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

Size 8 Medium Size Ankle Leather Comfort Products

401 items found

Sort By

Your Selections

Search Results

Blundstone - Original 500 Chelsea Boots. Color Stout Brown/Crimson. $204.95.

Red Blundstone Original 500 Chelsea Boots

Red Blundstone Original 500 Chelsea Boots

+2

Brand Name: Blundstone
Product Name: Original 500 Chelsea Boots
Gender: Unisex
Color: Stout Brown/Crimson
Price: $204.95
Rating

. Ariat - Sport Narrow Cutter Toe Cowboy Boot. Color Aged Smokehouse Roughout. $189.95.

Blue Ariat Sport Narrow Cutter Toe Cowboy Boot

Blue Ariat Sport Narrow Cutter Toe Cowboy Boot

+3

Brand Name: Ariat
Product Name: Sport Narrow Cutter Toe Cowboy Boot
Gender: Men's
Color: Aged Smokehouse Roughout
Price: $189.95
Rating

Blundstone - Classic 550 Chelsea Boots. Color Claret. $219.95.

Red Blundstone Classic 550 Chelsea Boots

Red Blundstone Classic 550 Chelsea Boots

Brand Name: Blundstone
Product Name: Classic 550 Chelsea Boots
Gender: Unisex
Color: Claret
Price: $219.95
Rating

Blundstone - BL585. Color Rustic Brown. $209.95. 4.4 out of 5 stars

Brown Blundstone BL585

Brown Blundstone BL585

Brand Name: Blundstone
Product Name: BL585
Gender: Unisex
Color: Rustic Brown
Price: $209.95
Rating: 4Rated 4 stars out of 5(24)

. OluKai - Papaku 'Ili. Color Mustang/Mustang. $159.99. 4.0 out of 5 stars

Brown OluKai Papaku 'Ili

Brown OluKai Papaku 'Ili

+3

Brand Name: OluKai
Product Name: Papaku 'Ili
Gender: Men's
Color: Mustang/Mustang
Price: $159.99
Rating: 4Rated 4 stars out of 5(176)

Dr. Martens - Combs Jungle Zip Casual Boots. Color Gunmetal. On sale for $64.40. MSRP $140.00. 54% off. 3.8 out of 5 stars

Gray Dr. Martens Combs Jungle Zip Casual Boots

Gray Dr. Martens Combs Jungle Zip Casual Boots

+3

Brand Name: Dr. Martens
Product Name: Combs Jungle Zip Casual Boots
Gender: Unisex
Color: Gunmetal
Price: $64.40MSRP: $140.0054% OFF
Rating: 4Rated 4 stars out of 5(4)

. Columbia - Newton Wander Leather. Color Black/Grill. $100.00. 5.0 out of 5 stars

Black Columbia Newton Wander Leather

Black Columbia Newton Wander Leather

+6

Brand Name: Columbia
Product Name: Newton Wander Leather
Gender: Men's
Color: Black/Grill
Price: $100.00
Rating: 5Rated 5 stars out of 5(3)

. Timberland PRO - Sawhorse 6" Composite Safety Toe. Color Wheat 1. On sale for $129.95. MSRP $150.00. 13% off. 3.4 out of 5 stars

Tan Timberland PRO Sawhorse 6" Composite Safety Toe

Tan Timberland PRO Sawhorse 6" Composite Safety Toe

+8

Brand Name: Timberland PRO
Product Name: Sawhorse 6" Composite Safety Toe
Gender: Unisex
Color: Wheat 1
Price: $129.95MSRP: $150.0013% OFF
Rating: 3Rated 3 stars out of 5(1330)

. Vince - Jerome Lace-up Short Boots. Color Cocoa Brown Leather. $330.00.

Brown Vince Jerome Lace-up Short Boots

Brown Vince Jerome Lace-up Short Boots

Brand Name: Vince
Product Name: Jerome Lace-up Short Boots
Gender: Men's
Color: Cocoa Brown Leather
Price: $330.00
Rating

SOREL - Outing Nw Sneaker Mid Waterproof. Color Black/Black. $119.95.

Black SOREL Outing Nw Sneaker Mid Waterproof

Black SOREL Outing Nw Sneaker Mid Waterproof

+3

Brand Name: SOREL
Product Name: Outing Nw Sneaker Mid Waterproof
Gender: Men's
Color: Black/Black
Price: $119.95
Rating

Dr. Martens - 2976 Leather Chelsea Boots. Color Black. On sale for $144.50. MSRP $170.00. 15% off. 3.6 out of 5 stars

Black Dr. Martens 2976 Leather Chelsea Boots

Black Dr. Martens 2976 Leather Chelsea Boots

+2

Brand Name: Dr. Martens
Product Name: 2976 Leather Chelsea Boots
Gender: Unisex
Color: Black
Price: $144.50MSRP: $170.0015% OFF
Rating: 4Rated 4 stars out of 5(8)

Johnston & Murphy - Hartford Chelsea Boots. Color Black Italian Calfskin. $327.95.

