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

Men's Leather Chelsea Shoes

25 items found

Sort By

Your Selections

Search Results

Carhartt - Millbrook 4" Romeo Soft Toe Wedge Boot. Color Black/Black. On sale for $130.49. MSRP $144.99.. 3.5 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
Color: Black/Black
Price: $130.49MSRP: $144.99
Rating: 3Rated 3 stars out of 5(22)

Vans - Standard Mid Chelsea MTE. Color Black/Bone. Low Stock. On sale for $80.97. MSRP $150.00.. 4.0 out of 5 stars

2 left in stock

Multi Vans Standard Mid Chelsea MTE

Multi Vans Standard Mid Chelsea MTE

Brand Name: Vans
Product Name: Standard Mid Chelsea MTE
Color: Black/Bone
Price: $80.97MSRP: $150.00
Rating: 4Rated 4 stars out of 5(34)

Cole Haan - Hawthorne Chelsea Boot. Color British Tan. Low Stock. On sale for $122.55. MSRP $140.00.. 5.0 out of 5 stars

4 left in stock

Tan Cole Haan Hawthorne Chelsea Boot

Tan Cole Haan Hawthorne Chelsea Boot

+1

Brand Name: Cole Haan
Product Name: Hawthorne Chelsea Boot
Color: British Tan
Price: $122.55MSRP: $140.00
Rating: 5Rated 5 stars out of 5(2)

Dr. Martens - Hardie II. Color Black Pit Quarter. On sale for $99.95. MSRP $120.00.. 4.1 out of 5 stars

Black Dr. Martens Hardie II

Black Dr. Martens Hardie II

+2

Brand Name: Dr. Martens
Product Name: Hardie II
Color: Black Pit Quarter
Price: $99.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(14)

Georgia Boot - 6" Flxpoint Ultra Comp Toe Chelsea. Color Brown. Low Stock. On sale for $162.00. MSRP $172.00.. 3.0 out of 5 stars

4 left in stock

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
Color: Brown
Price: $162.00MSRP: $172.00
Rating: 3Rated 3 stars out of 5(2)

Thorogood - 6" Romeo Safety Toe. Color Black. On sale for $125.00. MSRP $165.00.. 4.0 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
Color: Black
Price: $125.00MSRP: $165.00
Rating: 4Rated 4 stars out of 5(2)

Thorogood - 6" Romeo. Color Black. Low Stock. On sale for $115.00. MSRP $155.00.. 5.0 out of 5 stars

1 left in stock

Black Thorogood 6" Romeo

Black Thorogood 6" Romeo

Brand Name: Thorogood
Product Name: 6" Romeo
Color: Black
Price: $115.00MSRP: $155.00
Rating: 5Rated 5 stars out of 5(1)

. Rockport Works - Weather or Not Work EH Alloy. Color Black. On sale for $109.95. MSRP $146.00.. 4.0 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
Color: Black
Price: $109.95MSRP: $146.00
Rating: 4Rated 4 stars out of 5(6)

Dr. Martens Work - 2976 SR. Color Gaucho Crazy Horse. Low Stock. On sale for $169.95. MSRP $180.00.. 4.0 out of 5 stars

4 left in stock

Brown Dr. Martens Work 2976 SR

Brown Dr. Martens Work 2976 SR

Brand Name: Dr. Martens Work
Product Name: 2976 SR
Color: Gaucho Crazy Horse
Price: $169.95MSRP: $180.00
Rating: 4Rated 4 stars out of 5(12)

. PUMA Safety - Tanami Double Gore EH. Color Brown/Black. On sale for $109.95. MSRP $135.00.. 3.9 out of 5 stars

Brown PUMA Safety Tanami Double Gore EH

Brown PUMA Safety Tanami Double Gore EH

Brand Name: PUMA Safety
Product Name: Tanami Double Gore EH
Color: Brown/Black
Price: $109.95MSRP: $135.00
Rating: 4Rated 4 stars out of 5(65)

KEEN - Revel IV Chelsea. Color Black/Black. Low Stock. On sale for $102.00. MSRP $170.00.. 3.2 out of 5 stars

8 left in stock

Black KEEN Revel IV Chelsea

Black KEEN Revel IV Chelsea

+2

Brand Name: KEEN
Product Name: Revel IV Chelsea
Color: Black/Black
Price: $102.00MSRP: $170.00
Rating: 3Rated 3 stars out of 5(6)

Thorogood - 6" Romeo Composite Safety Toe. Color Crazyhorse. Low Stock. On sale for $125.00. MSRP $165.00.. 2.9 out of 5 stars

4 left in 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
Color: Crazyhorse
Price: $125.00MSRP: $165.00
Rating: 3Rated 3 stars out of 5(8)

DeWALT - Flex Albany. Color Nature Pitstop. On sale for $109.95. MSRP $119.99.. 4.7 out of 5 stars

Brown DeWALT Flex Albany

Brown DeWALT Flex Albany

Brand Name: DeWALT
Product Name: Flex Albany
Color: Nature Pitstop
Price: $109.95MSRP: $119.99
Rating: 5Rated 5 stars out of 5(13)

ACE Work Boots - Firebrand. Color Black. Low Stock. On sale for $98.68. MSRP $104.98..

