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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Definite Beauty V-Neck A-Line Mini Dress
Everyone will watch as you walk in wearing this sleeveless mini dress to the school dance or party! Made from smooth lined knit fabric, it's perfect for any occasion. With its flattering V-neckline and shoulder straps, this dress offers a stunning A-line silhouette and a mini-length hem. Compliment your look with statement heels and a clutch.
Fit & Features
- Smooth lined knit fabric
- V-neckline
- Shoulder straps
- A-Line silhouette
- Runs true to size
Style Number/Barcode: 05102-5844
Category Name: Casual Dresses
Price: $35.90
Availability: In Stock
Available Color: NAVY
Available Size: XS, S, M, L
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Glitzy Look Glitter Strapless Skater Dress
Channel all the glitz and glam in this adorable glitter knit skater dress featuring a strapless straight neckline, ruched side seams, and a subtle drop waist. The pleated skater silhouette flares out to a trendy uneven mini-length hem. Style with metallic heels for a school dance or party!
Fit & Features
- Stretchy glitter knit fabric
- Strapless straight neckline
- Ruched side seams
- Subtle drop waist
- Pleated skater silhouette
- Uneven mini-length hem
- Runs true to size
Style Number/Barcode: 05101-3512
Category Name: Casual Dresses
Price: $36.90
Availability: In Stock
Available Color: LIGHT, BLUE
Available Size: XS, S, M, L
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Carefree Chic Long Sleeve Ribbed Knit Midi Dress
Fit & Features
- Ribbed knit fabrication
- Off-the-shoulder neckline
- Fitted long sleeves
- Midi length hem
- Runs true to size
Style Number/Barcode: 05102-5924
Category Name: Casual Dresses
Price: $38.90
Availability: In Stock
Available Color: DARK, MARSALA
Available Size: XS, S, M, L
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Alluring Moment Faux Suede Lattice Cutout Mini Dress
Fit & Features
- Faux suede fabric with knit lining, moderate stretch
- Sleeveless square neckline
- Adjustable spaghetti straps
- Back zipper with hook-eye closure
- Dual lattice side cutouts at bodice and waist
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5782
Category Name: Casual Dresses
Price: $44.90
Availability: In Stock
Available Color: TAN
Available Size: XS, S, M, L
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Serving Chic Long Bell Sleeve A-Line Mini Dress
Fit & Features
- Smooth knit fabric with partial lining, plenty of stretch
- Halter V-neckline, tie-back spaghetti straps
- Cutout shoulder design
- Long fitted bell sleeves, slit accents
- Lower back cutout
- Mini-length A-line silhouette
- Runs true to size
Style Number/Barcode: 05101-3657
Category Name: Casual Dresses
Price: $36.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Such A Flirt Sweetheart Lace Trim Skater Dress
This sleeveless chiffon skater dress features a lace trim sweetheart neckline and bodice for flirty flair while the drop waist seam accentuates your curves along the mini-length skater silhouette. Perfect for a dressy brunch or party.
Fit & Features
- Sheer chiffon woven fabric with stretchy knit lining
- Lace trim sweetheart neckline with bow detail, bust underwire
- Adjustable lace trim shoulder straps
- Partially smocked back with zipper and hook-eye closure
- Lace trim bodice, drop waist seam
- Mini-length skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3461
Category Name: Casual Dresses
Price: $49.90
Availability: In Stock
Available Color: PINK
Available Size: S, M, L
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So Adorable Drop Waist Bubble Hem Skater Dress
Adorable and trendy will be your vibe in this soft knit skater dress featuring a mock neckline, tank shoulder straps, ruched side seams to accentuate your curves, and a short ruched bubble hem. Style with platform heels for a cute party look!
Fit & Features
- Double-lined brushed knit fabric, plenty of stretch
- Mock neckline, tank shoulder straps
- Ruching
- Drop waist seam
- Short skater silhouette
- Ruched bubble hem
- Runs true to size
Style Number/Barcode: 05102-5902
Category Name: Casual Dresses
Price: $44.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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Trending Cutie V-Neck Cable Knit Fit And Flare Dress
A sleeveless cable knit dress features a flattering surplice V-neckline, a fitted bodice, and a flared mini-length hem for a flirty look. Perfect for styling with booties.
Fit & Features
- Cable knit fabric, moderate stretch
- Surplice V-neckline
- Adjustable spaghetti straps
- Fitted bodice
- Flared mini-length fit
- Runs true to size
Style Number/Barcode: 06005-2029
Category Name: Casual Dresses
Price: $39.90
Availability: In Stock
Available Color: TAUPE
Available Size: XS, S, M, L, XL
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Blooming Bouquet Sleeveless Floral Mesh Mini Dress
Get ready to bloom in this floral mesh mini dress at a girl's brunch or evening soiree! The sleeveless crew neckline and bodycon silhouette highlight your curves, while the bold floral print and mesh fabric add a touch of feminine charm. Complete the look in simple stiletto heels.
