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

1-2in Low Heel Size Round Toe Chelsea Shoes

55 items found

Sort By

Your Selections

Search Results

. Blundstone - BL587. Color Rustic Black. $199.95.

Black Blundstone BL587

Black Blundstone BL587

Brand Name: Blundstone
Product Name: BL587
Gender: Unisex
Color: Rustic Black
Price: $199.95
Rating

. Naturalizer - SOUL Naturalizer Zaylee. Color Black Faux Leather. $99.94.

Black Naturalizer SOUL Naturalizer Zaylee

Black Naturalizer SOUL Naturalizer Zaylee

+1

Brand Name: Naturalizer
Product Name: SOUL Naturalizer Zaylee
Gender: Women's
Color: Black Faux Leather
Price: $99.94
Rating

. Sperry - Torrent Lace Up. Color Green. $99.95.

Green Sperry Torrent Lace Up

Green Sperry Torrent Lace Up

+4

Brand Name: Sperry
Product Name: Torrent Lace Up
Gender: Women's
Color: Green
Price: $99.95
Rating

. Native Shoes Kids - Kensington Chelsea (Toddler/Big Kid). Color Selvage Blue/Jiffy Black/Apricot Orange. $75.00.

Black Native Shoes Kids Kensington Chelsea (Toddler/Big Kid)

Black Native Shoes Kids Kensington Chelsea (Toddler/Big Kid)

+3

Brand Name: Native Shoes Kids
Product Name: Kensington Chelsea (Toddler/Big Kid)
Color: Selvage Blue/Jiffy Black/Apricot Orange
Price: $75.00
Rating

. Steve Madden Kids - Lilyana (Toddler/Little Kid). Color Black. $59.99.

Black Steve Madden Kids Lilyana (Toddler/Little Kid)

Black Steve Madden Kids Lilyana (Toddler/Little Kid)

Brand Name: Steve Madden Kids
Product Name: Lilyana (Toddler/Little Kid)
Color: Black
Price: $59.99
Rating

Timberland - Britton Road Mid Chelsea. Color Black Full Grain. $150.00.

Black Timberland Britton Road Mid Chelsea

Black Timberland Britton Road Mid Chelsea

Brand Name: Timberland
Product Name: Britton Road Mid Chelsea
Gender: Men's
Color: Black Full Grain
Price: $150.00
Rating

ECCO - Grainer 2.0 Double Gore Chelsea Boot. Color Black/Black. $225.00.

Black ECCO Grainer 2.0 Double Gore Chelsea Boot

Black ECCO Grainer 2.0 Double Gore Chelsea Boot

+2

Brand Name: ECCO
Product Name: Grainer 2.0 Double Gore Chelsea Boot
Gender: Women's
Color: Black/Black
Price: $225.00
Rating

Toni Pons - Davina. Color Black. $195.00.

Black Toni Pons Davina

Black Toni Pons Davina

Brand Name: Toni Pons
Product Name: Davina
Gender: Women's
Color: Black
Price: $195.00
Rating

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(21)

Cole Haan - Hawthorne Chelsea Boot. Color Lava Nubuck/Black Water Resistant. $145.00. 5.0 out of 5 stars

Black Cole Haan Hawthorne Chelsea Boot

Black Cole Haan Hawthorne Chelsea Boot

+4

Brand Name: Cole Haan
Product Name: Hawthorne Chelsea Boot
Gender: Men's
Color: Lava Nubuck/Black Water Resistant
Price: $145.00
Rating: 5Rated 5 stars out of 5(3)

Hunter - Original Chelsea. Color Dark Green. $140.00. 4.1 out of 5 stars

Green Hunter Original Chelsea

Green Hunter Original Chelsea

+2

Brand Name: Hunter
Product Name: Original Chelsea
Gender: Women's
Color: Dark Green
Price: $140.00
Rating: 4Rated 4 stars out of 5(67)

Bogs - Amanda Plush II Chelsea. Color Black 1. $94.95. 3.9 out of 5 stars

Black Bogs Amanda Plush II Chelsea

Black Bogs Amanda Plush II Chelsea

+7

Brand Name: Bogs
Product Name: Amanda Plush II Chelsea
Gender: Women's
Color: Black 1
Price: $94.95
Rating: 4Rated 4 stars out of 5(169)

