Daytime Midi Dresses
Get ready to slay the day with our collection of daytime midi dresses that are as versatile as they are chic. These beauties are your perfect partners for brunch dates, office meetings, or spontaneous adventures with your besties. Effortlessly stylish and oh-so-comfy, they bring together the right mix of sass and sophistication. Whether you're twirling through a sunlit park or making power moves at work, these midi dresses have got you covered, literally and figuratively. Let's make every moment a runway moment!
$42.90
A sleek black knit midi dress with a cowl neckline, high slit, and fitted A-line silhouette.
$36.90
An elegant sage off-the-shoulder midi dress with a bodycon fit and flared hem.
$38.90
A white sleeveless ribbed knit midi dress featuring a V-neckline and chic high front slit.
$44.90
A white midi dress with chiffon sleeves, square neckline, and a ruched bodycon silhouette.
$54.90
An ivory satin midi dress with a corset seam bodice and pleated faux wrap hem.
$39.90
A brown knit midi dress with long sleeves, off-the-shoulder neckline, and ruched bodycon fit.
$46.90
A black floral midi dress with a corset bodice, sweetheart neckline, and flirty front slit.
$59.90
A light blue woven midi dress featuring a corset bodice and charming lace-up back detail.
$42.90
A black ribbed knit midi dress featuring a turtleneck, long sleeves, and a high side slit.
$64.90
A royal blue satin midi dress with a pleated cowl neckline and alluring underbust cutout.
$64.90
A natural cotton midi dress featuring a watercolor floral print, corset bodice, and voluminous A-line silhouette.
$49.90
A black sheer midi dress with off-the-shoulder neckline, plunging v-neck, and high-side slit.
$46.90
A strapless black satin midi dress featuring pleating, a high side slit, and a form-hugging fit.
$49.90
An A-line midi dress in natural woven fabric featuring a smocked bodice, pleats, and hidden pockets.
$32.90
A chic red sleeveless midi dress with ruched seams and a curve-hugging bodycon silhouette.
$46.90
An ivory striped midi dress with cutouts, adjustable straps, and dual side slits for casual elegance.
$36.90
A black knit midi dress with a sleeveless square neckline, ruching, and pleated mermaid silhouette.
$39.90
A curve-flaunting black floral mesh maxi dress with a lace-up strappy back and flared hem.
$23.97 $52.90 55% off
An elegant black chiffon floral midi dress with a sweetheart neckline and adjustable straps.
$44.90
A grey ribbed knit midi dress with a sweetheart neckline and twist accent, perfect for casual outings.
$42.90
An elegant blue floral midi dress with a strappy back, cowl neckline, and mesh fabric.
$19.97 $30.90 35% off
An ivory eyelet midi dress with a dainty floral print and strapless bodycon fit.
$19.97 $39.90 50% off
A khaki woven midi dress with a smocked bodice, square neckline, and ruffled A-line silhouette.
$36.90
A sleek black knit midi dress with a halter neckline and flared mermaid silhouette.
$39.90
A chic black strapless midi dress with glitter mesh and a bodycon silhouette for elegant occasions.
$39.90
A red striped knit midi dress featuring a strapless neckline, cutout bodice, and bodycon silhouette.
$22.97 $49.90 54% off
A light blue chiffon midi dress with floral print, puff sleeves, and a chic high front slit.
$48.90
A sage mesh midi dress with a V-wired notch and tiered ruffled hem for elegant occasions.
$42.90
A vibrant orange knit midi dress featuring a halter neckline, side cutouts, and a flattering bodycon fit.
$59.90
A white floral eyelet midi dress featuring a ruffled A-line silhouette and whimsical tie-back design.
$59.90
A green satin wrap midi dress with a sleeveless cowl neckline and high-side slit.
$49.90
A yellow floral mesh midi dress featuring a strapless neckline, ruched sides, and a flattering bodycon fit.
$42.90
A light blue woven midi dress featuring dainty floral print, adjustable straps, smocked back, and front slit.
$36.90
A green sleeveless midi dress featuring a form-hugging stretchy knit and flared hem for a flirty touch.
$39.90
A burgundy knit midi dress featuring a one-shoulder neckline, bow trim, and flared hem.
$46.90
A black floral halter midi dress with a flowy A-line silhouette and tie-back design.
$44.90
An elegant burgundy velvet midi dress with a lace-trimmed sweetheart neckline and corset bodice.
$36.90
A burgundy tube midi dress crafted from smooth, stretchy knit fabric with a flattering bodycon silhouette.
