Casual Chic Dresses

Casual chic dresses are your go-to secret weapon for turning any ordinary day into an extraordinary style statement. These beauties effortlessly blend laid-back vibes with a dash of elegance, making sure you’re ready to conquer brunch dates, spontaneous road trips, or city strolls with that signature Windsor flair. Whether you're feeling flirty or fierce, these dresses have got your back, ensuring you strut with confidence and charm. Dive into a world where comfort meets class, and let your wardrobe do the talking as you embrace every moment with a cheeky grin and unstoppable poise.

SHOW FILTER

SORT:

RECOMMENDED
SIZE
COLOR
PRICE
ALL FILTERS
SORT
×
×
×
×



SEE RESULTS

$36.90

4.682119 star rating

A denim satin mini dress with a ruched wrap silhouette and sleeveless square neckline.

Sale
Best Seller

$19.97 $42.90 53% off

4.708334 star rating

A rust knit midi dress with a sleeveless cowl neckline and chic high front slit.

$36.90

4.342105 star rating

A chic magenta midi dress with a cowl neckline, high slit, and cross-back spaghetti straps.

Sale
Best Seller

$12.97 $29.90 57% off

4.763158 star rating

A chic blue mini dress with a ribbed knit fabric, featuring a turtleneck and long sleeves.

$39.90

4.742857 star rating

A black ribbed knit midi dress with a square neckline, side slit, and metal button accents.

Best Seller

$36.90

4.5 star rating

An elegant natural off-the-shoulder midi dress with a stretchy knit fabric and flared hem.

Best Seller

$36.90

4.740741 star rating

A pink ribbed knit skater dress with an off-the-shoulder neckline and long fitted sleeves.

$39.90

4.25 star rating

A sleek pink satin A-line mini dress with a sweetheart neckline and asymmetric hem.

$38.90

4.909091 star rating

An elegant natural lace dress with a sleeveless square neckline and flattering A-line silhouette.

Best Seller

$46.90

5 star rating

A brown woven midi dress with a ditsy floral pattern, corset bodice, and high front slit.

$39.90

4.625 star rating

A brown knit midi dress with ruched detailing and an off-the-shoulder neckline for casual elegance.

$29.90

4.5 star rating

A strapless black floral maxi dress with a ruffle neckline, front slit, and stretchy knit fabric.

$64.90

3.75 star rating

A white woven skater dress featuring a lace-up back, ruched bust, and tiered A-line silhouette.

Sale

$16.97 $39.90 57% off

4.857143 star rating

A chic red knit midi dress with an off-the-shoulder neckline and trendy button accents.

Best Seller

$46.90

4.142857 star rating

A black bodycon midi dress with a square neckline, stretchy knit fabric, and a back slit.

$48.90

4.857143 star rating

An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.

$39.90

4.714286 star rating

A sage knit bodycon midi dress featuring a cowl neck overlay and waist cutout.

$42.90

3.666667 star rating

A wine-colored floral mesh midi dress with a bodycon silhouette and asymmetrical ruffled hem.

$68.90

4 star rating

A mauve floral jacquard satin skater dress with a corset bodice and lace-up back design.

$35.90

5 star rating

A natural-colored sleeveless wrap mini dress in stretchy knit fabric with a form-hugging fit.

$42.90

5 star rating

A black skater dress with lace-trim, corset bodice, and sheer lace cap sleeves for dainty-chic style.

Best Seller

$32.90

4.666667 star rating

An off-the-shoulder black mini dress with a twisted bust and flattering A-line silhouette.

Sale

$49.97 $99.90 50% off

4.666667 star rating

An ivory floral jacquard skater dress with a corset bodice and hidden side pockets.

$46.90

4.6 star rating

A white strapless skater dress with a ruched bodice and playful pleated hem.

$46.90

4.8 star rating

A black glitter knit one-shoulder midi dress with ruched detailing and a high side slit.

$42.90

4.8 star rating

A trendy blue ribbed knit maxi dress with an off-the-shoulder neckline and back slit.

