Office Midi Dresses

Office midi dresses are your new secret weapon to slay the workday in style! Imagine strutting into the office with a dress that screams boss vibes while keeping you comfy enough to tackle those back-to-back meetings. These beauties are all about blending professionalism with a dash of flair, giving you the confidence to own every presentation and coffee break chat. Whether you're heading for a big pitch or just want to turn heads at happy hour, our collection of office midi dresses is your go-to for making a statement without saying a word. Get ready to conquer the boardroom and beyond, one fabulous dress at a time!

SHOW FILTER

SORT:

RECOMMENDED
SIZE
COLOR
PRICE
ALL FILTERS
SORT
×
×
×
×



SEE RESULTS
Sale

$19.97 $42.90 53% off

4.707317 star rating

A sleek red knit midi dress featuring a cowl neckline, spaghetti straps, and a chic high slit.

$59.90

4.560748 star rating

A black satin wrap midi dress with a cowl neckline, corset seams, and adjustable spaghetti straps.

$59.90

4.46 star rating

A navy blue satin midi dress with a pleated cowl neckline and a 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

$36.90

4.585366 star rating

An elegant natural off-the-shoulder midi dress with a stretchy knit fabric and flared hem.

$44.90

4.560976 star rating

A white midi dress with chiffon sleeves, square neckline, and a ruched bodycon silhouette.

Best Seller

$36.90

4.342105 star rating

A chic magenta midi dress with a cowl neckline, high slit, and cross-back spaghetti straps.

$39.90

4.742857 star rating

A black ribbed knit midi dress with a square neckline, side slit, and metal button accents.

Sale

$29.97 $44.90 33% off

4.352941 star rating

A sultry slate satin midi dress featuring a ruched design, cowl neckline, and front slit.

$33.90

4.5 star rating

A grey strapless bodycon midi dress in soft, stretchy rib knit fabric with a short knit lining.

$42.90

5 star rating

A navy blue velvet midi dress featuring a sleeveless sweetheart neckline and pleated bodice.

$42.90

4.833334 star rating

A shimmering light blue midi dress with a cowl neckline and asymmetrical side slit.

$46.90

3.333333 star rating

A chic black midi dress featuring a strapless ponte knit bodice and pleated chiffon A-line skirt.

Best Seller

$44.90

4.666667 star rating

An enchanting pink floral lace midi dress with ruffled trim and a flirty front slit.

$54.90

5 star rating

A black ribbed knit midi dress with a tie-dye pattern, scoop neckline, and back slit.

$54.90

4.666667 star rating

A light blue chiffon midi dress with a scoop neckline and flowy ruffled silhouette.

Sale

$9.97 $36.90 73% off

5 star rating

A heather grey ribbed knit midi dress with an off-the-shoulder neckline and bodycon silhouette.

$44.90

5 star rating

A grey ribbed knit midi dress featuring a sweetheart neckline with a twist accent and long sleeves.

$44.90

4.333334 star rating

A chic ivory knit midi dress with a mock neck, button accents, and a bodycon silhouette.

$36.90

5 star rating

A burgundy scuba knit midi dress with a sleeveless square neckline and flared mermaid silhouette.

Best Seller

$54.90

4.5 star rating

A vintage-inspired ivory floral midi dress with lace trim, corset details, and hidden pockets.

$46.90

5 star rating

A strapless sage satin midi dress with pleating and a form-hugging fit for elegant occasions.

$59.90

4 star rating

A black velvet wrap midi dress with a sleeveless cowl neckline and floral appliques.

Sale

$19.97 $36.90 46% off

5 star rating

A brown mesh midi dress with an abstract print, crew neckline, and form-hugging silhouette.

$44.90

4.5 star rating

A chic taupe bodycon midi dress featuring button accents and a stretchy rib knit fabric.

$32.90

5 star rating

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

$39.90

5 star rating

An ivory floral midi dress with a flattering A-line silhouette and a stylish front slit.

$40.90

5 star rating

A brown mesh midi dress featuring a sleeveless cowl neckline with abstract floral and leopard prints.