$59.90
An ivory cotton floral midi dress featuring puff sleeves, a V-neckline, and a flattering A-line silhouette.
$52.90
A white floral A-line midi dress featuring puff short sleeves, a square neckline, and a flirty front slit.
$19.97 $40.90 51% off
A burgundy glitter satin midi dress with a lace-up back and chic faux-wrap slit.
$46.90
A romantic natural floral mesh midi dress featuring a halter V-neck, open back, and ruffled trim.
$59.90
A white satin midi dress featuring a strapless neckline, back bow detail, and flattering bodycon silhouette.
$59.90
A taupe floral chiffon midi dress featuring a halter neckline with a stone insert and flowy silhouette.
$44.90
A flowy green gauze midi dress featuring a strapless smocked bodice and tiered A-line silhouette.
$69.90
A natural gauze midi dress featuring a strapless smocked bodice and cascading ruffled silhouette.
$38.90
A pink floral mesh midi dress featuring a strapless neckline and curve-hugging fit for elegant occasions.
$39.90
A navy blue knit midi dress featuring a strapless neckline, front slit, and flared hem for movement.
Now Trending
Simple and sleek, this smooth knit midi dress is a perfect choice. It features a sleeveless cowl neckline, spaghetti straps, a high waist seam, a form-hugging silhouette, and a chic high front slit to showcase some leg. Fit & FeaturesSleek knit fabric, stretchy knit lining, Cowl neckline, Spaghetti straps, High waist seam, Form-hugging silhouette, High front slit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek And Smooth High Slit Midi Dress in Navy Blue | Size: M | Knit Fabric
Wrap yourself in a glam formal dress that captivates from the moment you enter the room! Margaret features a sleeveless cowl neckline, adjustable spaghetti straps, corset seams with flexible boning, and a ruched wrap midi silhouette. The dress is composed of a satin fabric that offers a form-hugging fit with minimal stretch. Complete look with heels and rhinestone earrings. Fit & FeaturesSleeveless cowl neckline, adjustable spaghetti straps, Built-in padded bust, Corset seams, flexible boning, Ruching, wrap midi skirt, Buttery soft silk fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Margaret Formal Satin Wrap Midi Dress in Black | Size: S | Rhinestone/Satin Fabric
Radiate elegance in a formal dress that showcases your timeless style! Seona features a pleated cowl neckline, spaghetti straps, a cutout at the midriff, and a midi-length silhouette accented with a high side slit. The dress is composed of a silky-satin fabric that offers a form-hugging fit with a moderate stretch. Complete the look with rhinestone heels and a clutch. Fit & FeaturesSleeveless cowl neckline, pleating, Spaghetti straps, Cutout at the midriff, Midi-length silhouette, high side slit, Satin fabric, Form-hugging fit, moderate stretch, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Seona Formal Satin Midi Dress in Green | Size: S | Rhinestone
Achieve a perfectly stylish everyday look with this sleeveless ribbed knit midi dress! Designed with a comfortable ribbed knit fabric offering plenty of stretch, it features a V-neckline, spaghetti straps, a midi-length hem with a chic high front slit, and a form-hugging silhouette. Pair with a cropped denim jacket and clear mules. Fit & FeaturesStretchy ribbed knit fabric, V-neckline, Spaghetti straps, High front slit, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Perfectly Stylish Sleeveless Ribbed Knit Midi Dress in Black | Size: M | Knit Fabric
Sophistication meets sultry on the Marjorie formal dress perfect for cocktail parties and dressy family get-togethers. She features sheer chiffon peasant long sleeves, a square neckline, a bodycon silhouette, and a front ruched seam leading to the skin-flaunting slit along her midi-length hem. The formal dress is composed of a lined crepe fabric with a moderate stretch. Style with a chic clutch and heels to complete the look! Fit & FeaturesSheer chiffon peasant long sleeves, square neckline, Front ruched seam, slit detail, Bodycon silhouette, Midi-length hem, Lined crepe fabric, moderate stretch, Bra-friendly design, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Marjorie Formal Chiffon Sleeve Midi Dress in White | Size: XL | Chiffon/Crepe Fabric
Shine like a vision in the silky satin Samantha formal dress in a striking bodycon silhouette with a corset bodice that enhances your natural curves! Fit & FeaturesLined satin knit fabric, moderate stretch, Sleeveless square neckline, tank-style straps, Corset seam bodice, pleated side seam, Form-hugging silhouette, Faux wrap midi-length hem, Runs true to size, Where to Wear:Weddings, bridesmaids, cocktail parties, date nights, engagement parties, rehearsal dinner, graduations Free Shipping on All Orders Over $75. | Windsor Samantha Formal Satin Midi Dress in Green | Size: XS | Knit Fabric/Satin Fabric
