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

Men's Slip-On Leather Chelsea Shoes

42 items found

Sort By

Your Selections

Search Results

. 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

. TOMS - Griffin. Color Walnut Water Resistant Leather. $139.90.

Brown TOMS Griffin

Brown TOMS Griffin

+2

Brand Name: TOMS
Product Name: Griffin
Gender: Men's
Color: Walnut Water Resistant Leather
Price: $139.90
Rating

. Timberland PRO - Nashoba Soft Toe. Color Stout Brown-2024 NEW. $170.00. 4.2 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(20)

Cole Haan - Hawthorne Chelsea Boot. Color Lava Nubuck/Black Water Resistant. $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: Lava Nubuck/Black Water Resistant
Price: $145.00
Rating: 5Rated 5 stars out of 5(3)

Bogs - Arcata Urban Leather Chelsea. Color Chocolate 1. $149.95. 4.3 out of 5 stars

Tan Bogs Arcata Urban Leather Chelsea

Tan Bogs Arcata Urban Leather Chelsea

+1

Brand Name: Bogs
Product Name: Arcata Urban Leather Chelsea
Gender: Men's
Color: Chocolate 1
Price: $149.95
Rating: 4Rated 4 stars out of 5(15)

Timberland PRO - Nashoba Composite Safety Toe. Color Black-2024 NEW. Low Stock. On sale for $165.00. MSRP $180.00.. 4.0 out of 5 stars

10 left in stock

Black Timberland PRO Nashoba Composite Safety Toe

Black Timberland PRO Nashoba Composite Safety Toe

+2

Brand Name: Timberland PRO
Product Name: Nashoba Composite Safety Toe
Gender: Unisex
Color: Black-2024 NEW
Price: $165.00MSRP: $180.00
Rating: 4Rated 4 stars out of 5(50)

Carhartt - Millbrook 4" Romeo Soft Toe Wedge Boot. Color Black/Black. On sale for $130.49. 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: $130.49MSRP: $144.99
Rating: 3Rated 3 stars out of 5(23)

KEEN Utility - Lansing Chelsea Steel Toe. Color Dark Earth/Brindle. $145.00.

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: $145.00
Rating

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

3 left in stock

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(34)

Dr. Martens - Hardie II. Color Whiskey Pit Quarter. On sale for $87.95. MSRP $120.00.. 4.2 out of 5 stars

Brown Dr. Martens Hardie II

Brown Dr. Martens Hardie II

+2

Brand Name: Dr. Martens
Product Name: Hardie II
Gender: Unisex
Color: Whiskey Pit Quarter
Price: $87.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(15)

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)

Georgia Boot - 6" Flxpoint Ultra Comp Toe Chelsea. Color Brown. On sale for $162.00. MSRP $172.00.. 3.7 out of 5 stars

Brown Georgia Boot 6" Flxpoint Ultra Comp Toe Chelsea

Brown Georgia Boot 6" Flxpoint Ultra Comp Toe Chelsea

Brand Name: Georgia Boot
Product Name: 6" Flxpoint Ultra Comp Toe Chelsea
Gender: Men's
Color: Brown
Price: $162.00MSRP: $172.00
Rating: 4Rated 4 stars out of 5(3)

Thorogood - 6" Romeo. Color Black. On sale for $115.00. MSRP $155.00.. 3.0 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: $115.00MSRP: $155.00
Rating: 3Rated 3 stars out of 5(4)

Thorogood - 6" Romeo Safety Toe. Color Black. On sale for $125.00. MSRP $165.00.. 2.8 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: $125.00MSRP: $165.00
Rating: 3Rated 3 stars out of 5(5)

. Rockport Works - Weather or Not Work EH Alloy. Color Black. On sale for $109.95. MSRP $146.00.. 4.1 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: $109.95MSRP: $146.00
Rating: 4Rated 4 stars out of 5(7)

DieHard - Polara CT Romeo. Color Black. $109.95. 3.3 out of 5 stars

Black DieHard Polara CT Romeo

Black DieHard Polara CT Romeo

Brand Name: DieHard
Product Name: Polara CT Romeo
Gender: Men's
Color: Black
Price: $109.95
Rating: 3Rated 3 stars out of 5(6)

