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

Men's Leather Chelsea Shoes

53 items found

Sort By

Your Selections

Search Results

. Blundstone - BL587. Color Rustic Black. $199.95. 3.8 out of 5 stars

Black Blundstone BL587

Black Blundstone BL587

Brand Name: Blundstone
Product Name: BL587
Gender: Unisex
Color: Rustic Black
Price: $199.95
Rating: 4Rated 4 stars out of 5(4)

Florsheim Work - Loedin Boot. Color Black. On sale for $75.00. MSRP $154.00.. 4.4 out of 5 stars

Black Florsheim Work Loedin Boot

Black Florsheim Work Loedin Boot

Brand Name: Florsheim Work
Product Name: Loedin Boot
Gender: Men's
Color: Black
Price: $75.00MSRP: $154.00
Rating: 4Rated 4 stars out of 5(93)

Twisted X Work - 4" Work Chelsea Boot. Color Shitake. Low Stock. $169.95.

Low Stock

Brown Twisted X Work 4" Work Chelsea Boot

Brown Twisted X Work 4" Work Chelsea Boot

+2

Brand Name: Twisted X Work
Product Name: 4" Work Chelsea Boot
Gender: Men's
Color: Shitake
Price: $169.95
Rating

Carhartt - Millbrook 4" Romeo Steel Toe Wedge Work Boot. Color Brown Oil Tanned. $149.99. 3.3 out of 5 stars

Brown Carhartt Millbrook 4" Romeo Steel Toe Wedge Work Boot

Brown Carhartt Millbrook 4" Romeo Steel Toe Wedge Work Boot

Brand Name: Carhartt
Product Name: Millbrook 4" Romeo Steel Toe Wedge Work Boot
Gender: Men's
Color: Brown Oil Tanned
Price: $149.99
Rating: 3Rated 3 stars out of 5(3)

Carhartt - Millbrook 4" Romeo Soft Toe Wedge Boot. Color Black/Black. On sale for $109.95. MSRP $144.99.. 3.4 out of 5 stars

Black Carhartt Millbrook 4" Romeo Soft Toe Wedge Boot

Black Carhartt Millbrook 4" Romeo Soft Toe Wedge Boot

+1

Brand Name: Carhartt
Product Name: Millbrook 4" Romeo Soft Toe Wedge Boot
Gender: Men's
Color: Black/Black
Price: $109.95MSRP: $144.99
Rating: 3Rated 3 stars out of 5(28)

. PUMA Safety - Tanami Double Gore EH. Color Black/Charcoal. On sale for $129.95. MSRP $140.00.. 3.8 out of 5 stars

Black PUMA Safety Tanami Double Gore EH

Black PUMA Safety Tanami Double Gore EH

Brand Name: PUMA Safety
Product Name: Tanami Double Gore EH
Gender: Men's
Color: Black/Charcoal
Price: $129.95MSRP: $140.00
Rating: 4Rated 4 stars out of 5(88)

Blundstone - BL584. Color Rustic Brown. $229.95. 4.5 out of 5 stars

Brown Blundstone BL584

Brown Blundstone BL584

Brand Name: Blundstone
Product Name: BL584
Gender: Unisex
Color: Rustic Brown
Price: $229.95
Rating: 5Rated 5 stars out of 5(4)

BRUNT - The Ohman Soft. Color Brown. $135.99.

Brown BRUNT The Ohman Soft

Brown BRUNT The Ohman Soft

+2

Brand Name: BRUNT
Product Name: The Ohman Soft
Gender: Men's
Color: Brown
Price: $135.99
Rating

. BRUNT - The Ohman Comp Toe. Color Black. $145.99.

Black BRUNT The Ohman Comp Toe

Black BRUNT The Ohman Comp Toe

+2

Brand Name: BRUNT
Product Name: The Ohman Comp Toe
Gender: Men's
Color: Black
Price: $145.99
Rating

KEEN - Anchorage Boot III Waterproof. Color Dark Earth/Mulch. $174.95. 4.0 out of 5 stars

Brown KEEN Anchorage Boot III Waterproof

Brown KEEN Anchorage Boot III Waterproof

+2

Brand Name: KEEN
Product Name: Anchorage Boot III Waterproof
Gender: Men's
Color: Dark Earth/Mulch
Price: $174.95
Rating: 4Rated 4 stars out of 5(159)

Thorogood - 6" Romeo. Color Black. On sale for $119.95. MSRP $130.00.. 3.1 out of 5 stars

