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

Medium Size Comfort GUESS On Sale Products

36 items found

Sort By

Your Selections

Search Results

GUESS - Connee. Color Purple. On sale for $82.46. MSRP $119.00. 31% off.

Purple GUESS Connee

Purple GUESS Connee

+2 colors/patterns

Brand Name: GUESS
Product Name: Connee
Gender: Women's
Color: Purple
Price: $82.46MSRP: $11931% OFF
Rating

GUESS - Mayan. Color Gold. On sale for $59.40. MSRP $99.00. 40% off. 4.0 out of 5 stars

Gold GUESS Mayan

Gold GUESS Mayan

Brand Name: GUESS
Product Name: Mayan
Gender: Women's
Color: Gold
Price: $59.40MSRP: $9940% OFF
Rating: 4Rated 4 stars out of 5(1)

GUESS - Zoro-wc. Color Black Leather. Low Stock. On sale for $149.40. MSRP $249.00. 40% off. 4.0 out of 5 stars

Low Stock

Black GUESS Zoro-wc

Black GUESS Zoro-wc

Brand Name: GUESS
Product Name: Zoro-wc
Gender: Women's
Color: Black Leather
Price: $149.40MSRP: $24940% OFF
Rating: 4Rated 4 stars out of 5(1)

GUESS - Charmer. Color Silver Rubber. On sale for $71.40. MSRP $119.00. 40% off.

Silver GUESS Charmer

Silver GUESS Charmer

Brand Name: GUESS
Product Name: Charmer
Gender: Women's
Color: Silver Rubber
Price: $71.40MSRP: $11940% OFF
Rating

GUESS - Loui. Color Dark Red Synthetic. On sale for $64.99. MSRP $75.00. 13% off.

Red GUESS Loui

Red GUESS Loui

+2

Brand Name: GUESS
Product Name: Loui
Gender: Women's
Color: Dark Red Synthetic
Price: $64.99MSRP: $7513% OFF
Rating

GUESS - Deinna. Color Medium Brown. Low Stock. On sale for $54.25. MSRP $99.00. 45% off.

Low Stock

Brown GUESS Deinna

Brown GUESS Deinna

Brand Name: GUESS
Product Name: Deinna
Gender: Women's
Color: Medium Brown
Price: $54.25MSRP: $9945% OFF
Rating

GUESS - Joezi. Color White Synthetic. On sale for $64.07. MSRP $99.00. 35% off.

White GUESS Joezi

White GUESS Joezi

+2

Brand Name: GUESS
Product Name: Joezi
Gender: Women's
Color: White Synthetic
Price: $64.07MSRP: $9935% OFF
Rating

GUESS - Britz. Color White. On sale for $35.60. MSRP $89.00. 60% off. 3.0 out of 5 stars

White GUESS Britz

White GUESS Britz

+2

Brand Name: GUESS
Product Name: Britz
Gender: Women's
Color: White
Price: $35.60MSRP: $8960% OFF
Rating: 3Rated 3 stars out of 5(1)

GUESS - Luseray. Color Dark Brown Croco. On sale for $73.32. MSRP $119.00. 38% off. 5.0 out of 5 stars

Brown GUESS Luseray

Brown GUESS Luseray

Brand Name: GUESS
Product Name: Luseray
Gender: Women's
Color: Dark Brown Croco
Price: $73.32MSRP: $11938% OFF
Rating: 5Rated 5 stars out of 5(1)

GUESS - Naoko. Color Black Synthetic. Low Stock. On sale for $59.40. MSRP $99.00. 40% off.

Low Stock

Black GUESS Naoko

Black GUESS Naoko

Brand Name: GUESS
Product Name: Naoko
Gender: Women's
Color: Black Synthetic
Price: $59.40MSRP: $9940% OFF
Rating

GUESS - Guinna. Color Leopard. On sale for $74.50. MSRP $129.00. 42% off.

Animal Print GUESS Guinna

Animal Print GUESS Guinna

Brand Name: GUESS
Product Name: Guinna
Gender: Women's
Color: Leopard
Price: $74.50MSRP: $12942% OFF
Rating

GUESS - Yanika. Color Black Synthetic. Low Stock. On sale for $78.44. MSRP $119.00. 34% off. 3.5 out of 5 stars

Low Stock

Black GUESS Yanika

Black GUESS Yanika

+1

Brand Name: GUESS
Product Name: Yanika
Gender: Women's
Color: Black Synthetic
Price: $78.44MSRP: $11934% OFF
Rating: 4Rated 4 stars out of 5(2)

GUESS - Dellean. Color Light Natural. On sale for $46.85. MSRP $65.00. 28% off.

