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

Size 8.5 Leather Casual Comfort Shoes

730 items found

Sort By

Your Selections

Search Results

Cole Haan - Berkshire Lug Plain Toe Oxford. Color Dark Sequoia Waxy Leather/Natural WR. On sale for $149.99. MSRP $200.00.. 4.8 out of 5 stars

Tan Cole Haan Berkshire Lug Plain Toe Oxford

Tan Cole Haan Berkshire Lug Plain Toe Oxford

+3

Brand Name: Cole Haan
Product Name: Berkshire Lug Plain Toe Oxford
Gender: Men's
Color: Dark Sequoia Waxy Leather/Natural WR
Price: $149.99MSRP: $200.00
Rating: 5Rated 5 stars out of 5(11)

To Boot New York - Hammill. Color Black Leather. $450.00.

Black To Boot New York Hammill

Black To Boot New York Hammill

Brand Name: To Boot New York
Product Name: Hammill
Gender: Men's
Color: Black Leather
Price: $450.00
Rating

Clarks - Atticus LT Top. Color Black Leather. Low Stock. On sale for $116.96. MSRP $130.00.. 5.0 out of 5 stars

5 left in stock

Black Clarks Atticus LT Top

Black Clarks Atticus LT Top

Brand Name: Clarks
Product Name: Atticus LT Top
Gender: Men's
Color: Black Leather
Price: $116.96MSRP: $130.00
Rating: 5Rated 5 stars out of 5(1)

Clarks - Gravelle Low. Color Dark Brown Nubuck. On sale for $93.60. MSRP $140.00.. 4.8 out of 5 stars

Brown Clarks Gravelle Low

Brown Clarks Gravelle Low

+3

Brand Name: Clarks
Product Name: Gravelle Low
Gender: Men's
Color: Dark Brown Nubuck
Price: $93.60MSRP: $140.00
Rating: 5Rated 5 stars out of 5(4)

PUMA - California Pro Mid. Color Puma White/Puma Team Gold. On sale for $91.00. MSRP $100.00..

White PUMA California Pro Mid

White PUMA California Pro Mid

Brand Name: PUMA
Product Name: California Pro Mid
Gender: Men's
Color: Puma White/Puma Team Gold
Price: $91.00MSRP: $100.00
Rating

Laredo - Sandstorm. Color Taupe. Low Stock. On sale for $122.37. MSRP $154.95.. 5.0 out of 5 stars

5 left in stock

Taupe Laredo Sandstorm

Taupe Laredo Sandstorm

Brand Name: Laredo
Product Name: Sandstorm
Gender: Men's
Color: Taupe
Price: $122.37MSRP: $154.95
Rating: 5Rated 5 stars out of 5(2)

Clarks - Clarkspro Step. Color Dark Brown Tumbled Leather. $140.00. 3.0 out of 5 stars

Brown Clarks Clarkspro Step

Brown Clarks Clarkspro Step

+3

Brand Name: Clarks
Product Name: Clarkspro Step
Gender: Men's
Color: Dark Brown Tumbled Leather
Price: $140.00
Rating: 3Rated 3 stars out of 5(1)

Florsheim - Lookout Plain Toe Side Zip Boot. Color Black Tumbled. On sale for $119.99. MSRP $160.00.. 4.4 out of 5 stars

Black Florsheim Lookout Plain Toe Side Zip Boot

Black Florsheim Lookout Plain Toe Side Zip Boot

Brand Name: Florsheim
Product Name: Lookout Plain Toe Side Zip Boot
Gender: Men's
Color: Black Tumbled
Price: $119.99MSRP: $160.00
Rating: 4Rated 4 stars out of 5(16)

Martin Dingman - Bad Weather. Color Black Oak. Low Stock. On sale for $355.50. MSRP $395.00..

8 left in stock

Black Martin Dingman Bad Weather

Black Martin Dingman Bad Weather

Brand Name: Martin Dingman
Product Name: Bad Weather
Gender: Men's
Color: Black Oak
Price: $355.50MSRP: $395.00
Rating

Clarks - Desert Boot. Color Navy Leather 1. Low Stock. On sale for $96.09. MSRP $150.00.. 4.5 out of 5 stars

2 left in stock

Navy Clarks Desert Boot

Navy Clarks Desert Boot

+2

Brand Name: Clarks
Product Name: Desert Boot
Gender: Men's
Color: Navy Leather 1
Price: $96.09MSRP: $150.00
Rating: 4Rated 4 stars out of 5(752)

Red Wing Heritage - 6" Moc Toe. Color Oro-Legacy. $309.99. 4.5 out of 5 stars

Tan Red Wing Heritage 6" Moc Toe

Tan Red Wing Heritage 6" Moc Toe

+4

Brand Name: Red Wing Heritage
Product Name: 6" Moc Toe
Gender: Men's
Color: Oro-Legacy
Price: $309.99
Rating: 5Rated 5 stars out of 5(248)

Red Wing Heritage - 6" Iron Ranger Lug. Color Amber Harness. $349.99. 4.6 out of 5 stars

