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

Size 8.5 Waterproof Chelsea Boots

54 items found

Sort By

Your Selections

Search Results

Ariat - Moresby Twin Gore Waterproof Boots. Color Oily Distressed Brown. $169.95.

Tan Ariat Moresby Twin Gore Waterproof Boots

Tan Ariat Moresby Twin Gore Waterproof Boots

+2

Brand Name: Ariat
Product Name: Moresby Twin Gore Waterproof Boots
Gender: Women's
Color: Oily Distressed Brown
Price: $169.95
Rating

SOREL - Evie™ II Chelsea. Color Omega Taupe/Gum 2. On sale for $105.00. MSRP $140.00.. 4.3 out of 5 stars

Taupe SOREL Evie™ II Chelsea

Taupe SOREL Evie™ II Chelsea

+6

Brand Name: SOREL
Product Name: Evie™ II Chelsea
Gender: Women's
Color: Omega Taupe/Gum 2
Price: $105.00MSRP: $140.00
Rating: 4Rated 4 stars out of 5(166)

Dolce Vita - Carmin H2O. Color Taupe Suede H2O. On sale for $105.57. MSRP $160.00.. 4.0 out of 5 stars

Gold Dolce Vita Carmin H2O

Gold Dolce Vita Carmin H2O

Brand Name: Dolce Vita
Product Name: Carmin H2O
Gender: Women's
Color: Taupe Suede H2O
Price: $105.57MSRP: $160.00
Rating: 4Rated 4 stars out of 5(1)

SOREL - Hi-Line™ Chelsea. Color Spice/Blackened Brown. On sale for $115.47. MSRP $175.00.. 4.2 out of 5 stars

Brown SOREL Hi-Line™ Chelsea

Brown SOREL Hi-Line™ Chelsea

+4

Brand Name: SOREL
Product Name: Hi-Line™ Chelsea
Gender: Women's
Color: Spice/Blackened Brown
Price: $115.47MSRP: $175.00
Rating: 4Rated 4 stars out of 5(190)

Blondo - Roary Waterproof. Color Black Nubuck. On sale for $121.56. MSRP $159.95.. 3.0 out of 5 stars

Black Blondo Roary Waterproof

Black Blondo Roary Waterproof

+3

Brand Name: Blondo
Product Name: Roary Waterproof
Gender: Women's
Color: Black Nubuck
Price: $121.56MSRP: $159.95
Rating: 3Rated 3 stars out of 5(1)

FitFlop - F-Mode Waterproof Leather Flatform Chelsea Boots. Color All Black. Low Stock. On sale for $139.39. MSRP $200.00.. 3.5 out of 5 stars

6 left in stock

Black FitFlop F-Mode Waterproof Leather Flatform Chelsea Boots

Black FitFlop F-Mode Waterproof Leather Flatform Chelsea Boots

Brand Name: FitFlop
Product Name: F-Mode Waterproof Leather Flatform Chelsea Boots
Gender: Women's
Color: All Black
Price: $139.39MSRP: $200.00
Rating: 4Rated 4 stars out of 5(2)

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
Gender: Women's
Color: Camel Waterproof Suede
Price: $167.47MSRP: $250.00
Rating: 3Rated 3 stars out of 5(3)

ECCO - Soft 7 Tred GORE-TEX® Waterproof Chelsea. Color Sierra/Black. On sale for $139.96. MSRP $200.00.. 3.6 out of 5 stars

Black ECCO Soft 7 Tred GORE-TEX® Waterproof Chelsea

Black ECCO Soft 7 Tred GORE-TEX® Waterproof Chelsea

+3

Brand Name: ECCO
Product Name: Soft 7 Tred GORE-TEX® Waterproof Chelsea
Gender: Women's
Color: Sierra/Black
Price: $139.96MSRP: $200.00
Rating: 4Rated 4 stars out of 5(8)

Sofft - Jordie. Color Black. On sale for $118.68. MSRP $179.95.. 3.1 out of 5 stars

Black Sofft Jordie

Black Sofft Jordie

+4

Brand Name: Sofft
Product Name: Jordie
Gender: Women's
Color: Black
Price: $118.68MSRP: $179.95
Rating: 3Rated 3 stars out of 5(7)

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
Gender: Women's
Color: Havana Brown
Price: $71.98MSRP: $159.95
Rating: 5Rated 5 stars out of 5(2)

Alegria - Rowen. Color Relaxed Cocoa. Low Stock. On sale for $119.95. MSRP $139.95.. 4.0 out of 5 stars

