Casual Dresses
Explore the array of casual dresses perfect for brunch with your besties to stroll around the farmers market on the weekends. Discover a variety of casual fabrics like ribbed knit, denim, mesh, linen, or cotton gauze. Browse the variety of skater dresses, sundresses, t-shirt dresses, and boho-inspired maxis. Look out for off-the-shoulder mini dresses, tropical print shift dresses, and tie-dye ribbed dresses perfect for a laid-back vibe but always with a chic aesthetic.
HomeCasual Dresses

Product Recommendations
STYLE SPOTLIGHT
Effortlessly Chic Casual Dresses for Spring and Summer
Refresh your warm-weather wardrobe with stylish and easygoing casual dresses from Windsor. Whether you're heading to brunch, running errands, or meeting friends for a relaxed day out, our collection offers effortless styles that keep you looking put-together with minimal effort.
This season, embrace breezy silhouettes and lightweight fabrics designed for comfort and movement. Choose from flowy midi and maxi dresses in fresh floral prints, playful minis in vibrant hues, and sleek knit dresses perfect for everyday wear. Stay on-trend with tunic and t-shirt dresses featuring stylish necklines, cutouts, and ruching details that elevate your casual looks.
Looking for a dress that easily transitions from day to night? A flattering midi dress in a soft, breathable fabric is your go-to for a chic yet comfortable outfit. Style it with white sneakers for a casual afternoon or swap them for strappy sandals to take your look into the evening.
Long casual dresses are a must-have for those easy summer days. Opt for flowy maxi styles in soft pastels or classic neutrals for an effortlessly polished vibe. Go for classic black for an ultra-versatile look. Pair your casual maxi with a denim jacket and trendy slides for a stylish yet relaxed ensemble.
If you love cozy yet chic styles, these styles are polished yet cozy, perfect for a casual yet refined outfit during transitional weather. Pair it with ankle booties for an effortless spring-to-summer transition.
No matter your plans, finding a versatile dress that fits your personal style has never been easier. From relaxed weekend outings to spontaneous getaways, our selection of everyday dresses is designed to keep up with your plans while keeping you stylish and comfortable. Explore our casual dresses online, in-app, or in-store today!
What Makes a Dress Casual?
Casual dresses are defined by their effortless styling, comfortable fabrics, and laid-back details. Fabrication plays a key role—soft knits, cotton blends, and breezy silhouettes naturally create an easygoing look. Prints like ditsy florals or neutral-tone patterns, such as snake print, also make great everyday choices. Knit and sweater dresses are perfect for relaxed settings, whether you're heading to work or dressing up for a casual date night.
Styling is just as important in making a dress feel casual. Swap heels for sneakers, lug boots, or strappy sandals to instantly dress down your look. Layering is another effortless way to create a relaxed aesthetic—throw on a denim jacket, cropped sweater, or oversized cardigan for a cool, laid-back vibe. Details like drawstrings, button fronts, and tie accents also add to the casual appeal. Accessories, makeup, and hair styling can further influence the look, so opt for dainty jewelry, natural waves, or a simple ponytail to complete your effortlessly stylish outfit.
How Do I Style a Dress Casually?
Styling a dress casually is all about choosing relaxed layers and accessories that balance comfort with fashion. Denim jackets, graphic tees, scrunchies, crossbody bags, and sneakers all contribute to an effortlessly cool aesthetic. Try pairing a ruched mini dress with a lariat necklace and chunky sneakers for a sporty yet chic look. A basic knit midi dress layered under a cropped denim jacket with slides is perfect for a casual-chic feel.
For road trips or weekend getaways, maxi and midi dresses offer an easy styling solution. Layer a lightweight sweater over a flowy maxi or knot a t-shirt at the waist for a trendy, carefree vibe. Combat boots can add an edgy touch, while simple strappy sandals keep the outfit light and airy. No matter your style, Windsor has a versatile collection of casual dresses and must-have accessories to complete your look. Need styling help? Visit us in-store, and our expert stylists will help you find your perfect outfit!
-
Chicest Vibe Drop Waist Bubble Hem Mini Dress
This chic sleeveless mini dress brings flirtiness to the party or dressy dinner out! The dress boasts a trendy drop waist seam leading to the pleated bubble mini-length hem. Complete the look heels or knee-high boots.
Fit & Features
- Ribbed knit and woven fabrics, moderate stretch
- Mock neckline
- Tank shoulder straps
- Drop waist
- Mini-length pleated bubble hem
- A-line silhouette
- Runs true to size
Style Number/Barcode: 05102-5861
Category Name: Casual Dresses
Price: $39.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
-
Delightful View Collared Scenic Waist Skater Dress
You'll be such a delightful view in this collared skater dress strolling the streets of Silicy or downtown! Featuring long sleeves with buttoned cuffs and a collared V-neckline, hidden front hook and eye fasteners provide a seamless look, and a scenic printed waist and short skater silhouette add a touch of charm. Complete the look in heels and a crossbody purse.