Brown Red Wing Heritage 6" Iron Ranger Lug

Brown Red Wing Heritage 6" Iron Ranger Lug

+4

Brand Name: Red Wing Heritage
Product Name: 6" Iron Ranger Lug
Gender: Men's
Color: Amber Harness
Price: $349.99
Rating: 5Rated 5 stars out of 5(147)

Red Wing Heritage - Blacksmith. Color Copper Rough & Tough. $329.99. 4.4 out of 5 stars

Tan Red Wing Heritage Blacksmith

Tan Red Wing Heritage Blacksmith

+2

Brand Name: Red Wing Heritage
Product Name: Blacksmith
Gender: Men's
Color: Copper Rough & Tough
Price: $329.99
Rating: 4Rated 4 stars out of 5(21)

Red Wing Heritage - 8" Moc Toe. Color Oro-Legacy. $339.99. 5.0 out of 5 stars

Tan Red Wing Heritage 8" Moc Toe

Tan Red Wing Heritage 8" Moc Toe

Brand Name: Red Wing Heritage
Product Name: 8" Moc Toe
Gender: Men's
Color: Oro-Legacy
Price: $339.99
Rating: 5Rated 5 stars out of 5(8)

Bogs - Classic Casual Chelsea II. Color Brown. $149.95. 4.6 out of 5 stars

Brown Bogs Classic Casual Chelsea II

Brown Bogs Classic Casual Chelsea II

+2

Brand Name: Bogs
Product Name: Classic Casual Chelsea II
Gender: Men's
Color: Brown
Price: $149.95
Rating: 5Rated 5 stars out of 5(8)

Finn Comfort - Nottingham. Color Schwarz Nuri. $405.00.

Black Finn Comfort Nottingham

Black Finn Comfort Nottingham

+2 colors/patterns

Brand Name: Finn Comfort
Product Name: Nottingham
Gender: Men's
Color: Schwarz Nuri
Price: $405.00
Rating

Salomon - Elixir Mid GORE-TEX®. Color Black/Magnet/Quiet Shade. $210.00. 3.8 out of 5 stars

Black Salomon Elixir Mid GORE-TEX®

Black Salomon Elixir Mid GORE-TEX®

+2

Brand Name: Salomon
Product Name: Elixir Mid GORE-TEX®
Gender: Men's
Color: Black/Magnet/Quiet Shade
Price: $210.00
Rating: 4Rated 4 stars out of 5(26)

Lacoste - Carnaby Pro 223 6 SMA. Color Green/Gum. $130.00.

Green Lacoste Carnaby Pro 223 6 SMA

Green Lacoste Carnaby Pro 223 6 SMA

Brand Name: Lacoste
Product Name: Carnaby Pro 223 6 SMA
Gender: Men's
Color: Green/Gum
Price: $130.00
Rating

Ariat - Ridgeback Western Boots. Color Oily Distressed Tan. $199.95. 5.0 out of 5 stars

Tan Ariat Ridgeback Western Boots

Tan Ariat Ridgeback Western Boots

+2 colors/patterns

Brand Name: Ariat
Product Name: Ridgeback Western Boots
Gender: Men's
Color: Oily Distressed Tan
Price: $199.95
Rating: 5Rated 5 stars out of 5(8)

Clarks - Atticus LT Hi. Color Dark Brown Leather. On sale for $116.96. MSRP $130.00..

Brown Clarks Atticus LT Hi

Brown Clarks Atticus LT Hi

Brand Name: Clarks
Product Name: Atticus LT Hi
Gender: Men's
Color: Dark Brown Leather
Price: $116.96MSRP: $130.00
Rating

Clarks - Wallabee Boot. Color Maple/Black Suede. Low Stock. On sale for $123.89. MSRP $170.00.. 4.7 out of 5 stars

3 left in stock

Yellow Clarks Wallabee Boot

Yellow Clarks Wallabee Boot

+5

Brand Name: Clarks
Product Name: Wallabee Boot
Gender: Men's
Color: Maple/Black Suede
Price: $123.89MSRP: $170.00
Rating: 5Rated 5 stars out of 5(43)

COACH - Suede Chukka Boot. Color Black. On sale for $215.35. MSRP $295.00..

Black COACH Suede Chukka Boot

Black COACH Suede Chukka Boot

Brand Name: COACH
Product Name: Suede Chukka Boot
Gender: Men's
Color: Black
Price: $215.35MSRP: $295.00
Rating

Propet - Stability X. Color White/Navy. $94.95. 4.0 out of 5 stars

Navy Propet Stability X

Navy Propet Stability X

+4

Brand Name: Propet
Product Name: Stability X
Gender: Men's
Color: White/Navy
Price: $94.95
Rating: 4Rated 4 stars out of 5(58)

Samuel Hubbard - Rafael Slip-On. Color Tan Leather. $225.00. 5.0 out of 5 stars

Tan Samuel Hubbard Rafael Slip-On

Tan Samuel Hubbard Rafael Slip-On

+3

Brand Name: Samuel Hubbard
Product Name: Rafael Slip-On
Gender: Men's
Color: Tan Leather
Price: $225.00
Rating: 5Rated 5 stars out of 5(1)