$35.90

4.5 star rating

A burgundy bodycon mini dress with a square neckline and stretchy rayon knit fabric.

$36.90

4.75 star rating

A chic black mini dress with a pleated cowl neckline and flowy A-line silhouette.

Sale

$19.97 $35.90 44% off

5 star rating

A brown ribbed knit mini dress with a mock neck and thumb hole long sleeves.

Sale

$19.97 $36.90 46% off

5 star rating

A brown knit midi dress with a boat neckline, ruched detailing, and thumb hole sleeves.

$40.90

5 star rating

A chic black mini dress with sheer mesh sleeves and a ruched bodycon silhouette.

Sale

$9.97 $39.90 75% off

4.25 star rating

A denim satin bodycon mini dress featuring an asymmetric one-shoulder neckline and stylish waist ruching.

$42.90

5 star rating

A burgundy knit mini dress with bell sleeves and a pleated overlay for a pretty vibe.

$54.90

5 star rating

A black ribbed knit midi dress with a tie-dye pattern, scoop neckline, and back slit.

Sale

$19.97 $36.90 46% off

4 star rating

A black knit A-line mini dress with a halter V-neckline and long fitted bell sleeves.

Sale

$19.97 $24.90 20% off

3.666667 star rating

A taupe knit hoodie dress with a form-hugging fit and comfortable ribbed fabric.

Sale

$17.97 $42.90 58% off

5 star rating

An ivory ribbed knit mini dress with a mock neck and bold cutout for a chic look.

Sale

$19.97 $39.90 50% off

4.333334 star rating

A black nylon knit mini dress with a drop waist and tiered ruffled hem for flirty flair.

$46.90

3.333333 star rating

A chic black midi dress featuring a strapless ponte knit bodice and pleated chiffon A-line skirt.

$39.90

4 star rating

A chic black mini dress with ruffled off-the-shoulder design and ruched waist in crepe knit.

Sale

$32 $44.90 29% off

4 star rating

A black chiffon mini dress with puff sleeves, square neckline, and elegant bow-back design.

Sale

$19 $26.90 29% off

4.666667 star rating

A black ribbed knit bodycon midi dress with a collared V-neckline and long fitted sleeves.

$42.90

5 star rating

A chic black mesh midi dress with a floral print and a flattering slim-fit silhouette.

$32.90

4.666667 star rating

A brown knit halter skater dress with ruched waist and a flirty double-layered skirt.

Sale

$19.97 $39.90 50% off

5 star rating

A black bodycon mini dress with a cutout bust, ruched wrap design, and sheer mesh sleeves.

Best Seller

$32.90

5 star rating

A sleek mauve satin mini dress with an off-the-shoulder neckline and flattering A-line silhouette.

$39.90

5 star rating

A chic black strapless midi dress with glitter mesh and a bodycon silhouette for elegant occasions.

$39.90

5 star rating

A chic red midi dress with a sultry cowl neckline and form-hugging fit for cocktail events.

Loading...
×
Casual Chic Dresses
All Filters
Sort By:
RECOMMENDED
SEE RESULTS
Now Trending
Marissa Formal Satin Cowl Neck Dress in Green
(146) 4.5958905 star rating

The Marissa long satin dress brings elegance and sultriness to your formal night. The floor-length gown enhances your curves with a fitted bodice and flattering A-line silhouette while the high front slit provides movement. Fit & FeaturesStretch-satin fabric, non-see-through, double-lined bust, Sleeveless pleated cowl neckline, spaghetti straps, Slim-fit bodice, empire waistline, High front slit, floor-length hem, A-line silhouette, Runs true to size, Where to Wear:Prom, weddings, black-tie soirees, special date nights, engagement parties | Windsor Marissa Formal Satin Cowl Neck Dress in Green | Size: M | Satin Fabric Free Shipping on All Orders Over $75.