6 left in stock

Black ACE Work Boots Firebrand

Black ACE Work Boots Firebrand

Brand Name: ACE Work Boots
Product Name: Firebrand
Color: Black
Price: $98.68MSRP: $104.98
Rating

Rocky - Work Smart 6" Comp Chelsea. Color Brown. On sale for $109.95. MSRP $132.00.. 2.9 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
Color: Brown
Price: $109.95MSRP: $132.00
Rating: 3Rated 3 stars out of 5(24)

5.11 Tactical - Company 3.0 Carbon Tac. Color Black. Low Stock. On sale for $145.00. MSRP $155.00.. 3.5 out of 5 stars

4 left in stock

Black 5.11 Tactical Company 3.0 Carbon Tac

Black 5.11 Tactical Company 3.0 Carbon Tac

Brand Name: 5.11 Tactical
Product Name: Company 3.0 Carbon Tac
Color: Black
Price: $145.00MSRP: $155.00
Rating: 3Rated 3 stars out of 5(23)

Georgia Boot - Wedge Waterproof Chelsea Work Boot. Color Dark Brown. On sale for $160.00. MSRP $182.00.. 4.4 out of 5 stars

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
Color: Dark Brown
Price: $160.00MSRP: $182.00
Rating: 4Rated 4 stars out of 5(23)

Georgia Boot - Eagle One Waterproof Chelsea Soft Toe. Color Brown. On sale for $155.00. 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
Color: Brown
Price: $155.00MSRP: $165.00
Rating: 4Rated 4 stars out of 5(48)

Florsheim Work - Loedin Boot. Color Black. Low Stock. On sale for $109.95. MSRP $154.00.. 4.4 out of 5 stars

1 left in stock

Black Florsheim Work Loedin Boot

Black Florsheim Work Loedin Boot

Brand Name: Florsheim Work
Product Name: Loedin Boot
Color: Black
Price: $109.95MSRP: $154.00
Rating: 4Rated 4 stars out of 5(88)

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
Color: Black
Price: $169.95MSRP: $180.00
Rating: 5Rated 5 stars out of 5(68)

KEEN - Anchorage Boot III Waterproof. Color Black/Raven. On sale for $128.00. MSRP $160.00.. 4.1 out of 5 stars

Black KEEN Anchorage Boot III Waterproof

Black KEEN Anchorage Boot III Waterproof

+2

Brand Name: KEEN
Product Name: Anchorage Boot III Waterproof
Color: Black/Raven
Price: $128.00MSRP: $160.00
Rating: 4Rated 4 stars out of 5(152)

Georgia Boot - Athens 5" Moc Toe Chelsea. Color Brown. Low Stock. On sale for $155.00. MSRP $165.00.. 4.2 out of 5 stars

1 left in stock

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
Color: Brown
Price: $155.00MSRP: $165.00
Rating: 4Rated 4 stars out of 5(35)

Georgia Boot - Romeo Wedge. Color Soggy Brown. On sale for $104.00. 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
Color: Soggy Brown
Price: $104.00MSRP: $114.00
Rating: 4Rated 4 stars out of 5(330)

Georgia Boot - GR262 Georgia Giant Romeo. Color Brown. Low Stock. On sale for $104.00. MSRP $114.00.. 4.5 out of 5 stars

4 left in stock

Brown Georgia Boot GR262 Georgia Giant Romeo

Brown Georgia Boot GR262 Georgia Giant Romeo

Brand Name: Georgia Boot
Product Name: GR262 Georgia Giant Romeo
Color: Brown
Price: $104.00MSRP: $114.00
Rating: 4Rated 4 stars out of 5(402)

Georgia Boot - Georgia Giant Romeo Steel Toe. Color Soggy Brown. Low Stock. On sale for $110.00. MSRP $120.00.. 4.3 out of 5 stars

2 left in stock

Brown Georgia Boot Georgia Giant Romeo Steel Toe

Brown Georgia Boot Georgia Giant Romeo Steel Toe

Brand Name: Georgia Boot
Product Name: Georgia Giant Romeo Steel Toe
Color: Soggy Brown
Price: $110.00MSRP: $120.00
Rating: 4Rated 4 stars out of 5(70)

Get on the List

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