Trendy Midi Dresses

Get ready to strut your stuff, because trendy midi dresses are here to steal the spotlight! These beauties are the perfect blend of chic and playful, making them your go-to for any occasion that calls for a little extra flair. Whether you're brunching with the besties or owning the dance floor, these dresses serve up style with a side of sass. With a vibe that's effortlessly cool and endlessly versatile, our selection of midi dresses will have you feeling like the queen you truly are. So go ahead, make every step a statement, because you're about to turn heads and break hearts in these must-have midi marvels!

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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.

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

$19.97 $38.90 49% off

4.75 star rating

A black knit midi dress with an off-the-shoulder halter V-neckline and bodycon fit.

Sale

$9.97 $49.90 80% off

3.25 star rating

A sultry black midi dress featuring velvet and sheer lace with a sweetheart neckline and back slit.

$45.90

4.25 star rating

An elegant white satin midi dress with a strapless cowl neckline and form-hugging fit.

Sale

$20.97 $46.90 55% off

5 star rating

A strapless sage satin midi dress with pleating and a form-hugging fit for elegant occasions.

$35.90

4.333334 star rating

A strapless raisin bodycon midi dress crafted from smooth, stretchy knit fabric for cocktail occasions.

$32.90

5 star rating

A chic red sleeveless midi dress with ruched seams and a flattering bodycon silhouette.

Sale

$19.97 $35.90 44% off

4.666667 star rating

A strapless ivory ribbed knit midi dress with asymmetric seams and a form-hugging silhouette.

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.

Sale

$9.97 $84.90 88% off

3.5 star rating

A glamorous black bodycon midi dress with rhinestone mesh, cowl neckline, and adjustable straps.

Sale

$29.97 $59.90 50% off

5 star rating

A red velvet midi dress with a corset bodice, cowl neckline, and front wrap slit.

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.

Sale

$9.97 $38.90 74% off

5 star rating

A brown knit bodycon midi dress with flare cuff sleeves and a V-neckline for chic occasions.

$59.90

4.560748 star rating

A glamorous black satin wrap midi dress with a cowl neckline and adjustable spaghetti straps.

$59.90

4.490566 star rating

A navy blue satin midi dress with a pleated cowl neckline, midriff cutout, and high side 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 black sleeveless ribbed knit midi dress with a V-neckline and chic high front slit.

$54.90

4.46875 star rating

A navy blue satin midi dress with a corset seam bodice and pleated side seam.

$36.90

4.95 star rating

A wine-colored knit bodycon midi dress with a surplice V-neckline and spaghetti straps.

$46.90

4.882353 star rating

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

Sale

$9.97 $49.90 80% off

4.166667 star rating

A red satin midi dress with a cowl neckline, side ruching, and a high slit.

$35.90

4.909091 star rating

A mauve strapless midi dress with a cowl neckline, side slit, and ruched bodycon fit.

$46.90

4.888889 star rating

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

$48.90

4.875 star rating

An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.

$42.90

5 star rating

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

$35.90

5 star rating

A pink sleeveless bodycon midi dress with stretchy knit fabric and a flattering square neckline.

$49.90

4.666667 star rating

A radiant red satin midi dress with a corset bodice, adjustable straps, and a wrap slit.

$38.90

4 star rating

An effortless strapless black bodycon midi dress in stretchy ribbed knit fabric for chic styling.

$46.90

4.75 star rating

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

$39.90

5 star rating

A red knit bodycon midi dress with a halter V-neckline and a center back slit.

$44.90

4 star rating

A sage floral bodycon midi dress with a square neckline and faux wrap slit design.

$42.90

4.75 star rating

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

$46.90

4 star rating

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

$44.90

4.75 star rating

A chic taupe bodycon midi dress featuring a ribbed knit fabric and stylish button accents.

$49.90

5 star rating

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

$36.90

3.666667 star rating

A mauve knit midi dress with a sleeveless square neckline and pleated mermaid silhouette.

$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 featuring a sweetheart neckline with a twist accent and long sleeves.

$59.90

4.333334 star rating

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

$34.90

4.5 star rating

A sage strapless bodycon midi dress with side ruching and a flattering side slit.

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.

$42.90

4.5 star rating

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

$49.90

3.5 star rating

A white cold shoulder midi dress featuring a bodycon silhouette with ruched seams and padded cups.

$46.90

5 star rating

A mauve satin strapless midi dress with a pleated neckline and flirty side slit.