Black Johnston & Murphy Hartford Chelsea Boots

Black Johnston & Murphy Hartford Chelsea Boots

+2

Brand Name: Johnston & Murphy
Product Name: Hartford Chelsea Boots
Gender: Men's
Color: Black Italian Calfskin
Price: $327.95
Rating

Cole Haan - Judson Grand Chukka Boots. Color Black Waterproof/Black/Black. $259.95.

Black Cole Haan Judson Grand Chukka Boots

Black Cole Haan Judson Grand Chukka Boots

+3

Brand Name: Cole Haan
Product Name: Judson Grand Chukka Boots
Gender: Men's
Color: Black Waterproof/Black/Black
Price: $259.95
Rating

ECCO - London Lace Up Waterproof Chukka Boots. Color Black Nubuck. $224.95.

Black ECCO London Lace Up Waterproof Chukka Boots

Black ECCO London Lace Up Waterproof Chukka Boots

+2

Brand Name: ECCO
Product Name: London Lace Up Waterproof Chukka Boots
Gender: Men's
Color: Black Nubuck
Price: $224.95
Rating

Florsheim - Anthem Plain Toe Chukka Boots. Color Brown Crazy Horse. $145.00. 5.0 out of 5 stars

Brown Florsheim Anthem Plain Toe Chukka Boots

Brown Florsheim Anthem Plain Toe Chukka Boots

+4

Brand Name: Florsheim
Product Name: Anthem Plain Toe Chukka Boots
Gender: Men's
Color: Brown Crazy Horse
Price: $145.00
Rating: 5Rated 5 stars out of 5(1)

SOREL - Slabtown 62' Chelsea Waterproof. Color Canoe/Black. $170.00.

Tan SOREL Slabtown 62' Chelsea Waterproof

Tan SOREL Slabtown 62' Chelsea Waterproof

Brand Name: SOREL
Product Name: Slabtown 62' Chelsea Waterproof
Gender: Men's
Color: Canoe/Black
Price: $170.00
Rating

ECCO - Rugged Track Plain Toe High Waterproof Hiking Boot. Color Black. $194.95.

Black ECCO Rugged Track Plain Toe High Waterproof Hiking Boot

Black ECCO Rugged Track Plain Toe High Waterproof Hiking Boot

+2

Brand Name: ECCO
Product Name: Rugged Track Plain Toe High Waterproof Hiking Boot
Gender: Men's
Color: Black
Price: $194.95
Rating

Eastland 1955 Edition - Hoyt. Color Brown. On sale for $162.32. MSRP $250.00. 35% off.

Brown Eastland 1955 Edition Hoyt

Brown Eastland 1955 Edition Hoyt

Brand Name: Eastland 1955 Edition
Product Name: Hoyt
Gender: Men's
Color: Brown
Price: $162.32MSRP: $250.0035% OFF
Rating

Kenneth Cole - Todd. Color Dark Brown Leather. $218.95.

Brown Kenneth Cole Todd

Brown Kenneth Cole Todd

Brand Name: Kenneth Cole
Product Name: Todd
Gender: Men's
Color: Dark Brown Leather
Price: $218.95
Rating

L.L.Bean - Nextventure Chelsea Boots. Color Deepest Brown Nubuck/Black. $150.00.

Black L.L.Bean Nextventure Chelsea Boots

Black L.L.Bean Nextventure Chelsea Boots

+2

Brand Name: L.L.Bean
Product Name: Nextventure Chelsea Boots
Gender: Men's
Color: Deepest Brown Nubuck/Black
Price: $150.00
Rating

Dunham - Cloud Waterproof. Color Grey/Dark Blue Multi. $169.95. 4.1 out of 5 stars

Black Dunham Cloud Waterproof

Black Dunham Cloud Waterproof

+6

Brand Name: Dunham
Product Name: Cloud Waterproof
Gender: Men's
Color: Grey/Dark Blue Multi
Price: $169.95
Rating: 4Rated 4 stars out of 5(423)

. Red Wing Heritage - 6" Moc Toe Lug Roughneck. Color Black Oil Slick. $329.99.

Brown Red Wing Heritage 6" Moc Toe Lug Roughneck

Brown Red Wing Heritage 6" Moc Toe Lug Roughneck

Brand Name: Red Wing Heritage
Product Name: 6" Moc Toe Lug Roughneck
Gender: Men's
Color: Black Oil Slick
Price: $329.99
Rating

Blundstone - BL587. Color Rustic Black. $209.95. 4.5 out of 5 stars

Black Blundstone BL587

Black Blundstone BL587

Brand Name: Blundstone
Product Name: BL587
Gender: Unisex
Color: Rustic Black
Price: $209.95
Rating: 5Rated 5 stars out of 5(18)

. Dr. Martens - Zebzag Laceless. Color Black. $149.95.