Hunter - Original Chelsea Gloss. Color Black. Low Stock. $160.00. 4.0 out of 5 stars

7 left in stock

Black Hunter Original Chelsea Gloss

Black Hunter Original Chelsea Gloss

+3

Brand Name: Hunter
Product Name: Original Chelsea Gloss
Gender: Women's
Color: Black
Price: $160.00
Rating: 4Rated 4 stars out of 5(1)

Timberland PRO - Nashoba Composite Safety Toe. Color Black-2024 NEW. Low Stock. On sale for $165.00. MSRP $180.00.. 4.0 out of 5 stars

8 left in stock

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: $165.00MSRP: $180.00
Rating: 4Rated 4 stars out of 5(52)

Barbour - Barbour Kingham. Color Navy. Low Stock. $100.00.

1 left in stock

Navy Barbour Barbour Kingham

Navy Barbour Barbour Kingham

Brand Name: Barbour
Product Name: Barbour Kingham
Gender: Women's
Color: Navy
Price: $100.00
Rating

Hunter - Original Chelsea Logo Backstrap. Color Orange. On sale for $152.95. MSRP $170.00..

Brand Name: Hunter
Product Name: Original Chelsea Logo Backstrap
Gender: Women's
Color: Orange
Price: $152.95MSRP: $170.00
Rating

Bogs - Kicker Rain Chelsea II. Color Black Smooth. $89.95. 4.3 out of 5 stars

Black Bogs Kicker Rain Chelsea II

Black Bogs Kicker Rain Chelsea II

+4

Brand Name: Bogs
Product Name: Kicker Rain Chelsea II
Gender: Women's
Color: Black Smooth
Price: $89.95
Rating: 4Rated 4 stars out of 5(48)

Sperry - Torrent Rubber Chelsea. Color Yellow. $89.95. 4.5 out of 5 stars

Yellow Sperry Torrent Rubber Chelsea

Yellow Sperry Torrent Rubber Chelsea

+2

Brand Name: Sperry
Product Name: Torrent Rubber Chelsea
Gender: Women's
Color: Yellow
Price: $89.95
Rating: 5Rated 5 stars out of 5(8)

ZODIAC - Teresa-Chels. Color Black Synthetic. On sale for $78.44. MSRP $109.00.. 4.5 out of 5 stars

Black ZODIAC Teresa-Chels

Black ZODIAC Teresa-Chels

+3

Brand Name: ZODIAC
Product Name: Teresa-Chels
Gender: Women's
Color: Black Synthetic
Price: $78.44MSRP: $109.00
Rating: 5Rated 5 stars out of 5(2)

Carhartt - Millbrook 4" Romeo Soft Toe Wedge Boot. Color Black/Black. On sale for $130.49. MSRP $144.99.. 3.3 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
Gender: Men's
Color: Black/Black
Price: $130.49MSRP: $144.99
Rating: 3Rated 3 stars out of 5(25)

Comfortiva - Raya. Color Dune Tan. On sale for $104.96. MSRP $149.95.. 3.7 out of 5 stars

Tan Comfortiva Raya

Tan Comfortiva Raya

+3

Brand Name: Comfortiva
Product Name: Raya
Gender: Women's
Color: Dune Tan
Price: $104.96MSRP: $149.95
Rating: 4Rated 4 stars out of 5(9)

Hunter - Original Chelsea Tricolor Logo Backstrap Boot. Color Black. $170.00.

Brand Name: Hunter
Product Name: Original Chelsea Tricolor Logo Backstrap Boot
Gender: Men's
Color: Black
Price: $170.00
Rating

Blondo - Victory Waterproof. Color Java 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
Gender: Women's
Color: Java Suede
Price: $119.95
Rating: 4Rated 4 stars out of 5(33)

SeaVees - Bolinas Offshore Boot. Color Salt. Low Stock. On sale for $95.00. MSRP $100.00.. 4.8 out of 5 stars

1 left in stock

White SeaVees Bolinas Offshore Boot

White SeaVees Bolinas Offshore Boot

Brand Name: SeaVees
Product Name: Bolinas Offshore Boot
Gender: Women's
Color: Salt
Price: $95.00MSRP: $100.00
Rating: 5Rated 5 stars out of 5(5)