$39.90

5 star rating

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

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Marissa Formal Satin Cowl Neck Dress in Green
(161) 4.590062 star rating

The Marissa long satin dress brings elegance and sultriness to your formal night. The floor-length gown enhances your curves with a fitted bodice and flattering A-line silhouette while the high front slit provides movement. Fit & FeaturesStretch-satin fabric, non-see-through, double-lined bust, Sleeveless pleated cowl neckline, spaghetti straps, Slim-fit bodice, empire waistline, High front slit, floor-length hem, A-line silhouette, Runs true to size, Where to Wear:Prom, weddings, black-tie soirees, special date nights, and engagement parties. Free Shipping on All Orders Over $75. | Windsor Marissa Formal Satin Cowl Neck Dress in Green | Size: S | Satin Fabric

Windsor Leila Sequin Bodycon Mini Dress in Royal Blue
(136) 4.6985292 star rating

Shine bright and sparkle up the night in the gorgeous Leila mini dress. The dress boasts an alluring open back with a lace-up strappy design for a customized fit, and a short, curve-hugging silhouette. Shop Long Version: Kailani Formal Sequin Slit Mermaid DressFit & FeaturesSheer mesh fabric, full knit lining, moderate stretch, Sequin embroidery, scroll pattern, Sleeveless square neckline, adjustable spaghetti straps, Open back, lace-up strappy design, tie closure, High waist seam, lower back zipper, hook and eye closure, Mini-length hem, fitted bodycon silhouette, Runs true to size, Where to Wear:Prom, bachelorettes, birthdays, Vegas weekends, date nights Free Shipping on All Orders Over $75. | Windsor Leila Sequin Bodycon Mini Dress in Royal Blue | Size: L | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric

Windsor Senorita Mesh Strappy Mini Dress in Pink
(79) 4.56962 star rating

Look and feel like a sultry senorita in this mesh mini dress perfect for an chic night on the town! It features a sleeveless cowl neckline, dual adjustable spaghetti straps with a tie-neck closure, and side and back ruched seams designed to flaunt your curves along the bodycon silhouette. Complete the look with hoop earrings. Fit & FeaturesSleeveless cowl neckline, Dual adjustable spaghetti straps, tie-neck closure, Side and back ruched seams, Back zipper and hook-eye closure, Bodycon silhouette, mini-length hem, Mesh fabric, brushed soft knit stretchy lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Senorita Mesh Strappy Mini Dress in Pink | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric

Cute Attitude Ponte Slit Mini Skort in Black
(58) 4.8448277 star rating

Bring on the cute attitude in this ponte mini skort brings featuring a flattering high-rise waist, and a skirt overlay designed with dual front slits along the form-hugging fit. Fit & FeaturesSmooth ponte knit fabric, minimal stretch, High-rise waist, Skirt overlay, dual front slits, Form-hugging silhouette, Mini-length hem, Shorts lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cute Attitude Ponte Slit Mini Skort in Black | Size: XL | Knit Fabric

Windsor Brynlee Sequin Embroidered Bodycon Dress in Sage
(56) 4.589286 star rating

Show up and stun this formal season in the gorgeous Brynlee bodycon mini dress! She features a sleeveless square neckline, a built-in padded bust, halter spaghetti straps, an open back with a lace-up design for a customized fit, and a short, curve-hugging silhouette. The lined mesh fabric features all-over sequin embroidery in an intricate scroll pattern. Style the formal mini dress with clear heels for a night to remember. Fit & FeaturesSleeveless, square neckline, Built-in padded bust, no bra required, Halter spaghetti straps, back button closure, Open back, lace-up design, zipper closure, Bodycon silhouette, mini-length hem, Sequin scroll embroidery, mesh fabric, knit lining, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Brynlee Sequin Embroidered Bodycon Dress in Sage | Size: S | Knit Fabric/Mesh Fabric/Mesh Fabric

Exceptional Off-The-Shoulder Flared Midi Dress in Black-2
(51) 4.5882354 star rating

Every occasion is worth celebrating in this off-the-shoulder midi dress! The smooth and stretchy knit fabric includes a full-length knit lining for additional coverage. The off-the-shoulder neckline and short-sleeve cuffs add a touch of elegance, while the bodycon silhouette and flared midi-length hem accentuate your curves in all the right places. Complete the look with teardrop earrings and heels. Fit & FeaturesSmooth stretchy knit fabric with knit lining, Off-the-shoulder neckline, Short-sleeve cuffs, Bodycon fit, Flare hem, Style runs small, Free Shipping on All Orders Over $75. | Windsor Exceptional Off-The-Shoulder Flared Midi Dress in Black-2 | Size: XL | Knit Fabric

Dazzling Glam Long Sleeve Rhinestone Mesh Mini Dress in Beige
(50) 4.74 star rating

Bring the dazzling glamour to the party in this long sleeve rhinestone mesh mini dress! Designed with a stretchy sheer mesh fabric with a partial knit lining, the mini-length dress is accented with all-over rhinestone embellishments for a gorgeous and chic shine. The square neckline shapes the bodice, and the unlined long sleeves have slit accents and flare out for a trendy look. The bodycon silhouette will hug your gorgeous curves. Style this mini dress with rhinestone heels for all the more sparkle. Fit & FeaturesStretchy sheer mesh fabric, partial knit lining, Rhinestone embellishments, Square neckline, Long bell sleeves with slit detail, Back zipper, hook and eye closure, Bodycon fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Dazzling Glam Long Sleeve Rhinestone Mesh Mini Dress in Beige | Size: XL | Knit Fabric/Rhinestone/Mesh Fabric

