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

Size 8.5 Water Resistant Closed Toe Comfort Shoes

48 items found

Sort By

Your Selections

Search Results

Dunham - Captain. Color Tan Leather. $139.95. 4.5 out of 5 stars

Tan Dunham Captain

Tan Dunham Captain

+5

Brand Name: Dunham
Product Name: Captain
Gender: Men's
Color: Tan Leather
Price: $139.95
Rating: 5Rated 5 stars out of 5(612)

Red Wing Heritage - 6" Moc Toe. Color Copper Rough & Tough. $329.99. 4.5 out of 5 stars

Tan Red Wing Heritage 6" Moc Toe

Tan Red Wing Heritage 6" Moc Toe

+7

Brand Name: Red Wing Heritage
Product Name: 6" Moc Toe
Gender: Men's
Color: Copper Rough & Tough
Price: $329.99
Rating: 5Rated 5 stars out of 5(259)

Johnston & Murphy - McGuffey Casual Plain Toe Sneaker. Color Brown Oiled Full Grain. On sale for $83.85. MSRP $128.95. 35% off. 4.4 out of 5 stars

Brown Johnston & Murphy McGuffey Casual Plain Toe Sneaker

Brown Johnston & Murphy McGuffey Casual Plain Toe Sneaker

Brand Name: Johnston & Murphy
Product Name: McGuffey Casual Plain Toe Sneaker
Gender: Men's
Color: Brown Oiled Full Grain
Price: $83.85MSRP: $128.9535% OFF
Rating: 4Rated 4 stars out of 5(968)

Johnston & Murphy - McGuffey Casual Slip-on Sneaker. Color Tan Oiled Full Grain. On sale for $99.90. MSRP $128.95. 23% off. 4.6 out of 5 stars

Tan Johnston & Murphy McGuffey Casual Slip-on Sneaker

Tan Johnston & Murphy McGuffey Casual Slip-on Sneaker

Brand Name: Johnston & Murphy
Product Name: McGuffey Casual Slip-on Sneaker
Gender: Men's
Color: Tan Oiled Full Grain
Price: $99.90MSRP: $128.9523% OFF
Rating: 5Rated 5 stars out of 5(2211)

Johnston & Murphy - McGuffey Woven Casual Slip-On Sneaker. Color Tan Full Grain. On sale for $99.90. MSRP $145.00. 31% off. 4.6 out of 5 stars

Tan Johnston & Murphy McGuffey Woven Casual Slip-On Sneaker

Tan Johnston & Murphy McGuffey Woven Casual Slip-On Sneaker

Brand Name: Johnston & Murphy
Product Name: McGuffey Woven Casual Slip-On Sneaker
Gender: Men's
Color: Tan Full Grain
Price: $99.90MSRP: $145.0031% OFF
Rating: 5Rated 5 stars out of 5(2290)

Dunham - Windsor Waterproof. Color Black Waterproof Milled Leather. $149.95. 4.4 out of 5 stars

Black Dunham Windsor Waterproof

Black Dunham Windsor Waterproof

Brand Name: Dunham
Product Name: Windsor Waterproof
Gender: Men's
Color: Black Waterproof Milled Leather
Price: $149.95
Rating: 4Rated 4 stars out of 5(368)

SAS - Guardian Slip-Resistant Comfort Lace Up. Color Black. $214.95. 4.7 out of 5 stars

Black SAS Guardian Slip-Resistant Comfort Lace Up

Black SAS Guardian Slip-Resistant Comfort Lace Up

Brand Name: SAS
Product Name: Guardian Slip-Resistant Comfort Lace Up
Gender: Men's
Color: Black
Price: $214.95
Rating: 5Rated 5 stars out of 5(114)

Florsheim - Norwalk Side Zip Boot. Color Black Crazy Horse. $149.95. 4.5 out of 5 stars

Black Florsheim Norwalk Side Zip Boot

Black Florsheim Norwalk Side Zip Boot

+2

Brand Name: Florsheim
Product Name: Norwalk Side Zip Boot
Gender: Men's
Color: Black Crazy Horse
Price: $149.95
Rating: 4Rated 4 stars out of 5(115)

Cole Haan - Berkshire Lug Chukka Boot. Color Dark Sequoia/Natural. Low Stock. $239.95. 4.5 out of 5 stars