Neutral GUESS Dellean

Neutral GUESS Dellean

+2

Brand Name: GUESS
Product Name: Dellean
Gender: Women's
Color: Light Natural
Price: $46.85MSRP: $6528% OFF
Rating

GUESS - Kalidal. Color Black Faux Leather. On sale for $71.40. MSRP $119.00. 40% off. 5.0 out of 5 stars

Black GUESS Kalidal

Black GUESS Kalidal

+2

Brand Name: GUESS
Product Name: Kalidal
Gender: Women's
Color: Black Faux Leather
Price: $71.40MSRP: $11940% OFF
Rating: 5Rated 5 stars out of 5(1)

GUESS - Sashan. Color Medium Brown. On sale for $132.94. MSRP $249.00. 47% off.

Brown GUESS Sashan

Brown GUESS Sashan

+2

Brand Name: GUESS
Product Name: Sashan
Gender: Women's
Color: Medium Brown
Price: $132.94MSRP: $24947% OFF
Rating

GUESS - Fonzi. Color Black Synthetic. Low Stock. On sale for $65.21. MSRP $119.00. 45% off.

Low Stock

Black GUESS Fonzi

Black GUESS Fonzi

+2

Brand Name: GUESS
Product Name: Fonzi
Gender: Women's
Color: Black Synthetic
Price: $65.21MSRP: $11945% OFF
Rating

GUESS - Elyho. Color Medium Pink. On sale for $35.97. MSRP $59.00. 39% off. 5.0 out of 5 stars

Pink GUESS Elyho

Pink GUESS Elyho

+3

Brand Name: GUESS
Product Name: Elyho
Gender: Women's
Color: Medium Pink
Price: $35.97MSRP: $5939% OFF
Rating: 5Rated 5 stars out of 5(1)

GUESS - Franiely. Color Brown Genuine Cow Leather. On sale for $61.02. MSRP $99.00. 38% off. 3.0 out of 5 stars

Brown GUESS Franiely

Brown GUESS Franiely

Brand Name: GUESS
Product Name: Franiely
Gender: Women's
Color: Brown Genuine Cow Leather
Price: $61.02MSRP: $9938% OFF
Rating: 3Rated 3 stars out of 5(2)

GUESS - Skroll. Color Medium Natural/Black. On sale for $59.40. MSRP $99.00. 40% off.

Beige GUESS Skroll

Beige GUESS Skroll

+2

Brand Name: GUESS
Product Name: Skroll
Gender: Women's
Color: Medium Natural/Black
Price: $59.40MSRP: $9940% OFF
Rating

GUESS - Charmin. Color Medium Blue Denim. On sale for $82.66. MSRP $119.00. 31% off.

Blue GUESS Charmin

Blue GUESS Charmin

+2

Brand Name: GUESS
Product Name: Charmin
Gender: Women's
Color: Medium Blue Denim
Price: $82.66MSRP: $11931% OFF
Rating

GUESS - Franie. Color Red Synthetic. On sale for $61.08. MSRP $99.00. 38% off.

Red GUESS Franie

Red GUESS Franie

Brand Name: GUESS
Product Name: Franie
Gender: Women's
Color: Red Synthetic
Price: $61.08MSRP: $9938% OFF
Rating

GUESS - Lansly. Color Black Synthetic. On sale for $113.40. MSRP $179.00. 37% off.

Black GUESS Lansly

Brand Name: GUESS
Product Name: Lansly
Gender: Women's
Color: Black Synthetic
Price: $113.40MSRP: $17937% OFF
Rating

GUESS - Evenz. Color Black. Low Stock. On sale for $90.30. MSRP $109.00. 17% off.

Low Stock

Black GUESS Evenz

Black GUESS Evenz

Brand Name: GUESS
Product Name: Evenz
Gender: Women's
Color: Black
Price: $90.30MSRP: $10917% OFF
Rating

GUESS - Damani. Color Light Pink. Low Stock. On sale for $49.72. MSRP $99.00. 50% off. 4.0 out of 5 stars

Low Stock

Pink GUESS Damani

Pink GUESS Damani

+2

Brand Name: GUESS
Product Name: Damani
Gender: Women's
Color: Light Pink
Price: $49.72MSRP: $9950% OFF
Rating: 4Rated 4 stars out of 5(1)

GUESS - Oliy. Color Black. Low Stock. On sale for $76.30. MSRP $109.00. 30% off.

