Graduation Midi Dresses

Graduation day is your time to shine, and nothing says "I did it!" quite like a stunning graduation midi dress. Whether you're strutting across the stage or posing for those Insta-worthy pics, these dresses are here to make sure you look effortlessly chic and totally unforgettable. With styles that range from classic elegance to modern flair, you'll find the perfect fit that celebrates your unique vibe. So go ahead, Windsor girl, and embrace this milestone in style—because you've earned every bit of the spotlight!

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Best Seller

$36.90

4.595238 star rating

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

Best Seller

$64.90

5 star rating

An ivory floral midi dress featuring a corset bodice, lace-up back, and voluminous A-line silhouette.

$59.90

4.560748 star rating

A navy blue satin wrap midi dress with a cowl neckline and adjustable spaghetti straps.

$59.90

4.46 star rating

A denim satin midi dress with a pleated cowl neckline, midriff cutout, and high side slit.

$44.90

4.560976 star rating

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

$54.90

4.483871 star rating

A wine satin midi dress featuring a corset seam bodice and pleated faux wrap hem.

$36.90

4.380952 star rating

A chic white one-shoulder midi dress with an asymmetrical hem and curve-hugging crepe fabric.

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.

Sale

$24.97 $49.90 50% off

4.090909 star rating

A red satin midi dress with a cowl neckline, side ruching, and a high slit.

$39.90

4.666667 star rating

A brown knit midi dress with ruched detailing and an off-the-shoulder neckline for casual elegance.

Sale

$30 $42.90 30% off

3.375 star rating

A black satin bodycon midi dress featuring a scoop neckline, waist cutout, and thigh-high slit.

$42.90

3.857143 star rating

A mauve floral mesh midi dress with a bodycon silhouette and asymmetrical ruffled hem.

$42.90

5 star rating

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

$49.90

4.833334 star rating

A white mesh floral midi dress with a square neckline, adjustable straps, and ruched side seams.

$52.90

5 star rating

A black floral mesh midi dress with a sweetheart neckline, ruching, and a flirty side slit.

$36.90

5 star rating

A black knit midi dress with a ditsy floral print, thigh-high slit, and bust tie detail.

$54.90

4.6 star rating

A dazzling green glitter wrap midi dress with a form-hugging silhouette and chic slit.

Sale

$19.97 $44.90 56% off

4.2 star rating

A chic black crepe midi dress with sheer chiffon sleeves and an elegant tie-back design.

$49.90

5 star rating

A navy blue glitter midi dress with a square neckline, spaghetti straps, and wrap slit hem.

Sale

$9.97 $43.90 77% off

4.2 star rating

A sage glitter knit midi dress with a bodycon silhouette and chic thigh-high side slit.

$46.90

5 star rating

A black floral midi dress with a corset bodice, sweetheart neckline, and flirty front slit.

$42.90

4.75 star rating

A natural floral print bodycon midi dress with a lace-up back and flirty side slit.

$42.90

5 star rating

A chic black mesh midi dress with a floral print, crew neckline, and slim-fit silhouette.

$54.90

5 star rating

A royal blue glitter velvet midi dress with a sultry V-neckline and pleated wrap-style bodice.

$42.90

5 star rating

A wine-colored glitter mesh midi dress with a V-neckline, ruching, and an asymmetrical hem.

$54.90

5 star rating

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

$49.90

5 star rating

A black sheer midi dress with off-the-shoulder neckline, plunging v-neck, and high-side slit.

$36.90

5 star rating

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

$39.90

5 star rating

A chic black strapless midi dress with glitter mesh and a bodycon silhouette for elegant occasions.

$79.90

4.5 star rating

A coral sequin-pattern mesh midi dress with a low back, adjustable straps, and bodycon silhouette.

$46.90

5 star rating

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

$34.90

5 star rating

A navy blue satin-knit midi dress with a strapless neckline and ruched detailing for a chic silhouette.