Dr. Martens Work - 2976 SR. Color Gaucho Crazy Horse. Low Stock. On sale for $122.54. MSRP $180.00.. 4.0 out of 5 stars

1 left in stock

Brown Dr. Martens Work 2976 SR

Brown Dr. Martens Work 2976 SR

Brand Name: Dr. Martens Work
Product Name: 2976 SR
Gender: Unisex
Color: Gaucho Crazy Horse
Price: $122.54MSRP: $180.00
Rating: 4Rated 4 stars out of 5(12)

. PUMA Safety - Tanami Double Gore EH. Color Black/Charcoal. On sale for $109.95. 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: $109.95MSRP: $140.00
Rating: 4Rated 4 stars out of 5(71)

KEEN - Revel IV Chelsea. Color Black/Black. Low Stock. On sale for $134.96. MSRP $180.00.. 3.2 out of 5 stars

2 left in stock

Black KEEN Revel IV Chelsea

Black KEEN Revel IV Chelsea

Brand Name: KEEN
Product Name: Revel IV Chelsea
Gender: Men's
Color: Black/Black
Price: $134.96MSRP: $180.00
Rating: 3Rated 3 stars out of 5(6)

Thorogood - 6" Romeo Composite Safety Toe. Color Crazyhorse. On sale for $125.00. MSRP $165.00.. 3.1 out of 5 stars

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: $125.00MSRP: $165.00
Rating: 3Rated 3 stars out of 5(9)

Terra - Murphy 6" SF. Color Brown. Low Stock. $154.99. 5.0 out of 5 stars

2 left in stock

Brown Terra Murphy 6" SF

Brown Terra Murphy 6" SF

Brand Name: Terra
Product Name: Murphy 6" SF
Gender: Men's
Color: Brown
Price: $154.99
Rating: 5Rated 5 stars out of 5(1)

Carhartt - Force 4" Romeo Nano Comp Toe. Color Dark Bison Oil Tanned. Low Stock. $144.96. 4.7 out of 5 stars

1 left in stock

Brown Carhartt Force 4" Romeo Nano Comp Toe

Brown Carhartt Force 4" Romeo Nano Comp Toe

Brand Name: Carhartt
Product Name: Force 4" Romeo Nano Comp Toe
Gender: Men's
Color: Dark Bison Oil Tanned
Price: $144.96
Rating: 5Rated 5 stars out of 5(15)

Carhartt - Force 4" Romeo Soft Toe. Color Dark Bison Oil Tanned. $139.96. 2.6 out of 5 stars

Brown Carhartt Force 4" Romeo Soft Toe

Brown Carhartt Force 4" Romeo Soft Toe

Brand Name: Carhartt
Product Name: Force 4" Romeo Soft Toe
Gender: Men's
Color: Dark Bison Oil Tanned
Price: $139.96
Rating: 3Rated 3 stars out of 5(8)

DeWALT - Flex Albany. Color Nature Pitstop. On sale for $98.99. MSRP $119.99.. 4.7 out of 5 stars

Brown DeWALT Flex Albany

Brown DeWALT Flex Albany

Brand Name: DeWALT
Product Name: Flex Albany
Gender: Men's
Color: Nature Pitstop
Price: $98.99MSRP: $119.99
Rating: 5Rated 5 stars out of 5(13)

ACE Work Boots - Firebrand. Color Black. $104.98.