Low Stock

Black GUESS Oliy

Black GUESS Oliy

Brand Name: GUESS
Product Name: Oliy
Gender: Women's
Color: Black
Price: $76.30MSRP: $10930% OFF
Rating

GUESS - Kabaile. Color Black Satin. Low Stock. On sale for $38.70. MSRP $129.00. 70% off.

Low Stock

Black GUESS Kabaile

Black GUESS Kabaile

+2 colors/patterns

Brand Name: GUESS
Product Name: Kabaile
Gender: Women's
Color: Black Satin
Price: $38.70MSRP: $12970% OFF
Rating

GUESS - Tracers. Color Silver Mirror Metallic. Low Stock. On sale for $26.70. MSRP $89.00. 70% off. 4.0 out of 5 stars

Low Stock

Silver GUESS Tracers

Silver GUESS Tracers

Brand Name: GUESS
Product Name: Tracers
Gender: Women's
Color: Silver Mirror Metallic
Price: $26.70MSRP: $8970% OFF
Rating: 4Rated 4 stars out of 5(2)

GUESS - Funzya. Color Medium Blue Denim Patchwork. On sale for $59.89. MSRP $129.00. 54% off.

Black GUESS Funzya

Black GUESS Funzya

Brand Name: GUESS
Product Name: Funzya
Gender: Women's
Color: Medium Blue Denim Patchwork
Price: $59.89MSRP: $12954% OFF
Rating

GUESS - Tesie. Color White. Low Stock. On sale for $69.30. MSRP $99.00. 30% off.

Low Stock

White GUESS Tesie

White GUESS Tesie

Brand Name: GUESS
Product Name: Tesie
Gender: Women's
Color: White
Price: $69.30MSRP: $9930% OFF
Rating

GUESS - Gallai. Color Gold. Low Stock. On sale for $53.40. MSRP $89.00. 40% off.

Low Stock

Gold GUESS Gallai

Gold GUESS Gallai

Brand Name: GUESS
Product Name: Gallai
Gender: Women's
Color: Gold
Price: $53.40MSRP: $8940% OFF
Rating

GUESS - Graydee. Color Ivory. On sale for $66.64. MSRP $99.00. 33% off. 5.0 out of 5 stars

Bone GUESS Graydee

Bone GUESS Graydee

Brand Name: GUESS
Product Name: Graydee
Gender: Women's
Color: Ivory
Price: $66.64MSRP: $9933% OFF
Rating: 5Rated 5 stars out of 5(1)

GUESS - Elowen. Color Light Pink. Low Stock. On sale for $38.50. MSRP $55.00. 30% off.

Low Stock

Pink GUESS Elowen

Pink GUESS Elowen

Brand Name: GUESS
Product Name: Elowen
Gender: Women's
Color: Light Pink
Price: $38.50MSRP: $5530% OFF
Rating

GUESS - Carey. Color Dark Brown Logo. Low Stock. On sale for $53.40. MSRP $89.00. 40% off.

Low Stock

Bronze GUESS Carey

Bronze GUESS Carey

Brand Name: GUESS
Product Name: Carey
Gender: Women's
Color: Dark Brown Logo
Price: $53.40MSRP: $8940% OFF
Rating

GUESS - Naska. Color Black Synthetic. On sale for $64.50. MSRP $129.00. 50% off. 3.0 out of 5 stars

Black GUESS Naska

Black GUESS Naska

Brand Name: GUESS
Product Name: Naska
Gender: Women's
Color: Black Synthetic
Price: $64.50MSRP: $12950% OFF
Rating: 3Rated 3 stars out of 5(1)

GUESS - Yamara. Color Black. On sale for $70.16. MSRP $79.00. 11% off.

Black GUESS Yamara

Black GUESS Yamara

+2

Brand Name: GUESS
Product Name: Yamara
Gender: Women's
Color: Black
Price: $70.16MSRP: $7911% OFF
Rating

GUESS - Saima. Color Light Pink Crystal. On sale for $53.40. MSRP $99.00. 46% off.

Pink GUESS Saima

Pink GUESS Saima

Brand Name: GUESS
Product Name: Saima
Gender: Women's
Color: Light Pink Crystal
Price: $53.40MSRP: $9946% OFF
Rating

Join Our Email List

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

*One code per email address.