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.
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Everyday Casual Dresses That Are Essential For Fall
It's time to elevate your look with cozy and stylish casual dresses from Windsor. Whether you're planning a leaf-peeping trip, catching up with friends over a warm latte, or simply looking to refresh your fall closet, our selection of trendy casual dresses for women has you covered.
For fall 2024, embrace rich autumnal colors like deep burgundy, burnt orange, or olive green. These shades perfectly capture the cozy essence of the season. Opt for casual dresses made from comfortable fabrics like rib knit, jersey, or faux suede to keep you warm as the weather cools. If you prefer an effortlessly chic look, try a sweater dress. This versatile style is ideal for transitioning from a casual day out to a cozy evening gathering. Pair it with ankle boots, a wide-brim hat, and a faux leather jacket for an on-trend fall look.
Looking for a dress that effortlessly takes you from day to night? Consider our selection of casually chic sweater dresses. These styles are polished yet cozy, perfect for any occasion. Elevate your casual dress ensemble with a pair of knee-high boots and a statement scarf for a sophisticated fall outfit.
Long casual dresses are also a must-have for fall 2024. Opt for casual maxi dresses in smooth, contouring designs made from lightweight fabrics. Choose from earthy tones like taupe and chocolate brown or go for classic black for the most versatile look. Wear your long casual dress with a chunky cardigan, leather sneakers, and a crossbody bag for a flawless #OOTD.
Whether you're planning a holiday getaway or simply updating your wardrobe, a smart casual dress code is an essential addition. They're comfortable, versatile, and perfect for any occasion. Refresh your closet with elevated casual dresses from Windsor and stay on-trend this fall. Shop now online or in-store!
What Makes A Dress Casual?
Aside from special occasion dresses and gowns, dresses can be casual depending on how you style them. Fabrication and design can also innately make a dress casual so choose knits and cotton blends or ditsy florals or neutral tone prints, like a snake print dress, as everyday basics. Knit and sweater dresses, updated regularly here, are stylish choices for work or date night. Avoiding heels and heeled mules, and pairing sneakers and lug boots instead come in handy to make any dress look more laid back. Layering knits like cardigans, sweaters, or even classic jean jackets that are naturally casual over any dress is an easy way to instantly dress down the look. Casual dresses with drawstrings and tie or button fronts are details that can give those laid-back vibes too. Like with shoes, often it’s what you wear with the dress that “dresses down” your look so choose hair accessories, makeup, and jewelry accordingly.
How Do I Style A Dress Casually?
Style a dress casually by choosing to complement apparel and accessories that are naturally casual like jean jackets, t-shirts, scrunchies, dainty or basic jewelry, simple crossbody bags, and casual shoes like strappy sandals or combat boots. Take a ruched form-hugging mini dress and add on a simple lariat necklace and chunky sneakers for a cool and casual look. Layer on a denim jacket over a basic knit midi dress and pair it with slides for a casual-chic feel. For road trips or weekend getaways, maxi and midi dresses can be layered any time of year with graphic tees and sandals or cropped sweaters and combat boots to create that laid-back vibe. Windsor has the best-selling selection of women's casual dresses and accessories to pair them with for that must-have chill look. Need some help? Our in-store stylists are always ready to help you find your perfect outfit. Come shop with us!
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So Adored Sleeveless Bow Trim Crepe Mini Dress
Embrace romance in this crepe mini dress that features a sleeveless square neckline with tank-like straps, a charming bow accented trim under the bust, and a flared mini-length hem with an A-line silhouette. Complete your look with sleek flats!
Fit & Features
- Crepe fabric with knit lining, moderate stretch
- Sleeveless square neckline, dart seams
- Tank-like shoulder straps
- Bow accented trim under bust
- Back zipper closure
- Flared mini-length hem, A-line silhouette
- Runs true to size
Style Number/Barcode: 05101-3840
Category Name: Casual Dresses
Price: $39.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Endlessly Effortless Crew Neck Abstract Midi Dress
You'll always look and feel perfect in this sleeveless midi dress for parties or going out! Crafted from an abstract print mesh fabric, this dress boasts a crew neckline, a flattering bodycon silhouette, and a midi-length hem. Complete the look in stiletto heels and a purse!
Fit & Features
- Abstract print, mesh fabric, soft knit lining
- Crew neckline
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 05102-5819
Category Name: Casual Dresses
Price: $34.90
Availability: In Stock
Available Color: TAUPE
Available Size: XS, S, M, L, XL
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Out And About Long Sleeve Short Dress
This adorable long sleeve short dress is ideal for those casual days where you're out and about! It features a square neckline with a ruched bust and an adjustable tie-front drawstring, long fitted sleeves, a fitted high waist seam, a short-length hem, and a flowy A-line silhouette. The lined brushed crepe fabric offers plenty of stretch. Style this short-length dress with a chunky knit cardigan and over-the-knee boots for a coffee date!