9 left in stock

Brown Alegria Rowen

Brown Alegria Rowen

+5

Brand Name: Alegria
Product Name: Rowen
Gender: Women's
Color: Relaxed Cocoa
Price: $119.95MSRP: $139.95
Rating: 4Rated 4 stars out of 5(25)

Bogs - Juniper Chelsea II. Color Black. Low Stock. $144.99. 4.4 out of 5 stars

6 left in stock

Black Bogs Juniper Chelsea II

Black Bogs Juniper Chelsea II

+3

Brand Name: Bogs
Product Name: Juniper Chelsea II
Gender: Women's
Color: Black
Price: $144.99
Rating: 4Rated 4 stars out of 5(23)

Chaco - Fields Lace WP. Color Maple Brown. On sale for $111.96. MSRP $160.00.. 3.8 out of 5 stars

Brown Chaco Fields Lace WP

Brown Chaco Fields Lace WP

+2

Brand Name: Chaco
Product Name: Fields Lace WP
Gender: Women's
Color: Maple Brown
Price: $111.96MSRP: $160.00
Rating: 4Rated 4 stars out of 5(4)

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
Gender: Women's
Color: Black
Price: $98.95
Rating: 5Rated 5 stars out of 5(1)

Ariat - Wexford Waterproof Chelsea Boot. Color Dark Brown. $189.95. 4.6 out of 5 stars

Brown Ariat Wexford Waterproof Chelsea Boot

Brown Ariat Wexford Waterproof Chelsea Boot

+5

Brand Name: Ariat
Product Name: Wexford Waterproof Chelsea Boot
Gender: Women's
Color: Dark Brown
Price: $189.95
Rating: 5Rated 5 stars out of 5(841)

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
Gender: Women's
Color: Black Suede
Price: $129.16MSRP: $169.95
Rating: 4Rated 4 stars out of 5(6)

Ariat - Wexford Lug Waterproof Boot. Color Forest Night. $189.95. 4.5 out of 5 stars

Green Ariat Wexford Lug Waterproof Boot

Green Ariat Wexford Lug Waterproof Boot

+3

Brand Name: Ariat
Product Name: Wexford Lug Waterproof Boot
Gender: Women's
Color: Forest Night
Price: $189.95
Rating: 5Rated 5 stars out of 5(41)

Blondo - Indi Waterproof. Color Mushroom Suede. On sale for $105.95. MSRP $159.95.. 3.0 out of 5 stars

Tan Blondo Indi Waterproof

Tan Blondo Indi Waterproof

+3

Brand Name: Blondo
Product Name: Indi Waterproof
Gender: Women's
Color: Mushroom Suede
Price: $105.95MSRP: $159.95
Rating: 3Rated 3 stars out of 5(4)

Blondo - Darren Waterproof. Color Black Suede. On sale for $99.96. MSRP $159.95.. 4.5 out of 5 stars

Black Blondo Darren Waterproof

Black Blondo Darren Waterproof

+3

Brand Name: Blondo
Product Name: Darren Waterproof
Gender: Women's
Color: Black Suede
Price: $99.96MSRP: $159.95
Rating: 5Rated 5 stars out of 5(2)

UGG - Hapsburg Chelsea. Color Burnt Cedar. On sale for $146.96. MSRP $159.95.. 4.1 out of 5 stars

Brown UGG Hapsburg Chelsea

Brown UGG Hapsburg Chelsea

+2

Brand Name: UGG
Product Name: Hapsburg Chelsea
Gender: Women's
Color: Burnt Cedar
Price: $146.96MSRP: $159.95
Rating: 4Rated 4 stars out of 5(9)

Blondo - Sonali Waterproof. Color Dark Taupe Suede. On sale for $96.71. MSRP $149.95.. 4.5 out of 5 stars

Brown Blondo Sonali Waterproof

Brown Blondo Sonali Waterproof

+3

Brand Name: Blondo
Product Name: Sonali Waterproof
Gender: Women's
Color: Dark Taupe Suede
Price: $96.71MSRP: $149.95
Rating: 5Rated 5 stars out of 5(2)

Blondo - Tamera Waterproof. Color Java Suede. On sale for $137.66. MSRP $169.95.. 2.9 out of 5 stars

Black Blondo Tamera Waterproof

Black Blondo Tamera Waterproof

+2

Brand Name: Blondo
Product Name: Tamera Waterproof
Gender: Women's
Color: Java Suede
Price: $137.66MSRP: $169.95
Rating: 3Rated 3 stars out of 5(7)

Blondo - Raquel Waterproof. Color Dark Taupe Suede. On sale for $117.66. MSRP $159.95.. 3.5 out of 5 stars

