Daytime Midi Dresses

Get ready to slay the day with our collection of daytime midi dresses that are as versatile as they are chic. These beauties are your perfect partners for brunch dates, office meetings, or spontaneous adventures with your besties. Effortlessly stylish and oh-so-comfy, they bring together the right mix of sass and sophistication. Whether you're twirling through a sunlit park or making power moves at work, these midi dresses have got you covered, literally and figuratively. Let's make every moment a runway moment!

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$42.90

4.671429 star rating

A sleek black knit midi dress with a cowl neckline, high slit, and fitted A-line silhouette.

Best Seller

$36.90

4.633803 star rating

An elegant sage off-the-shoulder midi dress with a bodycon fit and flared hem.

$38.90

4.577778 star rating

A white sleeveless ribbed knit midi dress featuring a V-neckline and chic high front slit.

$44.90

4.571429 star rating

A sophisticated white midi dress featuring sheer chiffon sleeves and a sultry ruched bodycon silhouette.

$54.90

4.342857 star rating

An ivory satin midi dress with a corset seam bodice and pleated faux wrap hem.

$46.90

4.909091 star rating

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

$59.90

3.888889 star rating

A light blue woven midi dress featuring a corset bodice and charming lace-up back detail.

$49.90

5 star rating

An ivory mesh midi dress with a dainty floral print, ruched seams, and a draped cowl neckline.

Sale

$9.97 $48.90 80% off

4.5 star rating

A sage mesh midi dress with a V-wired notch and tiered ruffled hem for elegant occasions.

$39.90

4 star rating

A curve-flaunting black floral mesh maxi dress with a lace-up strappy back and flared hem.

$36.90

3.75 star rating

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

Sale

$19.97 $28.90 31% off

5 star rating

A breezy black midi dress featuring gauze fabric, a V-neck, adjustable straps, and hidden side pockets.

$44.90

3.5 star rating

A light blue lace midi dress featuring a low-cut back, square neckline, and trumpet hem.

$42.90

4.5 star rating

A vibrant orange knit midi dress featuring a halter neckline, side cutouts, and a flattering bodycon fit.

$36.90

5 star rating

A sleek black knit midi dress with a halter neckline and flared mermaid silhouette.

Sale

$9.97 $29.90 67% off

5 star rating

A pink ribbed knit bodycon midi dress with a square neck, spaghetti straps, and high side slit.

$52.90

3.5 star rating

An ivory woven A-line midi dress featuring a sweetheart neckline, underbust cutout, and adjustable straps.

$59.90

3 star rating

A green satin wrap midi dress featuring a sleeveless cowl neckline and high-side slit.

$42.90

5 star rating

A sleek green knit midi dress featuring a strapless sweetheart neckline, pleated overlay, and back slit.

$42.90

5 star rating

A strapless burgundy midi dress in sleek knit fabric, featuring a pleated bust and sultry back slit.

$38.90

5 star rating

A pink floral mesh midi dress featuring a strapless neckline and curve-hugging fit for elegant occasions.

Sale

$26.97 $59.90 55% off

3 star rating

A taupe floral chiffon midi dress featuring a halter neckline with a stone insert and flowy silhouette.

$49.90

5 star rating

A pink knit midi dress featuring a pleated sweetheart neckline, cutout back, and form-hugging silhouette.

$36.90

A burgundy tube midi dress crafted from smooth, stretchy knit fabric with a flattering bodycon silhouette.

$44.90

An elegant burgundy velvet midi dress with a lace-trimmed sweetheart neckline and corset bodice.

$59.90

A white satin midi dress featuring a strapless neckline, back bow detail, and flattering bodycon silhouette.

$39.90

A brown tropical floral mesh midi dress featuring a strapless neckline, ruched sides, and a sheer flowy hem.

Sale

$9.97 $49.90 80% off

A strapless black woven midi dress featuring a color block bodice, flowy hem, and hidden pockets.

$39.90

A wine-colored knit bodycon midi dress featuring a sweetheart neckline, bust detail, and sleek silhouette.

$40.90

A strapless denim midi dress featuring a sweetheart neckline, side slit, and curve-hugging knit fabric.

$45.90

A strapless bodycon midi dress in natural floral mesh with a back slit and no-slip grip lining.

$59.90

A sage satin midi dress with a V-neckline, strappy back, and elegant side slit.

$34.90

A strapless plum floral midi dress with a hip-hugging fit and elegant front slit.

$48.90

A strapless wine midi dress featuring glitter mesh, flattering ruching, and a chic side slit.

$42.90

A black knit midi dress featuring a front-tie bust, underbust cutout, and high front slit.