Fit & Features
- Square neckline
- Ruched bust, tie-front drawstring
- Long fitted sleeves
- High waist seam
- Short-length hem, A-line silhouette
- Brushed crepe fabric, knit lining, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5886
Category Name: Casual Dresses
Price: $34.90
Availability: In Stock
Available Color: IVORY
Available Size: XS, S, M, L
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Elevated Chic Off-The-Shoulder A-Line Mini Dress
Elevate any casual day in this off-the-shoulder mini dress! This stunning dress features a twisted bust accent for a trendy touch, an A-line silhouette, and a mini-length hem that creates a flattering fit on the smooth knit-lined fabric. Complete the look with luxe earrings for a dinner party!
Fit & Features
- Smooth knit lined fabric, moderate stretch
- Off-the-shoulder neckline
- A-line silhouette
- Runs true to size
Style Number/Barcode: 05102-5755
Category Name: Casual Dresses
Price: $32.90
Availability: In Stock
Available Color: BLACK, BURGUNDY
Available Size: XS, S, M, L
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Stunning Sweetie Open Back Bow Skater Dress
Arrive like the stunning sweetie you are in this short skater dress as the bride-to-be, graduate, or birthday girlie! This dress features a square neckline and shoulder straps, with an attention-grabbing open back and statement bow detail. The drop waist skater silhouette is flattering, and the short-length hem is perfect for showing off your legs. Complete the look in block heels.
Fit & Features
- Woven fabric, tulle and stretchy knit lining
- Square neckline, shoulder straps
- Open back, statement bow
- Back zipper and hook-eye closure
- Drop waist seam, skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3410
Category Name: Casual Dresses
Price: $59.90
Availability: In Stock
Available Color: IVORY
Available Size: M, L, XS
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Lost In Love Strappy Back A-Line Mini Dress
Everyone will be lost in love once they catch sight of you in this strappy A-line mini dress! Perfect for any occasion, this dress will have you feeling fabulous. This playful A-line mini features a flattering sweetheart neckline, shoulder straps for added support, and a strappy back for flirty fun. Complete the look in block heels.
Fit & Features
- Smooth knit fabric lined with stretchy knit
- Sweetheart neckline
- Shoulder straps
- Strappy back
- A-line silhouette
- Runs true to size
Style Number/Barcode: 05102-5544
Category Name: Casual Dresses
Price: $32.90
Availability: In Stock
Available Color: BLACK, HUNTER
Available Size: XS, S, M, L
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Casual Muse Scoop Neck Mini Dress
A casual mini dress that's sure to become your fashion muse! The mini-length dress features fitted long sleeves, a scoop neckline, a built-in shelf bra for extra support, and a flattering bodycon silhouette on stretchy rib knit fabric. Complete the look in a moto jacket and boots for day or evening plans!
Fit & Features
- Fitted long sleeves
- Scoop neckline
- Built-in shelf bra
- Bodycon silhouette, mini-length hem
- Stretchy rib knit fabric
- Runs true to size
Style Number/Barcode: 05102-5244
Category Name: Casual Dresses
Price: $26.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Chic Moment Off-The-Shoulder Bell Sleeve Mini Dress
Fit & Features
- Viscose crepe knit fabric with knit lining, moderate stretch
- Off-the-shoulder sweetheart neckline, can be worn on the shoulder
- Long fitted bell sleeves, tie accents
- Front slit
- Mini-length hem
- Slim-fit silhouette
- Runs true to size
Style Number/Barcode: 05102-5881
Category Name: Casual Dresses
Price: $36.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Basic Ribbed Knit Long Sleeve Mini Dress
Make a sleek statement with this long-sleeve mini dress, the epitome of chic simplicity. This figure-hugging silhouette, crafted from a soft ribbed knit fabric, offers both warmth and style. Featuring a high turtleneck for a touch of polished sophistication, this mini dress is perfect for transitioning from day to evening. Layer this ribbed knit mini-dress with an oversized faux leather blazer or stylish trench coat and knee-high boots for the perfected layered outfit.
