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

Size 8.5 W Size Chelsea Boots

38 items found

Sort By

Your Selections

Search Results

Cole Haan - Greenwich Waterproof Bootie. Color Golden Toffee Waterproof Suede. On sale for $163.21. MSRP $225.00.. 4.2 out of 5 stars

Brown Cole Haan Greenwich Waterproof Bootie

Brown Cole Haan Greenwich Waterproof Bootie

Brand Name: Cole Haan
Product Name: Greenwich Waterproof Bootie
Color: Golden Toffee Waterproof Suede
Price: $163.21MSRP: $225.00
Rating: 4Rated 4 stars out of 5(118)

Cole Haan - Waterproof River Chelsea Bootie. Color Waterproof Bloodstone Leather. On sale for $138.60. MSRP $180.00.. 3.1 out of 5 stars

Brown Cole Haan Waterproof River Chelsea Bootie

Brown Cole Haan Waterproof River Chelsea Bootie

Brand Name: Cole Haan
Product Name: Waterproof River Chelsea Bootie
Color: Waterproof Bloodstone Leather
Price: $138.60MSRP: $180.00
Rating: 3Rated 3 stars out of 5(9)

Naturalizer - Verney Waterproof. Color Chocolate Waterproof Leather. On sale for $149.95. MSRP $190.00.. 4.2 out of 5 stars

Brown Naturalizer Verney Waterproof

Brown Naturalizer Verney Waterproof

+3

Brand Name: Naturalizer
Product Name: Verney Waterproof
Color: Chocolate Waterproof Leather
Price: $149.95MSRP: $190.00
Rating: 4Rated 4 stars out of 5(115)

Sam Edelman - Laguna Weatherproof Boot. Color Cedarwood. Low Stock. $170.00. 4.1 out of 5 stars

3 left in stock

Burgundy Sam Edelman Laguna Weatherproof Boot

Burgundy Sam Edelman Laguna Weatherproof Boot

+5

Brand Name: Sam Edelman
Product Name: Laguna Weatherproof Boot
Color: Cedarwood
Price: $170.00
Rating: 4Rated 4 stars out of 5(730)

Dolce Vita - Hawk H2O. Color Chestnut Suede. On sale for $125.96. MSRP $150.00.. 3.1 out of 5 stars

Brown Dolce Vita Hawk H2O

Brown Dolce Vita Hawk H2O

+4

Brand Name: Dolce Vita
Product Name: Hawk H2O
Color: Chestnut Suede
Price: $125.96MSRP: $150.00
Rating: 3Rated 3 stars out of 5(9)

Steve Madden - Leopold Bootie. Color Black Leather. On sale for $50.98. MSRP $99.95.. 3.4 out of 5 stars

Black Steve Madden Leopold Bootie

Black Steve Madden Leopold Bootie

+3

Brand Name: Steve Madden
Product Name: Leopold Bootie
Color: Black Leather
Price: $50.98MSRP: $99.95
Rating: 3Rated 3 stars out of 5(70)

Frye - The Safety-Crafted Chelsea Boots. Color Black. On sale for $114.95. MSRP $138.00..

Black Frye The Safety-Crafted Chelsea Boots

Black Frye The Safety-Crafted Chelsea Boots

+2

Brand Name: Frye
Product Name: The Safety-Crafted Chelsea Boots
Color: Black
Price: $114.95MSRP: $138.00
Rating

Aerosoles - Step Dance. Color Dark Wheat Suede. On sale for $103.80. MSRP $145.00.. 2.7 out of 5 stars

Tan Aerosoles Step Dance

Tan Aerosoles Step Dance

Brand Name: Aerosoles
Product Name: Step Dance
Color: Dark Wheat Suede
Price: $103.80MSRP: $145.00
Rating: 3Rated 3 stars out of 5(3)

Clarks - Kyndall Faye. Color Black Suede. On sale for $69.99. MSRP $120.00.. 4.4 out of 5 stars