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

Bogs - Shale Leather Chelsea CT WP. Color Oxblood. $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
Gender: Women's
Color: Oxblood
Price: $160.00
Rating: 3Rated 3 stars out of 5(15)

Aerosoles - Alisa. Color Camel Faux Suede. Low Stock. On sale for $93.75. MSRP $125.00.. 4.0 out of 5 stars

2 left in stock

Tan Aerosoles Alisa

Tan Aerosoles Alisa

Brand Name: Aerosoles
Product Name: Alisa
Gender: Women's
Color: Camel Faux Suede
Price: $93.75MSRP: $125.00
Rating: 4Rated 4 stars out of 5(1)

Hunter - Original Chelsea Insulated Boot. Color Black. On sale for $119.96. MSRP $160.00.. 4.9 out of 5 stars

Black Hunter Original Chelsea Insulated Boot

Black Hunter Original Chelsea Insulated Boot

Brand Name: Hunter
Product Name: Original Chelsea Insulated Boot
Gender: Women's
Color: Black
Price: $119.96MSRP: $160.00
Rating: 5Rated 5 stars out of 5(8)

Hunter - Refined Chelsea. Color Black. $165.00. 4.5 out of 5 stars

Black Hunter Refined Chelsea

Black Hunter Refined Chelsea

Brand Name: Hunter
Product Name: Refined Chelsea
Gender: Women's
Color: Black
Price: $165.00
Rating: 5Rated 5 stars out of 5(24)

Ilse Jacobsen - Rub 47. Color Cyber Yellow. Low Stock. On sale for $151.10. MSRP $229.00.. 4.7 out of 5 stars

1 left in stock

Yellow Ilse Jacobsen Rub 47

Yellow Ilse Jacobsen Rub 47

Brand Name: Ilse Jacobsen
Product Name: Rub 47
Gender: Women's
Color: Cyber Yellow
Price: $151.10MSRP: $229.00
Rating: 5Rated 5 stars out of 5(3)

Rockport - Dania Bootie. Color Ash Brown Suede. Low Stock. On sale for $74.26. MSRP $150.00.. 3.6 out of 5 stars

2 left in stock

Khaki Rockport Dania Bootie

Khaki Rockport Dania Bootie

Brand Name: Rockport
Product Name: Dania Bootie
Gender: Women's
Color: Ash Brown Suede
Price: $74.26MSRP: $150.00
Rating: 4Rated 4 stars out of 5(7)

Ilse Jacobsen - Rub 03 C. Color Otter. Low Stock. On sale for $144.64. MSRP $159.00..

2 left in stock

Brown Ilse Jacobsen Rub 03 C

Brown Ilse Jacobsen Rub 03 C

Brand Name: Ilse Jacobsen
Product Name: Rub 03 C
Gender: Women's
Color: Otter
Price: $144.64MSRP: $159.00
Rating

EMU Australia - Grayson. Color Burnt Rust. Low Stock. On sale for $59.36. MSRP $89.95.. 3.0 out of 5 stars

3 left in stock

Orange EMU Australia Grayson

Orange EMU Australia Grayson

Brand Name: EMU Australia
Product Name: Grayson
Gender: Women's
Color: Burnt Rust
Price: $59.36MSRP: $89.95
Rating: 3Rated 3 stars out of 5(2)

Bernardo - Addison Rain. Color Amber PVC. Low Stock. On sale for $113.30. MSRP $165.00..

1 left in stock

Red Bernardo Addison Rain

Red Bernardo Addison Rain

Brand Name: Bernardo
Product Name: Addison Rain
Gender: Women's
Color: Amber PVC
Price: $113.30MSRP: $165.00
Rating

Hunter - Original Chelsea Insulated Boot. Color Black. On sale for $82.99. MSRP $170.00.. 5.0 out of 5 stars

Black Hunter Original Chelsea Insulated Boot

Black Hunter Original Chelsea Insulated Boot

Brand Name: Hunter
Product Name: Original Chelsea Insulated Boot
Gender: Men's
Color: Black
Price: $82.99MSRP: $170.00
Rating: 5Rated 5 stars out of 5(1)