$44.90

3.5 star rating

A maroon midi dress with a sweetheart neckline, ruching, and abstract floral print.

$46.90

5 star rating

A sleek brown midi dress featuring leopard print satin and a sheer lace bust overlay.

Sale

$9.97 $38.90 74% off

5 star rating

A brown knit bodycon midi dress featuring flare cuff sleeves with tie accents and a V-neckline.

$46.90

5 star rating

A black knit midi sweater dress with an abstract striped pattern and a flattering bodycon silhouette.

Sale

$9.97 $46.90 79% off

5 star rating

An ivory ribbed knit midi dress featuring an asymmetrical neckline and pleated popover accent.

$59.90

4 star rating

A sage satin wrap midi dress with a sleeveless cowl neckline and high-side slit.

Sale

$19.97 $26.90 26% off

5 star rating

A taupe midi bodycon dress with a cozy brushed rib-knit fabric and mock neck design.

Sale

$9.97 $24.90 60% off

5 star rating

A cognac knit midi dress with a mock neckline, thigh-high slit, and form-hugging silhouette.

$39.90

5 star rating

A sleek red midi dress with a pleated cowl neckline and ruched knit fabric for a stunning silhouette.

Sale

$29.97 $54.90 45% off

5 star rating

A stunning purple satin midi dress featuring a corset bodice and asymmetrical hem for formal events.

$29.90

5 star rating

A mauve knit midi dress with a square neckline and form-hugging fit, perfect for any occasion.

$44.90

5 star rating

An olive knit bodycon midi dress with side ruched seams and a square neckline.

$28.90

5 star rating

A black knit bodycon midi dress with a crew neck and cap sleeves for versatile occasions.

Sale

$19.97 $34.90 43% off

5 star rating

An olive mesh midi dress with abstract print, mock neckline, and ruched waist for a chic look.

$36.90

5 star rating

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

$49.90

A sleek taupe satin midi dress with a strapless wrap silhouette and flirty side slit.

$44.90

2 star rating

A black midi dress with a floral flocked velvet pattern, halter neckline, and high side slit.

$56.90

A playful yellow midi dress featuring a lace-up back, sweetheart neckline, and convenient side pockets.

$42.90

A sultry red halter midi dress with a V-neckline, open back, and side slit.

$38.90

An olive knit midi dress featuring an off-the-shoulder neckline, long sleeves, and back slit.

Loading...
×
Office Midi Dresses
All Filters
Sort By:
RECOMMENDED
SEE RESULTS
Now Trending
Sleek And Smooth High Slit Midi Dress in Black
(123) 4.707317 star rating

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 Black | Size: S | Knit Fabric

Windsor Margaret Formal Satin Wrap Midi Dress in Burgundy-2
(107) 4.5607476 star rating

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 Burgundy-2 | Size: XS | Rhinestone/Satin Fabric

Seona Formal Satin Midi Dress in Ivory
(50) 4.46 star rating

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 Ivory | Size: XL | Rhinestone

Perfectly Stylish Sleeveless Ribbed Knit Midi Dress in Black
(44) 4.568182 star rating

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

Marjorie Formal Chiffon Sleeve Midi Dress in White
(41) 4.5609756 star rating

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

Windsor Chic Luxe Cowl Neck Slit Midi Dress in Magenta
(38) 4.3421054 star rating

This luxe midi dress is effortlessly chic and perfect for a classy night out! It features a sleeveless cowl neckline, spaghetti straps, a cross-back strap design, a midi-length hem with a high-cut front slit, and a curve-hugging silhouette. The smooth knit fabric offers a moderate stretch. Complete the look in this mid-length dress with rhinestone heels and a clutch. Fit & FeaturesSleeveless cowl neckline, Spaghetti straps, Cross-back strap design, Midi-length hem, high front slit, Form-hugging silhouette, Smooth knit fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Luxe Cowl Neck Slit Midi Dress in Magenta | Size: L | Knit Fabric/Rhinestone