Black Dr. Martens Zebzag Laceless

Black Dr. Martens Zebzag Laceless

Brand Name: Dr. Martens
Product Name: Zebzag Laceless
Gender: Unisex
Color: Black
Price: $149.95
Rating

Clarks - Shepton Easy. Color Beeswax Leather. On sale for $108.75. MSRP $130.00. 16% 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: $108.75MSRP: $130.0016% OFF
Rating: 5Rated 5 stars out of 5(1)

UGG - Adirondack Boots Xxv. Color Chestnut. $249.95.

Brown UGG Adirondack Boots Xxv

Brown UGG Adirondack Boots Xxv

+3

Brand Name: UGG
Product Name: Adirondack Boots Xxv
Gender: Men's
Color: Chestnut
Price: $249.95
Rating

Blundstone - BL550. Color Walnut Brown. $209.95. 4.6 out of 5 stars

Brown Blundstone BL550

Brown Blundstone BL550

Brand Name: Blundstone
Product Name: BL550
Gender: Unisex
Color: Walnut Brown
Price: $209.95
Rating: 5Rated 5 stars out of 5(5)

Steve Madden - Hatford. Color Black. $100.00.

Black Steve Madden Hatford

Black Steve Madden Hatford

+4

Brand Name: Steve Madden
Product Name: Hatford
Gender: Men's
Color: Black
Price: $100.00
Rating

Barbour - Barbour Readhead. Color Cognac. $220.00.

Tan Barbour Barbour Readhead

Tan Barbour Barbour Readhead

Brand Name: Barbour
Product Name: Barbour Readhead
Gender: Men's
Color: Cognac
Price: $220.00
Rating

Dansko - Lizanne. Color Tan Oiled Pull Up. On sale for $99.87. MSRP $184.95. 46% off. 3.6 out of 5 stars

Tan Dansko Lizanne

Tan Dansko Lizanne

+3

Brand Name: Dansko
Product Name: Lizanne
Gender: Women's
Color: Tan Oiled Pull Up
Price: $99.87MSRP: $184.9546% OFF
Rating: 4Rated 4 stars out of 5(21)

. Clarks - Shacre Boot. Color Beeswax Leather. On sale for $74.98. MSRP $120.00. 38% off. 4.2 out of 5 stars

Brown Clarks Shacre Boot

Brown Clarks Shacre Boot

+4

Brand Name: Clarks
Product Name: Shacre Boot
Gender: Men's
Color: Beeswax Leather
Price: $74.98MSRP: $120.0038% OFF
Rating: 4Rated 4 stars out of 5(68)

Blundstone - BL1609. Color Antique Brown. $219.95. 4.8 out of 5 stars

Brown Blundstone BL1609

Brand Name: Blundstone
Product Name: BL1609
Gender: Unisex
Color: Antique Brown
Price: $219.95
Rating: 5Rated 5 stars out of 5(11)

Barbour - Barbour Farsley. Color Teak. Low Stock. On sale for $132.00. MSRP $220.00. 40% off.

Low Stock

Brown Barbour Barbour Farsley

Brown Barbour Barbour Farsley

+3

Brand Name: Barbour
Product Name: Barbour Farsley
Gender: Men's
Color: Teak
Price: $132.00MSRP: $220.0040% OFF
Rating

Globe - Dover II Vibram. Color Brown Crazyhorse. On sale for $87.98. MSRP $199.95. 56% off.

Brown Globe Dover II Vibram

Brown Globe Dover II Vibram

Brand Name: Globe
Product Name: Dover II Vibram
Gender: Men's
Color: Brown Crazyhorse
Price: $87.98MSRP: $199.9556% OFF
Rating

Johnston & Murphy - Reeve Chelsea Boots. Color Tan Full Grain. $139.90.

Tan Johnston & Murphy Reeve Chelsea Boots

Tan Johnston & Murphy Reeve Chelsea Boots

+2

Brand Name: Johnston & Murphy
Product Name: Reeve Chelsea Boots
Gender: Men's
Color: Tan Full Grain
Price: $139.90
Rating

Florsheim - Anthem Plain Toe Gore Boots. Color Brown Crazy Horse. $145.00. 4.0 out of 5 stars

Brown Florsheim Anthem Plain Toe Gore Boots

Brown Florsheim Anthem Plain Toe Gore Boots

+4

Brand Name: Florsheim
Product Name: Anthem Plain Toe Gore Boots
Gender: Men's
Color: Brown Crazy Horse
Price: $145.00
Rating: 4Rated 4 stars out of 5(2)

UGG - Emmett Duck Boot HI. Color Chestnut. Low Stock. $159.95. 3.7 out of 5 stars

Low Stock

Brown UGG Emmett Duck Boot HI

Brown UGG Emmett Duck Boot HI

Brand Name: UGG
Product Name: Emmett Duck Boot HI
Gender: Men's
Color: Chestnut
Price: $159.95
Rating: 4Rated 4 stars out of 5(9)

. Martin Dingman - Huntley Chelsea Boot. Color Walnut. $350.00.