Black Thorogood 6" Romeo

Black Thorogood 6" Romeo

Brand Name: Thorogood
Product Name: 6" Romeo
Gender: Men's
Color: Black
Price: $119.95MSRP: $130.00
Rating: 3Rated 3 stars out of 5(9)

Dr. Martens Work - 2976 Chelsea SR Boot. Color Black. On sale for $169.95. MSRP $180.00.. 4.4 out of 5 stars

Black Dr. Martens Work 2976 Chelsea SR Boot

Black Dr. Martens Work 2976 Chelsea SR Boot

Brand Name: Dr. Martens Work
Product Name: 2976 Chelsea SR Boot
Gender: Unisex
Color: Black
Price: $169.95MSRP: $180.00
Rating: 4Rated 4 stars out of 5(73)

Carhartt - Wedge 5" Chelsea Pull-On Boot Soft Toe. Color Dark Bison Oil Tanned. $149.96. 4.0 out of 5 stars

Brown Carhartt Wedge 5" Chelsea Pull-On Boot Soft Toe

Brown Carhartt Wedge 5" Chelsea Pull-On Boot Soft Toe

Brand Name: Carhartt
Product Name: Wedge 5" Chelsea Pull-On Boot Soft Toe
Gender: Men's
Color: Dark Bison Oil Tanned
Price: $149.96
Rating: 4Rated 4 stars out of 5(16)

Dr. Martens - Hardie II. Color Black Pit Quarter. On sale for $109.95. MSRP $120.00.. 4.3 out of 5 stars

Black Dr. Martens Hardie II

Black Dr. Martens Hardie II

+2

Brand Name: Dr. Martens
Product Name: Hardie II
Gender: Unisex
Color: Black Pit Quarter
Price: $109.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(20)

Timberland PRO - Nashoba Composite Safety Toe. Color Black-2024 NEW. On sale for $164.95. MSRP $180.00.. 3.9 out of 5 stars

Black Timberland PRO Nashoba Composite Safety Toe

Black Timberland PRO Nashoba Composite Safety Toe

Brand Name: Timberland PRO
Product Name: Nashoba Composite Safety Toe
Gender: Unisex
Color: Black-2024 NEW
Price: $164.95MSRP: $180.00
Rating: 4Rated 4 stars out of 5(64)

Blundstone - BL2340. Color Brown. $209.95. 5.0 out of 5 stars

Brown Blundstone BL2340

Brown Blundstone BL2340

Brand Name: Blundstone
Product Name: BL2340
Gender: Unisex
Color: Brown
Price: $209.95
Rating: 5Rated 5 stars out of 5(1)

L.L.Bean - Storm Chaser Chelsea Boot. Color Oakwood. $149.00. 3.5 out of 5 stars

Green L.L.Bean Storm Chaser Chelsea Boot

Green L.L.Bean Storm Chaser Chelsea Boot

+2

Brand Name: L.L.Bean
Product Name: Storm Chaser Chelsea Boot
Gender: Men's
Color: Oakwood
Price: $149.00
Rating: 3Rated 3 stars out of 5(35)

Carhartt - Frontier Water Resistant Chelsea. Color Mossy Brown. $129.99. 3.5 out of 5 stars

Brown Carhartt Frontier Water Resistant Chelsea

Brown Carhartt Frontier Water Resistant Chelsea

Brand Name: Carhartt
Product Name: Frontier Water Resistant Chelsea
Gender: Men's
Color: Mossy Brown
Price: $129.99
Rating: 4Rated 4 stars out of 5(2)

Blundstone - BL2412. Color Bordeaux Brush. $194.95. 5.0 out of 5 stars

Burgundy Blundstone BL2412

Burgundy Blundstone BL2412

Brand Name: Blundstone
Product Name: BL2412
Gender: Unisex
Color: Bordeaux Brush
Price: $194.95
Rating: 5Rated 5 stars out of 5(1)

. Rockport Works - Weather or Not Work EH Alloy. Color Black. On sale for $119.99. MSRP $146.00.. 3.7 out of 5 stars

Black Rockport Works Weather or Not Work EH Alloy

Black Rockport Works Weather or Not Work EH Alloy

Brand Name: Rockport Works
Product Name: Weather or Not Work EH Alloy
Gender: Men's
Color: Black
Price: $119.99MSRP: $146.00
Rating: 4Rated 4 stars out of 5(15)

Bogs - Arcata Urban Leather Chelsea. Color Chocolate 1. $150.00. 4.2 out of 5 stars

Tan Bogs Arcata Urban Leather Chelsea

Tan Bogs Arcata Urban Leather Chelsea

+2

Brand Name: Bogs
Product Name: Arcata Urban Leather Chelsea
Gender: Men's
Color: Chocolate 1
Price: $150.00
Rating: 4Rated 4 stars out of 5(28)

