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

Men's Size 9.5 Ankle Leather Shoes

628 items found

Sort By

Your Selections

Search Results

Cole Haan - Grand Remix Chukka. Color British Tan/Ivory. On sale for $100.80. MSRP $140.00. 28% off. 5.0 out of 5 stars

Brown Cole Haan Grand Remix Chukka

Brown Cole Haan Grand Remix Chukka

+3

Brand Name: Cole Haan
Product Name: Grand Remix Chukka
Gender: Men's
Color: British Tan/Ivory
Price: $100.80MSRP: $140.0028% OFF
Rating: 5Rated 5 stars out of 5(1)

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)

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

. Columbia - Newton Wander Leather. Color Black/Shark. $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/Shark
Price: $100.00
Rating: 5Rated 5 stars out of 5(3)

. 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)

. 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

+7

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(1331)

. Ariat - Sport Narrow Cutter Toe Cowboy Boot. Color Black Deertan. $189.95.

Black Ariat Sport Narrow Cutter Toe Cowboy Boot

Black Ariat Sport Narrow Cutter Toe Cowboy Boot

+3

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

. 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

Blundstone - BL558. Color Black. $209.95. 4.1 out of 5 stars

Black Blundstone BL558

Black Blundstone BL558

Brand Name: Blundstone
Product Name: BL558
Gender: Unisex
Color: Black
Price: $209.95
Rating: 4Rated 4 stars out of 5(11)

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

Allen Edmonds - Higgins Mill Lace-Up. Color Brown Waxed Suede. $550.00.

Brown Allen Edmonds Higgins Mill Lace-Up

Brown Allen Edmonds Higgins Mill Lace-Up

Brand Name: Allen Edmonds
Product Name: Higgins Mill Lace-Up
Gender: Men's
Color: Brown Waxed Suede
Price: $550.00
Rating

Polo Ralph Lauren - Asher Leather Chelsea Boots. Color Black. $198.00.

Black Polo Ralph Lauren Asher Leather Chelsea Boots

Black Polo Ralph Lauren Asher Leather Chelsea Boots

+2

Brand Name: Polo Ralph Lauren
Product Name: Asher Leather Chelsea Boots
Gender: Men's
Color: Black
Price: $198.00
Rating

Steve Madden - Hestonn. Color Grey. $99.99. 3.8 out of 5 stars

Gray Steve Madden Hestonn

Gray Steve Madden Hestonn

+6

Brand Name: Steve Madden
Product Name: Hestonn
Gender: Men's
Color: Grey
Price: $99.99
Rating: 4Rated 4 stars out of 5(73)

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

Brown ECCO London Lace Up Waterproof Chukka Boots

Brown ECCO London Lace Up Waterproof Chukka Boots

+2

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

L.L.Bean - Rubber Moc Slip-On. Color Black/Warm Grey Opaque. $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: Black/Warm Grey Opaque
Price: $99.95
Rating

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

KEEN Utility - San Jose 6" Soft Toe Waterproof 90 Degree Heel. Color Bistre/Gum. $165.00. 3.0 out of 5 stars

Brown KEEN Utility San Jose 6" Soft Toe Waterproof 90 Degree Heel

Brown KEEN Utility San Jose 6" Soft Toe Waterproof 90 Degree Heel

Brand Name: KEEN Utility
Product Name: San Jose 6" Soft Toe Waterproof 90 Degree Heel
Gender: Men's
Color: Bistre/Gum
Price: $165.00
Rating: 3Rated 3 stars out of 5(10)

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(424)

Columbia - Newton Ridge Plus II Waterproof. Color Cordovan/Squash. $100.00. 4.4 out of 5 stars

Brown Columbia Newton Ridge Plus II Waterproof

Brown Columbia Newton Ridge Plus II Waterproof

+6

Brand Name: Columbia
Product Name: Newton Ridge Plus II Waterproof
Gender: Men's
Color: Cordovan/Squash
Price: $100.00
Rating: 4Rated 4 stars out of 5(1340)

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)

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

Twisted X - MDMST02. Color Distressed Saddle/Neon Yellow. $159.95. 4.5 out of 5 stars

Tan Twisted X MDMST02

Tan Twisted X MDMST02

Brand Name: Twisted X
Product Name: MDMST02
Gender: Men's
Color: Distressed Saddle/Neon Yellow
Price: $159.95
Rating: 5Rated 5 stars out of 5(4)

Cole Haan - Newmark Grand Chelsea Boots. Color Black Waterproof/Black/Black. $170.00.