Leila Sequin Bodycon Mini Dress in Sage
(133) 4.6917295 star rating

Shine bright and sparkle up the night in the gorgeous Leila mini dress. The dress boasts an alluring open back with a lace-up strappy design for a customized fit, and a short, curve-hugging silhouette. Shop Long Version: Kailani Formal Sequin Slit Mermaid DressFit & FeaturesSheer mesh fabric, full knit lining, moderate stretch, Sequin embroidery, scroll pattern, Sleeveless square neckline, adjustable spaghetti straps, Open back, lace-up strappy design, tie closure, High waist seam, lower back zipper, hook and eye closure, Mini-length hem, fitted bodycon silhouette, Runs true to size, Where to Wear:Prom, bachelorettes, birthdays, Vegas weekends, date nights | Windsor Leila Sequin Bodycon Mini Dress in Sage | Size: S | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric Free Shipping on All Orders Over $75.

Senorita Mesh Strappy Mini Dress in Pink-3
(65) 4.5384617 star rating

Look and feel like a sultry senorita in this mesh mini dress perfect for an chic night on the town! It features a sleeveless cowl neckline, dual adjustable spaghetti straps with a tie-neck closure, and side and back ruched seams designed to flaunt your curves along the bodycon silhouette. Complete the look with hoop earrings. Fit & FeaturesSleeveless cowl neckline, Dual adjustable spaghetti straps, tie-neck closure, Side and back ruched seams, Back zipper and hook-eye closure, Bodycon silhouette, mini-length hem, Mesh fabric, brushed soft knit stretchy lining, Runs true to size, | Windsor Senorita Mesh Strappy Mini Dress in Pink-3 | Size: S | Knit Fabric/Mesh Fabric/Mesh Fabric Free Shipping on All Orders Over $75.

Party Babe Satin Pleat Mini Dress in Royal Blue
Sale
(58) 4.5 star rating

Start the party in this babe-status satin mini dress perfect for a fab night out! The short dress features a sleeveless, square neck, spaghetti straps, a form-fitting silhouette, and side pleating. The silky satin fabric includes a full knit lining. Complete the look with chic heels. Fit & FeaturesSleeveless, square neck, spaghetti straps, Form-fitting, Side pleating, Mini-length hem, Satin fabric, full knit lining, moderate stretch, Runs true to size, | Windsor Party Babe Satin Pleat Mini Dress in Royal Blue | Size: L | Knit Fabric/Satin Fabric Free Shipping on All Orders Over $75.

Windsor Raelyn Sequin Mini Party Dress in Pink
Sale
(56) 4.357143 star rating

No disco ball is required with the Raelyn sequin party dress! She features a sultry sleeveless, cowl neckline, bungee spaghetti straps that criss-cross along the back, a bodycon silhouette, and a mini-length hem. The formal dress is composed of a sequin embroidered knit mesh fabric with full-length lining and plenty of stretch. Complete your dressy look in lace-up heels. Fit & FeaturesSleeveless, cowl neckline, bungee spaghetti straps, Criss-cross strappy back design, Bodycon silhouette, Mini-length hem, Sequin embroidered knit mesh fabric, full-length lining, moderate stretch, Strapless or sticky bra recommended, Runs true to size, | Windsor Raelyn Sequin Mini Party Dress in Pink | Size: M | Knit Fabric/Mesh Fabric/Mesh Fabric Free Shipping on All Orders Over $75.

Windsor Brynlee Sequin Embroidered Bodycon Dress in Sage
(56) 4.589286 star rating

Show up and stun this formal season in the gorgeous Brynlee bodycon mini dress! She features a sleeveless square neckline, a built-in padded bust, halter spaghetti straps, an open back with a lace-up design for a customized fit, and a short, curve-hugging silhouette. The lined mesh fabric features all-over sequin embroidery in an intricate scroll pattern. Style the formal mini dress with clear heels for a night to remember. Fit & FeaturesSleeveless, square neckline, Built-in padded bust, no bra required, Halter spaghetti straps, back button closure, Open back, lace-up design, zipper closure, Bodycon silhouette, mini-length hem, Sequin scroll embroidery, mesh fabric, knit lining, minimal stretch, Runs true to size, | Windsor Brynlee Sequin Embroidered Bodycon Dress in Sage | Size: M | Knit Fabric/Mesh Fabric/Mesh Fabric Free Shipping on All Orders Over $75.

