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

Size 8.5 Insulated Leather Shoes

53 items found

Sort By

Your Selections

Search Results

Wolverine - Tarmac Comp Toe 6" Boot. Color Black. On sale for $164.95. MSRP $180.00.. 4.2 out of 5 stars

Black Wolverine Tarmac Comp Toe 6" Boot

Black Wolverine Tarmac Comp Toe 6" Boot

Brand Name: Wolverine
Product Name: Tarmac Comp Toe 6" Boot
Gender: Men's
Color: Black
Price: $164.95MSRP: $180.00
Rating: 4Rated 4 stars out of 5(50)

. SOREL - Caribou™. Color Buff. On sale for $90.00. MSRP $200.00.. 4.2 out of 5 stars

Tan SOREL Caribou™

Tan SOREL Caribou™

+2

Brand Name: SOREL
Product Name: Caribou™
Gender: Men's
Color: Buff
Price: $90.00MSRP: $200.00
Rating: 4Rated 4 stars out of 5(663)

KEEN - Anchorage Boot III Waterproof. Color Dark Earth/Mulch. $159.95. 4.1 out of 5 stars

Brown KEEN Anchorage Boot III Waterproof

Brown KEEN Anchorage Boot III Waterproof

+2

Brand Name: KEEN
Product Name: Anchorage Boot III Waterproof
Gender: Men's
Color: Dark Earth/Mulch
Price: $159.95
Rating: 4Rated 4 stars out of 5(152)

ACE Work Boots - Pike Chill. Color Black. $129.98. 3.2 out of 5 stars

Black ACE Work Boots Pike Chill

Black ACE Work Boots Pike Chill

Brand Name: ACE Work Boots
Product Name: Pike Chill
Gender: Men's
Color: Black
Price: $129.98
Rating: 3Rated 3 stars out of 5(8)

UGG - Butte. Color Black Leather. $239.95. 4.7 out of 5 stars

Black UGG Butte

Black UGG Butte

+2

Brand Name: UGG
Product Name: Butte
Gender: Men's
Color: Black Leather
Price: $239.95
Rating: 5Rated 5 stars out of 5(1382)

The North Face - Chilkat V Cognito Waterproof. Color TNF Black/TNF Black. Low Stock. On sale for $79.20. MSRP $139.00.. 4.7 out of 5 stars

1 left in stock

Black The North Face Chilkat V Cognito Waterproof

Black The North Face Chilkat V Cognito Waterproof

Brand Name: The North Face
Product Name: Chilkat V Cognito Waterproof
Gender: Men's
Color: TNF Black/TNF Black
Price: $79.20MSRP: $139.00
Rating: 5Rated 5 stars out of 5(147)

Chippewa - Birkhead Tough Bark. Color Tough Bark. $229.95. 5.0 out of 5 stars

Brown Chippewa Birkhead Tough Bark

Brown Chippewa Birkhead Tough Bark

Brand Name: Chippewa
Product Name: Birkhead Tough Bark
Gender: Men's
Color: Tough Bark
Price: $229.95
Rating: 5Rated 5 stars out of 5(3)

Chippewa - Sador. Color Buff Crazy Horse. $209.95. 4.4 out of 5 stars

Brown Chippewa Sador

Brown Chippewa Sador

Brand Name: Chippewa
Product Name: Sador
Gender: Men's
Color: Buff Crazy Horse
Price: $209.95
Rating: 4Rated 4 stars out of 5(5)

Chippewa - Hador. Color Tough Bark. $209.95. 5.0 out of 5 stars

Brown Chippewa Hador

Brown Chippewa Hador

Brand Name: Chippewa
Product Name: Hador
Gender: Men's
Color: Tough Bark
Price: $209.95
Rating: 5Rated 5 stars out of 5(1)

Chippewa - 8" Bay Apache Insulated Waterproof Steel Toe Logger. Color Brown. $299.95. 4.8 out of 5 stars

Brown Chippewa 8" Bay Apache Insulated Waterproof Steel Toe Logger

Brown Chippewa 8" Bay Apache Insulated Waterproof Steel Toe Logger

Brand Name: Chippewa
Product Name: 8" Bay Apache Insulated Waterproof Steel Toe Logger
Gender: Men's
Color: Brown
Price: $299.95
Rating: 5Rated 5 stars out of 5(27)

KEEN - Revel IV Chelsea. Color Black/Black. Low Stock. On sale for $102.00. MSRP $170.00.. 3.2 out of 5 stars