Windsor Keira Faux Pearl Strappy Open-Back Mini Dress in Pink
(50) 4.76 star rating

A mini dress that brings the luxe sensation! The Keira faux pearl short dress is a stunning style with a strappy tie-back design and a bodycon silhouette that highlights your figure. Fit & FeaturesLightweight mesh fabric, stretchy knit lining, Faux pearl and bead embellishments, Sleeveless cowl neckline, Spaghetti straps, strappy tie-back design, open-back, Bodycon silhouette, mini-length hem, Runs true to size, Where to Wear:Prom, birthday parties, bachelorettes, Vegas weekends, rooftop cocktails Free Shipping on All Orders Over $75. | Windsor Keira Faux Pearl Strappy Open-Back Mini Dress in Pink | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric

Windsor All The Right Moves Cowl Neck Mini Dress in Green
(48) 4.2083335 star rating

The first step is picking the right dress. You're going to be working it in this figure-hugging mini! Put your hair in a half-up-do and slip into some heels for a bomb AF look! The dress features a sleeveless cowl neckline, spaghetti straps that cross at the back, and an asymmetrical hem. Complete the outfit with sleek hoop earrings. Fit & FeaturesSleeveless drapey cowl neckline, Spaghetti straps, cross at back, Mini length, asymmetric hemline , Smooth knit fabric, metallic sheen , Form-hugging fit , Plenty of stretch , Runs true to size, Free Shipping on All Orders Over $75. | Windsor All The Right Moves Cowl Neck Mini Dress in Green | Size: S | Knit Fabric

Windsor See Me Shining Glitter Off-The-Shoulder Mini Dress in Navy Blue
(47) 4.5531917 star rating

Everyone will see you shining at the club in this glitter mini dress! It features an off-the-shoulder sweetheart neckline, sheer fitted ruched long sleeves, adjustable spaghetti straps, a ruched seam along the padded bust, a sheer bodice with trim, and side ruched seams that hug your curves on the bodycon silhouette. Complete the look with a clutch and heels. Fit & FeaturesOff-the-shoulder sweetheart neckline, Adjustable spaghetti straps, Sheer fitted ruched long sleeves, Ruched and padded bust, sheer bodice, trim, Side ruched seams, bodycon silhouette, mini-length hem, Glitter mesh fabric, sewn-in knit lining, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor See Me Shining Glitter Off-The-Shoulder Mini Dress in Navy Blue | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric

Trendy Midi Dresses

Let’s be real—there’s just something about a midi dress that hits different. It’s the secret weapon in every Windsor girl’s closet, the one that never lets her down no matter where the invite takes her. Whether you’re outshining the crowd at a rooftop brunch, twirling under city lights, or just serving main character energy on your daily errands, a midi dress is your go-to for effortless slay. With that sweet spot length—just enough leg to keep things cheeky but plenty of coverage to keep it classy—midi dresses are the ultimate “I woke up like this” move. They’re a style chameleon, ready to flex from casual hangs to glammed-out nights, and trust, the compliments won’t stop rolling in. Shopping for a midi dress Windsor style means you’re set with endless options: think flirty florals for those spontaneous picnics, sleek satins for date night drama, or bold prints that scream confidence. And if you’re gifting? A Windsor midi dress is the ultimate “I know your vibe” present—perfect for birthdays, graduations, or just because your BFF deserves to feel unstoppable. Picture her unwrapping it, squealing, and immediately planning an Insta-worthy OOTD. That’s the power of a midi.

But let’s talk real-life magic. The best Windsor midi dresses are all about making you feel like the main event, no matter what’s on your calendar. Picture yourself catching your reflection in a shop window, that perfect fit hugging your curves, the skirt swishing just at mid-calf—yeah, you’re that girl. Maybe you’re pairing it with sneakers for a coffee run, or you’re stepping it up with strappy heels for a night that’s about to get legendary. The beauty of a windsor midi dress is how it adapts to your mood, your plans, and your personal flavor. Got a last-minute invite? Throw on a denim jacket and chunky boots for a look that says “I didn’t try, but I still nailed it.” Headed somewhere fancy? Swap in some statement jewelry and a killer clutch, and you’re ready to own the room. And let’s not forget those in-between moments—family parties, work events, or even just vibing solo. Windsor dresses midi are the answer when you want to feel put together with zero stress. Plus, they’re a lifesaver when you need something that travels well—just roll, pack, and go. The versatility is unmatched, and the confidence boost is instant.

If you’re already obsessed with the midi moment, don’t stop there—level up your wardrobe with even more midi magic. Check out our Trendy Midi Skirts for endless styling options that’ll keep your look fresh and your confidence sky high. Whether you’re shopping for yourself or picking out the perfect gift for your ride-or-die, Windsor midi dresses are always a good idea. They’re the ultimate partner in crime—always ready to hype you up, always down for whatever, and guaranteed to make every day feel like your runway. So go ahead, step into your power, and let your style do all the talking.

Top Picks For Trendy Midi Dresses