Fit & Features
- Mock neckline
- Long fitted sleeves
- Mini-length hem
- Curve-hugging fit
- Ribbed knit fabric
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 06002-0703
Category Name: Casual Dresses
Price: $29.90
Availability: In Stock
Available Color: BLACK, BLUE, CHARCOAL
Available Size: XS, S, M, L, XL
Product Badge:- Best Seller
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Romance Dreamer Sweetheart A-Line Lace Mini Dress
Embrace your romantic side in this lace mini dress to add a whimsical allure to parties, birthdays, and dates! The sweetheart neckline and adjustable spaghetti straps flatter and give you a perfect fit, while the corset-trim fitted bodice and A-line silhouette provide a lovely silhouette along the ruffled mini-length hem. Complete the look with platform heels and a purse.
Fit & Features
- Delicate lace fabric line with stretchy knit
- Adjustable spagehtti straps
- Corset trim fitted bodice
- Ruffled mini-length hem
- A-Line silhouette
- Runs true to size
Style Number/Barcode: 05101-3302
Category Name: Casual Dresses
Price: $49.90
Availability: In Stock
Available Color: MAUVE
Available Size: XXS, XS, S, M, L
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Colorful Essence Sleeveless Marble Print Mini Dress
You'll be the most colorful babe on the scene in this marble print mini dress! Perfect for art gallery openings and date nights, this sleeveless dress boasts a square neckline, adjustable spaghetti straps for a custom fit, and side ruched seams and a bodycon fit to accentuate your curves. Complete the look with a clutch and stiletto heels.
Fit & Features
- Marble print, mesh fabric, sewn-in knit lining, moderate stretch
- Square neckline
- Adjustable spaghetti straps
- Ruched side seams
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 05102-5747
Category Name: Casual Dresses
Price: $36.90
Availability: In Stock
Available Color: BLUE
Available Size: XS, S, M, L
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Flirty Expression Sleeveless Plaid Mini Dress
A sleeveless plaid mini dress features a flattering square neckline with a satin bow, shoulder straps, and a bodycon silhouette. Perfect for back-to-school styling.
Fit & Features
- Plaid woven fabric, bust lining, minimal stretch
- Square neckline with satin bow
- Shoulder straps
- Bodycon mini-length silhouette
- Runs true to size
Style Number/Barcode: 05102-5825
Category Name: Casual Dresses
Price: $39.90
Availability: In Stock
Available Color: TAUPE
Available Size: XS, S, M, L
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Chicly Femme Bodycon Abstract Mesh Midi Dress
A sleeveless midi dress features a square neckline and a bodycon silhouette that flaunts your curves. The abstract print mesh fabric offers an artsy look. Perfect for styling with stilettos.
Fit & Features
- Abstract print, mesh fabric
- Square neckline
- Spaghetti straps
- Bodycon midi-length fit
- Runs true to size
Style Number/Barcode: 05102-5580
Category Name: Casual Dresses
Price: $34.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L, XL
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Standout Staple Crew Neck Cutout Midi Dress
This midi dress may just become that special staple piece in your lineup! It features fitted long sleeves, a crew neck with a button-back closure and keyhole accent, a flattering bodycon silhouette and front slit, and a flirty cutout back design. Complete the look with statement earrings for a cocktail hour.
Fit & Features
- Fitted long sleeves
- Crew neck, back button closure, keyhole
- Bodycon silhouette, front slit
- Cutout back design
- Soft knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5335
Category Name: Casual Dresses
Price: $24.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Elevated Vibes Ribbed Knit High Slit Maxi Dress
This ribbed knit high slit maxi dress will bring elevated vibes to your casual basics! Crafted from a stretchy ribbed knit fabric, this maxi dress features a scoop neckline, long fitted sleeves, a long-length hem with a thigh-high side slit, and a bodycon silhouette that will hug your curves. Style with a faux leather jacket and knee-high boots for a casual-chic date night look!
Fit & Features
- Scoop neckline
- Long fitted sleeves
- Long-length hem
- Thigh-high side slit
- Bodycon silhouette
- Ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5342
Category Name: Casual Dresses
Price: $26.90
Availability: In Stock
Available Color: CHARCOAL
Available Size: S, M, L
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Simply Amazing Long Bell Sleeve Mini Dress
A simply amazing little black dress you'll adore wearing on dressy occasions! It features a square neckline, long bell sleeves with trendy ruched adjustable ties and slit accents, a flattering bodycon silhouette, and a mini-length hem. The dress is composed of a double-lined soft brushed knit fabric. Complete the look with a chic mini purse and heels.