Brown Martin Dingman Huntley Chelsea Boot

Brown Martin Dingman Huntley Chelsea Boot

Brand Name: Martin Dingman
Product Name: Huntley Chelsea Boot
Gender: Men's
Color: Walnut
Price: $350.00
Rating

Dansko - Frankie. Color Honey Distressed. $179.95. 4.2 out of 5 stars

Brown Dansko Frankie

Brown Dansko Frankie

+3

Brand Name: Dansko
Product Name: Frankie
Gender: Women's
Color: Honey Distressed
Price: $179.95
Rating: 4Rated 4 stars out of 5(294)

Stacy Adams - Thompson Elastic Lace Inside Zip Boots. Color Brown. $150.00.

Brown Stacy Adams Thompson Elastic Lace Inside Zip Boots

Brown Stacy Adams Thompson Elastic Lace Inside Zip Boots

+2

Brand Name: Stacy Adams
Product Name: Thompson Elastic Lace Inside Zip Boots
Gender: Men's
Color: Brown
Price: $150.00
Rating

Dr. Martens - 2976 Yellow Stitch Smooth Leather Chelsea Boots. Color Dark Brown Crazy Horse. On sale for $134.95. MSRP $170.00. 21% off. 3.8 out of 5 stars

Brown Dr. Martens 2976 Yellow Stitch Smooth Leather Chelsea Boots

Brown Dr. Martens 2976 Yellow Stitch Smooth Leather Chelsea Boots

+2

Brand Name: Dr. Martens
Product Name: 2976 Yellow Stitch Smooth Leather Chelsea Boots
Gender: Unisex
Color: Dark Brown Crazy Horse
Price: $134.95MSRP: $170.0021% OFF
Rating: 4Rated 4 stars out of 5(38)

Salomon - Quest 4 GTX®. Color Olive Night/Peat/Safari. On sale for $190.98. MSRP $230.00. 17% off. 3.6 out of 5 stars

Olive Salomon Quest 4 GTX®

Olive Salomon Quest 4 GTX®

+3

Brand Name: Salomon
Product Name: Quest 4 GTX®
Gender: Men's
Color: Olive Night/Peat/Safari
Price: $190.98MSRP: $230.0017% OFF
Rating: 4Rated 4 stars out of 5(626)

Florsheim - Lodge Plain Toe 3-eye Chukka Boots. Color Brown Crazy Horse. $140.00. 5.0 out of 5 stars

Brown Florsheim Lodge Plain Toe 3-eye Chukka Boots

Brown Florsheim Lodge Plain Toe 3-eye Chukka Boots

+2

Brand Name: Florsheim
Product Name: Lodge Plain Toe 3-eye Chukka Boots
Gender: Men's
Color: Brown Crazy Horse
Price: $140.00
Rating

. Clarks - Shepton. Color Sand Suede. $110.00. 2.0 out of 5 stars

Tan Clarks Shepton

Tan Clarks Shepton

+6

Brand Name: Clarks
Product Name: Shepton
Gender: Men's
Color: Sand Suede
Price: $110.00
Rating: 2Rated 2 stars out of 5(4)

Dansko - Stephanie. Color Black Waterproof Suede. On sale for $76.00. MSRP $189.99. 60% off. 3.7 out of 5 stars

Black Dansko Stephanie

Black Dansko Stephanie

+2

Brand Name: Dansko
Product Name: Stephanie
Gender: Women's
Color: Black Waterproof Suede
Price: $76.00MSRP: $189.9960% OFF
Rating: 4Rated 4 stars out of 5(6)

Deer Stags - Peak. Color Chestnut/Green. Low Stock. $105.00. 2.0 out of 5 stars

Low Stock

Brown Deer Stags Peak

Brown Deer Stags Peak

Brand Name: Deer Stags
Product Name: Peak
Gender: Men's
Color: Chestnut/Green
Price: $105.00
Rating: 2Rated 2 stars out of 5(1)

Florsheim - Lodge Cap Toe Lace-Up Boot. Color Brown Crazy Horse. On sale for $128.57. MSRP $155.00. 17% off. 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: $128.57MSRP: $155.0017% OFF
Rating: 5Rated 5 stars out of 5(182)

Florsheim - Vibe Plain Toe Chukka. Color Brown Crazy Horse. Low Stock. On sale for $93.75. MSRP $125.00. 25% off. 4.4 out of 5 stars

Low Stock

Brown Florsheim Vibe Plain Toe Chukka

Brown Florsheim Vibe Plain Toe Chukka

+2

Brand Name: Florsheim
Product Name: Vibe Plain Toe Chukka
Gender: Men's
Color: Brown Crazy Horse
Price: $93.75MSRP: $125.0025% OFF
Rating: 4Rated 4 stars out of 5(29)

Florsheim - Forge Plain Toe Gore Boot. Color Brown Crazy Horse. $130.00. 3.7 out of 5 stars

Brown Florsheim Forge Plain Toe Gore Boot

Brown Florsheim Forge Plain Toe Gore Boot

+3

Brand Name: Florsheim
Product Name: Forge Plain Toe Gore Boot
Gender: Men's
Color: Brown Crazy Horse
Price: $130.00
Rating: 4Rated 4 stars out of 5(12)

Columbia - Transverse™ Hike Waterproof. Color Cordovan/Golden Yellow. $80.00. 4.0 out of 5 stars

Brown Columbia Transverse™ Hike Waterproof

Brown Columbia Transverse™ Hike Waterproof

+4

Brand Name: Columbia
Product Name: Transverse™ Hike Waterproof
Gender: Men's
Color: Cordovan/Golden Yellow
Price: $80.00
Rating: 4Rated 4 stars out of 5(114)

Cole Haan - Muir Moc Tall Boots. Color Raven Suede/Raven Waterproof. $208.00.

