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

Men's Ankle Chelsea Products

57 items found

Sort By

Your Selections

Search Results

. 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

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)

Avenger Work Boots - Foreman Chelsea CT. Color Brown. $109.95. 3.7 out of 5 stars

Brown Avenger Work Boots Foreman Chelsea CT

Brand Name: Avenger Work Boots
Product Name: Foreman Chelsea CT
Color: Brown
Price: $109.95
Rating: 4Rated 4 stars out of 5(46)

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

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)

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

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

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

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)

Hunter - Original Chelsea. Color Dark Olive. On sale for $113.33. MSRP $160.00.. 4.2 out of 5 stars

Brand Name: Hunter
Product Name: Original Chelsea
Color: Dark Olive
Price: $113.33MSRP: $160.00
Rating: 4Rated 4 stars out of 5(8)

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

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)

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

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

. PUMA Safety - Tanami Double Gore EH. Color Black/Charcoal. Low Stock. On sale for $109.95. MSRP $140.00.. 3.9 out of 5 stars

3 left in stock

Brand Name: PUMA Safety
Product Name: Tanami Double Gore EH
Color: Black/Charcoal
Price: $109.95MSRP: $140.00
Rating: 4Rated 4 stars out of 5(65)

Avenger Work Boots - Flight Chelsea AT. Color Brown. $110.00. 3.2 out of 5 stars

Brown Avenger Work Boots Flight Chelsea AT

Brand Name: Avenger Work Boots
Product Name: Flight Chelsea AT
Color: Brown
Price: $110.00
Rating: 3Rated 3 stars out of 5(27)

Carhartt - Force 4" Romeo Nano Comp Toe. Color Dark Bison Oil Tanned. $144.99. 4.7 out of 5 stars

Brown Carhartt Force 4" Romeo Nano Comp Toe

Brand Name: Carhartt
Product Name: Force 4" Romeo Nano Comp Toe
Color: Dark Bison Oil Tanned
Price: $144.99
Rating: 5Rated 5 stars out of 5(15)

Bogs - Digger Slip-On. Color Olive. $75.00. 3.8 out of 5 stars

Brand Name: Bogs
Product Name: Digger Slip-On
Color: Olive
Price: $75.00
Rating: 4Rated 4 stars out of 5(70)

Carhartt - Wedge 5" Chelsea Pull-On Boot Soft Toe. Color Dark Bison Oil Tanned. $149.99. 4.1 out of 5 stars

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

Brand Name: Carhartt
Product Name: Wedge 5" Chelsea Pull-On Boot Soft Toe
Color: Dark Bison Oil Tanned
Price: $149.99
Rating: 4Rated 4 stars out of 5(15)

Blundstone - BL566 Waterproof Winter Chelsea Boot. Color Black. Low Stock. $249.95. 4.4 out of 5 stars

3 left in stock

Black Blundstone BL566 Waterproof Winter Chelsea Boot

Brand Name: Blundstone
Product Name: BL566 Waterproof Winter Chelsea Boot
Color: Black
Price: $249.95
Rating: 4Rated 4 stars out of 5(120)

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

3 left in stock

Brown Ariat Turbo Chelsea Waterproof Carbon Toe EH

Brand Name: Ariat
Product Name: Turbo Chelsea Waterproof Carbon Toe EH
Color: Aged Bark
Price: $164.95
Rating: 4Rated 4 stars out of 5(181)

Carhartt - Millbrook 4" Romeo Soft Toe Wedge Boot. Color Brown Oil Tanned. $144.99. 3.5 out of 5 stars

Brown Carhartt Millbrook 4" Romeo Soft Toe Wedge Boot

Brand Name: Carhartt
Product Name: Millbrook 4" Romeo Soft Toe Wedge Boot
Color: Brown Oil Tanned
Price: $144.99
Rating: 3Rated 3 stars out of 5(22)

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

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

Brand Name: Thorogood
Product Name: 6" Romeo Safety Toe
Color: Black
Price: $125.00MSRP: $165.00
Rating: 4Rated 4 stars out of 5(2)

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

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)

