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

Size 9.5 Ankle Chelsea Boots

27 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)

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)

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)

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

Brown Avenger Work Boots Foreman Chelsea CT

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)

BRUNT - The Ohman Soft Toe. Color Brown. $129.00.

Brown BRUNT The Ohman Soft Toe

Brown BRUNT The Ohman Soft Toe

Brand Name: BRUNT
Product Name: The Ohman Soft Toe
Color: Brown
Price: $129.00
Rating

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

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
Color: Black-2024 NEW
Price: $179.95
Rating: 4Rated 4 stars out of 5(47)

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
Color: Brown Oil Tanned
Price: $149.99
Rating: 3Rated 3 stars out of 5(3)

ACE Work Boots - Firebrand Composite Toe. Color Black. $109.95. 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
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

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 - 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)

KEEN - Anchorage Boot III Waterproof. Color Dark Earth/Mulch. $159.95. 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
Color: Dark Earth/Mulch
Price: $159.95
Rating: 4Rated 4 stars out of 5(152)

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
Color: Dark Bison Oil Tanned
Price: $154.99
Rating: 3Rated 3 stars out of 5(3)

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)
Color: Cascade Brown/Black
Price: $144.95
Rating: 4Rated 4 stars out of 5(17)

Sperry - Cold Bay Rubber Chelsea. Color Brown/Gum. On sale for $74.86. MSRP $100.00.. 3.6 out of 5 stars

Brown Sperry Cold Bay Rubber Chelsea

Brown Sperry Cold Bay Rubber Chelsea

+3

Brand Name: Sperry
Product Name: Cold Bay Rubber Chelsea
Color: Brown/Gum
Price: $74.86MSRP: $100.00
Rating: 4Rated 4 stars out of 5(81)

Carhartt - Force 4" Romeo Soft Toe. Color Dark Bison Oil Tanned. $139.99. 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
Color: Dark Bison Oil Tanned
Price: $139.99
Rating: 3Rated 3 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

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)

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

2 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
Color: Aged Bark
Price: $164.95
Rating: 4Rated 4 stars out of 5(188)

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

Brown Avenger Work Boots Flight Chelsea AT

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)

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

7 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)

Cole Haan - Hawthorne Chelsea Boot. Color Dark Chocolate. $140.00. 5.0 out of 5 stars

Brown Cole Haan Hawthorne Chelsea Boot

Brown Cole Haan Hawthorne Chelsea Boot

+1

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

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)

Stacy Adams - Gabriel Chelsea Boot. Color Black Suede. On sale for $87.93. MSRP $120.00.. 4.6 out of 5 stars

Black Stacy Adams Gabriel Chelsea Boot

Black Stacy Adams Gabriel Chelsea Boot

+3

Brand Name: Stacy Adams
Product Name: Gabriel Chelsea Boot
Color: Black Suede
Price: $87.93MSRP: $120.00
Rating: 5Rated 5 stars out of 5(8)

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

Green L.L.Bean Storm Chaser Chelsea Boot

+2

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

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

Mahogany Nisolo Marco Everyday Chelsea Boot

Mahogany Nisolo Marco Everyday Chelsea Boot

+3

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

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)

SKECHERS Work - Tapter Steel Toe. Color Brown. $74.95. 3.7 out of 5 stars

Brown SKECHERS Work Tapter Steel Toe

Brown SKECHERS Work Tapter Steel Toe

Brand Name: SKECHERS Work
Product Name: Tapter Steel Toe
Color: Brown
Price: $74.95
Rating: 4Rated 4 stars out of 5(52)

Georgia Boot - 6" Flxpoint Ultra Comp Toe Chelsea. Color Brown. On sale for $162.00. MSRP $172.00.. 3.0 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
Color: Brown
Price: $162.00MSRP: $172.00
Rating: 3Rated 3 stars out of 5(2)

Get on the List

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