8 left in stock

Black KEEN Revel IV Chelsea

Black KEEN Revel IV Chelsea

+2

Brand Name: KEEN
Product Name: Revel IV Chelsea
Gender: Men's
Color: Black/Black
Price: $102.00MSRP: $170.00
Rating: 3Rated 3 stars out of 5(6)

Vans - Standard MTE Snow Boot. Color Black/White 21. On sale for $139.35. MSRP $169.99.. 4.4 out of 5 stars

Black Vans Standard MTE Snow Boot

Black Vans Standard MTE Snow Boot

Brand Name: Vans
Product Name: Standard MTE Snow Boot
Gender: Men's
Color: Black/White 21
Price: $139.35MSRP: $169.99
Rating: 4Rated 4 stars out of 5(51)

Sperry - Avenue Duck Boot. Color Tan/Brown. $119.95. 4.1 out of 5 stars

Tan Sperry Avenue Duck Boot

Tan Sperry Avenue Duck Boot

+2

Brand Name: Sperry
Product Name: Avenue Duck Boot
Gender: Men's
Color: Tan/Brown
Price: $119.95
Rating: 4Rated 4 stars out of 5(215)

Merrell - Coldpack 3 Thermo Tall Zip Waterproof. Color Black. Low Stock. $189.95. 3.7 out of 5 stars

7 left in stock

Black Merrell Coldpack 3 Thermo Tall Zip Waterproof

Black Merrell Coldpack 3 Thermo Tall Zip Waterproof

+2

Brand Name: Merrell
Product Name: Coldpack 3 Thermo Tall Zip Waterproof
Gender: Men's
Color: Black
Price: $189.95
Rating: 4Rated 4 stars out of 5(34)

Propet - Blizzard Tall Zip. Color Brown/Black. $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: $134.95
Rating: 5Rated 5 stars out of 5(10)

Merrell - Thermo Chill Mid Waterproof. Color Boulder. On sale for $96.99. MSRP $130.00.. 4.3 out of 5 stars

Beige Merrell Thermo Chill Mid Waterproof

Beige Merrell Thermo Chill Mid Waterproof

Brand Name: Merrell
Product Name: Thermo Chill Mid Waterproof
Gender: Men's
Color: Boulder
Price: $96.99MSRP: $130.00
Rating: 4Rated 4 stars out of 5(40)

Timberland PRO - Boondock 6" Composite Safety Toe Waterproof. Color Brown Oiled Distressed Leather. On sale for $199.95. MSRP $220.00.. 4.3 out of 5 stars

Brown Timberland PRO Boondock 6" Composite Safety Toe Waterproof

+2

Brand Name: Timberland PRO
Product Name: Boondock 6" Composite Safety Toe Waterproof
Gender: Men's
Color: Brown Oiled Distressed Leather
Price: $199.95MSRP: $220.00
Rating: 4Rated 4 stars out of 5(579)

UGG - City Butte. Color Dune 1. On sale for $75.98. MSRP $189.95.. 4.1 out of 5 stars

Khaki UGG City Butte

Khaki UGG City Butte

+3

Brand Name: UGG
Product Name: City Butte
Gender: Men's
Color: Dune 1
Price: $75.98MSRP: $189.95
Rating: 4Rated 4 stars out of 5(12)

KEEN - Revel IV High Polar. Color Magnet/Red Carpet. Low Stock. $199.95. 5.0 out of 5 stars

7 left in stock

Gray KEEN Revel IV High Polar

Gray KEEN Revel IV High Polar

+2

Brand Name: KEEN
Product Name: Revel IV High Polar
Gender: Men's
Color: Magnet/Red Carpet
Price: $199.95
Rating: 5Rated 5 stars out of 5(3)

Thorogood - American Heritage 8" Waterproof Insulated Safety. Color Crazy Horse. On sale for $305.00. MSRP $325.00.. 5.0 out of 5 stars

Brown Thorogood American Heritage 8" Waterproof Insulated Safety

Brown Thorogood American Heritage 8" Waterproof Insulated Safety

Brand Name: Thorogood
Product Name: American Heritage 8" Waterproof Insulated Safety
Gender: Men's
Color: Crazy Horse
Price: $305.00MSRP: $325.00
Rating: 5Rated 5 stars out of 5(1)

Propet - Blizzard Mid Zip. Color Brown/Black. $124.95. 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: $124.95
Rating: 4Rated 4 stars out of 5(123)

Sperry - Cold Bay Boot. Color Tan/Brown. $129.95. 4.5 out of 5 stars

Tan Sperry Cold Bay Boot

Tan Sperry Cold Bay Boot

Brand Name: Sperry
Product Name: Cold Bay Boot
Gender: Men's
Color: Tan/Brown
Price: $129.95
Rating: 5Rated 5 stars out of 5(173)

Chippewa - Super DNA-9" Waterproof Insulated Steel Toe Logger. Color Tan Crazy Horse. Low Stock. $294.95.

