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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$44.90

4 star rating

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

$59.90

4.333334 star rating

A white satin midi dress with a cowl neckline, high slit, and twist-bar open back.

$39.90

5 star rating

A burgundy knit midi dress featuring a one-shoulder neckline, bow trim, and flared hem.

$54.90

4.6 star rating

A chic black midi dress with a glitter knit fabric, featuring a wrap hem and flirty slit.

Best Seller

$39.90

4.7 star rating

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

$49.90

4.4 star rating

A chic white midi dress with cold shoulder design, ruched seams, and a flattering bodycon silhouette.

$38.90

4.4 star rating

A sage knit midi dress featuring a sleeveless square neckline, figure-flattering ruching, and a hanky hem.

$36.90

4.639535 star rating

An elegant black off-the-shoulder midi dress with a bodycon fit and flared hem in stretchy knit.

Sale

$11.97 $54.90 78% off

4.666667 star rating

An elegant white mesh midi dress featuring faux pearl embellishments, off-the-shoulder neckline, and bodycon fit.

$59.90

4.333334 star rating

A chic navy blue midi dress with glitter knit fabric, sweetheart neckline, and lace-up back.

$59.90

5 star rating

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

Sale

$9.97 $39.90 75% off

A navy blue knit midi dress featuring a strapless neckline, padded cups, front slit, and flared hem.

$59.90

4.560748 star rating

A glamorous black satin midi dress with a cowl neckline and adjustable spaghetti straps.

$59.90

4.5 star rating

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

$54.90

4.342857 star rating

A wine-colored satin midi dress with a corset seam bodice and pleated faux wrap hem.

$46.90

4.888889 star rating

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

Sale

$19.97 $49.90 60% off

4.777778 star rating

A radiant red satin midi dress with a corset bodice, adjustable straps, and a wrap slit.

$49.90

5 star rating

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

$36.90

4 star rating

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

$44.90

4 star rating

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

$54.90

4.2 star rating

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

$46.90

4 star rating

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

$36.90

3 star rating

A green sleeveless midi dress in stretchy knit with a square neckline and flared hem.

$59.90

3.75 star rating

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

Sale

$19.97 $38.90 49% off

5 star rating

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

$44.90

5 star rating

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

Best Seller

$49.90

5 star rating

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

Sale

$9.97 $52.90 81% off

3.5 star rating

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

$36.90

5 star rating

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

$42.90

5 star rating

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

$69.90

5 star rating

An elegant navy blue satin midi dress featuring off-the-shoulder neckline, floral appliqué, and lace-up back.

$34.90

5 star rating

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

$48.90

4.5 star rating

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

Sale

$29.97 $59.90 50% off

5 star rating

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

$45.90

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

$34.90

A plum floral knit midi dress featuring a strapless neckline and stylish front slit.

$56.90

A versatile olive green knit midi dress featuring a convertible neckline and flattering bodycon silhouette.

$59.90

4.619318 star rating

A sage satin formal dress featuring a sleeveless square neckline, high-cut slit, and floor-length hem.

$39.90

4.454546 star rating

A black mesh midi dress featuring an off-the-shoulder neckline, ruched details, and a bodycon silhouette.

$48.90

4.9 star rating

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

Sale

$19.97 $64.90 69% off

3.5 star rating

A black taffeta skater dress featuring a low back bow and elegant square neckline.

$35.90

5 star rating

A pink sleeveless bodycon midi dress crafted from stretchy knit fabric with a square neckline.

$46.90

5 star rating

A maroon satin strapless midi dress featuring a pleated neckline, form-hugging fit, and side slit.

$69.90

5 star rating

A blue floral crepe mermaid dress with a sweetheart neckline and high front slit.

Sale

$9.97 $42.90 77% off

4.6 star rating

A sultry berry knit midi dress with a strapless cowl neckline and asymmetric high slit.

$59.90

5 star rating

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

Sale

$9.97 $46.90 79% off

3.75 star rating

A white stretch lace midi dress featuring a low back, sheer hem, and flirty side slit.

$44.90

4.666667 star rating

A burgundy lace midi dress featuring a sweetheart neckline, padded cups, and a flattering bodycon silhouette.