Black Cole Haan Muir Moc Tall Boots

Black Cole Haan Muir Moc Tall Boots

+2

Brand Name: Cole Haan
Product Name: Muir Moc Tall Boots
Gender: Men's
Color: Raven Suede/Raven Waterproof
Price: $208.00
Rating

L.L.Bean - Rubber Moc Slip-On. Color Allspice/Bean Boot Brown/Gum. $99.95.

Black L.L.Bean Rubber Moc Slip-On

Black L.L.Bean Rubber Moc Slip-On

+2

Brand Name: L.L.Bean
Product Name: Rubber Moc Slip-On
Gender: Men's
Color: Allspice/Bean Boot Brown/Gum
Price: $99.95
Rating

Danner - Trail Junction Mid. Color Black Olive/Port. $169.95.

Black Danner Trail Junction Mid

Black Danner Trail Junction Mid

+2

Brand Name: Danner
Product Name: Trail Junction Mid
Gender: Men's
Color: Black Olive/Port
Price: $169.95
Rating

Rockport - Northfield Waterproof Boot. Color Black. On sale for $109.95. MSRP $159.95. 31% 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: $109.95MSRP: $159.9531% OFF
Rating: 4Rated 4 stars out of 5(211)

The North Face - Bergen Leather WP. Color TNF Black/TNF Black. $159.00. 4.9 out of 5 stars

Black The North Face Bergen Leather WP

Black The North Face Bergen Leather WP

+2

Brand Name: The North Face
Product Name: Bergen Leather WP
Gender: Men's
Color: TNF Black/TNF Black
Price: $159.00
Rating: 5Rated 5 stars out of 5(56)

Red Wing Heritage - Beckman. Color Black Excalibur. $399.99. 4.7 out of 5 stars

Black Red Wing Heritage Beckman

Black Red Wing Heritage Beckman

+2

Brand Name: Red Wing Heritage
Product Name: Beckman
Gender: Men's
Color: Black Excalibur
Price: $399.99
Rating: 5Rated 5 stars out of 5(34)

Nunn Bush - Odell 2.0 Wingtip Dress Casual Chukka Leather Boot. Color Tan. On sale for $89.95. MSRP $120.00. 25% off. 4.6 out of 5 stars

Tan Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boot

Tan Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boot

+1

Brand Name: Nunn Bush
Product Name: Odell 2.0 Wingtip Dress Casual Chukka Leather Boot
Gender: Men's
Color: Tan
Price: $89.95MSRP: $120.0025% OFF
Rating: 5Rated 5 stars out of 5(9)

UGG - Neumel High Weather Hybrid. Color Black/Black. $219.95.

Black UGG Neumel High Weather Hybrid

Black UGG Neumel High Weather Hybrid

Brand Name: UGG
Product Name: Neumel High Weather Hybrid
Gender: Men's
Color: Black/Black
Price: $219.95
Rating

Timberland PRO - Direct Attach 6" Soft Toe. Color Wheat-2024 NEW. On sale for $154.95. MSRP $170.00. 9% off. 4.4 out of 5 stars

Tan Timberland PRO Direct Attach 6" Soft Toe

Tan Timberland PRO Direct Attach 6" Soft Toe

+1

Brand Name: Timberland PRO
Product Name: Direct Attach 6" Soft Toe
Gender: Men's
Color: Wheat-2024 NEW
Price: $154.95MSRP: $170.009% OFF
Rating: 4Rated 4 stars out of 5(1365)

Steve Madden - Harros. Color Tan. On sale for $85.00. MSRP $100.00. 15% off.

Tan Steve Madden Harros

Tan Steve Madden Harros

+2

Brand Name: Steve Madden
Product Name: Harros
Gender: Men's
Color: Tan
Price: $85.00MSRP: $100.0015% OFF
Rating

. Cole Haan - Judson Grand Chelsea Boots. Color Black Waterproof/Black/Black. $259.95.

