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!

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Sale

$23.97 $52.90 55% off

4.714286 star rating

A black floral mesh midi dress featuring a ruffle trim sweetheart neckline and adjustable spaghetti straps.

Sale
Best Seller

$19.97 $42.90 53% off

4.656716 star rating

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

Best Seller

$36.90

4.571429 star rating

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

$38.90

4.568182 star rating

A white ribbed knit midi dress featuring a V-neckline, spaghetti straps, and a high front slit.

$46.90

4.882353 star rating

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

Best Seller

$44.90

4.25 star rating

An enchanting sage floral lace midi dress with ruffled trim, adjustable straps, and a flirty slit.

$46.90

4.888889 star rating

A black floral midi dress with a corset bodice, sweetheart neckline, and flirty front slit.

$59.90

3.75 star rating

A light blue woven midi dress featuring a corset bodice and charming lace-up back detail.

Sale

$19.97 $42.90 53% off

3.857143 star rating

A mauve floral mesh midi dress with a bodycon silhouette and asymmetrical ruffled hem.

$42.90

5 star rating

A navy blue velvet midi dress featuring a sleeveless sweetheart neckline and pleated bodice.

$46.90

4.75 star rating

An ivory striped midi dress with cutouts, adjustable straps, and dual side slits for casual elegance.

$42.90

4.75 star rating

A natural floral print bodycon midi dress with a lace-up back and flirty side slit.

$46.90

4 star rating

A pink floral midi dress with a corset bodice, lace-up back, and flirty front slit.

Sale

$19.97 $42.90 53% off

4.5 star rating

A wine-colored glitter mesh midi dress with a V-neckline, ruching, and an asymmetrical hem.

$49.90

5 star rating

A black sheer midi dress with off-the-shoulder neckline, plunging v-neck, and high-side slit.

Sale

$20.97 $46.90 55% off

4 star rating

A sleek brown midi dress featuring leopard print satin and a sheer lace bust overlay.

$46.90

3.333333 star rating

An ivory gingham midi dress with a strapless neckline and convenient side pockets.

$39.90

5 star rating

A light blue off-the-shoulder floral midi dress in stretchy knit fabric with a bodycon silhouette.

$44.90

5 star rating

A grey ribbed knit midi dress with a sweetheart neckline and twist accent, perfect for casual outings.

$59.90

5 star rating

A glamorous red glitter lace midi dress with a corset bodice and high side slit.

$36.90

3.666667 star rating

A black knit midi dress with a sleeveless square neckline, ruching, and pleated mermaid silhouette.

$59.90

4.333334 star rating

A white satin midi dress with a cowl neckline, high slit, and twist-bar open back.

Sale

$9.97 $38.90 74% off

5 star rating

A brown knit bodycon midi dress featuring flare cuff sleeves with tie accents and a V-neckline.

Sale

$20.97 $46.90 55% off

5 star rating

A strapless pink floral mesh midi dress with a ruched bodycon silhouette for elegant occasions.

Sale

$19.97 $29.90 33% off

5 star rating

A mauve knit midi dress with a square neckline and form-hugging fit, perfect for any occasion.

Sale

$28 $39.90 30% off

4.5 star rating

A khaki woven midi dress with a smocked bodice, square neckline, and ruffled A-line silhouette.

$42.90

4.5 star rating

An elegant blue floral midi dress with a strappy back, cowl neckline, and mesh fabric.

$34.90

5 star rating

A navy blue strapless satin-knit midi dress with ruched seams and a back slit accent.

$49.90

3.5 star rating

A white cold shoulder midi dress with a bodycon silhouette and ruched mesh fabric.

$39.90

5 star rating

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

$32.90

5 star rating

A chic red sleeveless midi dress with ruched seams and a curve-hugging bodycon silhouette.

$36.90

5 star rating

A taupe mesh midi dress with a sleeveless square neckline and abstract marble print.

Sale

$19.97 $24.90 20% off

5 star rating

A bodycon midi dress in olive with cap sleeves and a flirty cutout back.

$30.90

5 star rating

An ivory eyelet midi dress with a dainty floral print and strapless bodycon fit.

$59.90

4 star rating

A green satin wrap midi dress with a sleeveless cowl neckline and high-side slit.

Sale

$19.97 $35.90 44% off

5 star rating

A strapless taupe midi dress with a tropical print and flared hem, perfect for vacations.

Sale

$19.97 $42.90 53% off

3 star rating

A charming ivory midi dress with a ditsy floral print and lace-trimmed sweetheart neckline.

Sale

$19.97 $42.90 53% off

5 star rating

A black midi dress with rhinestones, featuring a cowl neckline and asymmetrical high-side slit.

Sale

$19.97 $35.90 44% off

5 star rating

A strapless tropical midi dress in dark marsala with a bodycon silhouette and side slit.

Sale

$23.97 $52.90 55% off

An alluring mauve midi dress with floral lace, off-the-shoulder neckline, and open lower back.

$59.90

An effortlessly pretty chiffon midi dress with a floral print, ruffled tiers, and smocked details.

$44.90

A black mesh midi dress featuring a flirty cutout back and asymmetrical high-slit design.

$46.90

A black floral halter midi dress with a flowy A-line silhouette and tie-back design.

Sale

$30 $42.90 30% off

A natural woven fabric midi dress featuring a halter neckline, open back, and beaded tie waist.