Black Clarks Kyndall Faye

Black Clarks Kyndall Faye

Brand Name: Clarks
Product Name: Kyndall Faye
Color: Black Suede
Price: $69.99MSRP: $120.00
Rating: 4Rated 4 stars out of 5(5)

Comfortiva - Raya. Color Fern. On sale for $91.47. MSRP $149.95.. 3.8 out of 5 stars

Green Comfortiva Raya

Green Comfortiva Raya

+3

Brand Name: Comfortiva
Product Name: Raya
Color: Fern
Price: $91.47MSRP: $149.95
Rating: 4Rated 4 stars out of 5(6)

Comfortiva - Bailey. Color Light Grey. On sale for $92.37. MSRP $139.95.. 4.4 out of 5 stars

Gray Comfortiva Bailey

Gray Comfortiva Bailey

+4

Brand Name: Comfortiva
Product Name: Bailey
Color: Light Grey
Price: $92.37MSRP: $139.95
Rating: 4Rated 4 stars out of 5(20)

SoftWalk - Rana. Color Black. $139.95. 2.5 out of 5 stars

Black SoftWalk Rana

Black SoftWalk Rana

+2

Brand Name: SoftWalk
Product Name: Rana
Color: Black
Price: $139.95
Rating: 3Rated 3 stars out of 5(6)

SoftWalk - Highland. Color Saddle Leather. $129.95. 3.5 out of 5 stars

Brown SoftWalk Highland

Brown SoftWalk Highland

Brand Name: SoftWalk
Product Name: Highland
Color: Saddle Leather
Price: $129.95
Rating: 4Rated 4 stars out of 5(36)

Clarks - Emily 2 Kaylie. Color Dark Brown Leather. Low Stock. On sale for $116.96. MSRP $130.00.. 4.2 out of 5 stars

9 left in stock

Brown Clarks Emily 2 Kaylie

Brown Clarks Emily 2 Kaylie

+2 colors/patterns

Brand Name: Clarks
Product Name: Emily 2 Kaylie
Color: Dark Brown Leather
Price: $116.96MSRP: $130.00
Rating: 4Rated 4 stars out of 5(17)

Clarks - Hearth Rose. Color Black Leather. On sale for $81.39. MSRP $130.00.. 3.0 out of 5 stars

Black Clarks Hearth Rose

Black Clarks Hearth Rose

+2

Brand Name: Clarks
Product Name: Hearth Rose
Color: Black Leather
Price: $81.39MSRP: $130.00
Rating: 3Rated 3 stars out of 5(5)

Stuart Weitzman - Norah. Color White. On sale for $313.50. MSRP $550.00.. 4.5 out of 5 stars

White Stuart Weitzman Norah

White Stuart Weitzman Norah

Brand Name: Stuart Weitzman
Product Name: Norah
Color: White
Price: $313.50MSRP: $550.00
Rating: 5Rated 5 stars out of 5(184)

Vaneli - Oracle. Color Black Nappa. On sale for $159.97. MSRP $250.00.. 3.0 out of 5 stars

Black Vaneli Oracle

Black Vaneli Oracle

Brand Name: Vaneli
Product Name: Oracle
Color: Black Nappa
Price: $159.97MSRP: $250.00
Rating: 3Rated 3 stars out of 5(1)

David Tate - Torino. Color Tan Nubuck. Low Stock. $129.95. 4.0 out of 5 stars

9 left in stock

Tan David Tate Torino

Tan David Tate Torino

Brand Name: David Tate
Product Name: Torino
Color: Tan Nubuck
Price: $129.95
Rating: 4Rated 4 stars out of 5(5)

Comfortiva - Ferna. Color Black. On sale for $132.95. MSRP $139.95.. 3.3 out of 5 stars

Black Comfortiva Ferna

Black Comfortiva Ferna

+2

Brand Name: Comfortiva
Product Name: Ferna
Color: Black
Price: $132.95MSRP: $139.95
Rating: 3Rated 3 stars out of 5(6)