10 left in stock

Brown Chippewa Super DNA-9" Waterproof Insulated Steel Toe Logger

Brown Chippewa Super DNA-9" Waterproof Insulated Steel Toe Logger

+2

Brand Name: Chippewa
Product Name: Super DNA-9" Waterproof Insulated Steel Toe Logger
Gender: Men's
Color: Tan Crazy Horse
Price: $294.95
Rating

Merrell - Coldpack 3 Thermo Mid Waterproof. Color Black. On sale for $159.99. MSRP $175.00.. 4.3 out of 5 stars

Black Merrell Coldpack 3 Thermo Mid Waterproof

Black Merrell Coldpack 3 Thermo Mid Waterproof

+2 colors/patterns

Brand Name: Merrell
Product Name: Coldpack 3 Thermo Mid Waterproof
Gender: Men's
Color: Black
Price: $159.99MSRP: $175.00
Rating: 4Rated 4 stars out of 5(24)

Carhartt - Ironwood Waterproof Insulated 8" Alloy Toe Work Boot. Color Brown Oiltan/Black Coated. $199.99.

Brown Carhartt Ironwood Waterproof Insulated 8" Alloy Toe Work Boot

Brown Carhartt Ironwood Waterproof Insulated 8" Alloy Toe Work Boot

Brand Name: Carhartt
Product Name: Ironwood Waterproof Insulated 8" Alloy Toe Work Boot
Gender: Men's
Color: Brown Oiltan/Black Coated
Price: $199.99
Rating

Propet - Blizzard Mid Lace. Color Brown/Black. $124.95. 4.2 out of 5 stars

Brown Propet Blizzard Mid Lace

Brown Propet Blizzard Mid Lace

+2

Brand Name: Propet
Product Name: Blizzard Mid Lace
Gender: Men's
Color: Brown/Black
Price: $124.95
Rating: 4Rated 4 stars out of 5(119)

Columbia - Expeditionist™ Shield. Color Curry/Light Brown. On sale for $106.36. MSRP $140.00..

Brown Columbia Expeditionist™ Shield

Brown Columbia Expeditionist™ Shield

+2

Brand Name: Columbia
Product Name: Expeditionist™ Shield
Gender: Men's
Color: Curry/Light Brown
Price: $106.36MSRP: $140.00
Rating

KEEN - Circadia Mid Polar. Color Steel Grey/Legion Blue. $144.95. 4.0 out of 5 stars

Gray KEEN Circadia Mid Polar

Gray KEEN Circadia Mid Polar

+2 colors/patterns

Brand Name: KEEN
Product Name: Circadia Mid Polar
Gender: Men's
Color: Steel Grey/Legion Blue
Price: $144.95
Rating: 4Rated 4 stars out of 5(3)

UGG - Burleigh Boot. Color Chestnut. $179.95. 4.8 out of 5 stars

Brown UGG Burleigh Boot

Brown UGG Burleigh Boot

Brand Name: UGG
Product Name: Burleigh Boot
Gender: Men's
Color: Chestnut
Price: $179.95
Rating: 5Rated 5 stars out of 5(8)

Helly Hansen - Garibaldi V3. Color New Wheat/Black/Soccer Gum. Low Stock. On sale for $96.00. MSRP $160.00.. 3.9 out of 5 stars

7 left in stock

Taupe Helly Hansen Garibaldi V3

Taupe Helly Hansen Garibaldi V3

+2

Brand Name: Helly Hansen
Product Name: Garibaldi V3
Gender: Men's
Color: New Wheat/Black/Soccer Gum
Price: $96.00MSRP: $160.00
Rating: 4Rated 4 stars out of 5(18)

Thorogood - American Heritage 6" Waterproof Insulated. Color Crazy Horse. On sale for $285.00. MSRP $305.00.. 5.0 out of 5 stars

Brown Thorogood American Heritage 6" Waterproof Insulated

Brown Thorogood American Heritage 6" Waterproof Insulated

Brand Name: Thorogood
Product Name: American Heritage 6" Waterproof Insulated
Gender: Men's
Color: Crazy Horse
Price: $285.00MSRP: $305.00
Rating: 5Rated 5 stars out of 5(1)

SALEWA - Alp Mate Winter Mid WP. Color Onyx/Black. Low Stock. $199.95. 5.0 out of 5 stars