$44.90

An elegant burgundy velvet midi dress with a lace-trimmed sweetheart neckline and corset bodice.

$38.90

A sleek olive knit midi dress with off-the-shoulder sleeves and a high center slit.

$40.90

A burgundy glitter satin midi dress with a lace-up back and chic faux-wrap slit.

$42.90

A sultry red halter midi dress with a V-neckline, open back, and side slit.

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Sleek And Smooth High Slit Midi Dress in Navy Blue
(134) 4.6567163 star rating

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 fitted, A-line silhouette, and a chic high front slit to showcase some leg. Style with embellished statement earrings for a cocktail party. Fit & FeaturesSleeveless cowl neckline, Spaghetti straps, High waist seam, Fitted A-line silhouette, High front slit, Knit fabric, plenty of stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek And Smooth High Slit Midi Dress in Navy Blue | Size: L | Knit Fabric

Margaret Formal Satin Wrap Midi Dress in Navy Blue
(107) 4.5607476 star rating

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 Navy Blue | Size: S | Rhinestone/Satin Fabric

Windsor Seona Formal Satin Midi Dress in Red
(53) 4.4905663 star rating

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 Red | Size: XL | Rhinestone

Perfectly Stylish Sleeveless Ribbed Knit Midi Dress in Black
(44) 4.568182 star rating

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

Samantha Formal Satin Midi Dress in Navy Blue
(32) 4.46875 star rating

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 Navy Blue | Size: S | Knit Fabric/Satin Fabric

Windsor Chic Fall Vibe Ditsy Floral Corset Midi Dress in Brown
(17) 4.882353 star rating

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: S | Woven Fabric

Nadine Formal Ruched Satin Midi Dress in Red
Sale
(12) 4.1666665 star rating

Make a stunning impression in this satin midi dress. Elevate your night out look in this luxe stretch satin midi cocktail dress with a flattering cowl neckline for a post-worthy look. Fit & FeaturesStretch satin fabric, minimal stretch, Cowl neckline, spaghetti straps, Form-hugging fit, Ruched high side slit, Midi-length hem, Runs true to size, Where to Wear:Weddings, cocktail parties, date night, Vegas, girl's night out, rooftop bars, celebrations Free Shipping on All Orders Over $75. | Windsor Nadine Formal Ruched Satin Midi Dress in Red | Size: S | Satin Fabric

Enchanted Moment Floral Ruffled Lace Midi Dress in Sage
(11) 4.181818 star rating

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

Windsor Casual Affair Long Sleeve Ruched Midi Dress in Brown
(10) 4.7 star rating

Make a casual-chic impression in this long sleeve ruched midi dress showcasing a folded off-the-shoulder neckline and a bodycon silhouette. Pair with heels. Fit & FeaturesSmooth knit fabrication, moderate stretch , Off-the-shoulder neckline, foldover accent, Fitted long sleeves, Ruching, Midi length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Casual Affair Long Sleeve Ruched Midi Dress in Brown | Size: S | Knit Fabric

Thriving Blooms Corset Floral Slit Midi Dress in Black
(9) 4.888889 star rating

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: XL | Woven Fabric

Daytime Midi Dresses

Daytime midi dresses are the ultimate ride-or-die for any girl who wants to serve looks from sunrise to sunset without breaking a sweat—or her stride. Think about it: that perfect not-too-short, not-too-long hemline lets you twirl through brunch dates, coffee runs, and spontaneous road trips without a single wardrobe worry. Whether you’re crushing it at a gallery opening, catching up with your crew at that new rooftop spot, or just living your best life at a backyard hang, a midi dress is the style MVP you’ll reach for again and again. The beauty of a daytime midi dress is how it instantly elevates your vibe—effortless, but with just the right amount of “I woke up like this” energy. It’s the kind of dress you throw on when you want to look put-together but still feel like yourself, whether that means sneakers and a messy bun or strappy heels and a swipe of gloss. And if you’re shopping for a friend, trust—this is the piece she’ll thank you for every time she needs to look cute in a hurry, from birthday brunches to casual Fridays.

Let’s be real: shopping for the perfect midi dress Windsor style is all about finding that sweet spot between comfort and confidence. The best Windsor midi dress is one you can move in, laugh in, and maybe even dance in (because you never know when the playlist will pop off). Look for details that speak to your personality—flirty ruffles, a sassy slit, or a bold color that makes you feel unstoppable. The midi length is a total crowd-pleaser, flattering every height and perfect for those who want to show a little leg without going full mini. And don’t sleep on how versatile these dresses are: layer with a denim jacket when the breeze hits, or add statement jewelry for a quick glow-up. Windsor dresses midi collection is all about options, so you can switch up your look for any occasion, whether it’s a chill day at the farmer’s market or an impromptu picnic in the park. Gifting one? It’s like wrapping up confidence in a bow—ideal for grads, besties, or anyone who deserves a little extra love.

No matter where your daytime adventures take you, a midi dress from Windsor is your secret weapon for looking cute and feeling fearless. It’s the dress you reach for when you want to make memories, snap pics, and turn heads—without ever having to second-guess your outfit. The right midi dress lets you step into your main character energy, ready for whatever the day throws your way. For even more inspo and to find your next obsession, make sure to check out the Beautiful Midi Dresses collection—because every day deserves a dress that’s as bold and brilliant as you are.