GOING FAST
EXTRA 20% OFF*
Save on select styles with code EXTRA20
Shop Now
*Exclusions apply

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

Size 8.5 Ankle Comfort Brown Products

242 items found

Filters

Search Results

Nunn Bush - Ozark 2.0 Plain Toe Chukka Leather Boots. Color Brown. On sale for $89.95. MSRP $120.00. 25% off. 4.3 out of 5 stars

Brown Nunn Bush Ozark 2.0 Plain Toe Chukka Leather Boots

Brown Nunn Bush Ozark 2.0 Plain Toe Chukka Leather Boots

+3

Brand Name: Nunn Bush
Product Name: Ozark 2.0 Plain Toe Chukka Leather Boots
Gender: Men's
Color: Brown
Price: $89.95MSRP: $12025% OFF
Rating: 4Rated 4 stars out of 5(13)

Nunn Bush - Denali Plain Toe Chukka. Color Brown Crazy Horse. On sale for $89.95. MSRP $120.00. 25% off. 4.4 out of 5 stars

Brown Nunn Bush Denali Plain Toe Chukka

Brown Nunn Bush Denali Plain Toe Chukka

+2

Brand Name: Nunn Bush
Product Name: Denali Plain Toe Chukka
Gender: Men's
Color: Brown Crazy Horse
Price: $89.95MSRP: $12025% OFF
Rating: 4Rated 4 stars out of 5(107)

Nunn Bush - Karnak Plain Toe Boots Chukka. Color Brown. On sale for $89.95. MSRP $120.00. 25% off. 4.7 out of 5 stars

Brown Nunn Bush Karnak Plain Toe Boots Chukka

Brown Nunn Bush Karnak Plain Toe Boots Chukka

+1

Brand Name: Nunn Bush
Product Name: Karnak Plain Toe Boots Chukka
Gender: Men's
Color: Brown
Price: $89.95MSRP: $12025% OFF
Rating: 5Rated 5 stars out of 5(24)

Nunn Bush - Odell 2.0 Wingtip Dress Casual Chukka Leather Boots. Color Brown. On sale for $89.95. MSRP $120.00. 25% off. 4.5 out of 5 stars

Brown Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boots

Brown Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boots

+1

Brand Name: Nunn Bush
Product Name: Odell 2.0 Wingtip Dress Casual Chukka Leather Boots
Gender: Men's
Color: Brown
Price: $89.95MSRP: $12025% OFF
Rating: 4Rated 4 stars out of 5(15)

. Dunham - Cloud Waterproof. Color Brown. $169.95. 4.1 out of 5 stars

Brown Dunham Cloud Waterproof

Brown Dunham Cloud Waterproof

+4

Brand Name: Dunham
Product Name: Cloud Waterproof
Gender: Men's
Color: Brown
Price: $169.95
Rating: 4Rated 4 stars out of 5(448)

Propet - Blizzard Ankle Zip. Color Brown/Black. $139.99. 4.3 out of 5 stars

Brown Propet Blizzard Ankle Zip

Brown Propet Blizzard Ankle Zip

+2

Brand Name: Propet
Product Name: Blizzard Ankle Zip
Gender: Men's
Color: Brown/Black
Price: $139.99
Rating: 4Rated 4 stars out of 5(144)

Propet - Blizzard Mid Zip. Color Brown/Black. On sale for $119.95. MSRP $149.99. 20% off. 4.0 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: $119.95MSRP: $149.9920% OFF
Rating: 4Rated 4 stars out of 5(146)

Florsheim - Forge Plain Toe Lace Boots. Color Brown Crazy Horse. $135.00. 4.2 out of 5 stars

Brown Florsheim Forge Plain Toe Lace Boots

Brown Florsheim Forge Plain Toe Lace Boots

+3

Brand Name: Florsheim
Product Name: Forge Plain Toe Lace Boots
Gender: Men's
Color: Brown Crazy Horse
Price: $135
Rating: 4Rated 4 stars out of 5(28)

Dockers - Dylan. Color Briar. On sale for $59.97. MSRP $95.00. 37% off. 3.0 out of 5 stars

Brown Dockers Dylan

Brown Dockers Dylan

+3

Brand Name: Dockers
Product Name: Dylan
Gender: Men's
Color: Briar
Price: $59.97MSRP: $9537% OFF
Rating: 3Rated 3 stars out of 5(2)

Anodyne - No. 90 Trail Worker. Color Whiskey. $159.00. 4.2 out of 5 stars

Brown Anodyne No. 90 Trail Worker

Brown Anodyne No. 90 Trail Worker

+2

Brand Name: Anodyne
Product Name: No. 90 Trail Worker
Gender: Men's
Color: Whiskey
Price: $159
Rating: 4Rated 4 stars out of 5(24)

Propet - Ridge Walker. Color Brown. $129.99. 3.9 out of 5 stars

Brown Propet Ridge Walker

Brown Propet Ridge Walker

+3

Brand Name: Propet
Product Name: Ridge Walker
Gender: Men's
Color: Brown
Price: $129.99
Rating: 4Rated 4 stars out of 5(205)

Dockers - Thomas. Color Chestnut. On sale for $59.97. MSRP $95.00. 37% off.

Brown Dockers Thomas

Brown Dockers Thomas

+2

Brand Name: Dockers
Product Name: Thomas
Gender: Men's
Color: Chestnut
Price: $59.97MSRP: $9537% OFF
Rating

Johnston & Murphy - XC+ Durham Chelsea Boots. Color Snuff Waterproof Waxed Suede. $218.95.

Brown Johnston & Murphy XC+ Durham Chelsea Boots

Brown Johnston & Murphy XC+ Durham Chelsea Boots

+2

Brand Name: Johnston & Murphy
Product Name: XC+ Durham Chelsea Boots
Gender: Men's
Color: Snuff Waterproof Waxed Suede
Price: $218.95
Rating

Kenneth Cole - Tully Chelsea Boots. Color Medium Brown Leather. On sale for $129.50. MSRP $184.95. 30% off.

Brown Kenneth Cole Tully Chelsea Boots

Brown Kenneth Cole Tully Chelsea Boots

+2

Brand Name: Kenneth Cole
Product Name: Tully Chelsea Boots
Gender: Men's
Color: Medium Brown Leather
Price: $129.50MSRP: $184.9530% OFF
Rating

Clarks - Shepton Easy. Color Beeswax Leather. On sale for $101.50. MSRP $130.00. 22% off. 5.0 out of 5 stars

Brown Clarks Shepton Easy

Brown Clarks Shepton Easy

+2

Brand Name: Clarks
Product Name: Shepton Easy
Gender: Men's
Color: Beeswax Leather
Price: $101.50MSRP: $13022% OFF
Rating: 5Rated 5 stars out of 5(1)

Orthofeet - Dalton. Color Brown. $200.00. 3.5 out of 5 stars

Brown Orthofeet Dalton

Brown Orthofeet Dalton

+2

Brand Name: Orthofeet
Product Name: Dalton
Gender: Men's
Color: Brown
Price: $200
Rating: 4Rated 4 stars out of 5(2)

Steve Madden - Mtrenter. Color Brown. On sale for $62.99. MSRP $89.99. 30% off. 5.0 out of 5 stars

Brown Steve Madden Mtrenter

Brown Steve Madden Mtrenter

+2

Brand Name: Steve Madden
Product Name: Mtrenter
Gender: Men's
Color: Brown
Price: $62.99MSRP: $89.9930% OFF
Rating: 5Rated 5 stars out of 5(1)

Propet - Cliff Walker Medicare/HCPCS Code = A5500 Diabetic Shoe. Color Bronco Brown. $149.99. 4.3 out of 5 stars

Brown Propet Cliff Walker Medicare/HCPCS Code = A5500 Diabetic Shoe

Brown Propet Cliff Walker Medicare/HCPCS Code = A5500 Diabetic Shoe

+2 colors/patterns

Brand Name: Propet
Product Name: Cliff Walker Medicare/HCPCS Code = A5500 Diabetic Shoe
Gender: Men's
Color: Bronco Brown
Price: $149.99
Rating: 4Rated 4 stars out of 5(259)

SOREL - Slabtown 62'™ Moc Waterproof. Color Velvet Tan/Tobacco. On sale for $108.00. MSRP $180.00. 40% off. 4.1 out of 5 stars

Brown SOREL Slabtown 62'™ Moc Waterproof

Brown SOREL Slabtown 62'™ Moc Waterproof

+2

Brand Name: SOREL
Product Name: Slabtown 62'™ Moc Waterproof
Gender: Men's
Color: Velvet Tan/Tobacco
Price: $108MSRP: $18040% OFF
Rating: 4Rated 4 stars out of 5(33)

ECCO - Track 25 GORE-TEX® Boots. Color Bison Leather/Bison Nubuck. On sale for $256.22. MSRP $279.95. 8% off. 4.2 out of 5 stars

Brown ECCO Track 25 GORE-TEX® Boots

Brown ECCO Track 25 GORE-TEX® Boots

+2

Brand Name: ECCO
Product Name: Track 25 GORE-TEX® Boots
Gender: Men's
Color: Bison Leather/Bison Nubuck
Price: $256.22MSRP: $279.958% OFF
Rating: 4Rated 4 stars out of 5(28)

TOMS - Travel Lite Forrest. Color Brown. On sale for $65.00. MSRP $130.00. 50% off.

Brown TOMS Travel Lite Forrest

Brown TOMS Travel Lite Forrest

+2

Brand Name: TOMS
Product Name: Travel Lite Forrest
Gender: Men's
Color: Brown
Price: $65MSRP: $13050% OFF
Rating

Cole Haan - Chamberlin Grand Cap Toe Boots. Color Spiced Brown Suede/Water Resistant. On sale for $120.00. MSRP $150.00. 20% off.

Brown Cole Haan Chamberlin Grand Cap Toe Boots

Brown Cole Haan Chamberlin Grand Cap Toe Boots

+2

Brand Name: Cole Haan
Product Name: Chamberlin Grand Cap Toe Boots
Gender: Men's
Color: Spiced Brown Suede/Water Resistant
Price: $120MSRP: $15020% OFF
Rating

ECCO - Rugged Track Plain Toe High Waterproof Hiking Boots. Color Coffee. On sale for $197.95. MSRP $219.95. 10% off. 5.0 out of 5 stars

Brown ECCO Rugged Track Plain Toe High Waterproof Hiking Boots

Brown ECCO Rugged Track Plain Toe High Waterproof Hiking Boots

+2

Brand Name: ECCO
Product Name: Rugged Track Plain Toe High Waterproof Hiking Boots
Gender: Men's
Color: Coffee
Price: $197.95MSRP: $219.9510% OFF
Rating: 5Rated 5 stars out of 5(1)

Red Wing Heritage - Classic Chelsea. Color Amber Harness. $299.99. 4.1 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: 4Rated 4 stars out of 5(16)

KEEN Utility - Targhee IV Waterproof Work Boot (Carbon Toe). Color Dark Earth/Black. $245.00. 4.2 out of 5 stars

Brown KEEN Utility Targhee IV Waterproof Work Boot (Carbon Toe)

Brown KEEN Utility Targhee IV Waterproof Work Boot (Carbon Toe)

+2

Brand Name: KEEN Utility
Product Name: Targhee IV Waterproof Work Boot (Carbon Toe)
Gender: Men's
Color: Dark Earth/Black
Price: $245
Rating: 4Rated 4 stars out of 5(10)

L.L.Bean - Urban Storm Boots Low Waterproof Insulated. Color Oakwood. Low Stock. $150.00.

Low Stock

Brown L.L.Bean Urban Storm Boots Low Waterproof Insulated

Brown L.L.Bean Urban Storm Boots Low Waterproof Insulated

+2

Brand Name: L.L.Bean
Product Name: Urban Storm Boots Low Waterproof Insulated
Gender: Men's
Color: Oakwood
Price: $150
Rating

. Timberland PRO - Sawhorse 6" Composite Safety Toe. Color Earth Bandit. On sale for $129.95. MSRP $150.00. 13% off. 3.4 out of 5 stars

Brown Timberland PRO Sawhorse 6" Composite Safety Toe

Brown Timberland PRO Sawhorse 6" Composite Safety Toe

+5

Brand Name: Timberland PRO
Product Name: Sawhorse 6" Composite Safety Toe
Gender: Unisex
Color: Earth Bandit
Price: $129.95MSRP: $15013% OFF
Rating: 3Rated 3 stars out of 5(1542)

Anodyne - No. 56 Trail Boots. Color Whiskey. $159.00. 4.6 out of 5 stars

Brown Anodyne No. 56 Trail Boots

Brown Anodyne No. 56 Trail Boots

Brand Name: Anodyne
Product Name: No. 56 Trail Boots
Gender: Men's
Color: Whiskey
Price: $159
Rating: 5Rated 5 stars out of 5(16)

Red Wing Heritage - Beckman. Color Cigar Excalibur. $399.95. 4.7 out of 5 stars

Brown Red Wing Heritage Beckman

Brown Red Wing Heritage Beckman

+2

Brand Name: Red Wing Heritage
Product Name: Beckman
Gender: Men's
Color: Cigar Excalibur
Price: $399.95
Rating: 5Rated 5 stars out of 5(34)

Columbia - Burnsider Omni-Heat Infinity. Color Dark Brown/Dark Mountain. Low Stock. On sale for $126.88. MSRP $130.00. 2% off.

Low Stock

Brown Columbia Burnsider Omni-Heat Infinity

Brown Columbia Burnsider Omni-Heat Infinity

+2

Brand Name: Columbia
Product Name: Burnsider Omni-Heat Infinity
Gender: Men's
Color: Dark Brown/Dark Mountain
Price: $126.88MSRP: $1302% OFF
Rating

Timberland PRO - TITAN EV 6" Composite Safety Toe Waterproof. Color Teak Trailblazer Brown-2024 NEW. On sale for $164.95. MSRP $175.00. 6% off. 4.3 out of 5 stars

Brown Timberland PRO TITAN EV 6" Composite Safety Toe Waterproof

Brown Timberland PRO TITAN EV 6" Composite Safety Toe Waterproof

+2

Brand Name: Timberland PRO
Product Name: TITAN EV 6" Composite Safety Toe Waterproof
Gender: Men's
Color: Teak Trailblazer Brown-2024 NEW
Price: $164.95MSRP: $1756% OFF
Rating: 4Rated 4 stars out of 5(119)

Rockport - Evan Waterproof Boots. Color Dark Brown Multi. $149.95. 3.5 out of 5 stars

Brown Rockport Evan Waterproof Boots

Brown Rockport Evan Waterproof Boots

Brand Name: Rockport
Product Name: Evan Waterproof Boots
Gender: Men's
Color: Dark Brown Multi
Price: $149.95
Rating: 4Rated 4 stars out of 5(2)

Stacy Adams - Henry Cap Toe Lace-Up Boot. Color Brown. Low Stock. $165.00. 5.0 out of 5 stars

Low Stock

Brown Stacy Adams Henry Cap Toe Lace-Up Boot

Brown Stacy Adams Henry Cap Toe Lace-Up Boot

Brand Name: Stacy Adams
Product Name: Henry Cap Toe Lace-Up Boot
Gender: Men's
Color: Brown
Price: $165
Rating: 5Rated 5 stars out of 5(8)

. Timberland PRO - Nashoba Composite Safety Toe. Color Turkish Coffee-2024 NEW. On sale for $164.95. MSRP $180.00. 8% off. 3.8 out of 5 stars

Brown Timberland PRO Nashoba Composite Safety Toe

Brown Timberland PRO Nashoba Composite Safety Toe

+2

Brand Name: Timberland PRO
Product Name: Nashoba Composite Safety Toe
Gender: Unisex
Color: Turkish Coffee-2024 NEW
Price: $164.95MSRP: $1808% OFF
Rating: 4Rated 4 stars out of 5(87)

Eastland 1955 Edition - Jack. Color Peanut. Low Stock. On sale for $119.99. MSRP $125.00. 4% off. 4.4 out of 5 stars

Low Stock

Brown Eastland 1955 Edition Jack

Brown Eastland 1955 Edition Jack

+1

Brand Name: Eastland 1955 Edition
Product Name: Jack
Gender: Men's
Color: Peanut
Price: $119.99MSRP: $1254% OFF
Rating: 4Rated 4 stars out of 5(10)

Columbia - Navigator Trek Outdry Leather. Color Cordovan/Canyon Sun. Low Stock. $200.00.

Low Stock

Brown Columbia Navigator Trek Outdry Leather

Brown Columbia Navigator Trek Outdry Leather

+2 colors/patterns

Brand Name: Columbia
Product Name: Navigator Trek Outdry Leather
Gender: Men's
Color: Cordovan/Canyon Sun
Price: $200
Rating

Zamberlan - Thunder GTX. Color Brown/Sand. $350.00.

Brown Zamberlan Thunder GTX

Brown Zamberlan Thunder GTX

Brand Name: Zamberlan
Product Name: Thunder GTX
Gender: Men's
Color: Brown/Sand
Price: $350
Rating

Eastland 1955 Edition - Seneca. Color Oak. $120.00. 4.4 out of 5 stars

Brown Eastland 1955 Edition Seneca

Brown Eastland 1955 Edition Seneca

+3

Brand Name: Eastland 1955 Edition
Product Name: Seneca
Gender: Men's
Color: Oak
Price: $120
Rating: 4Rated 4 stars out of 5(42)

Wolverine - Alpha Ft Wolverine Infinity System 6" Carbonmax® Work Boot. Color Dark Tan. $194.95. 3.0 out of 5 stars

Brown Wolverine Alpha Ft Wolverine Infinity System 6" Carbonmax® Work Boot

Brown Wolverine Alpha Ft Wolverine Infinity System 6" Carbonmax® Work Boot

+2

Brand Name: Wolverine
Product Name: Alpha Ft Wolverine Infinity System 6" Carbonmax® Work Boot
Gender: Men's
Color: Dark Tan
Price: $194.95
Rating: 3Rated 3 stars out of 5(1)

Ariat - Sonoro Western Boots. Color Chocolate Truffle. $179.95.

Brown Ariat Sonoro Western Boots

Brown Ariat Sonoro Western Boots

+2

Brand Name: Ariat
Product Name: Sonoro Western Boots
Gender: Men's
Color: Chocolate Truffle
Price: $179.95
Rating

Timberland PRO - Boondock 8" Composite Toe. Color Brown 3. $219.95. 4.3 out of 5 stars

Brown Timberland PRO Boondock 8" Composite Toe

Brown Timberland PRO Boondock 8" Composite Toe

+2

Brand Name: Timberland PRO
Product Name: Boondock 8" Composite Toe
Gender: Men's
Color: Brown 3
Price: $219.95
Rating: 4Rated 4 stars out of 5(582)

Allen Edmonds - Park Boot. Color Chili. Low Stock. On sale for $385.00. MSRP $550.00. 30% off. 3.9 out of 5 stars

Low Stock

Brown Allen Edmonds Park Boot

Brown Allen Edmonds Park Boot

+2

Brand Name: Allen Edmonds
Product Name: Park Boot
Gender: Men's
Color: Chili
Price: $385MSRP: $55030% OFF
Rating: 4Rated 4 stars out of 5(15)

3 of 3

Join Our Email List

Never miss out on latest drops & sales—plus, new subscribers get 10% off.*

*One code per email address.