Windsor Strut And Snap Ribbed Knit Midi Dress in Black
(35) 4.742857 star rating

Strut it out in a knit midi dress that is perf for every day! Designed with a ribbed knit fabric, this dress offers a form-hugging fit with a moderate stretch. It features a sleeveless square neckline, tank shoulder straps, a high side slit accented with glossy metal buttons, and a midi-length hem. Complete the look with mules. Shop More Sweater Dresses: Sweater Dress CollectionFit & FeaturesRibbed knit fabric with moderate stretch, Square neckline, Tank shoulder straps, Metal button accents, Side slit, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Strut And Snap Ribbed Knit Midi Dress in Black | Size: L | Knit Fabric

Samantha Formal Satin Midi Dress in Ivory
(31) 4.483871 star rating

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 Ivory | Size: XS | Knit Fabric/Satin Fabric

Windsor Marissa One-Shoulder Asymmetric Midi Dress in White
(21) 4.3809524 star rating

Have a major chic moment in our simply stunning Marissa midi dress! She features a one-shoulder neckline, a back zipper and hook and eye closure, a high waist, and a wrap front with a mid-length asymmetrical hem and a curve-hugging fit. Pair this dress with rhinestone statement earrings and a rhinestone cuff bracelet. Fit & FeaturesOne-shoulder strap neckline, Empire waist, back zipper closure, Asymmetrical wrap silhouette, Form-fitting midi hem, Crepe fabric, knit lining, moderate stretch, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Marissa One-Shoulder Asymmetric Midi Dress in White | Size: S | Knit Fabric/Rhinestone

Windsor Bre Formal Satin Ruched Midi Dress in Slate
Sale
(17) 4.352941 star rating

Keep it sultry and stunning in the gorgeous Bre satin midi dress! She features a sleeveless cowl neckline, spaghetti straps, ruched detailing down the center, a mid-length, curve-hugging silhouette, and a front slit. The formal knee-length dress is crafted from a silky satin fabric with a moderate stretch. Style this midi dress with rhinestone earrings and a sleek clutch. Fit & FeaturesSleeveless cowl neckline, Spaghetti straps, Ruched body, High front center slit, Midi length silhouette, Satin-like fabric with moderate stretch, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Bre Formal Satin Ruched Midi Dress in Slate | Size: L | Rhinestone/Satin Fabric

Office Midi Dresses

Stepping into the office with confidence and style isn’t just about making a statement; it’s about feeling empowered and poised in your own skin. Office midi dresses are the unsung heroes of the workwear wardrobe, offering that perfect blend of professionalism and personality. Picture this: it’s a crisp March morning, you’ve got a major presentation on the horizon, and you need that outfit that not only speaks to your professionalism but also whispers (or shouts, depending on your mood) your unique style. Enter the midi dress. Its length is perfect for the office—long enough to be formal yet short enough to keep things interesting with a playful hemline that dances just below the knee.

Why midi dresses, you ask? Well, they are versatile enough to carry you through all seasons. Layer them up with a smart blazer or a chic cardigan during the cooler days of early spring, or wear them solo as the mercury rises. The beauty of the midi dress lies in its ability to adapt—pair it with heels for a power look, or with flats for those days when comfort is your top priority but you can’t compromise on style. For those looking to expand their collection, our Windsor midi dresses offer a palette of options—from solid colors that mean business to patterns that pop, making you the architect of your office ensemble. And if you’re on the hunt for something that truly stands out, be sure to explore our Beautiful Midi Dresses, where elegance meets everyday wear.

Gifting a midi dress can be a thoughtful and practical gesture, too. Whether it’s a congratulatory gift for a friend’s new job or a birthday present for a fashion-forward loved one, an office midi dress from Windsor is more than just clothing—it’s a vote of confidence. Imagine gifting a dress that becomes part of your bestie’s key career moments; you’re not just giving her a garment, you’re boosting her confidence, cheering her on as she climbs the corporate ladder. Each time she wears it, it’s a reminder that she owns her style and her space. Office midi dresses aren’t just about looking good; they’re about feeling mighty and moving mountains, all while being fabulously dressed for success.