Blundstone - BL2241. Color Black. $264.95. 4.4 out of 5 stars

Black Blundstone BL2241

Black Blundstone BL2241

Brand Name: Blundstone
Product Name: BL2241
Gender: Unisex
Color: Black
Price: $264.95
Rating: 4Rated 4 stars out of 5(5)

Blundstone - BL2242. Color Rustic Brown. $264.95. 4.5 out of 5 stars

Brown Blundstone BL2242

Brown Blundstone BL2242

Brand Name: Blundstone
Product Name: BL2242
Gender: Unisex
Color: Rustic Brown
Price: $264.95
Rating: 5Rated 5 stars out of 5(2)

Timberland PRO - Nashoba Soft Toe. Color Stout Brown-2024 NEW. Low Stock. On sale for $159.95. MSRP $170.00.. 4.3 out of 5 stars

Low Stock

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: $159.95MSRP: $170.00
Rating: 4Rated 4 stars out of 5(27)

Vans - U MTE™ Standard Waterproof. Color Black/White. Low Stock. $179.95.

Low Stock

Black Vans U MTE™ Standard Waterproof

Black Vans U MTE™ Standard Waterproof

+3

Brand Name: Vans
Product Name: U MTE™ Standard Waterproof
Gender: Unisex
Color: Black/White
Price: $179.95
Rating

Cole Haan - Hawthorne Chelsea Boot. Color Black. $145.00. 5.0 out of 5 stars

Black Cole Haan Hawthorne Chelsea Boot

Black Cole Haan Hawthorne Chelsea Boot

+3

Brand Name: Cole Haan
Product Name: Hawthorne Chelsea Boot
Gender: Men's
Color: Black
Price: $145.00
Rating: 5Rated 5 stars out of 5(3)

Tommy Hilfiger - Berton. Color Black. On sale for $64.45. MSRP $109.00..

Black Tommy Hilfiger Berton

Black Tommy Hilfiger Berton

+2

Brand Name: Tommy Hilfiger
Product Name: Berton
Gender: Men's
Color: Black
Price: $64.45MSRP: $109.00
Rating

Hoss - Old Glory Distressed. Color Brown. $119.95.

Brown Hoss Old Glory Distressed

Brown Hoss Old Glory Distressed

Brand Name: Hoss
Product Name: Old Glory Distressed
Gender: Men's
Color: Brown
Price: $119.95
Rating

KEEN Utility - Lansing Chelsea Steel Toe. Color Dark Earth/Brindle. $150.00.

Gray KEEN Utility Lansing Chelsea Steel Toe

Gray KEEN Utility Lansing Chelsea Steel Toe

Brand Name: KEEN Utility
Product Name: Lansing Chelsea Steel Toe
Gender: Men's
Color: Dark Earth/Brindle
Price: $150.00
Rating

Baffin - Copenhagen. Color Brown. Low Stock. $180.00. 3.2 out of 5 stars

Low Stock

Brown Baffin Copenhagen

Brown Baffin Copenhagen

+2

Brand Name: Baffin
Product Name: Copenhagen
Gender: Men's
Color: Brown
Price: $180.00
Rating: 3Rated 3 stars out of 5(6)

Thorogood - 6" Romeo Safety Toe. Color Black. On sale for $129.95. MSRP $142.00.. 2.4 out of 5 stars

Black Thorogood 6" Romeo Safety Toe

Black Thorogood 6" Romeo Safety Toe

Brand Name: Thorogood
Product Name: 6" Romeo Safety Toe
Gender: Men's
Color: Black
Price: $129.95MSRP: $142.00
Rating: 2Rated 2 stars out of 5(8)

Eastland 1955 Edition - Chimney Pond. Color Black. On sale for $79.75. MSRP $145.00..

Black Eastland 1955 Edition Chimney Pond

Black Eastland 1955 Edition Chimney Pond

+2

Brand Name: Eastland 1955 Edition
Product Name: Chimney Pond
Gender: Men's
Color: Black
Price: $79.75MSRP: $145.00
Rating

Georgia Boot - Eagle One Waterproof Chelsea Soft Toe. Color Brown. Low Stock. On sale for $125.25. MSRP $165.00.. 4.1 out of 5 stars

Low Stock

Brown Georgia Boot Eagle One Waterproof Chelsea Soft Toe

Brown Georgia Boot Eagle One Waterproof Chelsea Soft Toe

Brand Name: Georgia Boot
Product Name: Eagle One Waterproof Chelsea Soft Toe
Gender: Men's
Color: Brown
Price: $125.25MSRP: $165.00
Rating: 4Rated 4 stars out of 5(57)

Johnston & Murphy - Brody Chelsea Boots. Color Black Calfskin. On sale for $102.12. MSRP $165.00..