Fit & Features
- Double-lined soft brushed knit fabric
- Moderate stretch
- Square neckline
- Long bell sleeves, ruched adjustable ties, slit accents
- Bodycon silhouette
- Mini-length hem
- Runs true to size
Style Number/Barcode: 05102-5890
Category Name: Casual Dresses
Price: $34.90
Availability: In Stock
Available Color: BLACK
Available Size: L, XL
Product Badge:- Best Seller
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Casual Chills Long Sleeve Slit Mini Dress
Look cute in this mini dress for casual chills with friends or daytime outings! The mini dress features a classic crew neckline, bell long sleeves, a flattering bodycon silhouette, and a flirty front slit along the hem on rib knit fabric. Complete the look with booties and a handbag!
Fit & Features
- Bell long sleeves
- Crew neckline
- Bodycon silhouette
- Front slit, mini-length hem
- Rib knit fabric
- Minimal stretch
- Runs true to size
Style Number/Barcode: 05102-5871
Category Name: Casual Dresses
Price: $24.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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Bold Allure Abstract Print Mesh Midi Dress
Show up and stun in this airy mesh midi dress accented with a trendy abstract print for a bold allure. The dress features a crew neckline, short cap sleeves, and a form-hugging silhouette to highlight your curves.
Fit & Features
- Abstract printed sheer mesh fabric with partial knit lining, plenty of stretch
- Lettuce edge hems
- Crew neckline
- Short cap sleeves
- Midi-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 05102-5628
Category Name: Casual Dresses
Price: $36.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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Marvelous Blooms Lace-Up Corset Floral Skater Dress
Stay stunning all night in this floral skater dress at hoco, birthdays, or dressy events! With adjustable spaghetti straps and a drawstring sweetheart neckline, this dress offers a perfect fit every time. The underwire bust, flexible boning, and a lace-up back provide support and a flattering silhouette, while the mini-length hem adds a playful touch. Complete the look in chic block heels.
Fit & Features
- Floral print, woven fabric, woven lining, no stretch
- Adjustable spaghetti straps
- Drawstring sweetheart neckline
- Side zipper and hook-eye closure
- Underwire bust
- Flexible boning, lace-up back
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3550
Category Name: Casual Dresses
Price: $49.90
Availability: In Stock
Available Color: IVORY
Available Size: XS, S, M, L
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Delightful Impact Corset Slit Chiffon Midi Dress
A sleeveless chiffon midi dress boasts a sweetheart tie neckline, a corset-inspired bodice with a lace-up back, and a front slit for a stylish flair. Perfect for styling with heels for a dressy occasion.
Fit & Features
- Burnout pattern, chiffon fabric lined with stretchy knit
- Sweetheart tie neckline, shoulder straps
- Underwire bust, side zipper and hook-eye closure
- Corset bodice, lace-up back
- Front slit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05101-3591
Category Name: Casual Dresses
Price: $48.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: S
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Smooth Silhouette Long Sleeve Ruched Mini Dress
Embrace your curves in this must-have mini dress! The short dress features fitted long sleeves and a scoop neckline for a flattering look, while the side ruched seams and bodycon silhouette accentuate your curves. Crafted from a double-lined buttery soft fabric that fits like a glove with plenty of stretch. Layer with a jacket and a trendy shoulder bag to complete the look!
Fit & Features
- Fitted long sleeves
- Scoop neckline
- Side ruched seams
- Bodycon silhouette
- Mini-length hem
- Double-lined buttery soft knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5519
Category Name: Casual Dresses
Price: $39.90
Availability: In Stock
Available Color: PINK
Available Size: S, M, L
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Raise The Bar Ribbed Knit High Slit Midi Dress
Fit & Features
- Ribbed knit fabrication, moderate stretch
- Off-the-shoulder neckline
- Fold over accent at bust
- High side slit
- Midi length hem
- Runs true to size
Style Number/Barcode: 06005-2081
Category Name: Casual Dresses
Price: $39.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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Easy Bliss Turtleneck Striped Mini Dress
This sleeveless knit mini dress boasts a turtle neckline and a bodycon silhouette with a trendy striped pattern. Style with simple hoop earrings for any casual plans.
Fit & Features
- Striped pattern, stretchy knit fabric
- Turtle neckline
- Bodycon mini-length fit
- Runs true to size
Style Number/Barcode: 06005-2045
Category Name: Casual Dresses
Price: $39.90
Availability: In Stock
Available Color: BLACK/WHITE
Available Size: XS, S, M, L
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Sealed With Charm Ponte Mini Dress
Fit & Features
- Ponte knit fabric, plenty of stretch
- Strapless sweetheart neckline
- Bow tie front accent
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5897
Category Name: Casual Dresses
Price: $32.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L