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

Size 8.5 Chelsea Boots

25 items found

Sort By

Your Selections

Search Results

SKECHERS Work - Workshire Composite Toe. Color Black. $90.00. 3.6 out of 5 stars

Black SKECHERS Work Workshire Composite Toe

Black SKECHERS Work Workshire Composite Toe

+2

Brand Name: SKECHERS Work
Product Name: Workshire Composite Toe
Color: Black
Price: $90.00
Rating: 4Rated 4 stars out of 5(173)

JBU - Polaris. Color Brown. Low Stock. $74.45. 3.5 out of 5 stars

2 left in stock

Brown JBU Polaris

Brown JBU Polaris

+3

Brand Name: JBU
Product Name: Polaris
Color: Brown
Price: $74.45
Rating: 4Rated 4 stars out of 5(2)

Comfortiva - Raya. Color Dune Tan. On sale for $110.96. MSRP $149.95.. 3.8 out of 5 stars

Tan Comfortiva Raya

Tan Comfortiva Raya

+3

Brand Name: Comfortiva
Product Name: Raya
Color: Dune Tan
Price: $110.96MSRP: $149.95
Rating: 4Rated 4 stars out of 5(6)

Sperry - Torrent Rubber Chelsea. Color Red. On sale for $80.43. MSRP $90.00.. 4.5 out of 5 stars

Red Sperry Torrent Rubber Chelsea

Red Sperry Torrent Rubber Chelsea

+3

Brand Name: Sperry
Product Name: Torrent Rubber Chelsea
Color: Red
Price: $80.43MSRP: $90.00
Rating: 5Rated 5 stars out of 5(8)

Blondo - Victory Waterproof. Color Black Suede. $119.95. 4.0 out of 5 stars

Black Blondo Victory Waterproof

Black Blondo Victory Waterproof

+4

Brand Name: Blondo
Product Name: Victory Waterproof
Color: Black Suede
Price: $119.95
Rating: 4Rated 4 stars out of 5(29)

LifeStride - Roxanne Western Block Heeled Ankle Bootsies. Color Black Smooth. On sale for $71.24. MSRP $109.99.. 5.0 out of 5 stars

Black LifeStride Roxanne Western Block Heeled Ankle Bootsies

Black LifeStride Roxanne Western Block Heeled Ankle Bootsies

Brand Name: LifeStride
Product Name: Roxanne Western Block Heeled Ankle Bootsies
Color: Black Smooth
Price: $71.24MSRP: $109.99
Rating: 5Rated 5 stars out of 5(1)

Carhartt - Wedge 5" Chelsea Boot Soft Toe. Color Dark Bison Oil Tanned. On sale for $112.49. MSRP $149.99.. 4.1 out of 5 stars

Brown Carhartt Wedge 5" Chelsea Boot Soft Toe

Brown Carhartt Wedge 5" Chelsea Boot Soft Toe

Brand Name: Carhartt
Product Name: Wedge 5" Chelsea Boot Soft Toe
Color: Dark Bison Oil Tanned
Price: $112.49MSRP: $149.99
Rating: 4Rated 4 stars out of 5(8)

Bogs - Shale Leather Chelsea CT WP. Color Oxblood. On sale for $109.95. MSRP $160.00.. 2.7 out of 5 stars

Red Bogs Shale Leather Chelsea CT WP

Red Bogs Shale Leather Chelsea CT WP

+2

Brand Name: Bogs
Product Name: Shale Leather Chelsea CT WP
Color: Oxblood
Price: $109.95MSRP: $160.00
Rating: 3Rated 3 stars out of 5(15)

. Bogs - Cypress Chelsea Nano-Composite Safety Toe. Color Taupe. On sale for $109.95. MSRP $125.00.. 3.3 out of 5 stars

Taupe Bogs Cypress Chelsea Nano-Composite Safety Toe

Taupe Bogs Cypress Chelsea Nano-Composite Safety Toe

+3

Brand Name: Bogs
Product Name: Cypress Chelsea Nano-Composite Safety Toe
Color: Taupe
Price: $109.95MSRP: $125.00
Rating: 3Rated 3 stars out of 5(31)

Stuart Weitzman - Yuliana 60 Chelsea Bootie. Color Black. Low Stock. On sale for $446.25. MSRP $595.00.. 2.0 out of 5 stars

6 left in stock

Black Stuart Weitzman Yuliana 60 Chelsea Bootie

Black Stuart Weitzman Yuliana 60 Chelsea Bootie

Brand Name: Stuart Weitzman
Product Name: Yuliana 60 Chelsea Bootie
Color: Black
Price: $446.25MSRP: $595.00
Rating: 2Rated 2 stars out of 5(1)

Moxie Trades - Angelina Chelsea. Color Black. $119.95. 3.5 out of 5 stars

Black Moxie Trades Angelina Chelsea

Black Moxie Trades Angelina Chelsea

+2

Brand Name: Moxie Trades
Product Name: Angelina Chelsea
Color: Black
Price: $119.95
Rating: 4Rated 4 stars out of 5(36)

Spring Step - Smoothjazz. Color Black. On sale for $47.66. MSRP $69.95.. 2.7 out of 5 stars