Black Johnston & Murphy Brody Chelsea Boots

Black Johnston & Murphy Brody Chelsea Boots

+2

Brand Name: Johnston & Murphy
Product Name: Brody Chelsea Boots
Gender: Men's
Color: Black Calfskin
Price: $102.12MSRP: $165.00
Rating

Carhartt - Frontier Water Resistant Steel Toe Chelsea. Color Brown. Low Stock. $139.99.

Low Stock

Brown Carhartt Frontier Water Resistant Steel Toe Chelsea

Brown Carhartt Frontier Water Resistant Steel Toe Chelsea

Brand Name: Carhartt
Product Name: Frontier Water Resistant Steel Toe Chelsea
Gender: Men's
Color: Brown
Price: $139.99
Rating

Thorogood - 6" Romeo Composite Safety Toe. Color Crazyhorse. Low Stock. On sale for $129.95. MSRP $140.00.. 3.3 out of 5 stars

Low Stock

Black Thorogood 6" Romeo Composite Safety Toe

Black Thorogood 6" Romeo Composite Safety Toe

Brand Name: Thorogood
Product Name: 6" Romeo Composite Safety Toe
Gender: Men's
Color: Crazyhorse
Price: $129.95MSRP: $140.00
Rating: 3Rated 3 stars out of 5(10)

ALDO - Bristoll-Wide. Color Black. On sale for $115.38. MSRP $140.00..

Black ALDO Bristoll-Wide

Black ALDO Bristoll-Wide

+2

Brand Name: ALDO
Product Name: Bristoll-Wide
Gender: Men's
Color: Black
Price: $115.38MSRP: $140.00
Rating

Timberland - Britton Road Mid Chelsea. Color Black Full Grain. Low Stock. $150.00. 4.5 out of 5 stars

Low Stock

Black Timberland Britton Road Mid Chelsea

Black Timberland Britton Road Mid Chelsea

+2

Brand Name: Timberland
Product Name: Britton Road Mid Chelsea
Gender: Men's
Color: Black Full Grain
Price: $150.00
Rating: 5Rated 5 stars out of 5(17)

Dockers - Ettrick. Color Dark Brown. On sale for $59.99. MSRP $85.00..

Brown Dockers Ettrick

Brown Dockers Ettrick

+2

Brand Name: Dockers
Product Name: Ettrick
Gender: Men's
Color: Dark Brown
Price: $59.99MSRP: $85.00
Rating

Vans - FU MTE™ Standard Mid Chelsea Waterproof. Color Beige/Khaki. Low Stock. $179.95. 5.0 out of 5 stars

Low Stock

Beige Vans FU MTE™ Standard Mid Chelsea Waterproof

Beige Vans FU MTE™ Standard Mid Chelsea Waterproof

Brand Name: Vans
Product Name: FU MTE™ Standard Mid Chelsea Waterproof
Gender: Unisex
Color: Beige/Khaki
Price: $179.95
Rating: 5Rated 5 stars out of 5(1)

Ariat - Groundbreaker Chelsea H2O Steel Toe. Color Dark Brown. Low Stock. $169.95. 4.4 out of 5 stars

Low Stock

Brown Ariat Groundbreaker Chelsea H2O Steel Toe

Brown Ariat Groundbreaker Chelsea H2O Steel Toe

Brand Name: Ariat
Product Name: Groundbreaker Chelsea H2O Steel Toe
Gender: Men's
Color: Dark Brown
Price: $169.95
Rating: 4Rated 4 stars out of 5(102)

Naot - Washington. Color Cordovan Leather. On sale for $220.75. MSRP $239.95..

Brown Naot Washington

Brown Naot Washington

+2

Brand Name: Naot
Product Name: Washington
Gender: Men's
Color: Cordovan Leather
Price: $220.75MSRP: $239.95
Rating

TOMS - Griffin. Color Black Water Resistant Leather. On sale for $65.00. MSRP $139.95..

Black TOMS Griffin

Black TOMS Griffin

Brand Name: TOMS
Product Name: Griffin
Gender: Men's
Color: Black Water Resistant Leather
Price: $65.00MSRP: $139.95
Rating

Cole Haan - Zerogrand Remastered Waterproof Chelsea Boots. Color Black/Black. $229.95.