Black ACE Work Boots Firebrand

Black ACE Work Boots Firebrand

Brand Name: ACE Work Boots
Product Name: Firebrand
Gender: Men's
Color: Black
Price: $104.98
Rating

ACE Work Boots - Firebrand Composite Toe. Color Black. $109.98. 3.0 out of 5 stars

Black ACE Work Boots Firebrand Composite Toe

Black ACE Work Boots Firebrand Composite Toe

Brand Name: ACE Work Boots
Product Name: Firebrand Composite Toe
Gender: Men's
Color: Black
Price: $109.98
Rating: 3Rated 3 stars out of 5(7)

Carhartt - Wedge 5" Chelsea Pull-On Boot Soft Toe. Color Dark Bison Oil Tanned. $149.96. 4.1 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(15)

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

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)

Rocky - Work Smart 6" Comp Chelsea. Color Brown. On sale for $109.95. MSRP $132.00.. 3.0 out of 5 stars

Brown Rocky Work Smart 6" Comp Chelsea

Brown Rocky Work Smart 6" Comp Chelsea

Brand Name: Rocky
Product Name: Work Smart 6" Comp Chelsea
Gender: Men's
Color: Brown
Price: $109.95MSRP: $132.00
Rating: 3Rated 3 stars out of 5(26)

KEEN Utility - Seattle Romeo (Soft Toe). Color Cascade Brown/Black. $144.95. 3.7 out of 5 stars

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(17)

Georgia Boot - Wedge Waterproof Chelsea Work Boot. Color Dark Brown. Low Stock. On sale for $120.00. MSRP $182.00.. 4.4 out of 5 stars

10 left in stock

Brown Georgia Boot Wedge Waterproof Chelsea Work Boot

Brown Georgia Boot Wedge Waterproof Chelsea Work Boot

Brand Name: Georgia Boot
Product Name: Wedge Waterproof Chelsea Work Boot
Gender: Men's
Color: Dark Brown
Price: $120.00MSRP: $182.00
Rating: 4Rated 4 stars out of 5(23)

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

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(49)

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

6 left in stock

Brown Ariat Turbo Chelsea Waterproof Carbon Toe EH

Brown Ariat Turbo Chelsea Waterproof Carbon Toe EH

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(197)

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

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)

Florsheim Work - Loedin Boot. Color Brown. Low Stock. On sale for $129.95. MSRP $154.00.. 4.4 out of 5 stars

1 left in stock

Brown Florsheim Work Loedin Boot

Brown Florsheim Work Loedin Boot

Brand Name: Florsheim Work
Product Name: Loedin Boot
Gender: Men's
Color: Brown
Price: $129.95MSRP: $154.00
Rating: 4Rated 4 stars out of 5(88)

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

5 left in 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(100)

Dr. Martens Work - 2976 Chelsea SR Boot. Color Black. On sale for $169.95. MSRP $180.00.. 4.5 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: 5Rated 5 stars out of 5(68)

KEEN - Anchorage Boot III Waterproof. Color Dark Earth/Mulch. On sale for $160.00. MSRP $175.00.. 4.1 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: $160.00MSRP: $175.00
Rating: 4Rated 4 stars out of 5(153)

Georgia Boot - Athens 5" Moc Toe Chelsea. Color Brown. $164.96. 4.2 out of 5 stars

Brown Georgia Boot Athens 5" Moc Toe Chelsea

Brown Georgia Boot Athens 5" Moc Toe Chelsea

Brand Name: Georgia Boot
Product Name: Athens 5" Moc Toe Chelsea
Gender: Men's
Color: Brown
Price: $164.96
Rating: 4Rated 4 stars out of 5(36)

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

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)

Georgia Boot - GR262 Georgia Giant Romeo. Color Brown. On sale for $78.00. MSRP $114.00.. 4.5 out of 5 stars

Brown Georgia Boot GR262 Georgia Giant Romeo

Brown Georgia Boot GR262 Georgia Giant Romeo

Brand Name: Georgia Boot
Product Name: GR262 Georgia Giant Romeo
Gender: Men's
Color: Brown
Price: $78.00MSRP: $114.00
Rating: 4Rated 4 stars out of 5(435)

Blundstone - BL491 Work Chelsea Boot. Color Black. Low Stock. $224.95. 4.3 out of 5 stars

3 left in stock

Black Blundstone BL491 Work Chelsea Boot

Black Blundstone BL491 Work Chelsea Boot

Brand Name: Blundstone
Product Name: BL491 Work Chelsea Boot
Gender: Unisex
Color: Black
Price: $224.95
Rating: 4Rated 4 stars out of 5(10)

Get on the List

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