Hunter - Refined Chelsea Vertical Quilt Boot. Color Black. Low Stock. On sale for $148.45. MSRP $165.00.. 4.5 out of 5 stars

4 left in stock

Black Hunter Refined Chelsea Vertical Quilt Boot

Black Hunter Refined Chelsea Vertical Quilt Boot

Brand Name: Hunter
Product Name: Refined Chelsea Vertical Quilt Boot
Gender: Women's
Color: Black
Price: $148.45MSRP: $165.00
Rating: 5Rated 5 stars out of 5(2)

Toni Pons - Coney. Color Beige. Low Stock. On sale for $103.50. MSRP $115.00.. 3.0 out of 5 stars

8 left in stock

Beige Toni Pons Coney

Beige Toni Pons Coney

Brand Name: Toni Pons
Product Name: Coney
Gender: Women's
Color: Beige
Price: $103.50MSRP: $115.00
Rating: 3Rated 3 stars out of 5(2)

Toni Pons - Cavour. Color Burgundy/Vi. Low Stock. On sale for $105.80. MSRP $115.00.. 2.8 out of 5 stars

2 left in stock

Burgundy Toni Pons Cavour

Burgundy Toni Pons Cavour

Brand Name: Toni Pons
Product Name: Cavour
Gender: Women's
Color: Burgundy/Vi
Price: $105.80MSRP: $115.00
Rating: 3Rated 3 stars out of 5(4)

DieHard - Polara CT Romeo. Color Black. $109.95. 3.3 out of 5 stars

Black DieHard Polara CT Romeo

Black DieHard Polara CT Romeo

Brand Name: DieHard
Product Name: Polara CT Romeo
Gender: Men's
Color: Black
Price: $109.95
Rating: 3Rated 3 stars out of 5(6)

Bogs - Holly Tall. Color Black. Low Stock. On sale for $84.76. MSRP $105.00.. 2.9 out of 5 stars

10 left in stock

Black Bogs Holly Tall

Black Bogs Holly Tall

+2

Brand Name: Bogs
Product Name: Holly Tall
Gender: Women's
Color: Black
Price: $84.76MSRP: $105.00
Rating: 3Rated 3 stars out of 5(17)

L.L.Bean - Rugged Wellie Chelsea Boot. Color Black/Dark Gum. $99.00. 3.6 out of 5 stars

Black L.L.Bean Rugged Wellie Chelsea Boot

Black L.L.Bean Rugged Wellie Chelsea Boot

+2

Brand Name: L.L.Bean
Product Name: Rugged Wellie Chelsea Boot
Gender: Women's
Color: Black/Dark Gum
Price: $99.00
Rating: 4Rated 4 stars out of 5(256)

Spring Step - Smoothjazz. Color Navy. Low Stock. On sale for $45.46. MSRP $69.95.. 2.7 out of 5 stars

6 left in stock

Navy Spring Step Smoothjazz

Navy Spring Step Smoothjazz

+2

Brand Name: Spring Step
Product Name: Smoothjazz
Gender: Women's
Color: Navy
Price: $45.46MSRP: $69.95
Rating: 3Rated 3 stars out of 5(3)

Gentle Souls by Kenneth Cole - Best Chelsea Bootie. Color Black Leather. On sale for $118.99. 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
Gender: Women's
Color: Black Leather
Price: $118.99MSRP: $180.00
Rating: 4Rated 4 stars out of 5(27)

Sperry - Cold Bay Rubber Chelsea. Color Black. Low Stock. $99.95. 3.5 out of 5 stars

5 left in stock

Black Sperry Cold Bay Rubber Chelsea

Black Sperry Cold Bay Rubber Chelsea

Brand Name: Sperry
Product Name: Cold Bay Rubber Chelsea
Gender: Men's
Color: Black
Price: $99.95
Rating: 4Rated 4 stars out of 5(82)

Keds - Rowan Rain Boots. Color Tan. Low Stock. On sale for $61.60. MSRP $80.00.. 4.4 out of 5 stars