Low Stock

Brown Cole Haan Berkshire Lug Chukka Boot

Brown Cole Haan Berkshire Lug Chukka Boot

+7

Brand Name: Cole Haan
Product Name: Berkshire Lug Chukka Boot
Gender: Men's
Color: Dark Sequoia/Natural
Price: $239.95
Rating: 5Rated 5 stars out of 5(25)

Red Wing Heritage - 6" Moc Toe Lug. Color Briar Oil Slick. $319.99. 4.7 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(42)

Rockport - Northfield Waterproof Boot. Color Black. On sale for $89.95. MSRP $140.00. 36% off. 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: $89.95MSRP: $140.0036% OFF
Rating: 4Rated 4 stars out of 5(209)

VIONIC - Walker. Color Black. Low Stock. On sale for $84.00. MSRP $120.00. 30% off. 4.0 out of 5 stars

Low Stock

Black VIONIC Walker

Black VIONIC Walker

+3

Brand Name: VIONIC
Product Name: Walker
Gender: Men's
Color: Black
Price: $84.00MSRP: $120.0030% OFF
Rating: 4Rated 4 stars out of 5(540)

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

Brown Red Wing Heritage Classic Chelsea

Brown Red Wing Heritage Classic Chelsea

+3

Brand Name: Red Wing Heritage
Product Name: Classic Chelsea
Gender: Men's
Color: Amber Harness
Price: $299.99
Rating: 5Rated 5 stars out of 5(13)

SKECHERS Work - Summits - Colsin. Color Black. On sale for $73.00. MSRP $75.00. 3% off. 4.1 out of 5 stars

Black SKECHERS Work Summits - Colsin

Black SKECHERS Work Summits - Colsin

Brand Name: SKECHERS Work
Product Name: Summits - Colsin
Gender: Men's
Color: Black
Price: $73.00MSRP: $75.003% OFF
Rating: 4Rated 4 stars out of 5(261)

Orthofeet - Yari Hands-Free. Color Black. On sale for $119.99. MSRP $152.95. 22% off. 3.8 out of 5 stars

Black Orthofeet Yari Hands-Free

Black Orthofeet Yari Hands-Free

+3

Brand Name: Orthofeet
Product Name: Yari Hands-Free
Gender: Men's
Color: Black
Price: $119.99MSRP: $152.9522% OFF
Rating: 4Rated 4 stars out of 5(25)

Johnston & Murphy Collection - Jenson Plain Toe. Color Tan European Calfskin. $274.95. 4.1 out of 5 stars

Brown Johnston & Murphy Collection Jenson Plain Toe

Brown Johnston & Murphy Collection Jenson Plain Toe

+4

Brand Name: Johnston & Murphy Collection
Product Name: Jenson Plain Toe
Gender: Men's
Color: Tan European Calfskin
Price: $274.95
Rating: 4Rated 4 stars out of 5(24)

Columbia - Newton Ridge™ BC. Color Ash Brown/Waterfall. On sale for $86.16. MSRP $100.00. 14% off. 3.9 out of 5 stars

Brown Columbia Newton Ridge™ BC

Brown Columbia Newton Ridge™ BC

+2

Brand Name: Columbia
Product Name: Newton Ridge™ BC
Gender: Men's
Color: Ash Brown/Waterfall
Price: $86.16MSRP: $100.0014% OFF
Rating: 4Rated 4 stars out of 5(23)

Ariat - Ridgeback Venttek Western Boot. Color Rich Brown. On sale for $139.97. MSRP $199.95. 30% off. 4.2 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: Rich Brown
Price: $139.97MSRP: $199.9530% OFF
Rating: 4Rated 4 stars out of 5(28)

Red Wing Heritage - Weekend Chelsea. Color Copper Rough & Tough Leather. $259.99. 4.0 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(22)

Carhartt - Frontier Water Resistant Chelsea. Color Mossy Brown. $129.99. 3.9 out of 5 stars

Brown Carhartt Frontier Water Resistant Chelsea

Brown Carhartt Frontier Water Resistant Chelsea

Brand Name: Carhartt
Product Name: Frontier Water Resistant Chelsea
Gender: Men's
Color: Mossy Brown
Price: $129.99
Rating: 4Rated 4 stars out of 5(17)

TOMS - Navi Travel Lite Oxford. Color Water-Resistant Black. On sale for $108.00. MSRP $119.95. 10% off. 3.9 out of 5 stars