Martin Dingman - Windsor Waterproof. Color Caramel. Low Stock. On sale for $172.50. MSRP $250.00.. 2.0 out of 5 stars

8 left in stock

Brown Martin Dingman Windsor Waterproof

Brown Martin Dingman Windsor Waterproof

+2

Brand Name: Martin Dingman
Product Name: Windsor Waterproof
Gender: Men's
Color: Caramel
Price: $172.50MSRP: $250.00
Rating: 2Rated 2 stars out of 5(1)

Stacy Adams - Kalen Chelsea Boot. Color Black. $130.00. 4.8 out of 5 stars

Black Stacy Adams Kalen Chelsea Boot

Black Stacy Adams Kalen Chelsea Boot

+2

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

Johnston & Murphy Collection - Jake Lace To Toe. Color Black Italian Calfskin. $285.00. 5.0 out of 5 stars

Black Johnston & Murphy Collection Jake Lace To Toe

Black Johnston & Murphy Collection Jake Lace To Toe

+2

Brand Name: Johnston & Murphy Collection
Product Name: Jake Lace To Toe
Gender: Men's
Color: Black Italian Calfskin
Price: $285.00
Rating: 5Rated 5 stars out of 5(1)

TOMS - Navi Travel Lite Ranger. Color Tan. On sale for $152.28. MSRP $159.95.. 3.8 out of 5 stars

Tan TOMS Navi Travel Lite Ranger

Tan TOMS Navi Travel Lite Ranger

+2

Brand Name: TOMS
Product Name: Navi Travel Lite Ranger
Gender: Men's
Color: Tan
Price: $152.28MSRP: $159.95
Rating: 4Rated 4 stars out of 5(6)

Born - Hemlock. Color Black Full Grain. $135.00. 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: $135.00
Rating: 4Rated 4 stars out of 5(189)

Allen Edmonds - Higginsfplug. Color Burgundy. $495.00. 4.2 out of 5 stars

Burgundy Allen Edmonds Higginsfplug

Burgundy Allen Edmonds Higginsfplug

+3

Brand Name: Allen Edmonds
Product Name: Higginsfplug
Gender: Men's
Color: Burgundy
Price: $495.00
Rating: 4Rated 4 stars out of 5(12)

Vans - Standard Mid Chelsea MTE. Color Brown/Black. Low Stock. On sale for $111.97. MSRP $150.00.. 4.0 out of 5 stars

1 left in stock

Brown Vans Standard Mid Chelsea MTE

Brown Vans Standard Mid Chelsea MTE

+2

Brand Name: Vans
Product Name: Standard Mid Chelsea MTE
Gender: Unisex
Color: Brown/Black
Price: $111.97MSRP: $150.00
Rating: 4Rated 4 stars out of 5(34)

Clarks - Un Shire Step. Color Cola Suede. On sale for $104.96. MSRP $140.00..

Brown Clarks Un Shire Step

Brown Clarks Un Shire Step

+2

Brand Name: Clarks
Product Name: Un Shire Step
Gender: Men's
Color: Cola Suede
Price: $104.96MSRP: $140.00
Rating

Clarks - Barnes Lace. Color Tan Leather. Low Stock. On sale for $98.96. MSRP $110.00.. 5.0 out of 5 stars

9 left in stock

Tan Clarks Barnes Lace

Tan Clarks Barnes Lace

+2

Brand Name: Clarks
Product Name: Barnes Lace
Gender: Men's
Color: Tan Leather
Price: $98.96MSRP: $110.00
Rating: 5Rated 5 stars out of 5(2)

Sperry - Gold A/O 2-Eye Tumbled. Color Grey. $174.95. 3.4 out of 5 stars

Gray Sperry Gold A/O 2-Eye Tumbled

Gray Sperry Gold A/O 2-Eye Tumbled

+3

Brand Name: Sperry
Product Name: Gold A/O 2-Eye Tumbled
Gender: Men's
Color: Grey
Price: $174.95
Rating: 3Rated 3 stars out of 5(19)

Sperry - Authentic Original 3-Eye Lug. Color Brown. $129.90. 4.1 out of 5 stars

Brown Sperry Authentic Original 3-Eye Lug

Brown Sperry Authentic Original 3-Eye Lug

+3

Brand Name: Sperry
Product Name: Authentic Original 3-Eye Lug
Gender: Men's
Color: Brown
Price: $129.90
Rating: 4Rated 4 stars out of 5(33)

SKECHERS - Craster Lanigan Hands Free Slip-Ins. Color Red Brown. $94.99. 4.3 out of 5 stars

Mahogany SKECHERS Craster Lanigan Hands Free Slip-Ins

Mahogany SKECHERS Craster Lanigan Hands Free Slip-Ins

+1

Brand Name: SKECHERS
Product Name: Craster Lanigan Hands Free Slip-Ins
Gender: Men's
Color: Red Brown
Price: $94.99
Rating: 4Rated 4 stars out of 5(20)

Wolverine - Carlsbad Waterproof Steel Toe 6". Color Dark Brown. On sale for $99.95. MSRP $110.00.. 2.6 out of 5 stars

Brown Wolverine Carlsbad Waterproof Steel Toe 6"

Brown Wolverine Carlsbad Waterproof Steel Toe 6"

Brand Name: Wolverine
Product Name: Carlsbad Waterproof Steel Toe 6"
Gender: Men's
Color: Dark Brown
Price: $99.95MSRP: $110.00
Rating: 3Rated 3 stars out of 5(10)

Polo Ralph Lauren - Train 89. Color Brown. $188.00.