Brown Blondo Raquel Waterproof

Brown Blondo Raquel Waterproof

+4

Brand Name: Blondo
Product Name: Raquel Waterproof
Gender: Women's
Color: Dark Taupe Suede
Price: $117.66MSRP: $159.95
Rating: 3Rated 3 stars out of 5(17)

Blondo - Dyme Waterproof. Color Java Suede. On sale for $108.00. MSRP $159.95.. 3.6 out of 5 stars

Black Blondo Dyme Waterproof

Black Blondo Dyme Waterproof

+6

Brand Name: Blondo
Product Name: Dyme Waterproof
Gender: Women's
Color: Java Suede
Price: $108.00MSRP: $159.95
Rating: 4Rated 4 stars out of 5(14)

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

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

Born - Cove. Color Brown. $165.00. 4.3 out of 5 stars

Brown Born Cove

Brown Born Cove

+6

Brand Name: Born
Product Name: Cove
Gender: Women's
Color: Brown
Price: $165.00
Rating: 4Rated 4 stars out of 5(338)

Dolce Vita - Hawk H2O. Color Chestnut Suede. On sale for $110.45. MSRP $150.00.. 3.1 out of 5 stars

Brown Dolce Vita Hawk H2O

Brown Dolce Vita Hawk H2O

+2

Brand Name: Dolce Vita
Product Name: Hawk H2O
Gender: Women's
Color: Chestnut Suede
Price: $110.45MSRP: $150.00
Rating: 3Rated 3 stars out of 5(9)

Cole Haan - Camea Waterproof Chelsea Bootie. Color Madeira Waterproof Leather. On sale for $126.00. MSRP $140.00.. 2.9 out of 5 stars

Brown Cole Haan Camea Waterproof Chelsea Bootie

Brown Cole Haan Camea Waterproof Chelsea Bootie

Brand Name: Cole Haan
Product Name: Camea Waterproof Chelsea Bootie
Gender: Women's
Color: Madeira Waterproof Leather
Price: $126.00MSRP: $140.00
Rating: 3Rated 3 stars out of 5(7)

Dolce Vita - Linny H2O. Color Olive Suede H2O. On sale for $105.07. MSRP $150.00.. 3.8 out of 5 stars

Olive Dolce Vita Linny H2O

Olive Dolce Vita Linny H2O

+5

Brand Name: Dolce Vita
Product Name: Linny H2O
Gender: Women's
Color: Olive Suede H2O
Price: $105.07MSRP: $150.00
Rating: 4Rated 4 stars out of 5(9)

Blondo - Mayes Waterproof Bootie. Color Cognac Suede. On sale for $119.55. MSRP $129.95.. 3.8 out of 5 stars

Brown Blondo Mayes Waterproof Bootie

Brown Blondo Mayes Waterproof Bootie

+4

Brand Name: Blondo
Product Name: Mayes Waterproof Bootie
Gender: Women's
Color: Cognac Suede
Price: $119.55MSRP: $129.95
Rating: 4Rated 4 stars out of 5(30)

Chaco - Fields Chelsea. Color Rust Suede. On sale for $116.99. MSRP $160.00.. 3.8 out of 5 stars

Red Chaco Fields Chelsea

Red Chaco Fields Chelsea

+2

Brand Name: Chaco
Product Name: Fields Chelsea
Gender: Women's
Color: Rust Suede
Price: $116.99MSRP: $160.00
Rating: 4Rated 4 stars out of 5(74)

SOREL - Brex™ Boot Chelsea. Color Black/Cobalt Blue. On sale for $97.17. MSRP $180.00.. 4.0 out of 5 stars

Black SOREL Brex™ Boot Chelsea

Black SOREL Brex™ Boot Chelsea

+4

Brand Name: SOREL
Product Name: Brex™ Boot Chelsea
Gender: Women's
Color: Black/Cobalt Blue
Price: $97.17MSRP: $180.00
Rating: 4Rated 4 stars out of 5(325)

VIONIC - Evergreen. Color Chocolate Nubuck. On sale for $111.96. MSRP $159.95.. 4.6 out of 5 stars

Brown VIONIC Evergreen

Brown VIONIC Evergreen

+4

Brand Name: VIONIC
Product Name: Evergreen
Gender: Women's
Color: Chocolate Nubuck
Price: $111.96MSRP: $159.95
Rating: 5Rated 5 stars out of 5(301)

Cole Haan - Waterproof River Chelsea Bootie. Color Waterproof Bloodstone Leather. On sale for $126.00. 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
Gender: Women's
Color: Waterproof Bloodstone Leather
Price: $126.00MSRP: $180.00
Rating: 3Rated 3 stars out of 5(9)

Sam Edelman - Laguna Weatherproof Boot. Color Camel. On sale for $111.42. MSRP $170.00.. 4.1 out of 5 stars

Tan Sam Edelman Laguna Weatherproof Boot

Tan Sam Edelman Laguna Weatherproof Boot

+5

Brand Name: Sam Edelman
Product Name: Laguna Weatherproof Boot
Gender: Women's
Color: Camel
Price: $111.42MSRP: $170.00
Rating: 4Rated 4 stars out of 5(728)

SOREL - Caribou™ X Boot Chelsea Waterproof. Color Jet/Pixel. On sale for $75.98. MSRP $190.00.. 3.4 out of 5 stars

Black SOREL Caribou™ X Boot Chelsea Waterproof

Black SOREL Caribou™ X Boot Chelsea Waterproof

+4

Brand Name: SOREL
Product Name: Caribou™ X Boot Chelsea Waterproof
Gender: Women's
Color: Jet/Pixel
Price: $75.98MSRP: $190.00
Rating: 3Rated 3 stars out of 5(22)

SOREL - Brex™ Heel Chelsea. Color Black/Vintage Pink. On sale for $107.97. MSRP $180.00.. 4.2 out of 5 stars

Black SOREL Brex™ Heel Chelsea

Black SOREL Brex™ Heel Chelsea

+3

Brand Name: SOREL
Product Name: Brex™ Heel Chelsea
Gender: Women's
Color: Black/Vintage Pink
Price: $107.97MSRP: $180.00
Rating: 4Rated 4 stars out of 5(250)

SOREL - Emelie™ III Chelsea Waterproof. Color Tawny Buff/Gum 2. On sale for $103.97. MSRP $160.00.. 3.9 out of 5 stars

Tan SOREL Emelie™ III Chelsea Waterproof

Tan SOREL Emelie™ III Chelsea Waterproof

+5

Brand Name: SOREL
Product Name: Emelie™ III Chelsea Waterproof
Gender: Women's
Color: Tawny Buff/Gum 2
Price: $103.97MSRP: $160.00
Rating: 4Rated 4 stars out of 5(108)

Blundstone - Thermal All - Terrain. Color Black. Low Stock. $279.95. 4.4 out of 5 stars

7 left in stock

Black Blundstone Thermal All - Terrain

Black Blundstone Thermal All - Terrain

+3

Brand Name: Blundstone
Product Name: Thermal All - Terrain
Gender: Unisex
Color: Black
Price: $279.95
Rating: 4Rated 4 stars out of 5(16)

Blondo - Treasure Waterproof. Color Black Suede. On sale for $127.46. MSRP $169.95.. 4.8 out of 5 stars

Black Blondo Treasure Waterproof

Black Blondo Treasure Waterproof

+2

Brand Name: Blondo
Product Name: Treasure Waterproof
Gender: Women's
Color: Black Suede
Price: $127.46MSRP: $169.95
Rating: 5Rated 5 stars out of 5(5)

Dolce Vita - Huey H2O. Color Off-White Leather H2O. On sale for $93.63. MSRP $140.00.. 3.8 out of 5 stars

Bone Dolce Vita Huey H2O

Bone Dolce Vita Huey H2O

+5

Brand Name: Dolce Vita
Product Name: Huey H2O
Gender: Women's
Color: Off-White Leather H2O
Price: $93.63MSRP: $140.00
Rating: 4Rated 4 stars out of 5(121)

Blondo - Danika Waterproof. Color Black Leather. On sale for $144.01. MSRP $159.00.. 3.4 out of 5 stars

Black Blondo Danika Waterproof

Black Blondo Danika Waterproof

+4

Brand Name: Blondo
Product Name: Danika Waterproof
Gender: Women's
Color: Black Leather
Price: $144.01MSRP: $159.00
Rating: 3Rated 3 stars out of 5(22)

La Canadienne - Conner. Color Black Suede. $498.00. 4.2 out of 5 stars

Black La Canadienne Conner

Black La Canadienne Conner

+2

Brand Name: La Canadienne
Product Name: Conner
Gender: Women's
Color: Black Suede
Price: $498.00
Rating: 4Rated 4 stars out of 5(34)

Forsake - Lucie Chelsea. Color Loden. $135.00. 3.6 out of 5 stars

Green Forsake Lucie Chelsea

Green Forsake Lucie Chelsea

+3

Brand Name: Forsake
Product Name: Lucie Chelsea
Gender: Women's
Color: Loden
Price: $135.00
Rating: 4Rated 4 stars out of 5(18)

Blondo - Hallie Waterproof. Color Bone Leather. On sale for $125.21. MSRP $149.00.. 4.1 out of 5 stars

Bone Blondo Hallie Waterproof

Bone Blondo Hallie Waterproof

+3

Brand Name: Blondo
Product Name: Hallie Waterproof
Gender: Women's
Color: Bone Leather
Price: $125.21MSRP: $149.00
Rating: 4Rated 4 stars out of 5(21)

La Canadienne - Paxton. Color Black. Low Stock. $535.00. 4.7 out of 5 stars

6 left in stock

Black La Canadienne Paxton

Black La Canadienne Paxton

Brand Name: La Canadienne
Product Name: Paxton
Gender: Women's
Color: Black
Price: $535.00
Rating: 5Rated 5 stars out of 5(3)

KEEN - Greta Chelsea WP. Color Black/Steel Grey. $159.95. 3.9 out of 5 stars

Black KEEN Greta Chelsea WP

Black KEEN Greta Chelsea WP

+2

Brand Name: KEEN
Product Name: Greta Chelsea WP
Gender: Women's
Color: Black/Steel Grey
Price: $159.95
Rating: 4Rated 4 stars out of 5(56)

Blundstone - BL510 Original 500 Chelsea Boot. Color Black. $209.95. 4.4 out of 5 stars

Black Blundstone BL510 Original 500 Chelsea Boot

Black Blundstone BL510 Original 500 Chelsea Boot

Brand Name: Blundstone
Product Name: BL510 Original 500 Chelsea Boot
Gender: Unisex
Color: Black
Price: $209.95
Rating: 4Rated 4 stars out of 5(384)

Blundstone - BL550 Classic 550 Chelsea Boot. Color Walnut. $229.95. 4.5 out of 5 stars

Brown Blundstone BL550 Classic 550 Chelsea Boot

Brown Blundstone BL550 Classic 550 Chelsea Boot

Brand Name: Blundstone
Product Name: BL550 Classic 550 Chelsea Boot
Gender: Unisex
Color: Walnut
Price: $229.95
Rating: 4Rated 4 stars out of 5(235)

Blundstone - BL1306 Dress Chelsea Boot. Color Rustic Brown. $214.95. 4.4 out of 5 stars

Brown Blundstone BL1306 Dress Chelsea Boot

Brown Blundstone BL1306 Dress Chelsea Boot

Brand Name: Blundstone
Product Name: BL1306 Dress Chelsea Boot
Gender: Unisex
Color: Rustic Brown
Price: $214.95
Rating: 4Rated 4 stars out of 5(145)

Blundstone - BL500 Original 500 Chelsea Boot. Color Stout Brown. $209.95. 4.4 out of 5 stars

Brown Blundstone BL500 Original 500 Chelsea Boot

Brown Blundstone BL500 Original 500 Chelsea Boot

Brand Name: Blundstone
Product Name: BL500 Original 500 Chelsea Boot
Gender: Unisex
Color: Stout Brown
Price: $209.95
Rating: 4Rated 4 stars out of 5(399)

Ariat - Heritage IV Zip Waterproof Insulated. Color Black. $189.95. 3.7 out of 5 stars

Black Ariat Heritage IV Zip Waterproof Insulated

Black Ariat Heritage IV Zip Waterproof Insulated

Brand Name: Ariat
Product Name: Heritage IV Zip Waterproof Insulated
Gender: Women's
Color: Black
Price: $189.95
Rating: 4Rated 4 stars out of 5(21)

Kodiak - Bralorne Chelsea. Color Brown. Low Stock. $129.94. 2.0 out of 5 stars

10 left in stock

Brown Kodiak Bralorne Chelsea

Brown Kodiak Bralorne Chelsea

Brand Name: Kodiak
Product Name: Bralorne Chelsea
Gender: Women's
Color: Brown
Price: $129.94
Rating: 2Rated 2 stars out of 5(1)

Ariat - Keswick Waterproof. Color Shadow. Low Stock. On sale for $107.97. MSRP $179.95.. 4.2 out of 5 stars

2 left in stock

Brown Ariat Keswick Waterproof

Brown Ariat Keswick Waterproof

Brand Name: Ariat
Product Name: Keswick Waterproof
Gender: Women's
Color: Shadow
Price: $107.97MSRP: $179.95
Rating: 4Rated 4 stars out of 5(82)

Get on the List

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