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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Best Seller

$42.90

4.669065 star rating

A sleek black knit midi dress with a cowl neckline, high slit, and fitted A-line silhouette.

$59.90

4.560748 star rating

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

Best Seller

$36.90

4.621212 star rating

An elegant sage off-the-shoulder midi dress with a bodycon fit and flared hem.

$59.90

4.490566 star rating

A navy blue satin midi dress with a pleated cowl neckline, midriff cutout, and high side slit.

$38.90

4.568182 star rating

A black sleeveless ribbed knit midi dress with a V-neckline and chic high front slit.

Best Seller

$44.90

4.571429 star rating

A sophisticated white midi dress featuring sheer chiffon sleeves and a sultry ruched bodycon silhouette.

$54.90

4.46875 star rating

An ivory satin midi dress with a corset seam bodice and pleated faux wrap hem.

$36.90

4.95 star rating

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

Sale

$9.97 $49.90 80% off

4.166667 star rating

A red satin midi dress with a cowl neckline and side ruching for an elegant silhouette.

$39.90

4.7 star rating

A brown knit midi dress with long sleeves, off-the-shoulder neckline, and ruched bodycon fit.

$54.90

4.6 star rating

A dazzling black midi dress with a glitter knit fabric, featuring a chic wrap hem and slit.

$46.90

4.9 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.

$35.90

5 star rating

A sage sleeveless bodycon midi dress crafted from stretchy knit fabric with a square neckline and spaghetti straps.

$64.90

4.625 star rating

A royal blue satin midi dress with a pleated cowl neckline and alluring underbust cutout.

$49.90

4.666667 star rating

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

$49.90

4.6 star rating

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

$46.90

5 star rating

A strapless black satin midi dress featuring pleating, a high side slit, and a form-hugging fit.

$32.90

5 star rating

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

$46.90

4.75 star rating

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

$35.90

4.5 star rating

A sleek black strapless midi dress crafted from smooth, stretchy knit fabric with padded bra cups.

$39.90

5 star rating

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

$45.90

4.25 star rating

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

$36.90

3.75 star rating

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

$38.90

3.75 star rating

An ivory strapless bodycon midi dress featuring double-lined rib knit fabric with extra glitter sparkle.

$39.90

3.75 star rating

A captivating black floral mesh maxi dress with a lace-up back and flared hem.

Best Seller

$46.90

3.666667 star rating

A burgundy bodycon midi dress featuring floral lace texture, a square neckline, and a daring front slit.

$49.90

5 star rating

An ivory satin midi dress with a lace-up back, square halter neckline, and flirty side slit.

Best Seller

$59.90

4.333334 star rating

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

$44.90

3.333333 star rating

A black mesh midi dress with a floral flocked velvet pattern and a high side slit.

$46.90

5 star rating

A rust-colored strapless midi dress featuring a bodycon silhouette, stretchy knit fabric, and stone metal insert.

Sale

$9.97 $59.90 83% off

3.5 star rating

A black glitter midi dress with sheer sleeves, bodycon fit, and a ruched slit detail.

$42.90

4.5 star rating

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

Sale

$19.97 $30.90 35% off

5 star rating

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

$49.90

3.5 star rating

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

Sale

$19.97 $39.90 50% 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 stylish V-neckline.

Best Seller

$35.90

5 star rating

A black knit halter midi dress featuring a crisscross back, ruched sides, and a bodycon silhouette.

$36.90

5 star rating

A sleek black knit midi dress with a halter neckline and flared mermaid silhouette.

$39.90

5 star rating

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

$34.90

4.5 star rating

A mocha knit strapless midi dress featuring side ruching, a bodycon silhouette, and a chic side slit.

Sale

$19.97 $59.90 67% off

5 star rating

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

$46.90

5 star rating

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

Sale

$9.97 $42.90 77% off

4 star rating

A berry-colored strapless knit midi dress with a cowl neckline and asymmetric hem for sultry allure.

Best Seller

$39.90

5 star rating

A red striped knit midi dress featuring a strapless neckline, cutout bodice, and bodycon silhouette.

Sale

$9.97 $49.90 80% off

5 star rating

An elegant black mesh midi dress with ruched sides, sheer sleeves, and a tiered ruffled hem.

$38.90

5 star rating

A brown knit bodycon midi dress with ruched detailing and a sleeveless sweetheart neckline.

$59.90

5 star rating

A chic navy blue midi dress with glitter knit fabric, sweetheart neckline, and lace-up back.

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Now Trending

Marissa Formal Satin Cowl Neck Dress in Green
(162) 4.5740743 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

Leila Sequin Bodycon Mini Dress in Royal Blue
(138) 4.7028985 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: XL | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric

Senorita Mesh Strappy Mini Dress in Red
(81) 4.580247 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 Red | Size: M | Knit Fabric/Mesh Fabric/Mesh Fabric

Windsor Exceptional Off-The-Shoulder Flared Midi Dress in Natural
(66) 4.621212 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 Natural | Size: XS | Knit Fabric

Cute Attitude Ponte Slit Mini Skort in Black
(63) 4.7619047 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

Windsor Keira Faux Pearl Strappy Open-Back Mini Dress in Light Blue-2
(53) 4.773585 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 Light Blue-2 | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric

Get Down With Basic Slit Mini Skirt in Black
(52) 4.1346154 star rating

A fashionista like you will adore this basic mini skirt for creating your day and night looks! Featuring an elasticized high-rise waistband, bodycon silhouette, and a flirty front hem slit on stretchy and smooth knit fabric. Style with a corset top and heels. Fit & FeaturesHigh-rise elasticized waistband, Bodycon silhouette, Front hem slit, Mini-length hem, Stretchy and smooth knit fabric, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Get Down With Basic Slit Mini Skirt in Black | Size: XL | 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

Kristen Faux Pearl Mini Party Dress in White
(46) 4.695652 star rating

Both sexy and demure, the Kristen party dress wows from every angle! Perfect for bachelorette weekends, themed soirees, and formal birthdays! She features a sleeveless sweetheart neckline with a padded bust, cowl draping, adjustable spaghetti straps, and side ruched seams that hug your curves along her short bodycon silhouette. The formal party dress is composed of a faux pearl embellished mesh fabric with a stretchy knit lining. Complete the look in statement block heels. Fit & FeaturesSleeveless sweetheart neckline, Padded bust, cowl draping, Adjustable spaghetti straps, Side ruched seams, bodycon silhouette, Mini-length hem, Faux pearl embellishments, mesh fabric, stretch knit lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Kristen Faux Pearl Mini Party Dress in White | Size: XS | 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