2 left in stock

Tan Keds Rowan Rain Boots

Tan Keds Rowan Rain Boots

Brand Name: Keds
Product Name: Rowan Rain Boots
Gender: Women's
Color: Tan
Price: $61.60MSRP: $80.00
Rating: 4Rated 4 stars out of 5(7)

XTRATUF - Legacy Deck Boot. Color Brown. Low Stock. On sale for $135.00. MSRP $145.00.. 3.9 out of 5 stars

8 left in stock

Brown XTRATUF Legacy Deck Boot

Brown XTRATUF Legacy Deck Boot

Brand Name: XTRATUF
Product Name: Legacy Deck Boot
Gender: Women's
Color: Brown
Price: $135.00MSRP: $145.00
Rating: 4Rated 4 stars out of 5(16)

XTRATUF - Wheelhouse. Color Blue Coho Print. On sale for $134.95. MSRP $145.00.. 4.2 out of 5 stars

Blue XTRATUF Wheelhouse

Blue XTRATUF Wheelhouse

Brand Name: XTRATUF
Product Name: Wheelhouse
Gender: Women's
Color: Blue Coho Print
Price: $134.95MSRP: $145.00
Rating: 4Rated 4 stars out of 5(5)

ACE Work Boots - Firebrand. Color Black. $104.98.

Black ACE Work Boots Firebrand

Black ACE Work Boots Firebrand

Brand Name: ACE Work Boots
Product Name: Firebrand
Gender: Men's
Color: Black
Price: $104.98
Rating

Journee Collection - TEKOA. Color Black. Low Stock. On sale for $54.46. MSRP $64.99.. 4.0 out of 5 stars

1 left in stock

Black Journee Collection TEKOA

Black Journee Collection TEKOA

+2

Brand Name: Journee Collection
Product Name: TEKOA
Gender: Women's
Color: Black
Price: $54.46MSRP: $64.99
Rating: 4Rated 4 stars out of 5(18)

Hunter - Refined Gloss Quilt Chelsea. Color Black. $170.00. 2.5 out of 5 stars

Black Hunter Refined Gloss Quilt Chelsea

Black Hunter Refined Gloss Quilt Chelsea

Brand Name: Hunter
Product Name: Refined Gloss Quilt Chelsea
Gender: Women's
Color: Black
Price: $170.00
Rating: 3Rated 3 stars out of 5(6)

SKECHERS Work - Tapter Steel Toe. Color Brown. On sale for $64.00. MSRP $75.00.. 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
Gender: Men's
Color: Brown
Price: $64.00MSRP: $75.00
Rating: 4Rated 4 stars out of 5(52)

Ariat - Turbo Chelsea Waterproof Carbon Toe EH. Color Black. $164.95. 4.4 out of 5 stars

Black Ariat Turbo Chelsea Waterproof Carbon Toe EH

Black Ariat Turbo Chelsea Waterproof Carbon Toe EH

+2

Brand Name: Ariat
Product Name: Turbo Chelsea Waterproof Carbon Toe EH
Gender: Men's
Color: Black
Price: $164.95
Rating: 4Rated 4 stars out of 5(197)

Georgia Boot - Eagle One Waterproof Chelsea Soft Toe. Color Brown. On sale for $125.25. 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
Gender: Men's
Color: Brown
Price: $125.25MSRP: $165.00
Rating: 4Rated 4 stars out of 5(49)

Rocket Dog - Rainbow. Color Navy. Low Stock. $69.95. 4.3 out of 5 stars

3 left in stock

Navy Rocket Dog Rainbow

Navy Rocket Dog Rainbow

Brand Name: Rocket Dog
Product Name: Rainbow
Gender: Women's
Color: Navy
Price: $69.95
Rating: 4Rated 4 stars out of 5(90)

Georgia Boot - Georgia Giant Romeo. Color Soggy Brown. Low Stock. On sale for $78.00. MSRP $114.00.. 4.5 out of 5 stars

4 left in stock

Brown Georgia Boot Georgia Giant Romeo

Brown Georgia Boot Georgia Giant Romeo

Brand Name: Georgia Boot
Product Name: Georgia Giant Romeo
Gender: Women's
Color: Soggy Brown
Price: $78.00MSRP: $114.00
Rating: 4Rated 4 stars out of 5(55)

Get on the List

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