Black Cole Haan Zerogrand Remastered Waterproof Chelsea Boots

Black Cole Haan Zerogrand Remastered Waterproof Chelsea Boots

Brand Name: Cole Haan
Product Name: Zerogrand Remastered Waterproof Chelsea Boots
Gender: Men's
Color: Black/Black
Price: $229.95
Rating

KEEN Utility - Seattle Romeo (Soft Toe). Color Cascade Brown/Black. Low Stock. $144.95. 3.6 out of 5 stars

Low Stock

Brown KEEN Utility Seattle Romeo (Soft Toe)

Brown KEEN Utility Seattle Romeo (Soft Toe)

Brand Name: KEEN Utility
Product Name: Seattle Romeo (Soft Toe)
Gender: Men's
Color: Cascade Brown/Black
Price: $144.95
Rating: 4Rated 4 stars out of 5(18)

Bruno Magli - Martin. Color Black. Low Stock. On sale for $317.99. MSRP $425.00.. 5.0 out of 5 stars

Low Stock

Black Bruno Magli Martin

Black Bruno Magli Martin

Brand Name: Bruno Magli
Product Name: Martin
Gender: Men's
Color: Black
Price: $317.99MSRP: $425.00
Rating: 5Rated 5 stars out of 5(3)

Georgia Boot - Romeo Wedge. Color Soggy Brown. Low Stock. On sale for $78.00. MSRP $114.00.. 4.5 out of 5 stars

Low Stock

Brown Georgia Boot Romeo Wedge

Brown Georgia Boot Romeo Wedge

Brand Name: Georgia Boot
Product Name: Romeo Wedge
Gender: Men's
Color: Soggy Brown
Price: $78.00MSRP: $114.00
Rating: 4Rated 4 stars out of 5(364)

KEEN Utility - Seattle Romeo Aluminum Toe. Color Cascade Brown/Gum. Low Stock. $149.95. 3.7 out of 5 stars

Low Stock

Brown KEEN Utility Seattle Romeo Aluminum Toe

Brown KEEN Utility Seattle Romeo Aluminum Toe

Brand Name: KEEN Utility
Product Name: Seattle Romeo Aluminum Toe
Gender: Men's
Color: Cascade Brown/Gum
Price: $149.95
Rating: 4Rated 4 stars out of 5(12)

KEEN - Revel IV Chelsea. Color Black/Black. $179.95. 3.2 out of 5 stars

Black KEEN Revel IV Chelsea

Black KEEN Revel IV Chelsea

+2

Brand Name: KEEN
Product Name: Revel IV Chelsea
Gender: Men's
Color: Black/Black
Price: $179.95
Rating: 3Rated 3 stars out of 5(6)

Barbour - Barbour Nimbus Chelsea Welly. Color Black. $120.00.

Black Barbour Barbour Nimbus Chelsea Welly

Black Barbour Barbour Nimbus Chelsea Welly

Brand Name: Barbour
Product Name: Barbour Nimbus Chelsea Welly
Gender: Men's
Color: Black
Price: $120.00
Rating

Ariat - Turbo Chelsea Waterproof Carbon Toe EH. Color Aged Bark. $164.95. 4.4 out of 5 stars

Brown Ariat Turbo Chelsea Waterproof Carbon Toe EH

Brown Ariat Turbo Chelsea Waterproof Carbon Toe EH

+2

Brand Name: Ariat
Product Name: Turbo Chelsea Waterproof Carbon Toe EH
Gender: Men's
Color: Aged Bark
Price: $164.95
Rating: 4Rated 4 stars out of 5(201)

Carhartt - Wedge 5" Chelsea Pull-On Boot Steel Toe. Color Dark Bison Oil Tanned. Low Stock. $154.99. 3.0 out of 5 stars

Low Stock

Brown Carhartt Wedge 5" Chelsea Pull-On Boot Steel Toe

Brown Carhartt Wedge 5" Chelsea Pull-On Boot Steel Toe

Brand Name: Carhartt
Product Name: Wedge 5" Chelsea Pull-On Boot Steel Toe
Gender: Men's
Color: Dark Bison Oil Tanned
Price: $154.99
Rating: 3Rated 3 stars out of 5(3)

. BRUNT - The Ohman BRUNT Toe. Color Brown. $159.99.

Brown BRUNT The Ohman BRUNT Toe

Brown BRUNT The Ohman BRUNT Toe

Brand Name: BRUNT
Product Name: The Ohman BRUNT Toe
Gender: Men's
Color: Brown
Price: $159.99
Rating

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.)