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Windsor 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: M | Rhinestone/Satin Fabric

Seona Formal Satin Midi Dress in Black
(54) 4.5 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 Black | Size: XL | Rhinestone

Samantha Formal Satin Midi Dress in Green
(35) 4.3428574 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 Green | Size: XS | Knit Fabric/Satin Fabric

Windsor Kristen Formal Satin Cowl Neck Midi Dress in Black
(12) 4.6666665 star rating

Trend right and look timeless in the body-skimming Kristen formal satin midi dress at cocktail parties, graduations, and dressy birthdays! She features a sleeveless cowl neckline, spaghetti straps, a front ruched seam that accentuates your curves, a bodycon silhouette, and a sultry slit along her hem. The formal dress is composed of a luxurious silky satin-lined fabric with minimal stretch. Complete the look in rhinestone strappy heels. Fit & FeaturesSleeveless cowl neckline, spaghetti straps, Front ruched seam, slit accent, Bodycon silhouette, Midi-length hem, Lined silky satin fabric, minimal stretch, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Kristen Formal Satin Cowl Neck Midi Dress in Black | Size: XL | Rhinestone/Satin Fabric

Windsor Wrapped Up In Style Satin Mini Dress in Green
(10) 4.4 star rating

Wrap yourself up in this stylish satin mini dress for your next GNO! The dress features a sleeveless surplice V-neckline, spaghetti straps, a pleated side seam, a flattering bodycon silhouette, and a wrap hem. Complete the look in strappy block heels. Fit & FeaturesSleeveless surplice V-neckline, Spaghetti straps, Pleated side seam, Back zipper with hook-eye closure, Bodycon silhouette, wrap mini-length hem, Smooth satin fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Wrapped Up In Style Satin Mini Dress in Green | Size: XS | Satin Fabric

Windsor Harriet Formal Satin Corset Midi Dress in Red
Sale
(9) 4.7777777 star rating

Be radiant in the fiery Harriet formal satin midi dress perfect for bridesmaids, rehearsal dinners, or banquets! She features a figure-snatching corset-designed bodice with a square neckline, adjustable spaghetti straps, and flexible boning inserts. A side pleated seam leads to the bodycon silhouette showcasing a high front wrap slit along the midi-length hem. The formal dress is crafted from a glossy and sleek satin fabric that exudes sophistication! Complete the look with earrings and block heels. Fit & FeaturesSleeveless square neckline, adjustable spaghetti straps, Corset-designed bodice, flexible boning, Bodycon silhouette, high front wrap slit, midi-length hem, Satin knit fabric, moderate stretch, Pasties or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Harriet Formal Satin Corset Midi Dress in Red | Size: S | Knit Fabric/Satin Fabric

Lilith Satin Cutout Wrap-Front Midi Dress in Royal Blue
(9) 4.6666665 star rating

Chic and curve-hugging, the Lilith satin formal dress brings sleek confidence with its bodycon silhouette and sculptural details. A softly draped cowl neckline pairs with a striking cutout waist and wrap-front slit—because blending in was never the plan. Fit & FeaturesStretch satin fabric, sewn-in knit lining, Pleated cowl neckline, padded bra cups, Spaghetti straps, back zipper closure, Underbust cutout, Pleated faux wrap-front design, high side slit, Midi-length bodycon silhouette, Runs true to size, Where to Wear:School dances, weddings, bridal showers, engagement parties, rehearsal dinners, date nights, birthdays, dinner parties, galas, black tie events, milestone celebrations Free Shipping on All Orders Over $75. | Windsor Lilith Satin Cutout Wrap-Front Midi Dress in Royal Blue | Size: XS | Knit Fabric/Satin Fabric

Windsor Forever Icon Strapless Satin Midi Dress in Sage
Sale
(8) 4.5 star rating

When timeless meets trendy—you get this sleek strapless satin midi. With a smooth curve-hugging fit and luxe shine, it’s your go-to for cocktail nights or any event that calls for instant glam. Fit & FeaturesCrepe and satin fabric lined with stretch knit, Strapless neckline, non-slip grip lining, Back zipper and hook-eye closure, Curve-hugging, midi-length silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Forever Icon Strapless Satin Midi Dress in Sage | Size: M | Satin Fabric

Cocktail Hour Strapless Satin Slit Midi Dress in Maroon
(7) 5 star rating

The perfect satin strapless midi dress for cocktail hour features a pleated neckline, a form-hugging fit, and a flirty side slit. Pair with stiletto pumps and a martini! Fit & FeaturesSilky satin fabric, sewn-in knit lining, Strapless pleated neckline, padded bra cups, Back zipper and hook-eye closure, Form-hugging fit, Side slit, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cocktail Hour Strapless Satin Slit Midi Dress in Maroon | Size: XS | Knit Fabric/Satin Fabric

Windsor Sheila Lace-Up Satin Midi Formal Dress in Green
(5) 4.2 star rating

Silky satin crafts the elegant Sheila midi formal dress perfect for bridesmaids, wedding guests, or a dressy banquet! The sleeveless dress boasts a flattering V-neckline with wide shoulder straps that shape the head-turning lace-up open back while the faux wrap bodycon silhouette shows off your figure. Pair with earrings and heels. Fit & FeaturesSilky satin fabric, sewn-in knit lining, V-neckline, padded bra cups, Wide shoulder straps, Lace-up open back, lower zipper and hook-eye closure, Faux wrap bodycon silhouette, front slit, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sheila Lace-Up Satin Midi Formal Dress in Green | Size: S | Knit Fabric/Satin Fabric

Graduation Midi Dresses