Black Spring Step Smoothjazz

Black Spring Step Smoothjazz

+2

Brand Name: Spring Step
Product Name: Smoothjazz
Color: Black
Price: $47.66MSRP: $69.95
Rating: 3Rated 3 stars out of 5(3)

Sofft - Samira. Color Black Suede. On sale for $129.16. MSRP $169.95.. 4.3 out of 5 stars

Black Sofft Samira

Black Sofft Samira

Brand Name: Sofft
Product Name: Samira
Color: Black Suede
Price: $129.16MSRP: $169.95
Rating: 4Rated 4 stars out of 5(6)

Sofft - Monica. Color Havana Brown. On sale for $71.98. MSRP $159.95.. 4.5 out of 5 stars

Brown Sofft Monica

Brown Sofft Monica

+3

Brand Name: Sofft
Product Name: Monica
Color: Havana Brown
Price: $71.98MSRP: $159.95
Rating: 5Rated 5 stars out of 5(2)

LAUREN Ralph Lauren - Marianna. Color Chestnut Brown. On sale for $157.46. MSRP $225.00..

Brown LAUREN Ralph Lauren Marianna

Brown LAUREN Ralph Lauren Marianna

Brand Name: LAUREN Ralph Lauren
Product Name: Marianna
Color: Chestnut Brown
Price: $157.46MSRP: $225.00
Rating

Nisolo - Ana Go-To Heeled Chelsea Boot. Color Almond. $249.99.

Brown Nisolo Ana Go-To Heeled Chelsea Boot

Brown Nisolo Ana Go-To Heeled Chelsea Boot

+4

Brand Name: Nisolo
Product Name: Ana Go-To Heeled Chelsea Boot
Color: Almond
Price: $249.99
Rating

Avenger Work Boots - Foreman Chelsea CT. Color Brown. $109.95. 3.9 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(73)

Sperry - Torrent Chelsea Matte Rubber. Color White. $89.95. 4.4 out of 5 stars

White Sperry Torrent Chelsea Matte Rubber

White Sperry Torrent Chelsea Matte Rubber

+2

Brand Name: Sperry
Product Name: Torrent Chelsea Matte Rubber
Color: White
Price: $89.95
Rating: 4Rated 4 stars out of 5(61)

Roxy - Lorena II Boots. Color Black. $98.95. 5.0 out of 5 stars

Black Roxy Lorena II Boots

Black Roxy Lorena II Boots

+2

Brand Name: Roxy
Product Name: Lorena II Boots
Color: Black
Price: $98.95
Rating: 5Rated 5 stars out of 5(1)

Sperry - Torrent Chelsea. Color Black. $89.95. 4.2 out of 5 stars

Black Sperry Torrent Chelsea

Black Sperry Torrent Chelsea

+4

Brand Name: Sperry
Product Name: Torrent Chelsea
Color: Black
Price: $89.95
Rating: 4Rated 4 stars out of 5(232)

Mellow Walk - Maddy EH 446128. Color Black. $134.99. 3.5 out of 5 stars

Black Mellow Walk Maddy EH 446128

Black Mellow Walk Maddy EH 446128

Brand Name: Mellow Walk
Product Name: Maddy EH 446128
Color: Black
Price: $134.99
Rating: 4Rated 4 stars out of 5(10)

. Steve Madden - Kiley. Color Black. On sale for $82.99. MSRP $109.95.. 3.0 out of 5 stars

Black Steve Madden Kiley

Black Steve Madden Kiley

+4

Brand Name: Steve Madden
Product Name: Kiley
Color: Black
Price: $82.99MSRP: $109.95
Rating: 3Rated 3 stars out of 5(10)

ZODIAC - Teresa-Chels. Color Birch Synthetic. On sale for $74.09. MSRP $109.00.. 4.5 out of 5 stars

White ZODIAC Teresa-Chels

White ZODIAC Teresa-Chels

+3

Brand Name: ZODIAC
Product Name: Teresa-Chels
Color: Birch Synthetic
Price: $74.09MSRP: $109.00
Rating: 5Rated 5 stars out of 5(2)

Gentle Souls by Kenneth Cole - Best Chelsea Bootie. Color Black Leather. On sale for $119.90. MSRP $180.00.. 4.4 out of 5 stars

Black Gentle Souls by Kenneth Cole Best Chelsea Bootie

Black Gentle Souls by Kenneth Cole Best Chelsea Bootie

Brand Name: Gentle Souls by Kenneth Cole
Product Name: Best Chelsea Bootie
Color: Black Leather
Price: $119.90MSRP: $180.00
Rating: 4Rated 4 stars out of 5(27)

Bogs - Arcata Urban Leather Chelsea. Color Taupe. On sale for $119.96. MSRP $160.00.. 4.5 out of 5 stars

Taupe Bogs Arcata Urban Leather Chelsea

Taupe Bogs Arcata Urban Leather Chelsea

+2

Brand Name: Bogs
Product Name: Arcata Urban Leather Chelsea
Color: Taupe
Price: $119.96MSRP: $160.00
Rating: 4Rated 4 stars out of 5(58)

Get on the List

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