6 left in stock

Black SALEWA Alp Mate Winter Mid WP

Black SALEWA Alp Mate Winter Mid WP

Brand Name: SALEWA
Product Name: Alp Mate Winter Mid WP
Gender: Men's
Color: Onyx/Black
Price: $199.95
Rating: 5Rated 5 stars out of 5(1)

Sperry - Cold Bay. Color Black. On sale for $79.87. MSRP $130.00.. 4.5 out of 5 stars

Black Sperry Cold Bay

Black Sperry Cold Bay

Brand Name: Sperry
Product Name: Cold Bay
Gender: Men's
Color: Black
Price: $79.87MSRP: $130.00
Rating: 5Rated 5 stars out of 5(127)

Chippewa - Valdor. Color Buff Crazy Horse. $209.95. 2.7 out of 5 stars

Brown Chippewa Valdor

Brown Chippewa Valdor

Brand Name: Chippewa
Product Name: Valdor
Gender: Men's
Color: Buff Crazy Horse
Price: $209.95
Rating: 3Rated 3 stars out of 5(3)

Merrell - Moab Adventure Chelsea Polar Waterproof. Color Black. Low Stock. $139.90. 4.4 out of 5 stars

5 left in stock

Black Merrell Moab Adventure Chelsea Polar Waterproof

Black Merrell Moab Adventure Chelsea Polar Waterproof

Brand Name: Merrell
Product Name: Moab Adventure Chelsea Polar Waterproof
Gender: Men's
Color: Black
Price: $139.90
Rating: 4Rated 4 stars out of 5(353)

Columbia - Bugaboot™ Celsius Plus. Color Black/Graphite. On sale for $140.11. MSRP $170.00.. 4.6 out of 5 stars

Black Columbia Bugaboot™ Celsius Plus

Black Columbia Bugaboot™ Celsius Plus

Brand Name: Columbia
Product Name: Bugaboot™ Celsius Plus
Gender: Men's
Color: Black/Graphite
Price: $140.11MSRP: $170.00
Rating: 5Rated 5 stars out of 5(39)

Columbia - Bugaboot III. Color Graphite/Black. Low Stock. On sale for $110.35. MSRP $120.00.. 4.3 out of 5 stars

4 left in stock

Gray Columbia Bugaboot III

Gray Columbia Bugaboot III

Brand Name: Columbia
Product Name: Bugaboot III
Gender: Men's
Color: Graphite/Black
Price: $110.35MSRP: $120.00
Rating: 4Rated 4 stars out of 5(316)

Vans - Standard Mid MTE. Color Gray/Black. On sale for $134.95. MSRP $150.00.. 3.5 out of 5 stars

Gray Vans Standard Mid MTE

Gray Vans Standard Mid MTE

+6

Brand Name: Vans
Product Name: Standard Mid MTE
Gender: Unisex
Color: Gray/Black
Price: $134.95MSRP: $150.00
Rating: 4Rated 4 stars out of 5(95)

DC - Navigator. Color Black/Black/Black 1. Low Stock. On sale for $110.00. MSRP $125.00.. 2.0 out of 5 stars

3 left in stock

Black DC Navigator

Black DC Navigator

+2

Brand Name: DC
Product Name: Navigator
Gender: Men's
Color: Black/Black/Black 1
Price: $110.00MSRP: $125.00
Rating: 2Rated 2 stars out of 5(1)

Merrell - Coldpack 3 Thermo Tall Zip Waterproof. Color Black. $189.95. 4.2 out of 5 stars

Black Merrell Coldpack 3 Thermo Tall Zip Waterproof

Black Merrell Coldpack 3 Thermo Tall Zip Waterproof

Brand Name: Merrell
Product Name: Coldpack 3 Thermo Tall Zip Waterproof
Gender: Women's
Color: Black
Price: $189.95
Rating: 4Rated 4 stars out of 5(9)

Pajar CANADA - Guzman. Color Dark Brown. Low Stock. On sale for $119.22. MSRP $225.00..

7 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: $119.22MSRP: $225.00
Rating

Pajar CANADA - Fireburst. Color Black. Low Stock. On sale for $175.00. MSRP $195.00..

8 left in stock

Black Pajar CANADA Fireburst

Black Pajar CANADA Fireburst

Brand Name: Pajar CANADA
Product Name: Fireburst
Gender: Men's
Color: Black
Price: $175.00MSRP: $195.00
Rating

Pajar CANADA - Ganner. Color Black. Low Stock. $179.95.