Black TOMS Navi Travel Lite Oxford

Black TOMS Navi Travel Lite Oxford

+3

Brand Name: TOMS
Product Name: Navi Travel Lite Oxford
Gender: Men's
Color: Water-Resistant Black
Price: $108.00MSRP: $119.9510% OFF
Rating: 4Rated 4 stars out of 5(9)

Mephisto - Pitt. Color Dark Brown Nevada. Low Stock. $479.00. 3.7 out of 5 stars

Low Stock

Brown Mephisto Pitt

Brown Mephisto Pitt

Brand Name: Mephisto
Product Name: Pitt
Gender: Men's
Color: Dark Brown Nevada
Price: $479.00
Rating: 4Rated 4 stars out of 5(13)

Carhartt - Frontier Water Resistant Steel Toe Chelsea. Color Brown. $139.99. 4.5 out of 5 stars

Brown Carhartt Frontier Water Resistant Steel Toe Chelsea

Brown Carhartt Frontier Water Resistant Steel Toe Chelsea

Brand Name: Carhartt
Product Name: Frontier Water Resistant Steel Toe Chelsea
Gender: Men's
Color: Brown
Price: $139.99
Rating: 5Rated 5 stars out of 5(6)

Birkenstock - QO400 Professional. Color White. $160.00. 3.6 out of 5 stars

White Birkenstock QO400 Professional

White Birkenstock QO400 Professional

Brand Name: Birkenstock
Product Name: QO400 Professional
Gender: Unisex
Color: White
Price: $160.00
Rating: 4Rated 4 stars out of 5(18)

Dockers - Warden Plain Toe Oxford. Color Black Soft Oiled Crazyhorse. On sale for $59.95. MSRP $90.00. 33% off. 4.4 out of 5 stars

Black Dockers Warden Plain Toe Oxford

Black Dockers Warden Plain Toe Oxford

+2

Brand Name: Dockers
Product Name: Warden Plain Toe Oxford
Gender: Men's
Color: Black Soft Oiled Crazyhorse
Price: $59.95MSRP: $90.0033% OFF
Rating: 4Rated 4 stars out of 5(5)

Carhartt - Force Wr 4" Romeo Nano Toe Work Boot. Color Black Oil Tanned. $144.99. 3.7 out of 5 stars

Black Carhartt Force Wr 4" Romeo Nano Toe Work Boot

Black Carhartt Force Wr 4" Romeo Nano Toe Work Boot

Brand Name: Carhartt
Product Name: Force Wr 4" Romeo Nano Toe Work Boot
Gender: Men's
Color: Black Oil Tanned
Price: $144.99
Rating: 4Rated 4 stars out of 5(16)

Nunn Bush - Grazie Work Oxford Slip-Resistant Work Shoe Athletic Style Sneaker Lace Up. Color Black. On sale for $55.52. MSRP $84.95. 35% off. 5.0 out of 5 stars

Black Nunn Bush Grazie Work Oxford Slip-Resistant Work Shoe Athletic Style Sneaker Lace Up

Black Nunn Bush Grazie Work Oxford Slip-Resistant Work Shoe Athletic Style Sneaker Lace Up

Brand Name: Nunn Bush
Product Name: Grazie Work Oxford Slip-Resistant Work Shoe Athletic Style Sneaker Lace Up
Gender: Men's
Color: Black
Price: $55.52MSRP: $84.9535% OFF
Rating: 5Rated 5 stars out of 5(3)

Timberland PRO - Burbank Slip-On Soft Toe. Color Black. On sale for $69.95. MSRP $75.00. 7% off. 3.5 out of 5 stars

Black Timberland PRO Burbank Slip-On Soft Toe

Black Timberland PRO Burbank Slip-On Soft Toe

Brand Name: Timberland PRO
Product Name: Burbank Slip-On Soft Toe
Gender: Unisex
Color: Black
Price: $69.95MSRP: $75.007% OFF
Rating: 4Rated 4 stars out of 5(19)

SKECHERS Work - Max Cushioning Elite SR - Remma. Color Black. $110.00. 3.2 out of 5 stars

Black SKECHERS Work Max Cushioning Elite SR - Remma

Black SKECHERS Work Max Cushioning Elite SR - Remma

Brand Name: SKECHERS Work
Product Name: Max Cushioning Elite SR - Remma
Gender: Men's
Color: Black
Price: $110.00
Rating: 3Rated 3 stars out of 5(139)