Brown Polo Ralph Lauren Train 89

Brown Polo Ralph Lauren Train 89

Brand Name: Polo Ralph Lauren
Product Name: Train 89
Gender: Men's
Color: Brown
Price: $188.00
Rating

Florsheim - Renegade Wing Tip Lace-Up Boot. Color Brown Crazy Horse. On sale for $99.95. MSRP $150.00.. 4.5 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: $99.95MSRP: $150.00
Rating: 5Rated 5 stars out of 5(22)

UGG - Burleigh Chelsea. Color Chestnut. $169.95. 4.5 out of 5 stars

Brown UGG Burleigh Chelsea

Brown UGG Burleigh Chelsea

+3

Brand Name: UGG
Product Name: Burleigh Chelsea
Gender: Men's
Color: Chestnut
Price: $169.95
Rating: 5Rated 5 stars out of 5(16)

Pajar CANADA - Guzman. Color Dark Brown. Low Stock. On sale for $123.72. MSRP $225.00..

6 left in stock

Brown Pajar CANADA Guzman

Brown Pajar CANADA Guzman

Brand Name: Pajar CANADA
Product Name: Guzman
Gender: Men's
Color: Dark Brown
Price: $123.72MSRP: $225.00
Rating

Florsheim - Renegade Plain Toe Chukka Boot. Color Brown Crazy Horse. $149.95. 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 Crazy Horse
Price: $149.95
Rating: 4Rated 4 stars out of 5(18)

Born - Dalton. Color Brown Distressed. Low Stock. $135.00. 3.0 out of 5 stars

6 left in stock

Brown Born Dalton

Brown Born Dalton

+2 colors/patterns

Brand Name: Born
Product Name: Dalton
Gender: Men's
Color: Brown Distressed
Price: $135.00
Rating: 3Rated 3 stars out of 5(1)

Lacoste - Carnaby Pro CGR 223 3 SMA. Color Navy/Off-White. $120.00.

Black Lacoste Carnaby Pro CGR 223 3 SMA

Black Lacoste Carnaby Pro CGR 223 3 SMA

Brand Name: Lacoste
Product Name: Carnaby Pro CGR 223 3 SMA
Gender: Men's
Color: Navy/Off-White
Price: $120.00
Rating

Birkenstock - Highwood Deep Blue. Color Chocolate. $210.00. 4.0 out of 5 stars

Brown Birkenstock Highwood Deep Blue

Brown Birkenstock Highwood Deep Blue

Brand Name: Birkenstock
Product Name: Highwood Deep Blue
Gender: Men's
Color: Chocolate
Price: $210.00
Rating: 4Rated 4 stars out of 5(1)

SKECHERS - 3-D Max Protect. Color Taupe/Black. On sale for $82.99. MSRP $100.00.. 4.6 out of 5 stars

Taupe SKECHERS 3-D Max Protect

Taupe SKECHERS 3-D Max Protect

Brand Name: SKECHERS
Product Name: 3-D Max Protect
Gender: Men's
Color: Taupe/Black
Price: $82.99MSRP: $100.00
Rating: 5Rated 5 stars out of 5(5)

Lacoste - Carnaby Pro 223 5 SMA. Color Off-White/Green. $130.00.

White Lacoste Carnaby Pro 223 5 SMA

White Lacoste Carnaby Pro 223 5 SMA

Brand Name: Lacoste
Product Name: Carnaby Pro 223 5 SMA
Gender: Men's
Color: Off-White/Green
Price: $130.00
Rating

Deer Stags - Albany. Color Dark Luggage. On sale for $57.27. MSRP $90.00.. 4.0 out of 5 stars

Brown Deer Stags Albany

Brown Deer Stags Albany

+2

Brand Name: Deer Stags
Product Name: Albany
Gender: Men's
Color: Dark Luggage
Price: $57.27MSRP: $90.00
Rating: 4Rated 4 stars out of 5(1)

Johnston & Murphy - Barrett Chukka. Color Tan Full Grain. On sale for $99.99. 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: $99.99MSRP: $175.00
Rating

Deer Stags - Madison. Color Dark Brown. Low Stock. On sale for $90.00. MSRP $100.00.. 3.0 out of 5 stars

10 left in stock

Brown Deer Stags Madison

Brown Deer Stags Madison

+2

Brand Name: Deer Stags
Product Name: Madison
Gender: Men's
Color: Dark Brown
Price: $90.00MSRP: $100.00
Rating: 3Rated 3 stars out of 5(2)

