Comfortable Dresses For Work
When you’re on the grind and still want to serve looks, comfortable dresses for work are your secret weapon. Because who says you can’t crush deadlines and look absolutely iconic at the same time? Whether it’s back-to-back meetings or coffee runs with your work bestie, these styles have your back—so you can stay polished, confident, and totally unstoppable from nine to five (and beyond).
$36.90
A chic pink skater dress with a ribbed knit, off-the-shoulder neckline, and long fitted sleeves.
$39.90
A brown knit midi dress with long sleeves, off-the-shoulder neckline, and ruched bodycon fit.
$19.97 $29.90 33% off
A mauve knit midi dress with a square neckline and form-hugging fit for versatile styling.
$9.97 $38.90 74% off
A brown knit bodycon midi dress with flare cuff sleeves and a stylish V-neckline.
$9.97 $28.90 66% off
A charcoal ribbed knit midi dress with a crew neckline and form-hugging fit.
$18.97 $44.90 58% off
A black rib knit bodycon midi dress with a chic cutout neckline and fitted long sleeves.
$49.90
A natural striped cotton-blend midi dress featuring a halter neckline, A-line fit, and hidden side pockets.
$42.90
A sleek sage midi dress with a sleeveless cowl neckline, high slit, and stretchy knit fabric.
$36.90
An elegant sage off-the-shoulder midi dress with a bodycon fit and flared hem.
$38.90
A black sleeveless ribbed knit midi dress with a V-neckline and chic high front slit.
$64.90
A sage skater dress with a lace-trimmed sweetheart neckline and adjustable lace-up back.
$23.97 $52.90 55% off
A black floral mesh midi dress with a sweetheart neckline, ruching, and a flirty side slit.
$42.90
A navy blue velvet midi dress with a sleeveless sweetheart neckline and pleated bodice.
$35.90
A natural-colored sleeveless mini dress in stretchy knit with a faux wrap-front and tie detail.
$35.90
A pink sleeveless bodycon midi dress with a square neckline and stretchy knit fabric.
$38.90
An ivory strapless bodycon midi dress featuring double-lined rib knit fabric with a flowy hem.
$22.97 $49.90 54% off
A sage woven maxi dress featuring a flirty bust tie and flowy ruffled silhouette.
$36.90
A mauve knit midi dress with a sleeveless square neckline and pleated mermaid silhouette.
$32.90
A chic red sleeveless midi dress with ruched seams and a flattering bodycon silhouette.
$28 $39.90 30% off
A khaki woven midi dress featuring a smocked bodice, ruffled hem, and dual spaghetti straps.
$59.90
A green satin wrap midi dress with a sleeveless cowl neckline and high-side slit.
$36.90
A heather grey knit mini dress with an off-the-shoulder neckline and A-line silhouette.
$19.97 $24.90 20% off
An olive ribbed knit bodycon midi dress featuring cap sleeves and a flirty cutout back.
$49.90
An A-line midi dress in natural woven fabric with a smocked bodice, pleats, and hidden pockets.
$19.97 $42.90 53% off
A charming ivory midi dress with a ditsy floral print and lace-trimmed sweetheart neckline.
$22.97 $49.90 54% off
An elegant black mesh midi dress with ruched details, sheer sleeves, and a tiered ruffled hem.
$38.90
A sage green knit midi dress featuring a sleeveless square neckline, ruching, and a flared hanky hem.
$119.90
A sage floral chiffon dress featuring a lace-up back, ruffled high slit, and elegant A-line silhouette.
$56.90
A versatile black knit bodycon midi dress with a convertible neckline for multiple styling options.
$22.97 $49.90 54% off
A light blue chiffon skater dress with polka dots, a V-neckline, and adjustable spaghetti straps.
$38.90
A burgundy knit skater dress featuring a cold-shoulder design and corset-style seams for a sleek look.
$59.90
An effortlessly pretty chiffon midi dress with a floral print, ruffled tiers, and smocked details.
$49.90
A light blue chiffon midi dress with puff sleeves, floral print, and a chic high front slit.
$38.90
An olive knit midi dress featuring an off-the-shoulder neckline, ruching, and a high back slit.
$46.90
An ivory woven A-line midi dress featuring lace-up details, smocked bust, and hidden side pockets.
$44.90
A wine-colored rib knit bodycon midi dress with a square neckline and center back slit.
$34.90
A plum floral knit midi dress featuring a strapless neckline and stylish front slit.
$69.90
A natural gauze midi dress featuring a strapless smocked bodice and cascading ruffled silhouette.
$49.90
A strapless black woven midi dress featuring a color block bodice, flowy hem, and hidden side pockets.
$39.90
A striped ivory knit midi dress featuring a square neckline and curve-hugging, casual fit.
$52.90
An ivory woven A-line midi dress featuring a sweetheart neckline, underbust cutout, and adjustable straps.
$52.90
A white floral A-line midi dress featuring puff sleeves, a square neckline, and a flirty front slit.
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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
Comfortable Dresses For Work
Let’s be real: the best part of any workday is when you walk into the office feeling like a boss *and* like you could curl up on the couch for a midday nap (if only your boss would let you, right?). That’s the magic of comfortable work dresses—they’re your secret weapon for conquering that endless to-do list, surviving back-to-back meetings, and still looking put-together for spontaneous after-work hangs. These dresses are for the girl who’s got her hustle on lock but refuses to sacrifice comfort for style. Think buttery-soft fabrics that move with you, silhouettes that flatter every curve, and details that whisper “I woke up like this” (even if you hit snooze three times). Whether you’re clocking in at a corporate gig, running your own empire, or just need to look sharp for Zoom calls from your kitchen table, comfortable work dresses are your ticket to feeling as good as you look.
These are the dresses that make you want to strut your stuff down the hallway, coffee in hand, ready to slay whatever the day throws at you. They’re perfect for gifting, too—think about your bestie who’s starting her first big-girl job, your sister who’s always on the go, or your mom who deserves to feel fabulous from 9 to 5 (and beyond). Shopping for comfortable work dresses means keeping an eye out for those little details that make all the difference: soft linings, adjustable waist ties, pockets (because duh), and necklines that strike the perfect balance between professional and playful. You want something that breathes, stretches, and keeps you cool while you’re running to catch the elevator or dashing out for a midday lunch date. And let’s not forget—these dresses are made for mixing and matching. Throw on a blazer for that big presentation, or swap in sneakers for a casual Friday vibe. Either way, you’ll be ready for anything, from impromptu brainstorm sessions to after-hours happy hour.
If you’re all about that feel-good, look-good energy, you’re in the right place. Dressing for work doesn’t have to mean squeezing into stiff, boring styles that cramp your vibe. Instead, fill your closet with pieces that bring you joy and keep you comfy all day long. Whether you’re shopping for yourself or hunting for the perfect gift to hype up your work bestie, you’ll find that the right dress can totally change your mood (and maybe even your career trajectory—just saying). For even more inspo on how to keep things cozy and cute, check out our Comfortable Clothing For Women collection and get ready to upgrade your workday wardrobe with pieces that’ll have you feeling unstoppable.