Comfortiva - Ledelle. Color Dark Brown. $139.95. 3.2 out of 5 stars

Brown Comfortiva Ledelle

Brown Comfortiva Ledelle

+3

Brand Name: Comfortiva
Product Name: Ledelle
Color: Dark Brown
Price: $139.95
Rating: 3Rated 3 stars out of 5(5)

Dolce Vita - Linny H2O. Color Truffle Suede H2O. On sale for $83.97. MSRP $150.00.. 3.8 out of 5 stars

Beige Dolce Vita Linny H2O

Beige Dolce Vita Linny H2O

+5

Brand Name: Dolce Vita
Product Name: Linny H2O
Color: Truffle Suede H2O
Price: $83.97MSRP: $150.00
Rating: 4Rated 4 stars out of 5(9)

Dolce Vita - Huey H2O. Color Dark Brown Suede H2O. On sale for $96.57. MSRP $140.00.. 3.8 out of 5 stars

Brown Dolce Vita Huey H2O

Brown Dolce Vita Huey H2O

+5

Brand Name: Dolce Vita
Product Name: Huey H2O
Color: Dark Brown Suede H2O
Price: $96.57MSRP: $140.00
Rating: 4Rated 4 stars out of 5(121)

Vaneli - Onda. Color Camel Waterproof Suede. On sale for $167.47. MSRP $250.00.. 3.3 out of 5 stars

Brown Vaneli Onda

Brown Vaneli Onda

+2

Brand Name: Vaneli
Product Name: Onda
Color: Camel Waterproof Suede
Price: $167.47MSRP: $250.00
Rating: 3Rated 3 stars out of 5(3)

Steve Madden - Hayle Boots. Color Sand Suede. On sale for $74.96. MSRP $99.95.. 3.0 out of 5 stars

Tan Steve Madden Hayle Boots

Tan Steve Madden Hayle Boots

+4

Brand Name: Steve Madden
Product Name: Hayle Boots
Color: Sand Suede
Price: $74.96MSRP: $99.95
Rating: 3Rated 3 stars out of 5(20)

Naturalizer - Darry-Bootie Water-Repellent. Color Caramel Brown Suede. Low Stock. On sale for $140.00. MSRP $170.00.. 4.2 out of 5 stars

10 left in stock

Tan Naturalizer Darry-Bootie Water-Repellent

Tan Naturalizer Darry-Bootie Water-Repellent

+4

Brand Name: Naturalizer
Product Name: Darry-Bootie Water-Repellent
Color: Caramel Brown Suede
Price: $140.00MSRP: $170.00
Rating: 4Rated 4 stars out of 5(76)

LifeStride - Mesa. Color Whiskey. On sale for $56.69. MSRP $89.99.. 4.1 out of 5 stars

Brown LifeStride Mesa

Brown LifeStride Mesa

+3

Brand Name: LifeStride
Product Name: Mesa
Color: Whiskey
Price: $56.69MSRP: $89.99
Rating: 4Rated 4 stars out of 5(57)

Clarks - Bayla Rose. Color Black Suede. $129.95. 3.0 out of 5 stars

Black Clarks Bayla Rose

Black Clarks Bayla Rose

+3

Brand Name: Clarks
Product Name: Bayla Rose
Color: Black Suede
Price: $129.95
Rating: 3Rated 3 stars out of 5(4)

Naturalizer - SOUL Naturalizer - Apollo. Color Black. On sale for $89.99. MSRP $119.99.. 4.1 out of 5 stars

Black Naturalizer SOUL Naturalizer - Apollo

Black Naturalizer SOUL Naturalizer - Apollo

Brand Name: Naturalizer
Product Name: SOUL Naturalizer - Apollo
Color: Black
Price: $89.99MSRP: $119.99
Rating: 4Rated 4 stars out of 5(16)