ECCO - Grainer Chukka Boot. Color Camel. On sale for $129.99. MSRP $190.00.. 4.0 out of 5 stars

Tan ECCO Grainer Chukka Boot

Tan ECCO Grainer Chukka Boot

+2

Brand Name: ECCO
Product Name: Grainer Chukka Boot
Gender: Men's
Color: Camel
Price: $129.99MSRP: $190.00
Rating: 4Rated 4 stars out of 5(1)

Ariat - Ridgeback Venttek Western Boot. Color Georgia Clay. $199.95. 4.4 out of 5 stars

Brown Ariat Ridgeback Venttek Western Boot

Brown Ariat Ridgeback Venttek Western Boot

+2 colors/patterns

Brand Name: Ariat
Product Name: Ridgeback Venttek Western Boot
Gender: Men's
Color: Georgia Clay
Price: $199.95
Rating: 4Rated 4 stars out of 5(15)

Polo Ralph Lauren - Oslo Chelsea. Color Light Beige. On sale for $146.33. MSRP $178.00.. 3.0 out of 5 stars

Beige Polo Ralph Lauren Oslo Chelsea

Beige Polo Ralph Lauren Oslo Chelsea

+2 colors/patterns

Brand Name: Polo Ralph Lauren
Product Name: Oslo Chelsea
Gender: Men's
Color: Light Beige
Price: $146.33MSRP: $178.00
Rating: 3Rated 3 stars out of 5(1)

Clarks - Morris Easy. Color Black Leather. On sale for $116.96. MSRP $130.00.. 3.0 out of 5 stars

Black Clarks Morris Easy

Black Clarks Morris Easy

+2

Brand Name: Clarks
Product Name: Morris Easy
Gender: Men's
Color: Black Leather
Price: $116.96MSRP: $130.00
Rating: 3Rated 3 stars out of 5(4)

PIKOLINOS - Bristol M7J-4184. Color Black. $189.95. 4.0 out of 5 stars

Black PIKOLINOS Bristol M7J-4184

Black PIKOLINOS Bristol M7J-4184

+2

Brand Name: PIKOLINOS
Product Name: Bristol M7J-4184
Gender: Men's
Color: Black
Price: $189.95
Rating: 4Rated 4 stars out of 5(1)

Johnston & Murphy - Kelton Plain Toe Boot. Color Mahogany Full Grain. On sale for $89.90. MSRP $155.00.. 5.0 out of 5 stars

Brown Johnston & Murphy Kelton Plain Toe Boot

Brown Johnston & Murphy Kelton Plain Toe Boot

Brand Name: Johnston & Murphy
Product Name: Kelton Plain Toe Boot
Gender: Men's
Color: Mahogany Full Grain
Price: $89.90MSRP: $155.00
Rating: 5Rated 5 stars out of 5(5)

DC - Reach. Color Wheat/Black. On sale for $154.58. MSRP $180.00..

Multi DC Reach

Multi DC Reach

+3

Brand Name: DC
Product Name: Reach
Gender: Men's
Color: Wheat/Black
Price: $154.58MSRP: $180.00
Rating

OluKai - Lae'ahi Li'lli. Color Stone/Stone. On sale for $140.00. MSRP $160.00.. 4.3 out of 5 stars

Taupe OluKai Lae'ahi Li'lli

Taupe OluKai Lae'ahi Li'lli

+3

Brand Name: OluKai
Product Name: Lae'ahi Li'lli
Gender: Men's
Color: Stone/Stone
Price: $140.00MSRP: $160.00
Rating: 4Rated 4 stars out of 5(116)

OluKai - Papaku 'Ili. Color Mustang/Mustang. Low Stock. $160.00. 4.2 out of 5 stars

1 left in stock

Brown OluKai Papaku 'Ili

Brown OluKai Papaku 'Ili

+3

Brand Name: OluKai
Product Name: Papaku 'Ili
Gender: Men's
Color: Mustang/Mustang
Price: $160.00
Rating: 4Rated 4 stars out of 5(5)

Sperry - A/O Plushwave Lug Chukka. Color Black 2. $139.95. 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: $139.95
Rating: 4Rated 4 stars out of 5(33)

DC - Mutiny WR. Color Wheat/Black 1. On sale for $92.53. MSRP $110.00.. 5.0 out of 5 stars

Brown DC Mutiny WR

Brown DC Mutiny WR

Brand Name: DC
Product Name: Mutiny WR
Gender: Men's
Color: Wheat/Black 1
Price: $92.53MSRP: $110.00
Rating: 5Rated 5 stars out of 5(2)

Nunn Bush - 1912 Waterproof Plain Toe Boot. Color Black. On sale for $89.95. 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: $89.95MSRP: $115.00
Rating: 3Rated 3 stars out of 5(2)

Durango - Maverick XP 11" STOE. Color Gator Print. $195.95. 1.0 out of 5 stars

Black Durango Maverick XP 11" STOE

Black Durango Maverick XP 11" STOE

Brand Name: Durango
Product Name: Maverick XP 11" STOE
Gender: Men's
Color: Gator Print
Price: $195.95
Rating: 1Rated 1 star out of 5(1)

PIKOLINOS - Teruel M6N-8149C1. Color Brandy. Low Stock. On sale for $207.00. MSRP $230.00..

3 left in stock

Brown PIKOLINOS Teruel M6N-8149C1

Brown PIKOLINOS Teruel M6N-8149C1

Brand Name: PIKOLINOS
Product Name: Teruel M6N-8149C1
Gender: Men's
Color: Brandy
Price: $207.00MSRP: $230.00
Rating

FootJoy - Contour Casual Golf Shoes. Color White/Grey. $129.95. 4.4 out of 5 stars

White FootJoy Contour Casual Golf Shoes

White FootJoy Contour Casual Golf Shoes

+2

Brand Name: FootJoy
Product Name: Contour Casual Golf Shoes
Gender: Men's
Color: White/Grey
Price: $129.95
Rating: 4Rated 4 stars out of 5(767)

PIKOLINOS - Avila M1T-3205. Color Black. $189.95. 5.0 out of 5 stars

Black PIKOLINOS Avila M1T-3205

Black PIKOLINOS Avila M1T-3205

+2

Brand Name: PIKOLINOS
Product Name: Avila M1T-3205
Gender: Men's
Color: Black
Price: $189.95
Rating: 5Rated 5 stars out of 5(1)

PIKOLINOS - Canet M7V-4138. Color Black. $189.95. 1.0 out of 5 stars

Black PIKOLINOS Canet M7V-4138

Black PIKOLINOS Canet M7V-4138

+2

Brand Name: PIKOLINOS
Product Name: Canet M7V-4138
Gender: Men's
Color: Black
Price: $189.95
Rating: 1Rated 1 star out of 5(1)

Timberland - Arbor Road Waterproof Boot. Color Wheat Full Grain. On sale for $151.80. MSRP $220.00.. 4.0 out of 5 stars

Brown Timberland Arbor Road Waterproof Boot

Brown Timberland Arbor Road Waterproof Boot

+2

Brand Name: Timberland
Product Name: Arbor Road Waterproof Boot
Gender: Men's
Color: Wheat Full Grain
Price: $151.80MSRP: $220.00
Rating: 4Rated 4 stars out of 5(28)

Clarks - Un Shire Hi Waterproof. Color Dark Brown Leather. On sale for $97.34. MSRP $160.00.. 3.0 out of 5 stars

Brown Clarks Un Shire Hi Waterproof

Brown Clarks Un Shire Hi Waterproof

Brand Name: Clarks
Product Name: Un Shire Hi Waterproof
Gender: Men's
Color: Dark Brown Leather
Price: $97.34MSRP: $160.00
Rating: 3Rated 3 stars out of 5(1)

Forsake - Phil Chelsea. Color Gray. $145.00.

Gray Forsake Phil Chelsea

Gray Forsake Phil Chelsea

+2

Brand Name: Forsake
Product Name: Phil Chelsea
Gender: Men's
Color: Gray
Price: $145.00
Rating

Columbia - Trailstorm™ Ascend Waterproof. Color Kettle/Elderberry. $89.95. 4.1 out of 5 stars

Gray Columbia Trailstorm™ Ascend Waterproof

Gray Columbia Trailstorm™ Ascend Waterproof

+2

Brand Name: Columbia
Product Name: Trailstorm™ Ascend Waterproof
Gender: Men's
Color: Kettle/Elderberry
Price: $89.95
Rating: 4Rated 4 stars out of 5(20)

Dockers - Turner. Color Black. On sale for $50.05. MSRP $80.00.. 5.0 out of 5 stars

Black Dockers Turner

Black Dockers Turner

Brand Name: Dockers
Product Name: Turner
Gender: Men's
Color: Black
Price: $50.05MSRP: $80.00
Rating: 5Rated 5 stars out of 5(1)

Lacoste - Lineshot 223 2 SMA. Color White/Burgundy. $130.00.

White Lacoste Lineshot 223 2 SMA

White Lacoste Lineshot 223 2 SMA

+2

Brand Name: Lacoste
Product Name: Lineshot 223 2 SMA
Gender: Men's
Color: White/Burgundy
Price: $130.00
Rating

Columbia - Landroamer™ Explorer Waterproof. Color Black/Dark Grey. On sale for $105.00. MSRP $140.00.. 5.0 out of 5 stars

Black Columbia Landroamer™ Explorer Waterproof

Black Columbia Landroamer™ Explorer Waterproof

+3

Brand Name: Columbia
Product Name: Landroamer™ Explorer Waterproof
Gender: Men's
Color: Black/Dark Grey
Price: $105.00MSRP: $140.00
Rating: 5Rated 5 stars out of 5(3)

Columbia - Landroamer™ Scout. Color Espresso II/Warp Red. On sale for $90.00. MSRP $120.00.. 4.3 out of 5 stars

Tan Columbia Landroamer™ Scout

Tan Columbia Landroamer™ Scout

+2

Brand Name: Columbia
Product Name: Landroamer™ Scout
Gender: Men's
Color: Espresso II/Warp Red
Price: $90.00MSRP: $120.00
Rating: 4Rated 4 stars out of 5(20)

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

KEEN Utility - Camden 6" Waterproof Composite Toe. Color Black/Black. $214.95.

Black KEEN Utility Camden 6" Waterproof Composite Toe

Black KEEN Utility Camden 6" Waterproof Composite Toe

+2

Brand Name: KEEN Utility
Product Name: Camden 6" Waterproof Composite Toe
Gender: Men's
Color: Black/Black
Price: $214.95
Rating

Johnston & Murphy - Kelton Chelsea. Color Black Full Grain. Low Stock. On sale for $139.50. MSRP $155.00.. 3.0 out of 5 stars

5 left in stock

Black Johnston & Murphy Kelton Chelsea

Black Johnston & Murphy Kelton Chelsea

Brand Name: Johnston & Murphy
Product Name: Kelton Chelsea
Gender: Men's
Color: Black Full Grain
Price: $139.50MSRP: $155.00
Rating: 3Rated 3 stars out of 5(1)

Red Wing Heritage - Classic Chelsea. Color Black Harness. $329.99. 4.8 out of 5 stars

Black Red Wing Heritage Classic Chelsea

Black Red Wing Heritage Classic Chelsea

+3

Brand Name: Red Wing Heritage
Product Name: Classic Chelsea
Gender: Men's
Color: Black Harness
Price: $329.99
Rating: 5Rated 5 stars out of 5(10)

KEEN Utility - Cincinnati 90 Degree 8" Waterproof. Color Belgian/Sandshell. $204.95.

Brown KEEN Utility Cincinnati 90 Degree 8" Waterproof

Brown KEEN Utility Cincinnati 90 Degree 8" Waterproof

Brand Name: KEEN Utility
Product Name: Cincinnati 90 Degree 8" Waterproof
Gender: Men's
Color: Belgian/Sandshell
Price: $204.95
Rating

KEEN Utility - Independence 8" Waterproof Soft Toe. Color Dark Earth/Black. $199.95. 3.7 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: $199.95
Rating: 4Rated 4 stars out of 5(3)

Vince - Erik. Color Black. Low Stock. On sale for $395.00. MSRP $450.00..

9 left in stock

Black Vince Erik

Black Vince Erik

Brand Name: Vince
Product Name: Erik
Gender: Men's
Color: Black
Price: $395.00MSRP: $450.00
Rating

KEEN Utility - Arvada. Color Black/Black. On sale for $109.95. MSRP $120.00.. 2.9 out of 5 stars

Black KEEN Utility Arvada

Black KEEN Utility Arvada

+4

Brand Name: KEEN Utility
Product Name: Arvada
Gender: Men's
Color: Black/Black
Price: $109.95MSRP: $120.00
Rating: 3Rated 3 stars out of 5(19)

Polo Ralph Lauren - Train 89Vly. Color Blue. $148.00. 5.0 out of 5 stars

Blue Polo Ralph Lauren Train 89Vly

Blue Polo Ralph Lauren Train 89Vly

Brand Name: Polo Ralph Lauren
Product Name: Train 89Vly
Gender: Men's
Color: Blue
Price: $148.00
Rating: 5Rated 5 stars out of 5(2)

Emerica - Romero Laced High X Biltwell. Color Black/Gum. Low Stock. On sale for $69.97. MSRP $100.00..

3 left in stock

Black Emerica Romero Laced High X Biltwell

Black Emerica Romero Laced High X Biltwell

Brand Name: Emerica
Product Name: Romero Laced High X Biltwell
Gender: Men's
Color: Black/Gum
Price: $69.97MSRP: $100.00
Rating

SAS - High Street. Color Smores. $234.95. 4.5 out of 5 stars

Black SAS High Street

Black SAS High Street

+7

Brand Name: SAS
Product Name: High Street
Gender: Men's
Color: Smores
Price: $234.95
Rating: 5Rated 5 stars out of 5(95)

Sperry - A/O Lug 3-Eye. Color Navy 2. $129.95. 4.2 out of 5 stars

Navy Sperry A/O Lug 3-Eye

Navy Sperry A/O Lug 3-Eye

+1

Brand Name: Sperry
Product Name: A/O Lug 3-Eye
Gender: Men's
Color: Navy 2
Price: $129.95
Rating: 4Rated 4 stars out of 5(13)

Florsheim - Rucci Moc Toe Tassel Loafer. Color Black. $129.95. 4.8 out of 5 stars

Black Florsheim Rucci Moc Toe Tassel Loafer

Black Florsheim Rucci Moc Toe Tassel Loafer

+2

Brand Name: Florsheim
Product Name: Rucci Moc Toe Tassel Loafer
Gender: Men's
Color: Black
Price: $129.95
Rating: 5Rated 5 stars out of 5(17)

Johnston & Murphy - XC4 Stanton 2.0 Moc Toe Lace-Up. Color Black. $174.95.

Black Johnston & Murphy XC4 Stanton 2.0 Moc Toe Lace-Up

Black Johnston & Murphy XC4 Stanton 2.0 Moc Toe Lace-Up

Brand Name: Johnston & Murphy
Product Name: XC4 Stanton 2.0 Moc Toe Lace-Up
Gender: Men's
Color: Black
Price: $174.95
Rating

Calvin Klein - Rex. Color White/Black. On sale for $66.75. MSRP $89.00..

White Calvin Klein Rex

White Calvin Klein Rex

Brand Name: Calvin Klein
Product Name: Rex
Gender: Men's
Color: White/Black
Price: $66.75MSRP: $89.00
Rating

Florsheim - Rucci Plain Toe Gore Boot. Color Cognac. $139.95. 4.8 out of 5 stars

Tan Florsheim Rucci Plain Toe Gore Boot

Tan Florsheim Rucci Plain Toe Gore Boot

+2

Brand Name: Florsheim
Product Name: Rucci Plain Toe Gore Boot
Gender: Men's
Color: Cognac
Price: $139.95
Rating: 5Rated 5 stars out of 5(25)

Ariat - Sport Rodeo Western Boot. Color Crazy Crunch Tan/Determined Orange. $179.95. 4.8 out of 5 stars

Tan Ariat Sport Rodeo Western Boot

Tan Ariat Sport Rodeo Western Boot

Brand Name: Ariat
Product Name: Sport Rodeo Western Boot
Gender: Men's
Color: Crazy Crunch Tan/Determined Orange
Price: $179.95
Rating: 5Rated 5 stars out of 5(13)

. Florsheim - Midtown Plain Toe Zipper Boot. Color Cognac. $134.95. 4.6 out of 5 stars

Tan Florsheim Midtown Plain Toe Zipper Boot

Tan Florsheim Midtown Plain Toe Zipper Boot

+1

Brand Name: Florsheim
Product Name: Midtown Plain Toe Zipper Boot
Gender: Men's
Color: Cognac
Price: $134.95
Rating: 5Rated 5 stars out of 5(453)

Lacoste - Carnaby Pro CGR 223 1 SMA. Color White/Navy. $120.00.

Navy Lacoste Carnaby Pro CGR 223 1 SMA

Navy Lacoste Carnaby Pro CGR 223 1 SMA

Brand Name: Lacoste
Product Name: Carnaby Pro CGR 223 1 SMA
Gender: Men's
Color: White/Navy
Price: $120.00
Rating

TOMS - Travel Lite Loafer. Color Forged Iron. On sale for $62.85. MSRP $89.95.. 3.0 out of 5 stars

Taupe TOMS Travel Lite Loafer

Taupe TOMS Travel Lite Loafer

Brand Name: TOMS
Product Name: Travel Lite Loafer
Gender: Men's
Color: Forged Iron
Price: $62.85MSRP: $89.95
Rating: 3Rated 3 stars out of 5(1)

Polo Ralph Lauren - Heritage Court II Sneaker. Color Brown. $110.00. 4.4 out of 5 stars

Brown Polo Ralph Lauren Heritage Court II Sneaker

Brown Polo Ralph Lauren Heritage Court II Sneaker

Brand Name: Polo Ralph Lauren
Product Name: Heritage Court II Sneaker
Gender: Men's
Color: Brown
Price: $110.00
Rating: 4Rated 4 stars out of 5(10)

Polo Ralph Lauren - Masters Court. Color White. $168.00.

White Polo Ralph Lauren Masters Court

White Polo Ralph Lauren Masters Court

Brand Name: Polo Ralph Lauren
Product Name: Masters Court
Gender: Men's
Color: White
Price: $168.00
Rating

Florsheim - Zaffiro Moc Toe Penny Loafer. Color Cognac. $129.95. 5.0 out of 5 stars

Tan Florsheim Zaffiro Moc Toe Penny Loafer

Tan Florsheim Zaffiro Moc Toe Penny Loafer

+2

Brand Name: Florsheim
Product Name: Zaffiro Moc Toe Penny Loafer
Gender: Men's
Color: Cognac
Price: $129.95
Rating: 5Rated 5 stars out of 5(8)

ECCO - Street Tray Dress Sneaker. Color Black. On sale for $149.96. MSRP $200.00.. 3.0 out of 5 stars

Black ECCO Street Tray Dress Sneaker

Black ECCO Street Tray Dress Sneaker

Brand Name: ECCO
Product Name: Street Tray Dress Sneaker
Gender: Men's
Color: Black
Price: $149.96MSRP: $200.00
Rating: 3Rated 3 stars out of 5(1)

Teva - Terrawave Sneaker. Color Blanc. $149.95. 3.8 out of 5 stars

White Teva Terrawave Sneaker

White Teva Terrawave Sneaker

+2

Brand Name: Teva
Product Name: Terrawave Sneaker
Gender: Unisex
Color: Blanc
Price: $149.95
Rating: 4Rated 4 stars out of 5(14)

4 of 8

1 2 345…8Next Page

Get on the List

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