Fit & Features
- Gauze woven fabric with lining, no stretch
- Collared V-neckline
- Hidden front hook and eye fasteners
- Scenic printed waist
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05102-5638
Category Name: Casual Dresses
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Flirty Silhouette Lace Trim Plaid Mini Dress
Flirty and adorable, this plaid woven mini dress features a sleeveless sweetheart neckline with a dainty eyelet lace and ribbon trim and front bow detail, spaghetti straps, and a short form-hugging silhouette to highlight your curves. Style with hoop earrings and sleek mules.
Fit & Features
- Plaid woven-blend fabric with moderate stretch, knit lining at the bust
- Sweetheart neckline with lace and ribbon trim, front bow detail
- Ruched bust, underbust seam
- Spaghetti straps
- Mini-length form-hugging fit
- Runs true to size
Style Number/Barcode: 05102-5934
Category Name: Casual Dresses
Price: $35.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: S, M, L
-
Cozy Style Vibe Striped Knit Long Sleeve Mini Dress
Lean into the cozy style vibes with this trendy striped ribbed knit mini dress featuring a mock neckline, long fitted sleeves, and a short bodycon silhouette to hug your curves. Pair with knee-high boots!
Fit & Features
- Striped ribbed knit fabric, plenty of stretch
- Mock neckline, lettuce-edge trim
- Long fitted sleeves, lettuce-edge trims
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 05102-5882
Category Name: Casual Dresses
Price: $29.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
-
Abstract Marble Sleeveless Mesh Midi Dress
A sleeveless abstract marble print mesh midi dress features a sleek crew neckline, a flattering form-hugging fit, and a flirty side slit. Pair with heels.
Fit & Features
- Abstract marble printed sheer mesh fabric with brushed knit lining, plenty of stretch
- Sleeveless crew neckline
- Tank shoulder straps
- High side slit
- Midi-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 05102-5869
Category Name: Casual Dresses
Price: $9.97 $39.90
On Sale: Yes
Availability: In Stock
Available Color: CHARCOAL
Available Size: S
Product Badge:- Sale
-
Fall Flair Plaid Woven Bubble Hem Skater Dress
Add some flair to your fall 'fits in this chic skater dress designed with a plaid printed cotton woven fabric. It features a sleeveless square neckline, adjustable spaghetti straps for a customized fit, a trendy V-shaped waist, and a short skater silhouette with the cutest bubble hem.
Fit & Features
- Plaid cotton woven fabric with knit lining, minimal stretch
- Square neckline
- Adjustable spaghetti straps
- Back zipper with hook-eye closure
- V-shaped waist
- Short skater silhouette, bubble hem
- Runs true to size
Style Number/Barcode: 05102-5870
Category Name: Casual Dresses
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Cutest Vibe Halter Drop Waist Skater Dress
Bring a cute vibe to brunch or a party in this halter skater dress showcasing a deep V-neckline and a pleated silhouette for flirty flare. Pair with earrings.
Fit & Features
- Poplin woven fabric with knit lining, minimal stretch
- Deep V-neckline, dart seams at bust
- Tie-back halter straps, partially open back, lower back zipper with hook-eye closure
- V-shaped drop waist
- Pleated short skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3516
Category Name: Casual Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Ocean Breeze Cowl Neck Low Back Tropical Maxi Dress
Relax poolside with a drink in hand and this tropical mesh maxi dress on! Featuring a playful cowl neckline, adjustable spaghetti straps, and a low back with criss-cross straps for a touch of intrigue. Its curve-hugging silhouette and maxi-length hem will make you feel like a tropical goddess on vacation! Complete the look in sunnies and sandals!
Fit & Features
- Tropical palm print, mesh fabric lined with stretchy knit
- Cowl neckline
- Adjustable spaghetti straps
- Low back with criss-cross straps
- Curve-hugging maxi silhouette
- Runs true to size
Style Number/Barcode: 05102-5645
Category Name: Casual Dresses
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
-
Pretty In Plaid Sleeveless Knit Mini Dress
Look and feel pretty in this plaid mini dress, which boasts a flirty V-neckline and bodycon silhouette that shows your curves! Pair with a leather jacket and flats.