Black Cole Haan Judson Grand Chelsea Boots

Black Cole Haan Judson Grand Chelsea Boots

+2

Brand Name: Cole Haan
Product Name: Judson Grand Chelsea Boots
Gender: Men's
Color: Black Waterproof/Black/Black
Price: $259.95
Rating

Clarks - Eastridge Mid. Color Beeswax Leather. On sale for $93.50. MSRP $120.00. 22% off. 1.0 out of 5 stars

Brown Clarks Eastridge Mid

Brown Clarks Eastridge Mid

+2

Brand Name: Clarks
Product Name: Eastridge Mid
Gender: Men's
Color: Beeswax Leather
Price: $93.50MSRP: $120.0022% OFF
Rating: 1Rated 1 star out of 5(1)

Nunn Bush - Ozark 2.0 Plain Toe Chukka Leather Boot. Color Brown. On sale for $89.95. MSRP $120.00. 25% off. 4.6 out of 5 stars

Brown Nunn Bush Ozark 2.0 Plain Toe Chukka Leather Boot

Brown Nunn Bush Ozark 2.0 Plain Toe Chukka Leather Boot

+3

Brand Name: Nunn Bush
Product Name: Ozark 2.0 Plain Toe Chukka Leather Boot
Gender: Men's
Color: Brown
Price: $89.95MSRP: $120.0025% OFF
Rating: 5Rated 5 stars out of 5(8)

Sperry - A/O Plushwave Lug Chukka. Color Black 2. On sale for $56.00. MSRP $140.00. 60% off. 4.1 out of 5 stars

Black Sperry A/O Plushwave Lug Chukka

Black Sperry A/O Plushwave Lug Chukka

Brand Name: Sperry
Product Name: A/O Plushwave Lug Chukka
Gender: Men's
Color: Black 2
Price: $56.00MSRP: $140.0060% OFF
Rating: 4Rated 4 stars out of 5(35)

Timberland PRO - Nashoba Soft Toe. Color Stout Brown-2024 NEW. $170.00. 4.3 out of 5 stars

Brown Timberland PRO Nashoba Soft Toe

Brown Timberland PRO Nashoba Soft Toe

Brand Name: Timberland PRO
Product Name: Nashoba Soft Toe
Gender: Unisex
Color: Stout Brown-2024 NEW
Price: $170.00
Rating: 4Rated 4 stars out of 5(31)

Blundstone - BL510. Color Black. $199.95. 4.7 out of 5 stars

Black Blundstone BL510

Black Blundstone BL510

Brand Name: Blundstone
Product Name: BL510
Gender: Unisex
Color: Black
Price: $199.95
Rating: 5Rated 5 stars out of 5(19)

To Boot New York - Vista. Color Dark Brown. $495.00.

Brown To Boot New York Vista

Brown To Boot New York Vista

Brand Name: To Boot New York
Product Name: Vista
Gender: Men's
Color: Dark Brown
Price: $495.00
Rating

Florsheim - Lodge Plain Toe Gore Boot. Color Black Crazy Horse. On sale for $108.75. MSRP $145.00. 25% off. 4.4 out of 5 stars

Black Florsheim Lodge Plain Toe Gore Boot

Black Florsheim Lodge Plain Toe Gore Boot

+3

Brand Name: Florsheim
Product Name: Lodge Plain Toe Gore Boot
Gender: Men's
Color: Black Crazy Horse
Price: $108.75MSRP: $145.0025% OFF
Rating: 4Rated 4 stars out of 5(112)

Johnston & Murphy - Xc+ Parker Chukka. Color Black Waterproof Full Grain. $188.95.

Black Johnston & Murphy Xc+ Parker Chukka

Black Johnston & Murphy Xc+ Parker Chukka

+2

Brand Name: Johnston & Murphy
Product Name: Xc+ Parker Chukka
Gender: Men's
Color: Black Waterproof Full Grain
Price: $188.95
Rating

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

+8

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(261)

Polo Ralph Lauren - Ranger Mid Camo Suede Boot. Color Black/Camo. On sale for $148.50. MSRP $198.00. 25% off.

Black Polo Ralph Lauren Ranger Mid Camo Suede Boot

Black Polo Ralph Lauren Ranger Mid Camo Suede Boot

Brand Name: Polo Ralph Lauren
Product Name: Ranger Mid Camo Suede Boot
Gender: Men's
Color: Black/Camo
Price: $148.50MSRP: $198.0025% OFF
Rating

KEEN Utility - Skokie Waterproof Work Boot (Carbon Toe). Color Dark Earth/Black. $154.95. 5.0 out of 5 stars

Brown KEEN Utility Skokie Waterproof Work Boot (Carbon Toe)

Brown KEEN Utility Skokie Waterproof Work Boot (Carbon Toe)

+3

Brand Name: KEEN Utility
Product Name: Skokie Waterproof Work Boot (Carbon Toe)
Gender: Men's
Color: Dark Earth/Black
Price: $154.95
Rating: 5Rated 5 stars out of 5(1)

Rockport - Storm Surge Water Proof Plain Toe Boot. Color Tan. On sale for $99.95. MSRP $159.95. 38% off. 3.1 out of 5 stars

Tan Rockport Storm Surge Water Proof Plain Toe Boot

Tan Rockport Storm Surge Water Proof Plain Toe Boot

+2

Brand Name: Rockport
Product Name: Storm Surge Water Proof Plain Toe Boot
Gender: Men's
Color: Tan
Price: $99.95MSRP: $159.9538% OFF
Rating: 3Rated 3 stars out of 5(14)