Black Cole Haan Newmark Grand Chelsea Boots

Black Cole Haan Newmark Grand Chelsea Boots

+2

Brand Name: Cole Haan
Product Name: Newmark Grand Chelsea Boots
Gender: Men's
Color: Black Waterproof/Black/Black
Price: $170.00
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)

KEEN - Targhee II Mid. Color Shitake/Brindle. On sale for $123.75. MSRP $164.95. 25% off. 4.4 out of 5 stars

Brown KEEN Targhee II Mid

Brown KEEN Targhee II Mid

+2

Brand Name: KEEN
Product Name: Targhee II Mid
Gender: Men's
Color: Shitake/Brindle
Price: $123.75MSRP: $164.9525% OFF
Rating: 4Rated 4 stars out of 5(946)

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

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

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)

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)

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

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)

SAS - Premier Work Non-Slip Pull-On Comfort Boots. Color Black. $298.95.

Black SAS Premier Work Non-Slip Pull-On Comfort Boots

Black SAS Premier Work Non-Slip Pull-On Comfort Boots

Brand Name: SAS
Product Name: Premier Work Non-Slip Pull-On Comfort Boots
Gender: Men's
Color: Black
Price: $298.95
Rating

Eastland 1955 Edition - Hoyt. Color Brown. On sale for $162.29. 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: $162.29MSRP: $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

Johnston & Murphy - Barrett Plain Toe Boots. Color Snuff Oiled Suede. $198.95. 4.5 out of 5 stars

Bronze Johnston & Murphy Barrett Plain Toe Boots

Bronze Johnston & Murphy Barrett Plain Toe Boots

Brand Name: Johnston & Murphy
Product Name: Barrett Plain Toe Boots
Gender: Men's
Color: Snuff Oiled Suede
Price: $198.95
Rating: 5Rated 5 stars out of 5(130)

. 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

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

. 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)

Merrell - Wrapt Sneakers Mid Waterproof. Color Coffee. $150.00. 2.0 out of 5 stars

Brown Merrell Wrapt Sneakers Mid Waterproof

Brown Merrell Wrapt Sneakers Mid Waterproof

+2

Brand Name: Merrell
Product Name: Wrapt Sneakers Mid Waterproof
Gender: Men's
Color: Coffee
Price: $150.00
Rating: 2Rated 2 stars out of 5(1)

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

Hoss - Buster Hi - BIG HOSS Sizes. Color Black. $155.00.

Black Hoss Buster Hi - BIG HOSS Sizes

Black Hoss Buster Hi - BIG HOSS Sizes

Brand Name: Hoss
Product Name: Buster Hi - BIG HOSS Sizes
Gender: Men's
Color: Black
Price: $155.00
Rating

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

Merrell - Moab 3 Mid Waterproof. Color Earth 1. $170.00. 4.4 out of 5 stars

Tan Merrell Moab 3 Mid Waterproof

Tan Merrell Moab 3 Mid Waterproof

+11

Brand Name: Merrell
Product Name: Moab 3 Mid Waterproof
Gender: Men's
Color: Earth 1
Price: $170.00
Rating: 4Rated 4 stars out of 5(563)

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)

Magnanni - Shaw. Color Rocia Taupe Suede. On sale for $396.00. MSRP $495.00. 20% off.