Fit & Features
- Woven knit fabrication
- Sleeveless v-neckline
- Spaghetti straps
- Plaid print
- Side slit
- Mini length hem
- Runs true to size
Style Number/Barcode: 05102-5930
Category Name: Casual Dresses
Price: $26.90
Availability: In Stock
Available Color: TAUPE
Available Size: XS, S, M
-
Love Impression Crew Neck Tie-Dye Bodycon Mini Dress
This tie-dye mini dress will have you falling head over heels! It features classic short sleeves and a crew neckline, a bodycon fit to flaunt your curves, and a mini-length hem. Complete the look with earrings and stiletto heels for any occasion!
Fit & Features
- Tie-dye print, mesh fabric, partial lining
- Crew neckline
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05102-5646
Category Name: Casual Dresses
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
-
Fresh Lines Sleeveless Pinstripe Mini Tube Dress
Look fresh this season in this strapless pinstripe mini dress boasting a sleek bodycon silhouette and faux front pockets. Pair with chic flats.
Fit & Features
- Woven knit fabrication
- Sleeveless square neckline
- Pinstripe pattern
- Faux front pockets
- Mini length hem
- Runs true to size
Style Number/Barcode: 05102-5963
Category Name: Casual Dresses
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Casual Chic Icon Long Sleeve Knit Midi Dress
Become an instant chic icon in this bodycon midi dress adorned with flare cuff long sleeves with flirty tie accents and a V-neckline. Pair with mules.
Fit & Features
- Lined brushed knit fabric, plenty of stretch
- V-neckline
- Long fitted sleeves with ruched slit flare accents, adjustable drawstrings
- Midi-length bodycon fit
- Runs true to size
Style Number/Barcode: 05102-5895
Category Name: Casual Dresses
Price: $9.97 $38.90
On Sale: Yes
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- Sale
-
Dainty-Chic Lace-Trim Woven Corset Skater Dress
This adorable lace-trim woven corset skater dress will bring a dainty-chic style to your party look. The sheer stretch woven fabric offers an airy, lightweight feel with a knit lining for coverage. The short dress features a square neckline with a scalloped lace trim and sheer lace cap sleeves for the prettiest detail. The ruched bust leads to a corset front with a lace-up design for a snatched look. The high waist flows out to a skater skirt with a fit and flare silhouette. Complete your outfit with rhinestone heels for that pop of sparkle.
Fit & Features
- Sheer stretch woven fabric with knit lining
- Square neckline with scalloped lace trim
- Sheer scalloped lace cap sleeves
- Ruched bust, corset bodice with lace-up front
- Back zipper, hook and eye closure
- High waist seam, skater skirt with fit and flare silhouette
- Runs true to size
Style Number/Barcode: 05101-3026
Category Name: Casual Dresses
Price: $19.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Life's A Picnic Sweetheart Lace Gingham Mini Dress
Life's a picnic when you look oh-so-cute in this gingham mini dress at summer carnivals and day dates! The adjustable spaghetti straps provide a perfect fit while the lace trim sweetheart neckline adds adorable vibes. The high waist seam and slim fit create a flattering silhouette, while the lace trim mini-length hem adds a playful touch. Complete the look in platform sneakers.
Fit & Features
- Gingham print, cotton woven fabric, no stretch
- Adjustable spaghetti straps
- Lace trim sweetheart neckline
- Lace trim high waist seam
- Slim fit
- Lace trim mini-length hem
- Runs true to size
Style Number/Barcode: 05102-5781
Category Name: Casual Dresses
Price: $49.90
Availability: In Stock
Available Color: RED
Available Size: XS, S, M, L
-
Pretty Lady Tie-Dye Cutout Dress
Channel a certain pop culture character from everyone's favorite movie! Go as a Pretty Lady this Halloween wearing this iconic mini dress featuring a sleeveless scoop neck, tank-style straps, a cutout bodice with an o-ring insert, and a tie-dye skirt. Complete your costume with chic thigh-high boots and hoop earrings.
Fit & Features
- Sleeveless scoop neck
- Tank-style straps
- Cutout bodice, o-ring insert
- Tie-dye mini skirt
- Bodycon silhouette
- Smooth knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4745
Category Name: Casual Dresses
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Whimsical Glam Bow and Lace Mini Dress
This whimsical bow and lace mini dress features adorable cap sleeves and a square neckline that leads to the lace-up back that makes every head turn. Complete the look with statememt flats.
Fit & Features
- Lined rayon knit fabric with plenty of stretch
- Square neckline with lace trim inset and mini bow detail
- Cap sleeves
- Open back with lace-up bungee strap design
- Mini-length A-line silhouette
- Runs true to size
Style Number/Barcode: 05102-5839
Category Name: Casual Dresses
Price: $42.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
-
Back To Basics Ribbed Knit Midi Dress
Every girl needs this basic ribbed knit midi dress in her line up! The dress features a classic crew neckline and short sleeves perfect for layering with a sweater or jacket and a form-hugging fit.
