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

$48.90

4.435484 star rating

A sage satin midi dress with a cowl neckline, spaghetti straps, and an asymmetrical high slit.

Best Seller

$42.90

4.708334 star rating

A light blue knit midi dress with a sleeveless cowl neckline and chic high front slit.

$59.90

4.556604 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 black satin midi dress with a pleated cowl neckline, midriff cutout, and high side slit.

$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 featuring a square neckline, side slit, and metal button accents.

Best Seller

$36.90

4.5 star rating

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

$54.90

4.551724 star rating

A green satin midi dress with a corset seam bodice and pleated faux wrap hem.

$36.90

4.4 star rating

A chic white midi dress featuring a one-shoulder neckline and an asymmetrical wrap silhouette.

$46.90

4.235294 star rating

An alluring burgundy midi dress featuring rose velvet, sheer lace trim, and a bodycon silhouette.

$44.90

4.352941 star rating

A sultry slate satin midi dress with a cowl neckline, ruched detailing, and a front slit.

$69.90

4.916667 star rating

A chic white midi dress with pearl embellishments, cold-shoulder design, and flattering ruched detailing.

$36.90

3.727273 star rating

A natural marble print midi dress featuring an off-the-shoulder neckline and ruched sheer long sleeves.

Sale

$35 $49.90 30% off

4.090909 star rating

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

Sale

$19.97 $36.90 46% off

4.5 star rating

A red satin-knit midi dress with a sleeveless cowl neckline and high side slit.

Sale

$29.97 $59.90 50% off

4.777778 star rating

A gold satin midi dress with a cowl neck, lace-up back, and side slit for elegance.

Sale

$30 $42.90 30% off

3.375 star rating

A blue satin midi dress featuring a bodycon fit, waist cutout, and thigh-high front slit.

$39.90

4.625 star rating

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

$48.90

4.285714 star rating

A burgundy chiffon midi dress with a corset bodice, lace-up back, and front slit.

$49.90

4.714286 star rating

A mint satin midi dress with a cowl neckline, ruched seam, and sultry slit accent.

Sale

$16.97 $39.90 57% off

4.857143 star rating

A chic red knit midi dress with an off-the-shoulder neckline and trendy button accents.

$54.90

4.571429 star rating

A chic navy blue velvet midi dress featuring a strapless neckline and thigh-high front slit.

$33.90

3.714286 star rating

A brown mesh midi dress with an abstract print, adjustable straps, and side-ruched seams.

Sale

$19.97 $38.90 49% off

4.333334 star rating

A black glitter knit midi dress with a ruched bust and chic thigh-high side slit.

$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.

$42.90

3.666667 star rating

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

$52.90

5 star rating

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

$42.90

4.2 star rating

A black ribbed knit midi dress featuring a turtleneck, long sleeves, and a high side slit.

Sale

$19.97 $43.90 55% off

4.2 star rating

A sage glitter knit midi dress with a bodycon silhouette, square neckline, and chic side slit.

Sale

$25.97 $56.90 54% off

4.2 star rating

An ombre glitter mesh midi dress in brown with a strapless neckline and side-ruched bodycon fit.

$49.90

5 star rating

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

Sale

$19.97 $34.90 43% off

4.75 star rating

A sultry brown bodycon midi dress featuring leopard print mesh, lace-up back, and sweetheart neckline.

Sale

$19.97 $36.90 46% off

5 star rating

A brown knit midi dress with a boat neckline, ruched detailing, and thumb hole sleeves.

$42.90

4.75 star rating

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

$54.90

5 star rating

A chic green satin wrap midi dress with a plunge neckline and adjustable spaghetti straps.

$36.90

5 star rating

A black ditsy floral knit midi dress featuring a thigh-high slit and tie-front scoop neckline.

$59.90

5 star rating

A glamorous red glitter lace midi dress with a corset bodice and high side slit.

$42.90

5 star rating

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

$54.90

5 star rating

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

$42.90

4.666667 star rating

A chic black crepe midi dress with a one-shoulder neckline and flirty high 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.

$42.90

5 star rating

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

Sale

$29.97 $44.90 33% off

4.333334 star rating

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

$46.90

4.333334 star rating

A burgundy lace midi dress with a floral pattern, sleeveless V-neckline, and adjustable straps.