Beige Magnanni Shaw

Beige Magnanni Shaw

Brand Name: Magnanni
Product Name: Shaw
Gender: Men's
Color: Rocia Taupe Suede
Price: $396.00MSRP: $495.0020% OFF
Rating

Salomon - Quest 4 GTX®. Color Olive Night/Peat/Safari. $229.99. 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: $229.99
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: 5Rated 5 stars out of 5(1)

BILLY Footwear - BILLY Inclusion Trail Boot. Color Taupe. $125.00.

Taupe BILLY Footwear BILLY Inclusion Trail Boot

Taupe BILLY Footwear BILLY Inclusion Trail Boot

Brand Name: BILLY Footwear
Product Name: BILLY Inclusion Trail Boot
Gender: Men's
Color: Taupe
Price: $125.00
Rating

BRUNT - Kasparian 6" WP Soft. Color Brown. $154.99.

Brown BRUNT Kasparian 6" WP Soft

Brown BRUNT Kasparian 6" WP Soft

Brand Name: BRUNT
Product Name: Kasparian 6" WP Soft
Gender: Men's
Color: Brown
Price: $154.99
Rating

Johnston & Murphy - Reeve Zip Boots. Color Black Full Grain. $139.90.

Black Johnston & Murphy Reeve Zip Boots

Black Johnston & Murphy Reeve Zip Boots

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

Florsheim - Lodge Cap Toe Lace-Up Boot. Color Brown Crazy Horse. On sale for $128.49. 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: $128.49MSRP: $155.0017% OFF
Rating: 5Rated 5 stars out of 5(182)

. 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)

Vans - U MTE™ Crestline Waterproof. Color Tobacco Brown. $160.00. 5.0 out of 5 stars

Brown Vans U MTE™ Crestline Waterproof

Brown Vans U MTE™ Crestline Waterproof

Brand Name: Vans
Product Name: U MTE™ Crestline Waterproof
Gender: Unisex
Color: Tobacco Brown
Price: $160.00
Rating: 5Rated 5 stars out of 5(1)

SOREL - Madson™ II Chore Waterproof. Color Tobacco/Gum 10. On sale for $74.10. MSRP $195.00. 62% off. 3.8 out of 5 stars

Brown SOREL Madson™ II Chore Waterproof

Brown SOREL Madson™ II Chore Waterproof

+2

Brand Name: SOREL
Product Name: Madson™ II Chore Waterproof
Gender: Men's
Color: Tobacco/Gum 10
Price: $74.10MSRP: $195.0062% OFF
Rating: 4Rated 4 stars out of 5(35)

Florsheim - Anthem Plain Toe Gore Boots. Color Saddle Tan Smooth. $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: Saddle Tan Smooth
Price: $145.00
Rating: 4Rated 4 stars out of 5(2)

BRUNT - The Ohman Soft Toe. Color Brown. $139.99. 4.0 out of 5 stars

Brown BRUNT The Ohman Soft Toe

Brown BRUNT The Ohman Soft Toe

+2

Brand Name: BRUNT
Product Name: The Ohman Soft Toe
Gender: Men's
Color: Brown
Price: $139.99
Rating: 4Rated 4 stars out of 5(5)

Dansko - Tony. Color Tan. $194.95.

Tan Dansko Tony

Tan Dansko Tony

+2

Brand Name: Dansko
Product Name: Tony
Gender: Men's
Color: Tan
Price: $194.95
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

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

To Boot New York - Largo. Color Brown. $495.00. 5.0 out of 5 stars

Brown To Boot New York Largo

Brown To Boot New York Largo

+1

Brand Name: To Boot New York
Product Name: Largo
Gender: Men's
Color: Brown
Price: $495.00
Rating: 5Rated 5 stars out of 5(3)

Merrell - Coldpack 3 Thermo Mid Waterproof. Color Black. $184.95. 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: $184.95
Rating: 4Rated 4 stars out of 5(32)

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

Black Stacy Adams Thompson Elastic Lace Inside Zip Boots

Black 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: Black
Price: $150.00
Rating

