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

Size 8.5 Ankle Moisture Wicking Boots

52 items found

Sort By

Your Selections

Search Results

Wolverine - Overpass Mid Composite. Color Summer Brown. On sale for $164.95. MSRP $180.00.. 4.0 out of 5 stars

Brown Wolverine Overpass Mid Composite

Brown Wolverine Overpass Mid Composite

Brand Name: Wolverine
Product Name: Overpass Mid Composite
Gender: Men's
Color: Summer Brown
Price: $164.95MSRP: $180.00
Rating: 4Rated 4 stars out of 5(98)

Timberland PRO - Keele Ridge Steel Safety Toe Wateproof. Color Brown. On sale for $109.95. MSRP $125.00.. 4.5 out of 5 stars

Brown Timberland PRO Keele Ridge Steel Safety Toe Wateproof

Brown Timberland PRO Keele Ridge Steel Safety Toe Wateproof

Brand Name: Timberland PRO
Product Name: Keele Ridge Steel Safety Toe Wateproof
Gender: Men's
Color: Brown
Price: $109.95MSRP: $125.00
Rating: 4Rated 4 stars out of 5(48)

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

Black Florsheim Midtown Plain Toe Zipper Boot

Black Florsheim Midtown Plain Toe Zipper Boot

+1

Brand Name: Florsheim
Product Name: Midtown Plain Toe Zipper Boot
Gender: Men's
Color: Black Smooth
Price: $134.95
Rating: 5Rated 5 stars out of 5(449)

Caterpillar - 2nd Shift. Color Black. $109.95. 3.8 out of 5 stars

Black Caterpillar 2nd Shift

Black Caterpillar 2nd Shift

+4

Brand Name: Caterpillar
Product Name: 2nd Shift
Gender: Men's
Color: Black
Price: $109.95
Rating: 4Rated 4 stars out of 5(92)

PUMA Safety - Conquest 7" EH. Color Wheat. On sale for $159.95. MSRP $170.00.. 4.0 out of 5 stars

Tan PUMA Safety Conquest 7" EH

Tan PUMA Safety Conquest 7" EH

Brand Name: PUMA Safety
Product Name: Conquest 7" EH
Gender: Men's
Color: Wheat
Price: $159.95MSRP: $170.00
Rating: 4Rated 4 stars out of 5(51)

Salomon - Quest 4 GTX®. Color Magnet/Black/Quarry. $229.95. 3.7 out of 5 stars

Black Salomon Quest 4 GTX®

Black Salomon Quest 4 GTX®

+2

Brand Name: Salomon
Product Name: Quest 4 GTX®
Gender: Men's
Color: Magnet/Black/Quarry
Price: $229.95
Rating: 4Rated 4 stars out of 5(466)

Danner - Mountain 600 4.5". Color Rich Brown. $209.95. 4.7 out of 5 stars

Brown Danner Mountain 600 4.5"

Brown Danner Mountain 600 4.5"

+6

Brand Name: Danner
Product Name: Mountain 600 4.5"
Gender: Men's
Color: Rich Brown
Price: $209.95
Rating: 5Rated 5 stars out of 5(86)

Twisted X Work - MDMST03. Color Charcoal. $144.95. 4.0 out of 5 stars

Gray Twisted X Work MDMST03

Gray Twisted X Work MDMST03

Brand Name: Twisted X Work
Product Name: MDMST03
Gender: Men's
Color: Charcoal
Price: $144.95
Rating: 4Rated 4 stars out of 5(4)

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

+5

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)

Ariat - Wexford Waterproof. Color Dark Brown. $199.95. 4.7 out of 5 stars

Brown Ariat Wexford Waterproof

Brown Ariat Wexford Waterproof

+2

Brand Name: Ariat
Product Name: Wexford Waterproof
Gender: Men's
Color: Dark Brown
Price: $199.95
Rating: 5Rated 5 stars out of 5(181)