Fit & Features
- Blooming floral print
- Sheer mesh fabric with knit lining, plenty of stretch
- Crew neckline
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 05102-5612
Category Name: Casual Dresses
Price: $36.90
Availability: In Stock
Available Color: PLUM
Available Size: XS, S, M, L
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Smooth Talker Lace Bow Pleated Ponte Mini Dress
Smooth ponte knit fabric shapes this sleeveless mini dress featuring a lace bow trim square neckline, spaghetti straps, and a fitted silhouette that leads to a pleated flare mini-length hem.
Fit & Features
- Smooth pointe knit fabric, minimal stretch
- Lace bow trim square neckline
- Spaghetti straps
- Fitted silhouette
- Pleated flare mini-length hem
- Runs true to size
Style Number/Barcode: 05101-3661
Category Name: Casual Dresses
Price: $42.90
Availability: In Stock
Available Color: NAVY
Available Size: M, L
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Smooth Silhouette Square Neck Tank Midi Dress
Effortlessly chic and oh-so-flattering, this sleeveless midi dress will become your new favorite go-to. This bodycon dress has a sleeveless square neckline and tank straps and hugs your curves in all the right places. The midi-length hem adds a touch of sophistication, while the rib knit fabric lining ensures comfort all day long. Complete the look in a layered necklace for any occasion!
Fit & Features
- Rib knit fabric, sewn-in knit lining, stretchy
- Bodycon fit
- Midi-length
- Runs true to size
Style Number/Barcode: 05102-5587
Category Name: Casual Dresses
Price: $39.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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Ray Of Romance A-Line Lace Mini Dress
Radiate a ray of romance in this sleeveless lace mini dress featuring a V-neckline accented with a dainty lace and ribbon bow trim and a flattering A-line silhouette. Style with heels for a date.
Fit & Features
- Lace fabric lined with stretchy knit
- V-neckline with lace and ribbon bow trim
- Spaghetti straps
- Mini-length A-line fit
- Runs true to size
Style Number/Barcode: 05101-3626
Category Name: Casual Dresses
Price: $34.90
Availability: In Stock
Available Color: PINK
Available Size: S, M, L
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Awaken Beauty A-Line Lace Short Dress
Transform into a vision of beauty in this lace short dress at every party! This stunning dress boasts a sleeveless square neckline with a tie, enhancing your feminine charm. The A-line silhouette and short-length hem flatter your figure, while the intricate lace fabric adds a touch of elegance. Complete the look in stiletto mules and a purse!
Fit & Features
- Lace fabric lined with stretchy knit
- Square neckline with tie
- Wide shoulder straps
- A-Line silhouette
- Runs true to size
Style Number/Barcode: 05102-5552
Category Name: Casual Dresses
Price: $38.90
Availability: In Stock
Available Color: NATURAL
Available Size: XS, M, L
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Preppy Chicness Lace Trim Plaid Bodycon Dress
This plaid mini dress features a lace rose trim square neckline, spaghetti strap ties, and a flattering bodycon silhouette perfect for casual plans.
Fit & Features
- Plaid print, knit fabric with minimal stretch
- Lace rose trim square neckline
- Spaghetti strap ties
- Back zipper closure
- Bodycon mini-length hem
- Runs true to size
Style Number/Barcode: 05102-5836
Category Name: Casual Dresses
Price: $29.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L
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Memorable Vibe Strapless Plaid Pleated Mini Dress
A strapless plaid mini dress features a form-hugging fit with a sassy pleated hem. Perfect for back-to-school styling.
Fit & Features
- Plaid print, woven fabric, slight stretch
- Strapless folded neckline
- Back zipper closure
- Form-hugging fit
- Pleated mini-length hem
- Runs true to size
Style Number/Barcode: 05102-5862
Category Name: Casual Dresses
Price: $39.90
Availability: In Stock
Available Color: TAN
Available Size: XS, S, M
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Ray Of Beauty Lace-Up Corset Skater Dress
You'll be a ray of beauty in this chic lace-up corset skater dress! Designed with a lightweight woven fabric with a stretchy knit lining, this adorable short dress captures the summer season. It features an alluring sleeveless corset-style bodice with a ruched sweetheart neckline and a tie-front detail at the bust. The thin adjustable tank straps lead to a lace-up strappy back design to find your perfect fit. The angled high waist seam flows out to a fit-and-flare skater silhouette with pleating for a flirtatious vibe. Complete the look with platform heels!
