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

Size 8.5 Ankle Insulated Boots

52 items found

Sort By

Your Selections

Search Results

Timberland PRO - Boondock. Color Brown 7. On sale for $199.95. MSRP $220.00.. 4.3 out of 5 stars

Brown Timberland PRO Boondock

Brown Timberland PRO Boondock

+2

Brand Name: Timberland PRO
Product Name: Boondock
Gender: Men's
Color: Brown 7
Price: $199.95MSRP: $220.00
Rating: 4Rated 4 stars out of 5(579)

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 - Explorer Next™ Boot Waterproof. Color Velvet Tan/Tobacco. On sale for $65.08. MSRP $155.00.. 3.2 out of 5 stars

Brown SOREL Explorer Next™ Boot Waterproof

Brown SOREL Explorer Next™ Boot Waterproof

+3

Brand Name: SOREL
Product Name: Explorer Next™ Boot Waterproof
Gender: Men's
Color: Velvet Tan/Tobacco
Price: $65.08MSRP: $155.00
Rating: 3Rated 3 stars out of 5(13)

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)

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 $84.76. 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: $84.76MSRP: $139.00
Rating: 5Rated 5 stars out of 5(147)

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)

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)

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)

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)

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)

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)

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 - 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)

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)

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)

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 - Cortland. Color Black/Grey. $149.95. 4.0 out of 5 stars

Black Propet Cortland

Black Propet Cortland

Brand Name: Propet
Product Name: Cortland
Gender: Men's
Color: Black/Grey
Price: $149.95
Rating: 4Rated 4 stars out of 5(1)

Merrell - Moab Adventure Chelsea Polar Waterproof. Color Black. Low Stock. $139.70. 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: $139.70
Rating: 4Rated 4 stars out of 5(353)

Wolverine - 6" DuraShocks® Insulated WP Boot. Color Stone. On sale for $174.95. MSRP $190.00.. 4.0 out of 5 stars

White Wolverine 6" DuraShocks® Insulated WP Boot

White Wolverine 6" DuraShocks® Insulated WP Boot

Brand Name: Wolverine
Product Name: 6" DuraShocks® Insulated WP Boot
Gender: Men's
Color: Stone
Price: $174.95MSRP: $190.00
Rating: 4Rated 4 stars out of 5(35)

Sperry - Cold Bay. Color Black. On sale for $79.91. 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: $79.91MSRP: $130.00
Rating: 5Rated 5 stars out of 5(127)

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

8 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)

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)

Merrell - Thermo Chill Mid Waterproof. Color Boulder. $129.95. 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: $129.95
Rating: 4Rated 4 stars out of 5(40)

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)

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)

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)

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)

Pajar CANADA - Guzman. Color Dark Brown. Low Stock. On sale for $130.47. 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: $130.47MSRP: $225.00
Rating

Helly Hansen - Garibaldi V3. Color Tobacco Brown/Espresso/Natural. $160.00. 3.9 out of 5 stars

Brown Helly Hansen Garibaldi V3

Brown Helly Hansen Garibaldi V3

+2

Brand Name: Helly Hansen
Product Name: Garibaldi V3
Gender: Men's
Color: Tobacco Brown/Espresso/Natural
Price: $160.00
Rating: 4Rated 4 stars out of 5(18)

Sperry - Duck Float Zip. Color Olive. $94.90. 3.7 out of 5 stars

Olive Sperry Duck Float Zip

Olive Sperry Duck Float Zip

+3

Brand Name: Sperry
Product Name: Duck Float Zip
Gender: Men's
Color: Olive
Price: $94.90
Rating: 4Rated 4 stars out of 5(10)

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

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)

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)

Propet - Blizzard Work. Color Brown/Black. $129.95. 3.9 out of 5 stars

Brown Propet Blizzard Work

Brown Propet Blizzard Work

Brand Name: Propet
Product Name: Blizzard Work
Gender: Men's
Color: Brown/Black
Price: $129.95
Rating: 4Rated 4 stars out of 5(10)

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)

MOON BOOT - Moon Boot® Classic Low 2. Color Yellow. Low Stock. $194.95. 4.3 out of 5 stars

4 left in stock

Yellow MOON BOOT Moon Boot® Classic Low 2

Yellow MOON BOOT Moon Boot® Classic Low 2

Brand Name: MOON BOOT
Product Name: Moon Boot® Classic Low 2
Gender: Unisex
Color: Yellow
Price: $194.95
Rating: 4Rated 4 stars out of 5(7)

Vans - Standard Mid MTE. Color Benny Urban Marshmallow/Burgundy. Low Stock. On sale for $77.97. MSRP $150.00.. 3.5 out of 5 stars

6 left in stock

White Vans Standard Mid MTE

White Vans Standard Mid MTE

+6

Brand Name: Vans
Product Name: Standard Mid MTE
Gender: Unisex
Color: Benny Urban Marshmallow/Burgundy
Price: $77.97MSRP: $150.00
Rating: 4Rated 4 stars out of 5(95)

DC - Navigator. Color Black/Black/Black 1. Low Stock. On sale for $112.50. 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: $112.50MSRP: $125.00
Rating: 2Rated 2 stars out of 5(1)

Columbia - Fairbanks Omni-Heat. Color Graphite/Dark Moss. On sale for $65.00. MSRP $125.00.. 4.4 out of 5 stars

Gray Columbia Fairbanks Omni-Heat

Gray Columbia Fairbanks Omni-Heat

+3

Brand Name: Columbia
Product Name: Fairbanks Omni-Heat
Gender: Men's
Color: Graphite/Dark Moss
Price: $65.00MSRP: $125.00
Rating: 4Rated 4 stars out of 5(786)

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. $119.95. 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: $119.95
Rating: 4Rated 4 stars out of 5(316)

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)

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)

etnies - Jones MTW. Color Black/Brown. Low Stock. On sale for $100.46. MSRP $149.99..

3 left in stock

Black etnies Jones MTW

Black etnies Jones MTW

Brand Name: etnies
Product Name: Jones MTW
Gender: Men's
Color: Black/Brown
Price: $100.46MSRP: $149.99
Rating

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

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)

Rocky - Multi Trax 8" RT Camo 800 GM. Color Brown. Low Stock. $127.00. 2.3 out of 5 stars

1 left in stock

Brown Rocky Multi Trax 8" RT Camo 800 GM

Brown Rocky Multi Trax 8" RT Camo 800 GM

Brand Name: Rocky
Product Name: Multi Trax 8" RT Camo 800 GM
Gender: Men's
Color: Brown
Price: $127.00
Rating: 2Rated 2 stars out of 5(3)

Get on the List

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