Red Wing Heritage - Weekend Chukka. Color Copper Rough & Tough. $249.99. 4.3 out of 5 stars

Tan Red Wing Heritage Weekend Chukka

Tan Red Wing Heritage Weekend Chukka

Brand Name: Red Wing Heritage
Product Name: Weekend Chukka
Gender: Men's
Color: Copper Rough & Tough
Price: $249.99
Rating: 4Rated 4 stars out of 5(48)

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

Black Timberland 6" Premium Waterproof Boot

+3

Brand Name: Timberland
Product Name: 6" Premium Waterproof Boot
Gender: Men's
Color: Black Nubuck
Price: $198.00MSRP: $210.00
Rating: 5Rated 5 stars out of 5(4916)

PUMA Safety - Conquest Waterproof Composite Toe EH Zip. Color Brown. On sale for $159.95. MSRP $170.00.. 4.4 out of 5 stars

Brown PUMA Safety Conquest Waterproof Composite Toe EH Zip

Brown PUMA Safety Conquest Waterproof Composite Toe EH Zip

+2

Brand Name: PUMA Safety
Product Name: Conquest Waterproof Composite Toe EH Zip
Gender: Men's
Color: Brown
Price: $159.95MSRP: $170.00
Rating: 4Rated 4 stars out of 5(36)

Twisted X Work - MXCC001. Color Distressed Saddle. $189.95. 3.7 out of 5 stars

Tan Twisted X Work MXCC001

Tan Twisted X Work MXCC001

Brand Name: Twisted X Work
Product Name: MXCC001
Gender: Men's
Color: Distressed Saddle
Price: $189.95
Rating: 4Rated 4 stars out of 5(29)

Twisted X - MDM0003. Color Bomber. $129.95. 4.5 out of 5 stars

Bone Twisted X MDM0003

Bone Twisted X MDM0003

Brand Name: Twisted X
Product Name: MDM0003
Gender: Men's
Color: Bomber
Price: $129.95
Rating: 5Rated 5 stars out of 5(24)

Born - Harrison. Color Black Full Grain. $135.00. 4.3 out of 5 stars

Black Born Harrison

Black Born Harrison

Brand Name: Born
Product Name: Harrison
Gender: Men's
Color: Black Full Grain
Price: $135.00
Rating: 4Rated 4 stars out of 5(111)

Florsheim - Lodge Cap Toe Lace-Up Boot. Color Brown Crazy Horse. On sale for $99.95. MSRP $140.00.. 4.6 out of 5 stars

Brown Florsheim Lodge Cap Toe Lace-Up Boot

Brown Florsheim Lodge Cap Toe Lace-Up Boot

+3

Brand Name: Florsheim
Product Name: Lodge Cap Toe Lace-Up Boot
Gender: Men's
Color: Brown Crazy Horse
Price: $99.95MSRP: $140.00
Rating: 5Rated 5 stars out of 5(154)

Twisted X Work - MDMST01. Color Brown. $144.95. 5.0 out of 5 stars

Brown Twisted X Work MDMST01

Brown Twisted X Work MDMST01

Brand Name: Twisted X Work
Product Name: MDMST01
Gender: Men's
Color: Brown
Price: $144.95
Rating: 5Rated 5 stars out of 5(2)

Clarks - Desert Trek. Color Beeswax. On sale for $143.90. MSRP $150.00.. 4.5 out of 5 stars

Brown Clarks Desert Trek

Brown Clarks Desert Trek

+3

Brand Name: Clarks
Product Name: Desert Trek
Gender: Men's
Color: Beeswax
Price: $143.90MSRP: $150.00
Rating: 5Rated 5 stars out of 5(101)

Oboz - Bridger BDRY. Color Sudan. $200.00. 4.4 out of 5 stars

Tan Oboz Bridger BDRY

Tan Oboz Bridger BDRY

Brand Name: Oboz
Product Name: Bridger BDRY
Gender: Men's
Color: Sudan
Price: $200.00
Rating: 4Rated 4 stars out of 5(157)

