Date Night Midi Dresses
Ready to turn heads and steal hearts? Date night midi dresses are here to make sure you’re the center of attention, whether it's a candlelit dinner or a spontaneous adventure. These dresses strike the perfect balance between flirty and sophisticated, giving you that effortlessly chic vibe. From sultry slits to playful prints, each piece whispers confidence and promises an unforgettable evening. So go ahead, slip into something fabulous and let your style do all the talking—because tonight is all about you, gorgeous!
$36.90
An elegant black off-the-shoulder midi dress with a bodycon fit and flared hem in stretchy knit.
$35.90
A pink sleeveless bodycon midi dress with stretchy knit fabric and a flattering square neckline.
$36.90
A green sleeveless midi dress in stretchy knit fabric with a square neckline and flared hem.
$36.90
A sultry brown knit midi dress featuring a lace-up back, ruched bodycon fit, and side slit.
$46.90
A sage green knit midi dress featuring a cowl halter neckline, pleated bust, and ruched bodycon silhouette.
$59.90
A navy blue satin wrap midi dress with a cowl neckline and adjustable spaghetti straps.
$59.90
A navy blue satin midi dress with a pleated cowl neckline and high side slit.
$38.90
A black sleeveless ribbed knit midi dress with a V-neckline and chic high front slit.
$44.90
A sophisticated white midi dress featuring sheer chiffon sleeves and a sultry ruched bodycon silhouette.
$54.90
An ivory satin midi dress with a corset seam bodice and pleated faux wrap hem.
$36.90
A wine-colored bodycon midi dress with a surplice V-neckline and spaghetti straps for elegant occasions.
$9.97 $49.90 80% off
A red satin midi dress with a cowl neckline and side ruching for an elegant silhouette.
$46.90
A black floral midi dress with a corset bodice, sweetheart neckline, and flirty front slit.
$54.90
A chic black midi dress with a glitter knit fabric, featuring a wrap hem and flirty slit.
$48.90
An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.
$35.90
A white knit bodycon midi dress featuring a square neckline, spaghetti straps, and side ruched seams.
$19.97 $42.90 53% off
A natural floral print bodycon midi dress with a lace-up back and flirty side slit.
$49.90
A black sheer midi dress with off-the-shoulder neckline, plunging v-neck, and high-side slit.
$39.90
A red knit bodycon midi dress with a halter V-neckline and a center back slit.
$39.90
A captivating black floral mesh maxi dress with a lace-up back and flared hem.
$36.90
A mauve knit midi dress with a sleeveless square neckline and pleated mermaid silhouette.
$46.90
A burgundy bodycon midi dress featuring floral lace texture, a square neckline, and a daring front slit.
$59.90
A green satin midi dress featuring a cowl neckline, pleated bodice, high side slit, and twist-back detail.
$44.90
A black mesh midi dress with a floral flocked velvet pattern and a high side slit.
$9.97 $59.90 83% off
A black glitter midi dress with sheer sleeves, bodycon fit, and a ruched slit detail.
$42.90
An elegant blue floral midi dress with a strappy back, cowl neckline, and mesh fabric.
$19.97 $39.90 50% off
A khaki woven midi dress with a smocked bodice, square neckline, and ruffled A-line silhouette.
$59.90
A chic navy blue satin midi dress featuring a strapless bodycon fit and elegant wrap front slit.
$39.90
A chic black strapless midi dress with glitter mesh and a bodycon silhouette for elegant occasions.
$9.97 $42.90 77% off
A chic black strapless midi dress with a cowl-draped neckline and asymmetric high side slit.
$46.90
A mauve satin strapless midi dress with a pleated neckline and flirty side slit.
$36.90
A sleek black knit midi dress with a halter neckline and flared mermaid silhouette.
$44.90
A natural ribbed knit midi dress featuring a bold cutout bodice, side slit, and bodycon silhouette.
$64.90
A brown satin midi dress featuring a beaded applique bust, bodycon fit, and flirty front slit.
$9.97 $49.90 80% off
An elegant black mesh midi dress with ruched sides, sheer sleeves, and a tiered ruffled hem.
$22.97 $49.90 54% off
A light blue chiffon midi dress with floral print, puff sleeves, and a chic high front slit.
$59.90
A chic navy blue midi dress with glitter knit fabric, sweetheart neckline, and lace-up back.
$84.90
An ivory strapless bodycon midi dress with beaded embellishments and a flirty front slit.
$42.90
A vibrant orange knit midi dress featuring a halter neckline, side cutouts, and a flattering bodycon fit.
$48.90
A grey floral mesh midi dress featuring a V-notch neckline, ruched bust, and bodycon silhouette.
$42.90
A black glitter knit midi dress with a cowl neckline, cross-back design, and high side slit.
$54.90
An ivory satin midi dress with a lace-up back, front wrap slit, and adjustable straps.
$42.90
A green satin-knit midi dress with asymmetric pleating and a back slit for elegant movement.
$34.90
A sage mesh midi dress featuring a cowl neckline, ruched sides, and adjustable tie-back straps.
$39.90
A burgundy knit midi dress featuring a one-shoulder neckline, bow trim, and flared hem.
$52.90
A sage midi dress with floral sequins, lace-up back, and bodycon fit for glamorous occasions.
$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.
Now Trending
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
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
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
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
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
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
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
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
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
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
Date Night Midi Dresses
When it comes to making memories, nothing sets the scene quite like slipping into a date night midi dress that makes you feel like the main character. This is your moment to shine—maybe it’s dinner with your crush, an anniversary you want to remember forever, or a spontaneous “just because” night out with your ride-or-die bestie. The magic of a midi dress is all in the details: the swoosh of the hem as you twirl, the way the fit hugs your curves just right, the confidence boost that hits different when you catch your reflection. Whether you’re going for sultry and sleek or flirty and playful, a night dress midi length is the secret weapon in every Windsor girl’s closet. Midi dresses are made for those moments when you want to turn heads without even trying—think candlelit rooftop dinners, rooftop cocktails, or just a stroll through the city lights with someone who gives you butterflies.
Let’s be real: picking your perfect date night midi dress is a whole vibe. You want something that works for wherever the night might take you—dancing, laughing ‘til your sides hurt, or sneaking away for a late-night dessert run. Look for midi silhouettes that move with you and fabrics that feel as good as they look. A sleep dress midi style can double as the ultimate after-party loungewear when you’re winding down, still glowing from the night’s adventures. If you’re shopping for yourself (because self-love is always in style) or searching for a gift that says “I see you and your main character energy,” a Windsor date night midi is a no-brainer. It’s the kind of piece that makes you want to plan a night out just to show it off, and honestly, who could blame you? Midi dresses are also a go-to for group dates, girls’ nights, or even when you’re just in the mood to feel a little extra—because sometimes, you don’t need an excuse to look and feel amazing.
No matter your plans, the right midi dress is all about those effortless, unforgettable moments. Imagine the softest fabrics skimming your skin, a silhouette that flatters every curve, and details that make you feel like you could conquer the world (or at least the dance floor). Midi length dresses are perfect for mixing and matching with your favorite heels, sneakers, or boots—whatever fits your mood and your plans. They make incredible gifts for the friend who’s always up for a night out, the sister who’s celebrating something big, or anyone who deserves a little extra glam in their life. If you’re ready to level up your date night wardrobe or just want to browse more dreamy options, take a peek at our curated collection of Evening Midi Dresses for even more inspo. Remember, you’ve got this—every night is your night when you’re dressed to thrill.