Fit & Features
- Ribbed knit fabric with brushed knit lining, plenty of stretch
- Crew neckline
- Short sleeves
- Midi-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 05102-5603
Category Name: Casual Dresses
Price: $19.97 $28.90
On Sale: Yes
Availability: In Stock
Available Color: CHARCOAL
Available Size: XS, M, L
Product Badge:- Sale
-
Confident Cutie Sleeveless V-Neck A-Line Mini Dress
Get ready to feel confident and cute in this basic A-line mini dress perfect for styling up or down! The soft and stretchy rib knit fabric includes a full knit lining for added coverage. This dress is perfect for any occasion with a flattering V-neckline, delicate spaghetti straps, and a stylish A-line silhouette. Complete the look in a chunky choker and sneakers!
Fit & Features
- Soft and stretchy rib knit fabric, full knit lining
- V-neckline
- Spaghetti straps
- A-line silhouette
- Runs true to size
Style Number/Barcode: 05102-5651
Category Name: Casual Dresses
Price: $34.90
Availability: Out of Stock
-
Casual Chic Ruched Ribbed Knit Maxi Dress
Effortlessly elevate your everyday looks with this casual chic ribbed knit maxi dress. It features a sleeveless boat neckline, tank shoulder straps with a trendy twist-back design, ruched side seams at the waist to accentuate your curves, and a fitted A-line silhouette with a maxi-length hem to flaunt your figure. Style with hoop earrings and strappy mules.
Fit & Features
- Stretchy ribbed knit
- Boat neckline
- Tank shoulder straps, twist-back design
- Side ruching at the waist
- Fitted A-line silhouette
- Runs true to size
Style Number/Barcode: 05102-5834
Category Name: Casual Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Stylish Persona Strapless A-Line Mini Dress
Turn on the charm in this strapless mini dress out on the town or at a party! The side ruched seam accentuates your curves while the A-line silhouette provides a flattering fit along the playful mini-length hem. Complete the look with heeled sandals.
Fit & Features
- Smooth knit fabric, moderate stretch
- Strapless neckline
- A-line silhouette
- Runs true to size
Style Number/Barcode: 05103-5642
Category Name: Casual Dresses
Price: $14.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Dream Twirl Tie Strap Pleated A-Line Mini Dress
Twirl all day in this pleated A-line mini dress at casual parties or outings! Featuring a flattering square neckline and delicate spaghetti strap ties, this A-line silhouette dress offers a flattering style. The hidden hook and eye fasteners provide a seamless look, while the pleated mini-length hem adds a flirty touch. Complete the look in platform shoes and earrings!
Fit & Features
- Stretch woven fabrication
- Spaghetti strap ties
- Square neckline
- Hidden front hook and eye fasteners
- A-line pleated silhouette
- Runs true to size
Style Number/Barcode: 05102-5737
Category Name: Casual Dresses
Price: $49.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
-
Charmed Success Lace Cold Shoulder A-Line Mini Dress
When you stroll into any event, you'll be a charming hit in this chiffon mini dress! The lace cold shoulder V-neckline and delicate spaghetti straps add a touch of elegance, while the satin bow adds a feminine and playful flair. With its A-line silhouette and mini-length hem, this dress is perfect for any occasion. Complete the look in stiletto heels and a clutch!
Fit & Features
- Chiffon fabric lined with stretchy knit
- Lace cold shoulder V-neckline
- Spaghetti straps, satin bow
- Back zipper and hook-eye closure
- A-Line silhouette
- Runs true to size
Style Number/Barcode: 05101-3475
Category Name: Casual Dresses
Price: $19.97 $39.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- Sale
-
Trendy Era Drop Waist A-Line Mini Dress
Enter your trendy era with this woven mini dress featuring a sleeveless square neckline and a halter strap accented with a buckle trim detail. The drop waist design leads to a short pleated A-line silhouette.
Fit & Features
- Woven fabric
- Square neckline
- Halter strap with buckle trim detail
- Partially open back, zipper closure
- Drop waist design
- Mini-length pleated A-line silhouette
- Runs true to size
Style Number/Barcode: 05102-5974
Category Name: Casual Dresses
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Cheerful Cutie Strapless Gingham Skater Dress
Spread your sunshine in this gingham skater dress for the sweetest look all summer! The strapless neckline, lace trim, and stretchy smocked waist create a flirty and comfortable look. The skater silhouette and ruffled mini-length hem with lace trim add a touch of cuteness to your look. Complete the look with a crossbody purse and sandals for any casual plans!
Fit & Features
- Gingham print, cotton fabric with woven lining
- Strapless lace trim neckline
- Stretchy smocked waist
- Skater silhouette
- Ruffled lace trim hem
- Runs true to size
Style Number/Barcode: 05102-5801
Category Name: Casual Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale