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

Stretch Elastic Waterproof Leather Shoes

50 items found

Sort By

Your Selections

Search Results

. SOREL - Emelie™ III Chelsea Waterproof. Color Black/Black. On sale for $112.01. MSRP $160.00. 30% off. 3.8 out of 5 stars

Black SOREL Emelie™ III Chelsea Waterproof

Black SOREL Emelie™ III Chelsea Waterproof

+5

Brand Name: SOREL
Product Name: Emelie™ III Chelsea Waterproof
Gender: Women's
Color: Black/Black
Price: $112.01MSRP: $160.0030% OFF
Rating: 4Rated 4 stars out of 5(166)

Born - Cove. Color Grey Full Grain Leather. Low Stock. $165.00. 4.3 out of 5 stars

Low Stock

Gray Born Cove

Gray Born Cove

+6

Brand Name: Born
Product Name: Cove
Gender: Women's
Color: Grey Full Grain Leather
Price: $165.00
Rating: 4Rated 4 stars out of 5(392)

SOREL - Evie™ II Chelsea. Color Black/Sea Salt. On sale for $85.95. MSRP $140.00. 39% off. 4.2 out of 5 stars

Black SOREL Evie™ II Chelsea

Black SOREL Evie™ II Chelsea

+4

Brand Name: SOREL
Product Name: Evie™ II Chelsea
Gender: Women's
Color: Black/Sea Salt
Price: $85.95MSRP: $140.0039% OFF
Rating: 4Rated 4 stars out of 5(262)

Ariat - Wexford Waterproof Chelsea Boot. Color Black. $189.95. 4.5 out of 5 stars

Black Ariat Wexford Waterproof Chelsea Boot

Black Ariat Wexford Waterproof Chelsea Boot

+5

Brand Name: Ariat
Product Name: Wexford Waterproof Chelsea Boot
Gender: Women's
Color: Black
Price: $189.95
Rating: 4Rated 4 stars out of 5(1122)

Ariat - Turbo Chelsea Waterproof Carbon Toe EH. Color Aged Bark. Low Stock. $164.95. 4.3 out of 5 stars

Low 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
Gender: Men's
Color: Aged Bark
Price: $164.95
Rating: 4Rated 4 stars out of 5(271)

Sam Edelman - Laguna Weatherproof Boot. Color Black Leather. $150.00. 4.1 out of 5 stars

Black Sam Edelman Laguna Weatherproof Boot

Black Sam Edelman Laguna Weatherproof Boot

Brand Name: Sam Edelman
Product Name: Laguna Weatherproof Boot
Gender: Women's
Color: Black Leather
Price: $150.00
Rating: 4Rated 4 stars out of 5(855)

Timberland PRO - Nashoba Composite Safety Toe. Color Black-2024 NEW. On sale for $164.95. MSRP $180.00. 8% off. 3.9 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
Gender: Unisex
Color: Black-2024 NEW
Price: $164.95MSRP: $180.008% OFF
Rating: 4Rated 4 stars out of 5(65)

Ariat - Groundbreaker Chelsea H2O Steel Toe. Color Dark Brown. $169.95. 4.3 out of 5 stars

Brown Ariat Groundbreaker Chelsea H2O Steel Toe

Brown Ariat Groundbreaker Chelsea H2O Steel Toe

Brand Name: Ariat
Product Name: Groundbreaker Chelsea H2O Steel Toe
Gender: Men's
Color: Dark Brown
Price: $169.95
Rating: 4Rated 4 stars out of 5(124)

SKECHERS Work - Vicksburg Comp Toe. Color Black. $120.00. 3.7 out of 5 stars

Black SKECHERS Work Vicksburg Comp Toe

Black SKECHERS Work Vicksburg Comp Toe

+2

Brand Name: SKECHERS Work
Product Name: Vicksburg Comp Toe
Gender: Men's
Color: Black
Price: $120.00
Rating: 4Rated 4 stars out of 5(78)

Naturalizer - Verney Weatherproof Bootie. Color Chocolate Waterproof Leather. On sale for $149.95. MSRP $190.00. 21% off. 4.2 out of 5 stars

Brown Naturalizer Verney Weatherproof Bootie

Brown Naturalizer Verney Weatherproof Bootie

+3

Brand Name: Naturalizer
Product Name: Verney Weatherproof Bootie
Gender: Women's
Color: Chocolate Waterproof Leather
Price: $149.95MSRP: $190.0021% OFF
Rating: 4Rated 4 stars out of 5(130)

KEEN - Greta Chelsea WP. Color Olive/Timberwolf. On sale for $86.83. MSRP $175.00. 50% off. 4.0 out of 5 stars

Olive KEEN Greta Chelsea WP

Olive KEEN Greta Chelsea WP

+2

Brand Name: KEEN
Product Name: Greta Chelsea WP
Gender: Women's
Color: Olive/Timberwolf
Price: $86.83MSRP: $175.0050% OFF
Rating: 4Rated 4 stars out of 5(214)

SOREL - Carson™ Chelsea Waterproof. Color Major/Ancient Fossil. On sale for $106.17. MSRP $155.00. 32% off. 3.7 out of 5 stars

Gray SOREL Carson™ Chelsea Waterproof

Gray SOREL Carson™ Chelsea Waterproof

+2

Brand Name: SOREL
Product Name: Carson™ Chelsea Waterproof
Gender: Men's
Color: Major/Ancient Fossil
Price: $106.17MSRP: $155.0032% OFF
Rating: 4Rated 4 stars out of 5(65)

Timberland PRO - Nashoba Soft Toe. Color Stout Brown-2024 NEW. $170.00. 4.3 out of 5 stars

Brown Timberland PRO Nashoba Soft Toe

Brown Timberland PRO Nashoba Soft Toe

Brand Name: Timberland PRO
Product Name: Nashoba Soft Toe
Gender: Unisex
Color: Stout Brown-2024 NEW
Price: $170.00
Rating: 4Rated 4 stars out of 5(28)

KEEN - Anchorage Boot III Waterproof. Color Dark Earth/Mulch. On sale for $86.83. MSRP $175.00. 50% off. 4.0 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
Gender: Men's
Color: Dark Earth/Mulch
Price: $86.83MSRP: $175.0050% OFF
Rating: 4Rated 4 stars out of 5(383)

UGG - Biltmore Chelsea. Color Black. Low Stock. On sale for $104.99. MSRP $149.95. 30% off. 4.4 out of 5 stars

Low Stock

Black UGG Biltmore Chelsea

Black UGG Biltmore Chelsea

+3

Brand Name: UGG
Product Name: Biltmore Chelsea
Gender: Men's
Color: Black
Price: $104.99MSRP: $149.9530% OFF
Rating: 4Rated 4 stars out of 5(256)

. Bogs - Cypress Chelsea Nano-Composite Safety Toe. Color Dark Gray. On sale for $119.95. MSRP $125.00. 4% off. 3.3 out of 5 stars

Gray Bogs Cypress Chelsea Nano-Composite Safety Toe

Gray Bogs Cypress Chelsea Nano-Composite Safety Toe

+2

Brand Name: Bogs
Product Name: Cypress Chelsea Nano-Composite Safety Toe
Gender: Women's
Color: Dark Gray
Price: $119.95MSRP: $125.004% OFF
Rating: 3Rated 3 stars out of 5(50)

Blondo - Danika Waterproof. Color Black Leather. $159.00. 3.6 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: $159.00
Rating: 4Rated 4 stars out of 5(28)

Blondo - Hallie Waterproof. Color Black. On sale for $112.46. MSRP $149.00. 25% off. 4.1 out of 5 stars

Black Blondo Hallie Waterproof

Black Blondo Hallie Waterproof

+3

Brand Name: Blondo
Product Name: Hallie Waterproof
Gender: Women's
Color: Black
Price: $112.46MSRP: $149.0025% OFF
Rating: 4Rated 4 stars out of 5(21)

Forsake - Lucie Chelsea. Color Black. On sale for $93.93. MSRP $135.00. 30% off. 3.8 out of 5 stars

Black Forsake Lucie Chelsea

Black Forsake Lucie Chelsea

+3

Brand Name: Forsake
Product Name: Lucie Chelsea
Gender: Women's
Color: Black
Price: $93.93MSRP: $135.0030% OFF
Rating: 4Rated 4 stars out of 5(25)

Bogs - Shale Leather Chelsea CT WP. Color Oxblood. Low Stock. $160.00. 3.1 out of 5 stars

Low Stock

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
Gender: Women's
Color: Oxblood
Price: $160.00
Rating: 3Rated 3 stars out of 5(19)

La Canadienne - Conner. Color Black Leather. $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 Leather
Price: $498.00
Rating: 4Rated 4 stars out of 5(36)

Ariat - Sutton II Waterproof. Color Chocolate. On sale for $137.97. MSRP $229.95. 40% off. 4.2 out of 5 stars

Brown Ariat Sutton II Waterproof

Brown Ariat Sutton II Waterproof

+2

Brand Name: Ariat
Product Name: Sutton II Waterproof
Gender: Women's
Color: Chocolate
Price: $137.97MSRP: $229.9540% OFF
Rating: 4Rated 4 stars out of 5(134)

Ariat - Wexford Waterproof. Color Dark Brown. $199.95. 4.7 out of 5 stars

Brown Ariat Wexford Waterproof

Brown Ariat Wexford Waterproof

+2

Brand Name: Ariat
Product Name: Wexford Waterproof
Gender: Men's
Color: Dark Brown
Price: $199.95
Rating: 5Rated 5 stars out of 5(186)

Blondo - Ready Waterproof. Color Black. Low Stock. $169.95. 2.0 out of 5 stars

Low Stock

Black Blondo Ready Waterproof

Black Blondo Ready Waterproof

Brand Name: Blondo
Product Name: Ready Waterproof
Gender: Women's
Color: Black
Price: $169.95
Rating: 2Rated 2 stars out of 5(1)

Ariat - Heritage IV Zip Waterproof Insulated. Color Black. $189.95. 3.6 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(27)

UGG Kids - Ashton Chelsea (Toddler/Little Kid). Color Chestnut. On sale for $60.20. MSRP $89.95. 33% off. 5.0 out of 5 stars

Brown UGG Kids Ashton Chelsea (Toddler/Little Kid)

Brown UGG Kids Ashton Chelsea (Toddler/Little Kid)

+2

Brand Name: UGG Kids
Product Name: Ashton Chelsea (Toddler/Little Kid)
Color: Chestnut
Price: $60.20MSRP: $89.9533% OFF
Rating: 5Rated 5 stars out of 5(2)

. Rockport Works - Weather or Not Work EH Alloy. Color Black. On sale for $119.99. MSRP $146.00. 18% off. 3.8 out of 5 stars

Black Rockport Works Weather or Not Work EH Alloy

Black Rockport Works Weather or Not Work EH Alloy

Brand Name: Rockport Works
Product Name: Weather or Not Work EH Alloy
Gender: Men's
Color: Black
Price: $119.99MSRP: $146.0018% OFF
Rating: 4Rated 4 stars out of 5(17)

Dolce Vita - Huey H2O. Color Black Leather H2O. On sale for $89.90. MSRP $139.99. 36% off. 3.8 out of 5 stars

Black Dolce Vita Huey H2O

Black Dolce Vita Huey H2O

+3

Brand Name: Dolce Vita
Product Name: Huey H2O
Gender: Women's
Color: Black Leather H2O
Price: $89.90MSRP: $139.9936% OFF
Rating: 4Rated 4 stars out of 5(136)

Ariat - Barnyard Twin Gore II Waterproof. Color Antique Brown. $169.95. 4.5 out of 5 stars

Brown Ariat Barnyard Twin Gore II Waterproof

Brown Ariat Barnyard Twin Gore II Waterproof

Brand Name: Ariat
Product Name: Barnyard Twin Gore II Waterproof
Gender: Women's
Color: Antique Brown
Price: $169.95
Rating: 5Rated 5 stars out of 5(100)

Georgia Boot - Eagle One Waterproof Chelsea Soft Toe. Color Brown. On sale for $154.99. MSRP $165.00. 6% off. 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
Gender: Men's
Color: Brown
Price: $154.99MSRP: $165.006% OFF
Rating: 4Rated 4 stars out of 5(63)

Nisolo - Carmen Chelsea Boot. Color Brandy. Low Stock. $249.99. 4.6 out of 5 stars

Low Stock

Brown Nisolo Carmen Chelsea Boot

Brown Nisolo Carmen Chelsea Boot

+3

Brand Name: Nisolo
Product Name: Carmen Chelsea Boot
Gender: Women's
Color: Brandy
Price: $249.99
Rating: 5Rated 5 stars out of 5(219)

Blondo - Raquel Waterproof. Color Black Leather. Low Stock. On sale for $154.79. MSRP $159.00. 3% off. 3.6 out of 5 stars

Low Stock

Black Blondo Raquel Waterproof

Black Blondo Raquel Waterproof

+4

Brand Name: Blondo
Product Name: Raquel Waterproof
Gender: Women's
Color: Black Leather
Price: $154.79MSRP: $159.003% OFF
Rating: 4Rated 4 stars out of 5(18)

Cole Haan - Zerogrand City Wedge Boot Waterproof. Color Waterproof Black Leather. Low Stock. On sale for $210.00. MSRP $230.00. 9% off. 4.2 out of 5 stars

Low Stock

Black Cole Haan Zerogrand City Wedge Boot Waterproof

Black Cole Haan Zerogrand City Wedge Boot Waterproof

+2

Brand Name: Cole Haan
Product Name: Zerogrand City Wedge Boot Waterproof
Gender: Women's
Color: Waterproof Black Leather
Price: $210.00MSRP: $230.009% OFF
Rating: 4Rated 4 stars out of 5(120)

Blondo - Dyme Waterproof. Color Sand Suede. On sale for $136.67. MSRP $159.00. 14% off. 3.6 out of 5 stars

Tan Blondo Dyme Waterproof

Tan Blondo Dyme Waterproof

+6

Brand Name: Blondo
Product Name: Dyme Waterproof
Gender: Women's
Color: Sand Suede
Price: $136.67MSRP: $159.0014% OFF
Rating: 4Rated 4 stars out of 5(16)

Georgia Boot - Wedge Waterproof Chelsea Work Boot. Color Dark Brown. Low Stock. On sale for $160.00. MSRP $170.00. 6% off. 4.3 out of 5 stars

Low Stock

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
Gender: Men's
Color: Dark Brown
Price: $160.00MSRP: $170.006% OFF
Rating: 4Rated 4 stars out of 5(24)

La Canadienne - Jennifer. Color Black Leather. On sale for $345.00. MSRP $575.00. 40% off. 4.4 out of 5 stars

Black La Canadienne Jennifer

Black La Canadienne Jennifer

+2

Brand Name: La Canadienne
Product Name: Jennifer
Gender: Women's
Color: Black Leather
Price: $345.00MSRP: $575.0040% OFF
Rating: 4Rated 4 stars out of 5(57)

UGG Kids - Ashton Chelsea (Little Kid/Big Kid). Color Chestnut. On sale for $69.99. MSRP $99.95. 30% off. 4.3 out of 5 stars

Brown UGG Kids Ashton Chelsea (Little Kid/Big Kid)

Brown UGG Kids Ashton Chelsea (Little Kid/Big Kid)

Brand Name: UGG Kids
Product Name: Ashton Chelsea (Little Kid/Big Kid)
Color: Chestnut
Price: $69.99MSRP: $99.9530% OFF
Rating: 4Rated 4 stars out of 5(15)

Cole Haan - Greenwich Waterproof Bootie. Color Golden Toffee Waterproof Suede. Low Stock. On sale for $184.50. MSRP $225.00. 18% off. 4.2 out of 5 stars

Low Stock

Brown Cole Haan Greenwich Waterproof Bootie

Brown Cole Haan Greenwich Waterproof Bootie

Brand Name: Cole Haan
Product Name: Greenwich Waterproof Bootie
Gender: Women's
Color: Golden Toffee Waterproof Suede
Price: $184.50MSRP: $225.0018% OFF
Rating: 4Rated 4 stars out of 5(118)

Wolverine - Floorhand Waterproof Romeo. Color Dark Brown. $110.00. 3.5 out of 5 stars

Brown Wolverine Floorhand Waterproof Romeo

Brown Wolverine Floorhand Waterproof Romeo

Brand Name: Wolverine
Product Name: Floorhand Waterproof Romeo
Gender: Men's
Color: Dark Brown
Price: $110.00
Rating: 4Rated 4 stars out of 5(4)

SOREL - Brex™ Heel Chelsea. Color Black/Vintage Pink. Low Stock. On sale for $106.06. MSRP $180.00. 41% off. 4.1 out of 5 stars

Low Stock

Black SOREL Brex™ Heel Chelsea

Black SOREL Brex™ Heel Chelsea

Brand Name: SOREL
Product Name: Brex™ Heel Chelsea
Gender: Women's
Color: Black/Vintage Pink
Price: $106.06MSRP: $180.0041% OFF
Rating: 4Rated 4 stars out of 5(279)

. Nisolo - All-Weather Chelsea Boot. Color Dark Tobacco. $260.00. 2.0 out of 5 stars

Red Nisolo All-Weather Chelsea Boot

Red Nisolo All-Weather Chelsea Boot

Brand Name: Nisolo
Product Name: All-Weather Chelsea Boot
Gender: Men's
Color: Dark Tobacco
Price: $260.00
Rating: 2Rated 2 stars out of 5(1)

La Canadienne - Paxton. Color Black. Low Stock. On sale for $321.00. MSRP $535.00. 40% off. 4.7 out of 5 stars

Low Stock

Black La Canadienne Paxton

Black La Canadienne Paxton

Brand Name: La Canadienne
Product Name: Paxton
Gender: Women's
Color: Black
Price: $321.00MSRP: $535.0040% OFF
Rating: 5Rated 5 stars out of 5(3)

KEEN Utility - Seattle Romeo Aluminum Toe. Color Cascade Brown/Gum. Low Stock. $149.95. 3.9 out of 5 stars

Low Stock

Brown KEEN Utility Seattle Romeo Aluminum Toe

Brown KEEN Utility Seattle Romeo Aluminum Toe

Brand Name: KEEN Utility
Product Name: Seattle Romeo Aluminum Toe
Gender: Men's
Color: Cascade Brown/Gum
Price: $149.95
Rating: 4Rated 4 stars out of 5(56)

Dolce Vita - Hawk H2O. Color Black Leather H2O. Low Stock. On sale for $85.36. MSRP $140.00. 39% off. 3.1 out of 5 stars

Low Stock

Black Dolce Vita Hawk H2O

Black Dolce Vita Hawk H2O

+2

Brand Name: Dolce Vita
Product Name: Hawk H2O
Gender: Women's
Color: Black Leather H2O
Price: $85.36MSRP: $140.0039% OFF
Rating: 3Rated 3 stars out of 5(9)

SOREL - Hi-Line™ Chelsea. Color Omega Taupe/Major. Low Stock. On sale for $104.98. MSRP $175.00. 40% off. 4.1 out of 5 stars

Low Stock

Brown SOREL Hi-Line™ Chelsea

Brown SOREL Hi-Line™ Chelsea

Brand Name: SOREL
Product Name: Hi-Line™ Chelsea
Gender: Women's
Color: Omega Taupe/Major
Price: $104.98MSRP: $175.0040% OFF
Rating: 4Rated 4 stars out of 5(211)

La Canadienne - Saint. Color Black Leather. On sale for $390.00. MSRP $650.00. 40% off. 2.0 out of 5 stars

Black La Canadienne Saint

Black La Canadienne Saint

Brand Name: La Canadienne
Product Name: Saint
Gender: Women's
Color: Black Leather
Price: $390.00MSRP: $650.0040% OFF
Rating: 2Rated 2 stars out of 5(1)

Cole Haan - Camea Waterproof Chelsea Bootie. Color Black Leather. Low Stock. On sale for $171.10. MSRP $290.00. 41% off. 3.3 out of 5 stars

Low Stock

Black Cole Haan Camea Waterproof Chelsea Bootie

Black Cole Haan Camea Waterproof Chelsea Bootie

Brand Name: Cole Haan
Product Name: Camea Waterproof Chelsea Bootie
Gender: Women's
Color: Black Leather
Price: $171.10MSRP: $290.0041% OFF
Rating: 3Rated 3 stars out of 5(9)

Rockport - Ryleigh Gore Chelsea. Color Black Waterproof. Low Stock. On sale for $129.96. MSRP $160.00. 19% off. 4.2 out of 5 stars

Low Stock

Black Rockport Ryleigh Gore Chelsea

Black Rockport Ryleigh Gore Chelsea

Brand Name: Rockport
Product Name: Ryleigh Gore Chelsea
Gender: Women's
Color: Black Waterproof
Price: $129.96MSRP: $160.0019% OFF
Rating: 4Rated 4 stars out of 5(84)

Dolce Vita - Harte H2O. Color Ivory Leather H2O. Low Stock. On sale for $97.46. MSRP $150.00. 35% off. 3.5 out of 5 stars

Low Stock

White Dolce Vita Harte H2O

White Dolce Vita Harte H2O

Brand Name: Dolce Vita
Product Name: Harte H2O
Gender: Women's
Color: Ivory Leather H2O
Price: $97.46MSRP: $150.0035% OFF
Rating: 3Rated 3 stars out of 5(11)

Nisolo - Heeled Chelsea Boot. Color Black. Low Stock. $230.00. 4.5 out of 5 stars

Low Stock

Black Nisolo Heeled Chelsea Boot

Black Nisolo Heeled Chelsea Boot

Brand Name: Nisolo
Product Name: Heeled Chelsea Boot
Gender: Women's
Color: Black
Price: $230.00
Rating: 5Rated 5 stars out of 5(266)

Join Our List, Get 10% Off

Sign up for Zappos emails—new subscribers get 10% off a future order!* Plus, get early access to sales, coupons, and more. (One code per email address.)