Red Wing Heritage - Classic Chelsea. Color Hawthorne Muleskinner. $299.99. 4.8 out of 5 stars

Khaki Red Wing Heritage Classic Chelsea

Khaki Red Wing Heritage Classic Chelsea

+2

Brand Name: Red Wing Heritage
Product Name: Classic Chelsea
Gender: Men's
Color: Hawthorne Muleskinner
Price: $299.99
Rating: 5Rated 5 stars out of 5(10)

Ariat - Midtown Rambler. Color Barn Brown. $159.95. 4.4 out of 5 stars

Brown Ariat Midtown Rambler

Brown Ariat Midtown Rambler

+2 colors/patterns

Brand Name: Ariat
Product Name: Midtown Rambler
Gender: Men's
Color: Barn Brown
Price: $159.95
Rating: 4Rated 4 stars out of 5(251)

Twisted X Work - MDMSM01. Color Peanut. $149.95.

Brown Twisted X Work MDMSM01

Brown Twisted X Work MDMSM01

Brand Name: Twisted X Work
Product Name: MDMSM01
Gender: Men's
Color: Peanut
Price: $149.95
Rating

Carolina - 8'' 28 Series Waterproof. Color Kharthoum Cigar. On sale for $194.99. MSRP $204.00.. 5.0 out of 5 stars

Brown Carolina 8'' 28 Series Waterproof

Brown Carolina 8'' 28 Series Waterproof

Brand Name: Carolina
Product Name: 8'' 28 Series Waterproof
Gender: Men's
Color: Kharthoum Cigar
Price: $194.99MSRP: $204.00
Rating: 5Rated 5 stars out of 5(1)

Vasque - Sundowner GTX. Color Red Oak. $250.00. 4.3 out of 5 stars

Brown Vasque Sundowner GTX

Brown Vasque Sundowner GTX

Brand Name: Vasque
Product Name: Sundowner GTX
Gender: Men's
Color: Red Oak
Price: $250.00
Rating: 4Rated 4 stars out of 5(156)

Twisted X Work - MDMST02. Color Distressed Saddle/Neon Yellow. $144.95. 4.3 out of 5 stars

Tan Twisted X Work MDMST02

Tan Twisted X Work MDMST02

Brand Name: Twisted X Work
Product Name: MDMST02
Gender: Men's
Color: Distressed Saddle/Neon Yellow
Price: $144.95
Rating: 4Rated 4 stars out of 5(3)

Twisted X Work - MXCC004. Color Mossy Oak/Bomber. $169.95. 3.5 out of 5 stars

Brown Twisted X Work MXCC004

Brown Twisted X Work MXCC004

Brand Name: Twisted X Work
Product Name: MXCC004
Gender: Men's
Color: Mossy Oak/Bomber
Price: $169.95
Rating: 3Rated 3 stars out of 5(41)

Johnston & Murphy - XC Flex Raleigh Cap Toe Zip. Color Black Full Grain. $185.00. 4.4 out of 5 stars

Black Johnston & Murphy XC Flex Raleigh Cap Toe Zip

Black Johnston & Murphy XC Flex Raleigh Cap Toe Zip

+2

Brand Name: Johnston & Murphy
Product Name: XC Flex Raleigh Cap Toe Zip
Gender: Men's
Color: Black Full Grain
Price: $185.00
Rating: 4Rated 4 stars out of 5(127)

Eastland 1955 Edition - Lace Up Boots. Color Peanut Leather. On sale for $94.95. MSRP $135.00.. 4.2 out of 5 stars

Tan Eastland 1955 Edition Lace Up Boots

Tan Eastland 1955 Edition Lace Up Boots

+5

Brand Name: Eastland 1955 Edition
Product Name: Lace Up Boots
Gender: Men's
Color: Peanut Leather
Price: $94.95MSRP: $135.00
Rating: 4Rated 4 stars out of 5(52)

