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!
$42.90
A sleek black knit midi dress with a cowl neckline, high slit, and fitted A-line silhouette.
$36.90
An elegant black 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.
$49.90
An A-line midi dress in natural woven fabric featuring a smocked bodice, pleats, and hidden pockets.
$36.90
A black knit midi dress with a sleeveless square neckline, ruching, and pleated mermaid silhouette.
$38.90
An ivory strapless bodycon midi dress featuring double-lined rib knit fabric with extra glitter sparkle.
$39.90
A captivating black floral mesh maxi dress with a lace-up back and flared hem.
$44.90
A grey ribbed knit midi dress with a sweetheart neckline and twist accent, perfect for casual outings.
$9.97 $38.90 74% off
A brown knit bodycon midi dress with flare cuff sleeves and a stylish V-neckline.
$9.97 $49.90 80% off
An elegant black mesh midi dress with ruched details, sheer sleeves, and a ruffled hem.
$59.90
A green satin wrap midi dress with a sleeveless cowl neckline and high-side slit.
$39.90
A burgundy knit midi dress featuring a one-shoulder neckline, bow trim, and flared hem.
$20.97 $46.90 55% off
An ivory woven A-line midi dress featuring lace-up details, smocked bust, and hidden side pockets.
$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 form-hugging silhouette, and a chic high front slit to showcase some leg. Fit & FeaturesSleek knit fabric, stretchy knit lining, Cowl neckline, Spaghetti straps, High waist seam, Form-hugging silhouette, High front slit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek And Smooth High Slit Midi Dress in Navy Blue | Size: M | 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 Black | 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 Green | Size: S | 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
Sophistication meets sultry on the Marjorie formal dress perfect for cocktail parties and dressy family get-togethers. She features sheer chiffon peasant long sleeves, a square neckline, a bodycon silhouette, and a front ruched seam leading to the skin-flaunting slit along her midi-length hem. The formal dress is composed of a lined crepe fabric with a moderate stretch. Style with a chic clutch and heels to complete the look! Fit & FeaturesSheer chiffon peasant long sleeves, square neckline, Front ruched seam, slit detail, Bodycon silhouette, Midi-length hem, Lined crepe fabric, moderate stretch, Bra-friendly design, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Marjorie Formal Chiffon Sleeve Midi Dress in White | Size: XL | Chiffon/Crepe 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 Green | Size: XS | 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: XS | Woven 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
Set the tone for spring dressing in this halter floral midi dress. The voluminous fit and flare silhouette embodies vintage charm with pretty modern details like a corset bodice and lace-up back design. Fit & FeaturesDelicate floral print, Poplin woven fabric, tulle and woven linings, Halter V-neckline with tie straps, wired underbust, Side zipper and hook-eye closure, Corset bodice, flexible boning, lace-up back, Fit and flare silhouette, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Set For Spring Halter Corset Floral Midi Dress in Natural | Size: XS | Woven 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: L | Woven Fabric
Workwear Midi Dresses
When it comes to slaying your nine-to-five (and all the after-hours plans you’re squeezing in), nothing does it quite like workwear midi dresses for women. Think about it: the perfect midi dress is like your secret weapon—polished enough for the boardroom, but with just the right amount of sass to take you from coffee runs to cocktails without missing a beat. These dresses are the definition of multitasking. Picture yourself breezing into the office with a midi that fits like it was made for you, cinched at the waist, skimming just below the knee, and moving with you as you conquer that to-do list. The best part? Midi dresses Windsor-style are all about mixing business with pleasure—think playful prints, sleek solids, and those cheeky little details that say, “Yeah, I’m here to work, but I’m also here to turn heads.” Whether you’re the boss babe running the show, the creative spark in a sea of cubicles, or the intern making a killer first impression, a midi dress is your instant confidence boost.
Gifting a workwear midi dress is basically handing someone the keys to their own main character moment. It’s a thoughtful gesture for the friend who’s starting a new job, the sister who’s leveling up her style game, or even your mom who’s always on the go but never misses a chance to look chic. There’s something about slipping into a midi that feels empowering—like you can handle whatever the day throws at you, even if that’s a last-minute meeting or an impromptu happy hour. And let’s be real, in the heat of July, a breezy midi dress is a lifesaver: cool enough to keep you comfortable, but still totally office-appropriate. You can layer it up with a blazer for those arctic-level conference rooms, or let it shine solo when the sun’s out and the vibes are high. Plus, midi dresses transition seamlessly into weekend plans—just swap your pumps for sneakers or sandals, add a denim jacket, and you’re good to go.
If you’re building out your workwear wardrobe, don’t forget to give your closet a little extra love with separates that play nice with your midi dresses. A killer collection of Workwear Skirts can be mixed and matched for endless outfit combos, keeping your style fresh and your mornings stress-free. The beauty of midi dresses Windsor girls love is how easy they make it to look put-together—no overthinking, just grab and go. Whether you’re dressing up for a big presentation, keeping it low-key for casual Fridays, or showing up for yourself just because you can, these dresses have your back. Let your workwear midi dress do the talking, and get ready to own every room you walk into—because you’re not just dressing for the job you have, you’re dressing for the life you want.