$48.90

4.9 star rating

An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.

$35.90

5 star rating

A sage green sleeveless midi dress in stretchy knit fabric with a flattering bodycon silhouette.

$46.90

3.444444 star rating

A sleek black bodycon midi dress with a square neckline and stretchy double-lined knit fabric.

$35.90

5 star rating

A white knit bodycon midi dress featuring a square neckline, spaghetti straps, and side ruched seams.

$45.90

4 star rating

An elegant white satin midi dress with a strapless cowl neckline and form-hugging fit.

$46.90

4 star rating

A burgundy bodycon midi dress featuring floral lace texture, a square neckline, and a daring front slit.

$59.90

4.333334 star rating

A chic navy blue midi dress with a glitter knit fabric, high slit, and lace-up back.

$69.90

5 star rating

A glamorous gold satin midi dress with floral applique, faux pearls, and a lace-up back.

Sale

$9.97 $49.90 80% off

3.5 star rating

An elegant black mesh midi dress with ruched sides, sheer sleeves, and a tiered ruffled hem.

$35.90

5 star rating

A black knit halter midi dress featuring a crisscross back, ruched sides, and a bodycon silhouette.

$139.90

5 star rating

A blush mesh A-line formal dress with garden rose print and elegant ruffled details.

$34.90

5 star rating

A stunning emerald satin-knit midi dress with a strapless neckline and flattering ruched details.

$39.90

5 star rating

An ivory ribbed knit midi dress featuring a strapless neckline, side ruching, and a flattering bodycon fit.

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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
(22) 4.909091 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

Windsor Thriving Blooms Corset Floral Slit Midi Dress in Black
Sale
(15) 4.9333334 star rating

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: S | Woven Fabric

Sweet Look Eyelet Knit Skater Dress in White
(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
(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
(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

Dinner Downtown Sleeveless Ruched Midi Dress in Brown
(8) 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: S | 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 Petit Blooms Floral Eyelet Midi Dress in Ivory
Sale
(5) 5 star rating

Dainty floral makes this eyelet midi dress the cutest spring-to-summer style! Fit & FeaturesDainty floral print, eyelet fabric, sewn-in knit lining, Strapless neckline, Bodycon fit, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Petit Blooms Floral Eyelet Midi Dress in Ivory | Size: XS | Knit Fabric

Daytime Midi Dresses

When you’re building that effortlessly cool wardrobe, nothing hits quite like a midi dress for daytime plans. It’s the sweet spot of style and comfort—the length is just right for twirling through brunch with your besties, owning the office, or making a statement at a casual get-together. Picture this: you, a windswept sidewalk, and a midi dress Windsor girls swear by—one that moves with you, never against you. Whether you’re feeling the flirty energy of a ditsy floral or the structured confidence of a corset midi dress, these pieces are designed to keep up with your every adventure. And let’s be real, the right midi dress day look can turn a simple coffee run into a full-on main character moment. If you’re hunting for a gift that’ll have your BFF texting you heart emojis for weeks, or you just want to treat yourself to something that makes you feel like you’re starring in your own rom-com, midi dresses Windsor style are the move.

Choosing your perfect midi dress daytime style is all about the vibe you want to bring. Maybe you’re channeling that windsor chic fall vibe with deep earth tones, cozy knits, or playful prints that make you want to snap a pic for the ‘gram. Or maybe you’re all about the classic, clean lines that let your accessories do the talking—think layered necklaces, chunky boots, or a statement bag. The beauty of a midi dress Windsor collection is how easy it is to dress up or down. Switch your sneakers for heels, toss on a denim jacket, and suddenly you’re ready for a rooftop hang or a spontaneous dinner date. If you’re feeling bold, go for a corset midi dress that cinches you in all the right places, giving you that sculpted silhouette with just the right amount of edge. And don’t sleep on the power of reading those corset midi dress reviews—your fellow Windsor girls never gatekeep the best finds.

Midi dresses aren’t just a closet staple—they’re a whole mood. They’re for the girl who wants to feel put-together without trying too hard, for the friend who’s always up for an adventure, and for anyone who believes that what you wear should bring out your confidence. Whether you’re shopping for yourself or picking out a gift that says “I totally get your style,” you’ll find that midi dress day options are as versatile as your plans. For even more inspo and to discover styles that are anything but ordinary, check out the Unique Midi Dresses collection—it’s where you’ll find those head-turning pieces that make every day feel like a runway. From spontaneous road trips to laidback afternoons, a midi dress windsor pick is your ticket to looking and feeling unstoppable, no matter where the day takes you.