nunn Bush Karnak Plain Toe Boot Chukka

+1

Brand Name: Nunn Bush
Product Name: Karnak Plain Toe Boot Chukka
Gender: Men's
Color: Charcoal
Price: $79.95MSRP: $110.00
Rating

Johnston & Murphy - Connelly Plain Toe Boot. Color Black Full Grain. On sale for $129.99. MSRP $199.00.. 4.0 out of 5 stars

Black Johnston & Murphy Connelly Plain Toe Boot

Black Johnston & Murphy Connelly Plain Toe Boot

+2

Brand Name: Johnston & Murphy
Product Name: Connelly Plain Toe Boot
Gender: Men's
Color: Black Full Grain
Price: $129.99MSRP: $199.00
Rating: 4Rated 4 stars out of 5(4)

Polo Ralph Lauren - Talan Chukka Boot. Color Defender Green. On sale for $124.20. MSRP $138.00.. 4.2 out of 5 stars

Beige Polo Ralph Lauren Talan Chukka Boot

Beige Polo Ralph Lauren Talan Chukka Boot

Brand Name: Polo Ralph Lauren
Product Name: Talan Chukka Boot
Gender: Men's
Color: Defender Green
Price: $124.20MSRP: $138.00
Rating: 4Rated 4 stars out of 5(6)

Vince Camuto - Kameil Waterproof Boot. Color Black. On sale for $120.93. MSRP $189.00..

Black Vince Camuto Kameil Waterproof Boot

Black Vince Camuto Kameil Waterproof Boot

+3

Brand Name: Vince Camuto
Product Name: Kameil Waterproof Boot
Gender: Men's
Color: Black
Price: $120.93MSRP: $189.00
Rating

Vince Camuto - Bendmore Lace-Up Boot. Color Black. On sale for $107.67. MSRP $179.00..

Black Vince Camuto Bendmore Lace-Up Boot

Black Vince Camuto Bendmore Lace-Up Boot

+2

Brand Name: Vince Camuto
Product Name: Bendmore Lace-Up Boot
Gender: Men's
Color: Black
Price: $107.67MSRP: $179.00
Rating

Marc Joseph New York - Chicago. Color Brown Suede. Low Stock. On sale for $89.95. MSRP $195.00..

7 left in stock

Brown Marc Joseph New York Chicago

Brown Marc Joseph New York Chicago

+2 colors/patterns

Brand Name: Marc Joseph New York
Product Name: Chicago
Gender: Men's
Color: Brown Suede
Price: $89.95MSRP: $195.00
Rating

Marc Joseph New York - Bristol Ave. Color Black Waterproof Napa. Low Stock. On sale for $146.25. MSRP $195.00.. 5.0 out of 5 stars

8 left in stock

Black Marc Joseph New York Bristol Ave

Black Marc Joseph New York Bristol Ave

+2

Brand Name: Marc Joseph New York
Product Name: Bristol Ave
Gender: Men's
Color: Black Waterproof Napa
Price: $146.25MSRP: $195.00
Rating: 5Rated 5 stars out of 5(2)

Harley-Davidson - Hagerman. Color Black. On sale for $164.95. MSRP $177.00.. 4.8 out of 5 stars

Black Harley-Davidson Hagerman

Black Harley-Davidson Hagerman

+2

Brand Name: Harley-Davidson
Product Name: Hagerman
Gender: Men's
Color: Black
Price: $164.95MSRP: $177.00
Rating: 5Rated 5 stars out of 5(4)

Johnston & Murphy - Barrett Chukka. Color Tan Full Grain. On sale for $119.00. MSRP $175.00..

Tan Johnston & Murphy Barrett Chukka

Tan Johnston & Murphy Barrett Chukka

Brand Name: Johnston & Murphy
Product Name: Barrett Chukka
Gender: Men's
Color: Tan Full Grain
Price: $119.00MSRP: $175.00
Rating

Sperry - A/O Plushwave Lug Chukka. Color Black 2. On sale for $104.13. MSRP $140.00.. 4.2 out of 5 stars

Black Sperry A/O Plushwave Lug Chukka

Black Sperry A/O Plushwave Lug Chukka

+3

Brand Name: Sperry
Product Name: A/O Plushwave Lug Chukka
Gender: Men's
Color: Black 2
Price: $104.13MSRP: $140.00
Rating: 4Rated 4 stars out of 5(34)

Nunn Bush - Excavate Plain Toe Chukka Boot. Color Tan. On sale for $59.95. MSRP $90.00.. 4.1 out of 5 stars

Tan Nunn Bush Excavate Plain Toe Chukka Boot

Tan Nunn Bush Excavate Plain Toe Chukka Boot

+1

Brand Name: Nunn Bush
Product Name: Excavate Plain Toe Chukka Boot
Gender: Men's
Color: Tan
Price: $59.95MSRP: $90.00
Rating: 4Rated 4 stars out of 5(12)

Deer Stags - Argos. Color Black/Blue. On sale for $60.00. MSRP $100.00.. 3.7 out of 5 stars

Black Deer Stags Argos

Black Deer Stags Argos

+2

Brand Name: Deer Stags
Product Name: Argos
Gender: Men's
Color: Black/Blue
Price: $60.00MSRP: $100.00
Rating: 4Rated 4 stars out of 5(24)

Johnston & Murphy - Barrett Alpine Boot. Color Mahogany Full Grain. On sale for $79.60. MSRP $199.00.. 3.7 out of 5 stars

Brown Johnston & Murphy Barrett Alpine Boot

Brown Johnston & Murphy Barrett Alpine Boot

Brand Name: Johnston & Murphy
Product Name: Barrett Alpine Boot
Gender: Men's
Color: Mahogany Full Grain
Price: $79.60MSRP: $199.00
Rating: 4Rated 4 stars out of 5(6)

Marc Joseph New York - Lenox Ave. Color Navy Washed Grainy. Low Stock. On sale for $85.80. MSRP $195.00.. 3.3 out of 5 stars

6 left in stock

Navy Marc Joseph New York Lenox Ave

Navy Marc Joseph New York Lenox Ave

+2

Brand Name: Marc Joseph New York
Product Name: Lenox Ave
Gender: Men's
Color: Navy Washed Grainy
Price: $85.80MSRP: $195.00
Rating: 3Rated 3 stars out of 5(7)

Polo Ralph Lauren - Bryson Boot. Color Multi. On sale for $171.00. MSRP $228.00.. 4.4 out of 5 stars

Multi Polo Ralph Lauren Bryson Boot

Multi Polo Ralph Lauren Bryson Boot

+2

Brand Name: Polo Ralph Lauren
Product Name: Bryson Boot
Gender: Men's
Color: Multi
Price: $171.00MSRP: $228.00
Rating: 4Rated 4 stars out of 5(13)

1 of 3

Get on the List

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