$59.90

5 star rating

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

$39.90

5 star rating

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

$46.90

5 star rating

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

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Graduation Midi Dresses
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Windsor Add Some Flair Ruffle Detail Midi Dress in Black
Sale
(144) 4.576389 star rating

Add some flirty flair to your look with this gorgeous ruffle detail midi dress! It features a sleeveless square neckline, spaghetti straps that lead to a cross-back strap design, a sultry ruffled front slit to show some leg, and a midi-length, sleek, curve-hugging silhouette. The dress is composed of a crepe fabric that offers a moderate stretch. Style the look with eye-catching strappy heels for the perfect date night outfit. Shop Long Crepe Version: Tiffany Sleeveless High Slit Formal DressShop Satin Midi Version: Ravishing Ruffles High Slit Midi DressFit & FeaturesSleeveless square neckline, spaghetti straps, Strapless or adhesive bra recommended, Cross-back strap design, front slit, ruffled hem, Midi-length silhouette, Crepe fabric, Form-hugging fit, moderate stretch, Runs true to size, | Windsor Add Some Flair Ruffle Detail Midi Dress in Black | Size: S | Crepe Fabric/Satin Fabric Free Shipping on All Orders Over $75.

Windsor Reign The Night Satin Midi Dress in Sage
(124) 4.435484 star rating

Reign the night in this satin midi dress featuring a sleeveless cowl neckline, spaghetti straps, and a form-hugging midi silhouette accented with an asymmetrical high slit. Fit & FeaturesSatin fabric, moderate stretch, Cowl neckline, Spaghetti straps, Form-hugging midi silhouette, Asymmetrical high slit for an alluring look, Style runs small, | Windsor Reign The Night Satin Midi Dress in Sage | Size: M | Satin Fabric Free Shipping on All Orders Over $75.

Sleek And Smooth High Slit Midi Dress in Black
(120) 4.7083335 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, | Windsor Sleek And Smooth High Slit Midi Dress in Black | Size: S | Knit Fabric Free Shipping on All Orders Over $75.

Margaret Formal Satin Wrap Midi Dress in Gold
(106) 4.556604 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, | Windsor Margaret Formal Satin Wrap Midi Dress in Gold | Size: XS | Rhinestone/Satin Fabric Free Shipping on All Orders Over $75.

Windsor Seona Formal Satin Midi Dress in Taupe
(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, | Windsor Seona Formal Satin Midi Dress in Taupe | Size: M | Rhinestone Free Shipping on All Orders Over $75.

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, | Windsor Perfectly Stylish Sleeveless Ribbed Knit Midi Dress in Black | Size: XS | Knit Fabric Free Shipping on All Orders Over $75.

Windsor Marjorie Formal Chiffon Sleeve Midi Dress in White
Sale
(39) 4.5384617 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, | Windsor Marjorie Formal Chiffon Sleeve Midi Dress in White | Size: XS | Chiffon/Crepe Fabric Free Shipping on All Orders Over $75.

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, | Windsor Chic Luxe Cowl Neck Slit Midi Dress in Magenta | Size: M | Knit Fabric/Rhinestone Free Shipping on All Orders Over $75.

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, | Windsor Strut And Snap Ribbed Knit Midi Dress in Black | Size: XS | Knit Fabric Free Shipping on All Orders Over $75.

Samantha Formal Satin Midi Dress in Navy Blue
Sale
(29) 4.551724 star rating

Shine like a vision in the silky satin Samantha formal dress perfect for dressy cocktail parties or to impress your boo for date night! She features a sleeveless square neckline, tank-style shoulder straps, and a corset seam design bodice with a pleated side seam to accentuate your curves along her form-hugging, faux wrap midi-length hem. The formal dress is composed of a satin knit fabric with lining and a moderate stretch. Style with a rhinestone clutch and heels to complete your dressy look! Fit & FeaturesSleeveless square neckline, tank-style straps, Corset seam bodice, pleated side seam, Form-hugging silhouette, Faux wrap midi-length hem, Lined satin knit fabric, moderate stretch, Bra-friendly design, Runs true to size, | Windsor Samantha Formal Satin Midi Dress in Navy Blue | Size: XL | Knit Fabric/Rhinestone/Satin Fabric Free Shipping on All Orders Over $75.