Vans - MTE Ultrarange EXO. Color Brown/Black. On sale for $88.15. MSRP $105.00. 16% off. 3.1 out of 5 stars

Brown Vans MTE Ultrarange EXO

Brown Vans MTE Ultrarange EXO

+8

Brand Name: Vans
Product Name: MTE Ultrarange EXO
Gender: Unisex
Color: Brown/Black
Price: $88.15MSRP: $105.0016% OFF
Rating: 3Rated 3 stars out of 5(23)

ECCO Golf - Classic Hybrid Hydromax Golf Shoes. Color White Cow Leather. On sale for $184.00. MSRP $220.00. 16% off. 4.3 out of 5 stars

White ECCO Golf Classic Hybrid Hydromax Golf Shoes

White ECCO Golf Classic Hybrid Hydromax Golf Shoes

+2

Brand Name: ECCO Golf
Product Name: Classic Hybrid Hydromax Golf Shoes
Gender: Men's
Color: White Cow Leather
Price: $184.00MSRP: $220.0016% OFF
Rating: 4Rated 4 stars out of 5(3)

Carhartt - Frontier 6" Water Resistant Boot. Color Mossy Brown. $129.99. 4.0 out of 5 stars

Brown Carhartt Frontier 6" Water Resistant Boot

Brown Carhartt Frontier 6" Water Resistant Boot

Brand Name: Carhartt
Product Name: Frontier 6" Water Resistant Boot
Gender: Men's
Color: Mossy Brown
Price: $129.99
Rating: 4Rated 4 stars out of 5(5)

Columbia - Bahama X Slip-On. Color Grey Ice/Sea Salt. $75.00. 3.0 out of 5 stars

Gray Columbia Bahama X Slip-On

Gray Columbia Bahama X Slip-On

+4

Brand Name: Columbia
Product Name: Bahama X Slip-On
Gender: Men's
Color: Grey Ice/Sea Salt
Price: $75.00
Rating: 3Rated 3 stars out of 5(2)

Clarks - Whiddon Mid. Color Waterproof Black Leather. Low Stock. $109.95. 3.4 out of 5 stars

Low Stock

Black Clarks Whiddon Mid

Black Clarks Whiddon Mid

Brand Name: Clarks
Product Name: Whiddon Mid
Gender: Men's
Color: Waterproof Black Leather
Price: $109.95
Rating: 3Rated 3 stars out of 5(13)

Snibbs - Spacecloud 2.0. Color Eclipse Black 2. $148.99. 3.0 out of 5 stars

Black Snibbs Spacecloud 2.0

Black Snibbs Spacecloud 2.0

+5

Brand Name: Snibbs
Product Name: Spacecloud 2.0
Gender: Unisex
Color: Eclipse Black 2
Price: $148.99
Rating: 3Rated 3 stars out of 5(2)

Shoes for Crews - Holcombe. Color Black. $110.98. 4.0 out of 5 stars

Black Shoes for Crews Holcombe

Black Shoes for Crews Holcombe

Brand Name: Shoes for Crews
Product Name: Holcombe
Gender: Unisex
Color: Black
Price: $110.98
Rating: 4Rated 4 stars out of 5(2)

Shoes for Crews - Crossing. Color White. $68.98. 3.5 out of 5 stars

White Shoes for Crews Crossing

White Shoes for Crews Crossing

+2

Brand Name: Shoes for Crews
Product Name: Crossing
Gender: Men's
Color: White
Price: $68.98
Rating: 4Rated 4 stars out of 5(2)

Timberland PRO - Titan EV Oxford Composite Safety Toe Industrial Casual Work Shoe. Color Teak Trailblazer 3. On sale for $124.95. MSRP $135.00. 7% off. 2.5 out of 5 stars

Brown Timberland PRO Titan EV Oxford Composite Safety Toe Industrial Casual Work Shoe

Brown Timberland PRO Titan EV Oxford Composite Safety Toe Industrial Casual Work Shoe

Brand Name: Timberland PRO
Product Name: Titan EV Oxford Composite Safety Toe Industrial Casual Work Shoe
Gender: Men's
Color: Teak Trailblazer 3
Price: $124.95MSRP: $135.007% OFF
Rating: 3Rated 3 stars out of 5(2)