ACE Work Boots - Firebrand Composite Toe. Color Black. Low Stock. $109.95. 3.0 out of 5 stars

6 left in stock

Black ACE Work Boots Firebrand Composite Toe

Brand Name: ACE Work Boots
Product Name: Firebrand Composite Toe
Color: Black
Price: $109.95
Rating: 3Rated 3 stars out of 5(7)

Georgia Boot - Romeo Wedge. Color Soggy Brown. On sale for $104.00. MSRP $114.00.. 4.5 out of 5 stars

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

5 left in stock

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)

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)

Brand Name: KEEN Utility
Product Name: Seattle Romeo (Soft Toe)
Color: Cascade Brown/Black
Price: $144.95
Rating: 4Rated 4 stars out of 5(17)

Carhartt - Force 4" Romeo Soft Toe. Color Dark Bison Oil Tanned. $139.99. 2.6 out of 5 stars

Brand Name: Carhartt
Product Name: Force 4" Romeo Soft Toe
Color: Dark Bison Oil Tanned
Price: $139.99
Rating: 3Rated 3 stars out of 5(8)

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

9 left in stock

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

Blundstone - BL172 Work Chelsea Boot. Color Brown. Low Stock. $224.95. 4.5 out of 5 stars

1 left in stock

Brown Blundstone BL172 Work Chelsea Boot

Brand Name: Blundstone
Product Name: BL172 Work Chelsea Boot
Color: Brown
Price: $224.95
Rating: 4Rated 4 stars out of 5(47)

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

5 left in stock

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)

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

6 left in stock

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

Hunter - Original Chelsea Insulated Boot. Color Black. On sale for $103.16. MSRP $170.00.. 5.0 out of 5 stars

Black Hunter Original Chelsea Insulated Boot

Brand Name: Hunter
Product Name: Original Chelsea Insulated Boot
Color: Black
Price: $103.16MSRP: $170.00
Rating: 5Rated 5 stars out of 5(1)

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

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)

Bogs - Sauvie Chelsea II. Color Black. $100.00. 4.0 out of 5 stars

Brand Name: Bogs
Product Name: Sauvie Chelsea II
Color: Black
Price: $100.00
Rating: 4Rated 4 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

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)

Hunter - Commando Chelsea Boot. Color Brown Brush/Brown Bolt. On sale for $120.72. MSRP $175.00..

Brand Name: Hunter
Product Name: Commando Chelsea Boot
Color: Brown Brush/Brown Bolt
Price: $120.72MSRP: $175.00
Rating

Timberland PRO - Nashoba Composite Safety Toe. Color Black-2024 NEW. Low Stock. $179.95. 4.1 out of 5 stars

1 left in stock

Black Timberland PRO Nashoba Composite Safety Toe

Brand Name: Timberland PRO
Product Name: Nashoba Composite Safety Toe
Color: Black-2024 NEW
Price: $179.95
Rating: 4Rated 4 stars out of 5(47)

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

9 left in stock

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

Blundstone - BL490 Work Chelsea Boot. Color Brown. Low Stock. $224.95. 4.5 out of 5 stars

3 left in stock

Brown Blundstone BL490 Work Chelsea Boot

Brand Name: Blundstone
Product Name: BL490 Work Chelsea Boot
Color: Brown
Price: $224.95
Rating: 5Rated 5 stars out of 5(71)

Rocky - Work Smart 6" Comp Chelsea. Color Brown. On sale for $109.95. MSRP $132.00.. 2.9 out of 5 stars

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)

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

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

Kamik - Empire C. Color Dark Grey. On sale for $87.99. MSRP $109.99..