$59.90

5 star rating

A navy blue velvet midi dress with a corset bodice, cowl neckline, and front wrap slit.

$32.90

5 star rating

A chic red sleeveless midi dress with ruched seams and a flattering bodycon silhouette.

$46.90

5 star rating

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

$59.90

4 star rating

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

$64.90

5 star rating

A stunning white sequin midi dress with a one-shoulder neckline and lace-up back design.

Sale

$28 $39.90 30% off

4.5 star rating

A khaki woven midi dress with a smocked bodice, square neckline, and ruffled A-line silhouette.

Sale

$9.97 $59.90 83% off

3.5 star rating

A black glitter midi dress with sheer sleeves, bodycon fit, and a ruched slit detail.

$42.90

3 star rating

An ivory woven fabric midi dress featuring a ditsy floral print and lace-trimmed sweetheart neckline.

$59.90

4 star rating

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

$29.90

5 star rating

A mauve knit midi dress with a square neckline and form-hugging fit for versatile styling.

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.

Sale

$9.97 $54.90 82% off

5 star rating

A glamorous pink satin midi dress with a one-shoulder neckline and adjustable spaghetti straps.

$39.90

5 star rating

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

$42.90

5 star rating

A black midi dress with rhinestones, featuring a cowl neckline and asymmetrical high-side slit.

$36.90

5 star rating

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

$30.90

5 star rating

An ivory eyelet midi dress with a dainty floral print and strapless bodycon fit.

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Graduation Midi Dresses
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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

Margaret Formal Satin Wrap Midi Dress in Navy Blue
(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 Navy Blue | Size: S | 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: L | 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

Windsor 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: XS | Chiffon/Crepe Fabric

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: S | 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

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: XS | 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

Nadine Formal Ruched Satin Midi Dress in Red
Sale
(11) 4.090909 star rating

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

Graduation Midi Dresses

Oh, darling, graduation season is upon us, and it’s not just about tossing caps and clutching diplomas—it’s a full-on fashion moment waiting to happen. Picture this: you, striding across that stage in a stunning graduation midi dress, turning that walk into your very own runway. Whether you’re the graduate basking in your achievements or a proud family member snapping pics from the sidelines, choosing the perfect midi dress is like selecting your armor for the day—both celebratory and a tad ceremonial. Graduation isn’t just an event; it’s the culmination of years of hard work, late nights, and, let’s be honest, more than a few coffee runs. It’s a day packed with photos that’ll line family mantels for years to come, so slipping into the right midi dress matters.

Let’s dive into the swirl of fabrics and colors. Imagine soft, flowy materials that catch the spring breeze, in hues that range from daring reds to classic blacks or enchanting pastels. Midi dresses strike that perfect balance between formal and fun, offering a playful yet poised look that whispers, “I’m here to celebrate, but I’ve totally got this adulting thing down.” They’re versatile too—pair them with a sleek pair of heels for the ceremony or swap in some comfy flats for the after-party. And here’s a pro tip: layer up! A chic blazer or a dainty cardigan can combat any unpredictable spring chills and still keep your outfit on point. Whether you’re gifting this dress to a remarkable grad or treating yourself for the big day, a midi dress is not just a purchase—it’s an investment in confidence and style.

Now, if you’re still twirling in the dressing room of decisions, don’t fret. We’ve curated a collection that’s as diverse as the dreams walking the stage. From lace touches that add a hint of romance to sleek, modern cuts that scream sophistication, there’s something here that’s bound to make you feel like the lead in your own life’s movie. And isn’t that what graduation is all about? Stepping into the next chapter with a bit of flair and a lot of courage. So, whether you’re eyeing a dress that’s boldly minimalist or charmingly embellished, remember that today’s about you, your achievements, and your journey. Glide through our selection of Graduation Dresses and find that perfect midi that not only matches your style but also celebrates it. Because, after all, every graduation should feel like a personal victory parade, tailored just for you.