Born - Hemlock. Color Brown Full Grain. $145.00. 4.3 out of 5 stars

Brown Born Hemlock

Brown Born Hemlock

+2

Brand Name: Born
Product Name: Hemlock
Gender: Men's
Color: Brown Full Grain
Price: $145.00
Rating: 4Rated 4 stars out of 5(189)

Eastland 1955 Edition - Lumber Up. Color Brown/Olive. On sale for $114.75. MSRP $135.00. 15% off. 4.2 out of 5 stars

Brown Eastland 1955 Edition Lumber Up

Brown Eastland 1955 Edition Lumber Up

Brand Name: Eastland 1955 Edition
Product Name: Lumber Up
Gender: Men's
Color: Brown/Olive
Price: $114.75MSRP: $135.0015% OFF
Rating: 4Rated 4 stars out of 5(52)

Teva - Hurricane Daybreaker Mid RP. Color Breen/Slate Black. $145.00.

Brown Teva Hurricane Daybreaker Mid RP

Brown Teva Hurricane Daybreaker Mid RP

+4

Brand Name: Teva
Product Name: Hurricane Daybreaker Mid RP
Gender: Men's
Color: Breen/Slate Black
Price: $145.00
Rating

Red Wing Heritage - Weekend Chukka. Color Copper Rough & Tough 1. $269.99. 4.3 out of 5 stars

Brown Red Wing Heritage Weekend Chukka

Brown Red Wing Heritage Weekend Chukka

+3

Brand Name: Red Wing Heritage
Product Name: Weekend Chukka
Gender: Men's
Color: Copper Rough & Tough 1
Price: $269.99
Rating: 4Rated 4 stars out of 5(50)

L.L.Bean - Stonington Chelsea Boot Leather. Color Oakwood 1. $150.00.

Brown L.L.Bean Stonington Chelsea Boot Leather

Brown L.L.Bean Stonington Chelsea Boot Leather

Brand Name: L.L.Bean
Product Name: Stonington Chelsea Boot Leather
Gender: Men's
Color: Oakwood 1
Price: $150.00
Rating

Allen Edmonds - Higginsfplug. Color Husk. Low Stock. On sale for $217.80. MSRP $495.00. 56% off. 4.3 out of 5 stars

Low Stock

Brown Allen Edmonds Higginsfplug

Brown Allen Edmonds Higginsfplug

+2

Brand Name: Allen Edmonds
Product Name: Higginsfplug
Gender: Men's
Color: Husk
Price: $217.80MSRP: $495.0056% OFF
Rating: 4Rated 4 stars out of 5(13)

ECCO - Metropole Milan Chukka Boots. Color Black. $194.95.

Black ECCO Metropole Milan Chukka Boots

Black ECCO Metropole Milan Chukka Boots

+2

Brand Name: ECCO
Product Name: Metropole Milan Chukka Boots
Gender: Men's
Color: Black
Price: $194.95
Rating

Born - Brock. Color Taupe Distressed Leather. $150.00. 4.6 out of 5 stars

Taupe Born Brock

Taupe Born Brock

+2

Brand Name: Born
Product Name: Brock
Gender: Men's
Color: Taupe Distressed Leather
Price: $150.00
Rating: 5Rated 5 stars out of 5(18)

KEEN Utility - Skokie Waterproof Work Boot (Soft Toe). Color Black/Black. $144.95. 5.0 out of 5 stars

Black KEEN Utility Skokie Waterproof Work Boot (Soft Toe)

Black KEEN Utility Skokie Waterproof Work Boot (Soft Toe)

+3

Brand Name: KEEN Utility
Product Name: Skokie Waterproof Work Boot (Soft Toe)
Gender: Men's
Color: Black/Black
Price: $144.95
Rating: 5Rated 5 stars out of 5(2)

Cole Haan - Originalgrand Cityspectre Chelsea Boots. Color Black/Black. $230.00.

Black Cole Haan Originalgrand Cityspectre Chelsea Boots

Black Cole Haan Originalgrand Cityspectre Chelsea Boots

+2

Brand Name: Cole Haan
Product Name: Originalgrand Cityspectre Chelsea Boots
Gender: Men's
Color: Black/Black
Price: $230.00
Rating

OluKai - Papaku ‘Ili Chukka Boots. Color Graphite/Graphite. $160.00. 5.0 out of 5 stars

Black OluKai Papaku ‘Ili Chukka Boots

Black OluKai Papaku ‘Ili Chukka Boots

Brand Name: OluKai
Product Name: Papaku ‘Ili Chukka Boots
Gender: Men's
Color: Graphite/Graphite
Price: $160.00
Rating: 5Rated 5 stars out of 5(2)

Red Wing Heritage - 6" Iron Ranger Lug. Color Amber Harness. $349.99. 4.5 out of 5 stars

Brown Red Wing Heritage 6" Iron Ranger Lug

Brown Red Wing Heritage 6" Iron Ranger Lug

+4

Brand Name: Red Wing Heritage
Product Name: 6" Iron Ranger Lug
Gender: Men's
Color: Amber Harness
Price: $349.99
Rating: 5Rated 5 stars out of 5(159)