1 left in stock

Black Pajar CANADA Ganner

Black Pajar CANADA Ganner

Brand Name: Pajar CANADA
Product Name: Ganner
Gender: Men's
Color: Black
Price: $179.95
Rating

Pajar CANADA - Trooper 3.0. Color Black. $189.95. 3.0 out of 5 stars

Black Pajar CANADA Trooper 3.0

Black Pajar CANADA Trooper 3.0

+3

Brand Name: Pajar CANADA
Product Name: Trooper 3.0
Gender: Men's
Color: Black
Price: $189.95
Rating: 3Rated 3 stars out of 5(2)

Baffin - Tavern. Color Brown. Low Stock. On sale for $143.50. MSRP $205.00..

6 left in stock

Brown Baffin Tavern

Brown Baffin Tavern

+2

Brand Name: Baffin
Product Name: Tavern
Gender: Men's
Color: Brown
Price: $143.50MSRP: $205.00
Rating

Thorogood - American Heritage 8" Waterproof Insulated. Color Crazy Horse. On sale for $295.00. MSRP $315.00.. 5.0 out of 5 stars

Brown Thorogood American Heritage 8" Waterproof Insulated

Brown Thorogood American Heritage 8" Waterproof Insulated

Brand Name: Thorogood
Product Name: American Heritage 8" Waterproof Insulated
Gender: Men's
Color: Crazy Horse
Price: $295.00MSRP: $315.00
Rating: 5Rated 5 stars out of 5(1)

Hoss - Hudson 6" Boot. Color Brown. $149.95. 3.0 out of 5 stars

Brown Hoss Hudson 6" Boot

Brown Hoss Hudson 6" Boot

Brand Name: Hoss
Product Name: Hudson 6" Boot
Gender: Men's
Color: Brown
Price: $149.95
Rating: 3Rated 3 stars out of 5(2)

Roper - Air Light Romeo. Color Brown Tumbled Leather. Low Stock. $91.99. 3.7 out of 5 stars

1 left in stock

Brown Roper Air Light Romeo

Brown Roper Air Light Romeo

Brand Name: Roper
Product Name: Air Light Romeo
Gender: Men's
Color: Brown Tumbled Leather
Price: $91.99
Rating: 4Rated 4 stars out of 5(3)

KEEN - Revel 4 Mid Height Polar Insulated Waterproof. Color Black/Magnet. Low Stock. $179.95. 4.4 out of 5 stars

2 left in stock

Silver KEEN Revel 4 Mid Height Polar Insulated Waterproof

Silver KEEN Revel 4 Mid Height Polar Insulated Waterproof

Brand Name: KEEN
Product Name: Revel 4 Mid Height Polar Insulated Waterproof
Gender: Men's
Color: Black/Magnet
Price: $179.95
Rating: 4Rated 4 stars out of 5(14)

KEEN Utility - 8" Independence WP. Color Dark Earth/Black. $204.95. 4.0 out of 5 stars

Brown KEEN Utility 8" Independence WP

Brown KEEN Utility 8" Independence WP

Brand Name: KEEN Utility
Product Name: 8" Independence WP
Gender: Men's
Color: Dark Earth/Black
Price: $204.95
Rating: 4Rated 4 stars out of 5(2)

Merrell - Moab 3 Thermo Mid WP. Color Earth. Low Stock. $159.95. 4.6 out of 5 stars

4 left in stock

Brown Merrell Moab 3 Thermo Mid WP

Brown Merrell Moab 3 Thermo Mid WP

Brand Name: Merrell
Product Name: Moab 3 Thermo Mid WP
Gender: Men's
Color: Earth
Price: $159.95
Rating: 5Rated 5 stars out of 5(139)

Thorogood - American Heritage 6" Waterproof Insulated Safety. Color Crazy Horse. On sale for $295.00. MSRP $315.00..

Brown Thorogood American Heritage 6" Waterproof Insulated Safety

Brown Thorogood American Heritage 6" Waterproof Insulated Safety

Brand Name: Thorogood
Product Name: American Heritage 6" Waterproof Insulated Safety
Gender: Men's
Color: Crazy Horse
Price: $295.00MSRP: $315.00
Rating

Rocky - Mountain Stalker 10" RT Camo Waterproof 800 GMS. Color Brown. Low Stock. On sale for $222.00. MSRP $232.00.. 3.7 out of 5 stars

1 left in stock

Brown Rocky Mountain Stalker 10" RT Camo Waterproof 800 GMS

Brown Rocky Mountain Stalker 10" RT Camo Waterproof 800 GMS

Brand Name: Rocky
Product Name: Mountain Stalker 10" RT Camo Waterproof 800 GMS
Gender: Men's
Color: Brown
Price: $222.00MSRP: $232.00
Rating: 4Rated 4 stars out of 5(11)

Get on the List

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