Merrell - Moab 3 Mid. Color Walnut. $149.95. 4.4 out of 5 stars

Brown Merrell Moab 3 Mid

Brown Merrell Moab 3 Mid

+3

Brand Name: Merrell
Product Name: Moab 3 Mid
Gender: Men's
Color: Walnut
Price: $149.95
Rating: 4Rated 4 stars out of 5(234)

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)

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)

Florsheim - Forge Plain Toe Gore Boot. Color Cognac. On sale for $117.00. MSRP $130.00. 10% off. 3.7 out of 5 stars

Tan Florsheim Forge Plain Toe Gore Boot

Tan Florsheim Forge Plain Toe Gore Boot

+3

Brand Name: Florsheim
Product Name: Forge Plain Toe Gore Boot
Gender: Men's
Color: Cognac
Price: $117.00MSRP: $130.0010% OFF
Rating: 4Rated 4 stars out of 5(12)

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)

Martin Dingman - Bad Weather Boot. Color Chestnut. Low Stock. On sale for $173.80. MSRP $395.00. 56% off.

Low Stock

Brown Martin Dingman Bad Weather Boot

Brown Martin Dingman Bad Weather Boot

Brand Name: Martin Dingman
Product Name: Bad Weather Boot
Gender: Men's
Color: Chestnut
Price: $173.80MSRP: $395.0056% OFF
Rating

Blundstone - BL063. Color Black. $209.95. 3.3 out of 5 stars

Black Blundstone BL063

Black Blundstone BL063

Brand Name: Blundstone
Product Name: BL063
Gender: Unisex
Color: Black
Price: $209.95
Rating: 3Rated 3 stars out of 5(7)

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

Black Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boot

Black 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: Black
Price: $89.95MSRP: $120.0025% OFF
Rating: 5Rated 5 stars out of 5(9)

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 - 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

+8

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(261)

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(15)

Asolo - Power Matic 200 GV. Color Graphite. On sale for $399.95. MSRP $420.00. 5% off. 4.8 out of 5 stars

Gray Asolo Power Matic 200 GV

Gray Asolo Power Matic 200 GV

Brand Name: Asolo
Product Name: Power Matic 200 GV
Gender: Men's
Color: Graphite
Price: $399.95MSRP: $420.005% OFF
Rating: 5Rated 5 stars out of 5(69)

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

Johnston & Murphy - Hartley Wingtip Boot. Color Snuff Italian Suede. Low Stock. On sale for $195.00. MSRP $325.00. 40% off.

Low Stock

Brown Johnston & Murphy Hartley Wingtip Boot

Brown Johnston & Murphy Hartley Wingtip Boot

Brand Name: Johnston & Murphy
Product Name: Hartley Wingtip Boot
Gender: Men's
Color: Snuff Italian Suede
Price: $195.00MSRP: $325.0040% OFF
Rating

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)

Wolverine - Floorhand Steel Toe. Color Black. On sale for $97.50. MSRP $130.00. 25% off. 3.7 out of 5 stars

Black Wolverine Floorhand Steel Toe

Black Wolverine Floorhand Steel Toe

+2

Brand Name: Wolverine
Product Name: Floorhand Steel Toe
Gender: Men's
Color: Black
Price: $97.50MSRP: $130.0025% OFF
Rating: 4Rated 4 stars out of 5(89)

Stacy Adams - Madison Boot. Color Black. On sale for $140.69. MSRP $165.00. 15% off. 4.6 out of 5 stars

Black Stacy Adams Madison Boot

Brand Name: Stacy Adams
Product Name: Madison Boot
Gender: Men's
Color: Black
Price: $140.69MSRP: $165.0015% OFF
Rating: 5Rated 5 stars out of 5(875)

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)

TOMS - Travel Lite Forrest. Color Tan. On sale for $104.00. MSRP $130.00. 20% off.

