EXTRA 20% OFF*
*Offer ends 12/29/25 at 11:59pm PST. Exclusions apply.
Hurry, hurry: use code SAVE20
Select styles only.
Shop Now

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

Size 8.5 Medium Size Chelsea Products

15 items found

Sort By

Your Selections

Search Results

Sofft - Emma. Color Barley Suede. $159.95. 5.0 out of 5 stars

Tan Sofft Emma

Tan Sofft Emma

+4

Brand Name: Sofft
Product Name: Emma
Gender: Women's
Color: Barley Suede
Price: $159.95
Rating: 5Rated 5 stars out of 5(2)

Sperry - Drizzle Chel. Color Navy. On sale for $63.00. MSRP $90.00. 30% off. 4.0 out of 5 stars

Navy Sperry Drizzle Chel

Navy Sperry Drizzle Chel

+3

Brand Name: Sperry
Product Name: Drizzle Chel
Gender: Women's
Color: Navy
Price: $63MSRP: $9030% OFF
Rating: 4Rated 4 stars out of 5(1)

Rothy's - The Western Bootie. Color Wren. On sale for $169.00. MSRP $249.00. 32% off. 1.0 out of 5 stars

Brown Rothy's The Western Bootie

Brown Rothy's The Western Bootie

+2

Brand Name: Rothy's
Product Name: The Western Bootie
Gender: Women's
Color: Wren
Price: $169MSRP: $24932% OFF
Rating: 1Rated 1 star out of 5(1)

Dr. Scholl's - Time Off Up Zip Zip Short Boots. Color Honey Brown. $85.00.

Brown Dr. Scholl's Time Off Up Zip Zip Short Boots

Brown Dr. Scholl's Time Off Up Zip Zip Short Boots

Brand Name: Dr. Scholl's
Product Name: Time Off Up Zip Zip Short Boots
Gender: Women's
Color: Honey Brown
Price: $85
Rating

Naturalizer - SOUL Naturalizer Respect. Color Smoky Grey Faux Leather. On sale for $49.99. MSRP $119.99. 58% off. 3.0 out of 5 stars

Black Naturalizer SOUL Naturalizer Respect

Black Naturalizer SOUL Naturalizer Respect

Brand Name: Naturalizer
Product Name: SOUL Naturalizer Respect
Gender: Women's
Color: Smoky Grey Faux Leather
Price: $49.99MSRP: $119.9958% OFF
Rating: 3Rated 3 stars out of 5(5)

. SKECHERS - Workshire Composite Toe. Color Brown. Low Stock. $95.00. 3.4 out of 5 stars

Low Stock

Brown SKECHERS Workshire Composite Toe

Brown SKECHERS Workshire Composite Toe

+2

Brand Name: SKECHERS
Product Name: Workshire Composite Toe
Gender: Women's
Color: Brown
Price: $95
Rating: 3Rated 3 stars out of 5(293)

Spring Step - Mula. Color Black. On sale for $99.95. MSRP $129.95. 23% off.

Black Spring Step Mula

Black Spring Step Mula

Brand Name: Spring Step
Product Name: Mula
Gender: Women's
Color: Black
Price: $99.95MSRP: $129.9523% OFF
Rating

Eastland 1955 Edition - Woodford. Color Brown. On sale for $75.00. MSRP $100.00. 25% off. 4.0 out of 5 stars

Brown Eastland 1955 Edition Woodford

Brown Eastland 1955 Edition Woodford

+3

Brand Name: Eastland 1955 Edition
Product Name: Woodford
Gender: Women's
Color: Brown
Price: $75MSRP: $10025% OFF
Rating: 4Rated 4 stars out of 5(1)

Carhartt - Wedge 5" Chelsea Boot Soft Toe. Color Dark Bison Oil Tanned. Low Stock. On sale for $112.49. MSRP $149.99. 25% off. 4.1 out of 5 stars

Low Stock

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
Gender: Women's
Color: Dark Bison Oil Tanned
Price: $112.49MSRP: $149.9925% OFF
Rating: 4Rated 4 stars out of 5(15)

Sperry - Torrent Chelsea. Color Maroon. $90.00. 4.2 out of 5 stars

Red Sperry Torrent Chelsea

Red Sperry Torrent Chelsea

+7

Brand Name: Sperry
Product Name: Torrent Chelsea
Gender: Women's
Color: Maroon
Price: $90
Rating: 4Rated 4 stars out of 5(252)

Sperry - Torrent Lace Up. Color Grey. $100.00. 3.8 out of 5 stars

Gray Sperry Torrent Lace Up

Gray Sperry Torrent Lace Up

+3

Brand Name: Sperry
Product Name: Torrent Lace Up
Gender: Women's
Color: Grey
Price: $100
Rating: 4Rated 4 stars out of 5(5)

Blondo - Victory Waterproof. Color Black Suede. $149.95. 3.7 out of 5 stars

Black Blondo Victory Waterproof

Black Blondo Victory Waterproof

+2

Brand Name: Blondo
Product Name: Victory Waterproof
Gender: Women's
Color: Black Suede
Price: $149.95
Rating: 4Rated 4 stars out of 5(50)

Sperry - Saltwater Ch. Color Brown. Low Stock. $120.00. 3.0 out of 5 stars

Low Stock

Brown Sperry Saltwater Ch

Brown Sperry Saltwater Ch

+3

Brand Name: Sperry
Product Name: Saltwater Ch
Gender: Women's
Color: Brown
Price: $120
Rating: 3Rated 3 stars out of 5(1)

Naturalizer - SOUL Naturalizer Zaylee. Color Snake Print Faux Leather. On sale for $89.15. MSRP $99.99. 11% off. 4.0 out of 5 stars

Black Naturalizer SOUL Naturalizer Zaylee

Black Naturalizer SOUL Naturalizer Zaylee

Brand Name: Naturalizer
Product Name: SOUL Naturalizer Zaylee
Gender: Women's
Color: Snake Print Faux Leather
Price: $89.15MSRP: $99.9911% OFF
Rating: 4Rated 4 stars out of 5(4)

ECCO - Grainer 2.0 Double Gore Chelsea Boot. Color Black/Black. Low Stock. On sale for $192.18. MSRP $225.00. 15% off. 2.7 out of 5 stars

Low Stock

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: $192.18MSRP: $22515% OFF
Rating: 3Rated 3 stars out of 5(7)

Join Our Email List

Never miss out on latest drops & sales—plus, new subscribers get 10% off.*

*One code per email address.