Brand Name: Kamik
Product Name: Empire C
Color: Dark Grey
Price: $87.99MSRP: $109.99
Rating

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

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)

Cole Haan - Hawthorne Chelsea Boot. Color Black. Low Stock. $140.00. 5.0 out of 5 stars

1 left in stock

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

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

4 left in stock

Green L.L.Bean Storm Chaser Chelsea Boot

Brand Name: L.L.Bean
Product Name: Storm Chaser Chelsea Boot
Color: Oakwood
Price: $149.00
Rating: 3Rated 3 stars out of 5(34)

Hunter - Original Chelsea Boot. Color Grey. $160.00. 3.7 out of 5 stars

Brand Name: Hunter
Product Name: Original Chelsea Boot
Color: Grey
Price: $160.00
Rating: 4Rated 4 stars out of 5(3)

Stacy Adams - Gabriel Chelsea Boot. Color Black Suede. On sale for $96.00. MSRP $120.00.. 4.6 out of 5 stars

Brand Name: Stacy Adams
Product Name: Gabriel Chelsea Boot
Color: Black Suede
Price: $96.00MSRP: $120.00
Rating: 5Rated 5 stars out of 5(8)

XTRATUF - Legacy Steel Toe Deck Boot. Color Brown. On sale for $144.95. MSRP $155.00..

Brown XTRATUF Legacy Steel Toe Deck Boot

Brand Name: XTRATUF
Product Name: Legacy Steel Toe Deck Boot
Color: Brown
Price: $144.95MSRP: $155.00
Rating

Merrell - Moab Adventure Chelsea Polar Waterproof. Color Black. Low Stock. $139.90. 4.4 out of 5 stars

5 left in stock

Black Merrell Moab Adventure Chelsea Polar Waterproof

Brand Name: Merrell
Product Name: Moab Adventure Chelsea Polar Waterproof
Color: Black
Price: $139.90
Rating: 4Rated 4 stars out of 5(353)

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

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)

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

1 left in stock

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

Hunter - Original Chelsea Tricolor Logo Backstrap Boot. Color Black. $170.00.

Brand Name: Hunter
Product Name: Original Chelsea Tricolor Logo Backstrap Boot
Color: Black
Price: $170.00
Rating

Nisolo - Marco Everyday Chelsea Boot. Color Mahogany. $259.99.

Mahogany Nisolo Marco Everyday Chelsea Boot

Brand Name: Nisolo
Product Name: Marco Everyday Chelsea Boot
Color: Mahogany
Price: $259.99
Rating

DieHard - Polara Soft Toe Chelsea. Color Brown. Low Stock. $103.95. 2.0 out of 5 stars

1 left in stock

Brand Name: DieHard
Product Name: Polara Soft Toe Chelsea
Color: Brown
Price: $103.95
Rating: 2Rated 2 stars out of 5(1)

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

5 left in stock

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)

Sperry - Cold Bay Rubber Chelsea. Color Grey. Low Stock. $99.95. 3.4 out of 5 stars

8 left in stock

Brand Name: Sperry
Product Name: Cold Bay Rubber Chelsea
Color: Grey
Price: $99.95
Rating: 3Rated 3 stars out of 5(66)

Bogs - Arcata Urban Leather Chelsea. Color Chocolate. Low Stock. $160.00. 4.3 out of 5 stars

1 left in stock

Brand Name: Bogs
Product Name: Arcata Urban Leather Chelsea
Color: Chocolate
Price: $160.00
Rating: 4Rated 4 stars out of 5(14)

Vans - Standard Mid Chelsea MTE. Color Black/Bone. Low Stock. On sale for $83.97. MSRP $150.00.. 4.0 out of 5 stars

2 left in stock

Brand Name: Vans
Product Name: Standard Mid Chelsea MTE
Color: Black/Bone
Price: $83.97MSRP: $150.00
Rating: 4Rated 4 stars out of 5(34)

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

6 left in stock

Black Blundstone BL491 Work Chelsea Boot

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

Bogs - Sauvie Slip-On Boot. Color Brown Multi. Low Stock. On sale for $86.43. MSRP $100.00.. 3.9 out of 5 stars

2 left in stock

Brand Name: Bogs
Product Name: Sauvie Slip-On Boot
Color: Brown Multi
Price: $86.43MSRP: $100.00
Rating: 4Rated 4 stars out of 5(487)

Men's Ankle Chelsea Products

Your Selections

Search Results

Get on the List

About Zappos

Customer Service

Resources

Explore Zappos