Channel the chic fall vibe in this ditsy floral woven midi dress featuring a sleeveless sweetheart neckline with a ruched bust and tie-front detail, thin tank shoulder straps, and a corset-style bodice. The high waist leads to a flowy A-line silhouette accented with a high-cut front slit. Fit & FeaturesDitsy floral-printed woven fabric, Sweetheart neckline, ruched bust, tie-front detail, underwire bust, Thin tank shoulder straps, Corset-style bodice with piping, high waist seam, Hidden side zipper and hook-eye closure, High front slit, Midi-length A-line fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Fall Vibe Ditsy Floral Corset Midi Dress in Brown | Size: XS | Woven Fabric
Look enchanting in this floral ruffled lace midi dress showcasing a bodycon silhouette and flirty slit for movement. Pair with heels. Fit & FeaturesSheer floral lace fabric with knit lining, moderate stretch, Square neckline, Adjustable spaghetti straps, Ruched front, Asymmetric midi-length hem with ruffled trim, front slit, Bodycon silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Enchanted Moment Floral Ruffled Lace Midi Dress in Sage | Size: XL | Lace Fabric/Knit Fabric
Set the tone for spring dressing in this halter floral midi dress. The voluminous fit and flare silhouette embodies vintage charm with pretty modern details like a corset bodice and lace-up back design. Fit & FeaturesDelicate floral print, Poplin woven fabric, tulle and woven linings, Halter V-neckline with tie straps, wired underbust, Side zipper and hook-eye closure, Corset bodice, flexible boning, lace-up back, Fit and flare silhouette, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Set For Spring Halter Corset Floral Midi Dress in Natural | Size: XS | Woven Fabric
Thrive with sweet energy in this floral midi dress perfect for brunches or dates! With a corset bodice that snatches your waist and a flirty front slit, this a-line dress will captive everyone. Pair with a necklace. Fit & FeaturesDitsy floral print, woven fabric, Wide shoulder straps, sweetheart neckline, Corset bodice, Side pockets, A-line silhouette, front slit, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Thriving Blooms Corset Floral Slit Midi Dress in Black | Size: L | Woven Fabric
Daytime Midi Dresses
There’s just something about a daytime midi dress that feels like an instant confidence boost—like that first sip of iced coffee or that playlist that always gets you out the door with a little extra strut. Midi dresses Windsor girls love are all about that sweet spot: not too short, not too long, just right for every plan and every vibe. Whether you’re running errands, meeting your besties for brunch, or making a casual office look feel like a main character moment, a midi dress designed for daytime is your ultimate partner in crime. The magic is in the details—think flowy skirts that catch the breeze, playful prints that turn sidewalks into runways, and silhouettes that hug in all the right places but still let you move (because, let’s be real, you’ve got places to be and people to wow). When you’re picking out your next midi dress daytime look, it’s all about finding that piece that feels like you—maybe it’s a flirty side slit, a bold color that matches your energy, or a soft fabric that feels like a hug. And don’t sleep on the power of a midi for gifting, either. It’s the kind of present that says, “I see you, I know your style, and I want you to feel amazing”—perfect for birthdays, graduations, or just because your BFF deserves a little extra love.
Let’s talk styling, because a midi dress is basically a blank canvas for your wildest outfit dreams. Throw on a pair of sneakers and a denim jacket for a chill, on-the-go look, or step it up with strappy sandals and a statement bag when you’re feeling fancy. Midi dresses Windsor girls reach for during the day are made for mixing it up—layer with a cropped sweater when the AC is blasting, or add some chunky jewelry for that “I woke up like this” glam. And if you’re the type who likes to stand out (and let’s be honest, who isn’t?), go for bold patterns, unexpected textures, or little details like ruching and cutouts that keep things interesting. The beauty of daytime midi dresses is how effortlessly they transition from one moment to the next—you can go from coffee runs to rooftop hangs without missing a beat. They’re also a lifesaver when you want to look put-together without trying too hard, because sometimes the best looks are the ones that feel totally effortless. If you’re ready to level up your closet with pieces that are as versatile as you are, check out our handpicked collection of Beautiful Midi Dresses and get ready to make every day your runway.