Windsor Cute Attitude Ponte Slit Mini Skort in Ivory
(49) 4.836735 star rating

Bring on the cute attitude in this ponte mini skort brings featuring a flattering high-rise waist, and a skirt overlay designed with dual front slits along the form-hugging fit. Fit & FeaturesSmooth ponte knit fabric, minimal stretch, High-rise waist, Skirt overlay, dual front slits, Form-hugging silhouette, Mini-length hem, Shorts lining, Runs true to size, | Windsor Cute Attitude Ponte Slit Mini Skort in Ivory | Size: XS | Knit Fabric Free Shipping on All Orders Over $75.

Windsor See Me Shining Glitter Off-The-Shoulder Mini Dress in Pink
Sale
(46) 4.5434785 star rating

Everyone will see you shining at the club in this glitter mini dress! It features an off-the-shoulder sweetheart neckline, sheer fitted ruched long sleeves, adjustable spaghetti straps, a ruched seam along the padded bust, a sheer bodice with trim, and side ruched seams that hug your curves on the bodycon silhouette. Complete the look with a clutch and heels. Fit & FeaturesOff-the-shoulder sweetheart neckline, Adjustable spaghetti straps, Sheer fitted ruched long sleeves, Ruched and padded bust, sheer bodice, trim, Side ruched seams, bodycon silhouette, mini-length hem, Glitter mesh fabric, sewn-in knit lining, moderate stretch, Runs true to size, | Windsor See Me Shining Glitter Off-The-Shoulder Mini Dress in Pink | Size: S | Knit Fabric/Mesh Fabric/Mesh Fabric Free Shipping on All Orders Over $75.

Luxurious Night Satin Midi Dress in Sage
Sale
(46) 4.478261 star rating

Your night is looking flawless and luxe in this satin midi dress perfect for a cocktail party! It features a sleeveless square neckline, spaghetti straps, an alluring open back with a lace-up strappy design for a customized fit, a midi-length hem with a sultry high-cut front slit, and a form-hugging silhouette. The silky satin-knit fabric offers a moderate stretch. Style this mid-length dress with rhinestone heels and a clutch! Fit & FeaturesSleeveless square neckline, spaghetti straps, Princess seams, angled high waist seam, Open back, lace-up strappy design, tie closure, Midi-length hem, high front slit, Form-hugging silhouette, Silky satin-knit fabric, knit lining at the bust, moderate stretch, Runs true to size, | Windsor Luxurious Night Satin Midi Dress in Sage | Size: XS | Knit Fabric/Rhinestone/Satin Fabric Free Shipping on All Orders Over $75.

Windsor Dazzling Glam Long Sleeve Rhinestone Mesh Mini Dress in Navy Blue
Sale
(46) 4.7391305 star rating

Bring the dazzling glamour to the party in this long sleeve rhinestone mesh mini dress! Designed with a stretchy sheer mesh fabric with a partial knit lining, the mini-length dress is accented with all-over rhinestone embellishments for a gorgeous and chic shine. The square neckline shapes the bodice, and the unlined long sleeves have slit accents and flare out for a trendy look. The bodycon silhouette will hug your gorgeous curves. Style this mini dress with rhinestone heels for all the more sparkle. Fit & FeaturesStretchy sheer mesh fabric, partial knit lining, Rhinestone embellishments, Square neckline, Long bell sleeves with slit detail, Back zipper, hook and eye closure, Bodycon fit, Runs true to size, | Windsor Dazzling Glam Long Sleeve Rhinestone Mesh Mini Dress in Navy Blue | Size: XS | Knit Fabric/Rhinestone/Mesh Fabric Free Shipping on All Orders Over $75.