Asolo - Nuuk GV. Color Black/Black. Low Stock. $210.00. 4.0 out of 5 stars

Low Stock

Black Asolo Nuuk GV

Black Asolo Nuuk GV

Brand Name: Asolo
Product Name: Nuuk GV
Gender: Men's
Color: Black/Black
Price: $210.00
Rating: 4Rated 4 stars out of 5(1)

Sanita - Professional San Nitril Steel Toe Cap. Color Black. Low Stock. On sale for $162.90. MSRP $181.00. 10% off. 3.0 out of 5 stars

Low Stock

Black Sanita Professional San Nitril Steel Toe Cap

Black Sanita Professional San Nitril Steel Toe Cap

Brand Name: Sanita
Product Name: Professional San Nitril Steel Toe Cap
Gender: Unisex
Color: Black
Price: $162.90MSRP: $181.0010% OFF
Rating: 3Rated 3 stars out of 5(2)

PIKOLINOS - Fuencarral M4U-6113C1. Color Blue. Low Stock. On sale for $180.00. MSRP $200.00. 10% off. 2.0 out of 5 stars

Low Stock

Blue PIKOLINOS Fuencarral M4U-6113C1

Blue PIKOLINOS Fuencarral M4U-6113C1

Brand Name: PIKOLINOS
Product Name: Fuencarral M4U-6113C1
Gender: Men's
Color: Blue
Price: $180.00MSRP: $200.0010% OFF
Rating: 2Rated 2 stars out of 5(1)

Cole Haan - Hawthorne Cap Toe Oxford. Color British Tan. $119.50.

Tan Cole Haan Hawthorne Cap Toe Oxford

Tan Cole Haan Hawthorne Cap Toe Oxford

+2

Brand Name: Cole Haan
Product Name: Hawthorne Cap Toe Oxford
Gender: Men's
Color: British Tan
Price: $119.50
Rating

KEEN - Hightrail EXP Waterproof Hiking Shoes. Color Khaki/Safari. $149.95.

Black KEEN Hightrail EXP Waterproof Hiking Shoes

Black KEEN Hightrail EXP Waterproof Hiking Shoes

+2

Brand Name: KEEN
Product Name: Hightrail EXP Waterproof Hiking Shoes
Gender: Men's
Color: Khaki/Safari
Price: $149.95
Rating

Johnston & Murphy Collection - Hartley Plane Toe. Color Grey. Low Stock. On sale for $221.25. MSRP $295.00. 25% off.

Low Stock

Gray Johnston & Murphy Collection Hartley Plane Toe

Gray Johnston & Murphy Collection Hartley Plane Toe

Brand Name: Johnston & Murphy Collection
Product Name: Hartley Plane Toe
Gender: Men's
Color: Grey
Price: $221.25MSRP: $295.0025% OFF
Rating

ECCO Golf - Classic Hybrid Wing Tip Water Resistant. Color Black/White. On sale for $167.03. MSRP $220.00. 24% off.

Black ECCO Golf Classic Hybrid Wing Tip Water Resistant

Black ECCO Golf Classic Hybrid Wing Tip Water Resistant

+2

Brand Name: ECCO Golf
Product Name: Classic Hybrid Wing Tip Water Resistant
Gender: Men's
Color: Black/White
Price: $167.03MSRP: $220.0024% OFF
Rating

L.L.Bean - Trail Model X Mid Waterproof Hiker. Color Deepest Brown. $119.00.

Brown L.L.Bean Trail Model X Mid Waterproof Hiker

Brown L.L.Bean Trail Model X Mid Waterproof Hiker

+2

Brand Name: L.L.Bean
Product Name: Trail Model X Mid Waterproof Hiker
Gender: Men's
Color: Deepest Brown
Price: $119.00
Rating

Shoes for Crews - Brakly. Color Black. $94.98.

Black Shoes for Crews Brakly

Black Shoes for Crews Brakly

Brand Name: Shoes for Crews
Product Name: Brakly
Gender: Unisex
Color: Black
Price: $94.98
Rating

Red Wing Heritage - Iron Ranger Traction Tred. Color Oro Legacy. $349.99.

Brown Red Wing Heritage Iron Ranger Traction Tred

Brown Red Wing Heritage Iron Ranger Traction Tred

+2

Brand Name: Red Wing Heritage
Product Name: Iron Ranger Traction Tred
Gender: Men's
Color: Oro Legacy
Price: $349.99
Rating

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.)