Fit & Features
- Cotton woven fabric, stretchy knit lining
- Corset-style bodice, ruched sweetheart neckline, tie-front bust
- Thin adjustable tank straps
- Lace-up strappy back, tie closure
- Side zipper with hook and eye closure
- Fit-and-flare skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3641
Category Name: Casual Dresses
Price: $49.90
Availability: In Stock
Available Color: WHITE
Available Size: XXS, XS, S, M, L
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Gorgeous One Shoulder Bodycon Mini Dress
Look like a gorgeous dream in this sleeveless mini dress for showers, brunch, or parties! The one shoulder neckline adds a chic look, while the side ruched seams enhance your curves. The bodycon fit hugs your figure in all the right places along the mini-length hem. Complete the look with statement earrings.
Fit & Features
- Smooth knit fabric lined with stretchy knit
- One shoulder neckline
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05101-3478
Category Name: Casual Dresses
Price: $39.90
Availability: In Stock
Available Color: PINK
Available Size: S, M, L
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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: $39.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Bohemian Chic Lace Off-The-Shoulder Skater Dress
Channel that bohemian chic aesthetic in this airy sheer lace skater dress featuring an off-the-shoulder straight neckline with a fold-over design and sheer long fitted sleeves. The trendy V-shaped drop waist seam leads to a short uneven hem with a flowy skater silhouette.
Fit & Features
- Sheer lace fabric with partial knit lining, plenty of stretch
- Off-the-shoulder straight neckline with fold-over design
- Sheer long fitted sleeves
- V-shaped drop waist seam
- Short uneven hem
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3714
Category Name: Casual Dresses
Price: $39.90
Availability: In Stock
Available Color: IVORY
Available Size: XS, S, M, L
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Stunning Look Long Sleeve Abstract Mini Dress
An abstract print mesh mini dress features sheer fitted long sleeves, a boat neckline, and a flattering bodycon silhouette. Perfect for a party or gallery opening.
Fit & Features
- Abstract print, sheer mesh fabric, slip knit lining
- Fitted long sleeves
- Boat neckline
- Bodycon mini-length silhouette
- Runs true to size
Style Number/Barcode: 05102-5850
Category Name: Casual Dresses
Price: $34.90
Availability: In Stock
Available Color: BLUE
Available Size: XS, S, M, L
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Flirty Babe Drop Waist Bubble Hem Skater Dress
You'll be a total flirty babe in this adorable short dress featuring a sleeveless square neckline with spaghetti straps, a V-shaped drop waist design, and a pleated skater silhouette with the cutest bubble hem. Style with hoop earrings and mules for date night!
Fit & Features
- Ribbed knit bodice, poplin woven skirt with knit lining, moderate stretch
- Square neckline
- Spaghetti straps
- V-shaped drop waist
- Short pleated skater silhouette with bubble hem
- Runs true to size
Style Number/Barcode: 05102-5907
Category Name: Casual Dresses
Price: $39.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Read All About It Newspaper Bodycon Mini Dress
Extra, extra read all about how fine you'll look in this newspaper print mini dress! This dress features a sweetheart neckline with lace trim and adjustable spaghetti straps for a perfect fit. The built-in padded underwire bust ensures support while the bodycon fit and mini-length hem create a flattering silhouette. Complete the look in a crop denim jacket.
Fit & Features
- Newspaper print, knit fabric with stretchy lining
- Adjustable spaghetti straps
- Sweetheart neckline with lace trim
- Back zipper and hook-eye closure
- Built-in padded underwire bust
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5578
Category Name: Casual Dresses
Price: $44.90
Availability: In Stock
Available Color: NATURAL
Available Size: S, M, L
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Casual Chic Style Long Sleeve Ribbed Knit Midi Dress
The perfect blend of casual and chic, this ribbed knit midi dress features a V-neckline, long fitted sleeves, and a form-hugging silhouette. Style with hoop earrings and sneakers for a cute everyday look.
Fit & Features
- Hacci ribbed knit fabric, plenty of stretch
- V-neckline
- Long fitted sleeves
- Midi-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 05102-5920
Category Name: Casual Dresses
Price: $38.90
Availability: In Stock
Available Color: SAGE
Available Size: XS, S, M, L
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Everyday Beauty Sleeveless A-Line Mini Dress
This sleeveless mini dress features a crew neckline, a flattering A-line silhouette, and a front slit accent. The soft rib knit fabric offers plenty of stretch and comfort.
Fit & Features
- Rib knit fabric, moderate stretch
- Crew neckline
- Front slit
- A-line silhouette
- Runs true to size
Style Number/Barcode: 05102-5631
Category Name: Casual Dresses
Price: $34.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L