Hoka - Kaha 3 GTX®. Color Sea Moss/Oat Milk. $240.00. 3.5 out of 5 stars

Khaki Hoka Kaha 3 GTX®

Khaki Hoka Kaha 3 GTX®

+2

Brand Name: Hoka
Product Name: Kaha 3 GTX®
Gender: Men's
Color: Sea Moss/Oat Milk
Price: $240.00
Rating: 4Rated 4 stars out of 5(6)

SOREL - Slabtown 62'™ Moc Waterproof. Color Tobacco/Black. On sale for $108.00. MSRP $180.00. 40% off. 4.0 out of 5 stars

Brown SOREL Slabtown 62'™ Moc Waterproof

Brown SOREL Slabtown 62'™ Moc Waterproof

+3

Brand Name: SOREL
Product Name: Slabtown 62'™ Moc Waterproof
Gender: Men's
Color: Tobacco/Black
Price: $108.00MSRP: $180.0040% OFF
Rating: 4Rated 4 stars out of 5(31)

Blundstone - BL2429. Color Clay. $234.95.

Tan Blundstone BL2429

Tan Blundstone BL2429

Brand Name: Blundstone
Product Name: BL2429
Gender: Unisex
Color: Clay
Price: $234.95
Rating

Born - Erik. Color Brown (Castano). $160.00.

Brown Born Erik

Brown Born Erik

Brand Name: Born
Product Name: Erik
Gender: Men's
Color: Brown (Castano)
Price: $160.00
Rating

Blundstone - BL1306. Color Rustic Brown. $209.95. 3.4 out of 5 stars

Brown Blundstone BL1306

Brown Blundstone BL1306

Brand Name: Blundstone
Product Name: BL1306
Gender: Unisex
Color: Rustic Brown
Price: $209.95
Rating: 3Rated 3 stars out of 5(7)

KEEN Utility - Gibson Boot (Carbon-Fiber Toe). Color Belgian/Gum. $155.00. 4.2 out of 5 stars

Brown KEEN Utility Gibson Boot (Carbon-Fiber Toe)

Brown KEEN Utility Gibson Boot (Carbon-Fiber Toe)

Brand Name: KEEN Utility
Product Name: Gibson Boot (Carbon-Fiber Toe)
Gender: Men's
Color: Belgian/Gum
Price: $155.00
Rating: 4Rated 4 stars out of 5(20)

ECCO - Metropole Milan Chelsea Boots. Color Black. $194.95.

Black ECCO Metropole Milan Chelsea Boots

Black ECCO Metropole Milan Chelsea Boots

Brand Name: ECCO
Product Name: Metropole Milan Chelsea Boots
Gender: Men's
Color: Black
Price: $194.95
Rating

Naot - Washington. Color Jet Black Leather. Low Stock. $249.95.

Low Stock

Black Naot Washington

Black Naot Washington

+2

Brand Name: Naot
Product Name: Washington
Gender: Men's
Color: Jet Black Leather
Price: $249.95
Rating

Dr. Martens - Jadon III. Color Black Pisa. $199.95. 4.1 out of 5 stars

Black Dr. Martens Jadon III

Black Dr. Martens Jadon III

Brand Name: Dr. Martens
Product Name: Jadon III
Gender: Unisex
Color: Black Pisa
Price: $199.95
Rating: 4Rated 4 stars out of 5(19)

Wolverine - Alpha Ft Wolverine Infinity System 6" Carbonmax® Work Boot. Color Black. $194.95.

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

Black 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: Black
Price: $194.95
Rating

Stacy Adams - Platt Chelsea Boots. Color Cognac. $110.00.

Tan Stacy Adams Platt Chelsea Boots

Tan Stacy Adams Platt Chelsea Boots

+2

Brand Name: Stacy Adams
Product Name: Platt Chelsea Boots
Gender: Men's
Color: Cognac
Price: $110.00
Rating

BRUNT - Sullivan 6" WP Comp. Color Brown. $159.99.

Brown BRUNT Sullivan 6" WP Comp

Brown BRUNT Sullivan 6" WP Comp

Brand Name: BRUNT
Product Name: Sullivan 6" WP Comp
Gender: Men's
Color: Brown
Price: $159.99
Rating

Born - Brody. Color Taupe Dist. $150.00. 4.7 out of 5 stars

Taupe Born Brody

Taupe Born Brody

Brand Name: Born
Product Name: Brody
Gender: Men's
Color: Taupe Dist
Price: $150.00
Rating: 5Rated 5 stars out of 5(27)

TOMS - Travel Lite Forrest. Color Brown. $130.00.

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: $130.00
Rating

Blundstone - BL500. Color Stout Brown. $199.95. 4.3 out of 5 stars

Brown Blundstone BL500

Brown Blundstone BL500

Brand Name: Blundstone
Product Name: BL500
Gender: Unisex
Color: Stout Brown
Price: $199.95
Rating: 4Rated 4 stars out of 5(20)

1 of 5

12 3 4…5Next Page

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.)