Workwear Dresses

Workwear dresses are your secret weapon for turning every office hallway into your personal runway. Whether you're going from boardroom boss to post-meeting happy hour hero, these looks are made to keep up with your hustle (and your style). From power moves to coffee breaks, you’ll be serving confidence and main character energy all day long. Get ready to break the glass ceiling—and a few hearts—while you’re at it.

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$46.90

A taupe plaid strapless skater dress with a sweetheart neckline and pleated mini silhouette.

Best Seller

$46.90

4.88 star rating

A brown woven midi dress with a ditsy floral pattern, corset bodice, and high front slit.

$36.90

4.692308 star rating

A dark denim ribbed knit skater dress with an off-the-shoulder folded neckline and long sleeves.

$46.90

4.666667 star rating

A black knit midi sweater dress with abstract stripes, square neckline, and back slit accent.

$29.90

An olive green cable knit midi dress featuring a mock neck, sleeveless design, and side slit.

$49.90

A grey pinstripe mini dress in woven fabric featuring a strapless collared neckline and pleated hem.

$36.90

4.142857 star rating

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

$28.90

5 star rating

A chic ivory cable knit midi dress featuring a strapless neckline and form-hugging silhouette.

New Arrival

$39.90

A sleeveless ivory ribbed knit midi dress featuring a mock neckline and flattering bodycon silhouette.

$59.90

A taupe faux suede mini dress featuring a mock neckline, snap buttons, and a zip-up front.

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Perfectly Stylish Sleeveless Ribbed Knit Midi Dress in Black
(45) 4.577778 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

Windsor Chic Fall Vibe Ditsy Floral Corset Midi Dress in Brown
(25) 4.88 star rating

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

Sweet Look Eyelet Knit Skater Dress in White
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(11) 4.3636365 star rating

Capture hearts with your sweet look in this airy eyelet knit skater dress. You'll adore the flowy feel of the fit-and-flare silhouette. Fit & FeaturesEyelet knit fabric with knit lining, Sleeveless square neckline, underbust seam, Adjustable spaghetti straps, Skater silhouette, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweet Look Eyelet Knit Skater Dress in White | Size: M | Knit Fabric

Picturesque Cutie Corset Lace-Up A-Line Midi Dress in Light Blue
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(9) 3.8888888 star rating

Create a cute picturesque 'fit in this corset A-line midi dress! The corset bodice and lace-up back add a touch of allure to the sweet silhouette. Fit & FeaturesWoven fabric lined with stretchy knit, Sweetheart neckline, tie-front detail, Thin adjustable straps, Corset bodice, lace-up back, High waist seam, Midi-length A-line silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Picturesque Cutie Corset Lace-Up A-Line Midi Dress in Light Blue | Size: L | Woven Fabric

Smooth Talker Strapless Bodycon Midi Dress in Light Blue
(9) 4.888889 star rating

Show off your smooth moves in this strapless bodycon midi dress perfect for dressing up or down for any occasion! Fit & FeaturesRib knit fabric, sewn-in knit lining, moderate stretch, Strapless neckline, Side slit, Bodycon silhouette, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Smooth Talker Strapless Bodycon Midi Dress in Light Blue | Size: L | Knit Fabric

Toasty Sweetheart V-Neck Bodycon Knit Midi Dress in Chartreuse
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(9) 4.111111 star rating

This sleeveless ribbed knit midi dress features a striking V-neckline and bodycon fit with a front slit detail for movement. Perfect for layering with a jacket and heels. Fit & FeaturesStretchy ribbed knit fabric, V-neckline, Spaghetti straps, Front slit, Midi-length bodycon fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Toasty Sweetheart V-Neck Bodycon Knit Midi Dress in Chartreuse | Size: L | Knit Fabric

Windsor Dinner Downtown Sleeveless Ruched Midi Dress in Brown
(9) 5 star rating

The perfect chic sleeveless midi dress for grabbing dinner downtown! Crafted from smooth knit fabric, this crew neck dress boasts curve-accentuating ruched seams along the bodycon silhouette and a sleek midi-length hem. Pair with kitten heels and a clutch. Fit & FeaturesSmooth knit fabric, stretchy knit lining, Sleeveless crew neck, Side ruched seams, Bodycon silhouette, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Dinner Downtown Sleeveless Ruched Midi Dress in Brown | Size: XS | Knit Fabric

Pretty Vibes Eyelet Knit Layered Skater Dress in White-2
(5) 4.6 star rating

Show off pretty vibes in this adorable layered skater dress made with breezy eyelet knit fabric. Pair with sneakers for a cute casual look or wedges for a dressier style. Fit & FeaturesStretchy sheer eyelet knit fabric, partial knit lining, Square neckline, Spaghetti straps, Double-layered skater skirt, Short fit-and-flare silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Pretty Vibes Eyelet Knit Layered Skater Dress in White-2 | Size: L | Knit Fabric

Windsor Blissful Cutie Halter Cutout Skater Dress in Blue
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(5) 5 star rating

Get swept off your feet in this cute skater dress for any casual occasion! With its halter neckline and cutout bodice, this dress is designed to show off your figure, while the ruffled mini-length hem adds a flirty touch. Fit & FeaturesGauze woven fabric, woven lining, Halter neckline with spaghetti strap ties, Stretchy smocked bust, Cutout bodice, Ruffled skater silhouette, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Blissful Cutie Halter Cutout Skater Dress in Blue | Size: M | Gauze/Woven Fabric

Windsor So Effortless Tie-Front Ruffled Skater Dress in Olive
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(4) 5 star rating

Make your weekend outfits so effortless with this adorable tie-front skater dress. The lightweight gauze fabric paired with the ruffled skater silhouette creates that breezy, flowy fit you'll love. Fit & FeaturesGauze woven fabric with smooth woven fabric, no stretch, Sleeveless V-neckline, padded bust, bust tie accent, keyhole cutout, Adjustable spaghetti straps, Partially smocked back, High waist seam, Short skater silhouette, tiered ruffled design, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Effortless Tie-Front Ruffled Skater Dress in Olive | Size: S | Gauze/Woven Fabric

Workwear Dresses