Workwear Midi Dresses
Ready to rock the office runway, Windsor girl? Our collection of workwear midi dresses is here to take your 9-to-5 style game from drab to fab. Whether you're commanding the boardroom or owning that virtual meeting, these chic and versatile pieces are your secret weapon for making power moves with a side of sass. From sleek silhouettes to playful patterns, each dress is designed to keep you looking effortlessly polished while letting your personality shine through. So go ahead, strut your stuff and show them who's boss—because in these workwear midi dresses, you're unstoppable!
$46.90
A brown woven midi dress with a ditsy floral pattern, corset bodice, and high front slit.
$44.90
A chic taupe bodycon midi dress featuring a ribbed knit fabric and stylish button accents.
$54.90
A black ribbed knit midi dress featuring a tie-dye pattern, scoop neckline, and back slit.
$19.97 $29.90 33% off
A mauve knit midi dress with a square neckline and form-hugging fit for versatile styling.
$18.97 $44.90 58% off
A black rib knit bodycon midi dress with a chic cutout neckline and fitted long sleeves.
$42.90
A sleek black knit midi dress with a cowl neckline, high slit, and fitted A-line silhouette.
$36.90
An elegant natural off-the-shoulder midi dress with a stretchy knit fabric and flared hem.
$38.90
A white sleeveless ribbed knit midi dress featuring a V-neckline and chic high front slit.
$39.90
A brown knit midi dress with long sleeves, off-the-shoulder neckline, and ruched bodycon fit.
$38.90
An ivory strapless bodycon midi dress with ribbed knit fabric and extra glitter for sparkle.
$44.90
A grey ribbed knit midi dress featuring a sweetheart neckline with a twist accent and long sleeves.
$20.97 $46.90 55% off
A brown leopard print satin midi dress with a sheer lace bust overlay and tie-front detail.
$9.97 $38.90 74% off
A brown knit bodycon midi dress with flare cuff sleeves and a V-neckline for chic occasions.
$22.97 $49.90 54% off
An elegant black mesh midi dress with ruched details, sheer sleeves, and a ruffled hem.
$34.90
A plum floral midi dress with a strapless neckline and front slit in knit fabric.
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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
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
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
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
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
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
$9.97 $49.90
80% off
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
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
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
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
Workwear Midi Dresses
When you’re out here making moves and breaking glass ceilings, your wardrobe should be right there with you—powerful, polished, and ready for anything. Workwear midi dresses for women are the ultimate style hack for the girl who wants to slay her 9-to-5 and still have enough energy to hit happy hour after. Think about it: a midi dress that means business at the boardroom but still lets you twirl through the city streets after hours? That’s not just a want, that’s a need. Midi lengths strike that sweet spot—long enough to keep things professional, but flowy and flattering enough to keep you feeling like the main character. Whether you’re pitching the big idea, leading a team meeting, or just want to feel like a boss babe while you’re grabbing your morning latte, these dresses have your back. And let’s be real, there’s something about slipping into a dress that fits just right, hugs in all the right places, and gives you that instant confidence boost. It’s like your own personal pep talk, but in fabric form.
Shopping for workwear midi dresses isn’t just about ticking boxes for the office dress code—it’s about expressing your vibe, your ambition, and your sense of adventure (even if the adventure is just surviving back-to-back meetings). Look for details that make you feel unstoppable: a cinched waist here, a sassy slit there, maybe a little ruching or a bold color to keep things interesting. Comfort is key, too, because nobody’s got time for fussy zippers or itchy fabrics when you’re running the world. Breathable materials and easy-care fabrics are your best friends, especially when the days get longer and you’re juggling a million things at once. And if you’re on the hunt for a gift that says “I see you, boss,” a midi dress can be the ultimate pick-me-up for a bestie who’s starting a new job, celebrating a promotion, or just deserves to feel like the queen she is. Pair it with a killer blazer, a statement necklace, or even some sneaky-cute sneakers for a look that’s all about versatility and confidence. And if you’re feeling extra, don’t forget to check out the latest Workwear Skirts for even more ways to mix, match, and conquer your workweek style.
The beauty of workwear midi dresses for women is that they’re made for real life—the kind where your calendar is packed, your coffee is strong, and your dreams are even stronger. These dresses are for the girls who color-code their planners, who know every shortcut to the best lunch spots, and who believe that a killer outfit can change your whole day. They’re perfect for those days when you want to make an entrance (and an impression), but also for the days when you just need something easy, reliable, and chic. Midi dresses have that magical ability to work for every body type and every personality, whether you’re all about bold prints or keeping it classic with neutrals. They’re the wardrobe MVPs you reach for again and again, season after season, because they never go out of style and always make you feel like your best self. So, go ahead—step into your power, turn heads, and let your workwear midi dress do the talking. The world is your runway, and you’re just getting started.