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)

Red Wing Heritage - Weekend Chelsea. Color Copper Rough & Tough Leather. $259.99. 4.1 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(21)

Florsheim - Lodge Plain Toe Chukka Boot. Color Chestnut Smooth. $129.95. 4.5 out of 5 stars

Brown Florsheim Lodge Plain Toe Chukka Boot

Brown Florsheim Lodge Plain Toe Chukka Boot

+3

Brand Name: Florsheim
Product Name: Lodge Plain Toe Chukka Boot
Gender: Men's
Color: Chestnut Smooth
Price: $129.95
Rating: 5Rated 5 stars out of 5(107)

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)

Drew - Trek Waterproof Boot. Color Black Nubuck. On sale for $179.95. MSRP $295.00.. 4.1 out of 5 stars

Black Drew Trek Waterproof Boot

Black Drew Trek Waterproof Boot

Brand Name: Drew
Product Name: Trek Waterproof Boot
Gender: Men's
Color: Black Nubuck
Price: $179.95MSRP: $295.00
Rating: 4Rated 4 stars out of 5(35)

Wolverine - Reforce 6" Waterproof Composite Toe. Color Black. On sale for $154.95. MSRP $170.00..

Black Wolverine Reforce 6" Waterproof Composite Toe

Black Wolverine Reforce 6" Waterproof Composite Toe

+2

Brand Name: Wolverine
Product Name: Reforce 6" Waterproof Composite Toe
Gender: Men's
Color: Black
Price: $154.95MSRP: $170.00
Rating

Blundstone - BL500 Original 500 Chelsea Boot. Color Stout Brown. $209.95. 4.4 out of 5 stars

Brown Blundstone BL500 Original 500 Chelsea Boot

Brown Blundstone BL500 Original 500 Chelsea Boot

Brand Name: Blundstone
Product Name: BL500 Original 500 Chelsea Boot
Gender: Unisex
Color: Stout Brown
Price: $209.95
Rating: 4Rated 4 stars out of 5(399)

Wolverine Heritage - Guide UltraSpring Waterproof Hiking Boot. Color Bison. Low Stock. $165.00.

7 left in stock

Brown Wolverine Heritage Guide UltraSpring Waterproof Hiking Boot

Brown Wolverine Heritage Guide UltraSpring Waterproof Hiking Boot

+2

Brand Name: Wolverine Heritage
Product Name: Guide UltraSpring Waterproof Hiking Boot
Gender: Men's
Color: Bison
Price: $165.00
Rating

Twisted X - MDM0080. Color Rubberized Brown. $129.95. 2.0 out of 5 stars

Brown Twisted X MDM0080

Brown Twisted X MDM0080

Brand Name: Twisted X
Product Name: MDM0080
Gender: Men's
Color: Rubberized Brown
Price: $129.95
Rating: 2Rated 2 stars out of 5(1)

Twisted X - MDM0049. Color Bomber. $129.95. 4.0 out of 5 stars

Bone Twisted X MDM0049

Bone Twisted X MDM0049

Brand Name: Twisted X
Product Name: MDM0049
Gender: Men's
Color: Bomber
Price: $129.95
Rating: 4Rated 4 stars out of 5(4)

Twisted X - MCA0007. Color Oiled Saddle. $164.95. 3.7 out of 5 stars

Tan Twisted X MCA0007

Tan Twisted X MCA0007

Brand Name: Twisted X
Product Name: MCA0007
Gender: Men's
Color: Oiled Saddle
Price: $164.95
Rating: 4Rated 4 stars out of 5(3)

Twisted X - MCA0013. Color Oiled Saddle. $159.95.