Tan TOMS Travel Lite Forrest

Tan TOMS Travel Lite Forrest

+2

Brand Name: TOMS
Product Name: Travel Lite Forrest
Gender: Men's
Color: Tan
Price: $104.00MSRP: $130.0020% OFF
Rating

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)

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)

SOREL - Cyprus Boot Waterproof. Color Tobacco/Blackened Brown. $135.00. 4.0 out of 5 stars

Brown SOREL Cyprus Boot Waterproof

Brown SOREL Cyprus Boot Waterproof

+3

Brand Name: SOREL
Product Name: Cyprus Boot Waterproof
Gender: Men's
Color: Tobacco/Blackened Brown
Price: $135.00
Rating: 4Rated 4 stars out of 5(1)

Ariat - Wexford Waterproof. Color Dark Brown. $209.95. 4.5 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: $209.95
Rating: 5Rated 5 stars out of 5(241)

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

. 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

Johnston & Murphy - Calder Chukka. Color Mahogany Full Grain. On sale for $82.50. MSRP $165.00. 50% off. 4.0 out of 5 stars

Brown Johnston & Murphy Calder Chukka

Brown Johnston & Murphy Calder Chukka

+3

Brand Name: Johnston & Murphy
Product Name: Calder Chukka
Gender: Men's
Color: Mahogany Full Grain
Price: $82.50MSRP: $165.0050% OFF
Rating: 4Rated 4 stars out of 5(3)

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)

Steve Madden - Montreaux. Color Black. On sale for $78.00. MSRP $130.00. 40% off.

Black Steve Madden Montreaux

Black Steve Madden Montreaux

Brand Name: Steve Madden
Product Name: Montreaux
Gender: Men's
Color: Black
Price: $78.00MSRP: $130.0040% OFF
Rating

Wolverine - I-90 Rush Max 6" Carbonmax® Work Boot. Color Dark Coffee. $184.95.

Brown Wolverine I-90 Rush Max 6" Carbonmax® Work Boot

Brown Wolverine I-90 Rush Max 6" Carbonmax® Work Boot

Brand Name: Wolverine
Product Name: I-90 Rush Max 6" Carbonmax® Work Boot
Gender: Men's
Color: Dark Coffee
Price: $184.95
Rating

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)

Timberland PRO - Whitman 6 Inch Soft Toe Waterproof. Color Copper Brown. On sale for $194.95. MSRP $210.00. 7% off. 5.0 out of 5 stars

Brown Timberland PRO Whitman 6 Inch Soft Toe Waterproof

Brown Timberland PRO Whitman 6 Inch Soft Toe Waterproof

Brand Name: Timberland PRO
Product Name: Whitman 6 Inch Soft Toe Waterproof
Gender: Men's
Color: Copper Brown
Price: $194.95MSRP: $210.007% OFF
Rating: 5Rated 5 stars out of 5(1)

Forsake - Mason High. Color Toffee. $140.00. 3.8 out of 5 stars

Brown Forsake Mason High

Brown Forsake Mason High

+3

Brand Name: Forsake
Product Name: Mason High
Gender: Men's
Color: Toffee
Price: $140.00
Rating: 4Rated 4 stars out of 5(4)

To Boot New York - Lynn. Color Grey Suede. Low Stock. On sale for $204.00. MSRP $425.00. 52% off.

Low Stock

Gray To Boot New York Lynn

Gray To Boot New York Lynn

Brand Name: To Boot New York
Product Name: Lynn
Gender: Men's
Color: Grey Suede
Price: $204.00MSRP: $425.0052% OFF
Rating

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

Black KEEN Utility Skokie Waterproof Work Boot (Carbon Toe)

Black 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: Magnet/Black
Price: $154.95
Rating: 5Rated 5 stars out of 5(1)

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)

Magnanni - Logan Zip. Color Black. Low Stock. On sale for $427.50. MSRP $475.00. 10% off.

Low Stock

Black Magnanni Logan Zip

Black Magnanni Logan Zip

Brand Name: Magnanni
Product Name: Logan Zip
Gender: Men's
Color: Black
Price: $427.50MSRP: $475.0010% OFF
Rating

1 of 7

12 3 4…7Next 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.)