VIONIC - Brighton. Color Monks Robe Suede. On sale for $118.46. MSRP $149.95.. 4.0 out of 5 stars

Brown VIONIC Brighton

Brown VIONIC Brighton

+2

Brand Name: VIONIC
Product Name: Brighton
Color: Monks Robe Suede
Price: $118.46MSRP: $149.95
Rating: 4Rated 4 stars out of 5(91)

Clarks - Aspra Buckle. Color Dark Olive Suede. On sale for $104.96. MSRP $140.00.. 4.0 out of 5 stars

Olive Clarks Aspra Buckle

Olive Clarks Aspra Buckle

Brand Name: Clarks
Product Name: Aspra Buckle
Color: Dark Olive Suede
Price: $104.96MSRP: $140.00
Rating: 4Rated 4 stars out of 5(3)

Comfortiva - Rawnie. Color Mosto Red Oiled Cow Suede. On sale for $72.77. MSRP $139.95.. 3.3 out of 5 stars

Brown Comfortiva Rawnie

Brown Comfortiva Rawnie

+2

Brand Name: Comfortiva
Product Name: Rawnie
Color: Mosto Red Oiled Cow Suede
Price: $72.77MSRP: $139.95
Rating: 3Rated 3 stars out of 5(13)

Eastland 1955 Edition - Jasmine. Color Bomber Brown. $70.00. 5.0 out of 5 stars

Brown Eastland 1955 Edition Jasmine

Brown Eastland 1955 Edition Jasmine

Brand Name: Eastland 1955 Edition
Product Name: Jasmine
Color: Bomber Brown
Price: $70.00
Rating: 5Rated 5 stars out of 5(1)

SoftWalk - Indy. Color Navy Patent. Low Stock. $149.94. 2.9 out of 5 stars

10 left in stock

Blue SoftWalk Indy

Blue SoftWalk Indy

+3

Brand Name: SoftWalk
Product Name: Indy
Color: Navy Patent
Price: $149.94
Rating: 3Rated 3 stars out of 5(27)

Bzees - Ontario. Color Brown. On sale for $67.50. MSRP $90.00.. 4.5 out of 5 stars

Brown Bzees Ontario

Brown Bzees Ontario

+4

Brand Name: Bzees
Product Name: Ontario
Color: Brown
Price: $67.50MSRP: $90.00
Rating: 4Rated 4 stars out of 5(19)

Vaneli - Mixer. Color Black Suede/Dark Grey. On sale for $146.01. MSRP $250.00.. 3.6 out of 5 stars

Black Vaneli Mixer

Black Vaneli Mixer

+2

Brand Name: Vaneli
Product Name: Mixer
Color: Black Suede/Dark Grey
Price: $146.01MSRP: $250.00
Rating: 4Rated 4 stars out of 5(5)

LifeStride - Dakota. Color Dark Chocolate. On sale for $68.38. MSRP $89.99.. 3.7 out of 5 stars

Brown LifeStride Dakota

Brown LifeStride Dakota

Brand Name: LifeStride
Product Name: Dakota
Color: Dark Chocolate
Price: $68.38MSRP: $89.99
Rating: 4Rated 4 stars out of 5(20)

Aerosoles - Brandi. Color Brown PU. On sale for $53.93. MSRP $135.00.. 3.2 out of 5 stars

Brown Aerosoles Brandi

Brown Aerosoles Brandi

Brand Name: Aerosoles
Product Name: Brandi
Color: Brown PU
Price: $53.93MSRP: $135.00
Rating: 3Rated 3 stars out of 5(4)

Ryka - Noelle. Color Light Grey. On sale for $70.44. MSRP $79.99.. 4.2 out of 5 stars

Gray Ryka Noelle

Gray Ryka Noelle

+3

Brand Name: Ryka
Product Name: Noelle
Color: Light Grey
Price: $70.44MSRP: $79.99
Rating: 4Rated 4 stars out of 5(29)

Get on the List

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