Tan Twisted X MCA0013

Tan Twisted X MCA0013

Brand Name: Twisted X
Product Name: MCA0013
Gender: Men's
Color: Oiled Saddle
Price: $159.95
Rating

Twisted X - MXC0001. Color Brown. $149.95. 4.4 out of 5 stars

Brown Twisted X MXC0001

Brown Twisted X MXC0001

Brand Name: Twisted X
Product Name: MXC0001
Gender: Men's
Color: Brown
Price: $149.95
Rating: 4Rated 4 stars out of 5(7)

Twisted X - MDM0019. Color Bomber/Neon Orange. $129.95. 4.9 out of 5 stars

Brown Twisted X MDM0019

Brown Twisted X MDM0019

Brand Name: Twisted X
Product Name: MDM0019
Gender: Men's
Color: Bomber/Neon Orange
Price: $129.95
Rating: 5Rated 5 stars out of 5(7)

L.L.Bean - Stonington Boots Moc Toe. Color Black. Low Stock. $149.00. 4.7 out of 5 stars

9 left in stock

Black L.L.Bean Stonington Boots Moc Toe

Black L.L.Bean Stonington Boots Moc Toe

+2

Brand Name: L.L.Bean
Product Name: Stonington Boots Moc Toe
Gender: Men's
Color: Black
Price: $149.00
Rating: 5Rated 5 stars out of 5(355)

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)

Twisted X Work - MCAS001. Color Oiled Saddle. Low Stock. $169.95.

1 left in stock

Tan Twisted X Work MCAS001

Tan Twisted X Work MCAS001

Brand Name: Twisted X Work
Product Name: MCAS001
Gender: Men's
Color: Oiled Saddle
Price: $169.95
Rating

Lowa - Tibet GTX Hi. Color Sepia Black. Low Stock. $450.00. 4.8 out of 5 stars

7 left in stock

Brown Lowa Tibet GTX Hi

Brown Lowa Tibet GTX Hi

Brand Name: Lowa
Product Name: Tibet GTX Hi
Gender: Men's
Color: Sepia Black
Price: $450.00
Rating: 5Rated 5 stars out of 5(9)

KEEN Utility - Cincinnati 90 Degree 6" Waterproof Soft Toe. Color Tuscan Red/Sandshell. $189.95.

Brown KEEN Utility Cincinnati 90 Degree 6" Waterproof Soft Toe

Brown KEEN Utility Cincinnati 90 Degree 6" Waterproof Soft Toe

Brand Name: KEEN Utility
Product Name: Cincinnati 90 Degree 6" Waterproof Soft Toe
Gender: Men's
Color: Tuscan Red/Sandshell
Price: $189.95
Rating

Twisted X - MCA0018. Color Dust/Brown. $129.95. 4.7 out of 5 stars

Brown Twisted X MCA0018

Brown Twisted X MCA0018

Brand Name: Twisted X
Product Name: MCA0018
Gender: Men's
Color: Dust/Brown
Price: $129.95
Rating: 5Rated 5 stars out of 5(3)

Twisted X - MDM0014. Color Copper. $129.95. 5.0 out of 5 stars

Bronze Twisted X MDM0014

Bronze Twisted X MDM0014

Brand Name: Twisted X
Product Name: MDM0014
Gender: Men's
Color: Copper
Price: $129.95
Rating: 5Rated 5 stars out of 5(5)

Wolverine - Wilderness 8" Tactical Boot. Color Coyote. On sale for $141.59. MSRP $155.00..

Silver Wolverine Wilderness 8" Tactical Boot

Silver Wolverine Wilderness 8" Tactical Boot

Brand Name: Wolverine
Product Name: Wilderness 8" Tactical Boot
Gender: Men's
Color: Coyote
Price: $141.59MSRP: $155.00
Rating

Twisted X - MHK0011. Color Brown. $159.95. 4.8 out of 5 stars

Brown Twisted X MHK0011

Brown Twisted X MHK0011

Brand Name: Twisted X
Product Name: MHK0011
Gender: Men's
Color: Brown
Price: $159.95
Rating: 5Rated 5 stars out of 5(5)

Get on the List

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